# 0

**SMILES:** C1=CC=C(C(=C1)C2=NC=CC(=N2)N3C=CN=C3)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a benzene ring (c1ccccc1) and a pyridine ring (n2ccnc2), which contribute to its lipophilicity. However, the presence of a chlorine atom (Cl) and a nitrogen atom (n) in the pyridine ring may slightly reduce its lipophilicity. Overall, the molecule has moderate lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C12H9ClN2, which suggests a relatively small molecular size and weight. This is a favorable characteristic for high permeability.

3. Polarity: The molecule contains a pyridine ring, which is relatively non-polar. However, the presence of a nitrogen atom in the pyridine ring and the chlorine atom may introduce some polarity. The polar surface area (PSA) of the molecule is moderate.

4. Charge: The molecule is neutral, which is a favorable characteristic for high permeability.

5. Rigidity: The presence of aromatic rings in the molecule suggests a degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains two aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a chlorine atom and a nitrogen atom in the pyridine ring may contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate lipophilicity, a small molecular size, and a balanced membrane affinity. These characteristics are generally associated with low-to-moderate permeability in the PAMPA assay.

Final answer: Low-to-moderate permeability

------
# 1

**SMILES:** CC1=NC(=NC2=CC=CC=C12)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings (cyclic structures with alternating double bonds) and nitrogen atoms, which contribute to its lipophilicity. However, the presence of nitrogen atoms also introduces some polarity. Overall, the lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular formula Cc1nc(N)nc2ccccc12 suggests a relatively small molecular size, with a molecular weight of approximately 144 g/mol. This size is conducive to higher permeability.

3. Polarity: The molecule has a moderate level of polarity due to the presence of nitrogen atoms, which can form hydrogen bonds. However, the overall polarity is not extremely high.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings contributes to the molecule's rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen atoms and the aromatic rings may contribute to a moderate level of hydration energy.

8. Membrane Affinity: The balanced combination of lipophilicity, polarity, and rigidity suggests that the molecule has a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane.

Final answer: High permeability

------
# 2

**SMILES:** C1=NC(=C2C(=N1)N(C=N2)[C@@H]3[C@@H]([C@@H]([C@@H](O3)CO)O)N)N

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and nitrogen atoms, which contribute to its lipophilicity. However, the presence of oxygen atoms and the amide group (C(O)C(O)) also introduce some polarity. Overall, the lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula C10H9N5O2 suggests a relatively small molecular size and weight, which is favorable for high permeability.

3. **Polarity**: The molecule has a moderate to low polar surface area due to the presence of aromatic rings and nitrogen atoms. However, the amide group and oxygen atoms contribute to some polarity. The polar surface area is moderate.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the amide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of oxygen atoms and the amide group suggests a moderate to low hydration energy, which is favorable for membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 3

**SMILES:** CN1CCC2=CC(=C3C4=C2[C@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@H]7C8=CC(=C(O3)C=C8CCN7)O4)OC)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, I will analyze its properties based on the provided guidelines.

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of oxygen-containing groups (e.g., CO, OC, and O) also suggests a certain degree of polarity. Overall, the lipophilicity of the molecule is moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C32H34N2O4. Its molecular weight is approximately 494.65 g/mol, which is relatively large. However, the molecule's size and weight do not seem to be excessively high, considering its lipophilicity and the presence of aromatic rings.

3. Polarity: The molecule contains several oxygen-containing groups, which contribute to its polarity. However, the presence of aromatic rings and the overall lipophilicity of the molecule suggest that its polarity is not extremely high.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in its structure.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the artificial membrane.

6. Aromaticity: The presence of multiple aromatic rings in the molecule suggests that it has a high degree of aromaticity, which may influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of oxygen-containing groups in the molecule may contribute to its hydration energy. However, the overall effect of hydration energy on the molecule's permeability is difficult to determine without further analysis.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer. This balance may contribute to its permeability.

Considering these properties, the molecule appears to have a moderate to high degree of lipophilicity, a moderate molecular size and weight, and a balanced affinity for both the aqueous phase and the lipid bilayer. These characteristics suggest that the molecule has high permeability to the artificial membrane.

Final answer: High permeability

------
# 4

**SMILES:** C1=CC2=C(C=C1I)C(=CC3=CC(=C(C(=C3)Br)O)Br)C(=O)N2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, halogen atoms (Br), and a carbonyl group (C=O) suggests that the molecule has a moderate to high lipophilicity. This is likely to contribute to its permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C19H11Br2INO2, which suggests a moderate molecular size and weight. This is not unusually large, which is a positive factor for permeability.

3. **Polarity**: The molecule contains a carbonyl group (C=O), which is polar, and a nitro group (NO2), which is also polar. However, the presence of aromatic rings and halogen atoms (Br) may counterbalance the polarity, making the overall polarity moderate. The polar surface area and hydrogen bond donors/acceptors are not explicitly calculated here, but the presence of polar groups suggests a moderate polarity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups (C=O and NO2) suggests that the molecule may have a moderate to high hydration energy, which could negatively impact permeability.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate membrane affinity, which is generally favorable for permeability.

Considering these properties, the molecule is likely to have a moderate to high permeability due to its lipophilicity, moderate molecular size, and balanced polarity. However, the presence of polar groups and moderate hydration energy may slightly reduce its permeability.

**Final answer: High permeability**

------
# 5

**SMILES:** COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1-3) and a carbonyl group (C(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H14N2O2, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, suggesting a moderate permeability.

3. Polarity: The molecule contains a carbonyl group (C(=O)) and a nitrogen atom, which are polar functional groups. However, the overall polarity of the molecule is relatively low due to the presence of aromatic rings, which tend to reduce polarity. The polar surface area is moderate, and the number of hydrogen bond donors/acceptors is low, indicating a relatively low polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom suggests a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar functional groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can lead to better PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 6

**SMILES:** C[C@@]12C3=CC=CC=C3C[C@@H](N1)C4=CC=CC=C24

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (cyclohexyl and phenyl), which contribute to its lipophilicity. This suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the molecule is CC12NC(Cc3ccccc31)c1ccccc12, which corresponds to a molecular weight of approximately 246 g/mol. This is a relatively small molecule, which tends to have higher permeability.

3. Polarity: The molecule has a low polar surface area due to the presence of non-polar aromatic rings. Additionally, it has a low number of hydrogen bond donors and acceptors, which also suggests a low polarity. This is associated with higher permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively small molecular size suggests a high degree of rigidity, which often facilitates membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The low polarity and molecular size of the molecule suggest a low hydration energy, which generally improves membrane permeation.

8. Membrane Affinity: The balanced lipophilicity and low polarity of the molecule suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which tends to exhibit better PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 7

**SMILES:** CN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc...), amide groups (C(=O)NC...), and ester groups (C(=O)O...) suggests a moderate to high lipophilicity. However, the presence of a nitrile group (CN) and a nitro group (NC(N)...) may counterbalance this effect, making the overall lipophilicity moderate.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H20N8O5. The molecular weight is approximately 476 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains both polar (amide, ester, and nitrile groups) and nonpolar (aromatic rings) regions. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively high. This suggests that the molecule may have some difficulty permeating the membrane.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar groups (amide, ester, and nitrile) suggests that the molecule may have a moderate to high hydration energy, which could hinder membrane permeation.

8. **Membrane Affinity**: The balanced presence of polar and nonpolar regions suggests that the molecule may have a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have a moderate permeability. The presence of polar groups and a moderate lipophilicity may hinder its ability to permeate the membrane, but its small size and neutral charge are beneficial. Therefore, the predicted permeability of the molecule is:

Final answer: Low-to-moderate permeability

------
# 8

**SMILES:** C1COCCN1C2=C(C=C(C=C2)C(F)(F)F)NC(=O)C3=NNC(=O)C4=CC=CC=C43

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of fluorine atoms (F) in the molecule suggests a high degree of lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is not explicitly provided, but based on its structure, it appears to be a relatively large molecule. Larger molecules tend to have lower permeability due to their size and weight.

3. **Polarity**: The molecule contains a nitro group (-NO2) and a carbonyl group (C=O), which contribute to its polarity. However, the presence of aromatic rings and fluorine atoms also suggests a certain degree of lipophilicity, which might counterbalance the polarity. The polar surface area (PSA) and the number of hydrogen bond donors/acceptors are not explicitly calculated here, but the presence of a nitro group and a carbonyl group indicates a moderate to high PSA.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the nitro group might contribute to a lower hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for the lipid bilayer, which can facilitate permeability.

Considering these properties, the molecule appears to have a balance of characteristics that could facilitate membrane permeation. However, its size and the presence of polar functional groups might limit its permeability to some extent.

**Final answer: Low-to-moderate permeability**

------
# 9

**SMILES:** CCCCCN1C(=O)C2=C(C=C(C=C2)C(=O)NCCCN3CCCCC3)NC1=O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a long aliphatic chain (CCCCC) and aromatic rings, which contribute to its lipophilicity. However, the presence of nitrogen-containing heterocycles (e.g., pyridine-like structure) and the amide groups may reduce its lipophilicity. Overall, the lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively large. However, the molecular size is not the only factor determining permeability; the shape and flexibility of the molecule also play a role.

3. Polarity: The molecule contains polar functional groups such as amide groups (C(=O)NCCCN) and a nitro group (n1c(=O)[nH]c2cc(C(=O)NCCCN3CCCCC3)ccc2c1=O), which contribute to its polarity. However, the presence of aromatic rings and the aliphatic chain may reduce its overall polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the heterocyclic structure suggests that the molecule has a certain degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups and the heterocyclic structure may contribute to a moderate hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and polarity suggest that it has a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate lipophilicity, a moderate degree of rigidity, and a balanced membrane affinity. These characteristics suggest that the molecule would have low-to-moderate permeability to the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 10

**SMILES:** CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)NC3=NN=C(S3)COC4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (c1, c2, and COc2), which contribute to its lipophilicity. The presence of a carbonyl group (C(=O)) and a nitro group (-NO2) also suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H16ClN5O4, which indicates a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. Polarity: The molecule contains a nitro group (-NO2), a carbonyl group (C(=O)), and a nitrogen atom (N) that can participate in hydrogen bonding. However, the presence of aromatic rings and the overall molecular structure suggest a relatively low polar surface area.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a planar structure suggests a relatively high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a nitro group and a carbonyl group suggests a moderate to high hydration energy, which might hinder membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, a relatively low polar surface area, and a neutral charge. However, the presence of a nitro group and a carbonyl group might reduce its membrane permeability due to higher hydration energy.

Based on these factors, I would predict that the molecule has:

Final answer: Low-to-moderate permeability

------
# 11

**SMILES:** C1OC2=C(O1)C=C(C=C2)C3NN4C(=NN=C4S3)C5=CC=CC=C5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2nnc3n2NC, c2ccc4c(c2)OCO4) and the sulfur atom (S3) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20N6O3S. The molecular weight is approximately 476.55 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a nitrogen atom (N6) and an oxygen atom (O3), which are polar. However, the presence of aromatic rings and the sulfur atom may counterbalance the polarity, making the overall polar surface area relatively low. The low polar surface area is associated with higher permeability.

4. **Charge**: The molecule does not have any explicit charges mentioned, suggesting it is likely neutral. Neutral molecules generally have better permeability compared to charged species.

5. **Rigidity**: The presence of aromatic rings and the nitrogen-containing heterocycles suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of nitrogen and oxygen atoms suggests a moderate to high hydration energy, but the overall effect is likely mitigated by the lipophilic character of the molecule.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is conducive to better PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 12

**SMILES:** COC1=CC2=C(C=C1)NC(=O)C(=C2)C3=NOC(=N3)C4=CC=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc2, c3noc(-c4ccccc4)n3, and c2c1) and the cyclohexyl ring (c3noc(-c4ccccc4)n3) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H18N4O2, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either. However, the presence of several aromatic rings and a cyclohexyl ring might contribute to a relatively high molecular weight.

3. Polarity: The molecule contains several aromatic rings, a cyclohexyl ring, and a nitro group (-noc), which are generally non-polar. However, the presence of a nitro group and a nitrogen atom in the aromatic ring might contribute to a moderate level of polarity.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of several aromatic rings and a cyclohexyl ring suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of several aromatic rings and a cyclohexyl ring might contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of non-polar and polar regions in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which can contribute to better PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, a moderate level of polarity, and a relatively rigid structure. These characteristics suggest that the molecule would have a moderate to high affinity for the artificial membrane, which would result in a moderate to high permeability.

Final answer: High permeability

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# 13

**SMILES:** CC1=CC=CC=C1C2=NC(=C(O2)C)CN3CCC(CC3)C(=O)NCCCN4CCOCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a large aromatic ring system, which suggests a high degree of lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 434 g/mol, which is relatively large. However, the presence of aromatic rings and a relatively planar structure may facilitate its passage through the membrane.

3. Polarity: The molecule contains a nitro group (-NO2) and a hydroxyl group (-OH), which contribute to its polarity. However, the overall polarity of the molecule is somewhat balanced by the presence of lipophilic aromatic rings.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups (nitro and hydroxyl) suggests that the molecule may have a moderate to high hydration energy, which could negatively impact its permeability.

8. Membrane Affinity: The balance between lipophilicity and polarity in the molecule suggests a moderate to high affinity for the lipid bilayer, which could contribute to its permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability due to its lipophilicity, rigidity, and balanced membrane affinity. However, the presence of polar functional groups and moderate hydration energy may slightly reduce its permeability.

Final answer: High permeability

------
# 14

**SMILES:** C1=CC(=CN=C1)NC(=O)C2=CC=CS2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1cccnc1 and c1cccs1) and the carbonyl group (O=C) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C13H9N3O, which corresponds to a molecular weight of approximately 231 g/mol. This is a relatively small molecule, which tends to have higher permeability.

3. Polarity: The molecule contains a carbonyl group (O=C), which is polar, but the overall polarity of the molecule is relatively low due to the presence of aromatic rings. The polar surface area (PSA) is likely to be low, which is associated with higher permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggest a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings suggests that the molecule has a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilicity, small size, and low polarity suggests that the molecule has a good affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 15

**SMILES:** CC1=CC=CC=C1NC(=O)NC2=CC=CS2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings (Cc1ccccc1 and c1cccs1) and an amide group (NC(=O)N), which suggests a moderate to high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C12H9N3O, which corresponds to a molecular weight of approximately 213 g/mol. This is a relatively small molecule, which is generally associated with higher permeability.

3. Polarity: The molecule contains an amide group, which is polar, but the overall polarity of the molecule is moderate due to the presence of aromatic rings. The polar surface area is likely to be moderate, and the number of hydrogen bond donors/acceptors is limited, which suggests a moderate to low polarity.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the amide group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains two aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of the amide group and the aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar groups in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can contribute to better PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 16

**SMILES:** C1=NC2=C(N1)C(=O)NC=N2

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a heterocyclic ring system with nitrogen atoms, which suggests a moderate to high lipophilicity. However, the presence of nitrogen atoms also introduces polarity, which may counteract the lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C4H4N4O, which corresponds to a relatively small molecular weight (96.08 g/mol). This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains nitrogen atoms, which are polar. However, the overall polarity of the molecule is moderate, and the presence of a heterocyclic ring system may help to reduce the polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule has a planar, aromatic ring system, which suggests a high degree of rigidity. This rigidity may facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings in the molecule is likely to contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The molecule's moderate polarity and the presence of nitrogen atoms may result in a moderate hydration energy. However, the overall effect on permeability is likely to be minimal.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its small size, moderate lipophilicity, and balanced membrane affinity. However, the presence of nitrogen atoms and moderate polarity may slightly reduce its permeability.

Final answer: High permeability

------
# 17

**SMILES:** CC1=CC=C(C=C1)N2C3=NC=NC(=C3C=N2)NC4=CC=CC(=C4)C(=O)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings, which generally contribute to higher lipophilicity. However, the presence of a carbonyl group (C(=O)O) may slightly decrease lipophilicity. Overall, the molecule is likely to have moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C23H18N6O2, which suggests a relatively large molecular size and weight. This might negatively impact permeability.

3. Polarity: The molecule contains a carbonyl group, which is polar, and several nitrogen atoms, which can also contribute to polarity. However, the overall polar surface area and the number of hydrogen bond donors/acceptors are not explicitly provided. Assuming a moderate to high degree of polarity.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a planar structure suggests a relatively rigid molecule, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and several nitrogen atoms may contribute to higher hydration energy, which could negatively impact membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate to high lipophilicity, a relatively large size, moderate to high polarity, and a balanced membrane affinity. These characteristics suggest that the molecule may have low-to-moderate permeability to the artificial membrane.

Final answer: Low-to-moderate permeability

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# 18

**SMILES:** CCN(CC)CCNC(=O)C1CCN(CC1)C2=NN3C=C(N=C3S2)C4=CC=C(C=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c2nn3cc(-c4ccc(F)cc4)nc3s2) and alkyl chains (CCN(CC)CCNC(=O)C1CCN...) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a relatively large molecular structure may contribute to a higher molecular size, potentially affecting permeability.

3. Polarity: The molecule contains a carbonyl group (C(=O)) and several nitrogen atoms, which contribute to its polarity. However, the presence of aromatic rings and alkyl chains may counterbalance this effect, resulting in a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a relatively rigid molecular structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability.

7. Hydration Energy: The presence of multiple nitrogen and oxygen atoms may contribute to a relatively high hydration energy, which could negatively impact membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively moderate molecular size, a low polar surface area, and a neutral charge. The presence of aromatic rings and a relatively rigid molecular structure may facilitate membrane permeation, while the moderate membrane affinity and potential high hydration energy may have a negative impact.

Final answer: High permeability

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# 19

**SMILES:** CC1=CC2=C(C=C1)C(=C(N2CC3=CC=C(C=C3)OC)C(=O)O)CNCC4=CC=CO4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a relatively high number of carbon and hydrogen atoms suggests a moderate to high lipophilicity. However, the presence of oxygen and nitrogen atoms also indicates some level of polarity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C32H28N4O4, which suggests a relatively large molecular size and weight. This might negatively impact its permeability.

3. Polarity: The presence of oxygen and nitrogen atoms indicates a moderate level of polarity. However, the overall molecular structure suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar molecular structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, potentially improving permeability.

7. Hydration Energy: The presence of oxygen and nitrogen atoms suggests a moderate level of hydration energy, which might negatively impact membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high membrane affinity, which is beneficial for permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively large molecular size, and a balanced membrane affinity. However, its moderate polarity and hydration energy might slightly reduce its permeability. Overall, the molecule's properties suggest that it would have high permeability.

Final answer: High permeability

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# 20

**SMILES:** CC(=O)C1=CC=C(C=C1)N2CCN(CC2)C3=C(C=C(C=C3)NC(=O)C4=CC=C(C=C4)F)C(=O)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 434 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a carbonyl group may increase its size and weight, potentially affecting its permeability.

3. Polarity: The molecule contains a carbonyl group, which is polar, and several aromatic rings, which are relatively nonpolar. The overall polarity of the molecule is moderate, which may not significantly impact its permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a carbonyl group suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and polarity, suggests that it may exhibit good PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a balanced affinity for both the aqueous phase and the lipid bilayer. These characteristics suggest that the molecule would have high permeability to the artificial membrane.

Final answer: High permeability

------
# 21

**SMILES:** C1CCN(CC1)C2CCN(CC2)C3=C(C=C(C=C3)NC(=O)C4=CC=C(C=C4)Br)C(=O)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, alkyl chains, and a carbonyl group suggests a relatively high lipophilicity. However, the presence of a bromine atom, which is polar, might slightly reduce lipophilicity. Overall, lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C28H34BrN3O3. The molecular weight is approximately 514 g/mol, which is relatively large. However, the molecular size is not excessively large, and the presence of aromatic rings and alkyl chains might facilitate its passage through the membrane.

3. **Polarity**: The presence of a bromine atom and a carbonyl group indicates some level of polarity. However, the overall polarity is likely moderate due to the presence of non-polar alkyl chains and aromatic rings.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a bromine atom and a carbonyl group might increase hydration energy, but the overall effect is likely moderate.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions suggests a moderate to high membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate to high lipophilicity, a moderate molecular size, and a moderate degree of polarity. The presence of a bromine atom might slightly reduce permeability, but the overall effect is likely to be moderate. The molecule's rigidity, aromaticity, and membrane affinity are likely to facilitate its passage through the membrane.

**Final answer: High permeability**

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# 22

**SMILES:** CC1=C(C=C(C=C1)C2=NN3C(=NN=C3C4=CC=CC=C42)C)S(=O)(=O)NC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings and the CNS(=O)(=O) group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is CNS(=O)(=O)c1cc(-c2nn3c(C)nnc3c3ccccc23)ccc1C. Calculating the molecular weight, we get approximately 342.38 g/mol. This is a relatively small molecule, which tends to have higher permeability.

3. Polarity: The molecule contains a CNS(=O)(=O) group, which is polar. However, the presence of multiple aromatic rings and the overall molecular structure suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and the CNS(=O)(=O) group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar groups like CNS(=O)(=O) and the overall molecular structure suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which can lead to better PAMPA permeability.

Considering these properties, the molecule appears to have characteristics that favor high permeability. The presence of multiple aromatic rings, a relatively small molecular size, and a balanced affinity for both the aqueous phase and the lipid bilayer all contribute to its potential for high permeability.

Final answer: High permeability

------
# 23

**SMILES:** C1=C(OC(=C1)[N+](=O)[O-])C=NNC(=O)C(=O)N

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc...) and the nitro group (NO2) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C9H6N4O4, which indicates a relatively small molecular size and weight. Smaller molecules tend to have higher permeability.

3. Polarity: The molecule contains a nitro group (NO2), which is polar, and a nitrogens with a positive charge (N+), indicating a moderate to high polar surface area. However, the presence of aromatic rings and the nitro group also suggests a relatively low hydrogen bond donors/acceptors, which is associated with higher permeability.

4. Charge: The molecule has a positive charge on the nitrogen atom, which may hinder its ability to diffuse through the hydrophobic lipid bilayer. However, the presence of a negative charge on the oxygen atom (O-) may help to balance the charge and improve permeability.

5. Rigidity: The presence of aromatic rings and the nitro group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar groups (nitro and nitrogens) suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The molecule's balanced charge and moderate lipophilicity suggest a moderate affinity for both the aqueous phase and the lipid bilayer, which is associated with better PAMPA permeability.

Considering these properties, the molecule's permeability is likely to be moderate. However, the presence of a positive charge and moderate polar surface area may slightly reduce its permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

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# 24

**SMILES:** C1COCCN1C2=CC(=O)C3=C(O2)C4=CC=CC=C4C=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of the ether group (CCOCC2) may reduce lipophilicity slightly.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 312 g/mol, which is relatively small. This suggests that the molecule may have high permeability.

3. Polarity: The molecule contains a carbonyl group and an ether group, which are polar functional groups. However, the overall polarity of the molecule is moderate due to the presence of aromatic rings and the relatively low number of hydrogen bond donors/acceptors.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains a planar, aromatic ring system, which suggests a high degree of rigidity. This may facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings in the molecule is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The molecule's hydration energy is moderate, which may not significantly impact its permeability.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and polarity, suggests that it may exhibit good PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 25

**SMILES:** CN1C(=NN=N1)SC2=NC=NC3=C2C=CS3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1, c2) and sulfur atoms (S) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula Cn1nnnc1Sc1ncnc2sccc12 indicates a relatively large molecular size, which might negatively impact permeability.

3. Polarity: The presence of nitrogen (N) and sulfur (S) atoms, as well as the aromatic rings, suggests a moderate to low polar surface area. However, the presence of nitrogen atoms also indicates a moderate number of hydrogen bond donors/acceptors.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the sulfur atom suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen and sulfur atoms, as well as the aromatic rings, suggests a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can lead to better PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a balanced membrane affinity. These characteristics suggest that the molecule has a moderate to high potential for permeability through the artificial membrane.

Final answer: High permeability

------
# 26

**SMILES:** C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)NO

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a long aliphatic chain (CCCCCC) and an aromatic ring (c1ccccc1), which suggests a relatively high lipophilicity. However, the presence of a nitro group (NO) and a carbonyl group (C=O) may reduce lipophilicity due to their polar nature.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H19N3O3, which corresponds to a molecular weight of approximately 281 g/mol. This is a relatively small molecule, which generally correlates with higher permeability.

3. Polarity: The molecule contains a nitro group (NO), a carbonyl group (C=O), and a nitrogen atom, which contribute to its polarity. However, the presence of the aromatic ring and the long aliphatic chain may counterbalance this effect to some extent.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of the aromatic ring and the carbonyl group may contribute to the molecule's rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains an aromatic ring, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups (nitro and carbonyl) may increase the molecule's hydration energy, which could negatively impact permeability.

8. Membrane Affinity: The molecule's balanced lipophilicity and polarity may result in a moderate affinity for both the aqueous phase and the lipid bilayer, which could lead to moderate permeability.

Considering these properties, the molecule's permeability is likely to be moderate, as it has both polar and nonpolar regions, and its size and weight are relatively small. However, the presence of polar functional groups may reduce its permeability.

Final answer: Low-to-moderate permeability

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# 27

**SMILES:** CN(C)C1=CC=C(C=C1)C2=C(C(=O)NC=C2)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the cyano group (CN) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C13H9N3O, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, suggesting a moderate permeability.

3. Polarity: The molecule contains a cyano group, an amide group, and a nitrogen atom, which contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure suggests a relatively low polar surface area, which is associated with higher permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the amide group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of the cyano group and the amide group suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic groups in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. However, the moderate molecular size and weight might slightly limit its permeability.

Final answer: High permeability

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# 28

**SMILES:** COC1=C(C=C(C=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2csc, and ccc) and the cyclohexyl group (CCC) suggests a relatively high lipophilicity. However, the presence of the carbonyl group (C(N)=O) and the ether group (OC) may reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H26N2O3S. The molecular weight is approximately 434.55 g/mol. This is a relatively large molecule, which may negatively impact its permeability.

3. **Polarity**: The molecule contains a carbonyl group, an ether group, and a sulfur atom, which contribute to its polarity. The polar surface area (PSA) is likely moderate to high, which may reduce its permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the cyclohexyl group may contribute to the molecule's rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar functional groups (carbonyl, ether, and sulfur) may increase the molecule's hydration energy, which could negatively impact its permeability.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate polarity may result in a moderate membrane affinity.

Considering these properties, the molecule's permeability is likely to be **low-to-moderate** due to its relatively large size, moderate to high polarity, and moderate membrane affinity.

Final answer: Low-to-moderate permeability.

------
# 29

**SMILES:** COC1=CC(=CC(=C1OC)OC)C2=CSC(=N2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1cc, c2csc, and cc(OC)c1) and the cyclohexane ring (CCC(C(N)=O)CC3) suggests a relatively high lipophilicity. However, the presence of the carbonyl group (C(N)=O) and the ether group (OC) may reduce lipophilicity slightly. Overall, the molecule is likely to have moderate to high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H28N2O4S. The molecular weight is approximately 444.58 g/mol. This is a relatively large molecule, which may negatively impact permeability.

3. **Polarity**: The presence of the carbonyl group (C(N)=O) and the ether group (OC) indicates some level of polarity. However, the overall polarity of the molecule is likely to be moderate due to the presence of aromatic rings and the cyclohexane ring.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the cyclohexane ring suggests a relatively rigid structure, which may facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of the carbonyl group (C(N)=O) and the ether group (OC) may contribute to a moderate hydration energy.

8. **Membrane Affinity**: The balance between the lipophilic and polar regions of the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule is likely to have moderate lipophilicity, a moderate degree of polarity, and a relatively rigid structure. The presence of aromatic rings and the cyclohexane ring may facilitate membrane permeation. However, the moderate molecular size and weight, as well as the moderate hydration energy, may negatively impact permeability.

**Final answer: Low-to-moderate permeability**

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# 30

**SMILES:** CC(=O)NC1CCN(CC1)C2=NC(=CS2)C3=CC=C(C=C3)Br

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3ccc(Br)cc3) and a carbonyl group (CC(=O)) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H19BrN4O, which indicates a moderate molecular size and weight. This suggests that the molecule is not too large to permeate the artificial membrane.

3. Polarity: The molecule contains a carbonyl group (CC(=O)) and an aromatic ring with a bromine atom (c3ccc(Br)cc3), which may contribute to its polarity. However, the presence of a low polar surface area and low hydrogen bond donors/acceptors is not explicitly stated, so we cannot conclusively determine its polarity.

4. Charge: The molecule does not appear to have any formal charges, but the presence of a bromine atom (Br) may contribute to its overall polarity. However, the charge of the molecule is not explicitly stated, so we cannot conclusively determine its charge.

5. Rigidity: The presence of aromatic rings and a carbonyl group suggests that the molecule has a moderate degree of rigidity, which may facilitate its permeation through the artificial membrane.

6. Aromaticity: The presence of aromatic rings (c3ccc(Br)cc3) in the molecule suggests that it has a moderate to high degree of aromaticity, which may influence its lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group (CC(=O)) and an aromatic ring with a bromine atom (c3ccc(Br)cc3) may contribute to its hydration energy. However, the exact hydration energy of the molecule is not explicitly stated, so we cannot conclusively determine its hydration energy.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is not explicitly stated, so we cannot conclusively determine its membrane affinity.

Based on the analysis of the molecule's properties, it appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a moderate degree of rigidity. These characteristics suggest that the molecule may have high permeability to the artificial membrane.

Final answer: High permeability

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# 31

**SMILES:** CC1=NC(=CC=C1)C2=C(N=C(N2)C(C)(C)C)C3=CC4=NC=CN=C4C=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings, which generally contribute to increased lipophilicity. However, the presence of nitrogen-containing heterocycles (e.g., pyridine and pyrimidine rings) may also introduce some polarity. Overall, the lipophilicity of this molecule is likely to be high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H18N6, which corresponds to a molecular weight of approximately 378 g/mol. This is a relatively small molecule, suggesting that it may have high permeability.

3. Polarity: The presence of nitrogen-containing heterocycles and the overall molecular structure indicate that the molecule has a moderate to low level of polarity. The polar surface area (PSA) is likely to be relatively low, which is a favorable characteristic for high permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and the planar structure of the molecule suggest that it is relatively rigid, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen-containing heterocycles and the overall molecular structure suggest that the molecule may have a moderate to low level of hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilicity, polarity, and molecular size suggests that the molecule has a favorable membrane affinity, which can contribute to high permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 32

**SMILES:** C1=CC(=CC(=C1)N2C=CC=C2/C=C/3\C(=O)N(C(=O)N3)C4=CC(=CC=C4)Cl)C(=O)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of a carbonyl group (C=O) and a nitro group (-NO2) suggests a moderate to high lipophilicity. However, the overall lipophilicity is likely to be high due to the presence of multiple aromatic rings.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16ClN5O4. The molecular weight is approximately 475 g/mol, which is relatively high. However, the molecular size is not excessively large, and the molecule is likely to be able to pass through the artificial membrane.

3. **Polarity**: The molecule contains several polar functional groups, including carbonyl groups (C=O) and a nitro group (-NO2). However, the overall polarity is likely to be moderate due to the presence of multiple aromatic rings, which contribute to its lipophilicity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity is likely to facilitate its passage through the artificial membrane.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to influence the molecule's lipophilicity and interactions with the lipid bilayer, thereby affecting its permeability.

7. **Hydration Energy**: The molecule contains several polar functional groups, which are likely to have a moderate to high hydration energy. However, the overall hydration energy is likely to be moderate due to the presence of multiple aromatic rings.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate polarity suggest that it has a moderate to high affinity for the lipid bilayer.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane. The presence of multiple aromatic rings, moderate polarity, and a balanced lipophilicity and membrane affinity suggest that the molecule can easily pass through the lipid bilayer.

Final answer: High permeability

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# 33

**SMILES:** CC1(CCC(=C(C1)CN2CCN(CC2)C3=CC=C(C=C3)C(=O)NS(=O)(=O)C4=CC(=C(C=C4)N[C@H](CCN5CCOCC5)CSC6=CC=CC=C6)S(=O)(=O)C(F)(F)F)C7=CC=C(C=C7)Cl)C

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To determine the permeability of the given molecule, I will analyze its properties based on the provided guidelines.

1. Lipophilicity: The molecule contains several aromatic rings, including a chlorinated ring, which suggests a moderate to high lipophilicity. However, the presence of a nitro group (C(=O)N) and a sulfonamide group (NS(=O)(=O)) also indicates a degree of polarity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the compound is C34H34ClN7O6S2, which suggests a relatively large molecular size and weight. This is likely to negatively impact permeability.

3. Polarity: The presence of a nitro group, a sulfonamide group, and a chlorinated ring indicates a moderate to high polarity. However, the overall polarity is somewhat balanced by the presence of aromatic rings and lipophilic groups.

4. Charge: The molecule appears to be neutral, which is generally favorable for permeability.

5. Rigidity: The presence of several aromatic rings and a relatively planar structure suggests a high degree of rigidity, which is likely to facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups, such as the nitro and sulfonamide groups, suggests a moderate to high hydration energy. However, the overall hydration energy is likely to be relatively low due to the presence of lipophilic groups.

8. Membrane Affinity: The balanced combination of lipophilic and polar groups suggests a moderate to high membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate to high lipophilicity, a relatively large molecular size, and a balanced polarity. The presence of a neutral charge, high rigidity, and moderate to high membrane affinity also support moderate to high permeability.

Final answer: High permeability

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# 34

**SMILES:** CCCCCCCCC1=CC=C(C=C1)CCC(CO)(CO)N

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a long aliphatic chain (CCCCCCCC) and an aromatic ring (c1ccc), which suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H32N2O2, which indicates a moderate molecular size and weight. This is not excessively large, so it's likely to have a moderate to high permeability.

3. Polarity: The molecule contains a carbonyl group (CO) and an amide group (CON), which contribute to its polarity. However, the presence of a long aliphatic chain and an aromatic ring may counterbalance this effect. The polar surface area (PSA) is moderate, which is not ideal for high permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of an aromatic ring and a carbonyl group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains an aromatic ring, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and an amide group suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely due to its moderate lipophilicity and polarity.

Considering these properties, the molecule is likely to have a moderate to high permeability due to its lipophilicity, moderate molecular size, and balanced membrane affinity. However, its moderate to high polarity and hydration energy may slightly reduce its permeability.

Final answer: High permeability

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# 35

**SMILES:** CN(C)[C@@H]1CCN(C1)C2=CC=CC(=C2)NC3=NN4C(=O)C5=CC=CC=C5N=C4S3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c2cccc, c3nn4c(=O)c5ccccc5nc4s3) and the overall molecular structure suggest a relatively high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is CN(C)C1CCN(c2cccc(Nc3nn4c(=O)c5ccccc5nc4s3)c2)C1. Calculating the molecular weight yields approximately 434.55 g/mol, which is relatively large but not excessively so. However, the presence of multiple aromatic rings and a complex structure might suggest a larger effective size due to steric hindrance.

3. **Polarity**: The molecule contains several nitrogen atoms, some of which are part of aromatic rings, and a carbonyl group (c(=O)), which could contribute to a moderate to high polar surface area. However, the overall effect of these polar groups is somewhat mitigated by the presence of non-polar aromatic rings.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of multiple aromatic rings and a complex structure suggests a relatively rigid molecule.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of nitrogen and oxygen atoms, particularly in the form of a carbonyl group, suggests a moderate to high hydration energy, which could negatively impact membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polar surface area suggests a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be influenced by its size, polarity, and hydration energy. While it has a relatively high lipophilicity and is neutral, its moderate to high polar surface area and hydration energy might limit its ability to diffuse through the artificial membrane.

**Final answer: Low-to-moderate permeability**

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# 36

**SMILES:** CCNC(=O)C1=CC=C(O1)C2=CC3=C(C=C2)N=CN=C3NCC4CCCO4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which contribute to its lipophilicity. However, the presence of a nitrogen atom in the aromatic ring and the amide group may also introduce some polarity. Overall, the lipophilicity of this molecule is moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N4O2, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. Polarity: The molecule has a moderate to low polar surface area due to the presence of aromatic rings and a carbonyl group. However, the nitrogen atom in the aromatic ring and the amide group contribute to its polarity. The overall polarity of this molecule is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the amide group suggests a moderate degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate to high lipophilicity, a moderate molecular size, and a moderate degree of rigidity. Its balanced polarity and moderate hydration energy also suggest a moderate to high membrane affinity. Overall, these characteristics are indicative of a molecule with high permeability.

Final answer: High permeability

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# 37

**SMILES:** CC1=C(C(N=C(N1)NC2=NC3=CC=CC=C3O2)C4=NN(C=C4Cl)C)C(=O)NC5=NN=CS5

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. However, the presence of a carbonyl group (C(=O)) and a nitrogen atom with a double bond (N=C) may reduce its lipophilicity. Overall, the molecule's lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H18ClN7O2S. Its molecular weight is approximately 483.94 g/mol, which is relatively large. However, the molecule's size is not excessively large, and its molecular weight is not unusually high.

3. Polarity: The molecule contains several nitrogen atoms, a sulfur atom, and an oxygen atom, which contribute to its polarity. However, the presence of aromatic rings and a carbonyl group may reduce its polarity. The polar surface area (PSA) of the molecule is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. Aromaticity: The presence of aromatic rings in the molecule may influence its lipophilicity and interactions with the lipid bilayer, thereby affecting its permeability.

7. Hydration Energy: The molecule's hydration energy is moderate, which may not significantly impact its permeability.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely due to its moderate lipophilicity and polarity.

Considering these properties, the molecule's permeability is likely to be moderate. However, its moderate lipophilicity, moderate polarity, and balanced membrane affinity suggest that it may have a slightly higher permeability than expected.

Final answer: Low-to-moderate permeability

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# 38

**SMILES:** CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC=C(C=C3)C(F)(F)F)C)OCC(=O)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of multiple aromatic rings (e.g., c1cc, c2sc(-c3ccc(C(F)(F)F)cc3)nc2C, and cccc1) and fluorine atoms (C(F)(F)F) suggests a high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H15F5N2O3S3, which indicates a relatively large molecular size and weight. However, the presence of multiple aromatic rings and a relatively low number of hydrogen atoms suggests that the molecule is not excessively large.

3. **Polarity**: The presence of oxygen (O) and sulfur (S) atoms, as well as the fluorine atoms, contributes to the molecule's polarity. However, the overall polar surface area and the number of hydrogen bond donors/acceptors are not explicitly provided, making it difficult to assess the molecule's polarity accurately.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of multiple aromatic rings suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of fluorine atoms and the overall molecular structure suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and relatively low polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a high degree of lipophilicity, a relatively rigid structure, and a balanced affinity for both the aqueous phase and the lipid bilayer. These characteristics are generally associated with high permeability in the PAMPA assay.

**Final answer: High permeability**

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# 39

**SMILES:** CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=CC=NC=C3)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains aromatic rings and a thioamide group, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C17H22N6S, which indicates a relatively small molecular size and weight. This is generally associated with higher permeability.

3. **Polarity**: The presence of aromatic rings and a thioamide group suggests a relatively low polar surface area. However, the molecule also contains nitrogen and sulfur atoms, which can contribute to polarity. The overall polarity of the molecule is moderate.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar thioamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of nitrogen and sulfur atoms, as well as the thioamide group, suggests a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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# 40

**SMILES:** CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=C(C=C(C=C3)F)F)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (Cc1cc(C)nc(NC(=S)N2CCN(c3ccc(F)cc3F)CC2)c1) and the sulfur atom (S) in the molecule suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C19H24F2N6OS. The molecular weight is approximately 432.51 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The presence of fluorine atoms (F) and the sulfur atom (S) indicates a moderate to low polar surface area. However, the presence of nitrogen atoms (N) and the amide group (NC(=S)N) suggests a moderate level of polarity. This might slightly reduce the permeability compared to a completely nonpolar molecule.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the amide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the sulfur atom suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its small size, moderate to low polarity, and balanced membrane affinity. However, the presence of nitrogen atoms and the amide group might slightly reduce the permeability compared to a completely nonpolar molecule.

**Final answer: High permeability**

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# 41

**SMILES:** CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)C(=O)NCC3=CC(=C(C=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings (Cc1cc, c2ccc, c3ccc) and the presence of chlorine atoms (Cl) suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H18Cl2N6O5S2, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either. However, the presence of multiple aromatic rings and heteroatoms may contribute to a relatively compact molecular shape, which could facilitate permeability.

3. Polarity: The molecule contains a nitro group (NO2), which contributes to its polarity. However, the presence of multiple aromatic rings and the overall molecular structure may help to balance out the polarity, making it less of a hindrance to permeability.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and the overall molecular structure suggest a relatively rigid molecule, which can facilitate permeability.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of multiple aromatic rings and heteroatoms may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilicity, polarity, and molecular size suggests that the molecule has a moderate to high affinity for the lipid bilayer, which can facilitate permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 42

**SMILES:** CC1=CC(=NC=C1)NC(=S)N2CCN(CC2)C3=C(C=C(C=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, chlorine atoms, and a thioamide group suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H20Cl2N6OS. Its molecular weight is approximately 403.37 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a thioamide group, which is polar, but the presence of aromatic rings and chlorine atoms may counterbalance this effect. However, the overall polarity of the molecule is moderate.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar thioamide group suggests that the molecule has a certain degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a thioamide group and aromatic rings may contribute to a moderate hydration energy, which could affect membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar groups in the molecule suggests that it has a moderate affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, small size, and neutral charge. The presence of aromatic rings and a thioamide group may also contribute to its ability to interact with the lipid bilayer.

Final answer: High permeability

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# 43

**SMILES:** CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NC(=O)CC3=CC(=C(C=C3)F)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (Cc1cc, c2ccc, c3ccc) and the nitro group (NO2) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H16ClF2N6O6S, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either, suggesting a moderate permeability.

3. Polarity: The presence of the nitro group (NO2) and the sulfonamide group (NS(=O)(=O)) indicates a moderate to high polarity. However, the overall molecular structure suggests a relatively low polar surface area, which could contribute to higher permeability.

4. Charge: The molecule contains a nitro group (NO2), which is a strong electron-withdrawing group, but it does not have a net charge. However, the presence of the sulfonamide group (NS(=O)(=O)) suggests a moderate to high degree of polarity, which might affect its ability to diffuse through the hydrophobic lipid bilayer.

5. Rigidity: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings (Cc1cc, c2ccc, c3ccc) suggests a high degree of aromaticity, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of the nitro group (NO2) and the sulfonamide group (NS(=O)(=O)) suggests a moderate to high hydration energy, which might affect its ability to diffuse through the hydrophobic lipid bilayer.

8. Membrane Affinity: The overall molecular structure suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is a desirable property for high permeability.

Considering these properties, the given molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, a relatively low polar surface area, and a balanced affinity for both the aqueous phase and the lipid bilayer. These characteristics suggest that the molecule has a high permeability to the artificial membrane.

Final answer: High permeability

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# 44

**SMILES:** C1CCC2=C(C1)N=C3CCCCC3=N2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings (indicated by the presence of "c" and "C" in the structure) and a few alkyl chains, which contribute to its lipophilicity. This suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C12H14N2, which corresponds to a molecular weight of approximately 182 g/mol. This is relatively small, indicating that the molecule is likely to have high permeability.

3. Polarity: The molecule contains a few nitrogen atoms, which are relatively polar. However, the presence of aromatic rings and alkyl chains suggests that the overall polarity of the molecule is moderate. The polar surface area (PSA) is not explicitly calculated here, but based on the structure, it is likely to be moderate.

4. Charge: The molecule does not appear to have any explicit charges, suggesting that it is likely to be neutral.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests that the molecule is relatively rigid.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen atoms and aromatic rings suggests that the molecule may have a moderate to low hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests that it may have a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, small molecular size, and moderate polarity. The presence of aromatic rings and a relatively rigid structure also supports this prediction.

Final answer: High permeability

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# 45

**SMILES:** COC1C(CC2CN3CCC4=C(C3CC2C1CO)NC5=C4C=CC(=C5)OC)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (cyclohexadiene and benzene) and alkyl chains (CC) suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H25N2O3, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a few polar groups (hydroxyl, ether, and amine), which contribute to its polarity. However, the overall polar surface area is moderate, and the presence of aromatic rings and alkyl chains may counterbalance the polarity, making it less of a hindrance to permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups and the overall molecular structure suggest a moderate hydration energy, which may not significantly hinder membrane permeation.

8. **Membrane Affinity**: The balance of lipophilic and polar groups in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a balanced polarity and rigidity, which are all favorable for permeability. However, the presence of polar groups and a moderate hydration energy may slightly reduce its permeability.

**Final answer: High permeability**

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# 46

**SMILES:** CN1C2=C(C(=O)N(C1=O)C)NC(=O)N2

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple nitrogen atoms, which are basic and can form hydrogen bonds. However, the presence of two carbonyl groups (C=O) and a nitro group (C-nitro) suggests a relatively high lipophilicity due to the delocalization of electrons and the presence of non-polar regions.

2. Molecular Size and Weight: The molecular formula of the given molecule is C6H6N4O4. The molecular weight is approximately 174 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains both polar (nitrogen and oxygen atoms) and non-polar regions (carbon and nitrogen atoms). However, the presence of multiple nitrogen atoms and carbonyl groups indicates a relatively high polarity, which may hinder permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains a planar, aromatic ring system, which suggests a high degree of rigidity. This rigidity may facilitate membrane permeation.

6. Aromaticity: The presence of an aromatic ring system is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of multiple nitrogen and oxygen atoms suggests a relatively high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and polarity, combined with its small size and rigidity, suggest a moderate to high membrane affinity.

Considering these properties, the molecule is likely to have moderate to high permeability due to its small size, rigidity, and balanced lipophilicity and polarity. However, the presence of polar groups and a relatively high hydration energy may slightly reduce its permeability.

Final answer: Low-to-moderate permeability

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# 47

**SMILES:** C1CNCCC1NC2=CC=CC(=N2)C3=CN=C4N3C=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. However, the presence of nitrogen atoms and the naphthyridine ring also introduce some polarity. The overall lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the compound is C22H19ClN6, which suggests a moderate molecular size and weight. This is not unusually large, but it's not extremely small either.

3. **Polarity**: The molecule has a moderate to low polar surface area due to the presence of aromatic rings and nitrogen atoms. However, the naphthyridine ring and the nitrogen-containing side chain contribute to some polarity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and the naphthyridine ring suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of nitrogen atoms and the naphthyridine ring may contribute to a moderate hydration energy, but the overall effect is likely to be low.

8. **Membrane Affinity**: The balanced combination of lipophilicity, moderate polarity, and rigidity suggests that the molecule has a good affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have **high permeability** to the artificial membrane. The combination of moderate to high lipophilicity, moderate molecular size, and a balanced membrane affinity suggests that the molecule can effectively diffuse through the lipid bilayer.
Final answer:  High permeability

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# 48

**SMILES:** CCOC1=CC=CC=C1C(=O)NC2=C(C=NC=C2)C(=O)NC3=CC(=CC=C3)S(=O)(=O)C(F)(F)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of fluorine atoms (F) and a sulfonamide group (S(=O)(=O)C(F)(F)F) also suggests a certain degree of polarity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H17F4N5O4S. The molecular weight is approximately 512 g/mol, which is relatively large. However, the molecular size is not excessively large, and the presence of several aromatic rings may facilitate its passage through the membrane.

3. Polarity: The presence of fluorine atoms, sulfonamide groups, and amide groups (C(=O)N) indicates a moderate to high degree of polarity. However, the overall polarity is not extremely high, which might still allow for some degree of permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a planar sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of fluorine atoms and sulfonamide groups may contribute to a lower hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilicity, polarity, and rigidity suggests that the molecule has a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit moderate to high permeability in the PAMPA assay. However, the presence of polar groups and a relatively large molecular size may limit its permeability to some extent.

Final answer: Low-to-moderate permeability

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# 49

**SMILES:** C1=CC=C(C=C1)COC2=CC(=CC=C2)SC3=CC(=C(C=C3)CCC(CO)(CO)N)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2cccc, c3ccccc3) and the chlorine atom (Cl) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H17ClN2O2S2, indicating a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The compound contains a sulfur atom (S) and oxygen atoms (O), which contribute to its polarity. However, the presence of aromatic rings and the chlorine atom also suggests a relatively low polar surface area, which could counterbalance the polarity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfur atom suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of sulfur and oxygen atoms suggests a moderate to high hydration energy, which might slightly hinder membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its moderate size, moderate polarity, and balanced affinity for both the aqueous phase and the lipid bilayer. However, its high lipophilicity and rigidity might slightly enhance its permeability.

**Final answer: Low-to-moderate permeability**

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# 50

**SMILES:** C1CCC(C1)C2=C(C=CC(=C2)C3=CNC4=C3C=C(C=N4)C5=CC=CC=C5)C(=O)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings (indole, benzene, and naphthalene), which contribute to its lipophilicity. The presence of these rings suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C28H20N4O2, which corresponds to a molecular weight of approximately 432 g/mol. This is a relatively small to moderate-sized molecule, which tends to have higher permeability.

3. **Polarity**: The molecule contains a few polar functional groups (ester and amide), but its overall polarity is relatively low due to the dominance of the aromatic rings. The polar surface area is moderate, and the number of hydrogen bond donors/acceptors is limited, suggesting that the molecule is not highly polar.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a planar indole moiety suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar functional groups and the overall molecular structure suggest a moderate hydration energy, which is not detrimental to permeability.

8. **Membrane Affinity**: The balanced combination of lipophilicity, moderate polarity, and rigidity suggests that the molecule has a good affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability in the PAMPA assay due to its favorable balance of lipophilicity, size, polarity, and rigidity.

Final answer: High permeability

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# 51

**SMILES:** CC[C@@H](C1=NC2=C(C(=CC=C2)F)C(=O)N1C3=CC=CC=C3)NC4=NC=NC5=C4NC=N5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccccc1) and the heterocyclic system (e.g., c1ncnc2nc[nH]c12) suggests a relatively high lipophilicity. However, the presence of a carbonyl group (c(=O)) and fluorine atoms (F) may reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H13F2N7O. The molecular weight is approximately 446 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a carbonyl group, which is polar, and fluorine atoms, which are also polar. However, the presence of aromatic rings and the heterocyclic system may reduce the overall polarity. The polar surface area (PSA) is moderate, and the number of hydrogen bond donors and acceptors is relatively low, indicating that the molecule is not highly polar.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of aromatic rings and the heterocyclic system suggests a relatively rigid structure, which may facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a carbonyl group and fluorine atoms may reduce the hydration energy, making it easier for the molecule to permeate the membrane.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests that the molecule has a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane. The combination of moderate to high lipophilicity, small size, moderate polarity, and a relatively rigid structure suggests that the molecule can easily diffuse through the lipid bilayer.

Final answer: High permeability

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# 52

**SMILES:** CC1=C(C=C(C=C1)C(=O)N)NC2=NC=CC(=N2)C3=CN(C4=C3C=CN=C4)C(C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of the amide group (C(N)=O) and the nitro group (-c2cn(C(C)C)c3cnccc23)n1 also introduce some polarity. Overall, the lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H20N6O2, which suggests a relatively large molecular size and weight. This could negatively impact permeability.

3. **Polarity**: The molecule has a moderate to high polar surface area due to the presence of the amide and nitro groups. This might reduce its permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and the amide group suggests a relatively rigid structure, which could facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of the amide and nitro groups suggests a moderate to high hydration energy, which could negatively impact membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity, which could result in moderate permeability.

Considering these properties, the molecule's permeability is likely to be **Low-to-moderate** due to its moderate to high molecular size and weight, moderate to high polar surface area, and moderate hydration energy.
Final answer:  Low-to-moderate permeability

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# 53

**SMILES:** CN1CCN(CC1)CC(=O)N(C)C2=CC=C(C=C2)N=C(C3=CC=CC=C3)C4=C(NC5=C4C=CC(=C5)C(=O)OC)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a carbonyl group (C=O) and a nitro group (NO2) suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 434.5 g/mol, which is relatively large. However, the presence of aromatic rings and a planar structure may facilitate its passage through the membrane.

3. Polarity: The molecule contains a nitro group, which is polar, and a carbonyl group, which is also polar. Additionally, the presence of a hydrogen bond acceptor (N) and a hydrogen bond donor (N-H) suggests a moderate to high polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule has a planar structure due to the presence of aromatic rings, which suggests a high degree of rigidity.

6. Aromaticity: The presence of multiple aromatic rings contributes to the molecule's lipophilicity and rigidity.

7. Hydration Energy: The presence of polar groups (nitro and carbonyl) and hydrogen bond donors/acceptors suggests a moderate to high hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar groups and hydrogen bond donors/acceptors may hinder its passage through the membrane, while its lipophilicity, rigidity, and aromaticity may facilitate it.

Final answer: Low-to-moderate permeability

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# 54

**SMILES:** COC1=C(N=C(O1)C2=CC=CC3=CC=CC=C32)C(=O)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c2cccc3ccccc23) and a carbonyl group (C(=O)O) suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H12N2O2, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group (C(=O)O), which is polar, and a nitrogen atom, which can also participate in hydrogen bonding. However, the presence of aromatic rings and a relatively low molecular weight suggests that the polar surface area might not be excessively high, which could be beneficial for permeability.

4. Charge: The molecule appears to be neutral, which is a good sign for permeability.

5. Rigidity: The presence of aromatic rings and a planar carbonyl group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom suggests that the molecule might have a moderate to high hydration energy, which could negatively impact permeability.

8. Membrane Affinity: The balanced presence of hydrophobic and polar groups suggests that the molecule might have a moderate to high affinity for both the aqueous phase and the lipid bilayer, which could be beneficial for permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a relatively balanced polarity. The presence of aromatic rings and a planar carbonyl group suggests a relatively rigid structure, which can facilitate membrane permeation. However, the moderate to high hydration energy and the presence of polar groups might slightly reduce the permeability.

Final answer: Low-to-moderate permeability

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# 55

**SMILES:** CCNC(=O)C[C@H]1C2=NN=C(N2C3=C(C=C(C=C3)OC)C(=N1)C4=CC=C(C=C4)Cl)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, alkyl chains, and a carbonyl group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a carbonyl group may contribute to a more compact molecular structure, potentially mitigating the impact of size on permeability.

3. Polarity: The molecule contains a carbonyl group, which is polar, but the overall polarity is relatively low due to the presence of non-polar aromatic rings and alkyl chains. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively low.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a carbonyl group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can contribute to better PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively compact molecular structure, low polarity, and a neutral charge. These characteristics suggest that the molecule has a good balance of properties that can facilitate membrane permeation.

Final answer: High permeability

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# 56

**SMILES:** C1=CC=C2C(=C1)C(=NC(=N2)N3C=CN=C3)NC4=CC(=C(C=C4)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (cyclic structures) and fluorine atoms (F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H12F2N6, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a nitrogen-rich core with a few aromatic rings, which suggests a relatively low polar surface area. However, the presence of nitrogen atoms might contribute to a moderate polar surface area. The overall polarity is not extremely high, but it's not negligible either.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen and fluorine atoms might contribute to a moderate hydration energy, but the overall effect is likely to be relatively low.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions (aromatic rings and nitrogen atoms) suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit moderate to high permeability in the PAMPA assay. However, the presence of nitrogen atoms and the moderate molecular size might slightly reduce its permeability compared to a purely lipophilic molecule.

Final answer: High permeability

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# 57

**SMILES:** C1=CC=C2C(=C1)C(=NC(=N2)NC3=CC=NC=C3)NC4=CC(=C(C=C4)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (cyclic structures) and fluorine atoms (F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H14F2N6, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains nitrogen and fluorine atoms, which contribute to its polarity. However, the presence of aromatic rings and the overall structure suggest a relatively low polar surface area, which is beneficial for permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability as charged species tend to have lower permeability.

5. **Rigidity**: The presence of aromatic rings and the overall planar structure of the molecule suggest a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine and nitrogen atoms suggests a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic (aromatic rings and fluorine) and hydrophilic (nitrogen) components suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane in the PAMPA assay.

Final answer: High permeability

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# 58

**SMILES:** C1=CC(=C(C(=C1)[N+](=O)[O-])O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, such as the benzene rings, and the cyano groups (CN) suggests a relatively high lipophilicity. However, the presence of the sulfone group (S(=O)(=O)N) and the nitro group (NO2) may reduce lipophilicity due to their polar nature. Overall, the molecule's lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N6O6S2, which suggests a relatively large molecular size and weight. This may negatively impact permeability.

3. Polarity: The presence of the sulfone group, nitro group, and the oxygen atoms in the molecule indicates a moderate to high polarity. The polar surface area and the number of hydrogen bond donors/acceptors are likely moderate to high.

4. Charge: The molecule has a positive charge on the nitrogen atom, which may reduce its ability to diffuse through the hydrophobic lipid bilayer.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which may contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of polar groups, such as the sulfone and nitro groups, may increase the hydration energy of the molecule, making it less likely to permeate the membrane.

8. Membrane Affinity: The molecule's moderate to high lipophilicity and moderate to high polarity may result in a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be low-to-moderate due to its relatively large size, moderate to high polarity, and positive charge. The presence of polar groups and the sulfone group may also reduce its ability to interact with the lipid bilayer.

Final answer: Low-to-moderate permeability

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# 59

**SMILES:** C1=CC(=CC=C1NCC2=C(C=C(C=C2)N)O)[S+](=O)(NC3=NC=CS3)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the naphthalene-like structure suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. However, the presence of multiple rings and a sulfonamide group may increase its size and weight compared to smaller, more linear molecules.

3. Polarity: The molecule contains a sulfonamide group (-SO2NH-) and a naphthalene-like structure, which may contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure may also contribute to its lipophilicity, making its polarity moderate.

4. Charge: The sulfonamide group is charged, which may negatively impact its permeability due to electrostatic interactions with the lipid bilayer.

5. Rigidity: The presence of multiple aromatic rings and a naphthalene-like structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfonamide group and aromatic rings may contribute to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The balance between the molecule's lipophilicity and polarity, as well as its charge, may influence its membrane affinity. However, the presence of a charged sulfonamide group may negatively impact its membrane affinity.

Considering these properties, the molecule's permeability is likely to be impacted by its charge, size, and polarity. While its lipophilicity and rigidity may facilitate membrane permeation, its charged sulfonamide group and moderate polarity may hinder it. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

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# 60

**SMILES:** COC1=CC=CC(=C1N)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1cccc, CNc2ccc, and c3nccs3) and the cyano group (CN) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N6O2S2, which indicates a moderate molecular size and weight. This is not extremely large, but it's not extremely small either. However, the presence of multiple aromatic rings and heteroatoms might make it slightly larger than a small molecule.

3. Polarity: The molecule contains a sulfone group (S(=O)(=O)N), which is polar, and a cyano group (CN), which is also polar. Additionally, there are several nitrogen atoms, which can participate in hydrogen bonding. This suggests a moderate to high polar surface area, which might negatively impact permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a planar sulfone group suggests a relatively rigid molecule, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar groups (sulfone and cyano) and hydrogen bond donors/acceptors (nitrogen atoms) suggests a moderate to high hydration energy, which might negatively impact membrane permeation.

8. Membrane Affinity: The balance between the molecule's lipophilicity and polar surface area is moderate. The presence of polar groups might reduce the molecule's affinity for the lipid bilayer, but the overall balance is not extremely unfavorable.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar groups and a moderate molecular size and weight might reduce its permeability compared to a highly lipophilic and small molecule. However, the molecule's rigidity and aromaticity might facilitate membrane permeation to some extent.

Final answer: Low-to-moderate permeability

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# 61

**SMILES:** CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC=C(C=C2)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a carbonyl group (C=O) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N2O3. Its molecular weight is approximately 372.4 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a carbonyl group (C=O) and a nitrogen atom, which are polar functional groups. However, the overall polarity of the molecule is moderate, and the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests that it may not be highly polar.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests that the molecule is relatively rigid, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar functional groups and the overall molecular structure suggest that the molecule may have a moderate hydration energy, which could impact its permeability.

8. Membrane Affinity: The balance of lipophilic and polar functional groups in the molecule suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a combination of characteristics that are conducive to high permeability. The presence of aromatic rings, a moderate to high lipophilicity, and a relatively small molecular size and weight all suggest that the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 62

**SMILES:** CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC=C(C=C2)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H15ClN2O2. The molecular weight is approximately 324.77 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a carbonyl group (C=O) and a nitrogen atom, which could contribute to a moderate level of polarity. However, the presence of aromatic rings and a relatively small molecular size may counterbalance this effect, leading to a low polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This could contribute to increased permeability.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom may contribute to a moderate level of hydration energy. However, the overall effect is likely to be low, given the molecule's small size and moderate polarity.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and low polarity, suggests that it may exhibit good PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 63

**SMILES:** COC1=C(C=C(C=C1)C2CC(=O)NC3=C2SC(=N3)N)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc and c3nc) and the cyclohexyl group (C2CC(=O)Nc3nc(N)sc32) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H20N4O2S, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group (C(=O)) and a sulfur atom, which contribute to its polarity. However, the presence of aromatic rings and the cyclohexyl group also suggests a relatively low polar surface area, which is beneficial for permeability.

4. Charge: The molecule appears to be neutral, which is a good sign for permeability.

5. Rigidity: The presence of aromatic rings and the cyclohexyl group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a sulfur atom suggests a moderate hydration energy, which is not extremely high or low.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic groups in the molecule suggests a moderate membrane affinity, which is beneficial for permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. However, the presence of a sulfur atom and a carbonyl group suggests that the molecule may not be extremely lipophilic, which could limit its permeability.

Final answer: High permeability

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# 64

**SMILES:** CCN1CCC2=C(C1)SC(=C2C(=O)N)NC(=O)NC3=CC(=C(C=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings (c3ccc(Cl)c(Cl)c3) and the presence of chlorine atoms, which are lipophilic, suggest that the molecule has a high lipophilicity. This is likely to contribute to high permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20Cl2N6O3S. The molecular weight is approximately 504.42 g/mol, which is relatively large. However, the presence of multiple aromatic rings and the overall planarity of the molecule may help to reduce its effective size, potentially increasing its permeability.

3. Polarity: The molecule contains a number of polar functional groups, including the amide (NC(=O)N), the amine (C(N)=O), and the thioether (sc). However, the presence of these groups is somewhat offset by the lipophilic aromatic rings and the chlorine atoms, which contribute to a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and the planar nature of the molecule suggest that it is relatively rigid, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and its ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups, such as the amide and the amine, suggests that the molecule may have a relatively high hydration energy. However, the overall balance of lipophilic and polar groups may result in a moderate hydration energy.

8. Membrane Affinity: The balance of lipophilic and polar groups in the molecule suggests that it may have a moderate affinity for both the aqueous phase and the lipid bilayer.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane.
Final answer:  High permeability

------
# 65

**SMILES:** CCOC1=CC=C(C=C1)N2CC(CC2=O)C3=NC(=NO3)C4=CC=CC=N4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc, c3nc(-c4ccccn4)no3, and c2=O) and the absence of polar groups suggest a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N6O4, which indicates a moderate molecular size and weight.

3. Polarity: The presence of a nitro group (-NO3) and a carbonyl group (C=O) suggests a moderate to high polarity.

4. Charge: The molecule appears to be neutral, as there are no charges indicated in the structure.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups (nitro and carbonyl) suggests a moderate to high hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, moderate molecular size and weight, moderate to high polarity, and a high degree of rigidity. These characteristics suggest that the molecule would have a moderate to high affinity for the lipid bilayer, but its moderate to high polarity and hydration energy might limit its permeability.

Final answer: Low-to-moderate permeability

------
# 66

**SMILES:** CC1=CC(=CC(=C1)NC2=NC(=CS2)C3=CC=C(O3)CNC(=O)C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which contribute to its lipophilicity. However, the presence of a nitrogen atom and a sulfur atom also introduces some polarity. Overall, the lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular formula of the molecule is C19H16N2O2S, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. Polarity: The molecule has a moderate polar surface area due to the presence of nitrogen and sulfur atoms. However, the overall polarity is not extremely high.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively rigid molecule, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a sulfur atom suggests a moderate to low hydration energy, which can facilitate membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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# 67

**SMILES:** CC1=CSC(=N1)NS(=O)(=O)C2=CC=C(C=C2)NCC3=C(C(=CC=C3)OC)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1cccc, c2ccc, c3nc(C)cs3) and the CN and CO groups suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16N6O4S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains polar groups such as the sulfone (S(=O)(=O)Nc3nc(C)cs3), amide (COc1cccc), and nitrile (CN) groups, which contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure suggests a balance between polar and nonpolar regions, which might not significantly hinder permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest a certain degree of rigidity, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups and the overall molecular structure suggests a moderate hydration energy, which might not significantly hinder permeation.

8. **Membrane Affinity**: The balance between polar and nonpolar regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that would facilitate its permeation through the artificial membrane. Therefore, the predicted permeability of the given molecule is:

Final answer: High permeability

------
# 68

**SMILES:** C1=CC\2=C(C=C1Cl)NC(=O)/C2=C/C3=CC(=C(C(=C3)Cl)O)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and chlorine atoms, which contribute to its lipophilicity. This suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C17H11Cl3NO, which indicates a relatively small molecular size and weight. Smaller molecules tend to have higher permeability.

3. **Polarity**: The molecule contains a nitro group (NO2) and several chlorine atoms, which contribute to its polarity. However, the presence of aromatic rings and the nitro group also suggests a relatively low polar surface area. The number of hydrogen bond donors and acceptors is not explicitly provided, but the presence of the nitro group and the aromatic rings suggests a low number of hydrogen bond donors and acceptors.

4. **Charge**: The molecule is neutral, which is generally associated with better permeability compared to charged species.

5. **Rigidity**: The presence of several aromatic rings suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of the nitro group and the aromatic rings suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which can contribute to better PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 69

**SMILES:** C1=CC2=C(C(=C1)Cl)/C(=C\C3=CC(=C(C(=C3)Cl)O)Cl)/C(=O)N2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a chlorinated benzene ring, which suggests a relatively high lipophilicity. However, the presence of oxygen and chlorine atoms also introduces some polarity, which may counterbalance the lipophilicity to some extent.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C17H11Cl2NO2, which corresponds to a molecular weight of approximately 336 g/mol. This is a relatively small molecule, which generally correlates with higher permeability.

3. **Polarity**: The molecule has a moderate level of polarity due to the presence of oxygen and chlorine atoms. However, the overall polarity is not extremely high, which might not significantly hinder its permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of oxygen and chlorine atoms may contribute to a moderate level of hydration energy, but the overall effect is likely not significant enough to hinder permeability.

8. **Membrane Affinity**: The balanced combination of lipophilicity and moderate polarity suggests that the molecule has a reasonable affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit **high permeability** in the PAMPA assay due to its relatively small size, moderate lipophilicity, and balanced polarity.
Final answer:  High permeability

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# 70

**SMILES:** C1=CC=C2C(=C1)C(=CC=N2)C(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2nccs2, and c1ccnc2ccccc12) and the sulfonamide group (S(=O)(=O)Nc2nccs2) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H18N6O4S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfonamide group, which is polar, and several aromatic rings, which are relatively nonpolar. The overall polarity of the molecule is moderate, which might slightly reduce its permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups like the sulfonamide and the aromatic rings might suggest a moderate hydration energy, which could impact permeability.

8. **Membrane Affinity**: The balance between the polar and nonpolar parts of the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** due to its moderate size, high lipophilicity, and balanced polarity, as well as its neutral charge and relatively rigid structure.
Final answer:  High permeability

------
# 71

**SMILES:** C1=CC=C(C=C1)C2=NC=CC(=C2)C(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2nccs2, and c2ccccc2) and the sulfonamide group (S(=O)(=O)Nc2nccs2) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H18N6O3S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The presence of a sulfonamide group (S(=O)(=O)Nc2nccs2) and a nitrogen atom in the aromatic ring (c1ccc(S(=O)(=O)Nc2nccs2)cc1) suggests a moderate to low polar surface area, which is associated with higher permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a sulfonamide group and aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance of lipophilic and polar regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane in the PAMPA assay.
Final answer:  High permeability

------
# 72

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=CC=C(C=C3)C4=NNN=N4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of the sulfonamide group (S(=O)(=O)N) and the amide group (C(=O)N) suggests a moderate to high polarity, which may counterbalance the lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H18N6O4S. The molecular weight is approximately 474.52 g/mol, which is relatively small to moderate. This size suggests that the molecule is likely to have high permeability.

3. **Polarity**: The presence of the sulfonamide and amide groups indicates a moderate to high polarity. However, the overall molecular structure suggests a balance between polar and nonpolar regions, which might not significantly hinder permeability.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure. This suggests that the molecule is likely to have good permeability.

5. **Rigidity**: The presence of several aromatic rings and the sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of polar groups like the sulfonamide and amide groups suggests a moderate to high hydration energy. However, the overall molecular structure and the presence of aromatic rings might balance this out.

8. **Membrane Affinity**: The balance between polar and nonpolar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, small to moderate molecular size, and balanced polarity. The presence of aromatic rings and a relatively rigid structure also supports high permeability.

Final answer: High permeability

------
# 73

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CC=C(C=C3)N4CCNCC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, such as the phenyl rings and the pyridine ring, suggests a relatively high lipophilicity. However, the presence of the sulfonamide group (S(=O)(=O)N) and the amide group (CO) also indicates some level of polarity, which may counterbalance the lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H22N8O4S2, which suggests a relatively large molecular size and weight. This may negatively impact permeability.

3. **Polarity**: The presence of the sulfonamide and amide groups indicates a moderate to high level of polarity. However, the overall molecular structure suggests a relatively low polar surface area.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid molecular structure, which may facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of the sulfonamide and amide groups suggests a moderate to high hydration energy, which may negatively impact membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate polarity suggest a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of aromatic rings and a relatively rigid structure may facilitate membrane permeation, but the large molecular size and weight, moderate to high polarity, and moderate to high hydration energy may negatively impact permeability.

Final answer: Low-to-moderate permeability

------
# 74

**SMILES:** C1CN(CCN1)C2=CC=C(C=C2)N[S+](=O)(C3=CC=C(C=C3)NCC4=C(C(=CC=C4)Cl)O)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, such as those in the benzene rings (c1ccc...), and the presence of a sulfur atom (S+) suggest a relatively high lipophilicity. However, the presence of a nitrogen atom (Nc1ccc...) and a chlorine atom (Cl) may slightly reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H25ClN5O3S. The molecular weight is approximately 498.01 g/mol, which is relatively large. However, the presence of aromatic rings and a planar structure may facilitate its passage through the membrane.

3. **Polarity**: The molecule contains several polar functional groups, including the sulfur atom (S+), nitrogen atoms (N), and oxygen atoms (O). The presence of a chlorine atom (Cl) also contributes to polarity. The polar surface area is likely moderate to high.

4. **Charge**: The molecule contains a positively charged sulfur atom (S+) and a negatively charged oxygen atom (O-), which may affect its permeability. However, the overall charge of the molecule is likely to be neutral due to the presence of multiple nitrogen atoms and the aromatic rings.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which may influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar functional groups, such as the sulfur atom (S+), nitrogen atoms (N), and oxygen atoms (O), suggests a relatively high hydration energy.

8. **Membrane Affinity**: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely moderate to high due to its moderate lipophilicity and polar functional groups.

Considering these properties, the molecule is likely to have **low-to-moderate permeability** to the artificial membrane. The presence of polar functional groups and a relatively high molecular weight may hinder its passage through the membrane. However, the molecule's moderate lipophilicity, aromaticity, and rigidity may facilitate its permeation to some extent.
Final answer:  Low-to-moderate permeability

------
# 75

**SMILES:** C1=CC=C2C=C(C=CC2=C1)CC(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc2ccccc2c1 and c1ccc(S(=O)(=O)Nc2nccs2)cc1) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H18N4O3S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfonamide group (S(=O)(=O)Nc2nccs2), which contributes to its polarity. However, the presence of aromatic rings and the overall molecular structure suggest a relatively low polar surface area.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of the sulfonamide group and the aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane in the PAMPA assay.
Final answer:  High permeability

------
# 76

**SMILES:** C1CNCCC1C2=CC=C(C=C2)N[S+](=O)(C3=CC=C(C=C3)NCC4=C(C=C(C=C4)Br)O)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, alkyl chains (e.g., C2CCNCC2), and a sulfur atom (S+) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C28H28BrN5O3S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The presence of a sulfur atom (S+) and a nitrogen atom (N) in the molecule indicates a moderate level of polarity. However, the overall polarity is somewhat balanced by the presence of aromatic rings and alkyl chains, which reduces the overall polarity.

4. Charge: The molecule contains a positively charged sulfur atom (S+) and a negatively charged oxygen atom (O-), which suggests a zwitterionic character. This charge distribution may affect its interaction with the lipid bilayer, potentially reducing its permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfur atom (S+) and a nitrogen atom (N) in the molecule suggests a moderate level of hydration energy, which may affect its interaction with the lipid bilayer.

8. Membrane Affinity: The balanced distribution of polar and nonpolar groups in the molecule suggests a moderate to high membrane affinity, which can facilitate membrane permeation.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its balanced distribution of polar and nonpolar groups, moderate lipophilicity, and moderate molecular size. However, the presence of a positively charged sulfur atom (S+) and a negatively charged oxygen atom (O-) may reduce its permeability.

Final answer: Low-to-moderate permeability

------
# 77

**SMILES:** C1CNCCC1C2=CC=C(C=C2)N[S+](=O)(C3=CC=C(C=C3)NCC4=C(C=C(C=C4)Cl)O)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, such as those in the benzene rings (c1ccc...), and the presence of a sulfur atom (S+) suggest a relatively high lipophilicity. However, the presence of a chlorine atom (Cl) and the oxygen atoms (O-) may slightly reduce lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H25ClN4O3S. The molecular weight is approximately 475 g/mol, which is relatively moderate. The presence of several aromatic rings and a sulfur atom contributes to a moderate molecular size.

3. **Polarity**: The molecule contains several oxygen atoms (O-), a sulfur atom (S+), and a nitrogen atom (N), which contribute to its polarity. The presence of a chlorine atom (Cl) also adds to the polarity. However, the overall polarity is not extremely high due to the presence of aromatic rings and the sulfur atom.

4. **Charge**: The molecule contains a positive sulfur atom (S+) and a negative oxygen atom (O-), indicating a partial charge. However, the overall charge is not extremely high, and the molecule is not highly charged.

5. **Rigidity**: The presence of several aromatic rings and a sulfur atom suggests a relatively rigid structure.

6. **Aromaticity**: The molecule contains several aromatic rings, which contribute to its lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of several oxygen atoms, a sulfur atom, and a nitrogen atom suggests a moderate hydration energy.

8. **Membrane Affinity**: The molecule's balanced lipophilicity, moderate molecular size, and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit moderate permeability. The presence of a sulfur atom and several aromatic rings contributes to its lipophilicity, but the presence of oxygen atoms, a chlorine atom, and a partial charge reduces its permeability. Overall, the molecule's properties suggest that it will have difficulty diffusing through the artificial membrane, but not to the extent of being completely impermeable.

Final answer: Low-to-moderate permeability

------
# 78

**SMILES:** CC1=C(C(=NO1)C)C2=C(C=C3C(=C2)N=CC4=C3N(C(=O)N4)[C@H](C)C5=CC=CC=N5)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a carbonyl group (C(=O)) and a nitrogen atom with a hydrogen bond donor (NH) suggests a moderate to high polarity, which may counterbalance the lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H20N4O2, which suggests a relatively large molecular size and weight. This may negatively impact its permeability.

3. Polarity: The presence of a carbonyl group and a nitrogen atom with a hydrogen bond donor indicates a moderate to high polarity. This may hinder the molecule's ability to permeate the membrane.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom with a hydrogen bond donor suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups may result in a moderate membrane affinity, which can impact permeability.

Considering these properties, the molecule's permeability is likely to be moderate. However, the presence of a carbonyl group and a nitrogen atom with a hydrogen bond donor may slightly reduce its permeability. Therefore, the predicted permeability is:

Final answer: Low-to-moderate permeability

------
# 79

**SMILES:** CC(C)(C)C1=CC=C(C=C1)C(=O)NC2=CN3C=C(C=CC3=N2)N4C=CN=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of a carbonyl group (C=O) and a nitrogen atom in the pyridine ring may also contribute to its lipophilicity. Overall, the molecule is likely to be lipophilic.

2. Molecular Size and Weight: The molecular formula of the molecule is C22H20N4O, which suggests a relatively large molecular size and weight. However, the presence of aromatic rings and a planar structure may help to reduce its effective size and improve its permeability.

3. Polarity: The molecule contains a carbonyl group and a nitrogen atom, which may contribute to its polarity. However, the presence of aromatic rings and a planar structure may help to reduce its polarity.

4. Charge: The molecule appears to be neutral, as there are no charges indicated in its structure.

5. Rigidity: The molecule has a planar structure due to the presence of aromatic rings, which suggests a high degree of rigidity.

6. Aromaticity: The molecule contains several aromatic rings, which may contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom may contribute to the molecule's hydration energy, but the overall effect is likely to be moderate.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane. The presence of aromatic rings, a planar structure, and a balanced lipophilicity and polarity suggest that it can easily interact with the lipid bilayer and diffuse through it.

Final answer: High permeability

------
# 80

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=C(S3)C4=CC=CC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., ccc, ccc, and CNc2ccc) and the absence of polar groups suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H18N6O4S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfonamide group (S(=O)(=O)Nc3ncc(-c4ccccc4)s3), which contributes to its polarity. However, the presence of aromatic rings and the absence of highly polar groups like hydroxyls or amines suggest a moderate polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of the sulfonamide group and the aromatic rings suggests a moderate hydration energy, which is not highly favorable for membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its moderate lipophilicity, size, and polarity, as well as its moderate rigidity and hydration energy. The presence of aromatic rings and the sulfonamide group contribute to its moderate membrane affinity.

Final answer: Low-to-moderate permeability

------
# 81

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC4=CC=CC=C4O3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1cccc, CNc2ccc, and c3nc4ccccc4o3) and the absence of polar groups suggest a relatively high lipophilicity. However, the presence of the sulfone group (S(=O)(=O)Nc3nc4ccccc4o3) and the ether group (COc1cccc) may slightly reduce lipophilicity due to their polar nature. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16N4O4S2, which suggests a moderate molecular size and weight. This size is not excessively large, which is a positive factor for permeability.

3. **Polarity**: The presence of the sulfone group and the ether group indicates a moderate to high polar surface area. However, the overall polarity of the molecule is somewhat balanced by the presence of aromatic rings and the absence of highly polar groups like hydroxyls or amines. This balance suggests a moderate polarity.

4. **Charge**: The molecule appears to be neutral, which is a positive factor for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfone group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This aromaticity is likely to contribute to moderate to high lipophilicity.

7. **Hydration Energy**: The presence of polar groups like the sulfone and ether groups may contribute to a moderate hydration energy, which could slightly reduce membrane permeation.

8. **Membrane Affinity**: The balance of lipophilicity and polarity in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is a positive factor for permeability.

Considering these properties, the molecule is likely to exhibit moderate to high lipophilicity, a moderate molecular size, and a balanced polarity. The presence of aromatic rings and a relatively rigid structure also supports high permeability. However, the moderate hydration energy and the presence of polar groups may slightly reduce permeability. Overall, the molecule's properties suggest that it will have **high permeability** to the artificial membrane.
Final answer:  High permeability

------
# 82

**SMILES:** C1=CC=C(C(=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC=C(C=C4)F)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccncc1, c2ccc(F)cc2, and c1ccccc1) and the chlorine atom (Cl) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H15ClN6O3S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a nitro group (NS(=O)(=O)c1ccccc1), which contributes to its polarity. However, the presence of aromatic rings and the chlorine atom also contributes to its lipophilicity, making its overall polarity moderate.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the nitro group suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of the nitro group and the chlorine atom suggests a moderate to high hydration energy, which might slightly hinder permeability.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability due to its balance of lipophilicity, moderate size, and neutral charge. However, the presence of a nitro group and a chlorine atom might slightly reduce its permeability.

**Final answer: High permeability**

------
# 83

**SMILES:** C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=NC=C3)NC4=CC(=C(C=C4)C5=CC(=CC=C5)OC(F)(F)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of fluorine atoms (OC(F)(F)F) suggests a high degree of lipophilicity. This suggests that the molecule has a high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16F3N5O. The molecular weight is approximately 443.42 g/mol. This is a relatively small molecule, which suggests that it may have high permeability.

3. **Polarity**: The molecule contains a pyridine ring, which is a polar heterocycle. However, the presence of several aromatic rings and fluorine atoms suggests that the overall polarity of the molecule is relatively low. The polar surface area (PSA) of the molecule is approximately 34.5 Å^2, which is relatively low.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This suggests that the molecule may have high permeability.

6. **Aromaticity**: The presence of several aromatic rings suggests that the molecule has a high degree of aromaticity, which may contribute to its lipophilicity and membrane permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall lipophilicity of the molecule suggest that it may have a low hydration energy, which is beneficial for membrane permeation.

8. **Membrane Affinity**: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 84

**SMILES:** C1CCN(CC1)CCOC2=CC=CC(=C2)C3=NNC4=C3C=C(C=C4)C5=NC=NN5

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a heterocyclic system, which suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24N6O2, which indicates a moderate molecular size and weight. This is not excessively large, so it's likely to have a moderate impact on permeability.

3. Polarity: The molecule contains several nitrogen and oxygen atoms, which contribute to its polarity. However, the presence of aromatic rings and a heterocyclic system also suggests a relatively low polar surface area. This might balance out the polarity, resulting in a moderate effect on permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a heterocyclic system suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen and oxygen atoms suggests a moderate to high hydration energy, which might slightly reduce membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is likely to contribute to moderate permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its balanced combination of lipophilicity, polarity, and molecular size. However, its relatively high lipophilicity and rigidity might slightly enhance its permeability.

Final answer: Low-to-moderate permeability

------
# 85

**SMILES:** CC[C@@H](C(=O)N1C[C@H](C[C@@H]1CC2=C(NC3=C2C=CC(=C3)F)C4=C(C5=C(N4)C=C(C=C5)F)C[C@@H]6C[C@@H](CN6C(=O)[C@H](CC)NC(=O)[C@H](C)NC)O)O)NC(=O)[C@H](C)NC

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a fluorinated aromatic ring, which suggests a high degree of lipophilicity. This is likely to contribute to high permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is quite large, suggesting a significant molecular weight. However, the presence of aromatic rings and the overall structure may allow for a relatively compact shape, which could mitigate the effect of size on permeability.

3. **Polarity**: The molecule contains several polar functional groups, including amides, esters, and a fluorinated aromatic ring, which could contribute to a moderate to high polar surface area. However, the presence of these groups is balanced by the overall lipophilicity, suggesting a moderate polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a relatively compact structure suggests a high degree of rigidity, which is likely to facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which contribute to its lipophilicity and may influence its interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar functional groups and the overall structure of the molecule suggests a moderate to high hydration energy, which might slightly reduce permeability.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to exhibit high permeability due to its high lipophilicity, moderate polarity, and high degree of rigidity, balanced by a moderate hydration energy and a favorable membrane affinity.

Final answer: High permeability

------
# 86

**SMILES:** CN(C)CCN1C(=O)C2=CC=CC3=CC(=CC(=C32)C1=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings (indole and benzene) and a carbonyl group, which contribute to its lipophilicity. However, the presence of nitrogen atoms and the cyano group also introduce some polarity. Overall, the lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C19H14N4O2, which suggests a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule has a moderate to low polar surface area due to the presence of aromatic rings and the carbonyl group, which are relatively non-polar. However, the nitrogen atoms and the cyano group introduce some polarity. The overall polarity is moderate.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the carbonyl group suggests a relatively rigid structure, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of nitrogen atoms and the cyano group suggests a moderate to low hydration energy, which can facilitate membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** in the PAMPA assay due to its moderate to high lipophilicity, moderate molecular size, neutral charge, and balanced membrane affinity.
Final answer:  High permeability

------
# 87

**SMILES:** C1CNCCC1(C2=CC=C(C=C2)C3=CNN=C3)C4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a nitrogen atom in the aromatic ring and the presence of a nitrogen atom in the side chain (CCNCCN) may slightly reduce lipophilicity. Overall, the molecule is likely to have moderate to high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H22ClN5. The molecular weight is approximately 393.9 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a nitrogen atom in the aromatic ring and a nitrogen atom in the side chain, which may contribute to its polarity. However, the presence of several aromatic rings and the overall molecular structure suggest that the molecule is relatively non-polar. The polar surface area (PSA) is likely to be low, which is favorable for high permeability.

4. **Charge**: The molecule contains a chlorine atom, which is negatively charged. However, the overall charge of the molecule is likely to be neutral due to the presence of several nitrogen atoms, which are positively charged. This suggests that the molecule is likely to have a neutral charge, which is favorable for high permeability.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This suggests that the molecule is likely to have a high degree of rigidity, which is favorable for high permeability.

6. **Aromaticity**: The presence of several aromatic rings in the molecule suggests that it is likely to have a high degree of aromaticity, which is favorable for high permeability.

7. **Hydration Energy**: The molecule contains several nitrogen atoms, which are positively charged and may contribute to its hydration energy. However, the overall molecular structure suggests that the molecule is likely to have a low hydration energy, which is favorable for high permeability.

8. **Membrane Affinity**: The molecule contains several aromatic rings and a nitrogen atom in the side chain, which may contribute to its membrane affinity. However, the overall molecular structure suggests that the molecule is likely to have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for high permeability.

Based on the analysis of the molecule's properties, it is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 88

**SMILES:** CN1C2=CN=C3C=CC(=CC3=C2N(C1=O)C4=CC(=C(C=C4)N5CCNCC5)C(F)(F)F)C6=CN=C(C=C6)OC

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To determine the permeability of the given molecule, I will analyze its properties based on the provided guidelines.

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of fluorine atoms (C(F)(F)F) further increases its lipophilicity. This suggests that the molecule has a high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the molecule is C34H24F3N7O2, which indicates a relatively large molecular size and weight. This suggests that the molecule may have lower permeability due to its size.

3. Polarity: The molecule contains several nitrogen and oxygen atoms, which contribute to its polarity. However, the presence of aromatic rings and fluorine atoms also suggests that it has a relatively low polar surface area. This is a mixed signal, but overall, the molecule's polarity is likely moderate.

4. Charge: The molecule appears to be neutral, as there are no charges indicated in its structure.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This suggests that the molecule may have higher permeability due to its ability to maintain a stable conformation.

6. Aromaticity: The presence of multiple aromatic rings in the molecule suggests that it has a high degree of aromaticity, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The molecule contains several nitrogen and oxygen atoms, which can contribute to its hydration energy. However, the presence of fluorine atoms and aromatic rings also suggests that it has a relatively low hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity, moderate polarity, and rigidity suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer.

Based on these properties, the molecule appears to have a high degree of lipophilicity, rigidity, and aromaticity, which are all associated with higher permeability. However, its relatively large size and moderate polarity may also contribute to lower permeability. Overall, the molecule's properties suggest that it has high permeability.

Final answer: High permeability

------
# 89

**SMILES:** C1=CC=C(C=C1)C2=NC=C(N2)C(=O)NC3=NC=C(S3)CC4=CC=C(C=C4)C(F)(F)F

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ncc(Cc2ccc(C(F)(F)F)cc2)s1, c1cnc(-c2ccccc2)[nH]1) and fluorine atoms (C(F)(F)F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is not explicitly provided, but based on the structure, it appears to be a relatively large molecule due to the presence of multiple aromatic rings and a heterocyclic system. Larger molecules tend to have lower permeability.

3. **Polarity**: The molecule contains a heterocyclic system (c1cnc(-c2ccccc2)[nH]1) and a carbonyl group (O=C), which could contribute to a moderate to high polar surface area. However, the presence of fluorine atoms and aromatic rings may counterbalance this effect, making the overall polarity moderate.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a heterocyclic system suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the heterocyclic system may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can facilitate permeability.

Considering these properties, the molecule appears to have a combination of characteristics that could facilitate membrane permeation. However, its relatively large size and moderate to high polar surface area may limit its permeability to some extent.

**Final answer: Low-to-moderate permeability**

------
# 90

**SMILES:** CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=CC=C3C#N)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a sulfonamide group (S(=O)(=O)([O-])N) and a nitro group (C(=O)N) suggests a moderate to high polarity, which may counterbalance the lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively large. However, the presence of several aromatic rings and a planar structure may facilitate its passage through the membrane.

3. Polarity: The molecule contains both polar and nonpolar regions. The sulfonamide and nitro groups contribute to its polarity, while the aromatic rings and the planar structure contribute to its nonpolarity. The overall polarity is moderate.

4. Charge: The molecule has a positive charge due to the sulfonamide group, which may hinder its permeability.

5. Rigidity: The molecule has a planar structure, which suggests a high degree of rigidity. This rigidity may facilitate its passage through the membrane.

6. Aromaticity: The presence of several aromatic rings contributes to the molecule's lipophilicity and may facilitate its passage through the membrane.

7. Hydration Energy: The presence of polar groups, such as the sulfonamide and nitro groups, suggests a moderate to high hydration energy. This may hinder the molecule's permeability.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely moderate to high due to its moderate lipophilicity and polarity.

Considering these properties, the molecule's permeability is likely to be low-to-moderate due to its moderate to high polarity, positive charge, and moderate to high hydration energy. However, its planar structure and aromaticity may facilitate its passage through the membrane.

Final answer: Low-to-moderate permeability

------
# 91

**SMILES:** C1=CC(=CC(=C1)C(=O)NCCO)C2=CC(=NC=N2)NC3=CC=C(C=C3)OC(F)(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings and fluorine atoms suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H15F6N5O3, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The compound contains both polar and nonpolar regions. The presence of fluorine atoms and the aromatic rings contribute to its lipophilicity, while the nitrogen and oxygen atoms contribute to its polarity. However, the overall polar surface area and the number of hydrogen bond donors/acceptors are moderate, suggesting a balance that might not significantly hinder permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the overall molecular structure suggest a degree of rigidity, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall molecular structure suggest a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the polar and nonpolar regions of the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane due to its moderate size, balanced polarity, and favorable interactions with the lipid bilayer.

Final answer: High permeability

------
# 92

**SMILES:** CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC(=C(C=C2)OCCCN(C)C)[S+](=O)(NC3=CC=C(C=C3)Br)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring with a bromine atom, which suggests a moderate to high lipophilicity. However, the presence of a sulfonamide group (S(=O)([O-])N) and a nitrogen-containing heterocycle (nH) may contribute to its polarity, potentially reducing its lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24BrN5O4S. Its molecular weight is approximately 544.5 g/mol, which is relatively large. However, the molecule's size and weight are not excessively high, suggesting that it may still have moderate permeability.

3. Polarity: The presence of a sulfonamide group, a nitrogen-containing heterocycle, and an oxygen atom indicates that the molecule has a moderate to high polarity. The polar surface area (PSA) of the molecule is likely to be relatively high, which may negatively impact its permeability.

4. Charge: The molecule contains a sulfonamide group with a negative charge, which may reduce its ability to diffuse through the hydrophobic lipid bilayer.

5. Rigidity: The molecule's structure, with its multiple aromatic rings and heterocycles, suggests a relatively rigid conformation. This rigidity may facilitate its permeation through the membrane.

6. Aromaticity: The presence of multiple aromatic rings in the molecule is likely to contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The molecule's moderate to high polarity and the presence of a sulfonamide group suggest that it may have a relatively high hydration energy, which could negatively impact its membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of a negative charge, high polarity, and moderate to high molecular weight are likely to reduce its permeability. However, its moderate lipophilicity, rigidity, and aromaticity may contribute to its ability to interact with the lipid bilayer and facilitate its permeation to some extent.

Final answer: Low-to-moderate permeability

------
# 93

**SMILES:** C1CC1(C2=CC=C(C=C2)NC(=O)C3=CC(=NC=C3)C4=NC=CC(=C4)C(=O)O)N

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20N6O3, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a carbonyl group (C=O) and a nitro group (-NO2), which are polar functional groups. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity. This might slightly reduce permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a relatively rigid molecule, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can enhance lipophilicity and facilitate interactions with the lipid bilayer, potentially improving permeability.

7. **Hydration Energy**: The presence of polar functional groups like the carbonyl and nitro groups might increase the hydration energy, which could negatively affect permeability.

8. **Membrane Affinity**: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer seems to be moderate, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule's permeability is likely to be moderate, with a slight inclination towards higher permeability due to its lipophilicity, rigidity, and aromaticity. However, the presence of polar functional groups and a moderate molecular size might slightly reduce its permeability.

**Final answer: Low-to-moderate permeability**

------
# 94

**SMILES:** C1CC(CCC1CC(=O)O)C2=CC=C(C=C2)N3CCOC4=NC=NC(=C4C3=O)N

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to higher permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H26N4O4, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a carbonyl group and an ether linkage, which contribute to its polarity. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity. This might not significantly hinder permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of a carbonyl group and an ether linkage suggests a moderate hydration energy, which might not significantly hinder permeation.

8. **Membrane Affinity**: The balance of hydrophobic and hydrophilic regions in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule appears to have a moderate to high potential for permeability through the artificial membrane. However, the exact permeability would depend on the specific conditions of the PAMPA assay and the membrane used.

**Final answer: High permeability**

------
# 95

**SMILES:** CC[C@@H](C1=CC=CC=C1)NC(=O)C2=C(C(=NC3=CC=CC=C32)C4=CC=CC=C4)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. The presence of a carbonyl group (C(=O)) also suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N4O2. Its molecular weight is approximately 384.41 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a carbonyl group may contribute to a slightly higher molecular weight.

3. Polarity: The molecule contains a carbonyl group, which is polar, but the overall polarity is relatively low due to the presence of several aromatic rings. The polar surface area (PSA) is likely to be moderate.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of multiple aromatic rings suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit moderate to high lipophilicity, a moderate molecular size, and a relatively low polarity. The presence of aromatic rings and a carbonyl group may facilitate membrane permeation. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: High permeability

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# 96

**SMILES:** COC(=O)CNC(=O)C1=NC(=C2N1C=CN=C2)C3=CC=C(C=C3)[S+](=O)(C)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the sulfur-containing group (C(=O)[S+](C)(=O)[O-]) suggests that the molecule has a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H14N4O4S, which indicates a moderate molecular size and weight.

3. Polarity: The presence of a sulfur-containing group and the amide groups (C(=O)CNC(=O)) suggests that the molecule has a moderate to high polarity.

4. Charge: The molecule contains a positively charged sulfur atom, which indicates that it is a charged species.

5. Rigidity: The presence of aromatic rings and the planar amide groups suggests that the molecule has a moderate to high degree of rigidity.

6. Aromaticity: The presence of multiple aromatic rings suggests that the molecule has a high degree of aromaticity.

7. Hydration Energy: The presence of polar groups and the charged sulfur atom suggests that the molecule has a moderate to high hydration energy.

8. Membrane Affinity: The balance between lipophilicity and polarity suggests that the molecule has a moderate membrane affinity.

Considering these properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane due to its moderate to high polarity, charged nature, and moderate membrane affinity.

Final answer: Low-to-moderate permeability

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# 97

**SMILES:** C[S+](=O)(C1=CC=C(C=C1)C2=C3C=CC=CN3C(=N2)C(=O)N4CCOCC4)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a cationic charge suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24N6O4S+, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a cationic charge, which is generally associated with higher polarity. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests that the overall polarity is moderate.

4. Charge: The molecule has a positive charge, which may hinder its ability to diffuse through the hydrophobic lipid bilayer. However, the presence of aromatic rings and a moderate molecular size may help to mitigate this effect.

5. Rigidity: The presence of aromatic rings and a relatively planar molecular structure suggests that the molecule has a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a cationic charge and a relatively low number of hydrogen bond donors/acceptors suggests that the molecule has a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and polarity, suggests that it may exhibit moderate to high PAMPA permeability.

Considering these properties, the molecule is likely to have moderate to high permeability to the artificial membrane. However, the presence of a cationic charge may slightly reduce its permeability.

Final answer: Low-to-moderate permeability

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# 98

**SMILES:** CCN(CCCOC1=CC2=C(C=C1)C(=NC=N2)NC3=NNC(=C3)CC(=O)NC4=CC(=CC=C4)F)CCOP(=O)(O)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To determine the permeability of the given molecule, I will analyze its properties based on the provided criteria.

1. Lipophilicity: The molecule contains several aromatic rings, including a fluorine atom, which suggests a high degree of lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 544 g/mol, which is relatively large. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors may help to mitigate this effect.

3. Polarity: The molecule has a low polar surface area and a relatively low number of hydrogen bond donors/acceptors, which suggests that it is relatively non-polar. This is likely to contribute to higher permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively rigid molecular structure suggests that the molecule is likely to be relatively rigid. This is likely to contribute to higher permeability.

6. Aromaticity: The molecule contains several aromatic rings, which is likely to contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The molecule's low polar surface area and relatively low number of hydrogen bond donors/acceptors suggest that it is likely to have a low hydration energy, which is beneficial for membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and relatively low polarity suggest that it is likely to have a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 99

**SMILES:** C1COCCN1C2=CC(=O)C3=C(O2)C(=CC=C3)C4=CC=C(C=C4)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains a large aromatic system with multiple rings, which suggests a high degree of lipophilicity. This is likely to contribute to high permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20N2O2, which indicates a moderate molecular size and weight. While not extremely large, this size is not small enough to guarantee high permeability based on size alone.

3. **Polarity**: The molecule contains a carbonyl group (C=O) and a nitrogen atom within a heterocyclic ring, which suggests a moderate to low polar surface area. However, the presence of a carbonyl group might slightly increase the polarity, making the overall polarity moderate.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a heterocyclic system suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, likely contributing to high permeability.

7. **Hydration Energy**: The presence of a carbonyl group and a nitrogen atom within a heterocyclic ring might suggest a moderate hydration energy, but the overall effect is likely to be low to moderate due to the molecule's lipophilic nature.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and moderate polarity suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability due to its high lipophilicity, moderate size, neutral charge, and balanced membrane affinity.
Final answer:  High permeability

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# 100

**SMILES:** COC1=CC=CC(=C1)N2C(=CC(=N2)C(=O)O)C3=CC(=C(C=C3)C4CCCCC4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, alkyl chains, and a carbonyl group suggests a relatively high lipophilicity. However, the presence of a nitro group (-NO2) and a chlorine atom (Cl) may reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H23ClN3O3. The molecular weight is approximately 434 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a nitro group (-NO2), which is polar, and a carbonyl group (C=O), which is also polar. Additionally, the presence of a chlorine atom (Cl) contributes to the molecule's polarity. However, the overall polar surface area is moderate, and the number of hydrogen bond donors/acceptors is relatively low. This suggests that the molecule's polarity is not a significant barrier to permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests that the molecule is relatively rigid. Rigidity can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. Aromaticity can contribute to higher permeability.

7. **Hydration Energy**: The presence of polar functional groups (nitro, carbonyl, and chlorine) suggests that the molecule may have a moderate to high hydration energy. However, the overall effect on permeability is likely to be moderate.

8. **Membrane Affinity**: The molecule's balanced lipophilicity, moderate polarity, and rigidity suggest that it has a moderate to high affinity for the lipid bilayer. This is beneficial for permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane. The combination of moderate to high lipophilicity, small size, and moderate polarity, along with a neutral charge, rigidity, and aromaticity, suggests that the molecule can easily diffuse through the lipid bilayer.

Final answer: High permeability

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# 101

**SMILES:** CCN(C1CCC(CC1)N(C)CCOC)C2=CC(=CC(=C2C)C(=O)NCC3=C(C=C(NC3=O)C)C)C#CCN4CCOCC4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided guidelines.

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of a carbonyl group and a cyano group also contribute to its lipophilicity. However, the overall lipophilicity of the molecule is moderate, which is a good starting point for permeability.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 432 g/mol, which is relatively large. However, the molecular size is not the only factor determining permeability, and the presence of aromatic rings and other functional groups may help to facilitate membrane permeation.

3. Polarity: The molecule has a moderate polar surface area, with a calculated PSA of approximately 40 Å^2. This is relatively low, indicating that the molecule is not highly polar. Additionally, the molecule has a moderate number of hydrogen bond donors and acceptors, which may also contribute to its permeability.

4. Charge: The molecule is neutral, which is a good sign for permeability.

5. Rigidity: The molecule has a relatively rigid structure due to the presence of aromatic rings and other planar functional groups. This rigidity may help the molecule to permeate the membrane more easily.

6. Aromaticity: The presence of aromatic rings in the molecule may help to facilitate membrane permeation by increasing its lipophilicity and allowing it to interact more easily with the lipid bilayer.

7. Hydration Energy: The molecule has a moderate hydration energy, which is not particularly high or low. This suggests that the molecule may not have a strong affinity for water, which could help it to permeate the membrane more easily.

8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is a good sign for permeability.

Based on these properties, I would predict that the molecule has high permeability to the artificial membrane.

Final answer: High permeability

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# 102

**SMILES:** CN1C=NC(=C1C2=CC=C(C=C2)OC)C3=NC=CC(=C3)C(=O)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a carbonyl group (C=O) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H18N4O2, which indicates a moderate molecular size and weight. This suggests that the molecule is not too large to permeate the artificial membrane.

3. Polarity: The molecule contains a carbonyl group (C=O) and a nitrogen atom, which are polar functional groups. However, the overall polarity of the molecule is moderate, and the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests that it is not highly polar.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests that the molecule has a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom suggests that the molecule has a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests that it has a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can contribute to better PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a balanced polarity and charge. The presence of aromatic rings and a planar structure suggests that it has a high degree of rigidity, which can facilitate membrane permeation. Overall, these characteristics suggest that the molecule has high permeability to the artificial membrane.

Final answer: High permeability

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# 103

**SMILES:** CC1=C(C=CC(=C1)Cl)COC2=CC=NN2C3=NC=CC(=C3)C(=O)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of chlorine atoms on the benzene ring increases its lipophilicity. However, the presence of a carbonyl group (C=O) and a hydroxyl group (OH) attached to the benzene ring may slightly decrease its lipophilicity. Overall, the molecule has a moderate to high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C17H12ClN3O2, which corresponds to a molecular weight of approximately 329 g/mol. The molecule is relatively small, with a moderate molecular weight. This suggests that it may have a relatively high permeability.

3. **Polarity**: The molecule contains a carbonyl group (C=O) and a hydroxyl group (OH), which contribute to its polarity. However, the presence of several aromatic rings and a pyridine ring may also contribute to its lipophilicity, which can counteract its polarity. The overall polarity of the molecule is moderate.

4. **Charge**: The molecule is neutral, which is generally favorable for permeability.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. **Aromaticity**: The presence of several aromatic rings, including a benzene ring and a pyridine ring, may influence its lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a carbonyl group (C=O) and a hydroxyl group (OH) may contribute to its hydration energy, but the overall effect is likely moderate.

8. **Membrane Affinity**: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability.

Considering these properties, the molecule is likely to have a high permeability to the artificial membrane. The combination of moderate to high lipophilicity, small molecular size, and balanced membrane affinity suggests that the molecule can easily diffuse through the lipid bilayer.

Final answer: High permeability

------
# 104

**SMILES:** C1CC(=O)NC1CNC(=O)C2=C3C=CNC3=CC(=N2)C4=CC=CC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3ccccc3) and a carbonyl group (C(=O)) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N4O2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a carbonyl group (C(=O)) and an amide group (C(=O)N), which contribute to its polarity. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and an amide group suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a balanced polarity. However, the presence of polar groups and a moderate hydration energy may hinder its permeability. Overall, the molecule's properties suggest that it has a moderate permeability.

Final answer: Low-to-moderate permeability

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# 105

**SMILES:** COCCNC(=O)C1=CC=C(C=C1)C2=NC=C3N2C=C(N=C3)C4=CC(=CC=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and fluorine atoms suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a relatively complex structure may contribute to a higher molecular size, potentially affecting permeability.

3. Polarity: The molecule contains a carbonyl group (C=O) and a few nitrogen atoms, which contribute to its polarity. However, the presence of aromatic rings and fluorine atoms also suggests a relatively low polar surface area, which could counterbalance the polarity.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a relatively complex structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of fluorine atoms and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can contribute to better PAMPA permeability.

Considering these properties, the molecule appears to have a combination of characteristics that are generally associated with high permeability. However, the presence of a relatively complex structure and moderate molecular size may slightly reduce its permeability.

Final answer: High permeability

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# 106

**SMILES:** CN1CCC(CC1)NC(=O)C2=NC3=C(N2C)C=C(C(=N3)C4=CC=CC=C4)C5=CC(=NC=C5)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (cyclic structures) and the absence of polar functional groups suggest a relatively high lipophilicity. However, the presence of a carbonyl group (C=O) and a nitrogen atom in a heterocyclic ring may slightly reduce lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H24N4O2. The molecular weight is approximately 416.49 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a carbonyl group and a nitrogen atom in a heterocyclic ring, which may contribute to a moderate level of polarity. However, the overall polarity is likely to be relatively low due to the presence of aromatic rings and the absence of highly polar functional groups.

4. Charge: The molecule appears to be neutral, as there are no charged functional groups present.

5. Rigidity: The presence of aromatic rings and a heterocyclic ring suggests a relatively rigid molecular structure, which may facilitate permeation through the artificial membrane.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom in a heterocyclic ring may contribute to a moderate level of hydration energy. However, the overall hydration energy is likely to be relatively low due to the presence of aromatic rings.

8. Membrane Affinity: The balanced presence of lipophilic and polar functional groups suggests that the molecule has a moderate affinity for both the aqueous phase and the lipid bilayer.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane due to its small size, moderate lipophilicity, and relatively low polarity. However, the presence of a carbonyl group and a nitrogen atom in a heterocyclic ring may slightly reduce permeability.

Final answer: High permeability

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# 107

**SMILES:** CC1=NC=CC(=C1)C2=CC3=C(N=C2C4=CC=CC=C4)N=C(N3C)C(=O)NCCN(C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a carbonyl group (C(=O)) and a nitrogen-containing ring system also suggests some level of polarity. Overall, the lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H24N6O. The molecular weight is approximately 416 g/mol, which is relatively small to moderate. This size suggests that the molecule could have relatively high permeability.

3. **Polarity**: The presence of a carbonyl group and a nitrogen-containing ring system indicates some level of polarity. However, the overall molecular structure suggests a relatively low polar surface area compared to the size of the molecule.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a relatively planar molecular structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a carbonyl group and a nitrogen-containing ring system suggests that the molecule may have a moderate to low hydration energy, which could facilitate membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane. The presence of aromatic rings, a moderate to high lipophilicity, a relatively small molecular size, and a balanced membrane affinity all contribute to this prediction.

Final answer: High permeability

------
# 108

**SMILES:** CN1CCCC1CCOC(C2=CC=CC=C2Cl)C3=CC4=NC=CC(=C4N3)C(=O)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1cc2nccc(C(=O)O)c2[nH]1 and c1ccccc1) and a chlorine atom (Cl) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20ClN3O2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a carbonyl group (C(=O)O), a nitrogen atom in a heteroaromatic ring, and a chlorine atom, which contribute to its polarity. However, the presence of aromatic rings and the chlorine atom also contribute to its lipophilicity, making its overall polarity moderate.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar heteroaromatic system suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing its permeability.

7. **Hydration Energy**: The presence of a carbonyl group and a chlorine atom suggests a moderate to high hydration energy, which might slightly hinder membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability due to its balance of lipophilicity, moderate size, and favorable charge and rigidity. However, the moderate to high hydration energy and moderate polarity might slightly reduce its permeability.

**Final answer: High permeability**

------
# 109

**SMILES:** CC1=NC2=C(N1)C=C(C=C2)C(=O)N3CCC4(CC3)CC5=C(C(=O)C4)N(N=C5)C(C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a relatively high lipophilicity. However, the presence of a nitrogen-containing heterocycle and a nitrile group may reduce lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 434 g/mol, which is relatively large. However, the molecular size and weight alone do not provide a clear indication of permeability.

3. Polarity: The molecule contains a nitrile group, a carbonyl group, and a nitrogen-containing heterocycle, which contribute to its polarity. The polar surface area is likely moderate to high.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a rigid heterocyclic structure suggests a high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups, such as the nitrile and carbonyl groups, may contribute to a moderate to high hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar functional groups suggests a moderate to high membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate to high lipophilicity, a moderate to high polar surface area, and a moderate to high membrane affinity. However, the presence of polar functional groups and a relatively large molecular size may reduce its permeability.

Final answer: Low-to-moderate permeability

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# 110

**SMILES:** C1C(C2=C(NC1=O)N=C(S2)N)C3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccccc1) and a carbonyl group (CC(=O)) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C12H11N3O, which suggests a relatively small molecular size and weight. Smaller molecules tend to have higher permeability.

3. **Polarity**: The molecule contains a carbonyl group (CC(=O)), which is polar, and a nitrogen atom that can act as a hydrogen bond acceptor. However, the overall polar surface area and the number of hydrogen bond donors/acceptors are moderate, which might not significantly hinder permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a relatively rigid molecule, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of a carbonyl group and aromatic rings might contribute to a moderate hydration energy, which could be favorable for membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and its ability to interact with the aqueous phase suggests a moderate to high affinity for the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane.

Final answer: High permeability

------
# 111

**SMILES:** C1CN(CC2=C1N=C(N2)C3=CC=C(C=C3)C(=O)N)C(=O)CN4CCOCC4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to higher permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H25N5O3, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a carbonyl group and several nitrogen atoms, which could contribute to a moderate polar surface area. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a relatively low polarity, which could favor higher permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which could facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which could enhance lipophilicity and facilitate interactions with the lipid bilayer, potentially improving permeability.

7. **Hydration Energy**: The presence of carbonyl and amide groups could contribute to a moderate hydration energy, which might not significantly hinder membrane permeation.

8. **Membrane Affinity**: The balance of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which could contribute to better PAMPA permeability.

Considering these properties, the molecule appears to have characteristics that favor higher permeability. However, the exact permeability can only be determined experimentally. Based on the analysis, the predicted permeability is:

Final answer: High permeability

------
# 112

**SMILES:** C1COCCN1CCNC(=O)C2CC(=O)N(C2)C3=NNC4=C3C=CC(=C4)Br

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, such as the benzene ring with a bromine atom, suggests a moderate to high lipophilicity. However, the presence of a carbonyl group (C=O) and a nitrogen atom in the amide group (CONH) may slightly reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C19H24BrN5O3, which suggests a moderate molecular size and weight. This is not unusually large, but it's not extremely small either.

3. **Polarity**: The molecule contains a carbonyl group, an amide group, and a nitrogen atom in an aromatic ring, which indicates a moderate to low polar surface area. The presence of a bromine atom also contributes to the molecule's polarity. However, the overall polarity is likely moderate.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a carbonyl group, an amide group, and a nitrogen atom in an aromatic ring suggests a moderate to low hydration energy.

8. **Membrane Affinity**: The molecule's balanced lipophilicity, moderate polarity, and moderate molecular size suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane. The combination of moderate to high lipophilicity, moderate molecular size, and balanced membrane affinity suggests that the molecule can easily diffuse through the lipid bilayer.
Final answer:  High permeability

------
# 113

**SMILES:** CC1=NC=C2CNCCC2=C1CNC(=O)CN3C=NC4=CC=CC=C4C3=O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (indole, pyridine, and benzene) and a carbonyl group, which suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 342 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a carbonyl group may lead to a more compact molecular structure, potentially mitigating the effect of size on permeability.

3. Polarity: The molecule contains a carbonyl group, which is polar, but the overall polarity is likely to be moderate due to the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a carbonyl group suggests a relatively rigid molecular structure, which may facilitate permeation through the membrane.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may lead to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar regions in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is likely to contribute to moderate permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its balanced characteristics. However, the presence of aromatic rings and a carbonyl group may slightly enhance its permeability.

Final answer: Low-to-moderate permeability

------
# 114

**SMILES:** C1CN(CC1NC(=O)C2=CC=CC=C2)C3=NNC(=C3)C4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c2cc(-c3ccc(Cl)cc3)[nH]n2) and the overall molecular structure suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H20ClN5O, indicating a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a nitro group (-NO2) and a chlorine atom, which contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure suggest a relatively low polar surface area, which could be beneficial for permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability as charged species tend to have lower permeability.

5. **Rigidity**: The presence of aromatic rings and the overall molecular structure suggest a relatively rigid molecule, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of a nitro group and a chlorine atom suggests a moderate to high hydration energy, which could hinder permeability. However, the overall molecular structure and the presence of aromatic rings might mitigate this effect.

8. **Membrane Affinity**: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer is crucial for permeability. The presence of aromatic rings and the overall molecular structure suggest a balanced affinity, which could be beneficial for permeability.

Considering these properties, the molecule is likely to exhibit high permeability due to its moderate size, high lipophilicity, low polarity, and balanced membrane affinity. However, the moderate to high hydration energy and the presence of a nitro group might slightly reduce its permeability.

**Final answer: High permeability**

------
# 115

**SMILES:** CC1=NC=C(C=C1)C(=O)N2CCC3=C(C2)N=C4C=C(NN4C3=O)C5=CC=CC=C5

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a naphthalene-like structure (c1ccc(C(=O)N2CCc3c(nc4cc(-c5ccccc5)[nH]n4c3=O)C2)cn1), which suggests a high degree of lipophilicity. This is likely to contribute to high permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H20N6O2, which indicates a relatively large molecular size and weight. However, the presence of aromatic rings and a planar structure may help to reduce steric hindrance and facilitate membrane permeation.

3. Polarity: The molecule contains several nitrogen atoms, which are potential hydrogen bond acceptors. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors suggests a low polar surface area. This is likely to contribute to high permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for membrane permeation.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a high degree of rigidity, which is likely to facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This is likely to contribute to high permeability.

7. Hydration Energy: The presence of aromatic rings and a relatively low number of hydrogen bond donors suggests a low hydration energy, which is likely to improve membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is likely to contribute to high permeability.

Based on these characteristics, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 116

**SMILES:** C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=CC(=C4)Cl)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided characteristics.

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring with a fluorine atom, which suggests a moderate to high lipophilicity. However, the presence of a nitrogen atom with a hydrogen bond donor and acceptor also indicates some level of polarity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a nitrogen atom with a hydrogen bond donor and acceptor, which indicates a moderate level of polarity. However, the presence of aromatic rings and a fluorine atom also suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is a favorable property for high permeability.

5. Rigidity: The molecule contains several aromatic rings, which suggests a relatively rigid structure. This rigidity may facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings in the molecule is likely to influence its lipophilicity and interactions with the lipid bilayer, which may affect its permeability.

7. Hydration Energy: The molecule's moderate polarity and the presence of aromatic rings suggest a relatively low hydration energy, which is favorable for membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for high permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 117

**SMILES:** C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=C(C=C4)Cl)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, I'll analyze its properties based on the provided characteristics.

1. **Lipophilicity**: The molecule contains several aromatic rings, including a fluorinated ring, which suggests a moderate to high lipophilicity. However, the presence of a nitrogen atom with a hydrogen bond donor (NH) and a fluorine atom may also contribute to its polarity.

2. **Molecular Size and Weight**: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, its molecular size is not explicitly provided, but its structure suggests a moderate to large size.

3. **Polarity**: The molecule has a moderate polarity due to the presence of a nitrogen atom with a hydrogen bond donor (NH) and a fluorine atom. However, the overall polarity is not extremely high.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in its structure.

5. **Rigidity**: The molecule has a relatively rigid structure due to the presence of several aromatic rings and a planar nitrogen atom.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a fluorine atom and a nitrogen atom with a hydrogen bond donor (NH) may contribute to a moderate hydration energy.

8. **Membrane Affinity**: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is moderate due to its moderate lipophilicity and polarity.

Considering these properties, the molecule's permeability to the artificial membrane is likely to be **Low-to-moderate**. The presence of a nitrogen atom with a hydrogen bond donor (NH) and a fluorine atom contributes to its polarity, which may hinder its permeability. However, its moderate lipophilicity, rigidity, and balanced membrane affinity also suggest that it may have some degree of permeability.
Final answer:  Low-to-moderate permeability

------
# 118

**SMILES:** COC1=CC=C(C=C1)C(=O)N2CCCC(C2)C3=NN(C(=O)N3)C4=CC=C(C=C4)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a carbonyl group (C=O) suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24N4O3, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a carbonyl group (C=O), an amide group (CON), and a nitrogen atom with a lone pair, which contributes to its polarity. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar amide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and an amide group suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a relatively rigid structure. However, its moderate polarity and moderate to high hydration energy may hinder its permeability. Overall, the molecule's properties suggest that it has a moderate permeability.

Final answer: Low-to-moderate permeability

------
# 119

**SMILES:** C1CN(CCC1C2=NN(C(=O)N2)C3=CC=C(C=C3)F)C(=O)C4=CC=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccccc1, c2nn(-c3ccc(F)cc3)c(=O)[nH]2) and the absence of polar groups suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H20F1N5O2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a nitro group (-NO2) and a fluorine atom, which contribute to its polarity. However, the presence of aromatic rings and the absence of significant hydrophilic groups suggest a relatively low polar surface area.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the nitro group suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a nitro group and a fluorine atom suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and its polar characteristics suggests a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane due to its moderate size, high lipophilicity, low polarity, and balanced membrane affinity.

Final answer: High permeability

------
# 120

**SMILES:** COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCN(CC3)C(=O)C4CC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the molecular structure suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the molecular size is not excessively large, which could still allow for reasonable permeability.

3. Polarity: The molecule contains a nitro group (-NO2) and a carbonyl group (C=O), which contribute to its polarity. However, the presence of aromatic rings and the molecular structure may also contribute to its lipophilicity, potentially offsetting the polarity.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the molecular structure suggest a relatively rigid molecule, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar functional groups (e.g., -NO2, C=O) may contribute to higher hydration energy, which could negatively impact membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar functional groups suggests a moderate membrane affinity, which is generally associated with moderate permeability.

Considering these properties, the molecule appears to have a moderate balance of lipophilicity, size, polarity, and rigidity, which are all factors that influence permeability. However, the presence of polar functional groups and moderate molecular size may limit its permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

------
# 121

**SMILES:** COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCCN(C3)C(=O)C4=CC=CC=C4F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc, c2nc, c3CCCN, c4ccccc4F) and the fluorine atom (F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H20F2N6O3, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either. However, the presence of several aromatic rings and a fluorine atom may contribute to a relatively high molecular weight.

3. Polarity: The molecule contains several nitrogen and oxygen atoms, which contribute to its polarity. However, the presence of aromatic rings and the fluorine atom may also contribute to its lipophilicity, making it less polar than expected.

4. Charge: The molecule appears to be neutral, which is generally associated with better permeability.

5. Rigidity: The presence of several aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of several nitrogen and oxygen atoms suggests a relatively high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity, which is generally associated with low-to-moderate permeability.

Considering these properties, the molecule appears to have a moderate lipophilicity, a moderate molecular size and weight, a moderate polarity, and a moderate membrane affinity. These characteristics are generally associated with low-to-moderate permeability.

Final answer: Low-to-moderate permeability

------
# 122

**SMILES:** CCCS(=O)(=O)C1=NC(=CC(=N1)NC2CC2)C3=CC4=C(C=C3)N(C=C4)C5CC(NC(C5)(C)C)(C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided characteristics.

1. Lipophilicity: The molecule contains several aromatic rings and a sulfonamide group, which suggests a moderate to high lipophilicity. However, the presence of the sulfonamide group also introduces a degree of polarity, which may counteract the lipophilicity.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 432.6 g/mol, which is relatively large. However, the molecular size and weight alone do not provide a clear indication of permeability.

3. Polarity: The molecule contains a sulfonamide group, which is polar. Additionally, the presence of several nitrogen and oxygen atoms contributes to the overall polarity of the molecule. This suggests a moderate to high polar surface area.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This suggests that the molecule may permeate the membrane more easily.

6. Aromaticity: The presence of several aromatic rings in the molecule may influence its lipophilicity and interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar functional groups, such as the sulfonamide group, may contribute to a higher hydration energy, which could negatively impact membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is uncertain due to its complex structure.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar functional groups and a moderate to high polar surface area may hinder its permeability, while its rigidity and aromaticity may facilitate it. However, the overall effect is likely to be a moderate permeability.

Final answer: Low-to-moderate permeability

------
# 123

**SMILES:** CC1=C(C(=NO1)C)C2=CC(=C(C=C2)C3=CC(=C(S3)NC(=O)N)C(=O)N)O[C@H]4CCNC4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of alkyl groups (e.g., C(N)=O and C(N)=O) and a cyclohexane ring (CCNC) also contribute to its lipophilicity. The overall lipophilicity of the molecule is high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H24N6O4S. Its molecular weight is approximately 476 g/mol, which is relatively small. The molecular size is moderate, with a relatively small number of atoms and a compact structure.

3. **Polarity**: The molecule contains several polar functional groups, including amide groups (C(N)=O), a carbonyl group (C(N)=O), and a sulfonamide group (s2). However, the overall polarity of the molecule is relatively low due to the presence of lipophilic groups.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule has a relatively rigid structure due to the presence of aromatic rings and a cyclohexane ring, which restricts its flexibility.

6. **Aromaticity**: The molecule contains several aromatic rings, which contribute to its lipophilicity and rigidity.

7. **Hydration Energy**: The presence of polar functional groups (e.g., amide groups and a sulfonamide group) suggests that the molecule may have a moderate hydration energy.

8. **Membrane Affinity**: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to have high permeability due to its high lipophilicity, moderate molecular size, low polarity, and neutral charge. The presence of aromatic rings and a cyclohexane ring also contribute to its rigidity and membrane affinity.

**Final answer: High permeability**

------
# 124

**SMILES:** CC(C)C1=CC(=NN1)C(=O)N2CC[C@H](C2)NC(=O)C3CC3

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings (indicated by "c" and "n" in the SMILES notation) and alkyl chains (indicated by "C" and "CC") suggests a relatively high lipophilicity. This is a positive factor for permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H24N4O2, which corresponds to a molecular weight of approximately 324 g/mol. This is a relatively small molecule, which is a positive factor for permeability.

3. Polarity: The presence of a carbonyl group (C(=O)) and a nitrogen atom (N) indicates some level of polarity. However, the overall polarity of the molecule is relatively low, which is a positive factor for permeability.

4. Charge: The molecule appears to be neutral, which is a positive factor for permeability.

5. Rigidity: The presence of multiple aromatic rings and a relatively planar structure suggests a high degree of rigidity, which is a positive factor for permeability.

6. Aromaticity: The presence of multiple aromatic rings is a positive factor for permeability.

7. Hydration Energy: The presence of carbonyl and amide groups suggests a relatively low hydration energy, which is a positive factor for permeability.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic groups suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is a positive factor for permeability.

Considering these factors, the molecule appears to have a high degree of lipophilicity, small size, low polarity, and a balanced membrane affinity, all of which are positive factors for permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: High permeability

------
# 125

**SMILES:** C[C@H](C1=NN=C2N1C=C(C=C2F)C3=CN(N=C3)C)N4C=CC5=C(C4=O)C=C(C=N5)OCCOC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of fluorine atoms and the overall molecular structure may also contribute to its hydrophobicity.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 434 g/mol, which is relatively small. This suggests that the molecule may have a higher permeability due to its smaller size.

3. Polarity: The molecule contains several nitrogen and oxygen atoms, which may contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure may also contribute to its lipophilicity, making it less polar.

4. Charge: The molecule appears to be neutral, which is generally associated with better permeability.

5. Rigidity: The presence of several aromatic rings and a carbonyl group suggests a relatively rigid molecular structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which may contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of several nitrogen and oxygen atoms may contribute to the molecule's hydration energy, but the overall molecular structure and the presence of aromatic rings may also contribute to its lipophilicity, making it less hydrophilic.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and polarity, suggests that it may exhibit good PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively small size, and a balanced affinity for both the aqueous phase and the lipid bilayer. These characteristics suggest that the molecule may have high permeability to the artificial membrane.

Final answer: High permeability

------
# 126

**SMILES:** CCN1C(=NC(=N1)C2CCN(CC2)C(=O)CCO)C3=CN=C(C(=N3)C4=NN=C(O4)C(C)(C)C)N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a pyridine ring, which contributes to its lipophilicity. Additionally, the presence of alkyl chains (CC) and a carbonyl group (C(=O)CCO) also contribute to its lipophilicity. This suggests that the molecule has a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H28N8O2. Its molecular weight is approximately 472 g/mol. While not extremely large, the molecule's size is moderate, which may affect its permeability.

3. Polarity: The molecule contains several nitrogen atoms, which are generally polar. However, the presence of aromatic rings and alkyl chains also contributes to its lipophilicity, which may counterbalance its polarity. The polar surface area (PSA) of the molecule is moderate, which may affect its permeability.

4. Charge: The molecule appears to be neutral, as there are no obvious charges present.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. Aromaticity: The presence of several aromatic rings, including a pyridine ring, contributes to the molecule's lipophilicity and rigidity.

7. Hydration Energy: The molecule contains several nitrogen atoms and a carbonyl group, which may contribute to its hydration energy. However, the overall effect of its hydration energy on permeability is difficult to determine without further analysis.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, moderate size, and a balanced affinity for the membrane. However, its moderate polarity and moderate molecular size may affect its permeability. Based on these factors, I would predict that the molecule has:

Final answer: Low-to-moderate permeability

------
# 127

**SMILES:** C1CCN(C1)C(=O)[C@@H]2CCCN(C2)C3=NC4=C(C=C3)NC(=N4)C5(CC5)N6C=C(C=N6)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, such as the naphthalene and pyridine rings, suggests a relatively high lipophilicity. However, the presence of a chlorine atom and a nitrogen atom with a hydrogen bond donor (NH) also indicates some level of polarity. Overall, the lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H24ClN5. The molecular weight is approximately 443 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The presence of a chlorine atom and a nitrogen atom with a hydrogen bond donor (NH) indicates some level of polarity. However, the overall polarity is likely moderate.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a chlorine atom and a nitrogen atom with a hydrogen bond donor (NH) suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests a moderate to high membrane affinity.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, small size, and neutral charge. However, the moderate to high hydration energy and moderate polarity may slightly reduce its permeability. Overall, the molecule is expected to have high permeability.

Final answer: High permeability

------
# 128

**SMILES:** C[C@@]1(C2=C(C=C(C=C2)C3=CNN=C3)C(=O)N1)C4=NC=NC=C4F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, fluorine atoms, and a carbonyl group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H12F2N6O, which indicates a moderate molecular size and weight. This is not unusually large, so it's likely to have a moderate to high permeability.

3. Polarity: The molecule contains a carbonyl group, which is polar, but the presence of aromatic rings and fluorine atoms suggests a relatively low polar surface area. Additionally, there are no hydrogen bond donors or acceptors that would significantly increase the polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a carbonyl group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of fluorine atoms and aromatic rings suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can lead to better PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 129

**SMILES:** CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)CCNC(C)C)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of oxygen and nitrogen atoms also introduces polarity, which may counterbalance the lipophilicity. Overall, the lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula suggests a relatively large molecule with a molecular weight that is not excessively high. However, its size is not small, which might affect its permeability.

3. **Polarity**: The molecule contains several oxygen and nitrogen atoms, which contribute to its polarity. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is not excessively high, indicating a moderate to low polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the overall molecular structure suggest a relatively rigid molecule, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of oxygen and nitrogen atoms suggests a moderate to high hydration energy, which might affect its ability to permeate the membrane.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule's permeability is likely to be moderate to high. However, the presence of oxygen and nitrogen atoms, which contribute to its polarity, might slightly reduce its permeability compared to a purely lipophilic molecule. Therefore, the predicted permeability is:

Final answer: Low-to-moderate permeability

------
# 130

**SMILES:** COC1=CC=C(C=C1)C2=CC=C(O2)C(=O)NC3CC(C3)C4=CC(=O)NC(=N4)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a carbonyl group (C=O) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H22N4O3, which indicates a moderate molecular size and weight. This suggests that the molecule is not too large to permeate the artificial membrane.

3. Polarity: The molecule contains a carbonyl group (C=O) and a nitrogen atom, which are polar functional groups. However, the overall polarity of the molecule is moderate, and the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests that it may not be too polar to hinder permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests that the molecule has a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar functional groups and a relatively low number of hydrogen bond donors/acceptors suggests that the molecule may have a moderate hydration energy, which could impact its ability to permeate the membrane.

8. Membrane Affinity: The balanced presence of polar and nonpolar functional groups suggests that the molecule has a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a balanced polarity and rigidity. These characteristics suggest that the molecule has a good balance of properties that would facilitate its permeation through the artificial membrane.

Final answer: High permeability

------
# 131

**SMILES:** C[C@]12C[C@H]([C@@H]([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C=C(C(=O)C4(C)C)O)C)C)[C@](C)(C(=O)/C=C\C(C)(C)O)O)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several carbonyl groups (C=O) and aromatic rings, which contribute to its lipophilicity. However, the presence of oxygen atoms and the overall molecular structure suggest a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H32O5. Its molecular weight is approximately 400 g/mol, which is relatively large. However, the molecule's size and weight alone do not necessarily dictate its permeability.

3. Polarity: The molecule contains several oxygen atoms, which contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure suggest a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the molecular formula.

5. Rigidity: The molecule's structure suggests a relatively rigid conformation, with several aromatic rings and a complex molecular framework.

6. Aromaticity: The molecule contains several aromatic rings, which contribute to its lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of oxygen atoms and the overall molecular structure suggest a moderate to low hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity, moderate polarity, and relatively rigid conformation suggest a good affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively low polar surface area, and a good balance of affinity for both the aqueous phase and the lipid bilayer. These characteristics are generally associated with high permeability in the PAMPA assay.

Final answer: High permeability

------
# 132

**SMILES:** CCC[C@@H](C1=CC=CC=C1)NC(=O)C(=CC2=NC(=CC=C2)Br)C#N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., C#N, Cccc(Br)n1) and the overall molecular structure suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20BrN3O, which indicates a moderate molecular size and weight. This size is not excessively large, which is beneficial for permeability.

3. **Polarity**: The molecule contains a nitro group (C(=O)C(C#N)=Cc1cccc(Br)n1), which contributes to its polarity. However, the presence of aromatic rings and the overall lipophilic character may counterbalance this effect to some extent.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the overall molecular structure suggest a relatively rigid molecule, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a nitro group and aromatic rings may contribute to a moderate hydration energy, which could impact membrane permeation.

8. **Membrane Affinity**: The balanced lipophilicity and moderate molecular size suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that favor high permeability. The presence of aromatic rings, moderate molecular size, and balanced lipophilicity and polarity all contribute to its potential for high permeability.

Final answer: High permeability

------
# 133

**SMILES:** C1=CC=C(C=C1)C2=CN=C(N=C2NC3=CC(=C(C=C3)F)F)C4=CC=NC=C4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c6h5-) and fluorine atoms (F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16F2N4, which indicates a moderate molecular size and weight. This is not unusually large, so it's likely to have a moderate impact on permeability.

3. Polarity: The molecule contains a nitrogen-rich core, which is relatively polar. However, the presence of aromatic rings and fluorine atoms also contributes to its lipophilicity, making it less polar overall. The polar surface area is moderate, and the number of hydrogen bond donors/acceptors is relatively low, which is a positive factor for permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar molecular structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of fluorine atoms and aromatic rings suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced lipophilicity and moderate polarity of the molecule suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 134

**SMILES:** CC(=O)N1CCC2=C(C1)SC3=C2C(=O)N(C(=O)N3CC4=CC(=CC=C4)C(F)(F)F)C5=CC=CC=C5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings (e.g., c2ccccc2, c2cccc(C(F)(F)F)c2) and a carbonyl group (CC(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C32H24F3N5O4S2, which indicates a moderate molecular size and weight. This is not extremely large, but it's not extremely small either. However, the presence of multiple aromatic rings and a relatively large molecular weight might slightly reduce its permeability.

3. Polarity: The molecule contains a few polar functional groups, such as the carbonyl groups (CC(=O)) and the amide group (CC(=O)N1CCc2c(sc3c2c(=O)n(-c2ccccc2)c(=O)n3Cc2cccc(C(F)(F)F)c2)C1). However, the overall polarity of the molecule is relatively low due to the presence of multiple aromatic rings and a relatively low number of hydrogen bond donors/acceptors.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar functional groups and the relatively low number of hydrogen bond donors/acceptors suggest a moderate hydration energy, which might slightly reduce its permeability.

8. Membrane Affinity: The molecule appears to have a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its relatively high lipophilicity, moderate molecular size and weight, low polarity, and high degree of rigidity. However, the presence of polar functional groups and a moderate hydration energy might slightly reduce its permeability.

Final answer: High permeability

------
# 135

**SMILES:** C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=NC=C3)NC4=CC(=C(C=C4)C5=C(C=C(C=C5)F)Cl)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a fluorine atom, which suggests a relatively high lipophilicity. This could contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C29H20ClF2N6. The molecular weight is approximately 528 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains several nitrogen atoms, which are part of aromatic rings and heterocyclic systems. However, the presence of fluorine atoms and the overall structure suggest a relatively low polar surface area. This could contribute to higher permeability.

4. **Charge**: The molecule does not appear to have any formal charges based on its structure. However, the presence of a chlorine atom might suggest a slight negative charge, but this is not a significant factor in this case. The overall charge is likely to be neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule contains several aromatic rings and a heterocyclic system, which suggests a relatively rigid structure. This rigidity could facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer, which could enhance permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall structure of the molecule suggests a relatively low hydration energy, which could facilitate membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and relatively low polar surface area suggest a good balance between affinity for the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 136

**SMILES:** C1CN(CCC1C#N)C2=NC(=CS2)C3=CC=C(C=C3)Br

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3ccc(Br)cc3) and the general structure of the molecule suggest a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H16BrN3O, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a nitrogen atom with a lone pair, which can participate in hydrogen bonding, and a bromine atom, which is polar. However, the overall polarity of the molecule is moderate, and the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggest a relatively low polar surface area.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. In this case, the aromatic rings are likely to contribute to the molecule's lipophilicity and facilitate membrane permeation.

7. Hydration Energy: The presence of a bromine atom and a nitrogen atom with a lone pair suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability to the artificial membrane. However, the moderate to high hydration energy and the presence of a bromine atom, which can interact with the lipid bilayer, may slightly reduce its permeability.

Final answer: High permeability

------
# 137

**SMILES:** CC1=NOC(=C1S(=O)(=O)N2CCC(CC2)C(=O)NC3=CC=C(C=C3)C#N)/C=C/C4=CC=CC=C4F

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., C=Cc2ccccc2, c2ccc(C#N)cc2), fluorine (F), and a sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H20F2N4O3S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The presence of a sulfonamide group (S(=O)(=O)N) and a carbonyl group (C(=O)N) suggests a moderate to high polarity. However, the overall polarity of the molecule is somewhat balanced by the presence of aromatic rings and fluorine, which can reduce its overall polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a sulfonamide group and a carbonyl group suggests a moderate to high hydration energy, which might slightly hinder membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane due to its moderate molecular size, balanced polarity, and high lipophilicity, as well as its rigidity and aromaticity.
Final answer:  High permeability

------
# 138

**SMILES:** CC(C)(C#N)C1=CC=C(C=C1)C2=NC=C(C=C2)CN3CCN(CC3)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c2ccc(-c3ccc(C(C)(C)C#N)cc3)nc2) and the CN and CCN groups suggest a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H16N6, which indicates a relatively small molecular size and weight. Smaller molecules tend to have higher permeability.

3. Polarity: The molecule contains a few nitrogen atoms, which contribute to its polarity. However, the presence of aromatic rings and the CN and CCN groups also contribute to its lipophilicity, which may counterbalance its polarity. The polar surface area (PSA) of the molecule is moderate, which is not extremely high or low.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen atoms and the aromatic rings may contribute to a moderate hydration energy, which is not extremely high or low.

8. Membrane Affinity: The balanced combination of lipophilicity, size, and rigidity suggests that the molecule has a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 139

**SMILES:** C1=CC=C(C(=C1)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of sulfur and nitrogen atoms, as well as the aromatic rings, suggests that the molecule has a moderate to high lipophilicity. However, the presence of the oxygen atom in the aromatic ring and the amide group (Nc1nccs1) may slightly reduce lipophilicity.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and the amide group may contribute to a slightly larger molecular size.

3. Polarity: The molecule contains a polar amide group (Nc1nccs1) and an aromatic ring with an oxygen atom, which may contribute to a moderate polar surface area. However, the presence of the sulfur atom and the aromatic rings may also contribute to lipophilicity, making the overall polarity moderate.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and the amide group suggests that the molecule has a moderate to high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which may contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of the amide group and the aromatic ring with an oxygen atom may contribute to a moderate hydration energy.

8. Membrane Affinity: The balance between lipophilicity and polarity suggests that the molecule may have a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a moderate degree of rigidity. The presence of a polar amide group and an aromatic ring with an oxygen atom may slightly reduce its permeability. However, the overall balance of properties suggests that the molecule is likely to have high permeability.

Final answer: High permeability

------
# 140

**SMILES:** COC1=CC2=C(C=C1)NC(=O)C(=C2)C3=NOC(=N3)C4=CC(=CC=C4)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a nitro group (-NO2) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N4O4, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a nitro group (-NO2), which is polar, and a few aromatic rings, which are relatively nonpolar. However, the presence of a nitro group might slightly decrease the overall polarity of the molecule. The polar surface area and hydrogen bond donors/acceptors are moderate, which might affect permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a few fused rings suggests that the molecule has a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a nitro group and a few aromatic rings might result in a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, moderate molecular size, and balanced membrane affinity.

Final answer: High permeability

------
# 141

**SMILES:** CC1=C(C=C(C=C1)N2C3=NC=NC(=C3C=N2)NC(C)COC)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of nitrogen and carbon atoms also introduces some polarity. Overall, the lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular formula is COCC(C)Nc1ncnc2c1cnn2-c1ccc(C)c(C)c1. The molecular weight is approximately 246 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains nitrogen and carbon atoms, which contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure suggest that the polarity is moderate.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the molecular structure suggest that the molecule is relatively rigid, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The molecular structure and the presence of aromatic rings suggest that the hydration energy is moderate to low.

8. Membrane Affinity: The balanced affinity for both the aqueous phase and the lipid bilayer is likely due to the moderate lipophilicity and polarity of the molecule.

Considering these properties, the molecule is likely to have high permeability due to its small size, moderate to high lipophilicity, and neutral charge. The presence of aromatic rings and the moderate polarity also contribute to its ability to permeate the artificial membrane.

Final answer: High permeability

------
# 142

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)N2C=C(C3=CC=CC=C32)C(=O)NC4=NC(=CS4)C5=CC=CC=C5

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc, c2ccccc2, c3ccccc3, and c4ccccc4) and the sulfone group (S(=O)(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H20N4O4S2, which indicates a moderate molecular size and weight. This is not extremely large, but it's not extremely small either. However, the presence of multiple aromatic rings and a sulfone group might contribute to a relatively high molecular weight.

3. Polarity: The molecule contains a sulfone group, which is polar, and several aromatic rings, which are relatively nonpolar. The presence of a polar group might reduce the overall polarity of the molecule, but the sulfone group's polarity could also contribute to hydrogen bonding, which might affect permeability.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of multiple aromatic rings and a sulfone group suggests a relatively rigid structure, which might facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a sulfone group and aromatic rings might contribute to a relatively low hydration energy, which could improve membrane permeation.

8. Membrane Affinity: The balanced presence of polar and nonpolar groups might result in a balanced affinity for both the aqueous phase and the lipid bilayer, which could contribute to better PAMPA permeability.

Considering these properties, the molecule appears to have a combination of characteristics that could facilitate membrane permeation. The presence of aromatic rings, a sulfone group, and a relatively rigid structure might contribute to high lipophilicity and membrane affinity, while the moderate molecular size and weight, and the presence of a polar group, might not significantly hinder permeability.

Final answer: High permeability

------
# 143

**SMILES:** CC1=C(C=C(C=C1)N2C3=NC=NC(=C3C=N2)NCCCN4C=CN=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccc, c3c(NCCCn4ccnc4)ncnc32) and the chlorine atom (Cl) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C23H20ClN7. The molecular weight is approximately 432.9 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains several nitrogen atoms, which can contribute to its polarity. However, the presence of aromatic rings and the chlorine atom may counterbalance this effect, making the overall polarity relatively low. The polar surface area (PSA) is not explicitly calculated here, but based on the structure, it is likely to be moderate.

4. **Charge**: The molecule does not appear to have any formal charges, and the presence of the chlorine atom does not significantly alter the overall charge. Therefore, it is likely to be neutral.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of nitrogen and chlorine atoms may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is conducive to high permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 144

**SMILES:** CCN1CCN(CC1)C(=O)CCCN2C(=O)C3=NN(C(=C3C(=N2)C)C)C4=CC=C(C=C4)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a naphthalene-like structure (c3c(C)n(-c4ccc(C)cc4)nc3c2=O), which suggests a high degree of lipophilicity. Additionally, the presence of alkyl chains (CCC) and a carbonyl group (C(=O)) further contribute to its lipophilic nature.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H22N6O2, which indicates a relatively large molecular size and weight. However, the presence of aromatic rings and a planar structure may help to reduce its effective size and improve its ability to permeate the membrane.

3. Polarity: The molecule contains several nitrogen atoms, which are generally polar. However, the presence of aromatic rings and alkyl chains may help to reduce its overall polarity. The polar surface area (PSA) of the molecule is relatively low, which is a good indicator of its permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen atoms and a carbonyl group suggests a moderate to high hydration energy, which may negatively impact membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and relatively low polarity suggest a good affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane due to its high lipophilicity, relatively low polarity, and good membrane affinity. However, its moderate to high hydration energy may slightly reduce its permeability.

Final answer: High permeability

------
# 145

**SMILES:** CC1=CC=CC=C1C(=O)N2CCC3=C2C=CC(=C3)C4=C(SC(=N4)NC(=O)CC5=CC6=C(C=C5)OCCO6)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided guidelines:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a carbonyl group may increase its size and weight, potentially affecting its permeability.

3. Polarity: The molecule contains a carbonyl group (C=O) and a nitrogen atom, which could contribute to its polarity. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a carbonyl group suggests a relatively rigid structure, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which could influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom may contribute to a moderate hydration energy, which could affect membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity, which could contribute to its permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate size and weight, and a balanced polarity. Its neutral charge, rigidity, and aromaticity also suggest that it could permeate the artificial membrane relatively easily. However, the presence of a carbonyl group and a nitrogen atom may contribute to a moderate hydration energy and membrane affinity.

Final answer: High permeability

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# 146

**SMILES:** C1=CC(=CC(=C1)C2=CN3C=NC=C3C(=C2)C4=CN=CC=C4)CO

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings, which generally contribute to increased lipophilicity. However, the presence of nitrogen atoms in the aromatic rings may also introduce some polarity. Overall, the lipophilicity of this molecule is likely to be high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N4O, which corresponds to a molecular weight of approximately 384 g/mol. This is a relatively small molecule, suggesting that it may have high permeability.

3. Polarity: The molecule contains nitrogen atoms, which can contribute to polarity. However, the overall polarity of the molecule is relatively low due to the presence of aromatic rings and the absence of highly polar functional groups.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings suggests that the molecule has a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen atoms and the absence of highly polar functional groups suggest that the hydration energy of this molecule is relatively low, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilicity, polarity, and rigidity in this molecule suggests that it has a good affinity for both the aqueous phase and the lipid bilayer, which can contribute to high permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 147

**SMILES:** CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC(=C(C=C3)C(F)(F)F)F)C)OCC(=O)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of multiple aromatic rings, fluorine atoms, and sulfur atoms suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H16F5N2O4S3, indicating a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The compound contains both polar (e.g., oxygen, nitrogen) and nonpolar (e.g., carbon, sulfur, fluorine) atoms. However, the presence of fluorine atoms and the overall structure suggest a relatively low polar surface area, which is beneficial for permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall structure of the molecule suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance of polar and nonpolar groups in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane.

Final answer: High permeability

------
# 148

**SMILES:** CC1=C(C(=CC=C1)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., Cc1cccc) and the CN group suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16N6O3S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a polar sulfone group (S(=O)(=O)) and a hydroxyl group (OH), which contribute to its polarity. However, the presence of aromatic rings and the CN group also suggests a degree of lipophilicity, which may counterbalance the polarity. The polar surface area and hydrogen bond donors/acceptors are moderate, which is not strongly indicative of high permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfone group suggests a degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups (sulfone and hydroxyl) suggests a moderate to high hydration energy, which might slightly hinder membrane permeation.

8. **Membrane Affinity**: The balance between lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule's permeability is likely to be moderate, with a slight inclination towards higher permeability due to its lipophilicity, rigidity, and aromaticity. However, the moderate molecular size, polarity, and hydration energy suggest that it may not be highly permeable.

**Final answer: Low-to-moderate permeability**

------
# 149

**SMILES:** C1=CC(=CC(=C1)OC(F)(F)F)NC(=O)C2=CC(=NN2)C3=CC=CN3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of fluorine atoms (F) and aromatic rings suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is not explicitly provided, but based on the structure, it appears to be a relatively large molecule due to the presence of multiple aromatic rings and a heterocyclic system. This suggests a potential for lower permeability due to size.

3. **Polarity**: The molecule contains both polar (e.g., nitrogen, oxygen) and nonpolar (e.g., carbon, fluorine) atoms. However, the presence of fluorine atoms and the overall structure suggest a relatively low polar surface area, which could be beneficial for permeability.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a heterocyclic system suggests a relatively rigid structure, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall structure suggest a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of polar and nonpolar groups suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which can contribute to better PAMPA permeability.

Considering these properties, the molecule appears to have a combination of characteristics that could facilitate high permeability through the artificial membrane. However, the size of the molecule might slightly counteract this effect.

**Final answer: High permeability**

------
# 150

**SMILES:** C1CCC(CC1)C(=O)NCCC2=NC3=CC=CC=C3N2CCO

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (c1nc2ccccc2n1 and c2ccccc2) and a carbonyl group (O=C), which suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H24N4O2, which indicates a moderate molecular size and weight.

3. Polarity: The molecule contains a carbonyl group (O=C), which is polar, and a few nitrogen atoms, which are also polar. However, the presence of aromatic rings and a relatively low molecular weight suggests a moderate polarity.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of several aromatic rings suggests a relatively rigid structure.

6. Aromaticity: The molecule contains two aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a few nitrogen atoms suggests a moderate hydration energy.

8. Membrane Affinity: The balanced presence of polar and nonpolar groups suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate lipophilicity, a moderate molecular size and weight, a moderate polarity, and a moderate membrane affinity. These characteristics suggest that the molecule would have a moderate ability to diffuse through the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 151

**SMILES:** COC1=CC=C(C=C1)NC2=NC(=NO2)C3=CC(=CC=C3)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a nitro group (NO2) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H14N4O4, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a nitro group (NO2), which is polar, and a few aromatic rings, which are relatively nonpolar. However, the overall polarity of the molecule is moderate, which may not significantly hinder its permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests that the molecule has a moderate degree of rigidity, which can facilitate its permeation through the membrane.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing its permeability.

7. Hydration Energy: The presence of a nitro group and aromatic rings may contribute to a moderate hydration energy, which could affect its permeability.

8. Membrane Affinity: The balanced presence of polar and nonpolar groups in the molecule suggests that it may have a moderate affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have a moderate to high permeability to the artificial membrane.

Final answer: High permeability

------
# 152

**SMILES:** C1CNCCC1C2=CC=C(C=C2)NS(=O)(=O)C3=CC=C(C=C3)NCC4=C(C(=CC=C4)Cl)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a thiophene ring (S(=O)(Nc1ccc(C2CCNCC2)cc1)), which suggests a relatively high lipophilicity. Additionally, the presence of a chloro-substituted aromatic ring (Cl) contributes to its lipophilic nature. This indicates a high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is not explicitly provided, but based on the structure, it appears to be a relatively large molecule due to the presence of multiple aromatic rings and a thiophene ring. This suggests a moderate to high molecular weight, which might negatively impact permeability.

3. **Polarity**: The molecule contains several polar functional groups, including a thiophene ring with a sulfur atom, a nitro group (NO2), and a chloro-substituted aromatic ring. However, the overall polar surface area and the number of hydrogen bond donors/acceptors are not explicitly calculated. The presence of these polar groups might reduce permeability.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure. This is a positive factor for permeability.

5. **Rigidity**: The molecule's structure, with multiple aromatic rings and a thiophene ring, suggests a relatively rigid conformation. Rigidity can facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings contributes to the molecule's lipophilicity and might influence its interactions with the lipid bilayer, potentially affecting permeability.

7. **Hydration Energy**: The presence of polar functional groups, such as the nitro group and the chloro-substituted aromatic ring, might increase the molecule's hydration energy, which could negatively impact permeability.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and the presence of polar functional groups suggest a moderate affinity for both the aqueous phase and the lipid bilayer. This balance might contribute to moderate permeability.

Considering these factors, the molecule's high lipophilicity, moderate molecular size, and balanced membrane affinity suggest that it might exhibit **low-to-moderate permeability** in the PAMPA assay. However, the presence of polar functional groups and the thiophene ring might reduce its permeability further.

**Final answer: Low-to-moderate permeability**

------
# 153

**SMILES:** CN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)Br

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1 and c2) and sulfur atoms (S) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula Cn1nnnc1Sc1ncnc2scc(Br)c12 indicates a relatively large molecule, which might limit its permeability due to size constraints.

3. Polarity: The presence of nitrogen (N) and sulfur (S) atoms, as well as the aromatic rings, suggests a moderate to low polar surface area. However, the presence of a bromine atom (Br) might increase the polarity, which could negatively impact permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the sulfur atom might contribute to a relatively rigid structure, which could facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. Hydration Energy: The presence of sulfur and nitrogen atoms, as well as the aromatic rings, might contribute to a relatively low hydration energy, which could improve membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar elements might result in a moderate to high affinity for both the aqueous phase and the lipid bilayer, which could lead to better PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively large size, and a balanced polarity. The presence of aromatic rings and sulfur atoms might contribute to a relatively rigid structure and low hydration energy, which could facilitate membrane permeation. However, the presence of a bromine atom might increase the polarity and negatively impact permeability.

Based on these factors, the predicted permeability of the molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

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# 154

**SMILES:** CC#CC(=O)N1CCC[C@H]1C2=NC(=C3N2C=CN=C3N)C4=CC=C(C=C4)C(=O)NC5=CC=CC=N5

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to higher permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a large molecular structure may hinder its permeability.

3. Polarity: The molecule contains a few nitrogen atoms, which could contribute to a moderate polar surface area. However, the presence of aromatic rings and a carbonyl group may counterbalance this effect, resulting in a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a relatively large molecular structure suggests a moderate to high degree of rigidity, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which could influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen atoms and a carbonyl group may contribute to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and polar surface area, suggests that it may exhibit moderate permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its moderate lipophilicity, polar surface area, and molecular size. However, its rigidity and aromaticity may facilitate membrane permeation to some extent.

Final answer: Low-to-moderate permeability

------
# 155

**SMILES:** CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=CC(=N3)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a sulfur-containing group (S(=O)) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N4O4S. The molecular weight is approximately 444.5 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a sulfur-containing group may contribute to a more complex molecular structure, potentially affecting its size and weight.

3. Polarity: The molecule contains a sulfur-containing group (S(=O)), which is polar, and multiple aromatic rings, which are generally nonpolar. The presence of a nitrogen atom in the aromatic ring also contributes to the molecule's polarity. However, the overall polar surface area and hydrogen bond donors/acceptors are moderate, which may not significantly impact permeability.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of multiple aromatic rings and a sulfur-containing group suggests that the molecule has a relatively rigid structure, which may facilitate its permeation through the membrane.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfur-containing group and multiple aromatic rings may contribute to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and polarity, suggests that it may exhibit good PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively moderate molecular size and weight, and a balanced affinity for both the aqueous phase and the lipid bilayer. These characteristics suggest that the molecule has a high permeability to the artificial membrane.

Final answer: High permeability

------
# 156

**SMILES:** C1CN(CCC1C2=NOC3=C2C=CC(=C3)F)C(=O)C4CC(=O)N(C4)C5=NNC6=CC=CC=C65

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a naphthalene ring (c2n[nH]c3ccccc23) and a phenyl ring (c3ccccc23), which contribute to its lipophilicity. Additionally, the presence of fluorine atoms (F) on one of the phenyl rings may slightly increase lipophilicity due to the electron-withdrawing effect. However, the overall lipophilicity is likely to be high, but not extremely high, given the presence of nitrogen and oxygen atoms.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H20FNO4, indicating a relatively large molecular size. However, the presence of several aromatic rings and a naphthalene ring may help to reduce the effective size of the molecule, making it more permeable.

3. **Polarity**: The molecule contains several nitrogen and oxygen atoms, which contribute to its polarity. However, the presence of aromatic rings and the fluorine atom may help to reduce the overall polarity of the molecule.

4. **Charge**: The molecule appears to be neutral, as there are no charges indicated in the structure.

5. **Rigidity**: The presence of several aromatic rings, including a naphthalene ring, suggests that the molecule has a relatively high degree of rigidity.

6. **Aromaticity**: The molecule contains several aromatic rings, which may influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of nitrogen and oxygen atoms, as well as the fluorine atom, may contribute to a relatively low hydration energy.

8. **Membrane Affinity**: The molecule appears to have a balanced affinity for both the aqueous phase and the lipid bilayer, given its lipophilicity, polarity, and size.

Based on these properties, the molecule is likely to have **high permeability** to the artificial membrane. The combination of high lipophilicity, moderate size, and balanced polarity and rigidity suggests that the molecule can easily diffuse through the lipid bilayer.
Final answer:  High permeability

------
# 157

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=CN=CC(=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2cncc, c3nc, c4ccccc4) and the sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H18N6O4S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The presence of a sulfonamide group (S(=O)(=O)N) and a carbonyl group (C(=O)N) suggests a moderate to low polar surface area, which is associated with higher permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a sulfonamide group and a carbonyl group suggests a moderate to low hydration energy, which generally improves membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic groups suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane.

Final answer: High permeability

------
# 158

**SMILES:** CC1=C(C=C(C=C1)NC(=O)C2=C(C(=C(N2)C)C(=O)C)C)[S+](=O)(NC3=CC=C(C=C3)Br)[O-]

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, ester groups, and a sulfonamide group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a sulfonamide group may contribute to a more compact molecular shape, potentially mitigating the effect of size on permeability.

3. Polarity: The molecule contains a sulfonamide group, which is polar, and a few hydrogen bond acceptors. However, the overall polar surface area is relatively low, and the presence of aromatic rings may reduce the polarity of the molecule.

4. Charge: The molecule has a positive charge due to the sulfonamide group, which may reduce its ability to diffuse through the hydrophobic lipid bilayer.

5. Rigidity: The presence of multiple aromatic rings and a sulfonamide group suggests a relatively rigid molecular structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfonamide group and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its lipophilic and polar properties, suggests that it may exhibit good PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its lipophilicity, moderate size, low polar surface area, and relatively low hydration energy. However, the positive charge may slightly reduce its ability to diffuse through the lipid bilayer.

Final answer: High permeability

------
# 159

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=C(C=C3)OC4=CC=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3ccc(Oc4ccccc4)cc3) and a carbonyl group (NC(=O)C) suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of a few aromatic rings and a carbonyl group may contribute to a slightly larger molecular size, potentially affecting permeability.

3. Polarity: The molecule contains a carbonyl group (NC(=O)C), which is polar, and a few aromatic rings with oxygen-containing substituents (c3ccc(Oc4ccccc4)cc3). The polar surface area and hydrogen bond donors/acceptors are moderate, which may slightly reduce permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a carbonyl group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability due to its lipophilicity, moderate molecular size, and balanced membrane affinity. However, the presence of polar groups and a moderate degree of rigidity may slightly reduce its permeability.

Final answer: High permeability

------
# 160

**SMILES:** CC1=C(C2=C(N1C3=CC=CC=C3)C=CC(=C2)O)C(=O)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a carbonyl group (C=O) and aromatic rings, which contribute to its lipophilicity. However, the presence of a nitrogen atom and an oxygen atom in the aromatic ring may slightly reduce its lipophilicity. Overall, the molecule is moderately lipophilic.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H13NO2, which corresponds to a molecular weight of approximately 239 g/mol. This is a relatively small molecule, which generally correlates with higher permeability.

3. Polarity: The molecule has a low polar surface area due to the presence of a carbonyl group and aromatic rings. However, the nitrogen and oxygen atoms contribute to its polarity. The overall polarity of the molecule is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a carbonyl group suggests that the molecule has a certain degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 161

**SMILES:** CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=CC(=CC=C3)[N+](=O)[O-])C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1cc(C)nc(NC(=S)N2CCN(c3cccc([N+](=O)[O-])c3)CC2)c1) and the sulfur atom in the molecule suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H28N8O2S2, which indicates a moderate molecular size and weight. While not extremely small, this size is not excessively large, suggesting that the molecule might have a reasonable permeability.

3. **Polarity**: The presence of a sulfonamide group ([N+](=O)[O-]) indicates a degree of polarity, which could potentially reduce permeability. However, the overall lipophilicity of the molecule might counterbalance this effect.

4. **Charge**: The sulfonamide group ([N+](=O)[O-]) indicates a positive charge, which could reduce permeability due to electrostatic interactions with the negatively charged phosphate groups in the lipid bilayer.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. **Hydration Energy**: The presence of the sulfonamide group and the aromatic rings might contribute to a moderate hydration energy, which could influence membrane permeation.

8. **Membrane Affinity**: The balance between lipophilicity and polarity, along with the presence of aromatic rings, suggests that the molecule has a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have a moderate to high lipophilicity, which is a key factor in determining permeability. However, the presence of a positive charge and a degree of polarity might reduce its permeability. Overall, the molecule's properties suggest that it would have a moderate to high permeability, but not extremely high due to the presence of a charged group.

Final answer: Low-to-moderate permeability

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# 162

**SMILES:** C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C=CC(=C4)F)C5=C(C=NN5)Cl)C(=O)C1

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, such as the benzene rings and the pyridine ring, suggests a moderate to high lipophilicity. However, the presence of a chlorine atom and a fluorine atom also indicates a certain degree of polarity, which may counterbalance the lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the compound is C22H17ClFN6O2, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. **Polarity**: The presence of a chlorine atom, a fluorine atom, and a nitrogen atom with a hydrogen atom attached (implied by the [nH]n notation) suggests a moderate to high polarity. However, the overall molecular structure is quite lipophilic, which may counterbalance the polarity.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a certain degree of rigidity.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a chlorine atom, a fluorine atom, and a nitrogen atom with a hydrogen atom attached suggests a moderate to high hydration energy.

8. **Membrane Affinity**: The balance between lipophilicity and polarity suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a moderate to high polarity. The presence of aromatic rings and a relatively planar structure suggests a certain degree of rigidity. The balance between lipophilicity and polarity suggests a moderate membrane affinity.

Based on these characteristics, I would predict that the molecule has **low-to-moderate permeability** to the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 163

**SMILES:** C1CC(=O)NC2=CC(=C(C=C21)S(=O)(=O)NC3=CC(=C(C=C3)F)Cl)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c2cc(F)cc2) and the presence of fluorine and chlorine atoms, which are lipophilic, suggest that the molecule has a relatively high lipophilicity. This is likely to contribute to higher permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C19H12ClF4N2O3S, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either. This moderate size is likely to contribute to moderate permeability.

3. **Polarity**: The presence of a sulfone group (S(=O)(=O)) and a nitrogen atom in the molecule indicates that it has some degree of polarity. However, the overall polarity of the molecule is likely to be relatively low due to the presence of lipophilic groups. This suggests that the molecule may have moderate permeability.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest that it has a relatively high degree of rigidity. This is likely to contribute to higher permeability.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and its ability to interact with the lipid bilayer, which may enhance its permeability.

7. **Hydration Energy**: The presence of lipophilic groups and the relatively low polarity of the molecule suggest that it may have a lower hydration energy, which could improve its membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups in the molecule suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which could contribute to moderate permeability.

Considering these properties, the molecule is likely to have moderate permeability due to its moderate size, moderate polarity, and balanced membrane affinity. However, its high lipophilicity, rigidity, and aromaticity may contribute to higher permeability. Overall, the molecule's properties suggest that it has a moderate to high permeability.

Final answer: High permeability

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# 164

**SMILES:** CCCCCN1C(=O)C2=C(C=C(C=C2)C(=O)NCCCN3CCC(CC3)C)NC1=O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains a long aliphatic chain (CCCCC) and several aromatic rings, which contribute to its lipophilicity. This suggests a high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H32N4O2, indicating a moderate molecular size and weight. While not extremely large, this size is not unusually small either. However, the presence of several aromatic rings and a long aliphatic chain might make it slightly larger than average, which could negatively impact permeability.

3. **Polarity**: The molecule contains several aromatic rings and a carbonyl group, which are generally non-polar. However, the presence of nitrogen and oxygen atoms suggests some level of polarity. The polar surface area (PSA) is moderate, which might slightly reduce permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a planar carbonyl group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of several aromatic rings and a carbonyl group suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced combination of lipophilicity, moderate size, and neutral charge suggests a good membrane affinity, which is beneficial for permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. The presence of a long aliphatic chain, several aromatic rings, and a relatively low hydration energy suggest that the molecule can interact favorably with the lipid bilayer, facilitating its permeation.

**Final answer: High permeability**

------
# 165

**SMILES:** COC1=CC=CC=C1S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccccc1, c2ccccc2, and c1cnccc1) and the sulfur and oxygen atoms in the molecule suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively large. However, the presence of aromatic rings and the planar structure of the molecule may facilitate its passage through the membrane.

3. Polarity: The molecule contains a polar sulfonamide group (SO2NH) and a carbonyl group (C=O), which contribute to its polarity. However, the presence of aromatic rings and the overall planar structure may reduce its polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar groups (sulfonamide and carbonyl) suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer is likely to be moderate, given the presence of both polar and nonpolar groups.

Considering these properties, the molecule's permeability is likely to be moderate, as it has both polar and nonpolar groups that may interact with the lipid bilayer and the aqueous phase. However, its size and weight are relatively large, which may limit its permeability.

Final answer: Low-to-moderate permeability

------
# 166

**SMILES:** C1=CC(=C(C=C1Cl)C2=NC3=NC=CN=C3C(=N2)NC4=CC=NC=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of a chloro-substituted aromatic ring (Fc1ccc(Cl)cc1) suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the compound is C19H15ClN6, which indicates a relatively small molecular size and weight. This suggests that the molecule is likely to have high permeability.

3. Polarity: The compound contains a combination of aromatic and heterocyclic rings, which may contribute to its lipophilicity. However, the presence of nitrogen atoms in the heterocyclic rings could also introduce some polarity. The overall polarity of the molecule is moderate.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic and heterocyclic rings suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen atoms and the heterocyclic ring system may contribute to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 167

**SMILES:** CC1(CNC2=C1C=CC(=C2)NC(=O)C3=C(N=CC=C3)NCC4=CC=NC=C4)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of nitrogen-containing heterocycles and the amide group may also contribute to its polarity, potentially reducing its lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 342 g/mol, which is relatively moderate. The molecular size is also moderate, with a total of 34 heavy atoms and 5 rings.

3. Polarity: The molecule contains several nitrogen-containing heterocycles, an amide group, and a carbonyl group, which contribute to its polarity. The polar surface area (PSA) is likely moderate to high.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a planar amide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen-containing heterocycles, an amide group, and a carbonyl group suggests a moderate to high hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups in the molecule suggests a moderate to high membrane affinity.

Considering these properties, the molecule is likely to have moderate to high lipophilicity, a moderate molecular size, moderate polarity, and a neutral charge. The presence of aromatic rings and a planar amide group suggests a relatively rigid structure, which can facilitate membrane permeation. However, the moderate to high hydration energy and polar surface area may reduce its permeability.

Based on these factors, the predicted permeability of the molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

------
# 168

**SMILES:** COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCN(CC3)[S+](=O)(C4=CC=CC(=C4)C(F)(F)F)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings, fluorine atoms, and a sulfonamide group suggests a high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 544 g/mol, which is relatively large. However, the presence of aromatic rings and a planar structure may facilitate its passage through the membrane.

3. Polarity: The molecule contains a sulfonamide group, which is polar, and several aromatic rings, which are nonpolar. The overall polarity of the molecule is moderate, which may affect its permeability.

4. Charge: The sulfonamide group is negatively charged, which may hinder its permeability through the hydrophobic lipid bilayer.

5. Rigidity: The presence of multiple aromatic rings and a planar structure suggests a high degree of rigidity, which may facilitate its passage through the membrane.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfonamide group and fluorine atoms suggests a low hydration energy, which may improve membrane permeation.

8. Membrane Affinity: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer is moderate, which may affect its permeability.

Considering these properties, the molecule's high lipophilicity, moderate polarity, and low hydration energy suggest that it may have high permeability. However, the presence of a negatively charged sulfonamide group may hinder its permeability. Overall, the molecule's properties suggest that it may have high permeability, but the charge may limit its ability to diffuse through the membrane.

Final answer: Low-to-moderate permeability

------
# 169

**SMILES:** CC1CCCCN1C2=NC=NC(=C2[N+](=O)[O-])N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a combination of aliphatic and aromatic rings, which suggests a moderate to high lipophilicity. However, the presence of the nitro group (-NO2) and the charged nitrogen atom (N+ and O-) may reduce lipophilicity. Overall, lipophilicity is likely moderate.

2. Molecular Size and Weight: The molecular formula (CC1CCCCN1c1ncnc(N)c1[N+](=O)[O-]) indicates a relatively large molecular size and weight, which may negatively impact permeability.

3. Polarity: The presence of the nitro group, charged nitrogen atom, and the aromatic ring system suggests a moderate to high polarity. However, the overall polar surface area and hydrogen bond donors/acceptors are not explicitly calculated, but the presence of the nitro group and charged nitrogen atom may contribute to a higher polarity.

4. Charge: The molecule has a charged nitrogen atom (N+) and a negatively charged oxygen atom (O-), which may hinder its ability to diffuse through the hydrophobic lipid bilayer.

5. Rigidity: The presence of the aromatic ring system and the nitro group may contribute to a relatively rigid structure, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains an aromatic ring system, which may influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of the nitro group and charged nitrogen atom may increase hydration energy, which could negatively impact membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is uncertain due to its complex structure.

Considering these properties, the molecule's permeability is likely to be low-to-moderate due to its relatively large size, moderate to high polarity, and charged species. The presence of aromatic rings and a nitro group may contribute to a moderate lipophilicity, but the overall effect of these properties is likely to be outweighed by the molecule's size and charge.

Final answer: Low-to-moderate permeability

------
# 170

**SMILES:** CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=C(C=C(C=C3)Cl)[N+](=O)[O-])C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, sulfur, and chlorine atoms suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H25ClN7O2S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfonamide group (-SO2NH-) and an aromatic ring with a chlorine atom, which suggests a moderate to low polar surface area. However, the presence of nitrogen and oxygen atoms indicates some level of polarity.

4. **Charge**: The molecule contains a negatively charged sulfonamide group, which may reduce its permeability due to electrostatic interactions with the artificial membrane.

5. **Rigidity**: The presence of aromatic rings and a planar sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a sulfonamide group and aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which can result in moderate permeability.

Considering these properties, the molecule is likely to exhibit **low-to-moderate permeability** to the artificial membrane due to its moderate size, polarity, and charge.
Final answer:  Low-to-moderate permeability

------
# 171

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC(=C2Cl)C(=O)NC3=NC(=CS3)C4=CC=CC=C4

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccc, c2cccc, c3nc(-c4ccccc4)cs3, and c4ccccc4) and the sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity. However, the presence of a sulfonamide group also introduces a polar component, which may counterbalance the lipophilicity to some extent.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H17ClN4O3S, which suggests a moderate molecular size and weight. This is not unusually large, but it's not extremely small either.

3. **Polarity**: The presence of a sulfonamide group (S(=O)(=O)N) and a carbonyl group (C(=O)N) indicates a moderate to high polarity. However, the overall molecular structure is still relatively lipophilic.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar groups (sulfonamide and carbonyl) suggests a moderate to high hydration energy.

8. **Membrane Affinity**: The balance between lipophilicity and polarity in this molecule suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a moderate to high degree of rigidity. However, the presence of polar groups and a moderate to high hydration energy may limit its permeability. Overall, the molecule's properties suggest that it would have **low-to-moderate permeability** to the artificial membrane.
Final answer:  Low-to-moderate permeability

------
# 172

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CN=CC=C3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, such as the benzene rings, and the cyano group (CN) suggests a relatively high lipophilicity. However, the presence of the sulfonamide group (SO2NH) and the oxygen atoms (O) may reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N4O4S2. The molecular weight is approximately 480 g/mol, which is relatively large. However, the molecular size is not excessively large, and the molecule's shape may allow it to interact favorably with the lipid bilayer.

3. Polarity: The presence of the sulfonamide group, oxygen atoms, and the cyano group indicates a moderate to high polarity. However, the overall polarity of the molecule is likely reduced due to the presence of the aromatic rings and the lipophilic cyano group.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of the sulfonamide group and the oxygen atoms suggests a moderate to high hydration energy, which may reduce membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of aromatic rings and the sulfonamide group suggests a relatively high lipophilicity, which can facilitate membrane permeation. However, the moderate to high polarity and hydration energy may reduce permeability. Overall, the molecule's permeability is likely to be low-to-moderate.

Final answer: Low-to-moderate permeability

------
# 173

**SMILES:** CC1=C(N(C(=C1C(=O)C)C)C)C(=O)NC2=CC(=CC=C2)[S+](=O)(N(C)C)[O-]

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a sulfur-containing group, which suggests a relatively high lipophilicity. This could contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a sulfur-containing group may contribute to a more compact molecular shape, potentially mitigating the effect of size on permeability.

3. Polarity: The molecule contains a sulfur-containing group, which is polar, but the overall polarity of the molecule is relatively low due to the presence of several aromatic rings. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively low, which could contribute to higher permeability.

4. Charge: The molecule contains a positively charged sulfur atom, which may reduce its ability to diffuse through the hydrophobic lipid bilayer. However, the presence of a negatively charged counterion is not explicitly mentioned, so we will assume the charge is localized to the sulfur atom.

5. Rigidity: The presence of multiple aromatic rings suggests a relatively rigid molecular structure, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially improving permeability.

7. Hydration Energy: The presence of a sulfur-containing group and aromatic rings may contribute to a relatively low hydration energy, which could improve membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity, moderate size, and relatively low polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which could contribute to better PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 174

**SMILES:** CCC1=C(C=C(C=C1)NC(=O)C2=C(C(=C(N2)C)C(=O)C)C)[S+](=O)(NC3=CC=C(C=C3)C#N)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a sulfonamide group (S(=O)(=O)([O-])N) and a nitro group (C(=O)N) suggests a moderate to high polarity, which may counterbalance the lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H24N6O6S. The molecular weight is approximately 548 g/mol, which is relatively large. However, the molecular size is not the only factor determining permeability; the shape and flexibility of the molecule also play a role.

3. Polarity: The presence of a sulfonamide group and a nitro group indicates a moderate to high polarity. The polar surface area (PSA) is likely moderate to high.

4. Charge: The molecule contains a sulfonamide group with a negative charge, which may hinder its permeability through the lipid bilayer.

5. Rigidity: The presence of several aromatic rings and a relatively large molecular size suggests a moderate to high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity and may facilitate interactions with the lipid bilayer.

7. Hydration Energy: The presence of a sulfonamide group and a nitro group suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balance between lipophilicity and polarity is moderate, which may result in a moderate membrane affinity.

Considering these properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane due to its moderate to high polarity, moderate to high hydration energy, and the presence of a charged sulfonamide group.

Final answer: Low-to-moderate permeability

------
# 175

**SMILES:** COC1=CC2=C(C=C1)OC(=N2)NC3=NC(C4=C(N3)CCCC4=O)C5=C(C=NN5)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., cccc, ccc2oc, and c4[nH]ncc4) and the presence of a carbonyl group (C4=C(CCCC4=O)) suggest a relatively high lipophilicity. However, the presence of a nitrogen atom in the aromatic ring (c4[nH]ncc4) and the presence of a chlorine atom (Cl) may slightly reduce lipophilicity. Overall, the molecule is likely to have moderate to high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H17ClN7O3. The molecular weight is approximately 484.88 g/mol. This is a relatively large molecule, which may negatively impact its permeability.

3. **Polarity**: The presence of a carbonyl group (C4=C(CCCC4=O)) and a nitrogen atom in the aromatic ring (c4[nH]ncc4) suggests a moderate to high polarity. However, the overall polarity of the molecule is likely to be relatively low due to the presence of lipophilic aromatic rings.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which may facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a carbonyl group and a nitrogen atom in the aromatic ring may contribute to a relatively low hydration energy, which is beneficial for membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests a moderate to high membrane affinity, which is beneficial for permeability.

Considering these properties, the molecule is likely to have moderate to high lipophilicity, a relatively large size, moderate to low polarity, and a neutral charge. The presence of aromatic rings and a planar structure suggests a high degree of rigidity, which may facilitate membrane permeation. The balanced membrane affinity and relatively low hydration energy are also beneficial for permeability.

**Final answer: Low-to-moderate permeability**

------
# 176

**SMILES:** CC1=C(C=C(C=C1)NC(=O)NCC2CCN(CC2)CC3=CC(=CC=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c3cccc(Cl)c3) and a chlorine atom (Cl) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C22H24ClN5O2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The compound contains a carbonyl group (C(=O)) and an amide group (NC(=O)NCC), which contribute to its polarity. However, the presence of aromatic rings and a chlorine atom also contributes to its lipophilicity, making its overall polarity moderate.

4. **Charge**: The compound is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a moderate degree of rigidity, which can facilitate permeation.

6. **Aromaticity**: The compound contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a carbonyl group and an amide group suggests a moderate to high hydration energy, which might slightly hinder permeability.

8. **Membrane Affinity**: The compound's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** due to its moderate size, balanced lipophilicity, and moderate polarity, as well as its neutral charge and balanced membrane affinity.

Final answer: High permeability

------
# 177

**SMILES:** CC1=CC(=C(N1C2=CC=NC=C2)C)C3=NN=C4N3CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and a nitrogen-containing heterocycle, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C14H14N4, which indicates a relatively small molecular size and weight. This is generally associated with higher permeability.

3. **Polarity**: The molecule contains a nitrogen-containing heterocycle and aromatic rings, which are relatively non-polar. However, the presence of nitrogen atoms suggests a moderate level of polarity. The polar surface area and hydrogen bond donors/acceptors are not explicitly calculated here, but based on the structure, it seems to be relatively low.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar nitrogen-containing heterocycle suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: Without explicit calculation, it's difficult to assess the hydration energy directly. However, the presence of aromatic rings and a relatively small molecular size might suggest lower hydration energy, which could improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of non-polar and polar regions in the molecule could result in a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have characteristics that are generally associated with high permeability. The presence of aromatic rings, a relatively small molecular size, and a balanced polarity suggest that the molecule can effectively interact with the lipid bilayer and diffuse through it.

Final answer: High permeability

------
# 178

**SMILES:** CC[S+](=O)(NC1=CC=CC=C1C(=O)NC2=NC(=CS2)C3=CC=CC=C3)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccccc1, c2ccccc2, and c1nc(-c2ccccc2)cs1) and the carbonyl group (C(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H16N4O3S+, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The presence of a sulfonamide group (S(=O)(=O)N-) and a carbonyl group (C(=O)) suggests a moderate to high polarity. However, the overall polarity of the molecule is somewhat balanced by the presence of aromatic rings and the cationic charge, which may reduce its overall polarity.

4. Charge: The molecule has a positive charge, which generally reduces its permeability due to electrostatic interactions with the negatively charged phosphate groups in the lipid bilayer.

5. Rigidity: The presence of aromatic rings and the planar sulfonamide group suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of polar groups (sulfonamide and carbonyl) and the cationic charge suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balance between the molecule's lipophilicity and polarity, along with its cationic charge, suggests a moderate membrane affinity.

Considering these properties, the molecule's permeability is likely to be moderate, with some factors contributing to higher permeability (lipophilicity, rigidity, and aromaticity) and others contributing to lower permeability (polarity, charge, and hydration energy). However, the overall balance of these factors suggests that the molecule's permeability is more likely to be low-to-moderate rather than high.

Final answer: Low-to-moderate permeability

------
# 179

**SMILES:** C1=CC=C2C(=C1)/C(=C\C3=CC=C(C=C3)O)/C(=O)N2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of an oxygen atom in the aromatic ring may slightly reduce lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H13NO2, which corresponds to a molecular weight of approximately 267 g/mol. This is a relatively small molecule, suggesting high permeability.

3. Polarity: The molecule has a low polar surface area due to the presence of aromatic rings and a carbonyl group. However, the oxygen atom in the aromatic ring contributes to a moderate level of polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar carbonyl group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of an oxygen atom in the aromatic ring may contribute to a moderate level of hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 180

**SMILES:** C1CC2=C(C(N=C(N2)NC3=NC4=CC=CC=C4O3)C5=C(C=NN5)Cl)C(=O)C1

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (e.g., c1[nH]ncc1Cl, c1nc3ccccc3o1) and the overall molecular structure suggest a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a few heteroatoms may contribute to a slightly larger molecular size.

3. Polarity: The molecule contains a few polar functional groups (e.g., Cl, N, and O), but the overall polar surface area is relatively low. The presence of aromatic rings and the molecular structure suggest a moderate polarity.

4. Charge: The molecule appears to be neutral, with no obvious charges that would significantly impact its permeability.

5. Rigidity: The presence of multiple aromatic rings and a relatively planar molecular structure suggests a high degree of rigidity.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups and the overall molecular structure suggest a moderate hydration energy.

8. Membrane Affinity: The balance of lipophilicity, polarity, and molecular size suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a moderate polarity. The presence of aromatic rings and a relatively planar molecular structure suggests a high degree of rigidity. Overall, the molecule's properties suggest that it would have a moderate to high permeability to the artificial membrane.

Final answer: High permeability

------
# 181

**SMILES:** CC1=C(C=C(C=C1)C(=O)NC2=CC3=C(C=C2)OC(=N3)C4=CN=CC=C4)[N+](=O)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a carbonyl group (C(=O)) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H18N6O4S, which indicates a moderate molecular size and weight. This suggests that the molecule is not too large to permeate the artificial membrane.

3. Polarity: The molecule contains a nitro group (-NO2) and a sulfonamide group (-SO2NH-), which contribute to its polarity. However, the presence of aromatic rings and a carbonyl group also suggests a relatively low polar surface area. The overall polarity of the molecule is moderate.

4. Charge: The molecule has a positive charge due to the presence of a quaternary ammonium group (N+), which is likely to be ionized in the aqueous phase. This charge may hinder its permeability through the hydrophobic lipid bilayer.

5. Rigidity: The presence of aromatic rings and a planar sulfonamide group suggests that the molecule has a relatively high degree of rigidity, which can facilitate its permeation through the membrane.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups, such as the nitro and sulfonamide groups, suggests that the molecule has a moderate to high hydration energy, which may hinder its permeability.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely due to its moderate lipophilicity and polarity.

Considering these properties, the molecule's permeability is likely to be affected by its charge and hydration energy. The presence of a positive charge and moderate to high hydration energy may hinder its permeability through the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 182

**SMILES:** CN(C1=CC=CC=C1)C(=O)CSC2=NC3=C(CCCC3)C(=O)N2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccccc1) and a heterocyclic ring (Sc1nc2c(c(=O)[nH]1)CCCC2) suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 283 g/mol, which is relatively small. Smaller molecules tend to have higher permeability.

3. Polarity: The molecule contains a heterocyclic ring with nitrogen and oxygen atoms, which contributes to its polarity. However, the presence of aromatic rings and a cyano group (CN) may counterbalance this effect. The polar surface area (PSA) is moderate, and the number of hydrogen bond donors/acceptors is relatively low, indicating a moderate polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a heterocyclic ring suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a cyano group and aromatic rings may contribute to a moderate hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 183

**SMILES:** CN1C2=C(C=CC(=C2)C(=O)NCC3=CC=C(C=C3)Br)[S@@](=O)C4=CC=CC=C4C1=O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, a carbonyl group, and a thioester group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H15BrN2O3S2, which indicates a moderate molecular size and weight. This is not extremely large, but it's not extremely small either. However, the presence of multiple aromatic rings and functional groups might make it slightly larger than a typical small molecule.

3. Polarity: The molecule contains a thioester group (S(=O)) and a carbonyl group (C(=O)), which are polar. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a planar structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups (thioester and carbonyl) might increase the hydration energy, but the overall effect is likely moderate.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate permeability. The presence of polar functional groups and a moderate molecular size and weight might limit its permeability, but the high lipophilicity, rigidity, and balanced membrane affinity suggest that it can still diffuse through the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 184

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CC(=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of polar groups such as the carbonyl (C=O), amide (C(=O)N), and sulfonamide (NS(=O)(=O)) groups may reduce its lipophilicity. Overall, the molecule's lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively large. However, its molecular size is not excessively large, considering the presence of several aromatic rings.

3. Polarity: The molecule contains both polar and nonpolar regions. The presence of polar groups such as the carbonyl, amide, and sulfonamide groups contributes to its polarity. However, the overall polarity of the molecule is moderate.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of several aromatic rings suggests that the molecule has a relatively rigid structure.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups such as the carbonyl, amide, and sulfonamide groups may contribute to a moderate hydration energy.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely due to its moderate lipophilicity and polarity.

Considering these properties, the molecule is likely to have moderate lipophilicity and polarity, which may result in moderate-to-high permeability. However, the presence of polar groups and the relatively large molecular size may reduce its permeability. Overall, the molecule's permeability is likely to be moderate.

Final answer: Low-to-moderate permeability

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# 185

**SMILES:** C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=NC=C3)NC4=CC=NN4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings, which generally contribute to higher lipophilicity. However, the presence of nitrogen-containing heterocycles (e.g., pyridine and pyrimidine rings) may also contribute to polarity. Overall, the lipophilicity of this molecule is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H13N7. The molecular weight is approximately 313 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains several nitrogen atoms, which can contribute to polarity. However, the presence of aromatic rings and the overall molecular structure may also contribute to lipophilicity. The polar surface area (PSA) of this molecule is likely moderate.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and the planar structure of the molecule suggest a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen-containing heterocycles and aromatic rings may contribute to lower hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilicity and polarity in this molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 186

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccc, c2cnccc2, c3ccccc3) and the sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H20ClN5O4S, which indicates a moderate molecular size and weight. This size is not excessively large, which is beneficial for permeability.

3. **Polarity**: The molecule contains a sulfonamide group, which is polar, but the presence of aromatic rings and the overall molecular structure suggests a relatively low polar surface area. The number of hydrogen bond donors and acceptors is moderate, which is not detrimental to permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of the sulfonamide group and the aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and polar regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane.

Final answer: High permeability

------
# 187

**SMILES:** C1=CC(=C(C=C1NC2=NC(=NC=C2)C3=CC=NC=C3)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (cyclic structures) and fluorine atoms (F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H12FN5, which indicates a relatively small molecular size and weight. Smaller molecules tend to have higher permeability.

3. Polarity: The molecule contains a nitrogen atom (N) within a heterocyclic ring, which contributes to its polarity. However, the presence of aromatic rings and fluorine atoms also suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of aromatic rings and a planar heterocyclic structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of fluorine atoms and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have characteristics that favor high permeability through the artificial membrane. The presence of aromatic rings, fluorine atoms, and a relatively small molecular size and weight all contribute to its potential for high permeability.

Final answer: High permeability

------
# 188

**SMILES:** C1CC(C2=C(C1)C3=C(N2)C(=CC=C3)Cl)NC(=O)C4=CC5=C(C=C4)OCO5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, such as the benzene rings and the indole ring, suggests a relatively high lipophilicity. However, the presence of a carbonyl group (C=O) and a hydroxyl group (OH) may reduce lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol. This is relatively small, suggesting that the molecule is likely to have high permeability.

3. Polarity: The presence of a carbonyl group and a hydroxyl group indicates some level of polarity. However, the overall polar surface area is likely moderate, and the number of hydrogen bond donors/acceptors is limited, suggesting that the molecule is not highly polar.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a hydroxyl group may contribute to a moderate hydration energy, which could affect membrane permeation.

8. Membrane Affinity: The balance of lipophilic and polar groups suggests that the molecule has a moderate to high affinity for the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, small molecular size, and neutral charge. The presence of aromatic rings and a relatively planar structure also suggests that the molecule can easily permeate the artificial membrane.

Final answer: High permeability

------
# 189

**SMILES:** COC1=CC(=CC(=C1OC)OC)NC(=O)C2=CC(=NO2)C3=CC=CC=C3O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (cyclohexyl and phenyl) and the ester group (CO) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20N4O6. The molecular weight is approximately 464.43 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains several polar functional groups, including the ester (CO), amide (NC(=O)), and hydroxyl (-OH) groups. However, the presence of aromatic rings and the overall molecular structure suggests a relatively low polar surface area, which could contribute to higher permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the ester group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar functional groups (ester, amide, and hydroxyl) suggests a moderate to high hydration energy, which might slightly reduce permeability.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule appears to have a combination of characteristics that favor high permeability. The presence of aromatic rings, a relatively small molecular size, and a balanced membrane affinity all contribute to this prediction.

Final answer: High permeability

------
# 190

**SMILES:** CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NCCC3=CC(=C(C=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (Cc1cc, c2ccc, c3ccc) and the nitro group (NS(=O)(=O)c2ccc) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H16Cl2N4O4S. The molecular weight is approximately 488 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a nitro group (NS(=O)(=O)c2ccc), which is polar. However, the presence of aromatic rings and the relatively small molecular size may counterbalance the polarity, making the overall polarity of the molecule moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the nitro group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar groups (nitro group) and the relatively small molecular size may result in moderate hydration energy.

8. Membrane Affinity: The balanced combination of lipophilicity, size, and polarity suggests that the molecule has a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability due to its small size, moderate polarity, and balanced membrane affinity. However, the presence of polar groups and the nitro group may slightly reduce its permeability.

Final answer: High permeability

------
# 191

**SMILES:** CC1=CN=C(N=C1NCC2=CC=C(C=C2)C3=CN=CC=C3)C4=CC=CC=C4C5COC5

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. However, the presence of nitrogen-containing heterocycles (e.g., pyridine and pyrimidine rings) and the amide group may reduce its lipophilicity. Overall, the molecule's lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N4O2, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. Polarity: The molecule contains several nitrogen and oxygen atoms, which contribute to its polarity. However, the presence of aromatic rings and the amide group may also contribute to its lipophilicity, making its overall polarity moderate.

4. Charge: The molecule appears to be neutral, as there are no obvious charges or ionizable groups.

5. Rigidity: The molecule contains multiple aromatic rings, which contribute to its rigidity. This may facilitate its permeation through the membrane.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence the molecule's lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen and oxygen atoms may contribute to the molecule's hydration energy, but the overall effect is likely to be moderate.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate lipophilicity, a moderate molecular size, and a balanced polarity. These characteristics suggest that the molecule would have moderate-to-high permeability through the artificial membrane.

Final answer: High permeability

------
# 192

**SMILES:** CC1=C(C=C(C=C1)NC2=NC(=NC3=CC=CC=C32)C4=CC=NC=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2nc, c3ccncc3, and c3ccccc23) and the fluorine atom (F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16F2N6, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a fluorine atom, which is a polar atom, but the overall polarity is relatively low due to the presence of aromatic rings and the absence of high-polarity functional groups. The polar surface area and hydrogen bond donors/acceptors are moderate, which might slightly reduce permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the conjugated system suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of fluorine and the aromatic rings might reduce the hydration energy, making it easier for the molecule to permeate the membrane.

8. **Membrane Affinity**: The balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have **high permeability** due to its moderate size, balanced lipophilicity, and moderate polarity, as well as its neutral charge and relatively rigid structure.
Final answer:  High permeability

------
# 193

**SMILES:** CC1=CC=CC=C1C(=O)N2CCC(CC2)C(=O)N3CCC(CC3)N4CC5=CC=CC=C5C4=O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (indicated by the "c" and "C(=O)" groups), which contribute to its lipophilicity. This suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H24N4O4, which indicates a moderate molecular size and weight. This is not unusually large, so it's likely to have a moderate impact on permeability.

3. Polarity: The molecule contains several polar functional groups (e.g., carbonyl groups, amide groups), but its overall polarity is relatively low due to the presence of aromatic rings and lipophilic chains. This suggests a low polar surface area, which is associated with higher permeability.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure. This is a positive factor for permeability.

5. Rigidity: The presence of several aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This is likely to contribute to higher permeability.

7. Hydration Energy: The presence of polar functional groups and the overall molecular structure suggest a moderate to low hydration energy, which can facilitate membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity, moderate size, and low polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is conducive to better PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 194

**SMILES:** COC1=CC(=CC(=C1OC)OC)C(=O)NC2CCCC3=C2NC4=CC=CC=C34

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1cc, c2cc, c3cc) and the ester group (C(=O)NC2CCCc3c2[nH]c2ccccc32) suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H24N2O4, which indicates a moderate molecular size and weight.

3. Polarity: The presence of an ester group and a carbonyl group (C(=O)) suggests a moderate polarity. However, the overall polarity is relatively low due to the dominance of lipophilic groups.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the ester group suggests a moderate to high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of ester and carbonyl groups suggests a relatively low hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate to high membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, moderate molecular size and weight, low polarity, and a neutral charge. The presence of aromatic rings and ester groups suggests a moderate to high degree of rigidity and a relatively low hydration energy. Overall, the molecule's properties suggest that it would have high permeability to the artificial membrane.

Final answer: High permeability

------
# 195

**SMILES:** COC1=CC=CC=C1NC2=NC(=NC=C2)N3CCN(CC3)C(=O)C4=CC=C(C=C4)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccccc1, c1ccnc(N2CCN(C(=O)c3ccc(F)cc3)CC2)n1) and the cyclohexyl group (CC2) suggests a relatively high lipophilicity. However, the presence of the amide group (C(=O)c3ccc(F)cc3) and the nitrogen-containing ring (c1ccnc(N2CCN(C(=O)c3ccc(F)cc3)CC2)n1) may counterbalance this effect to some extent.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H24F2N6O2, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. **Polarity**: The molecule contains several polar functional groups, including the amide group, the nitrogen-containing ring, and the fluorine atoms. However, the overall polar surface area is likely to be moderate due to the presence of these groups.

4. **Charge**: The molecule appears to be neutral, as there are no obvious charges present.

5. **Rigidity**: The presence of aromatic rings and the nitrogen-containing ring suggests a relatively rigid structure.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar functional groups and the fluorine atoms suggests a moderate to high hydration energy.

8. **Membrane Affinity**: The balance between lipophilicity and polarity suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, a moderate polar surface area, and a moderate membrane affinity. These characteristics are generally associated with low-to-moderate permeability in the PAMPA assay.

Final answer: Low-to-moderate permeability

------
# 196

**SMILES:** COC1=CC=C(C=C1)C2=NC3=C(N2)C=CC=N3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a cyclohexyl-like structure (c3ncccc3) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H14N4O, which indicates a moderate molecular size and weight. This is not unusually large, so it's likely to have a moderate to high permeability.

3. Polarity: The molecule contains a nitrogen atom with a lone pair (n), which is a polar feature. However, the presence of aromatic rings and a cyclohexyl-like structure suggests a relatively low polar surface area. The molecule also has a low number of hydrogen bond donors/acceptors, which is associated with higher permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a cyclohexyl-like structure suggests a relatively rigid molecule, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen and oxygen atoms suggests a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar features in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 197

**SMILES:** CC1=CC(=NC=C1)NC(=S)N2CCCC(C2)NC3=CC=CC(=C3)C(F)(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c3cccc(C(F)(F)F)c3) and the sulfur atom in the molecule suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H24F3N7OS. Its molecular weight is approximately 498.56 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a sulfur atom, which is polar, but the presence of aromatic rings and fluorine atoms suggests a relatively low polar surface area. Additionally, the molecule has a low number of hydrogen bond donors and acceptors, which is associated with higher permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfur atom suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the sulfur atom suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and polar groups in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 198

**SMILES:** COC1=CC=CC(=C1OC)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1cccc, CNc2ccc, and c3nccs3) and the absence of polar groups suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N6O4S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The presence of a sulfone group (S(=O)(=O)Nc3nccs3) and a hydroxyl group (OC) suggests a moderate level of polarity. However, the overall polarity is not high enough to significantly hinder permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar sulfone group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of polar groups (sulfone and hydroxyl) suggests a moderate hydration energy, which may not significantly hinder membrane permeation.

8. Membrane Affinity: The balance of lipophilic and polar groups in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. However, the presence of polar groups and a moderate molecular size and weight may slightly reduce its permeability compared to a highly lipophilic and small molecule.

Final answer: High permeability

------
# 199

**SMILES:** C1=CC(=CC=C1NCC2=C(C=CC(=C2)Cl)O)S(=O)(=O)NC3=NC=CS3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of sulfur and nitrogen atoms, as well as the aromatic rings, suggests that the molecule has a moderate to high lipophilicity. However, the presence of the oxygen atom and the chlorine atom may reduce its lipophilicity. Overall, the lipophilicity is likely moderate.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. However, the presence of multiple aromatic rings and functional groups may increase its size and weight compared to smaller molecules. The molecular size is likely moderate.

3. Polarity: The molecule contains both polar (oxygen and nitrogen atoms) and nonpolar (sulfur and aromatic rings) regions. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is moderate as well. The polarity is likely moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings suggests that the molecule has a high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar atoms and functional groups suggests that the molecule has a moderate hydration energy.

8. Membrane Affinity: The balanced presence of polar and nonpolar regions suggests that the molecule has a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate lipophilicity, size, and polarity. Its rigidity and aromaticity may facilitate its permeation through the membrane. However, the presence of polar atoms and functional groups may reduce its permeability. Overall, the molecule is likely to have low-to-moderate permeability.

Final answer: Low-to-moderate permeability

------
# 200

**SMILES:** CN1CCN(CC1)C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1cc, c2nc, c3ccncc3, and c3ccccc23) and the heterocyclic ring system (Nc2nc) suggests a relatively high lipophilicity. However, the presence of nitrogen-containing groups (N1CCN(C)CC1) may also contribute to polarity, which could counterbalance the lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H22N8O, which corresponds to a molecular weight of approximately 434 g/mol. This is relatively small, suggesting that the molecule may have high permeability due to its size.

3. Polarity: The presence of nitrogen-containing groups (N1CCN(C)CC1) and the heterocyclic ring system (Nc2nc) indicates a moderate to high polarity. However, the overall lipophilicity of the molecule may still dominate, leading to a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the heterocyclic ring system suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen-containing groups and the heterocyclic ring system may contribute to a moderate hydration energy, which could affect membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilicity, polarity, and rigidity suggests that the molecule may have a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a good balance of characteristics that would facilitate membrane permeation. However, the presence of nitrogen-containing groups and the heterocyclic ring system may slightly reduce its permeability compared to a purely lipophilic molecule.

Final answer: Low-to-moderate permeability

------
# 201

**SMILES:** CC1=CC=CC=C1C(=O)N2CCC3=C2C=CC(=C3)N4C=C(C=N4)NC(=O)CC5=CC=CC=C5

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a carbonyl group (C=O) and an aromatic ring system, which suggests a moderate to high lipophilicity. However, the presence of a nitrogen atom in the aromatic ring and the amide group (C(=O)N) may reduce lipophilicity slightly. Overall, lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N4O2, which corresponds to a molecular weight of approximately 384 g/mol. This is a relatively large molecule, which may negatively impact permeability.

3. Polarity: The molecule contains a carbonyl group, an amide group, and a nitrogen atom in the aromatic ring, which contribute to its polarity. The polar surface area (PSA) is moderate to high, which may reduce permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the amide group suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups (carbonyl, amide, and nitrogen) suggests a moderate to high hydration energy, which may negatively impact permeability.

8. Membrane Affinity: The balanced presence of lipophilic and polar functional groups suggests a moderate membrane affinity, which may result in moderate permeability.

Considering these properties, the molecule is likely to exhibit low-to-moderate permeability due to its moderate to high polarity, relatively large size, and moderate membrane affinity.

Final answer: Low-to-moderate permeability

------
# 202

**SMILES:** CC1=C(C=CC=N1)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=C(C=C3)Br)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, alkyl chains (e.g., COc1ccc), and a sulfonamide group (S+)(=O)([O-])Nc1ccc(Br)cc1 suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H20BrN5O4S. Its molecular weight is approximately 533.45 g/mol, which is relatively large. However, the presence of aromatic rings and a planar structure may facilitate its passage through the membrane.

3. Polarity: The molecule contains a sulfonamide group, which is polar, and a nitro group (NC(=O)c2cccnc2C), which is also polar. However, the overall polarity of the molecule is somewhat balanced by the presence of aromatic rings and lipophilic groups.

4. Charge: The molecule has a positive charge due to the sulfonamide group, which may hinder its permeability through the lipid bilayer.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively rigid molecule, which may facilitate its passage through the membrane.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups (sulfonamide and nitro) suggests a relatively high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balance between lipophilic and polar groups in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be affected by its charge, size, and hydration energy. The presence of a positive charge and polar groups may hinder its permeability, while its size and rigidity may facilitate its passage through the membrane.

Final answer: Low-to-moderate permeability

------
# 203

**SMILES:** CCC(CC)C1=NC(=NC(=C1)[C@H]2CN3CC[C@H]2C[C@@H]3CNC(=O)C)C4=CC=NC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of nitrogen-containing rings and a carbonyl group also indicates some level of polarity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H28N4O. The molecular weight is approximately 384.5 g/mol, which is relatively small. However, the molecular size is moderate due to the presence of several rings.

3. Polarity: The molecule contains several nitrogen-containing rings, which contribute to its polarity. The presence of a carbonyl group also adds to its polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity.

6. Aromaticity: The presence of several aromatic rings suggests that the molecule will have a moderate to high lipophilicity.

7. Hydration Energy: The presence of nitrogen-containing rings and a carbonyl group suggests that the molecule will have a moderate hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and polarity suggest that it will have a moderate membrane affinity.

Considering these properties, the molecule is likely to have a moderate level of lipophilicity, a moderate molecular size, and a moderate level of polarity. The molecule's rigidity and aromaticity are also moderate. The molecule's neutral charge and moderate membrane affinity also support a moderate permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability.

------
# 204

**SMILES:** C1CCC(C(C1)C2C3=C(CCCC3=O)NC(=N2)NC4NC5CCCCC5S4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several alkyl chains (CCCC, CCCC, and CCC) and aromatic rings (C2=C1C(C1CCCCC1Cl) and NC1NC3CCCCC3S1), which contribute to its lipophilicity. This suggests a relatively high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H34ClN5S. The molecular weight is approximately 475.08 g/mol. While not extremely large, the molecule's size is moderate, which might slightly reduce its permeability.

3. **Polarity**: The molecule contains a sulfur atom (S1) and several nitrogen atoms, which contribute to its polarity. However, the presence of several alkyl chains and aromatic rings also contributes to its lipophilicity, which might counterbalance its polarity. The polar surface area (PSA) is moderate, which could impact its permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a planar sulfur-containing ring suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of several nitrogen and sulfur atoms, as well as the aromatic rings, might contribute to a moderate hydration energy, which could impact its permeability.

8. **Membrane Affinity**: The balanced lipophilicity and moderate polarity of the molecule suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's high lipophilicity, moderate size, and balanced polarity and membrane affinity suggest that it would have **high permeability** to the artificial membrane.
Final answer:  High permeability

------
# 205

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)C2=CN=C(NC2=O)SC(C)C(=O)NC3=CC=CC=C3

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2cnc, c3ccccc3) and the sulfone group (S(=O)(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H24N4O6S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfone group, which is polar, and a few nitrogen and oxygen atoms, contributing to its polarity. However, the presence of aromatic rings and the sulfone group also suggests a relatively low polar surface area, which could counterbalance the polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfone group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups (sulfone, nitrogen, and oxygen) suggests a moderate to high hydration energy, which might slightly hinder permeability.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, a relatively low polar surface area, and a balanced affinity for both the aqueous phase and the lipid bilayer. These characteristics suggest that the molecule would have **high permeability** in the PAMPA assay.
Final answer:  High permeability

------
# 206

**SMILES:** CC1=CC=CC=C1C(=O)NC2=NC3=C(S2)CC(CC3)C(C)(C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a carbonyl group (C=O) and an aromatic ring, which suggests a moderate to high lipophilicity. However, the presence of a sulfur atom in the ring and the overall molecular structure may reduce its lipophilicity.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 266 g/mol, which is relatively small. This suggests that the molecule may have high permeability due to its small size.

3. Polarity: The molecule contains a carbonyl group, which is polar, and a sulfur atom, which is also polar. However, the overall molecular structure appears to be relatively non-polar, with a low polar surface area. This suggests that the molecule may have moderate to high permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains a planar aromatic ring, which suggests a high degree of rigidity. This may contribute to its ability to permeate the membrane.

6. Aromaticity: The presence of an aromatic ring in the molecule may influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability.

7. Hydration Energy: The molecule's structure does not suggest any particularly high hydration energy, which is beneficial for membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and relatively small size, suggests that it may have good membrane affinity.

Considering these properties, the molecule appears to have a combination of characteristics that are favorable for high permeability. However, the presence of a polar carbonyl group and a sulfur atom may slightly reduce its permeability.

Final answer: High permeability

------
# 207

**SMILES:** C1=CN(C(=C1)C=C2C(=O)NC(=S)NC2=O)C3=CC=C(C=C3)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings (c1cccn1 and c1ccc(O)cc1) and a thiocarbonyl group (NC(=S)N), which contribute to its lipophilicity. However, the presence of a carbonyl group (O=C1NC(=O)C1=C) and a nitrogen atom in the ring (c1cccn1) may slightly reduce its lipophilicity. Overall, the molecule has moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H9N3O2S. Its molecular weight is approximately 291.31 g/mol, which is relatively small. The molecular size is moderate, with a relatively small number of atoms.

3. Polarity: The molecule contains a carbonyl group (O=C1NC(=O)C1=C), a thiocarbonyl group (NC(=S)N), and a nitrogen atom in the ring (c1cccn1), which contribute to its polarity. However, the presence of aromatic rings and a thiocarbonyl group also contribute to its lipophilicity. The overall polarity of the molecule is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains a planar, aromatic ring system, which contributes to its rigidity.

6. Aromaticity: The presence of aromatic rings (c1cccn1 and c1ccc(O)cc1) in the molecule contributes to its aromaticity.

7. Hydration Energy: The molecule contains a carbonyl group (O=C1NC(=O)C1=C) and a thiocarbonyl group (NC(=S)N), which may contribute to its hydration energy. However, the overall effect of these groups on hydration energy is moderate.

8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule has a moderate to high lipophilicity, a moderate molecular size, moderate polarity, and a neutral charge. Its rigidity, aromaticity, and balanced membrane affinity also contribute to its permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: High permeability

------
# 208

**SMILES:** C1COCCN1C2=NC=NC3=C2C=CC(=C3)NC(=O)C4=CC(=CC=C4)Br

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings and the presence of a bromine atom suggest that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20BrN5O2, which suggests a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a carbonyl group (C=O), a nitrogen atom in an aromatic ring, and a bromine atom, which suggests a moderate to low polar surface area. However, the presence of a carbonyl group and the nitrogen atom in an aromatic ring might slightly increase the polarity, making it not extremely low.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest a moderate to high degree of rigidity, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a carbonyl group and the bromine atom might slightly increase the hydration energy, but overall, the molecule's properties suggest a moderate hydration energy.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and its moderate polarity suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have a moderate to high permeability due to its moderate lipophilicity, balanced polarity, and moderate molecular size. However, the presence of a carbonyl group and the bromine atom might slightly reduce its permeability.

**Final answer: Low-to-moderate permeability**

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# 209

**SMILES:** C1=CC=C(C(=C1)C2=NC=C(C(=N2)NCC3=CC=C(C=C3)C4=CC=NN4)F)C(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c2ccccc2, c2ccn[nH]2, and c2ccccc2C(F)F) and fluorine atoms (C(F)F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16F4N6, which indicates a moderate molecular size and weight. This size is not excessively large, which is beneficial for permeability.

3. **Polarity**: The molecule contains several aromatic rings and a few nitrogen atoms, but no highly polar groups like hydroxyls or carboxyls. The presence of fluorine atoms also contributes to its lipophilicity. The polar surface area (PSA) is relatively low, which is beneficial for permeability.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall molecular structure suggest a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance of lipophilic and polar regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have characteristics that are generally associated with high permeability. However, the exact permeability can depend on various factors, including the specific PAMPA conditions and the presence of any potential permeability barriers.

**Final answer: High permeability**

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# 210

**SMILES:** CC1=C(C=CN=C1)C2=NC3=CC=CC=C3C(=N2)NC4=CC(=C(C=C4)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of fluorine atoms (F) on some of the aromatic rings may also increase its lipophilicity. The overall lipophilicity of the molecule is likely to be high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C23H14F4N6. The molecular weight is approximately 446.41 g/mol. This is a relatively small molecule, which generally correlates with higher permeability.

3. **Polarity**: The molecule contains several aromatic rings and a few nitrogen atoms, which contribute to its lipophilicity rather than polarity. The presence of fluorine atoms may also reduce its polarity. The overall polarity of the molecule is likely to be low.

4. **Charge**: The molecule does not contain any charged groups, which suggests that it is likely to be neutral.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. **Aromaticity**: The presence of multiple aromatic rings in the molecule is likely to influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The molecule's low polarity and high lipophilicity suggest that it may have a low hydration energy, which could improve its membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and low polarity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which could contribute to its high permeability.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 211

**SMILES:** CN(C)C1=CC=CC=C1C2=CSC(=N2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccccc1 and c1csc(N2CCC(C(N)=O)CC2)n1) and the cyano group (CN) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H20N4O2S, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a cyano group (CN), which is a polar functional group, and a sulfur atom, which also contributes to polarity. However, the presence of aromatic rings and the overall molecular structure suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the overall molecular structure suggests a relatively rigid molecule, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar functional groups (cyano and sulfur) suggests a moderate to high hydration energy, which might slightly hinder membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar functional groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. However, the moderate molecular size and weight, as well as the moderate to high hydration energy, might slightly reduce its permeability.

Final answer: High permeability

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# 212

**SMILES:** CC1=CC=C(C=C1)NC(=O)C2=C3NC(=C(C(N3N=C2)C4=CC=CC=C4C)C(=O)NC5=CC=C(C=C5)Cl)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring with a chlorine atom, which suggests a moderate to high lipophilicity. However, the presence of a carbonyl group (C(=O)) and a nitrogen atom in the amide group may reduce lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C32H24ClN5O2. The molecular weight is approximately 544.98 g/mol. This is a relatively large molecule, which may negatively impact permeability.

3. Polarity: The molecule contains several polar functional groups, including amide groups (C(=O)N) and a nitrogen atom. However, the presence of aromatic rings and a chlorine atom may reduce polarity. The polar surface area is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a planar amide group suggests a relatively rigid molecule, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups may increase hydration energy, which could negatively impact membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule may result in a moderate membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its moderate lipophilicity, relatively large size, and moderate polarity. However, its rigidity and aromaticity may facilitate membrane permeation to some extent.

Final answer: Low-to-moderate permeability

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# 213

**SMILES:** CC1=C(C=CC=C1Cl)N2C(=C(C=N2)C(=O)NC3=C(C=C(C=C3)Br)F)C4CCNCC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings, halogen atoms (Cl, Br, F), and a carbonyl group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H20Cl2BrFN5O, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a carbonyl group (C=O), which contributes to its polarity. However, the presence of multiple aromatic rings and halogen atoms also contributes to its lipophilicity, which may counterbalance its polarity. The polar surface area (PSA) is moderate, which is not ideal for high permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity, which is not ideal for high permeability.

Considering these properties, the molecule has a moderate to high lipophilicity, a moderate molecular size, a moderate to low polarity, and a moderate membrane affinity. These characteristics suggest that the molecule has a moderate to high potential for permeability through the artificial membrane.

Final answer: Low-to-moderate permeability

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# 214

**SMILES:** CCOC(=O)N1CCC2=C(C1)SC(=C2C(=O)NC3=C(C=CC(=C3)Cl)OC)NCC4=C(C=CS4)C

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided characteristics.

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of a chlorine atom and a hydroxyl group may reduce its lipophilicity. Overall, I would rate its lipophilicity as moderate.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 432.5 g/mol, which is relatively large. However, its molecular size is not excessively large, and it has a moderate molecular weight.

3. Polarity: The molecule contains a carbonyl group, a hydroxyl group, and a chlorine atom, which indicates a moderate to high polarity. However, the presence of aromatic rings and a carbonyl group also suggests a certain degree of lipophilicity, which may counterbalance its polarity.

4. Charge: The molecule appears to be neutral, as there are no charges visible in its structure.

5. Rigidity: The molecule contains several aromatic rings, which suggests a certain degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which may influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a hydroxyl group and a carbonyl group suggests a moderate to high hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and polarity, along with its moderate molecular size and weight, suggest a moderate membrane affinity.

Considering these properties, I would predict that the molecule has a moderate permeability to the artificial membrane. The presence of aromatic rings and a carbonyl group suggests a certain degree of lipophilicity, which may facilitate its permeation. However, the molecule's moderate polarity and moderate molecular size and weight may limit its permeability.

Final answer: Low-to-moderate permeability

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# 215

**SMILES:** C1CCN(CC1)C(=O)C2=CC3=C(C=C2)N(C=N3)C4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains aromatic rings and a nitrogen-containing heterocycle, which suggests a moderate to high lipophilicity. However, the presence of a chlorine atom also contributes to its lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the compound is C22H20ClN3O. The molecular weight is approximately 383 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a nitrogen-containing heterocycle, which can contribute to its polarity. However, the presence of aromatic rings and the chlorine atom also contribute to its lipophilicity. The overall polarity is likely moderate.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule contains a planar, aromatic ring system, which suggests a high degree of rigidity. This rigidity can facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The molecule's structure does not suggest any particularly high hydration energy, which is beneficial for membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, small size, neutral charge, high rigidity, and balanced membrane affinity.

Final answer: High permeability

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# 216

**SMILES:** CNC1=C(N=C(O1)C2=C(C(=CC=C2)Cl)Cl)C#N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1, c2, and c2) and the cyano group (CN) suggests a relatively high lipophilicity. However, the presence of chlorine atoms (Cl) may also contribute to lipophilicity, but their effect is somewhat mitigated by their position on the aromatic ring. Overall, the molecule's lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C11H5Cl2N3O. Its molecular weight is approximately 266.06 g/mol. This is a relatively small molecule, which generally correlates with higher permeability.

3. Polarity: The molecule contains a cyano group (CN), which is polar, and a chlorine atom, which is also polar. However, the presence of aromatic rings and the overall molecular structure suggests a relatively low polar surface area. The molecule also has a low number of hydrogen bond donors and acceptors, which is consistent with higher permeability.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the cyano group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This may contribute to higher permeability.

7. Hydration Energy: The presence of polar groups (CN and Cl) may contribute to higher hydration energy, but the overall molecular structure suggests a relatively low hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity, moderate size, and low polarity suggest a good balance between affinity for the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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# 217

**SMILES:** CC1=C(C(=NO1)C2=CC=C(C=C2)F)COC3=NC=C(C=C3)C(=O)N4CCS(=O)(=O)CC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided characteristics.

1. Lipophilicity: The molecule contains several aromatic rings, including a fluorine-substituted ring, which suggests a high degree of lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 434 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a large number of atoms may make it slightly larger than average. This could potentially reduce its permeability.

3. Polarity: The molecule contains a carbonyl group (C=O) and a nitro group (-NO2), which are polar functional groups. However, the presence of a fluorine atom on an aromatic ring and a sulfur atom in a sulfonamide group may also contribute to its lipophilicity. The overall polarity of the molecule is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a planar sulfonamide group suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups and a moderate molecular size suggests a moderate hydration energy.

8. Membrane Affinity: The balance of lipophilic and polar functional groups in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability due to its lipophilicity, rigidity, and moderate polarity. However, its moderate molecular size and weight may slightly reduce its permeability.

Final answer: High permeability

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# 218

**SMILES:** CN1C=NC=C1[C@@](C2=CC=C(C=C2)Cl)(C3=CC4=C(C=C3)N(C(=O)C=C4C5=CC(=CC=C5)Cl)C)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of multiple aromatic rings, including chlorinated ones, suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is not explicitly provided, but based on the structure, it appears to be a relatively large molecule due to the presence of multiple aromatic rings and a heterocyclic system. This suggests a potential for lower permeability due to size.

3. **Polarity**: The compound contains both polar and nonpolar regions. The presence of nitrogen atoms in the heterocyclic ring and the carbonyl group (C=O) indicates some level of polarity. However, the overall effect on permeability is likely to be moderate due to the balance between polar and nonpolar regions.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a heterocyclic system suggests a relatively rigid structure, which can facilitate permeation through the membrane.

6. **Aromaticity**: The compound contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of a carbonyl group and the heterocyclic system suggests a moderate to low hydration energy, which can facilitate membrane permeation.

8. **Membrane Affinity**: The balance between polar and nonpolar regions, along with the presence of aromatic rings, suggests a moderate to high affinity for the lipid bilayer, which can contribute to better permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** due to its relatively high lipophilicity, moderate polarity, neutral charge, rigidity, and balanced membrane affinity.
Final answer:  High permeability

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# 219

**SMILES:** C1=CC(=CC(=C1)F)NC(=O)C2=CC(=NN2)C3=CC=CN3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and fluorine atoms suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H12F2N4O, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, suggesting a moderate permeability.

3. Polarity: The molecule contains a nitro group (-NO2) and a nitrogen atom with a hydrogen bond donor, which indicates a moderate to high polarity. However, the presence of aromatic rings and fluorine atoms also suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of fluorine atoms and aromatic rings suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, a relatively low polar surface area, and a high degree of rigidity. These characteristics suggest that the molecule has a moderate to high permeability to the artificial membrane.

Final answer: High permeability

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# 220

**SMILES:** COC1=NC=C(C=C1)C2=CC(=CN3C2=CN=C3)C4=C5C=NNC5=CC=C4

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the conjugated system suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H14N6O, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either. However, the presence of multiple aromatic rings and a conjugated system may contribute to a relatively high molecular weight.

3. Polarity: The molecule contains a few nitrogen atoms, which are generally polar. However, the presence of aromatic rings and the conjugated system may reduce the overall polarity of the molecule. The polar surface area (PSA) is moderate, which may not be ideal for high permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a conjugated system suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen atoms and the conjugated system may contribute to a moderate hydration energy, which is not ideal for high permeability.

8. Membrane Affinity: The balanced affinity for both the aqueous phase and the lipid bilayer is not clearly evident from the molecular structure. However, the presence of aromatic rings and the conjugated system may contribute to a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a relatively rigid structure. However, the presence of polar nitrogen atoms and a moderate PSA may reduce its permeability. Overall, the molecule's properties suggest that it may have low-to-moderate permeability to the artificial membrane.

Final answer: Low-to-moderate permeability

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# 221

**SMILES:** CC(C)OC1=CC=C(C=C1)CNC(=O)C2CCN(CC2)C(=O)N3CCOC4=C3C=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (c1ccc, c2CCN, c3CCOc4ccc, and c4ccc) and a carbonyl group (C(=O)C2CCN), which suggests a moderate to high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H32ClN5O4. The molecular weight is approximately 504.01 g/mol, which is relatively large. However, the presence of several aromatic rings and a carbonyl group may help to reduce the effective size of the molecule, potentially increasing its permeability.

3. Polarity: The molecule contains several polar functional groups, including a carbonyl group (C(=O)C2CCN), an amide group (C(=O)N3CCOc4ccc(Cl)cc43), and a hydroxyl group (CC(C)Oc1ccc). However, the overall polarity of the molecule is likely to be moderate due to the presence of several aromatic rings, which can reduce the polarity of the molecule.

4. Charge: The molecule does not appear to have any formal charges, suggesting that it is likely to be neutral.

5. Rigidity: The presence of several aromatic rings and a carbonyl group suggests that the molecule is likely to be relatively rigid, which can contribute to increased permeability.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of several polar functional groups, including a carbonyl group and an amide group, suggests that the molecule may have a moderate to high hydration energy. However, the overall hydration energy of the molecule is likely to be moderate due to the presence of several aromatic rings, which can reduce the hydration energy.

8. Membrane Affinity: The molecule appears to have a balanced affinity for both the aqueous phase and the lipid bilayer, with several polar functional groups and aromatic rings that can interact with both phases.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane. The presence of several aromatic rings, a carbonyl group, and a moderate to high lipophilicity suggest that the molecule can easily interact with the lipid bilayer, while the presence of several polar functional groups and a moderate to high hydration energy suggest that the molecule can also interact with the aqueous phase.

Final answer: High permeability

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# 222

**SMILES:** CC1=CC(=C(C=C1)C)NC2=C(C(=O)C3=CC=CC=C32)C4=CC=C(C=C4)C(F)(F)F

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of multiple aromatic rings, including a fluorinated aromatic ring, suggests a high degree of lipophilicity. This is likely to contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C32H24F5N2O2, which suggests a relatively large molecular size. However, the presence of aromatic rings and the overall planarity of the molecule might reduce its effective size in terms of permeability.

3. **Polarity**: The molecule contains a carbonyl group (C=O) and a nitrogen atom, which are polar. However, the overall polar surface area and the number of hydrogen bond donors/acceptors are not explicitly calculated here, but the presence of these groups suggests a moderate to low polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a planar structure suggests a high degree of rigidity, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall molecular structure suggest a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer is not explicitly calculated here, but the presence of both polar and nonpolar groups suggests a balanced affinity.

Considering these properties, the molecule is likely to have high permeability due to its high lipophilicity, rigidity, and balanced membrane affinity. However, the presence of polar groups and a relatively large size might slightly reduce its permeability compared to a purely lipophilic molecule.

**Final answer: High permeability**

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# 223

**SMILES:** C1CCN(C1)C(=O)C2=NC(=C3N2C=CC=C3)C4=CN=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains aromatic rings and a nitrogen-containing heterocycle, which suggests a moderate to high lipophilicity. However, the presence of a chlorine atom may slightly reduce lipophilicity.

2. **Molecular Size and Weight**: The molecular weight of the given molecule is approximately 342 g/mol, which is relatively moderate. The molecular size is also moderate, with a calculated molecular volume of around 250-300 Å^3.

3. **Polarity**: The molecule has a moderate polar surface area (PSA) of around 40-50 Å^2, which is relatively low. It also has a moderate number of hydrogen bond donors (HBDs) and acceptors (HBAs), with 2-3 HBDs and 4-5 HBAs.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule has a moderate degree of rigidity due to the presence of aromatic rings and a planar heterocyclic system.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The molecule's hydration energy is moderate, which may not significantly impact its permeability.

8. **Membrane Affinity**: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely due to its moderate lipophilicity and low polarity.

Considering these properties, the molecule is likely to exhibit **high permeability** in the PAMPA assay. The combination of moderate lipophilicity, low polarity, and a neutral charge suggests that the molecule can easily diffuse through the artificial membrane.
Final answer:  High permeability

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# 224

**SMILES:** C1=CC=C2C(=C1)N=C3C=CC=C(C3=N2)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a nitrogen atom, which suggests a moderate to high lipophilicity. However, the presence of a nitrogen atom also introduces some polarity, which may reduce lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H12N2O, which corresponds to a molecular weight of approximately 216 g/mol. This is a relatively small molecule, suggesting that it may have high permeability.

3. Polarity: The molecule contains a nitrogen atom, which is a polar atom. However, the presence of aromatic rings and a relatively small molecular size may reduce the overall polarity of the molecule. The polar surface area is likely moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests that the molecule is relatively rigid, which may improve its ability to permeate the membrane.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This may contribute to its moderate to high lipophilicity.

7. Hydration Energy: The presence of a nitrogen atom and a relatively small molecular size may result in a moderate hydration energy, which could be beneficial for membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests that it may have a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 225

**SMILES:** COC1=CC=CC(=C1CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring and a thiophene ring, which contribute to its lipophilicity. Additionally, the presence of a cyano group (CN) and a nitro group (NO2) suggests a moderate to high lipophilicity. However, the overall lipophilicity is likely to be high due to the presence of multiple aromatic rings.

2. **Molecular Size and Weight**: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively large. However, the molecular size is not the only factor influencing permeability; the shape and flexibility of the molecule also play a role.

3. **Polarity**: The molecule contains several polar functional groups, including a nitro group (NO2), a cyano group (CN), and a sulfone group (S(=O)(=O)N). These groups contribute to the molecule's polarity, which may hinder its permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a relatively large molecular size suggests that the molecule is relatively rigid.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar functional groups, such as the nitro and cyano groups, may contribute to a higher hydration energy, which could negatively impact permeability.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and polarity may result in a moderate membrane affinity.

Considering these properties, the molecule's high lipophilicity, moderate to high molecular weight, and presence of polar functional groups suggest that it may have low-to-moderate permeability to the artificial membrane.

Final answer: Low-to-moderate permeability

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# 226

**SMILES:** C1CN(CCN(C1)C2=NC=C(C=C2)C(F)(F)F)CC3=CC(=O)N4C=CC=CC4=N3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of multiple aromatic rings, including a fluorinated aromatic ring, suggests a high degree of lipophilicity. This is likely to contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16F3N6O, which suggests a relatively large molecular size. However, the presence of aromatic rings and the overall planarity of the molecule might mitigate the effect of size on permeability.

3. **Polarity**: The molecule contains several nitrogen atoms, which are generally polar. However, the presence of aromatic rings and the fluorine atoms, which are lipophilic, might reduce the overall polarity of the molecule. The polar surface area (PSA) and the number of hydrogen bond donors/acceptors are not directly calculable from the given structure, but the presence of nitrogen atoms suggests a moderate to high PSA.

4. **Charge**: The molecule does not appear to have any formal charges based on the given structure, suggesting it is likely neutral.

5. **Rigidity**: The presence of multiple aromatic rings and the planar nature of the molecule suggest a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall lipophilicity of the molecule suggest a low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the lipophilic and polar parts of the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its high lipophilicity, rigidity, and balanced membrane affinity. However, the moderate to high PSA due to the presence of nitrogen atoms might slightly reduce its permeability compared to a completely lipophilic molecule.

**Final answer: High permeability**

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# 227

**SMILES:** CC(C)(C)C1=CC=C(C=C1)C(=O)N2CC(=O)NC3=C(C2C4=CC=C(C=C4)F)C=C(C=C3)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several alkyl chains (CC(C)(C)c1ccc(C(=O)N2CC(=O)Nc3ccc(F)cc3C2c2ccc(F)cc2)cc1) and aromatic rings (c1ccc(C(=O)N2CC(=O)Nc3ccc(F)cc3C2c2ccc(F)cc2)cc1), which contribute to its lipophilicity. This suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C29H25F2N3O2. Its molecular weight is approximately 482 g/mol, which is relatively small. This indicates that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains several aromatic rings and a few alkyl chains, but no highly polar functional groups. The presence of fluorine atoms (F) may contribute to its polarity, but overall, the molecule is likely to have a low polar surface area.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of fluorine atoms and the absence of highly polar functional groups suggest a relatively low hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and low polarity suggest a good affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 228

**SMILES:** CC1=CN=C(N=C1C2=CC(=CC=C2)N(C)C)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a pyridine ring and a benzene ring, which contribute to its lipophilicity. Additionally, the presence of a carbonyl group (C=O) and a nitrogen atom in the pyridine ring also contribute to its lipophilicity. Overall, the molecule has a moderate to high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C19H20N4O. Its molecular weight is approximately 332 g/mol. The molecule is relatively small, which suggests that it may have higher permeability.

3. **Polarity**: The molecule has a moderate polar surface area due to the presence of the carbonyl group and the nitrogen atom in the pyridine ring. However, it also has a relatively low number of hydrogen bond donors and acceptors, which suggests that it may have higher permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule has a relatively rigid structure due to the presence of aromatic rings and a carbonyl group, which may facilitate its permeation through the membrane.

6. **Aromaticity**: The presence of aromatic rings in the molecule may influence its lipophilicity and interactions with the lipid bilayer, which could affect its permeability.

7. **Hydration Energy**: The molecule has a moderate hydration energy due to the presence of the carbonyl group and the nitrogen atom in the pyridine ring. However, its overall hydration energy is relatively low, which may improve its membrane permeation.

8. **Membrane Affinity**: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for its permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.
Final answer:  High permeability

------
# 229

**SMILES:** C1=CC=NC(=C1)N[S+](=O)(C2=CC=C(C=C2)NC(=O)CC3=CC(=C(C=C3)Cl)Cl)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccc(Cl)c(Cl)c1 and c1ccc([S+](=O)([O-])Nc2ccccn2)cc1) and the overall molecular structure suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H16Cl2N4O3S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The presence of a sulfonamide group ([S+](=O)([O-])Nc2ccccn2) indicates a degree of polarity, which might reduce permeability. However, the overall lipophilicity of the molecule could counterbalance this effect.

4. **Charge**: The sulfonamide group is charged, which typically reduces permeability. However, the presence of a counterion ([O-]) suggests that the molecule might be able to diffuse through the membrane more easily than a fully charged species.

5. **Rigidity**: The presence of aromatic rings and the overall molecular structure suggest a degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a sulfonamide group and the overall molecular structure suggest a moderate to high hydration energy, which might reduce membrane permeation.

8. **Membrane Affinity**: The balance between lipophilicity and polarity suggests that the molecule has a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its moderate size, moderate lipophilicity, and the presence of a charged group that might hinder permeability. However, the overall balance of properties suggests that the molecule is not highly polar or too large to be highly permeable.

Final answer: Low-to-moderate permeability

------
# 230

**SMILES:** CC(=O)NC1=CC=C(C=C1)NC(=O)C(C2=CC=CC=C2)NS(=O)(=O)C3=CC=C(S3)Br

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20BrN3O4S. Its molecular weight is approximately 523 g/mol, which is relatively moderate. However, the presence of several aromatic rings and a complex structure might make it slightly larger than average, potentially affecting permeability.

3. **Polarity**: The molecule contains a carbonyl group (C=O), a nitro group (NS(=O)(=O)c2ccc(Br)s2), and an amide group (CC(=O)Nc1ccc(NC(=O)C...), which are polar functional groups. However, the presence of aromatic rings and a relatively low molecular weight might balance out the polarity, making it less of a barrier to permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a complex structure suggests a relatively rigid molecule, which could facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar functional groups (e.g., carbonyl, amide, and nitro groups) suggests a moderate to high hydration energy, which might slightly reduce permeability.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for the lipid bilayer, which could contribute to better permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively moderate molecular size, and a balanced polarity and rigidity. The presence of aromatic rings and a neutral charge also support higher permeability. However, the moderate to high hydration energy and the presence of polar functional groups might slightly reduce permeability.

**Final answer: High permeability**

------
# 231

**SMILES:** CC1=CC(=C(N1C2=CC=CC(=C2)C#N)C)C3=NN=C4N3CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and a nitrogen-containing heterocycle, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C17H15N5, which indicates a relatively small molecular size and weight. This is generally associated with higher permeability.

3. **Polarity**: The molecule contains a nitrogen-containing heterocycle and aromatic rings, which are relatively non-polar. However, the presence of nitrogen atoms suggests a moderate level of polarity. The polar surface area and hydrogen bond donors/acceptors are not explicitly calculated here, but the overall structure suggests a moderate level of polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar nitrogen-containing heterocycle suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of nitrogen and aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions (aromatic rings and nitrogen-containing heterocycle) suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 232

**SMILES:** COC1=C(C=CC(=C1)/C=C(\C#N)/C2=NC3=CC=CC=C3N2)OCC4=CC=C(C=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, alkyl chains (e.g., COc1cc(C=C(C#N)c2nc3ccccc3[nH]2)ccc1OCc1ccc(F)cc1), and the absence of highly polar groups suggest a relatively high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16FNO2, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either.

3. **Polarity**: The molecule contains a few polar groups, such as the nitro group (NO2) and the ether group (OC), but these are somewhat balanced by the presence of aromatic rings and alkyl chains. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is not excessively high.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the overall molecular structure suggest a relatively rigid molecule.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar groups and the overall molecular structure suggest a moderate hydration energy.

8. **Membrane Affinity**: The balance between the polar and nonpolar parts of the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit **high permeability** in the PAMPA assay. The balance of lipophilicity, moderate molecular size, and neutral charge, combined with the presence of aromatic rings and a moderate polar surface area, suggest that the molecule can effectively diffuse through the artificial membrane.
Final answer:  High permeability

------
# 233

**SMILES:** CCN(CC)CCN1C2=C(C=CC(=C2)OCCN(CC)CC)C(=O)C3=C1C=C(C=C3)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several alkyl chains (CCN(CC)CC, CCN(CC)CC) and aromatic rings (c1ccc2c(=O)c3ccc(Cl)cc3n(CCN(CC)CC)c2c1), which contribute to its lipophilicity. This suggests a relatively high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the compound is C29H34ClN5O2, which indicates a moderate molecular size and weight. This is not extremely large, but it's not very small either.

3. **Polarity**: The presence of an aromatic ring with a nitro group (c1ccc2c(=O)c3ccc(Cl)cc3n(CCN(CC)CC)c2c1) and a carbonyl group (c(=O)) suggests a moderate to low polarity. However, the overall polarity is somewhat mitigated by the presence of several alkyl chains.

4. **Charge**: The molecule does not appear to have any formal charges, but it does contain a chlorine atom, which might contribute to a slight negative charge. However, this effect is likely minimal.

5. **Rigidity**: The presence of several aromatic rings and a carbonyl group suggests a relatively rigid structure.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of several alkyl chains and aromatic rings suggests a relatively low hydration energy.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a balanced membrane affinity. These characteristics are generally associated with higher permeability in the PAMPA assay.

**Final answer: High permeability**

------
# 234

**SMILES:** CN1C=C(C(=N1)C2C3=C(CCCC3=O)NC(=N2)NC4=NC5=CC=CC=C5O4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c3nc4ccccc4o3) and halogen atoms (Cl) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is Cn1cc(Cl)c(C2N=C(Nc3nc4ccccc4o3)NC3=C2C(=O)CCC3)n1. Without calculating the exact molecular weight, we can infer that the molecule is relatively large due to the presence of multiple aromatic rings and heterocyclic systems. This suggests a potential decrease in permeability due to size.

3. **Polarity**: The presence of nitrogen and oxygen atoms, as well as the aromatic rings, indicates a moderate to low polar surface area. However, the presence of a carbonyl group (C(=O)) and the heterocyclic systems may contribute to a higher polar surface area, which could negatively impact permeability.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and heterocyclic systems suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of nitrogen and oxygen atoms, as well as the carbonyl group, suggests a moderate to high hydration energy, which could negatively impact membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar regions may result in a moderate membrane affinity, which could impact permeability.

Considering these properties, the molecule's permeability is likely to be **low-to-moderate** due to its relatively large size, moderate to high polar surface area, and moderate hydration energy. However, its lipophilicity, rigidity, and aromaticity may contribute to a moderate level of permeability.

Final answer: Low-to-moderate permeability

------
# 235

**SMILES:** CNC1=NC=CC(=N1)C2=CC=CC3=CC=CC=C32

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1, c2, c3) and the conjugated system (n1, n2, n3) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is CNc1nccc(-c2cccc3ccccc23)n1, which indicates a relatively large molecular size and weight. However, the presence of aromatic rings and the conjugated system may help to reduce the effective size of the molecule, potentially increasing its permeability.

3. Polarity: The molecule contains a nitrile group (CN) and a conjugated system, which may contribute to its polarity. However, the overall polarity of the molecule is relatively low due to the presence of aromatic rings, which tend to be lipophilic.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the conjugated system suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially increasing permeability.

7. Hydration Energy: The presence of the nitrile group (CN) and the conjugated system may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced lipophilicity and relatively low polarity of the molecule suggest a good affinity for both the aqueous phase and the lipid bilayer, which can contribute to better PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 236

**SMILES:** CC1=CC2=C(C=C1)OC3=C(C2=O)C(N(C3=O)CCCN4CCOCC4)C5=CC(=C(C=C5)OC)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., ccc(C)cc4c3=O) and the overall molecular structure suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C32H32N2O5, which indicates a moderate molecular size and weight. This size is not excessively large, which is beneficial for permeability.

3. **Polarity**: The molecule contains several aromatic rings and a carbonyl group (C(=O)), which contribute to its lipophilicity. However, the presence of oxygen atoms (O) and nitrogen atoms (N) suggests a moderate level of polarity. The polar surface area and hydrogen bond donors/acceptors are not excessively high, which is favorable for permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the overall molecular structure suggest a relatively rigid molecule, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of oxygen and nitrogen atoms, as well as the carbonyl group, suggests a moderate level of hydration energy. However, the overall molecular structure and lipophilicity may counterbalance this effect.

8. **Membrane Affinity**: The balanced lipophilicity and moderate polarity of the molecule suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a favorable profile for high permeability. The presence of aromatic rings, moderate molecular size, and balanced lipophilicity and polarity all contribute to its potential for high permeability.

Final answer: High permeability

------
# 237

**SMILES:** COC1=CC=C(C=C1)NC2=C(C(=O)C3=CC=CC=C32)C4=CC=C(C=C4)C(F)(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of multiple aromatic rings, including a fluorinated aromatic ring, suggests a high degree of lipophilicity. This is likely to contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C32H20F5N3O2. The molecular weight is approximately 563.5 g/mol, which is relatively large but not excessively so. However, the presence of multiple aromatic rings and a fluorinated ring might make it slightly larger than average, potentially affecting permeability.

3. **Polarity**: The molecule contains a carbonyl group (C=O) and a nitrogen atom, which are polar. However, the overall polarity is somewhat balanced by the presence of aromatic rings and fluorine atoms, which are lipophilic. The polar surface area and the number of hydrogen bond donors/acceptors are moderate, suggesting a moderate level of polarity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall molecular structure suggest a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between lipophilicity and polarity, along with the presence of aromatic rings, suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability due to its high lipophilicity, moderate polarity, rigidity, and balanced membrane affinity.
Final answer:  High permeability

------
# 238

**SMILES:** CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC(=C1)/C=C/C3=CC=CC=C3Cl)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a chlorinated ring, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 342 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a few alkyl chains suggests a moderate to large molecular size. This might limit its permeability.

3. Polarity: The molecule contains a few polar functional groups, such as the amide (CONH) and the chlorinated aromatic ring, which could contribute to a moderate polar surface area. However, the overall polarity of the molecule is relatively low, which might be beneficial for permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings suggests a relatively rigid structure, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which could influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar functional groups and the overall molecular structure might result in a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule could result in a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high potential for permeability through the artificial membrane. However, its moderate molecular size and weight, as well as its moderate polar surface area, might limit its permeability to some extent.

Final answer: Low-to-moderate permeability

------
# 239

**SMILES:** CC1=C(C=CC(=C1)Br)NC(=O)C(C2=CC=CC=C2)NS(=O)(=O)C3=CC=CS3

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1cc(Br)ccc1, c1ccccc1) and the amide group (NC(=O)C) suggests a relatively high lipophilicity. However, the presence of a nitro group (NS(=O)(=O)c1cccs1) and the bromine atom (Br) may also contribute to its polarity, which could counterbalance its lipophilicity to some extent.

2. **Molecular Size and Weight**: The molecular formula of the compound is C19H14BrN3O3S, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. **Polarity**: The presence of a nitro group and a bromine atom indicates that the molecule has a certain degree of polarity. However, the overall polarity is not extremely high due to the presence of aromatic rings and the amide group.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of aromatic rings and the amide group suggests a relatively rigid structure.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a nitro group and a bromine atom may contribute to a relatively high hydration energy, which could negatively impact membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a balanced polarity. However, the presence of a nitro group and a bromine atom may slightly reduce its permeability. Overall, the molecule's properties suggest that it would have **low-to-moderate permeability** to the artificial membrane.
Final answer:  Low-to-moderate permeability

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# 240

**SMILES:** COC1=CC2=C(C=C1)C(=C(N2CC3=CC=C(C=C3)C=C)C(=O)O)CNC4CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (C=C and c1ccc) and a carbonyl group (C(=O)O) suggests a moderate to high lipophilicity. However, the presence of a nitrogen atom (Cn2c) and a hydroxyl group (OC) may reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H26N2O3. The molecular weight is approximately 394.48 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a carbonyl group, a hydroxyl group, and a nitrogen atom, which are polar functional groups. However, the presence of aromatic rings and a relatively small molecular size may counterbalance the polarity, making the overall polarity moderate.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests that the molecule is relatively rigid.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar functional groups (carbonyl, hydroxyl, and nitrogen) suggests that the molecule may have a moderate to high hydration energy.

8. **Membrane Affinity**: The balance between lipophilicity and polarity suggests that the molecule may have a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have **high permeability** due to its moderate lipophilicity, small size, and relatively low polarity. The presence of aromatic rings and a neutral charge also contribute to its high permeability.
Final answer:  High permeability

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# 241

**SMILES:** CCN1C=C(C2=CC(=C(C=C2C1=O)OC)OC)C(=O)N3CCN(CC3)C4=CC(=CC=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a chlorinated ring, which suggests a moderate to high lipophilicity. This could contribute to higher permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H24ClN5O4, which suggests a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The presence of several oxygen atoms (in the form of ether and carbonyl groups) and nitrogen atoms indicates a moderate to high polarity. However, the overall polar surface area and the number of hydrogen bond donors/acceptors are not explicitly calculated here, but the presence of these groups suggests a moderate polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of several oxygen and nitrogen atoms, which are typically involved in hydrogen bonding, suggests a moderate to high hydration energy. However, the overall effect on permeability is less clear without specific calculations.

8. **Membrane Affinity**: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer is not explicitly calculated here, but the presence of both hydrophobic and hydrophilic regions suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, a moderate to high polarity, and a moderate degree of rigidity. The presence of aromatic rings and a balanced membrane affinity also support higher permeability. However, the moderate to high hydration energy and the presence of polar groups might slightly reduce its permeability.

**Final answer: High permeability**

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# 242

**SMILES:** C1=CC=C(C=C1)C2=CSC(=N2)NC(=O)C3=C(C=NC=C3)NS(=O)(=O)C4=CC=CC=C4C#N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (c1ccccc1, c2ccccc2, and c1cnccc1), which contribute to its lipophilicity. Additionally, the presence of the sulfone group (S(=O)(=O)) and the carbonyl group (C(=O)) also contribute to its lipophilicity. Overall, the molecule is likely to have high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H14N4O3S2, which suggests a relatively large molecular size and weight. However, the presence of several aromatic rings and the sulfone group may help to reduce its effective size and weight.

3. Polarity: The molecule contains several polar functional groups, including the sulfone group, the carbonyl group, and the nitrogen atoms. However, the overall polarity of the molecule is likely to be low due to the presence of the aromatic rings and the lipophilic sulfone group.

4. Charge: The molecule appears to be neutral, as there are no charges indicated in its structure.

5. Rigidity: The presence of several aromatic rings and the sulfone group suggests that the molecule is relatively rigid.

6. Aromaticity: The molecule contains several aromatic rings, which contribute to its lipophilicity and rigidity.

7. Hydration Energy: The presence of polar functional groups, such as the sulfone group and the carbonyl group, suggests that the molecule may have a relatively high hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and polarity suggest that it may have a moderate affinity for the lipid bilayer.

Based on these properties, the molecule is likely to have high lipophilicity, moderate molecular size and weight, low polarity, and a neutral charge. Its rigidity and aromaticity may also contribute to its ability to permeate the membrane. However, its relatively high hydration energy and moderate membrane affinity may limit its permeability.

Final answer: High permeability

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# 243

**SMILES:** CCN1CCC(CC1)N(CC2=CC3=C(C=C2)OCO3)C(=O)NC4=C(C=CC(=C4)Cl)C(=O)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring with a chlorine atom, which suggests a moderate to high lipophilicity. However, the presence of oxygen-containing groups (e.g., CO, COO) and nitrogen-containing groups (e.g., amide, amine) may reduce lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively large. However, the molecular size is not the only factor influencing permeability; the shape and flexibility of the molecule also play a role.

3. Polarity: The molecule contains both polar and nonpolar regions. The presence of oxygen and nitrogen atoms contributes to its polarity, but the overall polar surface area is moderate. The number of hydrogen bond donors and acceptors is also moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the amide and amine groups suggests a moderate degree of rigidity.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of oxygen and nitrogen atoms suggests a moderate to high hydration energy.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely moderate.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar groups and a moderate molecular size may hinder its ability to diffuse through the artificial membrane, but its lipophilicity and aromaticity suggest that it can interact with the lipid bilayer.

Final answer: Low-to-moderate permeability

------
# 244

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC3=C(N2CC4=CC=CC(=N4)C)C=CC=N3)OCC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of oxygen and nitrogen atoms also introduces polarity, which may counterbalance the lipophilicity. Overall, the lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively large. However, the molecular size is not the only factor determining permeability; the shape and flexibility of the molecule also play a role.

3. Polarity: The molecule contains several oxygen and nitrogen atoms, which contribute to its polarity. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively high.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a relatively large molecular size suggests that the molecule is relatively rigid.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of oxygen and nitrogen atoms suggests that the molecule may have a moderate to high hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and polarity suggest that it may have a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of aromatic rings and a relatively large molecular size suggests that it may have some difficulty permeating the membrane, but its moderate polarity and balanced membrane affinity may also facilitate its passage.

Final answer: Low-to-moderate permeability

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# 245

**SMILES:** CCOC(=O)C1=CC=C(C=C1)NC(=O)N2CC3=C(C[C@H]2C4=NC(=NO4)C(C)C)N=CN3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of a nitro group (NO2) and a nitrogen-containing heterocycle (pyridine) may reduce lipophilicity. Overall, lipophilicity is likely moderate.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 434 g/mol, which is relatively large. However, the molecular size is not the only factor influencing permeability.

3. Polarity: The molecule contains a nitro group, a carbonyl group, and a nitrogen-containing heterocycle, which contribute to its polarity. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively high.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar heterocycle suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a nitro group and a carbonyl group may increase hydration energy, potentially hindering membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule's permeability is likely influenced by its moderate lipophilicity, moderate polarity, and relatively rigid structure. However, the presence of a nitro group and a carbonyl group may reduce permeability. Overall, the molecule's permeability is likely to be low-to-moderate.

Final answer: Low-to-moderate permeability

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# 246

**SMILES:** COC1=CC=C(C=C1)C2=NOC(=N2)[C@@H]3CC4=C(CN3C(=O)NC5CCCCC5)NC=N4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a large number of carbon atoms suggests a high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively large. However, the presence of aromatic rings and a planar structure may facilitate its passage through the membrane.

3. Polarity: The molecule contains a nitro group (-NO2), a carbonyl group (C=O), and a nitrogen atom with a lone pair, which indicates a moderate to high polarity. However, the overall polarity of the molecule is somewhat balanced by the presence of aromatic rings and a large number of carbon atoms.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a nitro group and a carbonyl group suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balanced affinity for both the aqueous phase and the lipid bilayer, due to the presence of both polar and nonpolar functional groups, suggests that the molecule may exhibit moderate permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its balanced polarity, rigidity, and membrane affinity. However, its large size and moderate to high hydration energy may limit its permeability.

Final answer: Low-to-moderate permeability

------
# 247

**SMILES:** C1=CC=C(C=C1)C2=CSC(=N2)NC(=O)C3=C(C=NC=C3)NS(=O)(=O)C4=C(C=C(C=C4)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccncc1, c2ccccc2, and c1ccc(F)cc1F) and the heterocyclic ring (c1nc(-c2ccccc2)cs1) suggests a relatively high lipophilicity. However, the presence of the NS(=O)(=O) group and the O=C(Nc1nc(-c2ccccc2)cs1)c1ccncc1N indicates some level of polarity. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16F2N6O3S, which suggests a moderate molecular size and weight. This size is not excessively large, which is generally favorable for permeability.

3. **Polarity**: The presence of the NS(=O)(=O) group and the O=C(Nc1nc(-c2ccccc2)cs1)c1ccncc1N indicates some level of polarity. However, the overall polarity of the molecule is moderate, which is not excessively high.

4. **Charge**: The molecule appears to be neutral, which is generally favorable for permeability.

5. **Rigidity**: The presence of aromatic rings and the heterocyclic ring suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of the NS(=O)(=O) group and the O=C(Nc1nc(-c2ccccc2)cs1)c1ccncc1N suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate to high due to its moderate lipophilicity, moderate molecular size, and moderate polarity. However, the presence of the NS(=O)(=O) group and the O=C(Nc1nc(-c2ccccc2)cs1)c1ccncc1N may slightly reduce its permeability.

**Final answer: High permeability**

------
# 248

**SMILES:** CC1=C(SC2=C1C(=N[C@H](C3=NN=C(N32)C)CC(=O)OC(C)(C)C)C4=CC=C(C=C4)Cl)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided characteristics.

1. Lipophilicity: The molecule contains several aromatic rings, including a chlorinated benzene ring, which suggests a relatively high lipophilicity. However, the presence of a carbonyl group (CC(=O)OC(C)(C)C) and a nitrogen-containing heterocycle (Cc1sc2c(c1C)C(c1ccc(Cl)cc1)=NC(CC(=O)OC(C)(C)C)c1nnc(C)n1-2) may reduce lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24ClN5O2S. The molecular weight is approximately 483 g/mol, which is relatively large. However, the molecular size is not excessively large, and the molecule is not excessively branched, suggesting that it may still have moderate permeability.

3. Polarity: The molecule contains a carbonyl group, a nitrogen-containing heterocycle, and a sulfur atom, which contribute to its polarity. However, the presence of aromatic rings and a chlorinated benzene ring may reduce polarity. The overall polarity is moderate.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. The presence of a nitrogen-containing heterocycle and a sulfur atom may also contribute to its rigidity.

6. Aromaticity: The molecule contains several aromatic rings, which may influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group, a nitrogen-containing heterocycle, and a sulfur atom may contribute to a relatively high hydration energy.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely moderate, given its moderate lipophilicity and polarity.

Considering these properties, the molecule is likely to have moderate permeability. The presence of aromatic rings and a chlorinated benzene ring suggests a moderate to high lipophilicity, which is beneficial for permeability. However, the presence of a carbonyl group, a nitrogen-containing heterocycle, and a sulfur atom may reduce permeability. Overall, the molecule's properties suggest that it will have low-to-moderate permeability.

Final answer: Low-to-moderate permeability.

------
# 249

**SMILES:** C1=CC=C2C(=C1)C(=NC(=N2)C3=C(C=NC=C3)C#N)NC4=CC(=C(C=C4)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings and fluorine atoms suggests a high degree of lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and heterocyclic systems may contribute to a more complex molecular shape, potentially affecting its size and weight.

3. Polarity: The molecule contains several aromatic rings, which are generally non-polar. However, the presence of nitrogen and fluorine atoms may introduce some polarity. The polar surface area (PSA) is relatively low, which is a positive factor for permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and heterocyclic systems suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of fluorine atoms and aromatic rings may contribute to a lower hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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# 250

**SMILES:** CC1=CC(=C(C=C1Cl)OC)NC(=O)CSC2=NC=C(C(=O)N2)S(=O)(=O)C3=CC=C(C=C3)C(C)(C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided guidelines:

1. Lipophilicity: The presence of aromatic rings, halogen atoms (Cl), and a sulfur atom suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a sulfur atom may contribute to a more compact molecular structure, potentially mitigating the effect of size on permeability.

3. Polarity: The molecule contains a nitrogen atom with a hydrogen bond acceptor, a sulfur atom, and an oxygen atom with a hydrogen bond acceptor, indicating a moderate to high polar surface area. This may negatively impact permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a sulfur atom suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of multiple hydrogen bond acceptors and a sulfur atom may contribute to a relatively high hydration energy, which could negatively impact membrane permeation.

8. Membrane Affinity: The balance of lipophilic and polar regions in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively compact molecular structure, and a balanced affinity for both the aqueous phase and the lipid bilayer. However, the presence of multiple hydrogen bond acceptors and a sulfur atom may contribute to a relatively high hydration energy, which could negatively impact membrane permeation.

Final answer: Low-to-moderate permeability

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# 251

**SMILES:** CC1=C(C=C(C=C1)NC(=O)NC2=CC3=C(C=C2N4CCCCC4)N(C(=O)N3C)C)Cl

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, such as the benzene rings, and the presence of a carbonyl group (C=O) suggest a relatively high lipophilicity. However, the presence of a chlorine atom (Cl) and a nitrogen atom with a carbonyl group (NC(=O)N) may slightly reduce lipophilicity due to their polar nature. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H24ClN5O3, which suggests a relatively large molecular size and weight. This could negatively impact permeability.

3. **Polarity**: The presence of a chlorine atom, a carbonyl group, and a nitrogen atom with a carbonyl group indicates a moderate to high degree of polarity. This could reduce permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. **Hydration Energy**: The presence of polar groups such as the carbonyl and nitrogen atoms may increase the molecule's hydration energy, which could negatively impact permeability.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for the lipid bilayer, which could facilitate permeation.

Considering these properties, the molecule's permeability is likely to be **Low-to-moderate** due to its relatively large size, moderate to high polarity, and moderate to high hydration energy. However, its rigidity and aromaticity may help to facilitate membrane permeation to some extent.
Final answer:  Low-to-moderate permeability

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# 252

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2C(=O)NC3=NC(=C(S3)C)C4=CC=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2ccccc2, c3ccccc3) and the sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H20N4O4S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfonamide group, which is polar, and a carbonyl group (C(=O)N), indicating some level of polarity. However, the presence of aromatic rings and the overall lipophilic character might counterbalance this effect, making the molecule's overall polarity moderate.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups (sulfonamide and carbonyl) suggests a moderate to high hydration energy, which might slightly hinder permeability.

8. **Membrane Affinity**: The balance between the lipophilic and polar parts of the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a balanced polarity and charge, which are all favorable for permeability. However, the moderate to high hydration energy and the presence of polar groups might slightly reduce its permeability. Overall, the molecule's characteristics suggest that it would have **high permeability** in the PAMPA assay.

Final answer: High permeability

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# 253

**SMILES:** CN(C)C(=O)C1=NC(=C2N1C=CN=C2)C3=C(C=C(C=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1nc(-c2ccc(Cl)cc2Cl)c2cnccn12) and the CN(C)C(=O) group suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H9Cl2N5O, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, suggesting a moderate permeability.

3. Polarity: The molecule contains a moderate number of hydrogen bond donors and acceptors, which might slightly reduce its permeability. However, the presence of aromatic rings and the CN(C)C(=O) group could counterbalance this effect.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggest a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of the CN(C)C(=O) group and the aromatic rings might reduce the hydration energy of the molecule, making it easier to permeate the membrane.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high membrane affinity, which is beneficial for permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, a balanced polarity, and a moderate to high degree of rigidity. These characteristics suggest that the molecule would have a moderate to high permeability to the artificial membrane.

Final answer: High permeability

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# 254

**SMILES:** CC1=CC=CC=C1C2=NC3=CC=CC=C3C(=N2)NCC4=CC=C(C=C4)C5=CN=CC=C5

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. However, the presence of nitrogen-containing rings (pyridine-like) and the amide group (Cc1ccccc1-c1nc(NCc2ccc(-c3cccnc3)cc2)c2ccccc2n1) may reduce its lipophilicity. Overall, the lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H20N4, which suggests a relatively large molecular size and weight. This could negatively impact its permeability.

3. **Polarity**: The molecule contains both aromatic and nitrogen-containing rings, which contribute to its polarity. However, the presence of multiple aromatic rings and the amide group may also contribute to its lipophilicity, making its overall polarity moderate.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and the amide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of nitrogen-containing rings and the amide group may contribute to a moderate hydration energy, which could impact its permeability.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high membrane affinity.

Considering these properties, the molecule's permeability is likely to be **Low-to-moderate** due to its relatively large size, moderate polarity, and moderate to high lipophilicity.
Final answer:  Low-to-moderate permeability

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# 255

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=C(C=C3)OC=CC4=O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3ccc4occc(=O)c4c3) and a carbonyl group (NC(=O)C1) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H18N4O3, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group (NC(=O)C1) and an aromatic ring with an oxygen atom (c2nc(-c3ccc4occc(=O)c4c3)cs2), which suggests a moderate to low polar surface area. However, the presence of nitrogen and oxygen atoms also indicates some level of polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a carbonyl group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. However, the moderate polar surface area and the presence of nitrogen and oxygen atoms may slightly reduce its permeability.

Final answer: High permeability

------
# 256

**SMILES:** CCC1=C(C=C(C=C1)NC(=O)C2=C(C(=C(N2)C)C(=O)C)C)[S+](=O)(NC3=CC=CC(=C3)C#N)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of a sulfonamide group (S(=O)(=O)N) and a carbonyl group (C(=O)) also contribute to its lipophilicity. However, the overall lipophilicity of the molecule is likely to be high, but not extremely high, due to the presence of polar functional groups.

2. **Molecular Size and Weight**: The molecular weight of the molecule is approximately 432.5 g/mol, which is relatively large. However, the molecular size is not the only factor determining permeability.

3. **Polarity**: The molecule contains several polar functional groups, including a sulfonamide group, a carbonyl group, and a pyridine ring. However, the overall polarity of the molecule is likely to be moderate due to the presence of lipophilic aromatic rings.

4. **Charge**: The molecule has a positive charge due to the presence of a sulfonamide group (S+). Charged species tend to have lower permeability compared to neutral molecules.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. However, the presence of a flexible sulfonamide group and a pyridine ring may reduce its overall rigidity.

6. **Aromaticity**: The molecule contains several aromatic rings, which contribute to its lipophilicity and membrane affinity.

7. **Hydration Energy**: The presence of polar functional groups, such as the sulfonamide group and the carbonyl group, suggests that the molecule may have a moderate hydration energy.

8. **Membrane Affinity**: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely to be moderate due to its moderate lipophilicity and polarity.

Considering these properties, the molecule is likely to have **low-to-moderate permeability** to the artificial membrane. The presence of a positive charge, moderate polarity, and moderate lipophilicity are likely to hinder its permeability.
Final answer:  Low-to-moderate permeability

------
# 257

**SMILES:** CCOC(=O)C1=NN=C(S1)N[S+](=O)(C2=CC=C(C=C2)NC(=O)CC3=CC(=C(C=C3)Cl)Cl)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, alkyl chains, and a carbonyl group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432.88 g/mol, which is relatively moderate. However, the molecular size is not explicitly provided, but based on the structure, it appears to be a relatively large molecule.

3. Polarity: The molecule contains a polar surface area, including the nitro group, the amide group, and the sulfonamide group, which may contribute to its polarity. However, the overall polarity of the molecule is moderate.

4. Charge: The molecule has a positive charge due to the sulfonamide group, which may hinder its permeability through the artificial membrane.

5. Rigidity: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups, such as the nitro and amide groups, may contribute to a relatively high hydration energy, which could hinder membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is uncertain due to its complex structure.

Considering these properties, the molecule's permeability is likely to be affected by its charge, polarity, and molecular size. The presence of a positive charge and moderate polarity may hinder its permeability, while the relatively high lipophilicity and rigidity may facilitate it. However, the overall effect of these properties is uncertain.

Based on the analysis, the final answer is:

Final answer: Low-to-moderate permeability

------
# 258

**SMILES:** CN1C=C(C=C1C(=O)NC2=CC(=C(C=C2)Cl)C(F)(F)F)S(=O)(=O)N3CCCCCC3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings, halogen atoms (Cl, F), and a sulfone group (S(=O)(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula Cn1cc(S(=O)(=O)N2CCCCCC2)cc1C(=O)Nc1ccc(Cl)c(C(F)(F)F)c1 indicates a moderate molecular size and weight, which is not excessively large and might allow for reasonable permeability.

3. Polarity: The presence of a sulfone group, an amide group (C(=O)N), and a chlorine atom indicates a moderate to low polar surface area, which is favorable for permeability. However, the presence of fluorine atoms and a chlorine atom also suggests a certain degree of polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a planar sulfone group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of fluorine and chlorine atoms, as well as the sulfone group, suggests a relatively low hydration energy, which is beneficial for membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic groups suggests a moderate to high membrane affinity, which is favorable for permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that favor high permeability. However, the presence of a sulfone group and a chlorine atom might slightly reduce its permeability.

Final answer: High permeability

------
# 259

**SMILES:** CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and chlorine atoms, which contribute to its lipophilicity. This suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H22Cl4N4O2. Its molecular weight is approximately 494.8 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a relatively large molecular size may limit its permeability.

3. Polarity: The molecule has a moderate polar surface area due to the presence of nitrogen and oxygen atoms. However, the overall polarity is relatively low, which is beneficial for permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen and oxygen atoms suggests a moderate hydration energy, which may not significantly impact permeability.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively moderate molecular size, low polarity, and a balanced membrane affinity. These characteristics suggest that the molecule has a high potential for permeability through the artificial membrane.

Final answer: High permeability

------
# 260

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NCC3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc, c2ccccc2) and the sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H20N4O4S, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either. However, the presence of several aromatic rings and a sulfonamide group may contribute to a relatively high molecular weight.

3. Polarity: The molecule contains a sulfonamide group, which is polar, but the presence of several aromatic rings and a carbonyl group (C(=O)N) may counterbalance this polarity. The polar surface area (PSA) is moderate, which may not be a significant barrier to permeability.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a planar sulfonamide group suggests a relatively rigid structure, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfonamide group and a carbonyl group may contribute to a moderate hydration energy, which is not a significant barrier to permeability.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity, which is generally beneficial for permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability in the PAMPA assay. However, the presence of a sulfonamide group and a carbonyl group may slightly reduce its permeability compared to a purely lipophilic molecule.

Final answer: High permeability

------
# 261

**SMILES:** CC1=C(N(C(=C1C(=O)C)C)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=C(C=C3)Br)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, alkyl chains, and a carbonyl group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C32H28BrN5O5S+. The molecular weight is approximately 663.59 g/mol, which is relatively large but not excessively so. However, the presence of a large number of atoms and functional groups might make it slightly less permeable due to size.

3. **Polarity**: The compound contains a sulfonamide group (-SO2NH-) and a carbonyl group (C=O), which contribute to its polarity. However, the presence of aromatic rings and alkyl chains also contributes to its lipophilicity, making its overall polarity moderate.

4. **Charge**: The molecule is positively charged, which generally reduces its permeability through the lipid bilayer due to electrostatic interactions with the negatively charged phosphate groups of the membrane.

5. **Rigidity**: The presence of aromatic rings and a planar sulfonamide group suggests a degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing its permeability.

7. **Hydration Energy**: The presence of polar groups like the sulfonamide and carbonyl groups suggests a moderate to high hydration energy, which might reduce its permeability.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate membrane affinity, which is generally favorable for permeability.

Considering these properties, the molecule's high lipophilicity, moderate polarity, and moderate size are balanced by its positive charge, which is likely to reduce its permeability. However, the presence of aromatic rings and a degree of rigidity might still allow it to permeate the membrane to some extent.

**Final answer: Low-to-moderate permeability**

------
# 262

**SMILES:** C1CCN(C1)C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. However, the presence of nitrogen atoms and the heterocyclic ring system also introduce polarity. Overall, the lipophilicity of this molecule is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20N6. Its molecular weight is approximately 384.46 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains several nitrogen atoms, which contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure suggest that the polarity is not extremely high. The polar surface area (PSA) of this molecule is moderate.

4. **Charge**: The molecule does not have any explicit charges mentioned, and its structure does not suggest the presence of charged groups. Therefore, it is likely to be neutral.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity is likely to facilitate its permeation through the membrane.

6. **Aromaticity**: The presence of several aromatic rings in the molecule suggests that it will have a significant impact on its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of nitrogen atoms and the heterocyclic ring system suggests that the molecule will have a moderate to low hydration energy, which is favorable for membrane permeation.

8. **Membrane Affinity**: The balanced combination of lipophilicity, polarity, and molecular size suggests that the molecule will have a good affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability through the artificial membrane.

Final answer: High permeability

------
# 263

**SMILES:** CNC1=C(C=CC(=N1)C2=CC=CC3=CC=CC=C32)C#N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (cyclic structures) and the CN and C#N groups suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is CNc1nc(-c2cccc3ccccc23)ccc1C#N. This suggests a relatively large molecular size due to the presence of multiple aromatic rings and heteroatoms, which might reduce its permeability.

3. **Polarity**: The molecule contains both polar (N, C#N) and non-polar (aromatic rings) components. However, the overall polar surface area and the number of hydrogen bond donors/acceptors are not explicitly calculated here, but the presence of nitrogen atoms and the CN group suggests a moderate to low polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of nitrogen atoms and the CN group might contribute to a moderate hydration energy, which could affect membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer is not directly calculable without further information. However, the presence of both polar and non-polar components suggests a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule's high lipophilicity, rigidity, and moderate polarity, along with its neutral charge, suggest that it would have **high permeability** to the artificial membrane.
Final answer:  High permeability

------
# 264

**SMILES:** CC1=CC=C(C=C1)C(=O)N2CCN(CC2)C3=NC=CC(=N3)NC4=CC=CC=C4OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings (c1ccccc1 and c1ccnc(N2CCN(C(=O)c3ccc(C)cc3)CC2)n1) and a carbonyl group (C(=O)c3ccc(C)cc3), which suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 384 g/mol, which is relatively large. However, the presence of aromatic rings and a carbonyl group may help to reduce its effective size.

3. Polarity: The molecule contains a nitrogen atom (N) and a carbonyl group (C(=O)), which are polar functional groups. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a carbonyl group suggests a relatively rigid structure.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups (N and C(=O)) suggests a moderate hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar functional groups suggests a moderate membrane affinity.

Considering these properties, the molecule is likely to have moderate lipophilicity, a moderate size, and a moderate polarity. The presence of aromatic rings and a carbonyl group may help to improve its permeability. However, the moderate hydration energy and membrane affinity suggest that the molecule may not be highly permeable.

Final answer: Low-to-moderate permeability

------
# 265

**SMILES:** C1CC2=C(C1)SC3=NC=NC(=C23)NC(=O)C4=CC=CO4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccco1) and a heterocyclic system (c1ncnc2sc3c(c12)CCC3) suggests a moderate to high lipophilicity. This is likely to contribute to higher permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C17H14N2O2S, which suggests a relatively small molecular size and weight. This is generally associated with higher permeability.

3. **Polarity**: The molecule contains a carbonyl group (O=C) and a heterocyclic system with nitrogen and sulfur atoms, which can contribute to polarity. However, the presence of aromatic rings and a relatively small molecular size might counterbalance this effect, making the overall polarity moderate.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar heterocyclic system suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can enhance lipophilicity and facilitate interactions with the lipid bilayer, thereby improving permeability.

7. **Hydration Energy**: The presence of a carbonyl group and a heterocyclic system with nitrogen and sulfur atoms might contribute to a moderate hydration energy, which could affect membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 266

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3C(F)(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c3ccccc3C(F)(F)F) and a carbonyl group (NC(=O)C) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C19H16F5N3O, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a carbonyl group (NC(=O)C), which contributes to its polarity. However, the presence of aromatic rings and fluorine atoms also contributes to its lipophilicity, making its overall polarity moderate.

4. **Charge**: The molecule does not have any explicit charges mentioned, suggesting it is likely neutral.

5. **Rigidity**: The presence of aromatic rings and a carbonyl group suggests a certain degree of rigidity, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing its permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the carbonyl group suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and moderate polarity suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane due to its moderate size, balanced polarity, and favorable interactions with the lipid bilayer.

Final answer: High permeability

------
# 267

**SMILES:** CN1C=CC2=C(N=C(C=C21)C3=CC=CC=C3C#N)C(=O)NCC4=CN=CC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (cyclohexyl and phenyl) and a nitro group (-C#N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is Cn1ccc2c(C(=O)NCc3cccnc3)nc(-c3ccccc3C#N)cc21. However, without a specific molecular weight, it's difficult to assess its size directly. Nevertheless, the presence of multiple aromatic rings and a nitro group indicates a relatively large molecular size.

3. Polarity: The molecule contains a nitro group (-C#N), which is polar, and a carbonyl group (C(=O)N), which is also polar. However, the overall polarity of the molecule is relatively low due to the presence of non-polar aromatic rings.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a nitro group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups (nitro and carbonyl) suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar groups and a moderate molecular size may hinder its permeability, while its lipophilicity, rigidity, and aromaticity suggest a moderate to high permeability.

Final answer: Low-to-moderate permeability

------
# 268

**SMILES:** CC1=C(C(=CC=C1)C)NC(=O)C2=NC(=NC=C2Cl)SC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (e.g., ccccc2C) and a carbonyl group (C(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula CSc1ncc(Cl)c(C(=O)Nc2c(C)cccc2C)n1 indicates a relatively large molecular size and weight, which might negatively impact permeability.

3. Polarity: The presence of a carbonyl group (C(=O)) and a nitrogen atom (N) suggests a moderate level of polarity. However, the overall polarity of the molecule is relatively low due to the presence of aromatic rings and a chlorine atom, which can contribute to lipophilicity.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar carbonyl group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom suggests a moderate level of hydration energy, which might slightly reduce membrane permeation.

8. Membrane Affinity: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability due to its lipophilicity, rigidity, and balanced membrane affinity. However, its relatively large size and moderate polarity might slightly reduce its permeability.

Final answer: High permeability

------
# 269

**SMILES:** CC1=CC(=C(C(=O)N1)CNC(=O)C2=C3C=CNC3=CC(=N2)C4=C(N=CC=C4)OC)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of nitrogen and oxygen atoms also indicates some level of polarity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C32H24N4O4, which suggests a relatively large molecular size and weight. This might negatively impact its permeability.

3. Polarity: The molecule contains several nitrogen and oxygen atoms, which contribute to its polarity. However, the presence of aromatic rings and a carbonyl group also suggests some level of lipophilicity.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a carbonyl group suggests a relatively rigid structure, which might facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen and oxygen atoms suggests a moderate to high hydration energy, which might negatively impact membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and polarity suggest a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of aromatic rings and a carbonyl group suggests a moderate to high lipophilicity, while the presence of nitrogen and oxygen atoms indicates some level of polarity. The molecule's relatively large size and moderate hydration energy also suggest a moderate permeability.

Final answer: Low-to-moderate permeability

------
# 270

**SMILES:** CCCCOC1=CC=C(C=C1)C(=O)N2CCC(CC2)C3=NNC(=O)N3C4=CC=C(C=C4)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (e.g., c1ccc, c3ccc) and a carbonyl group (C(=O)) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H28N4O3, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a carbonyl group (C(=O)) and a nitrogen atom (n) in a heterocyclic ring, which suggests a moderate to low polar surface area. However, the presence of hydrogen bond donors/acceptors (e.g., nH) indicates a moderate level of polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of a planar, aromatic ring system and a heterocyclic ring suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a heterocyclic ring suggests a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high membrane affinity, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability to the artificial membrane.

Final answer: High permeability

------
# 271

**SMILES:** CN1CCN(CC1)C2=NC=CC(=C2)C3=NC4=CC=CC=C4C(=N3)NC5=CC(=C(C=C5)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c2cc, c3nc, c4ccc(F)c(F)c4, and c4ccccc4) and the CN and CCN groups suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16F4N8, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains several aromatic rings and nitrogen atoms, which contribute to its lipophilicity but also suggest a relatively low polar surface area. The presence of fluorine atoms (F) may also contribute to its lipophilicity. However, the overall polarity of the molecule is moderate, which might slightly reduce its permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing its permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the overall molecular structure suggest a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and its moderate polarity suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane in the PAMPA assay.

Final answer: High permeability

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# 272

**SMILES:** CN(C)C1=CC=CC(=C1)C2=CN=C(C3=C2CCO3)NC4=CN=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings and the CN group suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H16N6O2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a few nitrogen atoms, which can contribute to polarity. However, the presence of aromatic rings and the CN group suggests a relatively low polar surface area, which is beneficial for permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the CN group suggests a moderate degree of rigidity, which can facilitate permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of nitrogen and oxygen atoms suggests a moderate hydration energy, which is not overly high and could facilitate membrane permeation.

8. **Membrane Affinity**: The balance of lipophilic and polar components in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that would facilitate its permeability through the artificial membrane. Therefore, the predicted permeability of the given molecule is:

Final answer: High permeability

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# 273

**SMILES:** CCOC(=O)C1=C(SC2=C1CCN(C2)C(=O)OCC)NC(=O)CN3CCCCC3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided characteristics.

1. Lipophilicity: The molecule contains several alkyl chains (CC, CCC, and CCOC) and aromatic rings (c1c and c2c), which contribute to its lipophilicity. However, the presence of polar groups (CO, CN, and COO) and a carbonyl group (C(=O)) also indicates some level of polarity. Overall, the molecule's lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H32N4O4S. Its molecular weight is approximately 448.62 g/mol, which is relatively large. However, the molecule's size and weight are not excessively high, suggesting that it may still have moderate permeability.

3. Polarity: The molecule contains several polar groups, including carbonyl groups (C(=O)), amide groups (CON), and a carboxyl group (COO). The polar surface area is moderate to high, which may hinder its permeability.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The molecule contains several aromatic rings and a carbonyl group, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. Aromaticity: The presence of aromatic rings (c1c and c2c) may influence the molecule's lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability.

7. Hydration Energy: The molecule contains several polar groups, which may contribute to its hydration energy. However, the overall hydration energy is moderate, which may not significantly impact its permeability.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which could contribute to its permeability.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar groups and a moderate molecular size and weight may hinder its permeability, while its lipophilicity, rigidity, and balanced membrane affinity may facilitate its permeation.

Final answer: Low-to-moderate permeability

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# 274

**SMILES:** CC1=C(C(=CC=C1)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=C(C=C3)Br)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, alkyl chains (e.g., COc1ccc), and a sulfonamide group (S+)(=O)([O-])Nc1ccc(Br)cc1 suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C26H24BrN5O4S. Its molecular weight is approximately 563.5 g/mol, which is relatively large. However, the presence of aromatic rings and a planar structure may facilitate its passage through the membrane.

3. Polarity: The molecule contains a sulfonamide group, which is polar, and a carbonyl group (C(=O)c2c(C)cccc2C), which is also polar. However, the overall polarity of the molecule is relatively low due to the presence of lipophilic aromatic rings and alkyl chains.

4. Charge: The molecule has a positive charge due to the sulfonamide group, which may hinder its permeability through the lipid bilayer.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups (sulfonamide and carbonyl) suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balance between lipophilicity and polarity suggests a moderate membrane affinity, which may result in low-to-moderate permeability.

Considering these properties, the molecule's permeability is likely to be affected by its charge, size, and hydration energy. The presence of a positive charge and moderate to high hydration energy may hinder its permeability, while its lipophilicity, rigidity, and aromaticity may facilitate it. However, the overall effect of these properties suggests that the molecule's permeability is likely to be low-to-moderate.

Final answer: Low-to-moderate permeability

------
# 275

**SMILES:** C[C@H]1C/C=C/C2[C@@H](C(=C)[C@H](C3[C@@]2([C@H](/C=C/[C@](C1)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings (c3ccccc3, C=CC(C)(O)CC(C)CC=CC3C1O), which contribute to its lipophilicity. However, the presence of oxygen-containing functional groups (OC(C)=O, C=O) also indicates some level of polarity. Overall, the molecule's lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H28N2O4. Its molecular weight is approximately 408 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains both polar (OC(C)=O, C=O) and nonpolar (c3ccccc3) regions. The polar surface area is moderate, and the number of hydrogen bond donors/acceptors is relatively low, indicating that the molecule is not highly polar.

4. **Charge**: The molecule does not appear to have any charged groups, suggesting that it is likely to be neutral.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. **Aromaticity**: The presence of multiple aromatic rings (c3ccccc3, C=CC(C)(O)CC(C)CC=CC3C1O) suggests that the molecule has a high degree of aromaticity, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of oxygen-containing functional groups (OC(C)=O, C=O) suggests that the molecule may have a moderate to high hydration energy, which could affect its permeability.

8. **Membrane Affinity**: The molecule's balanced combination of lipophilicity, polarity, and rigidity suggests that it may have a moderate to high affinity for the lipid bilayer, which is favorable for permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.
Final answer:  High permeability

------
# 276

**SMILES:** C1=CC=C(C=C1)CNC2=NC(=NC3=CC=CC=C32)NCC4=CC=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings (c1ccc, c2nc, c3ccccc3, and c3ccccc3), which generally contribute to higher lipophilicity. However, the presence of the CN and NCN groups may slightly reduce lipophilicity due to their polar nature. Overall, the molecule is likely to have moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C29H20N6, which corresponds to a molecular weight of approximately 432 g/mol. This is a relatively large molecule, but its size is not excessively high compared to other molecules with similar structures.

3. Polarity: The molecule contains several nitrogen atoms, which are part of the CN and NCN groups. These groups contribute to the molecule's polarity. However, the overall polar surface area is relatively low due to the presence of aromatic rings, which tend to reduce polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and the planar structure of the molecule suggest a high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of the CN and NCN groups may contribute to higher hydration energy, but the overall effect is likely to be moderate.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate to high lipophilicity, a moderate molecular size, low-to-moderate polarity, and a high degree of rigidity. These characteristics suggest that the molecule will have high permeability to the artificial membrane.

Final answer: High permeability

------
# 277

**SMILES:** CC1=C(C(C(=C(N1)C)C(=O)OCCCN2CCC(CC2)(C3=CC=CC=C3)C4=CC=CC=C4)C5=CC(=CC=C5)[N+](=O)[O-])C(=O)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (indicated by the presence of multiple benzene rings) and a carbonyl group, which suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the compound is C32H34N4O4S, which indicates a relatively large molecular size and weight. However, the presence of aromatic rings and a planar structure may help to reduce steric hindrance and facilitate membrane permeation.

3. Polarity: The molecule contains a polar sulfonamide group (-SO2NH-) and a carbonyl group, which are both polar functional groups. However, the overall polarity of the molecule is likely to be moderate due to the presence of several non-polar aromatic rings.

4. Charge: The molecule contains a positively charged nitrogen atom (indicated by the [N+](=O)[O-] group), which may reduce its ability to diffuse through the hydrophobic lipid bilayer.

5. Rigidity: The presence of multiple aromatic rings and a planar structure suggests a relatively rigid molecule, which may facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which are likely to contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups (such as the carbonyl and sulfonamide groups) suggests that the molecule may have a moderate to high hydration energy, which could reduce its ability to permeate the membrane.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely to be moderate, given its moderate polarity and lipophilicity.

Considering these properties, the molecule is likely to have moderate permeability to the artificial membrane. The presence of polar functional groups and a positively charged nitrogen atom may reduce its ability to diffuse through the membrane, while its lipophilicity and rigidity may facilitate membrane permeation to some extent.

Final answer: Low-to-moderate permeability

------
# 278

**SMILES:** C1=CC=C2C(=C1)/C(=C/C3=CC=CN3)/C(=O)N2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings (c2ccccc2 and c1ccc[nH]1) and a carbonyl group (O=C1), which suggests a moderate to high lipophilicity. This is likely to contribute to higher permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H11N2O, which corresponds to a molecular weight of approximately 223 g/mol. This is relatively small, suggesting that the molecule may have higher permeability due to its smaller size.

3. Polarity: The molecule contains a nitrogen atom (N) and a nitrogen-hydrogen bond (nH), which indicates a moderate level of polarity. However, the presence of aromatic rings and a carbonyl group may counterbalance this effect, making the overall polarity relatively low.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 279

**SMILES:** CC1=NN(C2=C1C(=CC(=O)N2)C(F)(F)F)CCC3=NC(=CS3)C4=CC=C(C=C4)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of multiple aromatic rings, fluorine atoms, and a carbonyl group suggests a high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C32H24F5N5O2S, which indicates a relatively large molecular size and weight. However, the presence of aromatic rings and a planar structure may facilitate its passage through the membrane.

3. Polarity: The molecule contains a carbonyl group, a sulfur atom, and a nitrogen atom, which contribute to its polarity. However, the presence of fluorine atoms and aromatic rings may reduce its overall polarity, making it more lipophilic.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of fluorine atoms and a carbonyl group may contribute to a lower hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a high degree of lipophilicity, rigidity, and a balanced membrane affinity, which are all favorable for high permeability. However, its relatively large size and moderate polarity may slightly reduce its permeability.

Final answer: High permeability

------
# 280

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4CCC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H22N6O4S2, which indicates a moderate molecular size and weight. This is not extremely large, but it's not extremely small either. However, the presence of several aromatic rings and a sulfonamide group might contribute to a relatively high molecular weight.

3. Polarity: The molecule contains a sulfonamide group, which is polar, and several aromatic rings, which are relatively nonpolar. The overall polarity of the molecule is moderate, which might affect its permeability.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfonamide group and several aromatic rings might contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of polar and nonpolar groups in the molecule suggests a moderate membrane affinity, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability to the artificial membrane. However, the presence of a sulfonamide group and several aromatic rings might slightly reduce its permeability due to increased polarity and molecular size.

Final answer: Low-to-moderate permeability

------
# 281

**SMILES:** CC1=C(C(=CC=C1)C)N[S+](=O)(C2=CC=CC(=C2)NC(=O)C3=C(C(=C(N3)C)C(=O)C)C)[O-]

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a thiophene ring, which contributes to its lipophilicity. However, the presence of a sulfonamide group (S(=O)([O-])N) suggests a moderate to high polarity, which may counterbalance the lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N4O3S. The molecular weight is approximately 432 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The presence of a sulfonamide group indicates a moderate to high polarity. However, the overall polarity of the molecule is likely to be moderate due to the presence of several aromatic rings and a thiophene ring, which contribute to its lipophilicity.

4. Charge: The molecule contains a sulfonamide group with a negative charge, which may affect its permeability. However, the overall charge of the molecule is likely to be neutral due to the presence of several aromatic rings and a thiophene ring, which may balance out the negative charge.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This suggests that the molecule is likely to have high permeability due to its ability to easily diffuse through the lipid bilayer.

6. Aromaticity: The presence of several aromatic rings, including a thiophene ring, suggests that the molecule has a high degree of aromaticity. This may contribute to its lipophilicity and ability to easily diffuse through the lipid bilayer.

7. Hydration Energy: The presence of a sulfonamide group and several aromatic rings suggests that the molecule has a moderate to low hydration energy. This may contribute to its ability to easily diffuse through the lipid bilayer.

8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer due to its moderate lipophilicity, moderate polarity, and small size. This suggests that the molecule is likely to have high permeability.

Based on the analysis of the given molecule's properties, it is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 282

**SMILES:** CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC(=CC=C2)S(=O)(=O)NC3=CC=CC=C3OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (c1ccccc1, c1cccc1, and c2[nH]c(C)c(C(C)=O)c2C), which contribute to its lipophilicity. Additionally, the presence of a carbonyl group (C(=O)c2[nH]c(C)c(C(C)=O)c2C) and a sulfonamide group (NS(=O)(=O)c1cccc(NC(=O)c2[nH]c(C)c(C(C)=O)c2C)c1) suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H20N4O5S, which indicates a moderate molecular size and weight (molecular weight: approximately 476 g/mol).

3. Polarity: The molecule contains a sulfonamide group (NS(=O)(=O)c1cccc(NC(=O)c2[nH]c(C)c(C(C)=O)c2C)c1), which is polar. However, the presence of several aromatic rings and a carbonyl group may counterbalance this polarity, resulting in a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of several aromatic rings and a planar sulfonamide group suggests a relatively rigid molecular structure.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a sulfonamide group and several carbonyl groups may contribute to a relatively low hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, a relatively low polar surface area, and a balanced membrane affinity. These characteristics are generally associated with high permeability in the PAMPA assay.

Final answer: High permeability

------
# 283

**SMILES:** C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C(=CC=C4)Cl)C5=C(C=NN5)Cl)C(=O)C1

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a chlorinated aromatic ring, which suggests a moderate to high lipophilicity. However, the presence of a nitrogen-containing heterocycle and a chlorine atom may also contribute to its polarity, potentially reducing its lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the compound is C22H17Cl2N5O, which suggests a relatively large molecular size and weight. This could negatively impact its permeability.

3. **Polarity**: The presence of a nitrogen-containing heterocycle, a chlorine atom, and an oxygen atom indicates a moderate to high polarity. The polar surface area and the number of hydrogen bond donors/acceptors are not explicitly calculated here, but the presence of these functional groups suggests a moderate to high polarity.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a nitrogen-containing heterocycle suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a nitrogen-containing heterocycle, a chlorine atom, and an oxygen atom suggests a moderate to high hydration energy, which could negatively impact membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar functional groups suggests a moderate to high membrane affinity.

Considering these properties, the molecule's permeability is likely to be **low-to-moderate**. The moderate to high lipophilicity, rigidity, and membrane affinity are balanced by the moderate to high polarity, large molecular size, and moderate to high hydration energy. These factors collectively suggest that the molecule may have difficulty diffusing through the artificial membrane.
Final answer:  Low-to-moderate permeability

------
# 284

**SMILES:** COC1=CC=CC=C1C2=NC3=CC=CC=C3C(=N2)NCC4=CC=C(C=C4)C5=CN=CC=C5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccccc1, c2ccc(-c3cccnc3)cc2, and c2ccccc2) and the cyclohexyl ring (Cc2ccc(-c3cccnc3)cc2) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability.

3. Polarity: The molecule contains a few nitrogen atoms, which can contribute to polarity. However, the presence of aromatic rings and the cyclohexyl ring may counterbalance this effect, making the overall polarity relatively low.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the cyclohexyl ring suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen and oxygen atoms may contribute to a relatively high hydration energy, but the overall effect is likely to be moderate.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability due to its relatively small size, high lipophilicity, and moderate polarity. The presence of aromatic rings and a cyclohexyl ring also suggests a high degree of rigidity, which can facilitate membrane permeation.

Final answer: High permeability

------
# 285

**SMILES:** CNC1(CCCCC1=O)C2=CC=CC=C2Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of a chlorine atom (Cl) and an aromatic ring (c2ccccc2Cl) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula CNC1(c2ccccc2Cl)CCCCC1=O indicates a relatively large molecular size and weight, which might negatively impact permeability.

3. Polarity: The presence of a carbonyl group (C=O) and a chlorine atom (Cl) suggests that the molecule has a moderate to high polarity, which might reduce permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of an aromatic ring and a carbonyl group suggests that the molecule has a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of an aromatic ring can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a chlorine atom suggests that the molecule has a moderate to high hydration energy, which might reduce membrane permeation.

8. Membrane Affinity: The balance between the molecule's lipophilicity and polarity suggests that it has a moderate affinity for both the aqueous phase and the lipid bilayer, which might result in moderate permeability.

Considering these properties, the molecule's permeability is likely to be moderate, with a slight bias towards low-to-moderate permeability due to its relatively large size and moderate to high polarity.

Final answer: Low-to-moderate permeability

------
# 286

**SMILES:** CCC(=O)NC(C1=CC=C(C=C1)OC)C2=CC(=C3C=CC=NC3=C2O)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc(OC)cc1, c1cc(Cl)c2cccnc2c1O) and the carbonyl group (CCC(=O)N) suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H19ClN2O3, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The presence of a carbonyl group (CCC(=O)N) and an aromatic ring with an ether group (c1ccc(OC)cc1) suggests a moderate polarity. However, the overall polarity is not high enough to significantly hinder permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar carbonyl group suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high membrane affinity, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, a moderate polarity, and a high degree of rigidity. These characteristics suggest that the molecule has a good balance of properties that would facilitate its permeation through the artificial membrane.

Final answer: High permeability

------
# 287

**SMILES:** CN1C=C(C2=CC=CC=C21)C3=C(C(=O)NC3=O)C4=CN(C5=CC=CC=C54)CCCSC(=N)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c3cn, c4ccccc34, c2ccccc21) and the carbonyl group (C(=O)NC2=O) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H20N4O2S. The molecular weight is approximately 452 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a sulfur atom (S) and nitrogen atoms (N), which can contribute to its polarity. However, the presence of aromatic rings and the carbonyl group may counterbalance this effect, making the overall polarity relatively low. The polar surface area (PSA) is not explicitly calculated here, but based on the structure, it is likely to be moderate.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of the carbonyl group and the sulfur atom may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 288

**SMILES:** CC(=O)C1=CC=C(C=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a carbonyl group (C=O) and an aromatic ring, which suggests a moderate to high lipophilicity. However, the presence of a nitrogen atom with a heterocyclic ring and a sulfur atom may reduce lipophilicity. Overall, lipophilicity is moderate.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H20N2O2S. The molecular weight is approximately 356 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a carbonyl group, a nitrogen atom, and a sulfur atom, which contribute to its polarity. However, the presence of aromatic rings and a relatively small molecular size may reduce its overall polarity. The polar surface area (PSA) is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a heterocyclic ring suggests a moderate degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom may contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule is likely to have high permeability due to its moderate lipophilicity, small size, and neutral charge. The presence of aromatic rings and a heterocyclic ring may also contribute to its ability to interact with the lipid bilayer.

Final answer: High permeability

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# 289

**SMILES:** CC1=CC=CC=C1N[S+](=O)(C2=CC=CC(=C2)NC(=O)C3=C(C(=C(N3)C)C(=O)C)C)[O-]

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring and a thiophene ring, which contribute to its lipophilicity. Additionally, the presence of a carbonyl group (C=O) and a sulfonamide group (S(=O)([O-])N) suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the molecule is C22H19N3O2S, which indicates a moderate molecular size and weight. This suggests that the molecule is not too large to permeate the artificial membrane.

3. Polarity: The molecule contains a sulfonamide group, which is polar, but the overall polarity of the molecule is moderate due to the presence of several non-polar aromatic rings. The polar surface area (PSA) of the molecule is likely to be moderate.

4. Charge: The molecule has a positive charge on the sulfonamide group, which may affect its permeability. However, the presence of a counterion (likely a chloride or sulfate ion) is not explicitly mentioned, so we will assume that the molecule is neutral for the purpose of this analysis.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the artificial membrane.

6. Aromaticity: The presence of several aromatic rings in the molecule suggests that it has a high degree of aromaticity, which may influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a sulfonamide group and several aromatic rings suggests that the molecule has a moderate to low hydration energy, which may facilitate its permeation through the artificial membrane.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it has a moderate to high affinity for the lipid bilayer, which may facilitate its permeation.

Based on these properties, the molecule is likely to have high permeability to the artificial membrane. The presence of several aromatic rings, moderate lipophilicity, and moderate polarity suggest that the molecule can interact favorably with the lipid bilayer, facilitating its permeation.

Final answer: High permeability

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# 290

**SMILES:** C[C@H]1CN(C[C@@H]1C2=NC(=NO2)C3=CN=CC=C3)C(=O)C4=NN(C5=CC=CC=C54)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (indole, pyridine, and phenyl) and a carbonyl group, which contribute to its lipophilicity. This suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 342 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a carbonyl group may increase its effective size due to steric hindrance.

3. Polarity: The molecule contains a pyridine ring, which is relatively polar, and a carbonyl group, which is also polar. Additionally, the presence of a nitro group (-NO2) contributes to its polarity. However, the overall polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively low.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a carbonyl group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups (pyridine, carbonyl, and nitro) suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar groups and a moderate molecular size may limit its permeability, but its lipophilicity, rigidity, and balanced membrane affinity suggest that it can still diffuse through the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 291

**SMILES:** CCCCOC1=CC=C(C=C1)CNC(=O)C2=NN3CCCN(C(=O)C3=C2)CC4=CC=C(C=C4)C

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of nitrogen-containing heterocycles (e.g., pyridine and pyrazine) and the amide group (C(=O)) also contribute to its polarity. The overall lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the compound is C32H32N6O3, which suggests a relatively large molecular size and weight. This might negatively impact its permeability.

3. **Polarity**: The presence of nitrogen-containing heterocycles, the amide group, and the aromatic rings contribute to the molecule's polarity. The polar surface area (PSA) is moderate to high.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and the heterocyclic system suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of nitrogen-containing heterocycles, the amide group, and the aromatic rings suggests a moderate to high hydration energy.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be **Low-to-moderate**. The moderate to high lipophilicity, moderate to high polarity, and moderate to high molecular size and weight contribute to this assessment. However, the molecule's rigidity and balanced membrane affinity also suggest that it may exhibit some degree of permeability.
Final answer:  Low-to-moderate permeability

------
# 292

**SMILES:** COC1=CC(=CC(=C1OC)OC)C(=O)N2CCN(CC2)C3=C(C=CC(=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, alkyl chains, and a carbonyl group suggests a relatively high lipophilicity. However, the presence of two chlorine atoms on the aromatic ring may slightly decrease lipophilicity due to their electron-withdrawing effect.

2. **Molecular Size and Weight**: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a carbonyl group, which is polar, and a hydroxyl group, which is also polar. However, the presence of two aromatic rings and the overall molecular structure may reduce the polar surface area, making it less polar than expected.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a carbonyl group suggests a relatively rigid structure, which may facilitate membrane permeation.

6. **Aromaticity**: The presence of two aromatic rings may contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. **Hydration Energy**: The presence of polar groups (carbonyl and hydroxyl) may increase the hydration energy, which could negatively impact permeability.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and polar surface area may result in a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be **High** due to its small size, neutral charge, and relatively high lipophilicity. However, the presence of polar groups and a moderate polar surface area may slightly reduce its permeability.

**Final answer: High permeability**

------
# 293

**SMILES:** COC1=CC=CC(=C1)NC2=NC(=NC3=CC=CC=C32)C4=CC=NC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (cyclic structures) and the absence of polar functional groups suggest that the molecule has a relatively high lipophilicity. This is a positive factor for permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is not explicitly provided, but based on the structure, it appears to be a relatively large molecule due to the presence of multiple aromatic rings and a few heterocyclic rings. This suggests a moderate to high molecular weight, which could negatively affect permeability.

3. **Polarity**: The molecule contains a few nitrogen atoms, which are part of aromatic rings and heterocyclic structures. However, the overall polarity of the molecule is likely low due to the dominance of non-polar aromatic and cyclic structures. This is a positive factor for permeability.

4. **Charge**: The molecule does not appear to have any charged functional groups, suggesting it is likely neutral. This is a positive factor for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and heterocyclic structures suggests a relatively rigid molecule. Rigidity can be beneficial for permeability, as it allows the molecule to more easily pass through the lipid bilayer.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer. This is a positive factor for permeability.

7. **Hydration Energy**: The presence of nitrogen atoms and the overall structure of the molecule suggest that it may have a moderate to low hydration energy, which is beneficial for permeability.

8. **Membrane Affinity**: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer appears to be favorable, given its lipophilicity and the presence of aromatic rings. This is a positive factor for permeability.

Considering these factors, the molecule appears to have a good balance of properties that favor high permeability through the artificial membrane. Therefore, the predicted permeability of the given molecule is:

Final answer: High permeability

------
# 294

**SMILES:** CC1=NC=C(C=C1)C2=CC=C(C=C2)CNC3=NC(=NC=C3C)C4=CC=CC=C4C(C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. The presence of a naphthalene-like structure (c1ccc(-c2ccc...)) and a phenyl ring (c4ccccc4) suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C32H24N4, which indicates a moderate molecular size and weight. This is not unusually large, but it's not extremely small either.

3. Polarity: The molecule contains a few nitrogen atoms, which are generally polar. However, the presence of multiple aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of multiple aromatic rings and a relatively planar structure suggests a high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of nitrogen atoms and the overall molecular structure suggest a moderate to low hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, a relatively low polar surface area, and a high degree of rigidity. These characteristics are generally associated with higher permeability in the PAMPA assay.

Final answer: High permeability

------
# 295

**SMILES:** CCOC(=O)C1=CC=C(C=C1)NC(=O)CSC2=NC3=C(C=C2C#N)N4CCC3CC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc, c2nc3c(cc2C#N)N2CCC3CC2) and a carbonyl group (CCOC(=O)c1) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24N6O3S, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either, suggesting a moderate permeability.

3. Polarity: The presence of a carbonyl group (CCOC(=O)c1) and a sulfur atom (CS) indicates a moderate level of polarity. However, the overall polarity of the molecule is relatively low due to the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors.

4. Charge: The molecule appears to be neutral, which is generally associated with better permeability compared to charged species.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a sulfur atom suggests a moderate to low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high membrane affinity, which is generally associated with better PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high degree of lipophilicity, a moderate molecular size and weight, a relatively low polarity, a neutral charge, a moderate to high degree of rigidity, and a moderate to high membrane affinity. These characteristics suggest that the molecule has a high permeability to the artificial membrane.

Final answer: High permeability

------
# 296

**SMILES:** CC(C1=CC=CC=C1)NC2=C(N=C(O2)C3=CC=C(O3)COC4=CC=C(C=C4)OC)C#N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2ccc, c3nc, c4ccccc4) and the alkyl chain (C#N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C32H25N3O4, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains several aromatic rings and a heterocyclic ring (c3nc), which are generally non-polar. However, the presence of oxygen (O) and nitrogen (N) atoms suggests a moderate level of polarity. The polar surface area is moderate, and the number of hydrogen bond donors/acceptors is relatively low, which is associated with higher permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a heterocyclic ring suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of aromatic rings and heterocyclic rings suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane in the PAMPA assay.
Final answer:  High permeability

------
# 297

**SMILES:** CCC(C(=O)NC1=CC=C(C=C1)F)SC2=NC3=CC=CC=C3C4=NC(=NN42)CCC5=C(NN=C5C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, I will analyze its properties based on the provided guidelines.

1. Lipophilicity: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. However, the presence of a carbonyl group (C(=O)) and a nitrogen atom in the pyridine ring may also contribute to its polarity. Overall, the lipophilicity of the molecule is moderate to high.

2. Molecular Size and Weight: The molecular formula of the molecule is C26H22F2N4O2S, which suggests a relatively large molecular size and weight. This may negatively impact its permeability.

3. Polarity: The molecule contains a carbonyl group and a pyridine ring, which contribute to its polarity. However, the presence of several aromatic rings and a sulfur atom may also contribute to its lipophilicity. The polar surface area (PSA) of the molecule is moderate, which may affect its permeability.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This may facilitate its permeation through the membrane.

6. Aromaticity: The presence of several aromatic rings in the molecule may influence its lipophilicity and interactions with the lipid bilayer, thereby affecting its permeability.

7. Hydration Energy: The molecule contains several polar functional groups, which may contribute to its hydration energy. However, the presence of several aromatic rings and a sulfur atom may also contribute to its lipophilicity. The hydration energy of the molecule is moderate.

8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for its permeability.

Based on the analysis of the molecule's properties, I predict that it has:

Final answer: Low-to-moderate permeability

------
# 298

**SMILES:** C1=CC=C2C(=C1)C3=C(C2=O)C(SC4=CC=CC=C4N3)C5=CC=CO5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c3ccccc3, c2ccccc2, and c2ccco2) and a sulfur atom (SC2) suggests that the molecule has a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16N2O2S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a carbonyl group (O=C1), aromatic rings, and a sulfur atom, which contribute to its lipophilicity. However, the presence of a nitrogen atom (N) and a carbonyl group suggests some level of polarity. The polar surface area and hydrogen bond donors/acceptors are moderate, which might slightly reduce permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a relatively rigid molecule, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a carbonyl group and a sulfur atom might contribute to a moderate hydration energy, which could affect membrane permeation.

8. **Membrane Affinity**: The balance of lipophilic and polar regions in the molecule suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** due to its moderate size, high lipophilicity, and balanced membrane affinity.
Final answer:  High permeability

------
# 299

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=C(C=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc, c2ccc, c3nc, c4ccccc4) and the sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H18ClN5O4S, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either. However, the presence of several aromatic rings and a sulfonamide group may contribute to a relatively high molecular weight.

3. Polarity: The molecule contains a sulfonamide group (S(=O)(=O)N), which is polar. However, the presence of several aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a planar sulfonamide group suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfonamide group and several aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate to high permeability to the artificial membrane. However, the presence of a sulfonamide group and a relatively high molecular weight may slightly reduce its permeability.

Final answer: Low-to-moderate permeability

------
# 300

**SMILES:** CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)OC(=O)C)CCC4=C/C(=N/O)/CC[C@H]34

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several alkyl chains (C#CC1, CCC2, CCC3, CCC4, and CCC21) and aromatic rings (C4=CC(=NO)CCC4), which contribute to its lipophilicity. This suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H29NO3, which indicates a moderate molecular size and weight.

3. Polarity: The molecule contains a nitro group (NO) and an ester group (OC(C)=O), which contribute to its polarity. However, the presence of several alkyl chains and aromatic rings reduces its overall polarity.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate degree of rigidity.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of the nitro group and ester group may contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate lipophilicity, a moderate molecular size and weight, and a moderate degree of rigidity. The presence of polar groups and a nitro group may slightly reduce its permeability. However, the overall balance of properties suggests that the molecule should have a moderate ability to diffuse through the artificial membrane.

Final answer: Low-to-moderate permeability.

------
# 301

**SMILES:** CC1=C(C=CC2=C1OC(CC2)(C)C)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of oxygen atoms and the carbonyl group also indicates some level of polarity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H16O3, which suggests a relatively small molecular size and weight.

3. Polarity: The molecule contains oxygen atoms and a carbonyl group, indicating a moderate level of polarity.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the molecular formula.

5. Rigidity: The presence of aromatic rings and a carbonyl group suggests a relatively rigid molecular structure.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of oxygen atoms and the carbonyl group suggests a moderate level of hydration energy.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high membrane affinity.

Considering these properties, the molecule appears to have a moderate level of lipophilicity, a relatively small molecular size, and a balanced membrane affinity. However, the presence of oxygen atoms and the carbonyl group also indicates some level of polarity. Based on these factors, the predicted permeability of the molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

------
# 302

**SMILES:** CCN(CC)S(=O)(=O)C1=CC=CC(=C1)C(=O)NC2=CC=C(C=C2)C#N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings (indicated by "c" and "ccc" patterns) and a sulfone group (S(=O)(=O)), which suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C19H16N4O3S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The presence of a sulfone group and a nitro group (C#N) suggests a moderate to low polar surface area, which is favorable for permeability. However, the presence of a carbonyl group (C(=O)N) and a nitrogen atom may slightly increase the polarity, making it less favorable.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar sulfone group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of a sulfone group and a nitro group suggests a relatively low hydration energy, which is beneficial for membrane permeation.

8. **Membrane Affinity**: The balance of lipophilic and polar groups in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane due to its moderate size, high lipophilicity, and balanced polarity, as well as its neutral charge and relatively low hydration energy.
Final answer:  High permeability

------
# 303

**SMILES:** COC(=O)CNC(=O)C1=NC(=C2N1C=CN=C2)C3=C(C=C(C=C3)Cl)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, chlorine atoms, and a carbonyl group suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 342 g/mol, which is relatively moderate. However, the molecular size is not explicitly provided, but based on the structure, it appears to be a relatively large molecule.

3. Polarity: The molecule contains a carbonyl group, aromatic rings, and chlorine atoms, which contribute to its lipophilicity but also suggest a moderate level of polarity. The presence of nitrogen and oxygen atoms also indicates a moderate level of polarity.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests that the molecule has a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of carbonyl and amide groups suggests that the molecule may have a moderate to high hydration energy, which could negatively impact membrane permeation.

8. Membrane Affinity: The balance of lipophilic and polar regions in the molecule suggests that it may have a moderate affinity for both the aqueous phase and the lipid bilayer, which could result in moderate permeability.

Considering these properties, the molecule appears to have a moderate level of lipophilicity, a moderate molecular size, and a moderate degree of polarity. The presence of aromatic rings and a relatively planar structure suggests that it may have a moderate to high degree of rigidity. However, the moderate to high hydration energy and the balance of lipophilic and polar regions in the molecule suggest that it may have a moderate affinity for both the aqueous phase and the lipid bilayer.

Based on these factors, the predicted permeability of the molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

------
# 304

**SMILES:** CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=C(C=C2)NCC3=CC=C(O3)C4=CC=C(C=C4)C#N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several alkyl chains (CC(C)(C)O, CC(C)(C)OC(=O)N1, and CCN(c2ccc(NCc3ccc(-c4ccc(C#N)cc4)o3)cc2)CC1) and aromatic rings (c2ccc(NCc3ccc(-c4ccc(C#N)cc4)o3)cc2), which contribute to its lipophilicity. This suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 434.58 g/mol, which is moderate. However, the presence of several aromatic rings and a relatively large molecular structure may indicate a larger size.

3. Polarity: The molecule contains a carbonyl group (C(=O)N1) and a nitro group (-C#N), which contribute to its polarity. However, the overall polarity of the molecule is moderate due to the presence of several alkyl chains and aromatic rings.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of several aromatic rings and a relatively large molecular structure suggests a moderate degree of rigidity.

6. Aromaticity: The molecule contains several aromatic rings, which contribute to its lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitro group may contribute to a moderate hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a moderate membrane affinity.

Considering these properties, the molecule's permeability to the artificial membrane is likely to be moderate. The presence of several aromatic rings and a relatively large molecular structure may hinder its permeability, while its moderate lipophilicity and polarity may facilitate its passage through the membrane.

Final answer: Low-to-moderate permeability

------
# 305

**SMILES:** CC1=CC=C(C=C1)N(C)S(=O)(=O)C2=CC=C(C=C2)C3=CN=C(O3)C4CC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccc, c2ccc, c3cnc) and the sulfur-containing group (S(=O)(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H20N4O4S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a nitrogen atom (N(C)) and a sulfur atom (S(=O)(=O)), which are polar atoms. However, the presence of aromatic rings and the sulfur-containing group also contributes to its lipophilicity, making its overall polarity relatively low.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfur-containing group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar atoms (N, S) and the sulfur-containing group suggests a moderate hydration energy, which may not significantly hinder membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane in the PAMPA assay.
Final answer:  High permeability

------
# 306

**SMILES:** CC1=CC(=C(C=C1)C)CN2CCC(CC2)CNC(=O)NC3=C(C=C(C=C3)Br)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., Cc1ccc(C)c(CN2CCC(CNC(=O)Nc3ccc(Br)cc3F)CC2)c1) and the CN, CO, and Br groups suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H25BrF2N5O. The molecular weight is approximately 524.38 g/mol, which is relatively moderate. However, the presence of several aromatic rings and a few heteroatoms suggests a moderate to large molecular size. This might slightly reduce permeability.

3. **Polarity**: The molecule contains several polar groups, including the amide (C(=O)N), amine (CNC(=O)N), and aromatic nitrogens, as well as the Br and F atoms. However, the overall polar surface area is relatively low, and the presence of lipophilic groups (e.g., aromatic rings, alkyl chains) might counterbalance the polarity, making it less of a limiting factor for permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of polar groups and the overall molecular structure suggest a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between lipophilic and polar groups in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane. The presence of lipophilic groups, a moderate molecular size, and a balanced polarity and rigidity suggest that the molecule can effectively interact with the lipid bilayer and diffuse through it.

Final answer: High permeability

------
# 307

**SMILES:** CCOC(=O)C1=CC(=NC2=C1C(=NN2CCC#N)C)C3=CC=CO3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and a carbonyl group, which contribute to its lipophilicity. However, the presence of a nitrogen atom with a double bond (#N) suggests a degree of polarity. Overall, the lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C19H16N4O2, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. **Polarity**: The presence of a carbonyl group and a nitrogen atom with a double bond indicates a moderate to high degree of polarity. However, the overall molecular structure suggests that the polarity is not extremely high.

4. **Charge**: The molecule does not appear to have a formal charge, but the presence of a nitrogen atom with a double bond suggests that it may have some degree of partial positive charge. However, this is not a significant factor in this case.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This suggests that the molecule is relatively rigid.

6. **Aromaticity**: The presence of several aromatic rings suggests that the molecule has a high degree of aromaticity.

7. **Hydration Energy**: The presence of a carbonyl group and a nitrogen atom with a double bond suggests that the molecule has a moderate to high degree of hydration energy.

8. **Membrane Affinity**: The molecule's moderate lipophilicity, moderate polarity, and moderate size suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer.

Based on these properties, the molecule is likely to have **high permeability** to the artificial membrane. The combination of moderate lipophilicity, moderate polarity, and a balanced membrane affinity suggests that the molecule can easily diffuse through the lipid bilayer.
Final answer:  High permeability

------
# 308

**SMILES:** CNC1=NC2=C(S1)C(CC(=O)N2)C3=CC=CC=C3F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccccc1) and fluorine (F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is CNc1nc2c(s1)C(c1ccccc1F)CC(=O)N2. Calculating the molecular weight yields approximately 246.19 g/mol, which is relatively small. This suggests that the molecule's size is not a significant barrier to permeability.

3. **Polarity**: The molecule contains a cyano group (CN), a nitro group (NO2 implied by the structure, though not explicitly stated, but considering the context it seems to be a typo and it should be a nitro group), and a carbonyl group (CC(=O)), which are polar. However, the presence of a fluorine atom and the aromatic rings may counterbalance the polarity, making the overall polar surface area relatively low.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups (cyano, nitro, and carbonyl) suggests that the molecule may have a moderate to high hydration energy, which could negatively affect membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polar interactions suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that favor high permeability. The presence of aromatic rings, a relatively small size, and a moderate level of polarity and hydration energy all contribute to this assessment.

Final answer: High permeability

------
# 309

**SMILES:** C1CCN(CC1)C2=NC(=CS2)C3=CC=C(C=C3)Br

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the cyclohexane ring (N3CCCCC3) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H16N2S, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, suggesting a moderate permeability.

3. Polarity: The molecule contains a sulfur atom, which contributes to its polarity. However, the presence of aromatic rings and the cyclohexane ring may counterbalance this effect to some extent. The polar surface area (PSA) is moderate, which might affect permeability.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the cyclohexane ring suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of sulfur and nitrogen atoms may contribute to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer appears to be moderate, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability. The presence of aromatic rings and a cyclohexane ring contributes to its lipophilicity, while the moderate molecular size, polarity, and hydration energy may limit its permeability. Overall, the molecule's properties suggest a balance between favorable and unfavorable characteristics for membrane permeation.

Final answer: Low-to-moderate permeability

------
# 310

**SMILES:** C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C=CC=C4Cl)C5=C(C=NN5)Cl)C(=O)C1

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1[nH]ncc1Cl, c1nc3c(Cl)cccc3o1) and the overall molecular structure suggest a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is not explicitly provided, but based on the structure, it appears to be a relatively large molecule with a molecular weight likely in the range of 400-600 g/mol. This size could potentially limit its permeability.

3. **Polarity**: The molecule contains several aromatic rings and a few heteroatoms (N, Cl, O), which contribute to its overall polarity. However, the presence of a relatively low number of hydrogen bond donors and acceptors suggests a moderate polarity, which might not significantly hinder its permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar structure suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing its permeability.

7. **Hydration Energy**: The presence of aromatic rings and heteroatoms might contribute to a moderate hydration energy, which could impact its ability to permeate the membrane.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions in the molecule could result in a moderate membrane affinity, which is generally favorable for permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively large size, moderate polarity, and a balanced membrane affinity. These characteristics suggest that the molecule would likely exhibit **low-to-moderate permeability** in the PAMPA assay.

Final answer: Low-to-moderate permeability

------
# 311

**SMILES:** COC1=C(C=C(C=C1)S(=O)(=O)N2CCOCC2)NC(=O)C3=CC(=CC=C3)N4C=CC=C4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccc, c1cccc) and the sulfonamide group (S(=O)(=O)N2CCOCC2) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H24N4O5S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfonamide group, which is polar, and several aromatic rings, which are relatively nonpolar. The overall polarity of the molecule is moderate, which might slightly reduce its permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups like the sulfonamide and the amide (NC(=O)c1cccc(-n2cccc2)c1) suggests a moderate hydration energy, which might slightly reduce permeability.

8. **Membrane Affinity**: The balance between the polar and nonpolar parts of the molecule suggests a moderate membrane affinity, which is generally favorable for permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** due to its moderate size, high lipophilicity, and balanced polarity. However, the presence of polar groups might slightly reduce its permeability compared to a purely nonpolar molecule.

**Final answer: High permeability**

------
# 312

**SMILES:** CC1=CC2=C(C=C1)SC3=C(C=C(C=C3)C(=O)NC4CCCC4)N=C2C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a thiophene ring (Sc2ccc(C)cc21) and a carbonyl group (C(=O)NC3CCCC3), which suggests a moderate to high lipophilicity. However, the presence of a nitrogen atom in the thiophene ring and the amide group (NC(=O)NC3CCCC3) may reduce lipophilicity. Overall, the lipophilicity is moderate.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H16N2O2S. The molecular weight is approximately 324 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a thiophene ring, an amide group, and a carbonyl group, which are relatively polar. However, the overall polarity of the molecule is moderate due to the presence of lipophilic groups.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains a thiophene ring and a carbonyl group, which contribute to its rigidity. This rigidity may facilitate membrane permeation.

6. Aromaticity: The presence of thiophene and benzene rings suggests that the molecule is aromatic, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups such as the amide and carbonyl groups may contribute to a moderate hydration energy.

8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its moderate lipophilicity, small size, and neutral charge. The presence of polar groups and aromatic rings may also contribute to its ability to interact with the lipid bilayer and facilitate membrane permeation.

Final answer: High permeability

------
# 313

**SMILES:** C1CN(CCN1)C2=NC(=CS2)C3=CC=C(C=C3)Br

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the absence of polar functional groups suggest that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C14H14BrN3O, which indicates a moderate molecular size and weight. This suggests that the molecule is likely to have a moderate permeability.

3. Polarity: The molecule contains a bromine atom, which is a polar atom, and a nitrogen atom, which can participate in hydrogen bonding. However, the presence of aromatic rings and the absence of highly polar functional groups suggest that the molecule has a relatively low polar surface area, which is associated with higher permeability.

4. Charge: The molecule is neutral, which is generally associated with better permeability compared to charged species.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggest that it has a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. In this case, the aromatic rings are likely to contribute to the molecule's lipophilicity and facilitate membrane permeation.

7. Hydration Energy: The presence of a bromine atom and a nitrogen atom suggests that the molecule has a moderate to high hydration energy, which may hinder membrane permeation. However, the overall molecular structure and the presence of aromatic rings may mitigate this effect.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate molecular size suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer, which is associated with better PAMPA permeability.

Considering these properties, the molecule is likely to have a moderate to high permeability to the artificial membrane. However, the presence of a bromine atom and a nitrogen atom may slightly reduce its permeability. Overall, the molecule's properties suggest that it has a high permeability.

Final answer: High permeability

------
# 314

**SMILES:** COC1=CC=CC=C1N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccccc1 and n1cnc2cc...) and a carbonyl group (C(=O)N3CCCCC3) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N4O, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group, which is polar, but the overall polarity is relatively low due to the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: High permeability

------
# 315

**SMILES:** C1=CC2=C(C=CC(=C2N=C1)O)CNC3=C(C=C(C=C3)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, fluorine atoms, and a nitrile group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H12F4N4O, which indicates a moderate molecular size and weight. This is not unusually large, so it's likely to have a moderate to high permeability.

3. Polarity: The molecule contains a nitrile group (CN), which is a polar functional group, and a nitrogen atom in an aromatic ring, which can also contribute to polarity. However, the presence of fluorine atoms and the overall molecular structure suggest a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of fluorine atoms and the nitrile group may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilic and polar functional groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 316

**SMILES:** CC(=O)NC1=CC=C(C=C1)OCC2=C(C=CC(=C2)C3=NC4=CC=CC=C4C(=O)N3CC5=CC=CC=C5)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a carbonyl group (C(=O)) and a nitrogen-containing ring suggests a moderate to high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C32H24N4O4. Its molecular weight is approximately 504.55 g/mol, which is relatively large. However, the presence of aromatic rings and a planar structure may facilitate its passage through the membrane.

3. **Polarity**: The molecule contains both polar (e.g., carbonyl, amide) and nonpolar (e.g., aromatic rings) regions. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively low, suggesting a moderate polarity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar groups (e.g., carbonyl, amide) suggests a moderate hydration energy, which may affect membrane permeation.

8. **Membrane Affinity**: The balanced presence of polar and nonpolar regions suggests a moderate to high membrane affinity.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane. The presence of aromatic rings, a planar structure, and a moderate polarity contribute to its ability to diffuse through the lipid bilayer.
Final answer:  High permeability

------
# 317

**SMILES:** CC(C)OC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of a carbonyl group and a sulfur atom also indicates some level of polarity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H25N2O2S. The molecular weight is approximately 383 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule has a moderate level of polarity due to the presence of a carbonyl group and a sulfur atom. However, the overall polarity is not extremely high, which could still allow for some level of permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings suggests a relatively rigid structure, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a sulfur atom suggests a moderate level of hydration energy, which could affect membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its moderate lipophilicity and polarity, suggests that it could exhibit good PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its small size, moderate lipophilicity, and balanced membrane affinity.

Final answer: High permeability

------
# 318

**SMILES:** CN1CCN(CC1)C2=CC=C(C=C2)NC3=NC=C(C(=N3)OC4=CC=CC(=C4)NC(=O)C=C)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which contribute to its lipophilicity. However, the presence of a nitrogen-containing heterocycle and a chlorine atom may also introduce some polarity. Overall, the lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. The molecular size is also moderate, with a total of 34 heavy atoms.

3. Polarity: The molecule has a moderate polar surface area (PSA) due to the presence of the nitrogen-containing heterocycle and the chlorine atom. However, the overall polarity is not extremely high.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar nitrogen-containing heterocycle suggests a moderate to high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen-containing heterocycle may contribute to a moderate hydration energy.

8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, moderate molecular size, and balanced membrane affinity. However, the presence of a moderate polar surface area and a nitrogen-containing heterocycle may slightly reduce its permeability.

Final answer: High permeability

------
# 319

**SMILES:** CCCOC(=O)C1=CC=C(C=C1)OC2=C(NN=C2C3=C(C=C(C=C3)O)O)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and the ester group (CCCOC(=O)c1ccc(Oc2c(-c3ccc(O)cc3O)n[nH]c2C)cc1) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H18N2O5, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The presence of oxygen atoms in the molecule (Oc2c(-c3ccc(O)cc3O)n[nH]c2C) and the ester group suggests a moderate level of polarity. However, the overall polarity is not extremely high, which is beneficial for permeability.

4. Charge: The molecule appears to be neutral, which is a good sign for permeability.

5. Rigidity: The presence of aromatic rings and the ester group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of oxygen atoms and the ester group suggests a moderate level of hydration energy, which is not extremely high and may facilitate membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that are associated with high permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: High permeability

------
# 320

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3ccccc3F) and a carbonyl group (NC(=O)C) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H15FN2O, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group (NC(=O)C), which is polar, and a fluorine atom (c3ccccc3F), which is also polar. However, the overall polarity of the molecule is relatively low due to the presence of non-polar aromatic rings and a relatively low number of hydrogen bond donors/acceptors.

4. Charge: The molecule appears to be neutral, which is a good sign for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. In this case, the aromatic rings are likely to contribute to the molecule's lipophilicity and facilitate its interaction with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a fluorine atom suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The molecule appears to have a balanced affinity for both the aqueous phase and the lipid bilayer, which is a good sign for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 321

**SMILES:** C1C(C2(CN1CC3=CC=C(C=C3)O)CN(C2)C4=CC=CC=C4)CNC5=CC=CC=C5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of nitrile (-CN) groups also suggests a degree of polarity. Overall, the lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C32H24N6, which suggests a relatively large molecular size. However, the presence of aromatic rings and the overall planarity of the molecule might reduce its effective size for permeation.

3. **Polarity**: The molecule contains both polar (nitrile groups) and nonpolar (aromatic rings) components. The polar surface area and the number of hydrogen bond donors/acceptors are moderate, which might slightly reduce its permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the overall planarity of the molecule suggest a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of nitrile groups suggests a moderate to high hydration energy, which might slightly reduce its permeability.

8. **Membrane Affinity**: The balanced presence of polar and nonpolar components suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit moderate to high lipophilicity, moderate size, and a balanced polarity. Its rigidity and aromaticity are beneficial for permeation, but the moderate hydration energy and polar surface area might slightly reduce its permeability. Overall, the molecule is expected to have **high permeability** to the artificial membrane.
Final answer:  High permeability

------
# 322

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=C(C=C2)F)C(=O)NC3=NC(=CS3)C4=CC=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2ccc, c3ccccc3) and the sulfonamide group (S(=O)(=O)N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H17F2N5O4S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfonamide group, which is polar, and a fluorine atom, which is also polar. However, the presence of aromatic rings and the overall molecular structure suggests a relatively low polar surface area compared to the molecular size, which could contribute to higher permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfonamide group suggests a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups (sulfonamide and fluorine) suggests a moderate to high hydration energy, which might slightly reduce permeability.

8. **Membrane Affinity**: The balance between the polar and nonpolar parts of the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability due to its moderate size, balanced polarity, and the presence of aromatic rings and a sulfonamide group, which contribute to its lipophilicity and rigidity.

Final answer: High permeability

------
# 323

**SMILES:** C1=CSC(=C1)C2=NN=C(O2)NC(=O)C3=CC=C(C=C3)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc(Cl)cc1) and a carbonyl group (O=C) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H12ClN3O2, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group (O=C), which is polar, and a chlorine atom (Cl), which is also polar. However, the presence of aromatic rings and a relatively low molecular weight suggests that the overall polarity of the molecule might not be too high.

4. Charge: The molecule appears to be neutral, which is a good sign for permeability.

5. Rigidity: The presence of aromatic rings and a planar carbonyl group suggests a relatively rigid molecular structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a chlorine atom suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar groups in the molecule suggests a good affinity for both the aqueous phase and the lipid bilayer, which can lead to better PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that are associated with high permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: High permeability

------
# 324

**SMILES:** CN1CCCN(CC1)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c2ccccc2 and c2ccc(Cl)cc2) and the CN and CCN groups suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is CN1CCCN(C(c2ccccc2)c2ccc(Cl)cc2)CC1, which indicates a moderate molecular size and weight. This suggests that the molecule is not too large to permeate the membrane.

3. Polarity: The molecule contains a few polar groups (CN, CCN, and Cl), but the overall polarity is relatively low due to the presence of several aromatic rings and the CCN group, which contributes to its lipophilicity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the CCN group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar groups (CN, CCN, and Cl) suggests a moderate hydration energy, which may not significantly hinder membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a balanced polarity, charge, and rigidity. These characteristics suggest that the molecule would have a moderate to high affinity for the lipid bilayer and a moderate to high ability to diffuse through the artificial membrane.

Final answer: High permeability

------
# 325

**SMILES:** CN(CC1=CC=C(C=C1)/C=C/C(=O)NO)CC23CC4CC(C2)CC(C4)C3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc(C=CC(=O)NO)cc1) and the CN group suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is CN(Cc1ccc(C=CC(=O)NO)cc1)CC12CC3CC(CC(C3)C1)C2. This suggests a relatively large molecular size and weight, which might negatively affect permeability.

3. **Polarity**: The presence of a nitro group (NO) and a carbonyl group (C=CC(=O)NO) indicates a moderate to high polarity, which could negatively affect permeability due to increased interactions with the aqueous phase.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively rigid structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability.

7. **Hydration Energy**: The presence of polar groups (nitro and carbonyl) suggests a moderate to high hydration energy, which might negatively affect membrane permeation.

8. **Membrane Affinity**: The balance between lipophilicity and polarity suggests a moderate membrane affinity, which could result in moderate permeability.

Considering these properties, the molecule's permeability is likely to be **low-to-moderate** due to its relatively large size, moderate to high polarity, and moderate membrane affinity.
Final answer:  Low-to-moderate permeability

------
# 326

**SMILES:** CC(C)(C#N)C1=CC=C(C=C1)N2C3=C4C=C(C=CC4=NC=C3COC2=O)C5=CC6=CC=CC=C6N=C5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc, c3cnc4, c5cnc6, and c6ccccc6) and the triple bond (C#N) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C29H24N6O2, which indicates a moderate molecular size and weight. This is not extremely large, but it's not extremely small either. However, the presence of multiple aromatic rings and a triple bond might make it slightly more rigid, which could positively affect permeability.

3. Polarity: The molecule contains a few nitrogen atoms, which could contribute to a moderate polar surface area. However, the presence of aromatic rings and the triple bond might reduce the overall polarity, making it more lipophilic.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a triple bond suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen and oxygen atoms might contribute to a moderate hydration energy, but the overall effect is likely to be relatively low due to the molecule's lipophilic nature.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. The presence of aromatic rings, a triple bond, and a relatively low molecular size and weight suggest that it can easily diffuse through the artificial membrane.

Final answer: High permeability

------
# 327

**SMILES:** CN1CCN(CC1)C2=NC3=C(C=CC(=C3)Cl)NC4=CC=CC=C42

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3cc(Cl)ccc3Nc3ccccc32) and the CN1CCN group suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is CN1CCN(C2=Nc3cc(Cl)ccc3Nc3ccccc32)CC1, which indicates a relatively large molecular size and weight. However, the presence of aromatic rings and the CN1CCN group may help to reduce the overall size and weight of the molecule, making it more permeable.

3. Polarity: The molecule contains a low polar surface area and a low number of hydrogen bond donors/acceptors, which are associated with higher permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the CN1CCN group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of aromatic rings and the CN1CCN group may contribute to a lower hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced affinity for both the aqueous phase and the lipid bilayer, due to the presence of aromatic rings and the CN1CCN group, suggests that the molecule will exhibit good PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 328

**SMILES:** CCC1=CC=C(C=C1)NC(=O)C2=NN3C=CC=NC3=C2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of a nitrogen atom in the aromatic ring and the carbonyl group may also contribute to some polarity. Overall, the lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H15N5O. The molecular weight is approximately 313 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a carbonyl group and a nitrogen atom in the aromatic ring, which may contribute to some polarity. However, the overall polarity is likely moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests that the molecule is relatively rigid, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom may contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests that the molecule has a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability due to its moderate to high lipophilicity, small size, and neutral charge. The presence of aromatic rings and a planar structure also suggests that the molecule can easily permeate the membrane.

Final answer: High permeability

------
# 329

**SMILES:** CC1=NN2CCCN(C2=C1C3=CC=CC=C3C4=CC=CC=C4)CC5CC5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings (c1ccccc1 and c1ccccc1), which contribute to its lipophilicity. This suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is Cc1nn2c(c1-c1ccccc1-c1ccccc1)N(CC1CC1)CCC2. Calculating the molecular weight, we get approximately 342.45 g/mol. This is a relatively large molecule, which might negatively impact its permeability.

3. Polarity: The molecule contains a nitrogen-nitrogen double bond (nn) and a nitrogen atom bonded to a carbon chain (N(CC1CC1)CCC2), which could contribute to its polarity. However, the presence of multiple aromatic rings and a relatively large molecular size might counterbalance this effect.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the molecular formula.

5. Rigidity: The presence of multiple aromatic rings and a relatively rigid molecular structure suggests that the molecule is quite rigid.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: Without specific information on the hydration energy of the molecule, it's difficult to make a direct assessment.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is uncertain without further analysis.

Considering these properties, the molecule's high lipophilicity, rigidity, and aromaticity suggest that it might have high permeability. However, its relatively large molecular size and potential polarity might counteract this effect.

Final answer: High permeability

------
# 330

**SMILES:** CC(C)(C)C1=CC=C(C=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several alkyl chains (CC(C)(C)c1ccc(-n2cnc3cc(C(=O)N4CCCCC4)ccc32)cc1) and aromatic rings, which contribute to its lipophilicity. This suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H28N4O. Its molecular weight is approximately 408 g/mol, which is relatively small. This indicates that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a nitro group (-n2cnc3cc(C(=O)N4CCCCC4)ccc32), which is polar. However, the presence of several aromatic rings and alkyl chains may counterbalance this polarity, making the overall polarity of the molecule relatively low.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar nitro group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a nitro group and a carbonyl group (C(=O)N4CCCCC4) suggests that the molecule may have a moderate to high hydration energy, which could negatively impact its permeability.

8. Membrane Affinity: The molecule's balanced lipophilicity, small size, and neutral charge suggest that it has a good affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability due to its small size, balanced lipophilicity, and neutral charge. However, the presence of polar functional groups and a moderate to high hydration energy may slightly reduce its permeability.

Final answer: High permeability

------
# 331

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=CC=CC=C4C=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3ccc4ccccc4c3) and a carbonyl group (NC(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N4O, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group (NC(=O)), which is polar, and a few nitrogen atoms, which can also contribute to polarity. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity, which might not be a significant barrier to permeability.

4. Charge: The molecule appears to be neutral, which is a good sign for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer, which can influence permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings might contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of polar and nonpolar groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which can facilitate permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. However, the presence of a polar carbonyl group and a moderate molecular size and weight might slightly reduce its permeability compared to extremely lipophilic or small molecules.

Final answer: High permeability

------
# 332

**SMILES:** CC1=CC=C(C=C1)N2C(=C3C(=NN(C(=O)C3=N2)CCCC(=O)NCC4=CC=CC=C4F)C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccc, c3c(=O)n(CCCC(=O)NCc4ccccc4F)nc(C)c3c2C) and the fluorine atom (F) suggests a relatively high lipophilicity. However, the presence of the amide group (C(=O)N) and the nitro group (C(=O)N) may slightly reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H20F2N8O4. The molecular weight is approximately 528 g/mol, which is relatively large. However, the molecular size is not excessively large, considering the presence of aromatic rings and the overall planarity of the molecule.

3. **Polarity**: The molecule contains several polar functional groups, including amide (C(=O)N), nitro (C(=O)N), and aromatic nitrogens. However, the presence of the fluorine atom and the aromatic rings may reduce the overall polarity. The polar surface area (PSA) is likely moderate.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity.

6. **Aromaticity**: The molecule contains several aromatic rings, which may influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar functional groups (amide, nitro) may result in a moderate to high hydration energy.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar functional groups suggests a moderate to high membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate to high lipophilicity, moderate molecular size, moderate polarity, and a balanced membrane affinity. These characteristics suggest that the molecule would have **high permeability** to the artificial membrane.

Final answer: High permeability

------
# 333

**SMILES:** C1CC(=O)NC2=C1C=CC(=C2)OCCCCN3CCN(CC3)C4=C(C(=CC=C4)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c2ccc, c4cccc(Cl)c4Cl) and the overall molecular structure suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C28H30Cl2N4O2, which indicates a moderate molecular size and weight. This size is not excessively large, which is beneficial for permeability.

3. **Polarity**: The molecule contains several aromatic rings and a few heteroatoms (N, O, Cl), which contribute to its overall polarity. However, the presence of a relatively low number of hydrogen bond donors/acceptors (e.g., N, O) and a moderate polar surface area suggests that the molecule is not extremely polar.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and a relatively planar molecular structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of aromatic rings and heteroatoms (N, O) may contribute to a moderate hydration energy, which could impact membrane permeation.

8. **Membrane Affinity**: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high potential for permeability through the artificial membrane. However, the exact permeability cannot be precisely predicted without experimental data.

**Final answer: High permeability**

------
# 334

**SMILES:** CC1CCCN(C1)C(=O)C2=CC3=C(C=C2)N(C=N3)C4=CC=CC(=C4)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings and a carbonyl group, which suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24N4O, which corresponds to a molecular weight of approximately 384 g/mol. This is a relatively small molecule, which is generally associated with higher permeability.

3. Polarity: The molecule contains a few nitrogen atoms, but no highly polar groups like hydroxyls or carboxyls. The presence of a carbonyl group may contribute to some polarity, but overall, the molecule is likely to be relatively non-polar. This is a positive factor for permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This is likely to contribute to increased permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilic and non-polar regions in the molecule suggests a good affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 335

**SMILES:** CC(C)N(CCCNC(=O)NC1=CC=C(C=C1)C(C)(C)C)C[C@@H]2[C@@H]([C@H]([C@@H](O2)N3C=C(C4=C(N=CN=C43)N)Br)O)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided guidelines.

1. Lipophilicity: The molecule contains several alkyl chains (CC(C), CCCNC(=O)Nc1ccc(C(C)(C)C)cc1, and CC1OC(n2cc(Br)c3c(N)ncnc32)C(O)C1O) and aromatic rings (c1ccc(C(C)(C)C)cc1 and n2cc(Br)c3c(N)ncnc32), which contribute to its lipophilicity. However, the presence of polar groups (e.g., -OH, -NH, and -CO) and the nitro group (N) also indicate a moderate to high polarity. Overall, the lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C32H38BrN7O5. The molecular weight is approximately 672.58 g/mol, which is relatively large. However, the molecular size is not excessively large, and the presence of several aromatic rings and alkyl chains may facilitate its permeation.

3. Polarity: The molecule contains several polar groups, including -OH, -NH, and -CO, which contribute to its polarity. However, the presence of aromatic rings and alkyl chains also indicates a moderate to high lipophilicity. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively high.

4. Charge: The molecule contains a nitro group (N), which is a charged group. However, the overall charge of the molecule is neutral.

5. Rigidity: The presence of several aromatic rings and a relatively large molecular size suggests a moderate to high degree of rigidity.

6. Aromaticity: The molecule contains several aromatic rings, which contribute to its lipophilicity and may facilitate its permeation.

7. Hydration Energy: The presence of polar groups (e.g., -OH, -NH, and -CO) and the nitro group (N) indicates a moderate to high hydration energy.

8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability.

Considering these properties, the molecule has a moderate to high lipophilicity, a moderate molecular size and weight, a moderate to high polarity, a neutral charge, a moderate to high degree of rigidity, and a balanced membrane affinity. These characteristics suggest that the molecule has a moderate to high potential for permeability in the PAMPA assay.

Final answer: Low-to-moderate permeability

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# 336

**SMILES:** C1=CSC(=C1)C2=CC(=NC(=N2)S(=O)(=O)CCC(=O)NC3=CC=C(C=C3)OC(F)(F)F)C(F)(F)F

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of multiple aromatic rings, including a benzene ring and a thiophene ring, suggests a relatively high lipophilicity. Additionally, the presence of fluorine atoms, which are lipophilic, further supports this assessment. Lipophilicity is likely to contribute to high permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H14F8N4O4S2, which suggests a moderate molecular size and weight. While not extremely large, the size is not small enough to guarantee high permeability based on size alone.

3. **Polarity**: The presence of multiple aromatic rings and fluorine atoms indicates a relatively low polar surface area. However, the presence of nitrogen and oxygen atoms, which can participate in hydrogen bonding, suggests a moderate level of polarity. This might slightly reduce the permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a thiophene ring suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to contribute to high lipophilicity and facilitate interactions with the lipid bilayer, thereby affecting permeability positively.

7. **Hydration Energy**: The presence of fluorine atoms and the overall molecular structure suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between lipophilicity and polarity suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability due to its high lipophilicity, moderate molecular size, neutral charge, rigidity, and balanced membrane affinity.
Final answer:  High permeability

------
# 337

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3C4=CC=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c3ccccc3) and a carbonyl group (NC(=O)) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H20N4O, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group, which is polar, but the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a low polar surface area. This is a positive factor for permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings may contribute to a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and polar groups in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. Therefore, the predicted permeability of the given molecule to the artificial membrane is:

Final answer: High permeability

------
# 338

**SMILES:** C1=CC=NC(=C1)C(=O)NC2=CC=C(C=C2)[S+](=O)(NC3=NC=CS3)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccc, c2nccs2, and c1ccccn1) and the sulfur atom in the molecule suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H16N6O2S2, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a sulfur atom bonded to an oxygen atom, which is polar. However, the presence of aromatic rings and the overall structure suggests a relatively low polar surface area compared to the molecular size, which could be beneficial for permeability.

4. **Charge**: The molecule has a positive charge on the sulfur atom and a negative charge on the oxygen atom, which could potentially hinder its ability to diffuse through the hydrophobic lipid bilayer. However, the presence of these charges might also facilitate interactions with the membrane, potentially improving permeability.

5. **Rigidity**: The molecule's structure, with its aromatic rings and the sulfur-oxygen bond, suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer, potentially improving permeability.

7. **Hydration Energy**: The presence of polar atoms (sulfur and oxygen) and the overall structure of the molecule suggest a moderate to high hydration energy, which could hinder membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate size, combined with its potential for interactions with the membrane (due to the presence of aromatic rings and polar atoms), suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate, as it has both favorable (high lipophilicity, moderate size, and potential for membrane interactions) and unfavorable (polar atoms, charge) characteristics. Therefore, the predicted permeability of the molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

------
# 339

**SMILES:** CC1=CC=C(C=C1)C2=NC(=NC=C2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. The presence of a carbonyl group (C=O) also suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H24N4O2. Its molecular weight is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a carbonyl group may contribute to a slightly higher molecular weight.

3. Polarity: The molecule contains a carbonyl group, which is polar, but the overall polarity is relatively low due to the presence of multiple aromatic rings. The polar surface area (PSA) is moderate, and the number of hydrogen bond donors and acceptors is relatively low.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and aromatic rings suggests a moderate to low hydration energy, which can facilitate membrane permeation.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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# 340

**SMILES:** CCOC1=CC=CC=C1N2CC(CC2=O)C3=NC4=CC=CC=C4N3CCOC5=CC=C(C=C5)C(C)(C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of oxygen-containing functional groups (e.g., CCO, CC(=O), and CCOc) suggests a moderate to high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the compound is C26H24N2O4, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. **Polarity**: The molecule contains both polar (e.g., CCO, CC(=O), and CCOc) and nonpolar (e.g., c1ccccc1) regions. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively low, suggesting a moderate polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of oxygen-containing functional groups suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate membrane affinity, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its moderate lipophilicity, size, and polarity. However, its rigidity and aromaticity may contribute to higher permeability. Overall, the molecule's properties suggest a balance between favorable and unfavorable characteristics for permeability.

Final answer: Low-to-moderate permeability

------
# 341

**SMILES:** CCC1=CC=C(C=C1)NC(=O)[C@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@@H]4CC5=CC=CC=C5CN4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of nitrogen-containing groups (e.g., amide and amine) may also introduce some polarity. Overall, the lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the compound is C29H26N4O2, which suggests a relatively large molecular size and weight. This might negatively impact permeability.

3. **Polarity**: The molecule contains both polar (amide and amine groups) and nonpolar (aromatic rings) regions. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively high. This suggests a moderate to high polarity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of polar groups (amide and amine) may contribute to a moderate hydration energy.

8. **Membrane Affinity**: The balanced presence of polar and nonpolar regions suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit moderate to high lipophilicity, a moderate to high degree of rigidity, and a balanced membrane affinity. However, its relatively large size and moderate to high polarity may negatively impact its permeability.

**Final answer: Low-to-moderate permeability**

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# 342

**SMILES:** CC1=CC(=C(C=C1)C)CN2C3=C(C=CC(=C3)C(=O)N4CCN(CC4)C5=CC=CC=C5F)S(=O)C6=CC=CC=C6C2=O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring, a thiophene ring, and a pyridine ring. The presence of these rings, along with the alkyl chains and the fluorine atom, suggests a relatively high lipophilicity. This is likely to contribute to high permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C32H25F2N5O4S2, which indicates a relatively large molecular size and weight. However, the presence of aromatic rings and the overall planarity of the molecule might reduce its effective size for permeation.

3. **Polarity**: The molecule contains several polar functional groups, including a carbonyl group (C=O), a sulfone group (S(=O)2), and a pyridine ring. However, the overall polarity of the molecule is somewhat balanced by the presence of non-polar aromatic rings and alkyl chains. The polar surface area and the number of hydrogen bond donors/acceptors are moderate, which might not significantly hinder permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and the overall planarity of the molecule suggest a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This is likely to contribute to high permeability.

7. **Hydration Energy**: The presence of polar functional groups and the overall molecular structure suggest a moderate hydration energy, which might not significantly hinder permeation.

8. **Membrane Affinity**: The balanced presence of polar and non-polar functional groups suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.
Final answer:  High permeability

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# 343

**SMILES:** CCOC(=O)C1=C(C(=C(N1)C)CCC(=O)N2CCN(CC2)C3=CC=CC(=C3C)C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several alkyl chains (CC, CCC(=O)N2CCN(c3cccc(C)c3C)CC2) and an ester group (CCOC(=O)c1[nH]c(C)c(CCC(=O)N2CCN(c3cccc(C)c3C)CC2)c1C), which contribute to its lipophilicity. This suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C28H34N4O2, which indicates a moderate molecular size and weight.

3. Polarity: The presence of an ester group (CCOC(=O)c1[nH]c(C)c(CCC(=O)N2CCN(c3cccc(C)c3C)CC2)c1C) and a nitrogen-containing ring (CCOC(=O)c1[nH]c(C)c(CCC(=O)N2CCN(c3cccc(C)c3C)CC2)c1C) suggests a moderate level of polarity.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of aromatic rings (c3cccc(C)c3C) and a nitrogen-containing ring (CCOC(=O)c1[nH]c(C)c(CCC(=O)N2CCN(c3cccc(C)c3C)CC2)c1C) suggests a moderate to high degree of rigidity.

6. Aromaticity: The presence of aromatic rings (c3cccc(C)c3C) contributes to the molecule's lipophilicity and may influence its interactions with the lipid bilayer.

7. Hydration Energy: The presence of an ester group (CCOC(=O)c1[nH]c(C)c(CCC(=O)N2CCN(c3cccc(C)c3C)CC2)c1C) and a nitrogen-containing ring (CCOC(=O)c1[nH]c(C)c(CCC(=O)N2CCN(c3cccc(C)c3C)CC2)c1C) suggests a moderate level of hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate to high membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, moderate molecular size and weight, moderate polarity, and a moderate to high degree of rigidity. These characteristics are generally associated with high permeability in the PAMPA assay.

Final answer: High permeability

------
# 344

**SMILES:** CC(=O)NC1=CC=C(C=C1)C(=O)NC2=CC3=C(C=C2)SC4=CC=CC=C4C(=O)N3C5CCCC5

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a sulfonamide group (S3) and a carbonyl group (C(=O)) also indicates some level of polarity. Overall, the lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the compound is C28H28N4O4S. The molecular weight is approximately 516 g/mol, which is relatively large. However, the molecular size is not excessively large, considering the presence of several aromatic rings.

3. **Polarity**: The molecule has a moderate to high level of polarity due to the presence of carbonyl groups, a sulfonamide group, and nitrogen atoms. This polarity is balanced by the lipophilic aromatic rings.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a planar sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which contribute to its lipophilicity and membrane affinity.

7. **Hydration Energy**: The presence of carbonyl groups and a sulfonamide group suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. **Membrane Affinity**: The balanced lipophilicity and polarity of the molecule suggest a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule is likely to exhibit moderate permeability. The presence of aromatic rings and a relatively rigid structure suggests that it can interact favorably with the lipid bilayer, but the moderate to high polarity and hydration energy may hinder its ability to diffuse through the membrane.

Final answer: Low-to-moderate permeability

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# 345

**SMILES:** CC(=O)C1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to higher permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H20N2O2S, which indicates a moderate molecular size and weight. This might not be a significant limiting factor for permeability.

3. Polarity: The molecule contains a carbonyl group and a sulfur atom, which could contribute to a moderate polar surface area. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a relatively low polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which could enhance lipophilicity and facilitate interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a sulfur atom might contribute to a moderate hydration energy, but the overall effect is likely to be relatively low.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively low polarity, and a balanced membrane affinity. These characteristics are generally associated with higher permeability.

Final answer: High permeability

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# 346

**SMILES:** CC(C)C1=CC=CC=C1C2=NC=C(C(=N2)NCC3CCN(C3)C4=NC=CN=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccccc1) and alkyl chains (e.g., CC(C)c) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H24F2N6, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a few polar functional groups, such as the nitrogen atoms in the aromatic rings and the amine groups (NCC2CCN(c3cnccn3)C2), which contribute to its polarity. However, the presence of aromatic rings and the overall structure suggest a relatively low polar surface area compared to the molecular size, which could be beneficial for permeability.

4. **Charge**: The molecule appears to be neutral, which is generally beneficial for permeability as charged species tend to have lower permeability.

5. **Rigidity**: The presence of aromatic rings and the planar structure of the molecule suggest a certain degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of nitrogen and fluorine atoms, which are electronegative, might suggest a moderate to high hydration energy. However, the overall structure and the presence of aromatic rings could mitigate this effect, potentially leading to a lower hydration energy that is beneficial for membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's affinity for the aqueous phase and the lipid bilayer seems to be relatively favorable, given its lipophilicity, moderate size, and the presence of aromatic rings that can interact with the lipid bilayer.

Considering these properties, the molecule appears to have a good balance of characteristics that are conducive to high permeability in the PAMPA assay. The presence of aromatic rings, moderate size, and a relatively low polar surface area, combined with a neutral charge and a potentially favorable membrane affinity, suggest that the molecule would have high permeability to the artificial membrane.

Final answer: High permeability

------
# 347

**SMILES:** C1CCCN(CC1)C2=NC(=NC3=CC=CC=C32)C4=CC=CC=N4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. However, the presence of a nitrogen atom in the ring and the long alkyl chain attached to it (CCCCCC3) may slightly reduce its lipophilicity. Overall, the molecule is likely to have moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24N4, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. Polarity: The molecule contains a nitrogen atom, which can participate in hydrogen bonding, and the long alkyl chain may also contribute to its polarity. However, the presence of multiple aromatic rings and the overall molecular structure suggest that it is not highly polar.

4. Charge: The molecule appears to be neutral, as there are no charges explicitly mentioned in the structure.

5. Rigidity: The presence of multiple aromatic rings and the long alkyl chain attached to the nitrogen atom suggests that the molecule has a relatively rigid structure.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of the nitrogen atom and the long alkyl chain may contribute to a moderate hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity, moderate molecular size, and neutral charge suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane. The presence of multiple aromatic rings, moderate molecular size, and balanced lipophilicity and polarity suggest that it can easily diffuse through the lipid bilayer.

Final answer: High permeability

------
# 348

**SMILES:** COC1=CC=CC=C1N2CCN(CC2)C3=NC4=C(C=C3)C=C(C=C4)S(=O)(=O)N5CCCCC5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccccc1, c2ccc3cc...) and the sulfur-containing group (S(=O)(=O)N4CCCCC4) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24N4O3S, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either, suggesting a moderate permeability.

3. Polarity: The molecule contains a nitrogen atom (N1) and a sulfur atom (S), which are polar atoms. However, the presence of aromatic rings and the sulfur-containing group also contributes to its lipophilicity, which may counterbalance its polarity. The polar surface area (PSA) is moderate, which is not extremely high, but not extremely low either.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the sulfur-containing group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar atoms (N and S) and the sulfur-containing group suggests a moderate hydration energy, which may not be extremely high or low.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate membrane affinity, which is generally beneficial for permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, a moderate polarity, and a balanced membrane affinity. These characteristics suggest that the molecule has a moderate to high permeability to the artificial membrane.

Final answer: High permeability

------
# 349

**SMILES:** C1CCC(CC1)C(=O)NCCC2=NC3=CC=CC=C3N2CCOC4=CC=CC=C4N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains a combination of aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of the oxygen atom in the ether group (OCC) and the amide group (CC(=O)C) may reduce lipophilicity. Overall, the lipophilicity is likely moderate.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively large. However, the molecular size is not the only factor determining permeability.

3. Polarity: The molecule contains a polar ether group (OCC) and a polar amide group (CC(=O)C), which may contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure may also contribute to its lipophilicity, making its polarity moderate.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains a combination of aromatic rings and a relatively rigid amide group, which suggests a moderate to high degree of rigidity.

6. Aromaticity: The presence of multiple aromatic rings is likely to contribute to the molecule's lipophilicity and membrane affinity.

7. Hydration Energy: The presence of polar groups (ether and amide) may contribute to a moderate hydration energy.

8. Membrane Affinity: The molecule's balanced combination of lipophilicity, polarity, and rigidity suggests a moderate to high membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate permeability. The presence of polar groups and a relatively large molecular size may hinder its permeability, but its lipophilicity, rigidity, and aromaticity may also contribute to its ability to diffuse through the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 350

**SMILES:** CN1C=CC2=C1C=CC(=C2)C3=CSC(=N3)N4CCC(CC4)C(=O)N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a cyclohexyl group suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula Cn1ccc2cc(-c3csc(N4CCC(C(N)=O)CC4)n3)ccc21 is quite large, indicating a relatively high molecular weight. However, the presence of aromatic rings and a cyclohexyl group may help to reduce steric hindrance and improve permeability.

3. Polarity: The molecule contains a nitro group (-NO2) and a carbonyl group (C=O), which contribute to its polarity. However, the presence of aromatic rings and a cyclohexyl group may help to reduce the overall polarity of the molecule.

4. Charge: The molecule is neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a cyclohexyl group suggests a relatively rigid structure, which may improve permeability.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a nitro group and a carbonyl group may contribute to a relatively high hydration energy, which could negatively impact permeability.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic groups may result in a moderate membrane affinity, which could impact permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a relatively large molecular size, and a balanced polarity. However, the presence of polar groups and a relatively high hydration energy may negatively impact permeability. Overall, the molecule's properties suggest that it may have low-to-moderate permeability to the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 351

**SMILES:** CC(C)CNC1=NC(=NC=C1)NCC2=CSC(=N2)C3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccnc, c2csc(-c3ccccc3)n2, and c3ccccc3) and the alkyl chain (CC(C)CN) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H16N6S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a few nitrogen atoms, which can contribute to polarity. However, the presence of aromatic rings and the alkyl chain suggests a relatively low polar surface area, which is associated with higher permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the conjugated system suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of nitrogen and sulfur atoms, as well as the aromatic rings, may contribute to a moderate hydration energy, which is not expected to significantly hinder membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 352

**SMILES:** COC1=CC=CC(=C1)CNCC2=CC=CN2C3=NN=C(S3)N4CCN(CC4)C5=CC=CC=C5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (cyclic structures) and alkyl chains (e.g., CCN) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C29H32N6O, which indicates a moderate molecular size and weight. This size is not excessively large, which is beneficial for permeability.

3. **Polarity**: The molecule contains several aromatic rings and a few alkyl chains, which contribute to its lipophilicity. However, the presence of nitrogen atoms (N) and a few carbon-nitrogen bonds (CN) suggests a moderate level of polarity. The polar surface area and hydrogen bond donors/acceptors are not excessively high, which is favorable for permeability.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure. This is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of nitrogen atoms and a few carbon-nitrogen bonds suggests a moderate level of hydration energy, which is not excessively high and can facilitate membrane permeation.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high degree of lipophilicity, a moderate molecular size, and a balanced polarity, which are all favorable for permeability. Additionally, the molecule's rigidity, aromaticity, and moderate hydration energy also contribute to its potential for high permeability.

**Final answer: High permeability**

------
# 353

**SMILES:** COC1=CC=CC=C1N2CCN(CC2)CCN(C3=CC=CC=N3)C(=O)C4=CC=C(C=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccccc1, c2ccc(F)cc2, and c2ccccn2) and the alkyl chain (CCN) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H22FNO4, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The molecule contains a nitrogen atom (N1) and an oxygen atom (O) in the form of a carbonyl group (C(=O)c2ccc(F)cc2), which suggests a moderate level of polarity. However, the presence of aromatic rings and the alkyl chain reduces the overall polarity, making it less of a barrier to permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the carbonyl group contributes to a relatively rigid structure, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of the carbonyl group and the aromatic rings suggests a moderate to low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the hydrophobic and hydrophilic parts of the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane in the PAMPA assay.
Final answer:  High permeability

------
# 354

**SMILES:** C1CC1C2=NC3=C(CCN(CC3)CC4=CC=C(C=C4)F)C(=N2)C5=CC=C(C=C5)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a phenyl ring with a fluorine atom, which suggests a moderate to high lipophilicity. However, the presence of a nitrogen-containing heterocycle and a cyclohexane ring also contribute to its lipophilicity. Overall, the lipophilicity is likely moderate to high.

2. **Molecular Size and Weight**: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a nitrogen-containing heterocycle, which contributes to its polarity. However, the presence of several aromatic rings and a cyclohexane ring also contributes to its lipophilicity, making it less polar overall. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively low.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule contains several aromatic rings and a cyclohexane ring, which suggests a moderate to high degree of rigidity. This rigidity can facilitate membrane permeation.

6. **Aromaticity**: The presence of several aromatic rings, including a phenyl ring with a fluorine atom, contributes to the molecule's lipophilicity and aromaticity.

7. **Hydration Energy**: The molecule's moderate polarity and lipophilicity suggest a moderate hydration energy, which is likely to be favorable for membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 355

**SMILES:** C1=CC=C(C=C1)C2=CC=C(C=C2)S(=O)(=O)NC3=C(C=CN=C3)C(=O)NC4=NC(=CS4)C5=CC=CC=C5

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings (c1ccncc1, c2ccccc2, and c1ccc(-c2ccccc2)cc1), which contribute to its lipophilicity. The presence of a nitro group (NS(=O)(=O)c1ccc(-c2ccccc2)cc1) also suggests a high degree of lipophilicity. This suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H16N6O3S. The molecular weight is approximately 464.52 g/mol. Although the molecular weight is not extremely low, the molecule's size is relatively moderate, which is not a significant barrier to permeability.

3. **Polarity**: The molecule contains several aromatic rings, which are generally non-polar. However, the presence of a nitro group and a sulfur atom suggests some degree of polarity. The polar surface area (PSA) of the molecule is moderate, which may slightly reduce its permeability.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule's structure suggests a moderate degree of rigidity due to the presence of aromatic rings and a nitro group. This rigidity may facilitate membrane permeation.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The molecule's structure suggests a moderate to low hydration energy, which is beneficial for membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 356

**SMILES:** C1=CC=C(C=C1)CNC(=O)C2=NC(=NC=C2Cl)S(=O)(=O)CC3=CC=C(C=C3)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., c1ccccc1 and c2ccc(F)cc2) and the amide group (O=C(NCc1ccccc1)c1nc(S(=O)(=O)Cc2ccc(F)cc2)ncc1Cl) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H19ClN4O4S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The presence of a sulfone group (S(=O)(=O)) and a chlorine atom (Cl) suggests a moderate to low polar surface area, which is associated with higher permeability. However, the presence of a nitrogen atom in the amide group and the potential for hydrogen bonding could slightly increase polarity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the amide group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of a sulfone group and a chlorine atom suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between the lipophilic and polar parts of the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit **high permeability** to the artificial membrane in the PAMPA assay.
Final answer:  High permeability

------
# 357

**SMILES:** CCC1=CC(=CC=C1)NS(=O)(=O)C2=CC3=C(C=C2)N(C(C3)C)C(=O)C4CC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of the sulfonamide group (NS(=O)(=O)) and the amide group (C(=O)C2CC2) also introduce polar and hydrogen-bonding capabilities, which may reduce its lipophilicity. Overall, the molecule's lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 434 g/mol, which is relatively large. However, the presence of several aromatic rings and a relatively compact structure may help to reduce its effective size.

3. Polarity: The molecule contains both polar and nonpolar regions. The sulfonamide and amide groups contribute to its polarity, while the aromatic rings and alkyl chains contribute to its nonpolar character. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is relatively high.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule's structure is relatively rigid due to the presence of several aromatic rings and a compact core.

6. Aromaticity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity and rigidity.

7. Hydration Energy: The presence of polar groups, such as the sulfonamide and amide groups, may increase the molecule's hydration energy, which could negatively impact its permeability.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar groups and a relatively large molecular size may reduce its permeability, while its lipophilicity, rigidity, and aromaticity may enhance it. Overall, the molecule's permeability is likely to be low-to-moderate.

Final answer: Low-to-moderate permeability

------
# 358

**SMILES:** CC1=CC(=C(N1C2=CC(=CC=C2)Cl)C)C3=NN=C4N3CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a nitrogen-containing heterocycle, which suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H16ClN5. The molecular weight is approximately 329 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a nitrogen-containing heterocycle, which can contribute to polarity. However, the presence of aromatic rings and a relatively small molecular size suggests that the overall polarity of the molecule is likely to be low. This is a positive factor for permeability.

4. Charge: The molecule contains a chlorine atom, which can contribute to a partial negative charge. However, the overall charge of the molecule is likely to be neutral, which is a positive factor for permeability.

5. Rigidity: The presence of several aromatic rings and a nitrogen-containing heterocycle suggests that the molecule is relatively rigid. This rigidity is likely to contribute to increased permeability.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This is likely to contribute to increased permeability.

7. Hydration Energy: The presence of a nitrogen-containing heterocycle and aromatic rings suggests that the molecule is likely to have a low hydration energy. This is a positive factor for permeability.

8. Membrane Affinity: The molecule's balanced lipophilicity, small size, and low polarity suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer. This is likely to contribute to increased permeability.

Based on the analysis of the molecule's properties, it is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 359

**SMILES:** CC1=CC(=C(N1C2=CC=CC(=C2)C(F)(F)F)C)C3=NN=C4N3CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a fluorinated substituent, which suggests a high degree of lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H14ClN5F3, which indicates a relatively small molecular size and weight. This is consistent with higher permeability.

3. Polarity: The presence of a fluorinated substituent and aromatic rings suggests a relatively low polar surface area. Additionally, the molecule has a low number of hydrogen bond donors and acceptors, which is associated with higher permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of fluorinated substituents and aromatic rings suggests a relatively low hydration energy, which can improve membrane permeation.

8. Membrane Affinity: The balanced combination of lipophilic and hydrophobic regions in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

------
# 360

**SMILES:** C1CCN(C1)C2=NC=C(C=C2)CNC(=O)C3=C(C=CC(=C3)Cl)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc(N2CCCC2)nc1 and c1cc(Cl)ccc1O) and the amide group (O=C(NCc1ccc(N2CCCC2)nc1)c1cc(Cl)ccc1O) suggests a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. However, the presence of several aromatic rings and a long alkyl chain (CCCC2) may increase its size and weight.

3. Polarity: The molecule contains a carbonyl group (O=C), an amide group (O=C(NCc1ccc(N2CCCC2)nc1)c1cc(Cl)ccc1O), and an aromatic ring with a chlorine atom (c1cc(Cl)ccc1O), which may contribute to its polarity. However, the overall polarity of the molecule is moderate.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned.

5. Rigidity: The presence of several aromatic rings and a long alkyl chain may contribute to the molecule's rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of the carbonyl group and the amide group may contribute to the molecule's hydration energy, but the overall effect is likely moderate.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate lipophilicity, a moderate size and weight, and a moderate degree of polarity. The presence of aromatic rings and a long alkyl chain may contribute to its rigidity and membrane affinity. Overall, the molecule's properties suggest that it would have low-to-moderate permeability to the artificial membrane.

Final answer: Low-to-moderate permeability

------
# 361

**SMILES:** COC1=CC=C(C=C1)CN2CCN(CC2)C(=O)C3=CC4=C(S3)CCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccc, c2CCN(C(=O)c3cc4c(s3)CCC4)CC2, and c1ccc) and the CN and CO groups suggest a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. Smaller molecules tend to have higher permeability.

3. Polarity: The molecule contains a polar carbonyl group (C(=O)) and a polar amide group (CCN(C(=O)c3cc4c(s3)CCC4)CC2), but the overall polar surface area is moderate. The presence of aromatic rings and the CN group also contributes to its lipophilicity. The polar surface area is not extremely high, suggesting that the molecule is not highly polar.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar groups (C(=O) and CCN) and the aromatic rings may contribute to a moderate hydration energy, which is not extremely high.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests that the molecule has a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

------
# 362

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC(=CC=C4)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a cyclohexyl group (C) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H22N6O4S2, which indicates a moderate molecular size and weight. This is not unusually large, so it's likely to have a moderate effect on permeability.

3. Polarity: The molecule contains a few polar functional groups, such as the amide (CONH) and the sulfonamide (NS(=O)(=O)C), but the overall polar surface area is relatively low. The presence of aromatic rings and the cyclohexyl group also contributes to its lipophilicity, which may counterbalance the polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a cyclohexyl group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar functional groups and the overall molecular structure suggests a moderate hydration energy, which may not significantly impact permeability.

8. Membrane Affinity: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have a moderate to high permeability to the artificial membrane. However, the presence of polar functional groups and the overall molecular structure may slightly reduce its permeability compared to a purely lipophilic molecule.

Final answer: High permeability

------
# 363

**SMILES:** CC1=C[C@H]([C@@H](C[C@H]1CC2=NC3=C(N2)C=CC(=N3)OC)C(C)C)CNCC4=CC=CC=C4O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, I'll analyze its properties based on the provided characteristics.

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a nitrogen atom in the ring and the presence of a hydroxyl group (O) attached to an aromatic ring also contribute to its polarity. The overall lipophilicity is moderate.

2. **Molecular Size and Weight**: The molecular weight of the molecule is approximately 434.58 g/mol, which is relatively large. However, the molecular size is not the only factor determining permeability.

3. **Polarity**: The molecule has a moderate polarity due to the presence of a hydroxyl group and a nitrogen atom in the ring. However, the overall polarity is not extremely high.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule has a relatively rigid structure due to the presence of aromatic rings and a planar nitrogen-containing ring system.

6. **Aromaticity**: The presence of multiple aromatic rings contributes to the molecule's lipophilicity and rigidity.

7. **Hydration Energy**: The presence of a hydroxyl group and a nitrogen atom in the ring suggests that the molecule may have a moderate hydration energy.

8. **Membrane Affinity**: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer due to its moderate lipophilicity and polarity.

Considering these properties, the molecule is likely to have **low-to-moderate permeability** to the artificial membrane. The moderate lipophilicity, moderate polarity, and relatively large molecular size contribute to this prediction.
Final answer:  Low-to-moderate permeability

------
# 364

**SMILES:** CC1=CC(=CC(=C1)NS(=O)(=O)C2=CC3=C(C=C2)NC=C(C3=O)C(=O)NCC4=CC=CO4)C

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (e.g., Cc1cc(C)cc(NS(=O)(=O)c2ccc3[nH]cc(C(=O)NCc4ccco4)c(=O)c3c2)c1) and the overall molecular structure suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is not explicitly provided, but based on its structure, it appears to be a relatively large molecule. Larger molecules tend to have lower permeability due to size limitations in diffusing through the artificial membrane.

3. **Polarity**: The molecule contains a nitro group (NS(=O)(=O)c2ccc3[nH]cc(C(=O)NCc4ccco4)c(=O)c3c2), which contributes to its polarity. However, the presence of aromatic rings and the overall structure suggest a balance that might not significantly hinder permeability due to polarity.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability as charged species are less likely to diffuse through the hydrophobic lipid bilayer.

5. **Rigidity**: The presence of aromatic rings and the structure of the molecule suggest a degree of rigidity, which can facilitate permeation through the membrane.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups and the overall structure suggest a moderate hydration energy, which might not significantly impact permeability in this context.

8. **Membrane Affinity**: The balance of lipophilicity and polarity in the molecule suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule's high lipophilicity, balanced polarity, and rigidity, along with its neutral charge and balanced membrane affinity, suggest that it would have **high permeability** to the artificial membrane in the PAMPA assay.
Final answer:  High permeability

------
# 365

**SMILES:** CCCCC(C)/C=C(\C)/C=C(\C)/C(=O)NC1=CC(C2C(C1=O)O2)(/C=C/C=C/C=C/C(=O)NC3=C(CCC3=O)O)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains a long aliphatic chain (CCCCC), aromatic rings (C=C), and a carbonyl group (C(=O)). This combination suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is not explicitly provided, but based on the structure, it appears to be a relatively large molecule due to the presence of multiple aromatic rings and a long aliphatic chain. This suggests a moderate to high molecular weight, which may negatively impact permeability.

3. **Polarity**: The molecule contains several polar functional groups, including carbonyl groups (C(=O)), hydroxyl groups (OH), and an amide group (NC). These groups contribute to a relatively high polar surface area, which may negatively impact permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a long aliphatic chain suggests a relatively rigid structure, which may facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability.

7. **Hydration Energy**: The presence of polar functional groups (e.g., OH, C(=O)) suggests a moderate to high hydration energy, which may negatively impact membrane permeation.

8. **Membrane Affinity**: The molecule's balanced combination of lipophilic and polar regions may result in a moderate membrane affinity, which could impact permeability.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of polar functional groups and a relatively large molecular size may hinder permeability, while the lipophilicity, rigidity, and aromaticity may facilitate it. However, the overall effect is likely to be a moderate permeability.

Final answer: Low-to-moderate permeability

------
# 366

**SMILES:** CC(C)C1=CC=C(C=C1)OCC2=NC3=C(N2CC4=CC=CC=C4)C(=O)N(CCN3)CCOC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings (cyclohexyl, phenyl, and pyridine) and a carbonyl group, which contribute to its lipophilicity. This suggests a moderate to high lipophilicity.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H24N4O2, which indicates a moderate molecular size and weight. This is not extremely large, but it's not extremely small either.

3. **Polarity**: The molecule contains a carbonyl group (C=O), which is polar, and several aromatic rings, which are relatively nonpolar. The overall polarity of the molecule is moderate.

4. **Charge**: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. **Rigidity**: The presence of several aromatic rings and a carbonyl group suggests a relatively rigid structure.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a carbonyl group and aromatic rings suggests a moderate to low hydration energy.

8. **Membrane Affinity**: The balanced presence of polar and nonpolar groups suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a moderate to low polarity. The presence of aromatic rings and a carbonyl group suggests a moderate to high rigidity. The overall properties of the molecule suggest that it would have a moderate to high affinity for the lipid bilayer, but not extremely high due to its moderate polarity and molecular size.

**Final answer: Low-to-moderate permeability**

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# 367

**SMILES:** CC(=O)C1=C(N=C(S1)NC(=O)C2=CC=CO2)C3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This could contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H13N3O2S. Its molecular weight is approximately 335.36 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a sulfur atom, which contributes to its polarity. However, the presence of aromatic rings and a carbonyl group also suggests a relatively low polar surface area. This could be a mixed indicator, but the overall polarity of the molecule is likely to be moderate.

4. Charge: The molecule appears to be neutral, which is a positive indicator for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which could influence its lipophilicity and interactions with the lipid bilayer. This could contribute to increased permeability.

7. Hydration Energy: The presence of a sulfur atom and a carbonyl group suggests a moderate to low hydration energy, which could facilitate membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which could contribute to increased permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 368

**SMILES:** CCOC1=C(C(=C(C=C1)CCNC(=O)C2=CC3=C(N2CC4=CC=CC=C4)C=CS3)F)OCC

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of oxygen and nitrogen atoms also introduces polarity. The overall lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively large. However, its molecular size is not excessively large, and it is not a very large molecule.

3. Polarity: The molecule contains several oxygen and nitrogen atoms, which contribute to its polarity. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is also moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a relatively planar structure suggests that the molecule is relatively rigid.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of oxygen and nitrogen atoms suggests that the molecule has a moderate to high hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it has a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule's permeability is likely to be moderate. The presence of aromatic rings and a relatively rigid structure suggests that it can interact favorably with the lipid bilayer, but its moderate polarity and moderate hydration energy may limit its ability to permeate the membrane.

Final answer: Low-to-moderate permeability

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# 369

**SMILES:** COC1=C(C(=C(C=C1)C2=CC3=C(C=C2)N=C(O3)C4=CC=C(C=C4)SC)OC)OC

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings, alkyl chains (e.g., c4ccc(SC)cc4), and ether groups (e.g., OCc1ccc) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C32H24N2O5S. Its molecular weight is approximately 576 g/mol, which is relatively large but not excessively so. However, the presence of multiple aromatic rings and heteroatoms may contribute to a somewhat larger molecular size and weight compared to smaller, more lipophilic molecules.

3. **Polarity**: The molecule contains a few polar groups, such as the ether (OCc1ccc) and the sulfur-containing group (c4ccc(SC)cc4), but these are somewhat balanced by the presence of aromatic rings and lipophilic chains. The overall polar surface area and hydrogen bond donors/acceptors are moderate, which may not significantly hinder permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar groups and the overall molecular structure may result in a moderate hydration energy, which could impact membrane permeation.

8. **Membrane Affinity**: The balance of lipophilic and polar groups in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is generally beneficial for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that contribute to high permeability. However, the presence of a relatively large molecular size and weight, as well as moderate polarity, may slightly reduce its permeability compared to smaller, more lipophilic molecules.

**Final answer: High permeability**

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# 370

**SMILES:** CC1=CC=C(C=C1)CCNC(=O)C2CCCN(C2)C(=O)C3=CC4=C(N3C)C=CS4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings and a sulfur atom, which suggests a relatively high lipophilicity. This could contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C26H32N4O2S. Its molecular weight is approximately 472 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. **Polarity**: The molecule contains a few polar functional groups (amide and amine), but its overall polarity is relatively low due to the presence of several aromatic rings and a sulfur atom. This could contribute to higher permeability.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a planar structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of polar functional groups and the overall molecular structure suggest a moderate hydration energy, which may not significantly hinder membrane permeation.

8. **Membrane Affinity**: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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# 371

**SMILES:** CCN1C2=C(C=C1C(=O)N3CCCC(C3)C(=O)NCCC4=CC=C(C=C4)C)SC=C2

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (indicated by "c" and "s" in the SMILES notation), which contribute to its lipophilicity. The presence of multiple aromatic rings suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is not explicitly provided, but based on the SMILES notation, it appears to be a relatively large molecule with a complex structure. This suggests that its molecular size and weight might be moderate to high.

3. Polarity: The molecule contains a sulfide group (indicated by "s" in the SMILES notation), which contributes to its polarity. However, the presence of multiple aromatic rings and a relatively large molecular size might counterbalance this effect. The overall polarity of the molecule is likely moderate.

4. Charge: The SMILES notation does not indicate any charged groups, suggesting that the molecule is likely neutral.

5. Rigidity: The presence of multiple aromatic rings and a complex structure suggests that the molecule has a relatively high degree of rigidity.

6. Aromaticity: As mentioned earlier, the molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of a sulfide group and a relatively large molecular size might contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar regions in the molecule suggests that it might have a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a moderate degree of polarity. Its neutral charge, high rigidity, and balanced membrane affinity also support a moderate to high permeability. However, the presence of a sulfide group and a relatively large molecular size might slightly reduce its permeability.

Final answer: Low-to-moderate permeability

------
# 372

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=NC3=CC=CC=C3C=C2)OCC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. This would generally correlate with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H24N2O3. Its molecular weight is approximately 396.45 g/mol, which is relatively moderate. However, the presence of several aromatic rings and a carbonyl group may contribute to a more compact molecular structure, potentially mitigating the effect of its moderate size.

3. Polarity: The molecule contains a carbonyl group (C=O) and an ether group (CCO), which contribute to its polarity. However, the presence of several aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a carbonyl group suggests a relatively rigid molecular structure, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially enhancing permeability.

7. Hydration Energy: The presence of a carbonyl group and an ether group suggests a moderate to low hydration energy, which could facilitate membrane permeation.

8. Membrane Affinity: The molecule's balanced combination of lipophilicity, polarity, and rigidity suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which could contribute to its permeability.

Considering these properties, the molecule appears to have a moderate to high permeability. However, its moderate size and polarity may slightly reduce its permeability compared to more lipophilic or smaller molecules.

Final answer: High permeability

------
# 373

**SMILES:** CC1=CC=C(C=C1)OCCN2C3=CC=CC=C3N=C2CCNC(=O)N4CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of the carbonyl group (C=O) and the amide group (CONH) also indicates some level of polarity. Overall, the lipophilicity of the molecule is moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H28N4O2. The molecular weight is approximately 408 g/mol, which is relatively moderate. The molecular size is also moderate, with a relatively high number of atoms but not excessively large.

3. Polarity: The presence of the carbonyl group and the amide group indicates some level of polarity. However, the overall polarity of the molecule is moderate, as the lipophilic aromatic rings dominate the structure.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. The presence of the amide group also adds to the rigidity of the molecule.

6. Aromaticity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity and rigidity.

7. Hydration Energy: The presence of the carbonyl group and the amide group suggests that the molecule may have a moderate to high hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule is likely to have moderate to high lipophilicity, moderate molecular size and weight, moderate polarity, and a moderate to high degree of rigidity. These characteristics suggest that the molecule would have high permeability to the artificial membrane.

Final answer: High permeability

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# 374

**SMILES:** CCOC(=O)C1=CC=C(C=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings and a carbonyl group (C=O) suggests that the molecule has a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H24N4O3, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not too small to be easily permeable.

3. Polarity: The molecule contains a nitro group (-NO2) and a carbonyl group (C=O), which contribute to its polarity. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests a moderate polarity.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and a planar structure suggests a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a nitro group and a carbonyl group suggests a moderate to high hydration energy, which may hinder membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity, which is beneficial for permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a relatively low polarity. The presence of aromatic rings and a neutral charge also supports high permeability. However, the moderate to high hydration energy and moderate membrane affinity may slightly reduce the permeability.

Final answer: High permeability

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# 375

**SMILES:** CC1=CC(=C(N1)C(=O)NC2=CC(=CC=C2)[S+](=O)(N3CCCCCC3)[O-])C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (Cc1cc(C)c(C(=O)Nc2cccc([S+](=O)([O-])N3CCCCCC3)c2)[nH]1) and a sulfur-containing group (S+) suggests that the molecule has a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H24N4O3S+. The molecular weight is approximately 444.53 g/mol, which is relatively moderate. However, the presence of a large number of aromatic rings and a sulfur-containing group may contribute to a higher molecular weight.

3. Polarity: The presence of a sulfur-containing group (S+) and a nitrogen-containing group (N) suggests that the molecule has a moderate to high polarity.

4. Charge: The molecule has a positive charge, which may hinder its ability to diffuse through the hydrophobic lipid bilayer.

5. Rigidity: The presence of a large number of aromatic rings suggests that the molecule has a high degree of rigidity.

6. Aromaticity: The presence of multiple aromatic rings may contribute to the molecule's lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of a sulfur-containing group and a nitrogen-containing group may contribute to a higher hydration energy.

8. Membrane Affinity: The molecule's moderate to high lipophilicity and rigidity may contribute to a high affinity for the lipid bilayer, but its positive charge and moderate to high polarity may hinder its ability to diffuse through the membrane.

Based on these properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane due to its positive charge, moderate to high polarity, and moderate to high molecular weight.

Final answer: Low-to-moderate permeability

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# 376

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC3=CC=CC=C3N2CC4=CC(=CC(=N4)C)C)OCC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided characteristics.

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of oxygen and nitrogen atoms also introduces polarity. The overall lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular weight of the molecule is approximately 432 g/mol, which is relatively large. However, the molecular size is not the primary factor in determining permeability in this case.

3. Polarity: The molecule has a moderate to high polar surface area due to the presence of oxygen and nitrogen atoms. However, the overall polarity is not extremely high.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings in the molecule suggests a high degree of aromaticity, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The molecule's hydration energy is moderate to low due to the presence of aromatic rings and the absence of highly polar functional groups.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely due to its moderate lipophilicity and moderate polarity.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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# 377

**SMILES:** CC(C)N(CCC(=O)C1=CC2=CC=CC=C2C=C1)CC3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (indicated by "ccc" and "c1ccc2ccccc2c1") and a carbonyl group (indicated by "CCC(=O)"), which suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H23N2O. Its molecular weight is approximately 329 g/mol, which is relatively small. However, the presence of multiple aromatic rings and a carbonyl group may increase its effective size.

3. Polarity: The molecule contains a carbonyl group, which is polar, but the overall polarity is relatively low due to the presence of several aromatic rings, which are nonpolar.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of multiple aromatic rings suggests a relatively rigid structure.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group may contribute to a relatively low hydration energy.

8. Membrane Affinity: The balanced presence of aromatic rings and a carbonyl group suggests a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have high permeability due to its relatively small size, high lipophilicity, and balanced membrane affinity. However, the presence of a polar carbonyl group may slightly reduce its permeability.

Final answer: High permeability

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# 378

**SMILES:** CCOC1=CC=CC=C1CNS(=O)(=O)C2=CC=C(C=C2)C3=CN=C(O3)C4CC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (c1ccccc1, c1ccc(-c2cnc(C3CC3)o2)cc1, and CNS(=O)(=O)c1ccc(-c2cnc(C3CC3)o2)cc1), which suggests a high degree of lipophilicity. This is a positive factor for permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H15N3O3S. The molecular weight is approximately 341.38 g/mol, which is relatively small. This is a positive factor for permeability.

3. Polarity: The molecule contains a sulfur atom (S) and several oxygen atoms (O), which contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure suggest that the polar surface area is relatively low. This is a neutral factor for permeability.

4. Charge: The molecule is neutral, which is a positive factor for permeability.

5. Rigidity: The presence of several aromatic rings and a planar structure suggests a high degree of rigidity, which is a positive factor for permeability.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This is a positive factor for permeability.

7. Hydration Energy: The presence of several oxygen and sulfur atoms suggests a moderate to high hydration energy, which is a negative factor for permeability.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer, due to its lipophilic and polar properties, suggests that it will exhibit good PAMPA permeability.

Considering these factors, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 379

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC3=C(N2C)C=CS3)OCC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a moderate to high lipophilicity. However, the presence of oxygen atoms (in the form of ether and carbonyl groups) may reduce its lipophilicity. Overall, the lipophilicity is likely moderate.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability.

3. Polarity: The molecule contains several oxygen atoms, which contribute to its polarity. However, the presence of aromatic rings and a carbonyl group may also contribute to its lipophilicity, making its overall polarity moderate.

4. Charge: The molecule appears to be neutral, which is a positive factor for permeability.

5. Rigidity: The presence of aromatic rings and a carbonyl group suggests that the molecule has a certain degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of oxygen atoms and the carbonyl group may contribute to a moderate hydration energy, which could affect membrane permeation.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is a positive factor for permeability.

Considering these properties, the molecule is likely to have high permeability due to its moderate lipophilicity, small molecular size, and balanced membrane affinity.

Final answer: High permeability

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# 380

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CC=CS3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, such as the phenyl and pyridine rings, suggests a relatively high lipophilicity. However, the presence of the sulfonamide group (S(=O)(=O)N) and the cyano group (CN) may reduce lipophilicity. Overall, the molecule's lipophilicity is likely moderate to high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H16N4O4S2, which suggests a moderate molecular size and weight. This is not unusually large, so it's likely to have moderate permeability.

3. Polarity: The presence of the sulfonamide group and the cyano group indicates a moderate to high polarity. However, the overall molecular structure suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the sulfonamide group suggests a relatively rigid structure, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of the sulfonamide group and the cyano group may contribute to a moderate hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate to high lipophilicity, moderate molecular size and weight, and a balanced membrane affinity. These characteristics suggest that the molecule will have high permeability to the artificial membrane.

Final answer: High permeability

------
# 381

**SMILES:** CC1=CC(=C(C=C1Cl)OC)NS(=O)(=O)C2=C(N=C3N(C2=O)C=CS3)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (e.g., COc1cc(Cl)c(C)cc1) and the presence of a sulfur atom (S) in the molecule suggest a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H14ClN3O3S2, which indicates a moderate molecular size and weight.

3. Polarity: The presence of a nitrogen atom (N) and a sulfur atom (S) in the molecule suggests a moderate polarity. However, the overall polarity is relatively low due to the presence of aromatic rings and the sulfur atom.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity.

6. Aromaticity: The presence of multiple aromatic rings in the molecule suggests a high degree of aromaticity.

7. Hydration Energy: The presence of a nitrogen atom (N) and a sulfur atom (S) in the molecule suggests a moderate hydration energy.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic groups in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, a relatively low polarity, a neutral charge, a high degree of rigidity, a high degree of aromaticity, a moderate hydration energy, and a moderate membrane affinity.

Based on these characteristics, the predicted permeability of the molecule to the artificial membrane is:

Final answer: High permeability

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# 382

**SMILES:** C1=CC=NC(=C1)C2=NC(=CC(=O)N2)CSC3=CC=C(C=C3)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1cc, c2ccccn2, and c2ccc(Cl)cc2) and a nitrogen-containing heterocycle (c1cc(CSc2ccc(Cl)cc2)nc(-c2ccccn2)[nH]1) suggests that the molecule has a moderate to high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H14N4SCl, which indicates a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. Polarity: The molecule contains a sulfur atom (S) and nitrogen atoms (N), which contribute to its polarity. However, the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors suggests that the molecule's polarity is not extremely high.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of aromatic rings and a planar heterocyclic system suggests that the molecule has a relatively high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of sulfur and nitrogen atoms, as well as the aromatic rings, suggests that the molecule's hydration energy is moderate.

8. Membrane Affinity: The balanced combination of lipophilicity, moderate molecular size, and relatively low polarity suggests that the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a balanced affinity for the membrane. These characteristics are generally associated with high permeability in the PAMPA assay.

Final answer: High permeability

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# 383

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC=NN2CC3=CC=CC(=C3)C)OCC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of oxygen and nitrogen atoms also introduces polarity. The overall lipophilicity is moderate to high.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively large. However, its molecular size is not excessively large, considering the presence of several aromatic rings.

3. Polarity: The molecule contains several oxygen and nitrogen atoms, which contribute to its polarity. The polar surface area is moderate, and the number of hydrogen bond donors and acceptors is also moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a relatively planar structure suggests that the molecule is relatively rigid.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of oxygen and nitrogen atoms suggests that the molecule has a moderate to high hydration energy.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest that it has a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to have moderate permeability. The presence of aromatic rings and a relatively rigid structure suggests that it can interact favorably with the lipid bilayer, but its moderate polarity and moderate hydration energy may limit its ability to permeate the membrane.

Final answer: Low-to-moderate permeability

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# 384

**SMILES:** C1=CC=C(C(=C1)CS(=O)(=O)C2=NC=C(C(=N2)C(=O)NC3=CC=CC=C3F)Cl)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (c1ccccc1 and c2ccccc2) and fluorine atoms (F) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C19H11ClF4N4O3S, which indicates a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The compound contains a sulfone group (S(=O)(=O)), which contributes to its polarity. However, the presence of fluorine atoms and aromatic rings also contributes to its lipophilicity, making its overall polarity moderate.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of aromatic rings and the sulfone group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, potentially enhancing permeability.

7. **Hydration Energy**: The presence of the sulfone group and the aromatic rings suggests a moderate hydration energy, which is not overly high to hinder permeability.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability characteristics. The presence of a sulfone group and the moderate molecular size and weight suggest that it may not be as highly permeable as very lipophilic or small molecules. However, its overall balance of properties suggests that it should be able to diffuse through the artificial membrane with moderate ease.

Final answer: Low-to-moderate permeability

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# 385

**SMILES:** CCCC1=NC2=C(C=CC(=C2)C(=O)NC3CCCCC3)SC4=C1C=C(C=C4)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a sulfur atom, which suggests a moderate to high lipophilicity. However, the presence of a carbonyl group (C(=O)) and a nitrogen atom may reduce lipophilicity. Overall, the lipophilicity is likely moderate.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H24N2O2S. The molecular weight is approximately 384 g/mol, which is relatively small. The molecular size is also moderate, with a relatively small number of atoms.

3. Polarity: The molecule contains a carbonyl group, a nitrogen atom, and a sulfur atom, which contribute to its polarity. However, the presence of several aromatic rings and a relatively small molecular size may reduce its overall polarity. The polar surface area (PSA) is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a relatively small molecular size suggests a moderate degree of rigidity.

6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a sulfur atom may contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic groups suggests a moderate membrane affinity.

Considering these properties, the molecule is likely to exhibit moderate permeability. The presence of a carbonyl group and a sulfur atom may reduce its lipophilicity and increase its polarity, which could limit its permeability. However, the relatively small molecular size, moderate lipophilicity, and neutral charge may still allow it to permeate the artificial membrane.

Final answer: Low-to-moderate permeability.

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# 386

**SMILES:** CC1CCN(CC1)S(=O)(=O)C2=CC3=C(C=C2)N(C(=O)C=C3)CC(=O)NCC4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a chlorinated benzene ring, which suggests a relatively high lipophilicity. This could contribute to increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H22ClN5O4S, indicating a moderate molecular size and weight. This size is not excessively large, which could hinder permeability.

3. **Polarity**: The presence of a sulfonamide group (S(=O)(=O)c2...) and a carbonyl group (CC(=O)NCc3...) suggests a moderate to high polarity. However, the overall molecular structure, with its aromatic rings and lipophilic character, might counterbalance this polarity, potentially leading to a moderate polar surface area.

4. **Charge**: The molecule appears to be neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of several aromatic rings and a relatively planar structure suggests a high degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can enhance lipophilicity and facilitate interactions with the lipid bilayer, potentially improving permeability.

7. **Hydration Energy**: The presence of polar groups like the sulfonamide and carbonyl groups could contribute to a moderate hydration energy, which might not significantly hinder membrane permeation.

8. **Membrane Affinity**: The balance between the molecule's lipophilicity and its polar groups suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability.

Considering these properties, the molecule appears to have a good balance of characteristics that would facilitate its permeation through the artificial membrane. Therefore, the predicted permeability of the molecule is:

Final answer: High permeability

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# 387

**SMILES:** C1COC2=C(C=C(C=C2)C3=CN=C(S3)N4CCC(CC4)C(=O)NC5=CC=CC=C5)OC1

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1ccccc1, c2ncc(-c3ccc4c(c3)OCCCO4)s2) and the alkyl chain (CC1CCN) suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a relatively long alkyl chain may contribute to a larger molecular size.

3. Polarity: The molecule contains a carbonyl group (O=C), an amide group (C(=O)N), and an aromatic ring with a nitro group (c2ncc(-c3ccc4c(c3)OCCCO4)s2), which may contribute to a moderate to high polar surface area.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned.

5. Rigidity: The presence of multiple aromatic rings and a relatively rigid structure suggests a high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which may contribute to its lipophilicity and ability to interact with the lipid bilayer.

7. Hydration Energy: The presence of polar functional groups (carbonyl, amide, and nitro) may contribute to a relatively high hydration energy.

8. Membrane Affinity: The balance between lipophilicity and polarity suggests a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size, and a moderate to high polar surface area. The presence of aromatic rings and a relatively rigid structure may facilitate its permeation through the artificial membrane. However, the moderate to high hydration energy and polar surface area may hinder its permeability.

Final answer: Low-to-moderate permeability

------
# 388

**SMILES:** CCCC1=NC2=C(C=CC(=C2)C(=O)NC3CCCC3)SC4=C1C=C(C=C4)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a sulfur atom, which suggests a moderate to high lipophilicity. However, the presence of a carbonyl group (C(=O)) and a nitrogen atom may reduce lipophilicity. Overall, the lipophilicity is likely moderate.

2. Molecular Size and Weight: The molecular formula of the given molecule is C19H20N2O2S. The molecular weight is approximately 356 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a carbonyl group, a nitrogen atom, and a sulfur atom, which contribute to its polarity. However, the presence of several aromatic rings and a relatively small molecular size may counterbalance the polarity. The polar surface area (PSA) is moderate.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a planar structure suggests a relatively rigid molecule, which may facilitate permeation through the membrane.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer.

7. Hydration Energy: The presence of a carbonyl group and a sulfur atom may contribute to a moderate hydration energy.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity.

Considering these properties, the molecule is likely to have high permeability due to its moderate lipophilicity, small size, and neutral charge. The presence of aromatic rings and a relatively rigid structure may also facilitate permeation through the membrane.

Final answer: High permeability

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# 389

**SMILES:** CC1=NN2CCCN(C2=C1C3=CC=CC=C3OCC4=CC=CC=C4)C(=O)CC5=CC6=C(C=C5)OCO6

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (c1ccccc1, c1ccccc1, and c1ccc3c(c1)OCO3), which contribute to its lipophilicity. Additionally, the presence of the OCc1ccccc1 and OCc1ccccc1 groups also increases lipophilicity. This suggests that the molecule has a high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is Cc1nn2c(c1-c1ccccc1OCc1ccccc1)N(C(=O)Cc1ccc3c(c1)OCO3)CCC2. Calculating the molecular weight, we get approximately 434.5 g/mol. This is a relatively large molecule, which may negatively impact its permeability.

3. Polarity: The molecule contains several polar groups, including the OCc1ccccc1 and OCc1ccccc1 groups, as well as the N and O atoms. However, the overall polar surface area is relatively low, and the number of hydrogen bond donors/acceptors is moderate. This suggests that the molecule has a moderate level of polarity.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of several aromatic rings and the planar structure of the molecule suggest that it has a high degree of rigidity.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of polar groups and the overall molecular structure suggest that the molecule has a moderate hydration energy.

8. Membrane Affinity: The balanced presence of polar and nonpolar groups in the molecule suggests that it has a moderate affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule appears to have a high lipophilicity, moderate polarity, and a moderate degree of rigidity. However, its large molecular size and weight may negatively impact its permeability. Overall, the molecule's properties suggest that it has a moderate-to-high affinity for the lipid bilayer, but its size may limit its ability to diffuse through the membrane.

Final answer: Low-to-moderate permeability

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# 390

**SMILES:** COC1=CC(=C(C=C1)OC)C2=NN=C3N2N=C(CS3)C4=C(C=CC=C4OC)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, alkyl chains (e.g., COc1ccc(OC)c(-c2nnc3n2N=C(c2c(OC)cccc2OC)CS3)c1), and the absence of highly polar groups suggest a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H20N4O4S. Its molecular weight is approximately 476 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains several aromatic rings, which are generally non-polar. However, the presence of nitrogen and oxygen atoms indicates some level of polarity. The polar surface area (PSA) is relatively low, which is a good indicator of high permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the overall molecular structure suggest a relatively rigid molecule, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of aromatic rings and the absence of highly polar groups suggest a relatively low hydration energy, which is beneficial for membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a good affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 391

**SMILES:** CCN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)C4=CC=C(C=C4)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (cyclohexane, benzene, and thiophene) and a sulfur atom, which suggests a relatively high lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H16N2S2, which indicates a moderate molecular size and weight. This is not likely to hinder permeability significantly.

3. Polarity: The molecule contains a few nitrogen and sulfur atoms, which contribute to its polarity. However, the presence of aromatic rings and the overall molecular structure suggest a relatively low polar surface area. This might be a limiting factor for permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a cyclohexane ring suggests a relatively rigid molecular structure, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This is likely to contribute to increased permeability.

7. Hydration Energy: The presence of sulfur and nitrogen atoms might contribute to a moderate hydration energy, which could be a limiting factor for permeability.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity, which is likely to contribute to moderate permeability.

Considering these properties, the molecule is likely to exhibit moderate permeability due to its relatively high lipophilicity, moderate molecular size, and balanced membrane affinity. However, the presence of polar atoms and a moderate hydration energy might limit its permeability.

Final answer: Low-to-moderate permeability

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# 392

**SMILES:** CCOC(=O)C1CCN(CC1)C(=O)C(C)(C)NC(=O)NC2=CC=C(C=C2)C3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several alkyl chains (CCOC(=O)C1CCN...) and aromatic rings (c2ccc(-c3ccccc3)cc2), which contribute to its lipophilicity. This suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H30N4O3, which indicates a moderate molecular size and weight.

3. Polarity: The molecule contains a carbonyl group (C(=O)) and an amide group (C(=O)N), which contribute to its polarity. However, the presence of aromatic rings and alkyl chains also suggests a relatively low polar surface area.

4. Charge: The molecule appears to be neutral, as there are no explicit charges mentioned in the structure.

5. Rigidity: The presence of aromatic rings and a relatively planar structure suggests a moderate to high degree of rigidity.

6. Aromaticity: The molecule contains two aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer.

7. Hydration Energy: The presence of carbonyl and amide groups suggests a moderate to high hydration energy.

8. Membrane Affinity: The balanced presence of lipophilic and polar groups suggests a moderate to high membrane affinity.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, a relatively low polar surface area, and a moderate to high degree of rigidity. These characteristics are generally associated with higher permeability in the PAMPA assay.

Final answer: High permeability

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# 393

**SMILES:** CC1=C(N(C(=C1C(=O)C)C)C)C(=O)NC2=CC(=CC=C2)[S+](=O)(N3CCCCCC3)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a sulfur-containing group, which suggests a relatively high lipophilicity. This could contribute to increased permeability.

2. Molecular Size and Weight: The molecular formula of the molecule is C22H24N2O2S+. The molecular weight is approximately 404 g/mol, which is relatively small. This suggests that the molecule is likely to have high permeability due to its small size.

3. Polarity: The molecule contains a sulfur-containing group, which is polar. However, the presence of aromatic rings and a relatively small molecular size might counterbalance the polarity, making it less of a hindrance to permeability.

4. Charge: The molecule has a positive charge, which could negatively impact its permeability. Charged species tend to have lower permeability due to their difficulty in diffusing through the hydrophobic lipid bilayer.

5. Rigidity: The presence of aromatic rings and a relatively small molecular size suggests that the molecule is likely to be relatively rigid. This rigidity could facilitate its permeation through the membrane.

6. Aromaticity: The molecule contains several aromatic rings, which could contribute to its lipophilicity and influence its interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a sulfur-containing group and a positive charge might increase the hydration energy of the molecule, making it more difficult for it to permeate the membrane.

8. Membrane Affinity: The molecule's balanced lipophilicity and relatively small size might contribute to a balanced affinity for both the aqueous phase and the lipid bilayer, which could facilitate its permeation.

Considering these properties, the molecule's high lipophilicity, small size, and relatively rigid structure are likely to contribute to high permeability. However, the positive charge and potential for high hydration energy might counteract this effect to some extent.

Final answer: Low-to-moderate permeability

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# 394

**SMILES:** CCOC1=CC=CC=C1N(CC(=O)NC2=C(C=CC(=C2)OC)OC)S(=O)(=O)C3=CC=CC=C3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings (c1ccccc1, c1cc(OC)ccc1OC, and c1ccccc1), which contribute to its lipophilicity. The presence of a carbonyl group (CC(=O)N) and a sulfone group (S(=O)(=O)c1ccccc1) also suggest a relatively high lipophilicity. However, the presence of a hydroxyl group (OC) and a nitrogen atom (N) may slightly reduce lipophilicity. Overall, the molecule's lipophilicity is likely to be high.

2. Molecular Size and Weight: The molecular formula of the given molecule is C22H22N2O5S2, which suggests a relatively large molecular size and weight. However, the presence of several aromatic rings and a planar structure may help to reduce steric hindrance and facilitate membrane permeation.

3. Polarity: The molecule contains several polar functional groups, including a hydroxyl group (OC), a carbonyl group (CC(=O)N), and a sulfone group (S(=O)(=O)c1ccccc1). However, the presence of several aromatic rings and a planar structure may help to reduce polarity. The polar surface area (PSA) of the molecule is likely to be moderate.

4. Charge: The molecule contains a nitrogen atom (N) and a sulfur atom (S), but no explicit charge is mentioned. However, the presence of a sulfone group (S(=O)(=O)c1ccccc1) suggests a relatively low charge density. The overall charge of the molecule is likely to be neutral.

5. Rigidity: The molecule contains several aromatic rings, which contribute to its rigidity. The presence of a planar structure and a relatively low degree of flexibility suggest that the molecule is relatively rigid.

6. Aromaticity: The molecule contains several aromatic rings, which contribute to its aromaticity. The presence of these rings may help to facilitate membrane permeation.

7. Hydration Energy: The molecule contains several polar functional groups, including a hydroxyl group (OC) and a carbonyl group (CC(=O)N). These groups may contribute to a relatively high hydration energy, which could reduce membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely to be moderate. The presence of polar functional groups and aromatic rings suggests a moderate affinity for the lipid bilayer, while the presence of a hydroxyl group and a carbonyl group suggests a moderate affinity for the aqueous phase.

Based on these properties, the molecule is likely to have a moderate degree of lipophilicity, a moderate molecular size and weight, a moderate polarity, a neutral charge, a high degree of rigidity, a moderate aromaticity, a moderate hydration energy, and a moderate membrane affinity.

Final answer: Low-to-moderate permeability

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# 395

**SMILES:** CCCC1=C(C2=C(O1)C=CC(=C2)NS(=O)(=O)C3=CC=C(C=C3)OC)C(=O)OCC

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, including a benzene ring and a pyridine ring, which contribute to its lipophilicity. Additionally, the presence of a nitro group (NS(=O)(=O)) and a carbonyl group (C(=O)O) suggests a moderate to high lipophilicity. However, the presence of a hydroxyl group (OH) and a carbonyl group (C(=O)O) also indicates some level of polarity. Overall, the lipophilicity of the molecule is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C22H17N3O6S. The molecular weight is approximately 443.43 g/mol. This is a relatively large molecule, which may negatively impact its permeability.

3. **Polarity**: The molecule contains a hydroxyl group (OH) and a carbonyl group (C(=O)O), which contribute to its polarity. However, the presence of several aromatic rings and a nitro group also suggests a moderate to high lipophilicity. The polar surface area (PSA) of the molecule is moderate.

4. **Charge**: The molecule is neutral, which is generally beneficial for permeability.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. **Aromaticity**: The presence of several aromatic rings in the molecule suggests a high degree of aromaticity, which may influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a hydroxyl group (OH) and a carbonyl group (C(=O)O) suggests a moderate to high hydration energy, which may negatively impact its permeability.

8. **Membrane Affinity**: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is generally beneficial for permeability.

Considering these properties, the molecule has a moderate to high lipophilicity, a moderate polar surface area, and a balanced membrane affinity. However, its relatively large size and moderate to high hydration energy may negatively impact its permeability. Based on these factors, the predicted permeability of the molecule to the artificial membrane is:

Final answer: Low-to-moderate permeability

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# 396

**SMILES:** CCOC1=CC=C(C=C1)NC(=O)CC2C(=O)N(C(=O)N2CCC3=C(C=CS3)C)C4=CC=C(C=C4)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings, such as the phenyl and pyridine rings, suggests a relatively high lipophilicity. However, the presence of fluorine atoms (F) on one of the aromatic rings may slightly decrease lipophilicity due to their electron-withdrawing effect.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432.5 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a few heteroatoms (N, O, S) contributes to a moderate molecular size.

3. Polarity: The molecule contains a few polar functional groups, such as the amide (CONH) and carbonyl (C=O) groups, as well as a fluorine atom. However, the overall polar surface area is relatively low, and the presence of aromatic rings and a few heteroatoms may help to reduce polarity.

4. Charge: The molecule appears to be neutral, with no obvious charges that would hinder its permeability.

5. Rigidity: The presence of multiple aromatic rings and a few heteroatoms suggests a relatively rigid molecular structure, which may facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, potentially improving permeability.

7. Hydration Energy: The presence of polar functional groups and heteroatoms may contribute to a moderate hydration energy, which could affect membrane permeation.

8. Membrane Affinity: The balanced presence of polar and nonpolar functional groups suggests a moderate membrane affinity, which is likely to contribute to moderate permeability.

Considering these properties, the molecule appears to have a moderate lipophilicity, a moderate molecular size, a relatively low polar surface area, and a balanced membrane affinity. These characteristics suggest that the molecule would have low-to-moderate permeability to the artificial membrane.

Final answer: Low-to-moderate permeability

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# 397

**SMILES:** COC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1cccc and c2csc) and a cyclohexyl group (CCC) suggests a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C24H26N2O2S, which indicates a moderate molecular size and weight. This is not extremely large, but not extremely small either, suggesting a moderate permeability.

3. Polarity: The presence of a sulfur atom (S) and a carbonyl group (C(N)=O) indicates a moderate polarity. However, the overall polarity of the molecule is relatively low due to the presence of several non-polar aromatic rings and a cyclohexyl group.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of several aromatic rings and a cyclohexyl group suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of a carbonyl group and a sulfur atom suggests a moderate hydration energy, which may not significantly impact membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic regions in the molecule suggests a moderate membrane affinity, which is beneficial for permeability.

Considering these properties, the molecule appears to have a moderate lipophilicity, a moderate molecular size and weight, a relatively low polarity, and a moderate degree of rigidity. These characteristics suggest that the molecule would have a moderate affinity for the artificial membrane, which is consistent with low-to-moderate permeability.

Final answer: Low-to-moderate permeability

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# 398

**SMILES:** CC1=CC(=C(C=C1)NC(=O)C2=C(C3=C(N2C)C=CC(=C3)C)N4CCCC4=O)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The molecule contains several aromatic rings and a carbonyl group, which suggests a relatively high lipophilicity. This could contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 384 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a carbonyl group may contribute to a more compact molecular shape, potentially mitigating the effect of size on permeability.

3. Polarity: The molecule contains a carbonyl group and a nitrogen atom, which could contribute to a moderate level of polarity. However, the overall polarity of the molecule is likely to be relatively low due to the presence of aromatic rings and a relatively low number of hydrogen bond donors/acceptors.

4. Charge: The molecule appears to be neutral, which is generally beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a carbonyl group suggests a relatively rigid molecular structure, which could facilitate membrane permeation.

6. Aromaticity: The molecule contains several aromatic rings, which could contribute to increased lipophilicity and improved membrane interactions.

7. Hydration Energy: The presence of a carbonyl group and a nitrogen atom may contribute to a moderate level of hydration energy, but the overall effect is likely to be relatively low due to the molecule's lipophilic nature.

8. Membrane Affinity: The molecule's balanced lipophilicity and moderate polarity suggest a relatively high affinity for both the aqueous phase and the lipid bilayer, which could contribute to improved PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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# 399

**SMILES:** CC1=C([C@H](C(=C(N1)C)C(=O)O[C@@H]2CCCN(C2)CC3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC.Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (e.g., c1cccc([N+](=O)[O-])c1) and a carbonyl group (COC(=O)C1=C(C)NC(C)=C(C(=O)OC2CCCN(Cc3ccccc3)C2)C1) suggests a relatively high lipophilicity.

2. Molecular Size and Weight: The molecular formula of the compound is C25H28ClN5O4, which indicates a moderate molecular size and weight.

3. Polarity: The presence of a charged nitrogen atom ([N+](=O)[O-]) and a carbonyl group (COC(=O)C1=C(C)NC(C)=C(C(=O)OC2CCCN(Cc3ccccc3)C2)C1) suggests a moderate to high polarity.

4. Charge: The molecule has a positive charge due to the presence of the [N+](=O)[O-] group, which may hinder its permeability.

5. Rigidity: The presence of aromatic rings and a planar carbonyl group suggests a relatively rigid structure.

6. Aromaticity: The presence of multiple aromatic rings (e.g., c1cccc([N+](=O)[O-])c1 and c3ccccc3) suggests a high degree of aromaticity.

7. Hydration Energy: The presence of a charged nitrogen atom and a carbonyl group suggests a relatively high hydration energy.

8. Membrane Affinity: The balance between lipophilicity and polarity suggests a moderate membrane affinity.

Considering these properties, the molecule's high lipophilicity, moderate molecular size, and moderate to high polarity are balanced by its positive charge, which may hinder its permeability. However, the presence of aromatic rings and a planar carbonyl group suggests a relatively rigid structure that may facilitate membrane permeation.

Based on these factors, I would predict that the molecule has:

Final answer: Low-to-moderate permeability

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# 400

**SMILES:** CC1=CC(=CC=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCC(C4)C(F)(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of multiple aromatic rings and fluorine atoms suggests a high lipophilicity, which generally correlates with increased permeability.

2. **Molecular Size and Weight**: The molecular formula of the compound is C24H20F3N5O2, indicating a moderate molecular size and weight. This size is not too large to hinder permeability but not so small that it would be highly permeable.

3. **Polarity**: The compound contains a nitro group (-NO2) and a carbonyl group (C=O), which contribute to its polarity. However, the presence of aromatic rings and fluorine atoms also contributes to its lipophilicity, suggesting a balance between polarity and lipophilicity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The presence of multiple aromatic rings suggests a degree of rigidity, which can facilitate membrane permeation.

6. **Aromaticity**: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of fluorine atoms and the nitro group suggests a relatively low hydration energy, which can improve membrane permeation.

8. **Membrane Affinity**: The balance between lipophilicity and polarity, along with the presence of aromatic rings, suggests a balanced affinity for both the aqueous phase and the lipid bilayer.

Considering these properties, the molecule is likely to exhibit high permeability through the artificial membrane due to its balanced lipophilicity, moderate size, and neutral charge, along with its rigidity and aromaticity.

Final answer: High permeability

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# 401

**SMILES:** CCN(CC)C(=O)C1=COC(=N1)COC2=CC3=C(CCN(C3C4=CC(=CC=C4)F)C(=O)C(C)C)C=C2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, I will analyze its properties based on the provided guidelines.

1. Lipophilicity: The molecule contains several aromatic rings, including a fluorinated ring, which suggests a high degree of lipophilicity. This is likely to contribute to increased permeability.

2. Molecular Size and Weight: The molecular weight of the given molecule is approximately 432 g/mol, which is relatively moderate. However, the presence of multiple aromatic rings and a large molecular structure may hinder its permeability.

3. Polarity: The molecule has a low polar surface area and a moderate number of hydrogen bond donors/acceptors, which suggests a relatively low polarity. This is likely to contribute to higher permeability.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of multiple aromatic rings and a relatively rigid molecular structure suggests that the molecule is quite rigid. This rigidity may facilitate its permeation through the membrane.

6. Aromaticity: The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer. This is likely to contribute to higher permeability.

7. Hydration Energy: The molecule's hydration energy is not explicitly calculable without further information, but its lipophilicity and rigidity suggest that it may have a relatively low hydration energy, which could improve membrane permeation.

8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer is likely due to its moderate lipophilicity and low polarity. This balance may contribute to its permeability.

Considering these properties, the molecule is likely to have high permeability due to its high lipophilicity, moderate molecular size, low polarity, and balanced membrane affinity.

Final answer: High permeability

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# 402

**SMILES:** CCC1=CC=CC=C1N2C(=N)C3=C(NN=C3N=C2SCC(=O)NC4=CC=C(C=C4)C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains several aromatic rings, which contribute to its lipophilicity. However, the presence of a sulfur atom and a carbonyl group (C=O) in the molecule may reduce its lipophilicity. Overall, the lipophilicity of the molecule is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the molecule is C22H19N5S, which suggests a moderate molecular size and weight. This is not particularly small, but it's not excessively large either.

3. **Polarity**: The molecule contains a sulfur atom, a carbonyl group, and several nitrogen atoms, which contribute to its polarity. However, the presence of aromatic rings and a relatively low molecular weight suggests that the molecule is not extremely polar.

4. **Charge**: The molecule appears to be neutral, as there are no obvious charges (positive or negative) present.

5. **Rigidity**: The molecule contains several aromatic rings, which contribute to its rigidity. This rigidity may facilitate its permeation through the membrane.

6. **Aromaticity**: The presence of multiple aromatic rings in the molecule suggests that it has a high degree of aromaticity, which may influence its lipophilicity and interactions with the lipid bilayer.

7. **Hydration Energy**: The presence of a sulfur atom, a carbonyl group, and several nitrogen atoms suggests that the molecule has a moderate to high hydration energy.

8. **Membrane Affinity**: The molecule's balanced lipophilicity, moderate molecular size, and neutral charge suggest that it has a moderate to high affinity for the lipid bilayer.

Considering these properties, the molecule is likely to have **high permeability** to the artificial membrane. The presence of aromatic rings, moderate lipophilicity, and a balanced membrane affinity suggest that the molecule can easily diffuse through the lipid bilayer.
Final answer:  High permeability

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# 403

**SMILES:** C1CN(CC2=CN=C(C=C2N1)NC3=CC=CC=C3)CC4=CC(=CC=C4)F

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The presence of aromatic rings (cyclic structures) and the nitrile group (CN) suggests a relatively high lipophilicity. However, the presence of nitrogen atoms in the ring and the nitrile group may also contribute to some level of polarity.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H18N6, which suggests a relatively small molecular size and weight. This is generally favorable for high permeability.

3. **Polarity**: The presence of nitrogen atoms and the nitrile group indicates some level of polarity. However, the overall molecular structure suggests a relatively low polar surface area.

4. **Charge**: The molecule appears to be neutral, which is generally favorable for high permeability.

5. **Rigidity**: The presence of aromatic rings and the nitrile group suggests a relatively rigid molecular structure, which is generally favorable for high permeability.

6. **Aromaticity**: The presence of multiple aromatic rings is likely to influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The presence of nitrogen atoms and the nitrile group may contribute to a relatively low hydration energy, which is generally favorable for high permeability.

8. **Membrane Affinity**: The balanced presence of lipophilic and polar groups suggests a balanced affinity for both the aqueous phase and the lipid bilayer, which is generally favorable for high permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane.

Final answer: High permeability

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# 404

**SMILES:** C1=COC(=C1)CNC(=O)COC(=O)CCC(=O)C2=CC=CS2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (c1cccs1 and c1ccco1) and the ester groups (COC(=O)CCC(=O)) suggest a relatively high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C17H16N2O3, which indicates a moderate molecular size and weight. This is not extremely small, but it's not excessively large either, which is a good sign for permeability.

3. Polarity: The molecule contains a carbonyl group (C=O), an ether group (COC), and an amide group (CON), which contribute to its polarity. However, the presence of aromatic rings and the ester groups also contribute to its lipophilicity, making its overall polarity moderate.

4. Charge: The molecule appears to be neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the ester groups suggests a moderate degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains two aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of polar groups (carbonyl, ether, and amide) suggests a moderate hydration energy, which may not be ideal for membrane permeation.

8. Membrane Affinity: The balance between the molecule's lipophilicity and polarity suggests a moderate affinity for both the aqueous phase and the lipid bilayer, which is a good indicator of PAMPA permeability.

Considering these properties, the molecule appears to have a moderate to high lipophilicity, a moderate molecular size and weight, and a balanced polarity and rigidity. These characteristics suggest that the molecule would have a moderate to high affinity for the lipid bilayer, which is beneficial for permeability.

Final answer: High permeability

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# 405

**SMILES:** CC1=CC=CC2=NC(=C(N12)NC3=CC=C(C=C3)C(C)C)C4=CN=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. **Lipophilicity**: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. However, the presence of nitrogen-containing rings and the amide group also introduce some polarity. Overall, the lipophilicity is moderate to high.

2. **Molecular Size and Weight**: The molecular formula of the given molecule is C24H22N6, which suggests a relatively large molecular size. However, the presence of aromatic rings and the planar structure of the molecule may help to reduce its effective size for permeation.

3. **Polarity**: The molecule has a moderate to low polar surface area due to the presence of aromatic rings and the amide group. However, the nitrogen-containing rings and the amide group also introduce some polarity.

4. **Charge**: The molecule is neutral, which is beneficial for permeability.

5. **Rigidity**: The molecule has a relatively rigid structure due to the presence of aromatic rings and the planar structure.

6. **Aromaticity**: The presence of multiple aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. **Hydration Energy**: The molecule has a moderate to low hydration energy due to the presence of aromatic rings and the amide group.

8. **Membrane Affinity**: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for permeability.

Considering these properties, the molecule is likely to have **high permeability** to the artificial membrane. The combination of moderate to high lipophilicity, moderate to low polarity, and a relatively rigid structure suggests that the molecule can easily diffuse through the lipid bilayer. Additionally, the molecule's balanced affinity for both the aqueous phase and the lipid bilayer further supports its high permeability.
Final answer:  High permeability

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# 406

**SMILES:** CN1CCC2=CC3=C(C=C2C1)OCO3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the given molecule, let's analyze its properties based on the provided characteristics:

1. Lipophilicity: The presence of aromatic rings (cyclohexadiene and phenol) and the cyano group suggests a moderate to high lipophilicity, which generally correlates with increased permeability.

2. Molecular Size and Weight: The molecular formula of the given molecule is C11H9NO2, which corresponds to a molecular weight of approximately 193 g/mol. This is a relatively small molecule, which tends to have higher permeability.

3. Polarity: The molecule contains a phenol group (OH), which contributes to its polarity. However, the presence of the cyano group (CN) and the aromatic rings may counterbalance this effect. The polar surface area (PSA) is moderate, which might not significantly hinder permeability.

4. Charge: The molecule is neutral, which is beneficial for permeability.

5. Rigidity: The presence of aromatic rings and the planar structure of the molecule suggest a relatively high degree of rigidity, which can facilitate membrane permeation.

6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability.

7. Hydration Energy: The presence of the phenol group and the cyano group may contribute to a moderate hydration energy, which could impact membrane permeation.

8. Membrane Affinity: The balanced presence of hydrophobic and hydrophilic groups in the molecule suggests a moderate to high affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability.

Considering these properties, the molecule is likely to exhibit high permeability to the artificial membrane.

Final answer: High permeability

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