# 0

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C(C(=C1)C2=NC=CC(=N2)N3C=CN=C3)Cl is a complex organic compound with several distinct features. It consists of a central benzene ring substituted with a chlorine atom and a pyridine ring. Additionally, it contains a fused imidazole ring system. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. 1. Lipophilicity: The presence of aromatic rings, such as the benzene and pyridine rings, suggests that this molecule is lipophilic. This lipophilicity can enhance its permeability through the lipid bilayer. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which is favorable for permeability. However, the presence of multiple rings and substituents may slightly hinder its permeation. 3. Polarity: The molecule contains both polar and nonpolar regions due to the presence of nitrogen and chlorine atoms. This mixed polarity may affect its permeability, but the overall lipophilicity dominates. 4. Charge: The molecule is neutral, which is beneficial for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of fused rings, such as the imidazole ring system, suggests a certain degree of rigidity. This rigidity can enhance the molecule's permeability. 6. Aromaticity: The presence of aromatic rings contributes to the molecule's lipophilicity and can influence its interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar functional groups, such as the nitrogen atoms, may result in moderate hydration energy. This moderate hydration energy may slightly hinder permeation. 8. Membrane Affinity: The molecule's lipophilicity and rigidity suggest a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is favorable for permeability. Overall, considering the molecule's lipophilicity, rigidity, balanced membrane affinity, and moderate molecular size and weight, it is likely to exhibit high permeability to the artificial membrane. Final answer: High permeability.

------
# 1

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=NC(=NC2=CC=CC=C12)N is known as 1-methyl-4-quinazolinamine. This molecule belongs to the quinazoline family, which is characterized by a bicyclic structure consisting of a benzene ring fused to a pyrimidine ring. 1-methyl-4-quinazolinamine possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, its lipophilicity is moderate due to the presence of the aromatic benzene ring and the methyl group. This lipophilicity allows the molecule to interact favorably with the hydrophobic lipid bilayer, promoting its permeation. Secondly, the molecular size and weight of 1-methyl-4-quinazolinamine are relatively small, which enhances its ability to diffuse through the artificial membrane. Additionally, the molecule's polarity is low, as indicated by the low polar surface area and the absence of hydrogen bond donors/acceptors. This low polarity further contributes to its permeability, as it can easily traverse the lipid bilayer. Furthermore, the molecule is neutral, which is advantageous for permeation through the hydrophobic lipid bilayer. Charged species are less likely to diffuse through the membrane due to electrostatic interactions with the lipid molecules. Lastly, the presence of aromatic rings in 1-methyl-4-quinazolinamine can influence its lipophilicity and molecular interactions with the lipid bilayer, potentially affecting its permeability. In summary, considering its lipophilicity, molecular size and weight, polarity, charge, and aromaticity, 1-methyl-4-quinazolinamine is expected to exhibit high permeability in the PAMPA assay. 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1=NC(=C2C(=N1)N(C=N2)[C@@H]3[C@@H]([C@@H]([C@@H](O3)CO)O)N)N is a complex structure known as 5-(5-aminopentyl)adenosine. It consists of a purine base, adenine, attached to a sugar moiety, ribose, through a glycosidic bond. The molecule also contains a pentylamine side chain. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the adenine base and the ribose sugar confers a degree of polarity to the molecule, making it more hydrophilic. This property is important for its interaction with the artificial membrane. Additionally, the pentylamine side chain contributes to the overall lipophilicity of the molecule, enhancing its ability to penetrate the lipid bilayer. The presence of the glycosidic bond between the adenine and ribose moieties provides rigidity to the molecule, which can improve its permeability. Furthermore, the molecule contains several hydroxyl groups, which can form hydrogen bonds with the lipid bilayer, potentially influencing its permeability. Overall, considering the presence of both hydrophilic and lipophilic regions, the molecule's moderate size, and its rigidity, it is likely to exhibit low-to-moderate permeability in the PAMPA assay. Final answer: Low-to-moderate 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code 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 is a complex organic compound. It is a natural product found in Citrus deliciosa and Citrus reticulata. The molecule contains multiple functional groups and aromatic rings, which contribute to its physical and chemical properties. The presence of the nitrogen atom (N) indicates that the molecule is basic in nature. The molecule also contains oxygen atoms (O), which suggests the potential for hydrogen bonding and solubility in polar solvents. The lipophilicity of the molecule is likely to be high due to the presence of multiple aromatic rings and alkyl chains. This property is important for determining its permeability through the artificial membrane. The molecule's size and weight are relatively large, which may limit its permeability. However, the presence of aromatic rings and the overall structure of the molecule suggest that it may have some degree of flexibility, which could enhance its permeability. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The combination of lipophilicity, molecular size, and rigidity suggests that the molecule may have some difficulty diffusing through the lipid bilayer. However, the presence of aromatic rings and the potential for hydrogen bonding may also contribute to its permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1=CC2=C(C=C1I)C(=CC3=CC(=C(C(=C3)Br)O)Br)C(=O)N2 is a complex compound with several distinct features. It consists of a central indole ring, which is a bicyclic aromatic system, substituted with an iodine atom at position 5. Attached to the indole ring is a phenyl ring substituted with two bromine atoms at positions 3 and 5, and a hydroxyl group at position 4. Additionally, there is a carbonyl group attached to the nitrogen atom of the indole ring. Based on the properties provided, we can analyze the molecule's permeability. The presence of the iodine atom and bromine atoms suggests that the molecule is likely to have high lipophilicity, which generally correlates with increased permeability. The aromatic rings in the molecule contribute to its lipophilicity and can influence its interactions with the lipid bilayer. The presence of the hydroxyl group and the carbonyl group indicates that the molecule may have some polarity, which could potentially affect its permeability. However, the overall structure of the molecule suggests that it is more lipophilic than polar. Considering the molecular size and weight, the molecule is relatively large and complex, which may limit its permeability. Additionally, the presence of the carbonyl group and the hydroxyl group suggests that the molecule may have some degree of rigidity, which can also impact its permeability. In conclusion, based on the properties provided, the molecule is likely to have high permeability to the artificial membrane. The presence of lipophilic groups, aromatic rings, and a balanced affinity for both the aqueous phase and the lipid bilayer contribute to 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:
The molecule with the SMILES code COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3 is a complex organic compound. It consists of a central benzene ring with various functional groups attached to it. The molecule contains an ester group (COC(=O)) and an amide group (C(=O)NC), which are both polar functional groups. These polar groups can interact with the aqueous phase, making the molecule more soluble in water. The presence of the ester group suggests that the molecule may have some lipophilic character, which can enhance its permeability through the lipid bilayer. The molecule also contains a fused heterocyclic ring system (1,3-dimethyl-2,3,4,5-tetrahydro-1H-benzo[d][1,2,3]triazole) attached to the benzene ring. This heterocyclic ring system can contribute to the overall lipophilicity of the molecule, potentially enhancing its permeability. Overall, based on the presence of polar functional groups, lipophilic character, and the presence of aromatic rings, it is likely that this molecule has 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:
The molecule with the SMILES code C[C@@]12C3=CC=CC=C3C[C@@H](N1)C4=CC=CC=C24 is a complex organic compound. It belongs to the class of tetracyclic compounds and possesses a unique structure. The molecule contains a central core composed of four fused rings, with two additional rings attached to it. The presence of aromatic rings in the structure suggests that this molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the molecule contains a nitrogen atom, indicating the presence of a basic center. This basicity may influence the molecule's interaction with the lipid bilayer, potentially affecting its permeability. The overall molecular size and weight of the compound are relatively small, which can contribute to its higher permeability. Furthermore, the molecule lacks polar functional groups, such as hydroxyl or carboxyl groups, which can hinder permeation. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, small size, and absence of polar groups suggests that the molecule can easily diffuse through the lipid bilayer. Therefore, the final answer is: 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:
The molecule with the SMILES code 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 is a complex compound with multiple functional groups. It is a derivative of N-(2-carboxyethyl)-5-[(4-{[2-(2,6-diaminopurin-9-yl)-1-methylethyl]phenyl}carbamoyl)benzamide. This molecule possesses several important properties that influence its permeability in the PAMPA assay. Firstly, the presence of the amide group (C(=O)N) suggests that the molecule has a moderate polarity, which can affect its ability to permeate the lipid bilayer. Additionally, the aromatic rings in the structure contribute to its lipophilicity, enhancing its potential for permeation. The molecule also contains a carboxylic acid group (C(=O)O), which can influence its solubility and interactions with the aqueous phase. The presence of the carboxylic acid group suggests that the molecule may have a low-to-moderate permeability. Furthermore, the molecule contains a purine moiety (2,6-diaminopurin-9-yl), which can contribute to its overall hydrophilicity. This hydrophilic character may limit its permeability through the lipid bilayer. In summary, considering the presence of aromatic rings, amide group, carboxylic acid group, and purine moiety, this molecule is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1COCCN1C2=C(C=C(C=C2)C(F)(F)F)NC(=O)C3=NNC(=O)C4=CC=CC=C43 is a complex compound with multiple functional groups. It consists of a central morpholine ring connected to a phenyl ring substituted with three fluorine atoms. Additionally, it contains a benzimidazole ring attached to a carboxamide group. The presence of the morpholine ring suggests that the molecule has a basic nitrogen atom, which can potentially form hydrogen bonds with the lipid bilayer. The three fluorine atoms on the phenyl ring increase the lipophilicity of the molecule, enhancing its ability to dissolve in the lipid phase. The benzimidazole ring and the carboxamide group contribute to the overall polarity of the molecule. However, the presence of the morpholine ring and the lipophilic phenyl ring suggest that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer. Based on the properties mentioned earlier, this molecule is likely to have high permeability to the artificial membrane. The combination of lipophilicity, balanced polarity, and the presence of aromatic rings contribute to its ability to diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 9

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCCCCN1C(=O)C2=C(C=C(C=C2)C(=O)NCCCN3CCCCC3)NC1=O is a quinazoline derivative. Quinazolines are a class of heterocyclic compounds that exhibit various biological activities. This particular molecule is a linear alkyl chain attached to a quinazoline core, with additional functional groups. The presence of the alkyl chain suggests that this molecule is lipophilic, which generally correlates with increased permeability. However, the quinazoline core and the presence of carbonyl groups indicate that this molecule may have some polar characteristics. The molecular weight of this compound is relatively high, which may limit its permeability. Additionally, the presence of multiple carbonyl groups suggests that this molecule may have a high degree of rigidity. Based on these properties, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The lipophilicity of the alkyl chain and the rigidity of the quinazoline core may contribute to its ability to permeate the membrane, but the presence of polar functional groups and the high molecular weight may hinder its diffusion. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)NC3=NN=C(S3)COC4=CC=C(C=C4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a fused isoxazole ring, which contributes to its rigidity and lipophilicity. The presence of aromatic rings, such as the phenyl and chlorophenyl groups, enhances its lipophilicity and potential interactions with the lipid bilayer. The molecule also possesses a carbonyl group, which can participate in hydrogen bonding and influence its polarity. The presence of nitrogen and sulfur atoms in the molecule suggests the potential for hydrogen bonding and other intermolecular interactions. The overall molecular size and weight of the compound are relatively moderate, which may impact its permeability. Based on the given properties, the molecule is likely to exhibit high permeability to the artificial membrane. The combination of lipophilicity, rigidity, aromaticity, and moderate molecular size and weight suggests that the molecule can readily diffuse through the lipid bilayer. Additionally, the presence of functional groups like the carbonyl and nitrogen atoms may facilitate interactions with the membrane. Therefore, the final answer is: Final answer: High permeability.

------
# 11

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1OC2=C(O1)C=C(C=C2)C3NN4C(=NN=C4S3)C5=CC=CC=C5 is a complex compound with multiple aromatic rings and heterocyclic moieties. It is a derivative of benzodithiazole, which is known for its potential biological activities. The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings, which can interact favorably with the hydrophobic lipid bilayer. This suggests that the molecule may have good permeability. The molecular size and weight of the compound are relatively moderate, which further supports the possibility of high permeability. The presence of nitrogen and sulfur atoms in the molecule indicates the potential for hydrogen bonding and other intermolecular interactions, which can influence its permeability. Additionally, the molecule's rigidity and aromaticity may contribute to its ability to permeate the artificial membrane. Overall, based on the given properties, it is likely that the molecule has 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC2=C(C=C1)NC(=O)C(=C2)C3=NOC(=N3)C4=CC=CC=C4 is a complex organic compound. It consists of a central quinoline ring fused with a benzene ring and a five-membered isoxazole ring. The molecule also contains a methoxy group (OCH3) attached to the quinoline ring. Based on the given properties, we can analyze the molecule's permeability as follows: 1. Lipophilicity: The presence of aromatic rings and the methoxy group suggests that this molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which is favorable for permeability. 3. Polarity: The presence of the isoxazole ring and the methoxy group indicates that the molecule has some polarity, but it is not highly polar. This suggests that it may have low-to-moderate permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of aromatic rings and the fused ring system suggests that the molecule is relatively rigid, which can improve its permeability. 6. Aromaticity: The presence of aromatic rings contributes to the molecule's lipophilicity and can influence its interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar functional groups like the isoxazole ring and the methoxy group suggests that the molecule may have moderate hydration energy. 8. Membrane Affinity: The balanced lipophilicity and moderate polarity of the molecule suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which can improve its permeability. Based on these considerations, the molecule is expected to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 13

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=CC=C1C2=NC(=C(O2)C)CN3CCC(CC3)C(=O)NCCCN4CCOCC4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central aromatic ring with a side chain attached to it. The presence of aromatic rings can enhance lipophilicity, which is beneficial for membrane permeation. Additionally, the molecule contains a nitrogen-containing heterocycle, which can contribute to its overall polarity and hydrogen bonding potential. The molecule's molecular weight and size are relatively moderate, which suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is crucial for efficient permeation through the artificial membrane. Furthermore, the presence of a carbonyl group in the molecule indicates the potential for hydrogen bonding and interaction with the lipid bilayer. This interaction can enhance the molecule's permeability. In summary, based on the given properties, the molecule is expected to exhibit high permeability to the artificial membrane. This is due to its lipophilicity, moderate molecular weight and size, low polar surface area, low hydrogen bond donors/acceptors, neutral charge, rigidity, aromaticity, low hydration energy, and balanced membrane affinity. Final answer: High permeability.

------
# 14

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC(=CN=C1)NC(=O)C2=CC=CS2 is a 3-pyridyl-N-(3-pyridylmethyl)thiophene-2-carboxamide. This molecule consists of a pyridine ring fused with a thiophene ring, with a carboxamide group attached to the thiophene ring. The presence of the pyridine and thiophene rings suggests that this molecule is likely to have a moderate to high lipophilicity, as both rings are aromatic and contribute to the overall hydrophobicity of the molecule. Additionally, the carboxamide group indicates the presence of a polar functional group, which may affect the molecule's solubility and interactions with the lipid bilayer. The molecular weight of this molecule is relatively low, which suggests that it may have higher permeability compared to larger molecules. The presence of the pyridine and thiophene rings also suggests that this molecule may have a high degree of rigidity, which can improve its ability to permeate the membrane. Overall, based on the given properties, it is likely that this molecule has high permeability to the artificial membrane. The combination of moderate to high lipophilicity, low molecular weight, high rigidity, and the presence of aromatic rings contribute to its favorable permeation characteristics. Therefore, the final answer is: Final answer: High permeability.

------
# 15

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
Based on the given SMILES code, the molecule can be identified as N-(2-methylphenyl)-N'-(2-thiophenyl)urea. This molecule consists of a urea core with two aromatic rings attached to it. The presence of the urea group suggests that the molecule has the potential to form hydrogen bonds, which can influence its permeability. The lipophilicity of the molecule is likely to be moderate due to the presence of both aromatic rings and the urea group. The molecule's molecular size and weight are relatively small, which suggests that it may have higher permeability. The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, considering the moderate lipophilicity, small molecular size, neutral charge, and the presence of aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 16

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code C1=NC2=C(N1)C(=O)NC=N2 is a purine derivative. Purines are heterocyclic aromatic compounds that consist of a pyrimidine ring fused with an imidazole ring. The presence of the imidazole ring in this molecule suggests that it may have some unique properties that could influence its permeability.

Purines are known to have high lipophilicity due to the presence of multiple aromatic rings. This lipophilicity can enhance the molecule's ability to permeate through the lipid bilayer of the artificial membrane. Additionally, the presence of nitrogen atoms in the molecule can contribute to its polarity, which may affect its interactions with the lipid bilayer.

The molecular size and weight of the purine derivative are relatively moderate, which suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balance can be beneficial for membrane permeation.

Considering the properties mentioned above, it is likely that the purine derivative has high permeability to the artificial membrane. The presence of aromatic rings, moderate molecular size and weight, and balanced affinity for both phases contribute to its ability to diffuse through the lipid bilayer.

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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)N2C3=NC=NC(=C3C=N2)NC4=CC=CC(=C4)C(=O)O is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central pyrazolo[3,4-d]pyrimidine core, which is connected to two aromatic rings. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. Additionally, the molecule contains a carboxylic acid group, which can potentially influence its solubility and interactions with the lipid bilayer. The lipophilicity of the molecule, as indicated by the presence of aromatic rings and the absence of polar functional groups, suggests that it may have high permeability. However, the presence of the carboxylic acid group may slightly reduce its permeability due to potential hydrogen bonding interactions with the lipid bilayer. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilic aromatic rings and the absence of polar functional groups contribute to its high permeability, while the carboxylic acid group may have a minor impact on its permeability. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCN(CC)CCNC(=O)C1CCN(CC1)C2=NN3C=C(N=C3S2)C4=CC=C(C=C4)F is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a central piperidine ring, which is a cyclic amine, and is connected to a diethylaminoethyl group. This amine group can potentially form hydrogen bonds and interact with the lipid bilayer, affecting its permeability. Additionally, the molecule has a carbonyl group (C=O) attached to the piperidine ring, which can participate in hydrogen bonding and influence the compound's solubility and permeability. The presence of a fluorine atom (F) on the aromatic ring enhances the lipophilicity of the molecule, potentially increasing its permeability. The aromatic ring itself contributes to the compound's lipophilicity and can interact with the lipid bilayer, affecting its permeability. Overall, considering the presence of the amine group, the carbonyl group, the lipophilic aromatic ring, and the fluorine atom, this molecule is likely to have high permeability to the artificial membrane. It possesses a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for membrane permeation. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=CC2=C(C=C1)C(=C(N2CC3=CC=C(C=C3)OC)C(=O)O)CNCC4=CC=CO4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine its permeability. 1. Lipophilicity: The molecule contains multiple aromatic rings, such as the benzene rings, which contribute to its lipophilicity. This suggests that the molecule has a high affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the carboxylic acid and amine groups. However, the presence of aromatic rings and lipophilic substituents, like the methoxy group, suggests that the molecule has a balanced polarity. This balance can enhance its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains rigid aromatic rings, which can improve its permeability by facilitating interactions with the lipid bilayer. 6. Aromaticity: The presence of aromatic rings contributes to the molecule's lipophilicity and can influence its interactions with the lipid bilayer, affecting its permeability. 7. Hydration Energy: The molecule's structure suggests that it has low hydration energy, which can improve its membrane permeation. 8. Membrane Affinity: The molecule's balanced polarity and lipophilicity indicate that it has a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code 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 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a carbonyl group (C=O) and a carboxylic acid group (C(=O)O), indicating its potential to form hydrogen bonds and interact with the lipid bilayer. Additionally, the presence of aromatic rings, such as the phenyl ring and the benzene ring, suggests that the molecule may have lipophilic properties, enhancing its permeability. The molecule also contains a nitrogen atom in a piperazine ring, which can contribute to its overall polarity and potential for hydrogen bonding. However, the presence of the fluorine atom in the molecule may reduce its polarity and enhance its lipophilicity. Considering the molecular size and weight, the molecule appears to be relatively small, which is favorable for higher permeability. Furthermore, the molecule's rigidity, as indicated by the presence of aromatic rings and the absence of flexible functional groups, may also contribute to its permeability. In summary, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. This is due to its lipophilic nature, small size, rigidity, and balanced polarity. Therefore, the final answer is: 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCN(CC1)C2CCN(CC2)C3=C(C=C(C=C3)NC(=O)C4=CC=C(C=C4)Br)C(=O)O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, such as the benzene ring with a bromine substituent, which contributes to its lipophilicity. This lipophilicity suggests that the molecule has a high affinity for the lipid bilayer, which is favorable for permeation. 2. Molecular Size and Weight: The molecule has a relatively large size due to the presence of multiple rings and substituents. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the carboxylic acid and amide groups. These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeation. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains rigid structures, such as the piperidine rings, which can enhance its permeability. 6. Aromaticity: The presence of aromatic rings, such as the benzene ring, can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The presence of polar functional groups, such as the carboxylic acid and amide groups, suggests that the molecule may have relatively high hydration energy. This high hydration energy may hinder its permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeation. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and high hydration energy may limit its permeability, while the lipophilicity, rigidity, and aromaticity may contribute to its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 22

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(C=C(C=C1)C2=NN3C(=NN=C3C4=CC=CC=C42)C)S(=O)(=O)NC is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with various groups, including a sulfonamide (S(=O)(=O)N) and a triazole ring (C2=NN3C(=NN=C3C4=CC=CC=C42)). The presence of the sulfonamide group suggests that the molecule is likely to have high water solubility due to the polar nature of the sulfonamide moiety. This property can influence its permeability, as highly water-soluble compounds may have reduced permeability through the lipid bilayer. The molecule also contains multiple aromatic rings, which can contribute to its lipophilicity and potential interactions with the lipid bilayer. However, the presence of the sulfonamide group and the triazole ring may counteract the lipophilic effects to some extent. Overall, considering the presence of polar functional groups, the potential for hydrogen bonding, and the complex structure, it is likely that this molecule exhibits low-to-moderate permeability to the artificial membrane. The presence of multiple aromatic rings may contribute to its lipophilicity, but the polar groups and the triazole ring may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 23

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code C1=C(OC(=C1)[N+](=O)[O-])C=NNC(=O)C(=O)N is a 1-(5-nitro-2-furyl)vinylhydrazide of oxamide. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the nitro group (NO2) and the furan ring in the molecule contribute to its lipophilicity, which is a key factor in determining its permeability. Lipophilic molecules tend to have higher permeability as they can easily dissolve in the lipid bilayer of the artificial membrane. Secondly, the molecular size and weight of the molecule are relatively small, which suggests that it may have higher permeability compared to larger molecules. This is because smaller molecules have a lower steric hindrance and can easily diffuse through the membrane. Additionally, the molecule contains a hydrazide functional group (NH2CONH), which can form hydrogen bonds with the lipid bilayer. This hydrogen bonding capability can influence the molecule's interactions with the membrane and potentially enhance its permeability. In summary, based on the presence of lipophilic groups, small molecular size, and hydrogen bonding capability, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 24

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1COCCN1C2=CC(=O)C3=C(O2)C4=CC=CC=C4C=C3 is a complex organic compound. It belongs to the class of chromones, which are characterized by a benzopyranone structure. This molecule is a derivative of chromone, with a morpholine group attached to the carbon atom at position 4. The presence of the morpholine group imparts a basic character to the molecule, making it more likely to be neutral or slightly basic in nature. This property is important for its permeability, as charged species tend to have lower permeability through the artificial membrane. The molecule also contains multiple aromatic rings, which contribute to its lipophilicity. Lipophilicity is a key factor in determining the permeability of a molecule, as it allows the compound to interact favorably with the hydrophobic lipid bilayer of the artificial membrane. Additionally, the molecule's molecular size and weight are relatively moderate, which suggests that it may have a moderate permeability. Overall, based on the presence of the morpholine group, lipophilicity, moderate molecular size and weight, and the absence of any polar or charged functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 25

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C(=NN=N1)SC2=NC=NC3=C2C=CS3 is a complex compound with multiple functional groups. It consists of a central pyrazine ring fused with a thiophene ring, which is further substituted with a thiazole ring. The molecule also contains a methyl group attached to the nitrogen atom of the pyrazine ring. Based on the given properties, we can analyze the permeability of this molecule. The presence of multiple aromatic rings, such as the pyrazine, thiophene, and thiazole rings, suggests that this molecule may have a high lipophilicity. This lipophilicity can enhance its permeability through the artificial membrane. Additionally, the molecule's molecular size and weight are relatively small, which further supports its potential for high permeability. The presence of sulfur and nitrogen atoms in the molecule indicates the potential for hydrogen bonding and other intermolecular interactions. However, the low polar surface area and low hydrogen bond donors/acceptors suggest that these interactions may not significantly hinder the molecule's permeability. Overall, considering the lipophilicity, small molecular size, low polar surface area, and the absence of charged species, it is likely that this molecule exhibits high permeability to the artificial membrane. Final answer: High permeability.

------
# 26

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)NO is 7-[Anilino(oxo)methylamino]-1-oxoheptane-1-hydroxamide. This molecule consists of a central heptane chain with an aniline group attached to one end and a hydroxamide group attached to the other end. The aniline group contains a benzene ring with an amino group (-NH2) attached to it. The hydroxamide group contains a carbonyl group (-C=O) attached to a hydroxyl group (-OH). Based on the given properties, we can analyze the permeability of this molecule. The presence of the aniline group suggests that this molecule is likely to have moderate to high lipophilicity, as aromatic compounds tend to be more lipophilic. The heptane chain indicates that the molecule is relatively small, which can contribute to higher permeability. The presence of the hydroxamide group suggests that this molecule may have some polarity, which could potentially affect its permeability. However, the overall polarity of the molecule is likely to be low due to the presence of the lipophilic aniline group. Overall, considering the lipophilicity, molecular size, and polarity of this molecule, it is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 27

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN(C)C1=CC=C(C=C1)C2=C(C(=O)NC=C2)N is a 4-amino-1-[4-(dimethylamino)phenyl]-2-pyrinone. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the amino group (NH2) and the pyrroline ring in the molecule contribute to its moderate polarity. This moderate polarity allows the molecule to interact with both the aqueous phase and the lipid bilayer, enhancing its permeability. Secondly, the dimethylamino group (N(C)C) attached to the phenyl ring increases the lipophilicity of the molecule. This lipophilic character aids in the molecule's ability to dissolve in the lipid bilayer, further promoting its permeability. Additionally, the presence of the pyrroline ring and the aromatic phenyl ring contribute to the molecule's rigidity. This rigidity allows the molecule to easily permeate the artificial membrane. Overall, considering the moderate polarity, lipophilicity, rigidity, and aromaticity of the molecule, it is expected to exhibit high permeability in the PAMPA assay. Final answer: High permeability.

------
# 28

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=C(C=C(C=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N)OC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, such as the benzene ring and the thiazole ring, which contribute to its lipophilicity. This lipophilicity suggests that the molecule has a high affinity for lipid environments, which is favorable for permeation through the artificial membrane. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group (C(=O)N) and the thiazole ring. These polar groups may interact with the aqueous phase and reduce the molecule's affinity for the lipid bilayer, potentially affecting its permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. Charged species are less likely to diffuse through the membrane. 5. Rigidity: The presence of multiple aromatic rings and the rigid thiazole ring contribute to the molecule's rigidity. Rigidity can enhance membrane permeation by reducing the energy barrier for diffusion. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. Aromatic rings can enhance the molecule's affinity for the lipid environment, promoting permeation. 7. Hydration Energy: The presence of polar functional groups, such as the amide group, may result in higher hydration energy. Higher hydration energy can hinder membrane permeation. 8. Membrane Affinity: The molecule's lipophilicity and rigidity suggest a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is favorable for PAMPA permeability. Considering these properties, the molecule is expected to have moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding may reduce its permeability compared to highly lipophilic compounds. However, the molecule's rigidity, aromaticity, and balanced membrane affinity contribute to its ability to permeate the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 29

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC(=CC(=C1OC)OC)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple methoxy (OCH3) groups, which contribute to its lipophilic nature. This lipophilicity suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and heterocyclic moieties. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as amide (C=O-NH) and thioamide (C=S-NH) moieties. These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of aromatic rings and the rigid structure of the molecule contribute to its rigidity. Rigidity can enhance permeability, as it allows the molecule to easily fit into the lipid bilayer. 6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer. Aromatic rings can enhance lipophilicity and improve membrane permeation. 7. Hydration Energy: The presence of polar functional groups in the molecule suggests that it may have relatively high hydration energy. High hydration energy can hinder permeability, as it may require more energy for the molecule to overcome the water-lipid interface. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Overall, considering the lipophilicity, rigidity, aromaticity, and balanced membrane affinity of the molecule, it is likely to have high permeability in the PAMPA assay. Final answer: High permeability.

------
# 30

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC(=O)NC1CCN(CC1)C2=NC(=CS2)C3=CC=C(C=C3)Br is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to predict the permeability of the molecule. 1. Lipophilicity: The presence of the acetyl group (CC(=O)) indicates that the molecule is moderately lipophilic. This suggests that it has a moderate affinity for the lipid bilayer, which can enhance its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains both polar and nonpolar regions. The presence of the bromine atom and the nitrogen-containing heterocycles contribute to its polar nature. However, the overall polar surface area is relatively low, which suggests that the molecule may have moderate permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains multiple rings, which contribute to its rigidity. Rigidity can enhance membrane permeation, as it allows the molecule to adopt a favorable conformation. 6. Aromaticity: The presence of aromatic rings, such as the benzene ring, can influence lipophilicity and molecular interactions with the lipid bilayer. This may contribute to the molecule's permeability. 7. Hydration Energy: The presence of polar functional groups, such as the amide group (CONH), suggests that the molecule may have moderate hydration energy. This can affect its permeability, as lower hydration energy generally improves membrane permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, the molecule is expected to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CC1=NC(=CC=C1)C2=C(N=C(N2)C(C)(C)C)C3=CC4=NC=CN=C4C=C3 is a complex organic compound. It consists of a fused ring system with multiple aromatic rings and heterocycles. The molecule contains a central pyrimidine ring, which is connected to two phenyl rings and a pyrazine ring. The presence of aromatic rings in the molecule suggests that it may have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the molecule contains several nitrogen atoms, which can potentially form hydrogen bonds with the lipid bilayer, further influencing its permeability. The molecule's molecular weight and size are relatively moderate, which suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balance can contribute to its permeability. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The presence of aromatic rings, lipophilicity, moderate molecular weight and size, and balanced affinity for both phases support this conclusion. Final answer: High permeability.

------
# 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC(=CC(=C1)N2C=CC=C2/C=C/3\C(=O)N(C(=O)N3)C4=CC(=CC=C4)Cl)C(=O)O is a complex compound with multiple functional groups. It is a derivative of benzene, containing a carboxylic acid group (C(=O)O) and a chloro group (Cl) attached to a phenyl ring. The molecule also contains a pyrrole ring and a pyrazine ring, both of which are fused to the benzene ring. Additionally, there are several amide groups (C(=O)N) present in the molecule. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the phenyl ring and the chloro group, suggests that the molecule may have high lipophilicity, which can contribute to its permeability. The presence of multiple amide groups indicates that the molecule may have a high degree of rigidity, which can also enhance its permeability. However, the molecule's large size and complex structure may hinder its permeability. The presence of polar functional groups, such as the carboxylic acid and amide groups, may also affect its permeability. Overall, considering the presence of lipophilic groups, rigidity, and the potential for polar interactions, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the given SMILES code is a complex compound with multiple functional groups and aromatic rings. It consists of two identical halves, each containing a central cyclohexane ring with various substituents. The molecule also contains multiple hydroxyl groups, which are important for its solubility in water. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the alkyl chains and aromatic rings, suggests that the molecule has a high lipophilicity, which is likely to enhance its permeability. The molecular size and weight are relatively large, which may limit its permeability to some extent. The molecule's polarity is low due to the presence of nonpolar substituents, such as the alkyl chains and aromatic rings. This low polarity is beneficial for membrane permeation. The molecule is neutral, which is favorable for permeability compared to charged species. The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, considering the lipophilicity, low polarity, neutral charge, and presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

------
# 34

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CCCCCCCCC1=CC=C(C=C1)CCC(CO)(CO)N is a 3,3-bis(hydroxymethyl)-N-(4-octylphenyl)propan-1-amine. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the long alkyl chain (C8H17) attached to the phenyl ring indicates that this molecule is lipophilic. Lipophilicity is a crucial factor in determining the permeability of a molecule, as it allows the molecule to dissolve in the lipid bilayer of the artificial membrane. Additionally, the molecule contains two hydroxymethyl groups (-CH2OH) and an amine group (-NH2). These functional groups contribute to the molecule's polarity and hydrogen bonding potential. However, the presence of the alkyl chain and the aromatic ring suggests that the molecule may have a low polar surface area, which can enhance its permeability. Furthermore, the molecule is neutral, which is advantageous for permeation through the hydrophobic lipid bilayer. The presence of the aromatic ring also contributes to the molecule's lipophilicity and potential interactions with the lipid bilayer. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to exhibit high permeability in the PAMPA assay. Final answer: High permeability.

------
# 35

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN(C)[C@@H]1CCN(C1)C2=CC=CC(=C2)NC3=NN4C(=O)C5=CC=CC=C5N=C4S3 is a complex compound with various chemical and physical properties. It is a member of the benzothiazole family, characterized by a fused benzene and thiazole ring system. The molecule contains a tertiary amine group (N(C)(C)), which contributes to its basicity and potential for hydrogen bonding. The presence of the amine group suggests that the molecule may have some solubility in water. The molecule also contains a thiazole ring, which is a heterocyclic compound that can exhibit aromaticity. This aromaticity can influence the molecule's lipophilicity and interactions with the lipid bilayer in the PAMPA assay. The presence of multiple aromatic rings, including a phenyl ring and a benzothiazole ring, suggests that the molecule may have some lipophilic character. This lipophilicity can contribute to its permeability through the artificial membrane. The molecule's molecular weight and size are relatively moderate, which suggests that it may have a reasonable ability to permeate the membrane. However, the presence of a sulfur atom in the thiazole ring may introduce some steric hindrance and affect its permeability. Overall, based on the presence of lipophilic groups, aromaticity, and moderate molecular size, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 36

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCNC(=O)C1=CC=C(O1)C2=CC3=C(C=C2)N=CN=C3NCC4CCCO4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings, such as benzene and pyridine, suggests that this molecule is lipophilic. Lipophilicity generally correlates with increased permeability, up to a certain threshold. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups like amide (C=O) and hydroxyl (OH). However, the overall polar surface area is low, which suggests that the molecule may have moderate polarity. Low polarity is associated with higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple aromatic rings and rigid functional groups, such as the pyridine and amide groups, indicates that the molecule is relatively rigid. Rigidity can improve membrane permeation. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The presence of polar functional groups suggests that the molecule may have moderate hydration energy. Lower hydration energy generally improves membrane permeation. 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 is expected to have moderate-to-high permeability to the artificial membrane. It possesses a balance of lipophilicity, rigidity, low polarity, and a balanced affinity for both the aqueous phase and the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C(N=C(N1)NC2=NC3=CC=CC=C3O2)C4=NN(C=C4Cl)C)C(=O)NC5=NN=CS5 is a complex compound with multiple functional groups. It is a derivative of a benzoxazole, containing a chloro-substituted pyrazole ring and a pyrazine ring. The molecule also possesses a carboxamide group and a thiazole moiety. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the benzoxazole and pyrazine rings, suggests that the molecule may have high lipophilicity, which is generally associated with increased permeability. The chloro-substituent on the pyrazole ring may also contribute to lipophilicity. The molecular size and weight of the compound are relatively high, which could potentially limit its permeability. However, the presence of aromatic rings and the balanced affinity for both the aqueous phase and the lipid bilayer may counteract this effect. The molecule's polarity, as indicated by the presence of nitrogen and oxygen atoms, suggests that it may have a moderate to low polar surface area. This property is associated with higher permeability. Additionally, the molecule's charge is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. In conclusion, considering the lipophilicity, balanced affinity, aromaticity, and neutral charge of the molecule, it is likely to have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC=C(C=C3)C(F)(F)F)C)OCC(=O)O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central core structure with multiple functional groups attached. It contains aromatic rings, sulfur, nitrogen, oxygen, and fluorine atoms. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. The molecule also contains a thioether group (S-C) and a carboxylic acid group (COOH). The thioether group can contribute to the lipophilicity and membrane affinity of the molecule, potentially improving its permeability. The carboxylic acid group, on the other hand, may have a negative impact on permeability due to its polar nature. Additionally, the molecule has a trifluoromethyl group (CF3) attached to one of the aromatic rings. This group can enhance the lipophilicity and membrane affinity of the molecule, further improving its permeability. Overall, considering the presence of aromatic rings, lipophilic groups, and a trifluoromethyl group, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 39

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=CC=NC=C3)C is a complex organic compound. It consists of a central pyridine ring with various substituents attached to it. The molecule also contains a thiourea group and a piperazine ring. Based on the given properties, we can analyze the molecule's permeability to the artificial membrane. The presence of lipophilic groups, such as the alkyl chains and aromatic rings, suggests that the molecule has a high lipophilicity. This property is likely to enhance its permeability through the lipid bilayer. The molecular size and weight of the compound are relatively moderate, which indicates that it may have a suitable size for permeation. The low polar surface area and low hydrogen bond donors/acceptors suggest that the molecule is less likely to interact strongly with the aqueous phase, further supporting its permeability. The neutral charge of the molecule is advantageous for permeation through the hydrophobic lipid bilayer. Additionally, the presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, considering the lipophilicity, moderate molecular size, low polar surface area, neutral charge, and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=C(C=C(C=C3)F)F)C is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a central pyridine ring with two methyl groups attached to it. This structure contributes to its lipophilicity, which is important for membrane permeation. Additionally, the presence of the thiourea group (NC(=S)N) enhances the molecule's lipophilicity and can potentially improve its permeability. The molecule also possesses two fluorine atoms attached to a phenyl ring. These fluorine atoms increase the molecule's hydrophobicity, which is beneficial for membrane permeation. Furthermore, the presence of the phenyl ring contributes to the molecule's aromaticity, which can influence its interactions with the lipid bilayer. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to exhibit high permeability in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

------
# 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)C(=O)NCC3=CC(=C(C=C3)Cl)Cl is a complex compound with multiple functional groups. It can be described as a sulfonamide derivative with a central benzene ring substituted with various groups. The molecule contains two chlorine atoms, which contribute to its overall polarity. Additionally, it has multiple hydroxyl groups, making it hydrophilic. The presence of the sulfonamide group (SO2NH2) suggests that the molecule may have some degree of water solubility. The lipophilicity of the molecule is influenced by the presence of aromatic rings and the alkyl chains attached to the central benzene ring. These features contribute to its overall lipophilic nature. The molecule's molecular weight and size are relatively high due to the presence of multiple functional groups. This may limit its permeability through the artificial membrane. Based on the given properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar groups, high molecular weight, and multiple functional groups may hinder its diffusion through the lipid bilayer. However, the lipophilic nature and the presence of aromatic rings may still allow for some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CC1=CC(=NC=C1)NC(=S)N2CCN(CC2)C3=C(C=C(C=C3)Cl)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to predict its permeability. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring, which suggests that it has a high lipophilicity. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a moderate molecular size and weight, which indicates that it may have a moderate permeability. 3. Polarity: The presence of polar functional groups, such as the amine and thioamide groups, suggests that the molecule has some polarity. However, the overall polar surface area is relatively low, which may contribute to higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid piperazine ring, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings, such as the pyridine and phenyl rings, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would significantly influence hydration energy. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which suggests that it may exhibit good permeability in the PAMPA assay. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NC(=O)CC3=CC(=C(C=C3)F)Cl is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with various groups. The molecule contains a nitroso group (NO) and a sulfonamide group (SO2NH) attached to the benzene ring. Additionally, there are two chlorine atoms and a fluorine atom attached to the benzene ring. The presence of the nitroso group suggests that the molecule may have some degree of reactivity. The sulfonamide group is known to have good solubility in water, which may affect its permeability. The presence of the chlorine and fluorine atoms indicates that the molecule may have some degree of lipophilicity. Based on the properties mentioned in the problem statement, we can infer that the molecule may have high permeability due to its lipophilicity, small molecular size, low polar surface area, and balanced affinity for both the aqueous phase and the lipid bilayer. However, the presence of the nitroso group and the sulfonamide group may also affect its permeability, potentially reducing it. Overall, considering the various functional groups and their potential impact on permeability, the molecule is likely to have high permeability. Final answer: High permeability.

------
# 44

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCC2=C(C1)N=C3CCCCC3=N2 is a 5,6,7,8-tetrahydrobenzo[c]quinazoline. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the molecule's lipophilicity is moderate due to the presence of aromatic rings and the absence of highly polar functional groups. This lipophilicity allows the molecule to interact favorably with the hydrophobic lipid bilayer, promoting its permeation. Secondly, the molecular size and weight of the 5,6,7,8-tetrahydrobenzo[c]quinazoline are relatively small, which enhances its ability to diffuse through the artificial membrane. This characteristic is crucial for efficient permeation. Thirdly, the molecule's polarity is low, as indicated by the absence of highly polar functional groups. This low polarity contributes to its favorable interaction with the lipid bilayer, facilitating its permeability. Fourthly, the molecule is neutral, lacking any charged species. This neutrality is advantageous for membrane permeation, as charged species are less likely to diffuse through the hydrophobic lipid bilayer. In summary, based on the chemical and physical properties of the 5,6,7,8-tetrahydrobenzo[c]quinazoline, it is predicted to exhibit high permeability in the PAMPA assay. This molecule's moderate lipophilicity, small size and weight, low polarity, neutrality, and favorable interactions with the lipid bilayer all contribute to its efficient permeation through the artificial membrane. Final answer: High permeability.

------
# 45

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code COC1C(CC2CN3CCC4=C(C3CC2C1CO)NC5=C4C=CC(=C5)OC)O is a complex structure with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a central core structure consisting of a fused ring system, which includes a piperidine ring and a benzene ring. This structure is connected to a long alkyl chain and a hydroxyl group. The presence of the alkyl chain and the hydroxyl group suggests that the molecule is likely to have some degree of lipophilicity, which can enhance its permeability. The molecule also contains multiple oxygen atoms, which can contribute to its polarity. However, the presence of aromatic rings and the overall structure of the molecule indicate that it may have a low polar surface area, which can improve its permeability. Additionally, the molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of the piperidine ring suggests that the molecule may have some degree of rigidity, which can also enhance its permeability. Overall, considering the lipophilicity, low polar surface area, rigidity, and neutral charge of the molecule, it is likely to have high permeability in the PAMPA assay. Final answer: High permeability.

------
# 46

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CN1C2=C(C(=O)N(C1=O)C)NC(=O)N2 is known as 1,3-dimethyl-5-oxo-3,6,7,8-tetrahydro-1,3,6,8-tetraazabiphenylene-2,4-dicarboxamide. This molecule is a complex organic compound with several distinct chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the amide functional groups (-CONH-) suggests that this molecule is likely to have a moderate to high lipophilicity, as amides are known to be relatively hydrophobic. This lipophilicity can enhance the molecule's ability to permeate the artificial membrane. Additionally, the molecule's molecular size and weight are relatively small, which further supports its potential for high permeability. The presence of the aromatic rings in the structure also contributes to its lipophilicity and ability to interact with the lipid bilayer. Furthermore, the molecule's charge is neutral, which is favorable for permeability as charged species tend to have lower diffusion rates through the hydrophobic lipid bilayer. Overall, considering the lipophilicity, molecular size, charge, and aromaticity of the molecule, it is likely to exhibit high permeability in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

------
# 47

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CNCCC1NC2=CC=CC(=N2)C3=CN=C4N3C=C(C=C4)Cl is a complex compound with multiple functional groups. It is a pyrrolidine derivative with a pyridine ring and a chloro substituent. The molecule also contains a fused imidazole ring system. Based on the given properties, we can analyze the permeability of this molecule. The lipophilicity of the molecule is likely to be moderate due to the presence of both hydrophobic and hydrophilic functional groups. The molecular size and weight are relatively large, which may limit its permeability. The molecule has a low polar surface area and low hydrogen bond donors/acceptors, suggesting that it may have higher permeability. The presence of the chloro substituent and the aromatic rings may influence the lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. The rigidity of the molecule, due to the presence of the imidazole ring system, may also contribute to its permeability. Overall, considering the properties mentioned, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC1=CC=CC=C1C(=O)NC2=C(C=NC=C2)C(=O)NC3=CC(=CC=C3)S(=O)(=O)C(F)(F)F is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with various groups. The molecule contains an ester group (C(=O)OC), which suggests that it is likely to be lipophilic. Lipophilicity is an important factor in determining permeability, as it allows the molecule to easily cross the lipid bilayer of the artificial membrane. The presence of multiple aromatic rings (benzene rings) in the molecule indicates that it may have a high degree of rigidity. Rigidity can enhance the molecule's ability to permeate the membrane. The molecule also contains a sulfonamide group (S(=O)(=O)) and a trifluoromethyl group (C(F)(F)F). These groups can influence the molecule's polarity and hydrogen bonding capabilities, which can affect its permeability. Overall, based on the presence of lipophilic groups, aromaticity, rigidity, and the absence of charged species, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code C1=CC=C(C=C1)COC2=CC(=CC=C2)SC3=CC(=C(C=C3)CCC(CO)(CO)N)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring with a chlorine atom attached to it. This chlorine atom imparts a charge to the molecule, making it less likely to diffuse through the hydrophobic lipid bilayer. Additionally, the presence of the chlorine atom suggests that the molecule may have some polar character, which could further hinder its permeability. The molecule also contains two aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. The presence of these aromatic rings may enhance the lipophilic nature of the molecule, potentially improving its permeability. Furthermore, the molecule possesses a sulfur atom attached to one of the aromatic rings. This sulfur atom can form strong interactions with the lipid bilayer, potentially affecting the molecule's permeability. Overall, considering the presence of the chlorine atom, the aromatic rings, and the sulfur atom, it is likely that this molecule exhibits low-to-moderate permeability to the artificial membrane. The charged nature of the molecule and the presence of polar functional groups may hinder its diffusion through the lipid bilayer, resulting in limited permeability. Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code C1CCC(C1)C2=C(C=CC(=C2)C3=CNC4=C3C=C(C=N4)C5=CC=CC=C5)C(=O)O is a complex organic compound with a cyclohexane ring and multiple aromatic rings. It is a derivative of benzoic acid, as indicated by the presence of the carboxylic acid functional group (C(=O)O). The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings, which can interact favorably with the hydrophobic lipid bilayer. This suggests that the molecule may have high permeability. The molecule's molecular size and weight are relatively large, which may limit its permeability to some extent. However, the presence of the cyclohexane ring and the aromatic rings contribute to the molecule's rigidity, which can enhance its ability to permeate the membrane. The molecule's polarity is low due to the presence of nonpolar aromatic rings and the absence of highly polar functional groups. This low polarity is favorable for membrane permeation. The molecule is neutral, which is beneficial for permeability as charged species tend to have lower permeability. Overall, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. It possesses a combination of lipophilicity, rigidity, low polarity, and neutrality, which are all favorable for membrane permeation. Therefore, the final answer is: Final answer: High permeability.

------
# 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC[C@@H](C1=NC2=C(C(=CC=C2)F)C(=O)N1C3=CC=CC=C3)NC4=NC=NC5=C4NC=N5 is a complex compound with various chemical and physical properties. It is a derivative of quinazoline, containing a fluorine atom and a carbonyl group. The molecule also possesses a long alkyl chain and a cyclic structure. Based on the given properties, we can infer the permeability of the molecule to the artificial membrane. The presence of the alkyl chain suggests that the molecule is lipophilic, which generally correlates with increased permeability. However, the presence of the carbonyl group and the cyclic structure may reduce the permeability due to potential hydrogen bonding and steric hindrance. The molecule's size and weight are relatively large, which may limit its permeability. Additionally, the presence of the fluorine atom and the aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. Considering these factors, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding may hinder its diffusion through the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C=C(C=C1)C(=O)N)NC2=NC=CC(=N2)C3=CN(C4=C3C=CN=C4)C(C)C is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a benzene ring, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it allows the compound to dissolve in lipid-based environments, such as the artificial membrane used in PAMPA. Additionally, the presence of a carbonyl group (C=O) indicates the presence of a polar functional group, which may affect the compound's solubility and interactions with the lipid bilayer. The molecule also contains nitrogen atoms, which can contribute to its polarity and hydrogen bonding potential. This may impact the compound's ability to diffuse through the hydrophobic lipid bilayer. Furthermore, the molecule possesses a rigid structure due to the presence of aromatic rings and a fused ring system. This rigidity can enhance the compound's ability to permeate the membrane. Overall, based on the presence of lipophilic groups, polar functional groups, nitrogen atoms, and a rigid structure, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code 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 is a complex compound with various chemical and physical properties. It is a derivative of indole, containing a methyl ester group and a hydroxy group. The molecule has a molecular weight of approximately 600 g/mol and a molecular formula of C35H37N5O4. It possesses a lipophilic nature due to the presence of aromatic rings and alkyl chains. This lipophilicity suggests that the molecule may have higher permeability. Additionally, the molecule has a moderate molecular size and weight, which is favorable for permeation through the artificial membrane. The presence of polar functional groups, such as the hydroxy group and amide group, indicates that the molecule may have some degree of polarity. However, the overall low polar surface area and low hydrogen bond donors/acceptors suggest that the molecule is more lipophilic than hydrophilic. The molecule is neutral, which is beneficial for permeation through the hydrophobic lipid bilayer. Furthermore, the molecule's rigidity and aromaticity may contribute to its ability to permeate the membrane. In summary, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. This is due to its lipophilic nature, moderate molecular size and weight, low polarity, neutral charge, rigidity, aromaticity, and balanced affinity for both the aqueous phase and the lipid bilayer. Final answer: High permeability.

------
# 54

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=C(N=C(O1)C2=CC=CC3=CC=CC=C32)C(=O)O is 1-methoxy-5-(1-naphthalenyl)oxazole-4-carboxylic acid. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the methoxy group (OCH3) indicates that the molecule is lipophilic, which generally enhances its permeability. Additionally, the naphthalene moiety contributes to the molecule's lipophilicity and aromaticity, further increasing its potential for membrane permeation. The oxazole ring in the molecule is a heterocyclic structure that can participate in various intermolecular interactions, potentially influencing its permeability. The carboxylic acid group (COOH) at the end of the molecule suggests that it may have some solubility in water, which could impact its overall permeability. Overall, considering the lipophilicity, aromaticity, and molecular size of 1-methoxy-5-(1-naphthalenyl)oxazole-4-carboxylic acid, it is likely to exhibit high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCNC(=O)C[C@H]1C2=NN=C(N2C3=C(C=C(C=C3)OC)C(=N1)C4=CC=C(C=C4)Cl)C is a complex compound with various chemical and physical properties. It is a derivative of a triazolopyrimidine, containing a chlorophenyl group, a methoxy group, and an ethyl group. The molecule also possesses a carboxylic acid moiety. The presence of the triazolopyrimidine core suggests that this molecule may have biological activity, as this structural motif is often found in drugs and bioactive compounds. The chlorophenyl group and the methoxy group contribute to the lipophilicity of the molecule, which can enhance its permeability through the artificial membrane. The ethyl group and the carboxylic acid moiety contribute to the overall molecular size and weight, which can affect the molecule's ability to permeate the membrane. The presence of the carboxylic acid group also suggests that the molecule may have some solubility in water, which can influence its permeability. Overall, based on the given properties, this molecule is likely to have high permeability to the artificial membrane. The combination of lipophilicity, molecular size, and the presence of functional groups such as the carboxylic acid and the ethyl group contribute to its ability to diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code C1=CC=C2C(=C1)C(=NC(=N2)N3C=CN=C3)NC4=CC(=C(C=C4)F)F is a complex organic compound. It consists of a fused aromatic ring system with nitrogen and fluorine substituents. The molecule's structure suggests that it possesses several properties that are relevant to its permeability in the PAMPA assay. Firstly, the presence of aromatic rings indicates that the molecule is likely to have a high lipophilicity, which is favorable for permeability. Additionally, the molecule's size and weight are relatively small, which further supports its potential for high permeability. The presence of nitrogen atoms in the molecule suggests that it may have hydrogen bond donor and acceptor capabilities. However, the low polar surface area and low number of hydrogen bond donors/acceptors in the molecule indicate that it is likely to have low polarity, which is beneficial for permeability. The molecule is neutral, which is advantageous for permeation through the hydrophobic lipid bilayer. Furthermore, the presence of fluorine atoms in the molecule enhances its lipophilicity and membrane affinity. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code C1=CC=C2C(=C1)C(=NC(=N2)NC3=CC=NC=C3)NC4=CC(=C(C=C4)F)F is a complex compound with multiple functional groups. It consists of a central quinazoline ring fused with a benzene ring, which is further substituted with two fluorine atoms. The molecule also contains a pyridine ring and a nitrogen-containing group attached to the quinazoline ring. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic aromatic rings, such as the benzene and quinazoline rings, suggests that the molecule may have high lipophilicity, which generally correlates with increased permeability. The presence of fluorine atoms can enhance lipophilicity and improve membrane permeation. The molecule's molecular size and weight are relatively moderate, which may not significantly impact its permeability. The presence of polar functional groups, such as the nitrogen-containing group and the pyridine ring, may slightly reduce the molecule's overall polarity. However, the overall low polar surface area and low hydrogen bond donors/acceptors suggest that the molecule may still exhibit good permeability. The molecule's charge is neutral, which is favorable for membrane permeation. The presence of aromatic rings and the balanced affinity for both the aqueous phase and the lipid bilayer indicate that the molecule may have good membrane affinity. In conclusion, based on the given properties, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC(=C(C(=C1)[N+](=O)[O-])O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring with a nitro group (NO2) and a hydroxyl group (OH) attached to it. This indicates that the molecule is likely to have some degree of polarity due to the presence of the hydroxyl group. Additionally, the nitro group contributes to the overall lipophilicity of the molecule. The molecule also contains a thiazole ring, which is a heterocyclic compound containing both sulfur and nitrogen atoms. This ring contributes to the overall rigidity of the molecule, which can enhance its permeability. Furthermore, the presence of a sulfonamide group (SO2NH2) suggests that the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is crucial for optimal permeability in the PAMPA assay. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, rigidity, balanced affinity, and the presence of aromatic rings contribute to its ability to diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code C1=CC(=CC=C1NCC2=C(C=C(C=C2)N)O)[S+](=O)(NC3=NC=CS3)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring with two attached nitrogen-containing groups. One of these groups is a secondary amine, while the other is a phenol. The presence of these functional groups suggests that the molecule may have some degree of polarity and hydrogen bonding capability. Additionally, the molecule contains a sulfonate group, which imparts a negative charge to the compound. This charge may affect its permeability, as charged species tend to have lower diffusion rates through lipid bilayers. The overall size and weight of the molecule are relatively moderate, which suggests that it may have a moderate permeability. However, the presence of aromatic rings and the potential for hydrogen bonding interactions may enhance its lipophilicity and membrane affinity, potentially leading to higher permeability. In summary, based on the given SMILES code, the molecule is likely to have moderate permeability to the artificial membrane. It possesses a balanced combination of polar and nonpolar functional groups, moderate size and weight, and potential for hydrogen bonding interactions. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 60

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1N)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a methoxy group (OCH3) and a sulfonamide group (SO2NH2), which contribute to its lipophilicity. Lipophilicity is an important factor in PAMPA, as it affects the compound's ability to dissolve in the lipid bilayer. The presence of aromatic rings, such as the benzene ring and the thiazole ring, enhances the molecule's lipophilicity and can influence its interactions with the lipid bilayer. The molecule also contains a nitrogen atom (N) and a sulfur atom (S), which contribute to its polarity. However, the overall polarity of the molecule is low due to the presence of nonpolar groups like the methoxy and aromatic rings. The molecular weight of the compound is relatively high, which may limit its permeability. Additionally, the molecule's rigidity, as indicated by the presence of aromatic rings and the absence of flexible functional groups, can enhance its permeability. Based on these properties, we can conclude that the molecule has a moderate lipophilicity, low polarity, and a balanced affinity for both the aqueous phase and the lipid bilayer. These factors suggest that the molecule has low-to-moderate permeability in the PAMPA assay. Final answer: Low-to-moderate permeability.

------
# 61

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC=C(C=C2)OC is a 1-[5-acetyl-3,4-dimethyl-1H-pyrrol-2-yl]-3-(4-methoxyphenyl)urea. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the acetyl group (C=O) and the urea moiety (NH-CO-NH) suggests that this molecule is likely to have moderate polarity. This moderate polarity allows the molecule to interact with both the aqueous phase and the lipid bilayer, which is favorable for permeation. Secondly, the molecule contains a pyrrole ring, which is a five-membered aromatic ring. Aromaticity can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. The presence of the pyrrole ring suggests that this molecule may have some degree of lipophilicity. Additionally, the molecule has a molecular weight of approximately 325 g/mol, which is relatively small. Smaller molecules tend to have higher permeability due to their ability to easily diffuse through the lipid bilayer. In summary, based on the chemical and physical properties of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is due to its moderate polarity, lipophilicity, small molecular size, and the presence of aromatic rings. Final answer: High permeability.

------
# 62

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC=C(C=C2)Cl is a 4-acetyl-N-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxamide. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the acetyl group (C=O) indicates that the molecule is moderately lipophilic, which suggests that it may have higher permeability. Additionally, the presence of the 4-chlorophenyl group enhances the lipophilicity further. The molecular size and weight of this molecule are relatively small, which suggests that it may have higher permeability. The presence of the pyrrole ring and the aromatic phenyl ring contribute to the overall rigidity of the molecule, which can improve its permeation through the lipid bilayer. Furthermore, the absence of any polar functional groups, such as hydroxyl or amine groups, suggests that this molecule may have low polar surface area and low hydrogen bond donors/acceptors, which are associated with higher permeability. In summary, based on the chemical and physical properties of this molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 63

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=C(C=C(C=C1)C2CC(=O)NC3=C2SC(=N3)N)OC is a complex organic compound. It consists of a central core structure with multiple functional groups attached. The molecule contains a benzene ring substituted with two methoxy groups (OCH3) and a thiazole ring. Additionally, it has a carbonyl group (C=O) and an amine group (NH) attached to the thiazole ring. The presence of the methoxy groups and the thiazole ring suggests that this molecule is likely to have lipophilic properties. Lipophilicity is known to positively correlate with permeability in the PAMPA assay. The molecule's molecular size and weight are relatively large due to the presence of multiple rings and functional groups. This may result in lower permeability compared to smaller molecules. The molecule is neutral overall, which is favorable for permeability. Charged species tend to have lower permeability due to their limited ability to diffuse through the hydrophobic lipid bilayer. The presence of the carbonyl group and the amine group suggests that the molecule may have some hydrogen bond donors and acceptors. However, the low polar surface area of the molecule indicates that it is likely to have low polarity, which is beneficial for permeability. Overall, considering the lipophilic properties, neutral charge, low polarity, and balanced affinity for both the aqueous phase and the lipid bilayer, it is likely that this molecule has high permeability in the PAMPA assay. Final answer: High permeability.

------
# 64

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCN1CCC2=C(C1)SC(=C2C(=O)N)NC(=O)NC3=CC(=C(C=C3)Cl)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a central core structure consisting of a thienopyridine ring, which is fused with a cyclohexane ring. This fused ring system contributes to the molecule's rigidity and lipophilicity. The presence of the thienopyridine moiety suggests potential aromatic interactions with the lipid bilayer, which can influence its permeability. The molecule also contains two chlorine atoms, which contribute to its polarity and charge. The presence of these chlorine atoms may affect the molecule's ability to diffuse through the hydrophobic lipid bilayer. Additionally, the molecule possesses amide functional groups, which can participate in hydrogen bonding and influence its solubility and interactions with the aqueous phase. Overall, considering the lipophilicity, rigidity, aromaticity, and charge of the molecule, it is likely to exhibit moderate permeability to the artificial membrane. The presence of the thienopyridine ring and the amide groups may contribute to its ability to interact with the lipid bilayer, while the chlorine atoms and amide groups may affect its solubility and interactions with the aqueous phase. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CCOC1=CC=C(C=C1)N2CC(CC2=O)C3=NC(=NO3)C4=CC=CC=N4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central pyrazole ring connected to a phenyl ring and an oxazole ring. It also contains an ethoxy group and a carbonyl group. The presence of aromatic rings, such as the phenyl and pyridine rings, suggests that the molecule may have lipophilic properties, which can enhance its permeability. Additionally, the molecule's molecular weight and size are relatively small, which can also contribute to its permeability. The presence of the carbonyl group indicates that the molecule may have the potential to form hydrogen bonds, which can affect its solubility and interactions with the lipid bilayer. However, the low polar surface area and low number of hydrogen bond donors/acceptors suggest that the molecule is likely to have low-to-moderate permeability. Overall, considering the lipophilicity, molecular size, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is predicted to have low-to-moderate permeability to the artificial membrane. 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:
The molecule with the SMILES code CC1=CC(=CC(=C1)NC2=NC(=CS2)C3=CC=C(O3)CNC(=O)C)C is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a central core structure with multiple aromatic rings, which suggests a high degree of lipophilicity. This lipophilicity is further enhanced by the presence of alkyl groups, such as methyl groups, attached to the aromatic rings. These alkyl groups contribute to the overall hydrophobicity of the molecule. The molecule also contains a nitrogen atom in a heterocyclic ring, which can potentially form hydrogen bonds with the lipid bilayer. However, the presence of sulfur in the heterocyclic ring reduces the overall polarity of the molecule. Additionally, the molecule possesses a carbonyl group, which can participate in hydrogen bonding and potentially interact with the lipid bilayer. The presence of hydroxyl groups in the molecule indicates the potential for hydrogen bonding and solubility in water. However, the overall hydrophobic nature of the molecule suggests that it will have limited solubility in water and a higher affinity for the lipid bilayer. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, hydrophobicity, and the presence of aromatic rings suggests that the molecule can easily diffuse through the lipid bilayer. The presence of polar functional groups, such as hydroxyl and carbonyl groups, may also contribute to its permeability. Therefore, the final answer is: Final answer: High permeability.

------
# 67

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CSC(=N1)NS(=O)(=O)C2=CC=C(C=C2)NCC3=C(C(=CC=C3)OC)O is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central core structure with a thiazole ring (C1=CSC(=N1)) and a sulfonamide group (NS(=O)(=O)). It also contains two aromatic rings (C2=CC=C(C=C2) and C3=C(C(=CC=C3)OC)) and a hydroxyl group (C(=CC=C3)OC). The presence of the thiazole ring and the sulfonamide group suggests that the molecule may have some polar characteristics, which could potentially impact its permeability. However, the overall lipophilicity of the molecule is likely to be high due to the presence of multiple aromatic rings and the presence of a hydroxyl group. The molecule's molecular size and weight are relatively moderate, which suggests that it may have a moderate permeability. Additionally, the molecule's rigidity and aromaticity may contribute to its ability to permeate the artificial membrane. Considering these properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups and the potential for hydrogen bonding may limit its permeability, while the lipophilicity and aromaticity may enhance its ability to interact with the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1=CC\2=C(C=C1Cl)NC(=O)/C2=C/C3=CC(=C(C(=C3)Cl)O)Cl is a complex compound with several distinct features. It consists of a central indole ring, which is a bicyclic aromatic system, attached to two chlorinated phenyl rings. The presence of chlorine atoms in the molecule suggests that it is likely to have lipophilic properties. Additionally, the molecule contains a carbonyl group (C=O) and a hydroxyl group (OH), indicating the presence of polar functional groups. The polar surface area of the molecule is relatively low due to the presence of the indole ring and the chlorinated phenyl rings, which contribute to its lipophilicity. The molecule's molecular weight is relatively high, which may limit its permeability. However, the presence of the indole ring and the aromaticity of the phenyl rings contribute to its rigidity, potentially enhancing its ability to permeate the artificial membrane. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this 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:
The molecule with the SMILES code C1=CC2=C(C(=C1)Cl)/C(=C\C3=CC(=C(C(=C3)Cl)O)Cl)/C(=O)N2 is a 4,4'-[1,2-Phenylenoxy(bis-ethane-1,2-diyl)]bisbenzamide. This molecule consists of a central benzene ring with two amide groups attached to it. The benzene ring is substituted with two chlorine atoms and a hydroxyl group. The presence of the hydroxyl group indicates that this molecule is capable of forming hydrogen bonds. The molecule's lipophilicity is influenced by the presence of the chlorine atoms and the amide groups. The chlorine atoms increase the molecule's lipophilicity, while the amide groups decrease it. The overall lipophilicity of this molecule is moderate. The molecular size and weight of this molecule are relatively large due to the presence of the benzene ring and the amide groups. This suggests that the molecule may have low permeability. The molecule's polarity is low due to the presence of the hydrophobic benzene ring and the lipophilic chlorine atoms. This low polarity suggests that the molecule may have high permeability. The molecule's charge is neutral, which is favorable for permeability. The presence of the aromatic rings in this molecule can influence its lipophilicity and interactions with the lipid bilayer, thereby affecting its permeability. Overall, based on the properties discussed, this molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)C(=CC=N2)C(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a fused aromatic ring system, which contributes to its lipophilicity. This lipophilicity generally enhances the molecule's permeability, as it can easily dissolve in the lipid bilayer. However, the presence of polar functional groups, such as the carbonyl group (C=O) and the sulfonamide group (S(=O)(=O)N), suggests that the molecule may have some degree of polarity. This polarity could potentially hinder its permeability, as polar compounds tend to have lower permeability due to their affinity for the aqueous phase. Additionally, the molecule contains a thiazole ring (C3H3NS), which can contribute to its aromaticity and lipophilicity. The presence of the thiazole ring may enhance the molecule's ability to interact with the lipid bilayer, potentially improving its permeability. Overall, considering the lipophilicity, polarity, aromaticity, and other chemical features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding may limit its permeability, preventing it from being highly permeable. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1=CC=C(C=C1)C2=NC=CC(=C2)C(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central core with two aromatic rings connected by a nitrogen-containing heterocycle. It also contains a carbonyl group and a sulfonamide group. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. The molecule's molecular weight and size are relatively moderate, which may contribute to its permeability. However, the presence of polar functional groups, such as the carbonyl and sulfonamide groups, may reduce its overall lipophilicity and impact its permeability. The molecule's charge is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. Additionally, the presence of a heterocyclic ring and a sulfur atom in the molecule may contribute to its rigidity and aromaticity, which can further enhance its permeability. Overall, considering the presence of lipophilic aromatic rings, moderate molecular weight and size, neutral charge, rigidity, and aromaticity, this molecule is likely to exhibit high permeability 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:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=CC=C(C=C3)C4=NNN=N4 is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with various groups, including a sulfonamide (S(=O)(=O)N) and a pyridine ring. The molecule also contains a carboxylic acid group (COOH) and a hydroxyl group (OH). Based on the properties provided, we can analyze the molecule's permeability. The presence of the sulfonamide group suggests that the molecule is likely to have high lipophilicity, which generally correlates with increased permeability. The aromatic rings in the molecule contribute to its lipophilicity and can influence its interactions with the lipid bilayer. The presence of the carboxylic acid and hydroxyl groups indicates that the molecule is polar, which may affect its permeability. However, the low polar surface area and low hydrogen bond donors/acceptors suggest that the molecule may still exhibit good permeability. The overall size and weight of the molecule are relatively moderate, which may also contribute to its permeability. Additionally, the molecule's rigidity and aromaticity may enhance its ability to permeate the artificial membrane. In summary, considering the lipophilicity, polar surface area, hydrogen bond donors/acceptors, size, rigidity, aromaticity, and hydration energy of the molecule, it is likely to have high permeability to the artificial membrane. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CC=C(C=C3)N4CCNCC4 is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH) at positions 1 and 4, respectively. Attached to the benzene ring is a secondary amine group (NH) connected to a phenyl ring through a methylene bridge. The phenyl ring is further substituted with a sulfonamide group (SO2NH) at position 4. The molecule also contains a piperazine ring (C4H10N2) attached to the phenyl ring at position 4. The piperazine ring is further substituted with a nitrogen-containing group (NC3=CC=C(C=C3)) at position 1. Based on the given properties, we can infer the following about the molecule's permeability: 1. Lipophilicity: The presence of multiple aromatic rings and lipophilic substituents (methoxy and hydroxyl groups) suggests that the molecule is likely lipophilic. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which may impact its permeability. 3. Polarity: The presence of polar functional groups (hydroxyl and amine groups) suggests that the molecule may have some polarity. However, the overall lipophilicity may dominate its polarity. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of aromatic rings and rigid substituents (sulfonamide and piperazine groups) suggests that the molecule may have some rigidity. 6. Aromaticity: The presence of multiple aromatic rings contributes to the molecule's aromaticity. 7. Hydration Energy: The presence of polar functional groups may result in moderate hydration energy. 8. Membrane Affinity: The balanced lipophilicity and polarity of the molecule suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these considerations, the molecule is likely to have high permeability to the artificial membrane. Final answer: High 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:
The molecule with the SMILES code C1CN(CCN1)C2=CC=C(C=C2)N[S+](=O)(C3=CC=C(C=C3)NCC4=C(C(=CC=C4)Cl)O)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central piperazine ring, which is a cyclic amine, and is connected to two aromatic rings. The presence of the piperazine ring suggests that the molecule may have some basic properties and can potentially form hydrogen bonds. The aromatic rings, on the other hand, contribute to the lipophilicity of the molecule. The molecule also contains a sulfonamide group (N[S+](=O)) and a chlorine atom. The sulfonamide group can enhance the water solubility of the compound, while the chlorine atom adds to its lipophilicity. Overall, based on the given properties, this molecule is likely to have moderate permeability to the artificial membrane. The presence of the piperazine ring and the aromatic rings suggests that it may have some degree of lipophilicity, which is favorable for permeation. However, the presence of the sulfonamide group and the chlorine atom may also introduce some polarity and hydrogen bonding potential, which could limit its permeability. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C2C=C(C=CC2=C1)CC(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a naphthalene core, which is a polycyclic aromatic hydrocarbon, attached to a carbonyl group (C=O) and an amine group (NH). Additionally, it contains a sulfonamide group (S(=O)(=O)N) and a thiazole ring (C3H2NS). The presence of aromatic rings, such as the naphthalene and thiazole rings, suggests that the molecule may have lipophilic properties, which can enhance its permeability. The carbonyl group and amine group indicate the potential for hydrogen bonding and polar interactions, which may affect its solubility and permeability. The sulfonamide group is polar and can form hydrogen bonds, potentially influencing the molecule's interactions with the artificial membrane. The thiazole ring contains a sulfur atom, which can contribute to the molecule's overall polarity. Overall, considering the presence of aromatic rings, polar functional groups, and the potential for hydrogen bonding, it is likely that this molecule has moderate permeability to the artificial membrane. The combination of lipophilic and polar properties suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1CNCCC1C2=CC=C(C=C2)N[S+](=O)(C3=CC=C(C=C3)NCC4=C(C=C(C=C4)Br)O)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central piperidine ring, which is a cyclic amine, attached to a phenyl ring. The presence of the piperidine ring suggests that the molecule may have some degree of basicity and can potentially form hydrogen bonds. The phenyl ring, on the other hand, contributes to the lipophilicity of the molecule. The molecule also contains a sulfonamide group (N[S+](=O)) and a bromine atom (Br) attached to a phenyl ring. The sulfonamide group imparts polarity to the molecule, while the bromine atom adds bulk and potential hydrophobic interactions. Additionally, there is an oxygen atom (O) attached to the sulfonamide group, indicating the presence of a negatively charged species. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this molecule is likely to exhibit low-to-moderate permeability to the artificial membrane. The presence of polar groups and the potential for hydrogen bonding may hinder its diffusion through the lipid bilayer. However, the lipophilic nature of the phenyl rings and the piperidine ring may facilitate some degree of permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code C1CNCCC1C2=CC=C(C=C2)N[S+](=O)(C3=CC=C(C=C3)NCC4=C(C=C(C=C4)Cl)O)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central piperidine ring, which is a cyclic amine, attached to a phenyl ring. The presence of the piperidine ring suggests that the molecule may have some basic properties and could potentially interact with acidic environments. The phenyl ring, on the other hand, indicates that the molecule may have aromatic properties, which can influence its lipophilicity and interactions with the lipid bilayer. Additionally, the molecule contains a sulfonamide group (N[S+](=O)) and a chlorine-substituted phenol group (C6H4Cl-OH). The sulfonamide group can enhance the molecule's water solubility and potentially affect its permeability. The chlorine-substituted phenol group can contribute to the molecule's lipophilicity and may influence its interactions with the lipid bilayer. Overall, based on the presence of the piperidine ring, aromaticity, sulfonamide group, and chlorine-substituted phenol group, it is likely that this molecule has moderate permeability to the artificial membrane. The combination of these properties suggests that the molecule may have some degree of lipophilicity, which can enhance its permeability, but the presence of polar functional groups and the potential for hydrogen bonding may limit its permeability. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C(=NO1)C)C2=C(C=C3C(=C2)N=CC4=C3N(C(=O)N4)[C@H](C)C5=CC=CC=N5)OC is a complex organic compound with a fused tricyclic structure. It contains multiple functional groups, including nitroso, nitro, amide, and ether groups. The molecule's lipophilicity is likely to be high due to the presence of aromatic rings and hydrophobic alkyl chains. This suggests that it may have good permeability through the artificial membrane. The molecule's molecular size and weight are relatively large, which may limit its permeability to some extent. However, the presence of aromatic rings and the tricyclic structure contribute to its rigidity, potentially enhancing its ability to permeate the membrane. The molecule's polarity is low due to the presence of nonpolar aromatic rings and alkyl chains. This low polarity is favorable for membrane permeation. Additionally, the molecule does not possess any charged species, which further supports its potential for good permeability. The presence of the amide group suggests that the molecule may have some hydrogen bonding capability, but the low polar surface area and low hydrogen bond donors/acceptors indicate that this may not significantly impact its permeability. Overall, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. Its lipophilicity, rigidity, low polarity, lack of charged species, and balanced affinity for both the aqueous phase and the lipid bilayer contribute to its ability to diffuse through the membrane. Final answer: High 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:
The molecule with the SMILES code CC(C)(C)C1=CC=C(C=C1)C(=O)NC2=CN3C=C(C=CC3=N2)N4C=CN=C4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring substituted with tert-butyl groups, which enhance its lipophilicity. This lipophilic nature suggests that the molecule has a higher affinity for the lipid bilayer, potentially leading to increased permeability. Additionally, the presence of an amide group (C=O) indicates the potential for hydrogen bonding and interaction with the aqueous phase, which can influence the overall permeability. The molecule also contains a fused pyrimidine ring system, which contributes to its rigidity and aromaticity. This rigidity can improve the molecule's ability to permeate the membrane, while the aromaticity can enhance its lipophilicity and interactions with the lipid bilayer. Furthermore, the presence of nitrogen atoms in the molecule suggests the potential for hydrogen bonding and interaction with the aqueous phase. This can influence the molecule's solubility and permeability. In summary, based on the chemical and physical properties of the molecule, it is likely to exhibit high permeability in the PAMPA assay. The combination of lipophilicity, rigidity, aromaticity, and potential for hydrogen bonding contribute to its ability to diffuse through the artificial membrane. 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:
The molecule with the SMILES code COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=C(S3)C4=CC=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH) at positions 1 and 4, respectively. Attached to the benzene ring is an amine group (NH2) connected to a phenyl ring through a methylene bridge. The phenyl ring is further substituted with a sulfonamide group (SO2NH2) at position 2. Additionally, the molecule contains a thiazole ring fused to a pyrimidine ring, both of which are substituted with phenyl groups. The presence of the methoxy and hydroxyl groups increases the molecule's lipophilicity, which generally correlates with increased permeability. However, the presence of the sulfonamide group, which is polar, may slightly reduce the overall lipophilicity. The molecule's molecular size and weight are moderate, which suggests that it may have moderate permeability. The presence of aromatic rings, such as the phenyl and thiazole rings, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, considering the various chemical properties of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. The presence of polar groups and moderate molecular size may hinder its diffusion through the lipid bilayer, resulting in lower permeability compared to highly lipophilic compounds. However, the presence of aromatic rings and moderate lipophilicity may still allow for some degree of permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC4=CC=CC=C4O3 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH) at positions 1 and 4, respectively. Attached to the benzene ring is an amine group (NH2) connected to a phenyl ring through a carbon-nitrogen (C-N) bond. The phenyl ring is further substituted with a sulfonamide group (SO2NH2) at position 2. Additionally, the molecule contains a fused benzoxazole ring system (C3N2O) at the end of the molecule. Based on the given properties, we can infer the following about the molecule's permeability: 1. Lipophilicity: The presence of the methoxy and hydroxyl groups increases the molecule's lipophilicity, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which suggests it may have moderate permeability. 3. Polarity: The presence of polar functional groups (OH, NH2, and SO2NH2) indicates that the molecule may have some polarity, potentially affecting its permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The presence of aromatic rings and the fused benzoxazole ring system suggests that the molecule may have some rigidity, which can improve its permeability. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, potentially affecting membrane permeation. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests it may exhibit good PAMPA permeability. Considering these properties, the molecule is likely to have moderate-to-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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code 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 is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with a chlorine atom and a sulfonamide group. Attached to the benzene ring are various heterocyclic rings, including a pyridine ring and a thiazole ring. The presence of the sulfonamide group suggests that this molecule may have some water solubility, which could impact its permeability. Additionally, the presence of the chlorine atom and the fluorine atom in the aromatic rings may contribute to the lipophilicity of the molecule. The molecule's size and weight are relatively large due to the presence of multiple rings and functional groups. This could potentially limit its permeability. The presence of polar functional groups, such as the amide and thiazole groups, may also impact the molecule's polarity and ability to interact with the lipid bilayer. Overall, considering the presence of lipophilic aromatic rings, the sulfonamide group, and the potential for hydrogen bonding, this molecule is likely to have moderate permeability. It may have some water solubility due to the presence of polar functional groups, but its large size and weight could limit its ability to diffuse through the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code 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 is a complex organic compound. It consists of a fused aromatic ring system with multiple functional groups attached. The molecule contains a quinoline core, which is a heterocyclic aromatic compound. Quinolines are known for their diverse biological activities and are often used as building blocks in drug discovery. The presence of the quinoline moiety suggests that this molecule may have potential pharmacological properties. Additionally, the molecule contains a fluorine-substituted phenyl group, which can enhance lipophilicity and improve membrane permeability. The presence of fluorine atoms also increases the metabolic stability of the compound. The molecule also possesses a nitrogen-containing heterocycle, which can participate in hydrogen bonding and potentially interact with biological targets. Overall, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. The presence of aromatic rings, lipophilic groups, and nitrogen-containing heterocycles suggests that the molecule has a good balance of hydrophobic and hydrophilic properties, which is favorable for membrane permeation. Therefore, the final answer is: Final answer: High permeability.

------
# 84

**SMILES:** C1CCN(CC1)CCOC2=CC=CC(=C2)C3=NNC4=C3C=C(C=C4)C5=NC=NN5

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code C1CCN(CC1)CCOC2=CC=CC(=C2)C3=NNC4=C3C=C(C=C4)C5=NC=NN5 is a complex compound with multiple functional groups and aromatic rings. It is a derivative of 1,2,4-triazole, which is a heterocyclic compound containing three nitrogen atoms. The molecule also contains a piperidine ring, which is a saturated six-membered nitrogen-containing ring. The presence of aromatic rings, such as the benzene ring and the triazole ring, suggests that the molecule may have lipophilic properties. This lipophilicity can enhance its permeability through the artificial membrane. Additionally, the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. The molecule's molecular size and weight are relatively moderate, which may contribute to its permeability. However, the presence of the piperidine ring and the triazole ring may introduce some steric hindrance, potentially limiting its permeability. Overall, considering the lipophilicity, balanced affinity, and moderate molecular size, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High 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:
The molecule with the given SMILES code is a complex compound with multiple functional groups and aromatic rings. It is a peptide-based compound with a central core structure and several side chains. The compound contains multiple amide bonds, indicated by the presence of the "C(=O)N" groups, which contribute to its peptide-like nature. The compound also contains several hydroxyl groups, denoted by the "O" atoms, which can participate in hydrogen bonding and potentially influence its solubility and permeability. The presence of aromatic rings, such as the "CC2=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" moiety, suggests that the compound may have lipophilic properties and could potentially interact with the lipid bilayer in the PAMPA assay. Based on the given properties, the compound's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity all contribute to its permeability. Considering these factors, it is likely that the compound has high permeability to the artificial membrane. 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:
The molecule with the SMILES code CN(C)CCN1C(=O)C2=CC=CC3=CC(=CC(=C32)C1=O)N is a complex organic compound known as 2-amino-N-(2-(dimethylamino)ethyl)-1,3-dioxino[3,2-b]isoquinoline-3-carboxamide. This molecule possesses several important chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Firstly, the presence of the amino group (NH2) indicates that the molecule is basic and can potentially form hydrogen bonds with the lipid bilayer. This suggests that the molecule may have moderate-to-high permeability. Secondly, the presence of the dimethylamino group (N(C)C) further enhances the basicity of the molecule, contributing to its potential permeability. Additionally, the molecule contains a dioxino[3,2-b]isoquinoline moiety, which is a fused ring system. This structural feature can influence the lipophilicity and rigidity of the molecule, potentially affecting its permeability. Furthermore, the presence of the carboxamide group (C(=O)NH) suggests that the molecule may have some degree of polarity, which could impact its ability to permeate the lipid bilayer. In summary, based on the chemical and physical properties of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is due to the presence of basic groups, lipophilicity, rigidity, and the potential for hydrogen bonding and polar interactions. Final answer: High permeability.

------
# 87

**SMILES:** C1CNCCC1(C2=CC=C(C=C2)C3=CNN=C3)C4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CNCCC1(C2=CC=C(C=C2)C3=CNN=C3)C4=CC=C(C=C4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central piperidine ring, which is a cyclic amine, attached to two aromatic rings. One of the aromatic rings contains a chlorine atom, while the other aromatic ring is substituted with a pyrazole group. The presence of the piperidine ring suggests that the molecule may have some basic properties, which could potentially affect its permeability. Additionally, the aromatic rings and the chlorine atom contribute to the molecule's lipophilicity, which is important for membrane permeation. The pyrazole group in the molecule is known to have biological activity, and its presence may enhance the molecule's permeability. However, the overall size and weight of the molecule, as well as its rigidity, need to be considered. The molecule's size and weight are relatively moderate, which suggests that it may have a moderate permeability. The rigidity of the molecule, due to the presence of the piperidine and aromatic rings, may also contribute to its permeability. In summary, based on the chemical and physical properties of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This conclusion is reached by considering the lipophilicity, molecular size and weight, rigidity, and the presence of aromatic rings and functional groups. Final answer: Low-to-moderate 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C2=CN=C3C=CC(=CC3=C2N(C1=O)C4=CC(=C(C=C4)N5CCNCC5)C(F)(F)F)C6=CN=C(C=C6)OC is a complex organic compound. It belongs to the class of pyridoisoquinoline derivatives and possesses several interesting chemical and physical properties. The molecule contains a pyridoisoquinoline core, which is a fused heterocyclic system consisting of a pyridine and an isoquinoline ring. This structural motif imparts unique properties to the molecule, including potential biological activity. The presence of multiple aromatic rings, such as the phenyl and pyridine rings, suggests that the molecule may have lipophilic properties. This lipophilicity can enhance its permeability through the artificial membrane. Additionally, the molecule contains a piperazine moiety, which can contribute to its overall polarity and hydrogen bonding potential. However, the presence of fluorine atoms and the absence of highly polar functional groups indicate that the molecule may have low polar surface area and low hydrogen bond donors/acceptors. These characteristics are generally associated with higher permeability. The overall size and weight of the molecule are relatively large, which may limit its permeability. However, the presence of aromatic rings and the balanced affinity for both the aqueous phase and the lipid bilayer suggest that it may still exhibit moderate permeability. In conclusion, based on the given SMILES code, the molecule is likely to have low-to-moderate permeability to the artificial membrane. This prediction is supported by the presence of lipophilic properties, low polar surface area, low hydrogen bond donors/acceptors, and a balanced affinity for both the aqueous phase and the lipid bilayer. Final answer: Low-to-moderate 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:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C(C=C1)C2=NC=C(N2)C(=O)NC3=NC=C(S3)CC4=CC=C(C=C4)C(F)(F)F is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central core structure with two aromatic rings connected by a nitrogen-containing heterocycle. It also contains a carbonyl group and a thiazole ring. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. The molecule's molecular weight and size are relatively moderate, which may contribute to its permeability. However, the presence of polar functional groups, such as the carbonyl and thiazole rings, may limit its permeability to some extent. The molecule's charge is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. Additionally, the molecule's rigidity and aromaticity may also enhance its permeability. Overall, considering the presence of lipophilic aromatic rings, moderate molecular weight and size, neutral charge, rigidity, and aromaticity, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High 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:
The molecule with the SMILES code CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=CC=C3C#N)[O-] is a complex compound with various chemical and physical properties. It is a sulfonamide derivative with a phenyl ring attached to a nitrile group. The molecule also contains a pyrrole ring and a pyridine ring. The presence of the sulfonamide group suggests that the molecule may have good solubility in water due to its polar nature. However, the lipophilic nature of the phenyl ring and the nitrile group indicates that it may also have some affinity for lipid environments. The molecule's molecular weight and size are relatively moderate, which suggests that it may have a moderate permeability. The presence of aromatic rings, such as the phenyl and pyridine rings, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups and the moderate molecular size suggest that it may not easily diffuse through the hydrophobic lipid bilayer. However, the lipophilic nature of the molecule and the presence of aromatic rings may still allow for some permeability. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC(=CC(=C1)C(=O)NCCO)C2=CC(=NC=N2)NC3=CC=C(C=C3)OC(F)(F)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central benzene ring with multiple substituents. It contains a carbonyl group (C=O) and an amide group (C(=O)N) which contribute to its lipophilicity. The presence of the amide group suggests that the molecule may have some hydrogen bonding capability. The molecule also contains two aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer. Additionally, the presence of fluorine atoms (OC(F)(F)F) enhances the lipophilicity of the compound. The molecule's molecular size and weight are relatively moderate, which suggests that it may have a moderate permeability. However, the presence of the amide group and the hydrogen bonding capability may slightly reduce its permeability compared to a purely lipophilic compound. Overall, based on the given properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of the amide group and hydrogen bonding capability may slightly reduce its permeability, while the lipophilicity and aromatic rings contribute to its overall permeability. Final answer: Low-to-moderate 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code 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-] is a complex compound with various chemical and physical properties. It is a sulfonamide derivative with a bromophenyl group attached to a central carbon atom. The molecule also contains a pyrrole ring, an amide group, and a thioether group. Based on the given properties, we can infer the permeability of the molecule to the artificial membrane. The presence of lipophilic groups, such as the bromophenyl and alkyl chains, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecular size and weight are relatively moderate, which may also contribute to its permeability. The presence of polar functional groups, such as the amide and hydroxyl groups, may slightly reduce the permeability due to potential hydrogen bonding interactions with the lipid bilayer. However, the overall lipophilicity of the molecule is expected to dominate its permeability. Considering the presence of the sulfonamide group, which is known to have a high affinity for the lipid bilayer, we can infer that the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is crucial for good permeability in the PAMPA assay. In summary, based on the given properties and the molecular structure, we can conclude that the molecule has high permeability to the artificial membrane. Final answer: High 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:
The molecule with the SMILES code C1CC1(C2=CC=C(C=C2)NC(=O)C3=CC(=NC=C3)C4=NC=CC(=C4)C(=O)O)N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central cyclohexane ring with a nitrogen atom attached to it. This cyclohexane ring is substituted with a phenyl ring, which contains a nitrogen atom and is connected to a carbonyl group. Additionally, there are two pyridine rings attached to the phenyl ring. The presence of the cyclohexane and phenyl rings suggests that the molecule is lipophilic, which generally correlates with increased permeability. However, the presence of the nitrogen atoms and carbonyl group indicates that the molecule may also have some polar characteristics. The molecular size and weight of the compound are relatively moderate, which suggests that it may have a moderate permeability. The presence of the pyridine rings and the carbonyl group may contribute to the molecule's ability to interact with the lipid bilayer, potentially affecting its permeability. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups and moderate molecular size and weight may hinder its diffusion through the lipid bilayer, resulting in lower permeability compared to highly lipophilic compounds. However, the lipophilic nature of the molecule and the presence of aromatic rings may still allow for some degree of permeability. Therefore, the final answer is: 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1CC(CCC1CC(=O)O)C2=CC=C(C=C2)N3CCOC4=NC=NC(=C4C3=O)N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring, which suggests that it has a moderate to high lipophilicity. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as carboxylic acid and amine. However, the presence of the aromatic ring and the lipophilic nature of the molecule suggest that it may have a low polar surface area. This could contribute to higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The molecule has a rigid structure due to the presence of multiple rings. This rigidity can enhance its permeability. 6. Aromaticity: The molecule contains an aromatic ring, which can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The presence of polar functional groups suggests that the molecule may have moderate hydration energy. This could impact its permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeation. Considering these properties, the molecule is expected to have moderate-to-high permeability to the artificial membrane. Final answer: Low-to-moderate 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC[C@@H](C1=CC=CC=C1)NC(=O)C2=C(C(=NC3=CC=CC=C32)C4=CC=CC=C4)O is a complex organic compound. It is a derivative of quinoline, a heterocyclic aromatic compound. The molecule contains a phenyl group, an amide group, and a hydroxyl group. The presence of the amide group suggests that the molecule may have some degree of polarity, which could affect its permeability. Additionally, the hydroxyl group indicates that the molecule is capable of forming hydrogen bonds, which could also impact its permeability. The molecule's lipophilicity, molecular size and weight, rigidity, and aromaticity are also important factors to consider. The presence of aromatic rings, such as the phenyl group, can contribute to the molecule's lipophilicity and influence its interactions with the lipid bilayer. The overall molecular size and weight of the compound may also impact its ability to permeate the artificial membrane. Based on the given properties, it is difficult to definitively determine the permeability of the molecule without further experimental data. However, considering the presence of polar functional groups, the molecule's size and weight, and its aromatic nature, it is likely to have low-to-moderate permeability to the artificial membrane. Further analysis and experimental data would be required to provide a more accurate prediction. Final answer: Low-to-moderate permeability.

------
# 96

**SMILES:** COC(=O)CNC(=O)C1=NC(=C2N1C=CN=C2)C3=CC=C(C=C3)[S+](=O)(C)[O-]

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code COC(=O)CNC(=O)C1=NC(=C2N1C=CN=C2)C3=CC=C(C=C3)[S+](=O)(C)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings, such as the benzene ring in the molecule, suggests a high lipophilicity. This property generally enhances permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which is favorable for permeability. 3. Polarity: The molecule contains polar functional groups like carbonyl (C=O) and sulfonate (S=O) groups. However, the overall polar surface area is low due to the presence of nonpolar groups like methyl (CH3) and methoxy (OCH3) groups. This suggests a moderate polarity. 4. Charge: The molecule is neutral overall, which is beneficial for permeability. 5. Rigidity: The molecule contains a fused ring system, which imparts rigidity. This rigidity can enhance membrane permeation. 6. Aromaticity: The presence of aromatic rings contributes to the lipophilicity and influences the molecule's interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar functional groups suggests a moderate 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. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code C[S+](=O)(C1=CC=C(C=C1)C2=C3C=CC=CN3C(=N2)C(=O)N4CCOCC4)[O-] is a complex organic compound with a sulfonate group (S+) and a carboxylate group (O-) attached to a central carbon atom. It also contains a fused aromatic ring system with a nitrogen atom and a carbonyl group. Based on the given properties, we can analyze the molecule's permeability as follows: 1. Lipophilicity: The presence of aromatic rings and the carbonyl group suggests that this molecule is moderately lipophilic. 2. Molecular Size and Weight: The molecule's size and weight are not explicitly provided, so we cannot make a definitive conclusion. 3. Polarity: The presence of the sulfonate and carboxylate groups indicates that the molecule is polar. However, the overall polarity is reduced due to the presence of the lipophilic aromatic rings. 4. Charge: The molecule has a net charge of zero, making it neutral. 5. Rigidity: The presence of the fused aromatic ring system suggests that the molecule is relatively rigid. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar groups suggests that the molecule may have moderate hydration energy. 8. Membrane Affinity: The balanced lipophilicity and polarity of the molecule suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. Based on these properties, we can conclude that the molecule has moderate lipophilicity, is relatively rigid, and has a balanced affinity for both the aqueous phase and the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This molecule is expected to have moderate permeability to the artificial membrane in the PAMPA assay.

------
# 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:** 0

**Correct:** 1

# Response:
The molecule with the given SMILES code is a complex structure consisting of various functional groups. It can be described as a derivative of quinoline, with an ethoxy group attached to the 7th position and a pyrazole group attached to the 4th position. Additionally, there is a fluorobenzene group attached to the 3rd position of the pyrazole ring. The molecule also contains a phosphoethanolamine group attached to the nitrogen atom of the ethoxy group. Based on the properties provided, we can analyze the permeability of this molecule. The presence of the ethoxy group and the phosphoethanolamine group suggests that the molecule has a moderate polarity, which may affect its permeability. The presence of the fluorobenzene group indicates that the molecule has a higher lipophilicity, which can enhance its permeability. However, the overall size and weight of the molecule, as well as its rigidity and aromaticity, need to be considered. Given the complexity of the molecule and the presence of multiple functional groups, it is likely that the molecule exhibits a combination of both hydrophilic and lipophilic properties. This suggests that the molecule may have a moderate permeability to the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This indicates that the molecule is expected to have some ability to permeate the artificial membrane, but not to an extent that would classify it as highly permeable. The exact permeability value would depend on the specific experimental conditions and the reference values used in the PAMPA assay.

------
# 99

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1COCCN1C2=CC(=O)C3=C(O2)C(=CC=C3)C4=CC=C(C=C4)N is a complex organic compound with a fused ring system. It is a derivative of naphthalene, containing a central nitrogen atom and various functional groups. Based on the given properties, we can analyze the molecule's permeability to the artificial membrane. 1. Lipophilicity: The presence of aromatic rings and the lipophilic nature of the molecule suggest that it has a high lipophilicity, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which is favorable for permeability. 3. Polarity: The molecule contains polar functional groups, such as the carbonyl group and hydroxyl groups, which may limit its permeability. However, the presence of aromatic rings and the lipophilic nature of the molecule may counterbalance this effect. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The molecule's rigidity, due to the fused ring system, may enhance its permeability. 6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. 7. Hydration Energy: The molecule's hydration energy is likely to be low due to its lipophilic nature, which can improve membrane permeation. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit good PAMPA permeability. Considering these factors, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code COC1=CC=CC(=C1)N2C(=CC(=N2)C(=O)O)C3=CC(=C(C=C3)C4CCCCC4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central pyrazole ring connected to two aromatic rings and a cyclohexane ring. It also contains a chlorine atom and a carboxylic acid group. The presence of the aromatic rings and the cyclohexane ring suggests that the molecule is relatively large and may have a moderate to high molecular weight. This size and weight can impact its permeability, as smaller molecules tend to have higher permeability. The lipophilicity of the molecule is likely to be moderate to high due to the presence of the aromatic rings and the methoxy group. This lipophilicity can enhance the molecule's ability to pass through the lipid bilayer in the PAMPA assay. The molecule is neutral overall, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. The presence of the carboxylic acid group suggests that the molecule may have some solubility in water, which can influence its permeability. However, the overall hydrophobic nature of the molecule is likely to dominate its solubility properties. In summary, based on the chemical and physical properties of the molecule, it is expected to have high permeability in the PAMPA assay. The combination of moderate to high lipophilicity, moderate to high molecular weight, neutral charge, and balanced solubility in both the aqueous phase and the lipid bilayer contribute to its high permeability. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCN(C1CCC(CC1)N(C)CCOC)C2=CC(=CC(=C2C)C(=O)NCC3=C(C=C(NC3=O)C)C)C#CCN4CCOCC4 is a complex compound with various chemical and physical properties. It is a derivative of 1,4-benzoquinone, containing multiple functional groups and substituents. The molecule's lipophilicity is expected to be high due to the presence of multiple hydrophobic aromatic rings and alkyl chains. This property suggests that the molecule may have good permeability through the artificial membrane. The molecular size and weight of the compound are relatively large, which may impact its permeability. However, the presence of multiple alkyl chains and flexible linkages in the structure suggests that it may still have sufficient flexibility to pass through the membrane. The molecule contains polar functional groups, such as amine and carbonyl groups, which may influence its solubility and interactions with the lipid bilayer. However, the overall polarity of the molecule is expected to be low due to the presence of numerous hydrophobic groups. The presence of aromatic rings in the structure may contribute to its lipophilicity and influence its interactions with the lipid bilayer. Additionally, the molecule contains a nitrile group, which can potentially participate in hydrogen bonding or other interactions with the membrane. Overall, considering the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, it is likely to have high permeability through the artificial membrane. Final answer: High permeability.

------
# 102

**SMILES:** CN1C=NC(=C1C2=CC=C(C=C2)OC)C3=NC=CC(=C3)C(=O)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C=NC(=C1C2=CC=C(C=C2)OC)C3=NC=CC(=C3)C(=O)O is a complex compound with multiple functional groups. It is a derivative of imidazole and pyridine, containing a carboxylic acid group. The molecule also has a methoxy group attached to a phenyl ring. Based on the properties provided, we can analyze the molecule's permeability. The presence of the carboxylic acid group suggests that the molecule is polar and can form hydrogen bonds. This may limit its permeability. Additionally, the molecule's size and weight are moderate, which may also impact its permeability. The presence of the methoxy group and the aromatic rings in the molecule contribute to its lipophilicity, which can enhance its permeability. However, the overall polarity of the molecule due to the carboxylic acid group may counteract this effect. Considering the properties mentioned, the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and moderate size may hinder its diffusion through the lipid bilayer. However, the lipophilic nature of the molecule due to the aromatic rings and methoxy group may still allow for some permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 103

**SMILES:** CC1=C(C=CC(=C1)Cl)COC2=CC=NN2C3=NC=CC(=C3)C(=O)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(C=CC(=C1)Cl)COC2=CC=NN2C3=NC=CC(=C3)C(=O)O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a chlorine atom (Cl) attached to a benzene ring, which contributes to its lipophilicity. Lipophilicity is an important factor in PAMPA, as higher lipophilicity generally correlates with increased permeability, up to a certain threshold. Additionally, the molecule has a cyclic structure with multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. The presence of nitrogen atoms in the molecule suggests the potential for hydrogen bonding and polar interactions. However, the molecule also contains a carboxylic acid group (C(=O)O), which can contribute to its overall polarity. The presence of polar functional groups can affect the molecule's ability to permeate the hydrophobic lipid bilayer. The molecule's molecular size and weight are relatively moderate, which suggests that it may have a moderate permeability. However, the presence of multiple aromatic rings and the cyclic structure may contribute to its rigidity, potentially improving its permeability. Overall, considering the lipophilicity, aromaticity, rigidity, and moderate molecular size and weight, it is likely that the molecule has high permeability to the artificial membrane. 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:
The molecule with the SMILES code C1CC(=O)NC1CNC(=O)C2=C3C=CNC3=CC(=N2)C4=CC=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings, such as the phenyl ring, suggests that this molecule is lipophilic. Lipophilicity generally correlates with increased permeability, up to a certain threshold. 2. Molecular Size and Weight: The molecule has a relatively large size due to the presence of multiple rings and functional groups. This size may limit its permeability. 3. Polarity: The molecule contains polar functional groups, such as amide and carbonyl groups, which contribute to its overall polarity. However, the presence of aromatic rings and hydrophobic substituents, like the phenyl ring, suggests that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer. 4. Charge: The molecule is neutral, which is generally favorable for permeability. 5. Rigidity: The presence of multiple rings and the rigidity of the molecule may contribute to its permeability. 6. Aromaticity: The molecule contains 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 may result in higher hydration energy, which could potentially hinder membrane permeation. 8. Membrane Affinity: The balanced affinity for both the aqueous phase and the lipid bilayer suggests that the molecule may exhibit better PAMPA permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and potential hydration energy limitations may hinder its diffusion through the lipid bilayer. However, the lipophilicity, rigidity, and aromaticity may contribute to its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code COCCNC(=O)C1=CC=C(C=C1)C2=NC=C3N2C=C(N=C3)C4=CC(=CC=C4)F is a complex compound with various chemical and physical properties. It is a derivative of imidazopyridine, containing a central imidazole ring fused with a pyridine ring. The molecule also possesses a carbonyl group (C=O) and a fluorine atom (F) attached to an aromatic ring. Based on the given properties, we can infer the permeability of the molecule to the artificial membrane. The presence of lipophilic groups, such as the methoxy (OCH3) and ethyl (C2H5) groups, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecular size and weight of the compound are moderate, which may also contribute to its permeability. The molecule's polarity is low due to the presence of aromatic rings and the absence of highly polar functional groups. This low polarity is beneficial for membrane permeation. The charge of the molecule is neutral, which is favorable for diffusion through the hydrophobic lipid bilayer. The presence of aromatic rings and the fluorine atom may influence the lipophilicity and molecular interactions with the lipid bilayer, affecting the permeability. Overall, considering the lipophilicity, molecular size, polarity, charge, and aromaticity, we can conclude that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CN1CCC(CC1)NC(=O)C2=NC3=C(N2C)C=C(C(=N3)C4=CC=CC=C4)C5=CC(=NC=C5)OC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a piperidine ring (CN1CCC(CC1)NC(=O)) and a pyrimidine ring (C2=NC3=C(N2C)C=C(C(=N3)C4=CC=CC=C4)C5=CC(=NC=C5)OC) connected by a carbonyl group. The presence of the piperidine ring suggests that the molecule may have some degree of basicity, which could impact its permeability. The pyrimidine ring contains aromatic moieties, which can influence lipophilicity and molecular interactions with the lipid bilayer. The molecule also contains a hydroxyl group (OH) and an ether group (OC), indicating the presence of hydrogen bonding and potential solubility in both aqueous and lipid phases. This suggests that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Overall, based on the presence of aromatic rings, the potential for hydrogen bonding, and the balanced affinity for both aqueous and lipid phases, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=NC=CC(=C1)C2=CC3=C(N=C2C4=CC=CC=C4)N=C(N3C)C(=O)NCCN(C)C is a complex organic compound. It is a derivative of benzimidazole, containing a pyridine ring and a phenyl ring. The molecule also possesses a carboxamide group and a tertiary amine group. Based on the given properties, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the phenyl ring and the pyridine ring, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecular size and weight of the compound are moderate, which may also contribute to its permeability. The molecule's polarity is low due to the presence of aromatic rings and the absence of highly polar functional groups. This low polarity is associated with higher permeability. The compound is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of the carboxamide group and the tertiary amine group suggests that the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability. In summary, considering the lipophilicity, molecular size and weight, polarity, charge, and balanced affinity for both the aqueous phase and the lipid bilayer, the molecule is expected to have high permeability to the artificial membrane. 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:
The molecule with the SMILES code CN1CCCC1CCOC(C2=CC=CC=C2Cl)C3=CC4=NC=CC(=C4N3)C(=O)O is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability. 1. Lipophilicity: The presence of the alkyl chains (CN1CCCC1CC) and the aromatic rings (C2=CC=CC=C2Cl) suggests that this molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which is favorable for permeability. However, the presence of the chlorine atom and the carboxylic acid group (C(=O)O) may slightly reduce the permeability due to their polar nature. 3. Polarity: The molecule contains polar functional groups like the carboxylic acid (C(=O)O) and the amine (CN). These polar groups may reduce the permeability, but the presence of the aromatic rings and the alkyl chains counterbalances this effect. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of the aromatic rings and the rigid cyclic structure (C3=CC4=NC=CC(=C4N3)C(=O)O) suggests that the molecule is relatively rigid, which can enhance its permeability. 6. Aromaticity: The molecule contains 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 may increase the hydration energy, which could reduce permeability. However, the overall lipophilicity of the molecule may counterbalance this effect. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=NC2=C(N1)C=C(C=C2)C(=O)N3CCC4(CC3)CC5=C(C(=O)C4)N(N=C5)C(C)C is a complex compound with multiple functional groups and aromatic rings. It is a derivative of a pyrazole and a piperidine. The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings and hydrophobic alkyl groups. This suggests that it may have good permeability through the artificial membrane. The molecular size and weight of the compound are relatively large, which may limit its permeability to some extent. However, the presence of aromatic rings and the overall structure of the molecule may help to overcome this limitation. The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. The compound's rigidity, as indicated by the presence of multiple rings and the absence of flexible alkyl chains, may also contribute to its permeability. Aromaticity is a significant feature of this molecule, with multiple aromatic rings present. This can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, rigidity, aromaticity, and a balanced affinity for both the aqueous phase and the lipid bilayer suggests that the compound can easily diffuse through the membrane. Final answer: High permeability.

------
# 110

**SMILES:** C1C(C2=C(NC1=O)N=C(S2)N)C3=CC=CC=C3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1C(C2=C(NC1=O)N=C(S2)N)C3=CC=CC=C3 is a complex organic compound. It belongs to the class of heterocyclic compounds, specifically benzimidazoles. Benzimidazoles are known for their diverse biological activities and are widely used in medicinal chemistry. The molecule consists of a fused benzene and imidazole ring system. The presence of the imidazole ring suggests that the molecule may have basic properties and can potentially interact with acidic environments. The benzene ring, on the other hand, contributes to the molecule's aromaticity and lipophilicity. Based on the properties mentioned in the problem statement, we can infer that the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity are all important factors in determining its permeability. Given the complexity of the molecule and the absence of specific data, it is challenging to provide a definitive answer. However, considering the presence of aromatic rings and the potential for hydrogen bonding, it is likely that the molecule exhibits moderate permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability. It is important to note that experimental data, such as PAMPA assays, would be necessary to accurately determine the permeability of the molecule. This answer is based on general properties and should be refined with experimental results.

------
# 111

**SMILES:** C1CN(CC2=C1N=C(N2)C3=CC=C(C=C3)C(=O)N)C(=O)CN4CCOCC4

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CC2=C1N=C(N2)C3=CC=C(C=C3)C(=O)N)C(=O)CN4CCOCC4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring, which suggests that it has a moderate to high lipophilicity. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as amide and amine, which contribute to its overall polarity. However, the presence of the aromatic ring and lipophilic groups suggests that it may have a balanced polarity, which can influence its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid core structure, which may enhance its permeability. 6. Aromaticity: The presence of the aromatic ring contributes to the lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule does not contain any highly polar or hydrophilic functional groups, suggesting that it may have low hydration energy. This can improve its membrane permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have moderate permeability. It possesses a balanced polarity, lipophilicity, and membrane affinity, which are important factors for PAMPA permeability. However, its large size and weight may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 112

**SMILES:** C1COCCN1CCNC(=O)C2CC(=O)N(C2)C3=NNC4=C3C=CC(=C4)Br

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1COCCN1CCNC(=O)C2CC(=O)N(C2)C3=NNC4=C3C=CC(=C4)Br is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic moiety, the bromobenzene ring, which contributes to its overall lipophilicity. This suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide and amine groups. These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains rigid structures, such as the fused rings, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings, such as the bromobenzene ring, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could hinder permeability. 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 expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and potential hydration energy may limit its ability to diffuse through the lipid bilayer. However, the lipophilic moiety and rigid structures may contribute to its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 113

**SMILES:** CC1=NC=C2CNCCC2=C1CNC(=O)CN3C=NC4=CC=CC=C4C3=O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=NC=C2CNCCC2=C1CNC(=O)CN3C=NC4=CC=CC=C4C3=O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. This suggests that it has a high affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as amide and carbonyl groups, which may interact with the aqueous phase. However, the presence of aromatic rings and lipophilic moieties suggests that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer, potentially improving its permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains rigid aromatic rings, which may enhance its permeability by facilitating interactions with the lipid bilayer. 6. Aromaticity: The presence of aromatic rings contributes to the molecule's lipophilicity and may influence its interactions with the lipid bilayer, potentially affecting its permeability. 7. Hydration Energy: The molecule contains polar functional groups, which may have high hydration energy. However, the presence of lipophilic moieties may counterbalance this effect, potentially improving its permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeation. Considering these properties, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 114

**SMILES:** C1CN(CC1NC(=O)C2=CC=CC=C2)C3=NNC(=C3)C4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CC1NC(=O)C2=CC=CC=C2)C3=NNC(=C3)C4=CC=C(C=C4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central piperidine ring, which is a cyclic amine, connected to a benzamide moiety. The presence of the benzamide group suggests that the molecule may have some hydrogen bonding capability, which could potentially affect its permeability. Additionally, the molecule contains a chloro substituent on one of the aromatic rings. Chlorine is an electronegative atom, which can influence the overall polarity of the molecule. The presence of the chloro group may contribute to the molecule's lipophilicity, as chlorine is often associated with increased lipophilicity. The molecule also contains a pyrazole ring, which is a five-membered aromatic ring. Aromaticity can influence the lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. Overall, based on the given properties, it is difficult to definitively determine the permeability of the molecule without further experimental data. However, considering the presence of lipophilic groups, the absence of highly polar or charged functional groups, and the presence of aromatic rings, it is reasonable to predict that the molecule may have moderate permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC1=NC=C(C=C1)C(=O)N2CCC3=C(C2)N=C4C=C(NN4C3=O)C5=CC=CC=C5 is a complex compound with various chemical and physical properties. It is a pyridinecarboxamide derivative with a fused pyrazolo[1,5-a]pyrimidine ring system. The molecule contains a pyridine ring, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule through a lipid bilayer. Higher lipophilicity generally correlates with increased permeability, up to a certain threshold. Additionally, the presence of the carboxamide group suggests the potential for hydrogen bonding interactions, which can influence the molecule's solubility and permeability. The molecule also contains a fused pyrazolo[1,5-a]pyrimidine ring system, which imparts rigidity to the structure. Rigidity can enhance the molecule's ability to permeate through the artificial membrane. Furthermore, the presence of aromatic rings, such as the phenyl ring, can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. Overall, considering the lipophilicity, rigidity, and aromaticity of the molecule, it is likely to have high permeability to the artificial membrane. Therefore, the final answer is: 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:
The molecule with the SMILES code C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=CC(=C4)Cl)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring (C6H4ClF) and a lipophilic carbonyl group (C=O), indicating a moderate to high lipophilicity. This suggests that the molecule has a good affinity for the lipid bilayer, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as amide (C=O) and amine (C-N) groups. However, the presence of the lipophilic aromatic ring and the chloro and fluoro substituents reduces the overall polarity of the molecule. This suggests that the molecule has a low polar surface area, which is favorable for permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains multiple rings and a rigid structure, which may enhance its permeability. 6. Aromaticity: The presence of the aromatic ring (C6H4ClF) contributes to the lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water, suggesting low hydration energy. This is favorable for permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=C(C=C4)Cl)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring (C6H4ClF) and a lipophilic carbonyl group (C=O), indicating a moderate to high lipophilicity. This suggests that the molecule has a good affinity for the lipid bilayer, which can enhance its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as amide (C=O), amine (NH), and alcohol (OH). However, the presence of the lipophilic aromatic ring and the lipophilic carbonyl group suggests that the molecule has a low polar surface area. This low polar surface area can contribute to higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains multiple rings and a rigid structure, which can enhance its permeability. 6. Aromaticity: The presence of the aromatic ring (C6H4ClF) can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water, suggesting low hydration energy. This can improve membrane permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)C(=O)N2CCCC(C2)C3=NN(C(=O)N3)C4=CC=C(C=C4)OC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central piperidine ring, which is connected to two aromatic rings through a carbonyl group. The presence of the carbonyl group suggests that the molecule may have some polarity, which could potentially affect its permeability. Additionally, the molecule contains several methoxy groups, which can enhance lipophilicity and improve membrane permeation. The presence of the piperidine ring and the aromatic rings indicates that the molecule may have some rigidity, which can improve its ability to permeate the artificial membrane. The molecule also contains a nitrogen-nitrogen double bond, which can influence its reactivity and potential interactions with the lipid bilayer. Overall, based on the given properties, it is likely that this molecule has high permeability to the artificial membrane. The combination of lipophilicity, rigidity, and the presence of aromatic rings suggests that it can easily diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 119

**SMILES:** C1CN(CCC1C2=NN(C(=O)N2)C3=CC=C(C=C3)F)C(=O)C4=CC=CC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC1C2=NN(C(=O)N2)C3=CC=C(C=C3)F)C(=O)C4=CC=CC=C4 is a complex compound with multiple functional groups. It is a derivative of benzoyl-4-(4-fluorophenyl) piperazine, which is a known class of compounds with diverse biological activities. The molecule contains a piperazine ring, which is a cyclic amine. The presence of the piperazine ring suggests that the molecule may have some degree of basicity and can potentially form hydrogen bonds. Additionally, the molecule contains a benzoyl group, which is a carbonyl group attached to a phenyl ring. This group can participate in various intermolecular interactions, such as π-π stacking and hydrogen bonding. The presence of a fluorine atom on the phenyl ring indicates that the molecule may have some degree of lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule through a lipid bilayer. Overall, based on the presence of the piperazine ring, benzoyl group, and the fluorine atom, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of multiple functional groups and the potential for intermolecular interactions suggest that the molecule may have some degree of solubility in both the aqueous phase and the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 120

**SMILES:** COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCN(CC3)C(=O)C4CC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCN(CC3)C(=O)C4CC4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of the methoxy group (OCH3) and aromatic rings in the molecule suggests that it has a moderate to high lipophilicity. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as amide (C(=O)NC) and amine (N) groups. However, the presence of aromatic rings and lipophilic substituents (COC) suggests that it has a low polar surface area. This combination of properties may result in low-to-moderate permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple rings and rigid functional groups in the molecule indicates a high degree of rigidity. This rigidity may enhance its permeability. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This may contribute to its permeability. 7. Hydration Energy: The presence of polar functional groups suggests that the molecule may have moderate hydration energy. This property can influence its permeation through the membrane. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCCN(C3)C(=O)C4=CC=CC=C4F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a methoxy group (OCH3) and a fluorine atom (F), which contribute to its lipophilic nature. This suggests that the molecule has a higher affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and heterocyclic moieties. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as amide (C(=O)NC) and amine (N) groups. However, the presence of aromatic rings and lipophilic substituents like methoxy and fluorine reduces the overall polarity of the molecule. This suggests that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. 4. Charge: The molecule is neutral, which is beneficial for permeability as charged species tend to have lower permeability. 5. Rigidity: The molecule contains a rigid piperidine ring, which may enhance its permeability by facilitating interactions with the lipid bilayer. 6. Aromaticity: The presence of aromatic rings in the molecule contributes to its lipophilicity and may influence its interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water molecules, suggesting that it may have lower hydration energy. This could improve its permeation through the membrane. 8. Membrane Affinity: Based on the analysis above, the molecule appears to have a balanced affinity for both the aqueous phase and the lipid bilayer. This suggests that it may exhibit good permeability in the PAMPA assay. Considering the above factors, the molecule is expected to have high permeability to the artificial membrane. Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCCS(=O)(=O)C1=NC(=CC(=N1)NC2CC2)C3=CC4=C(C=C3)N(C=C4)C5CC(NC(C5)(C)C)(C)C is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a sulfur atom (S) attached to a carbon chain (CCCS), which imparts lipophilicity to the compound. This lipophilicity generally enhances permeability, as it allows the molecule to easily pass through the hydrophobic lipid bilayer. The presence of multiple aromatic rings, such as the benzene rings in the molecule, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Additionally, the molecule contains a nitrogen atom (N) in a heterocyclic ring, which can contribute to its polarity and hydrogen bonding capabilities. However, the overall polarity of the molecule is low due to the presence of nonpolar alkyl chains and aromatic rings. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of a rigid structure, indicated by the presence of multiple rings and the absence of flexible alkyl chains, suggests that the molecule may have a higher degree of rigidity and potentially better permeability. In summary, based on the given SMILES code, the molecule is expected to have high permeability to the artificial membrane. This is due to its lipophilicity, low polarity, rigid structure, and the presence of aromatic rings. Final answer: High 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:
The molecule with the SMILES code CC1=C(C(=NO1)C)C2=CC(=C(C=C2)C3=CC(=C(S3)NC(=O)N)C(=O)N)O[C@H]4CCNC4 is a complex compound with multiple functional groups. It is a derivative of amines, containing a central carbon atom bonded to various substituents. The molecule's structure suggests that it possesses several properties that are important for permeability in the PAMPA assay. The presence of aromatic rings, such as the benzene rings in the molecule, can enhance lipophilicity and improve membrane permeation. Additionally, the molecule contains a nitroso group (NO) and a carbonyl group (C=O), which can contribute to its polarity and hydrogen bonding capabilities. The presence of amines and amide groups indicates that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Furthermore, the molecule's size and weight are relatively moderate, which suggests that it may have a suitable size for permeation through the artificial membrane. In summary, based on the analysis of the molecule's structure and properties, it is likely to have high permeability to the artificial membrane in the PAMPA assay. 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:
The molecule with the SMILES code CC(C)C1=CC(=NN1)C(=O)N2CC[C@H](C2)NC(=O)C3CC3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring, which suggests that it has a high affinity for lipid environments. This property is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively small size and weight, which indicates that it can easily pass through the artificial membrane. 3. Polarity: The presence of polar functional groups, such as amide and amine groups, suggests that the molecule may have some polarity. However, the overall polarity of the molecule is relatively low due to the presence of the lipophilic aromatic ring. 4. Charge: The molecule is neutral, which is beneficial for permeability as charged species tend to have lower permeability. 5. Rigidity: The molecule contains a rigid structure due to the presence of the aromatic ring and the cyclic amide. This rigidity can enhance its permeability. 6. Aromaticity: The presence of the aromatic ring contributes to the lipophilicity and influences the molecule's interactions with the lipid bilayer, potentially improving its permeability. 7. Hydration Energy: The molecule's structure does not indicate any strong interactions with water, suggesting that it may have low hydration energy. This property is favorable for permeability. 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 these properties, the molecule is expected to have high permeability to the artificial membrane. 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:
The molecule with the SMILES code C[C@H](C1=NN=C2N1C=C(C=C2F)C3=CN(N=C3)C)N4C=CC5=C(C4=O)C=C(C=N5)OCCOC is a complex organic compound with multiple functional groups. It is a derivative of a pyrazole ring system, containing a fluorine atom and a nitrogen atom in the ring. The molecule also contains a pyridine ring and a benzene ring, both of which are substituted with various functional groups. The presence of multiple aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the molecule has a relatively low molecular weight and size, which can also contribute to its permeability. The presence of polar functional groups, such as hydroxyl and amine groups, indicates that the molecule may have some degree of solubility in water. However, the overall lipophilicity of the molecule is likely to dominate its permeability properties. Based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, low molecular weight, and the presence of aromatic rings suggests that the molecule can easily diffuse through the lipid bilayer. Therefore, the final answer is: 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:
The molecule with the SMILES code CCN1C(=NC(=N1)C2CCN(CC2)C(=O)CCO)C3=CN=C(C(=N3)C4=NN=C(O4)C(C)(C)C)N is a complex compound with multiple functional groups. It is a derivative of triazolopyrimidine, which is known for its diverse biological activities. The molecule contains a triazole ring, a pyrimidine ring, and a piperidine ring. The presence of these rings suggests that the molecule may have potential interactions with biological targets. Additionally, the molecule has multiple nitrogen atoms, which can participate in hydrogen bonding and other intermolecular interactions. The lipophilicity of the molecule is likely to be moderate due to the presence of both hydrophobic and hydrophilic functional groups. The hydroxyl group and the carbonyl group in the molecule indicate the potential for hydrogen bonding and solubility in polar solvents. The molecular weight of the compound is relatively high, which may limit its permeability through the artificial membrane. However, the presence of aromatic rings and the rigidity of the molecule could enhance its ability to permeate the membrane. Overall, based on the molecular properties described, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of multiple functional groups and the complex ring system suggest that the molecule may have specific interactions with the membrane, potentially affecting its permeability. 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:
The molecule with the SMILES code C1CCN(C1)C(=O)[C@@H]2CCCN(C2)C3=NC4=C(C=C3)NC(=N4)C5(CC5)N6C=C(C=N6)Cl is a complex compound with multiple functional groups and aromatic rings. It is a derivative of a purine, which is a heterocyclic compound found in DNA and RNA. The molecule contains a cyclopropyl ring, a pyrrolidine ring, and a piperidine ring, which contribute to its rigidity and overall structure. The presence of the carbonyl group suggests that the molecule may have some degree of polarity. The molecule also contains a chloro substituent, which can affect its lipophilicity and interactions with the lipid bilayer. The purine moiety in the molecule is known to have a high affinity for nucleic acids, which may influence its permeability. Based on the given properties, the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity suggest that it has high permeability. The presence of multiple aromatic rings and the cyclopropyl group contribute to its lipophilicity, while the presence of the carbonyl group and the chloro substituent may affect its polarity and interactions with the lipid bilayer. Overall, it is expected that the molecule has high permeability to the artificial membrane. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C[C@@]1(C2=C(C=C(C=C2)C3=CNN=C3)C(=O)N1)C4=NC=NC=C4F is a complex organic compound. It consists of a fused ring system with multiple aromatic rings and functional groups. The molecule contains a pyrazole ring, a pyridine ring, and a fluorine atom. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the molecule has a carboxamide group, which can potentially form hydrogen bonds with the lipid bilayer, further influencing its permeability. The overall size and weight of the molecule are relatively moderate, which may contribute to its permeability. However, the presence of a fluorine atom and the pyridine ring can introduce polarity and increase the molecule's overall hydrophilicity, potentially limiting its permeability. Considering the properties mentioned above, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and lipophilic properties may enhance its permeability to some extent, but the introduction of polarity and hydrophilicity through the fluorine atom and pyridine ring may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)CCNC(C)C)O is a complex organic compound with a fused polycyclic structure. It is a natural product found in the plant species Sida spinosa. The molecule contains various functional groups and features that contribute to its permeability in the PAMPA assay. The presence of the hydroxyl group (OH) indicates that the molecule is capable of forming hydrogen bonds, which can influence its solubility and interactions with the artificial membrane. The molecule also contains a lactone ring (COC1=O), which can contribute to its lipophilicity and membrane permeability. The presence of aromatic rings (C5=CC=CC=C5) suggests that the molecule may have lipophilic properties and can interact with the hydrophobic lipid bilayer. The overall structure of the molecule is relatively large and complex, which may impact its permeability. However, the presence of a rigid core and the presence of aromatic rings suggest that it may have a moderate permeability. Additionally, the molecule contains a tertiary amine (CCNC(C)C), which can influence its solubility and interactions with the membrane. Based on the analysis of its structure and properties, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This is due to a combination of factors such as its size, lipophilicity, and the presence of polar functional groups. 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:
The molecule with the SMILES code COC1=CC=C(C=C1)C2=CC=C(O2)C(=O)NC3CC(C3)C4=CC(=O)NC(=N4)N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central core structure with two aromatic rings connected by a carbonyl group. It also contains a nitrogen-containing heterocycle and a hydroxyl group. The presence of these functional groups suggests that the molecule may have some degree of polarity and hydrogen bonding potential. The molecule's lipophilicity, which is influenced by the presence of aromatic rings and the methoxy group, indicates that it has a moderate to high affinity for lipid environments. This suggests that it may have good permeability through the artificial membrane. The molecular size and weight of the compound are relatively moderate, which suggests that it may have a good balance between lipophilicity and polar interactions. This balance is important for efficient permeation through the lipid bilayer. The presence of the nitrogen-containing heterocycle and the hydroxyl group suggests that the molecule may have some degree of hydrogen bonding potential. However, the overall polarity of the molecule is relatively low, which suggests that it may not have strong interactions with the aqueous phase. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of moderate lipophilicity, moderate molecular size and weight, low polarity, and balanced interactions with the lipid bilayer and aqueous phase all contribute to its high permeability. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code 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[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O is a complex natural product found in Dioscorea oppositifolia. It is a steroidal saponin, specifically a spirostanol glycoside. The molecule consists of a steroidal core with a spiroketal ring system and multiple hydroxyl groups. The presence of the spiroketal ring and the hydroxyl groups contribute to its high polarity and water solubility. The molecule also contains a glucose moiety attached to one of the hydroxyl groups, which further enhances its water solubility. The lipophilicity of the molecule is moderate due to the presence of the steroidal core, which contains hydrophobic regions. However, the overall polarity and water solubility of the molecule outweigh its lipophilicity, suggesting that it will have low-to-moderate permeability to the artificial membrane. The molecule's size and weight are relatively large, which may limit its permeability. Additionally, the presence of multiple hydroxyl groups and the glucose moiety may contribute to its hydrogen bonding capabilities, potentially affecting its permeability. In conclusion, based on its structural features and properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate 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:
The molecule with the SMILES code CCC[C@@H](C1=CC=CC=C1)NC(=O)C(=CC2=NC(=CC=C2)Br)C#N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a long hydrocarbon chain (CCC[C@@H](C1=CC=CC=C1)) that contributes to its lipophilicity. This lipophilic nature suggests that the molecule has a high affinity for the lipid bilayer, which is favorable for permeation. Additionally, the presence of an amide group (NC(=O)) indicates that the molecule has a moderate polarity, which can influence its interactions with the lipid bilayer. The aromatic ring (C1=CC=CC=C1) in the molecule contributes to its rigidity and lipophilicity, enhancing its permeability. The presence of a bromine atom (Br) in the molecule increases its molecular weight and can affect its solubility and interactions with the lipid bilayer. The nitrile group (C#N) at the end of the molecule suggests that it has a high degree of polarity, which may hinder its permeation. Overall, considering the lipophilicity, rigidity, and moderate polarity of the molecule, it is likely to have high permeability to the artificial membrane. The presence of the bromine atom and nitrile group may slightly reduce its permeability, but the overall properties of the molecule suggest that it will still exhibit 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:
The molecule with the SMILES code C1=CC=C(C=C1)C2=CN=C(N=C2NC3=CC(=C(C=C3)F)F)C4=CC=NC=C4 is a complex compound with multiple aromatic rings and heterocyclic moieties. It is a pyrimidine derivative with a central pyrimidine ring substituted with various functional groups. The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings, which can enhance its solubility in lipid-based environments. This suggests that the molecule may have high permeability. The molecular size and weight of the compound are relatively large, which could potentially limit its permeability. However, the presence of aromatic rings and the overall structure of the molecule may help to overcome this limitation. The molecule contains polar functional groups, such as the nitrogen atoms in the pyrimidine ring and the fluorine atoms. These polar groups may interact with the lipid bilayer, potentially affecting the molecule's permeability. The presence of the central pyrimidine ring suggests that the molecule may have some degree of rigidity, which can enhance its permeability. Additionally, the presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, further affecting permeability. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, aromaticity, rigidity, and the presence of polar functional groups suggests that the molecule can effectively interact with the lipid bilayer and diffuse through it. Therefore, the final answer is: 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:
The molecule with the SMILES code CC(=O)N1CCC2=C(C1)SC3=C2C(=O)N(C(=O)N3CC4=CC(=CC=C4)C(F)(F)F)C5=CC=CC=C5[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O is a complex compound with various chemical and physical properties. It is a glycoside, which means it contains a sugar moiety attached to another molecule. The molecule has a lipophilic nature due to the presence of multiple aromatic rings and hydrophobic functional groups such as the acetyl group (CC(=O)) and the trifluoromethyl group (C(F)(F)F). This lipophilicity suggests that the molecule has a higher affinity for the lipid bilayer of the artificial membrane, which can enhance its permeability. The molecule also contains a thiazole ring (C1CCC2=C(C1)SC3=C2C(=O)N(C(=O)N3CC4=CC(=CC=C4)C(F)(F)F)) and a phenyl ring (C5=CC=CC=C5) with a sugar moiety attached. These structural features contribute to the overall rigidity of the molecule, which can improve its permeability through the membrane. Additionally, the presence of multiple hydroxyl groups (C[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O) indicates that the molecule is highly polar and can form hydrogen bonds. This polarity can affect its solubility and interactions with the artificial membrane, potentially influencing its permeability. In summary, based on its lipophilicity, rigidity, aromaticity, and polar nature, the molecule is expected to have high permeability to the artificial membrane. 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:
The molecule with the SMILES code 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 is a complex organic compound with a fused aromatic ring system. It contains multiple functional groups, including fluorine, chlorine, and nitrogen atoms. The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings and hydrophobic substituents such as fluorine and chlorine. This suggests that the molecule may have good permeability through the artificial membrane. The molecular size and weight of the compound are relatively large, which may limit its permeability to some extent. However, the presence of aromatic rings and the overall structure of the molecule may help to enhance its permeability. The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of nitrogen atoms in the molecule suggests the potential for hydrogen bonding, which may affect its permeability. However, the overall polarity of the molecule appears to be low, which is beneficial for permeation. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, aromaticity, and a balanced affinity for both the aqueous phase and the lipid bilayer supports this conclusion. 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:
The molecule with the SMILES code C1CN(CCC1C#N)C2=NC(=CS2)C3=CC=C(C=C3)Br is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. The molecule contains a central piperidine ring, which contributes to its lipophilicity. The presence of the cyano group (C#N) and the bromine atom (Br) further enhances its lipophilic nature. These lipophilic properties suggest that the molecule has a high affinity for the lipid bilayer, which is favorable for permeation. The molecule also contains a thiazole ring (C2=NC(=CS2)), which introduces some polarity and hydrogen bonding potential. However, the overall polarity of the molecule is low due to the presence of the aromatic ring (C3=CC=C(C=C3)) and the nonpolar piperidine ring. This low polarity suggests that the molecule is likely to have good permeability. The presence of the bromine atom introduces some charge to the molecule, but it is not sufficient to hinder its permeation. Additionally, the molecule's rigidity, as indicated by the presence of the piperidine and thiazole rings, is likely to enhance its permeability. Overall, based on the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, we can conclude that the molecule has high permeability to the artificial membrane in the PAMPA assay. 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:
The molecule with the SMILES code CC1=NOC(=C1S(=O)(=O)N2CCC(CC2)C(=O)NC3=CC=C(C=C3)C#N)/C=C/C4=CC=CC=C4F is a complex compound with multiple functional groups. It is a derivative of a piperidinecarboxamide, containing a nitrile group and a fluorophenyl moiety. The molecule's lipophilicity is expected to be high due to the presence of aromatic rings and hydrophobic substituents. This suggests that it may have good permeability through the artificial membrane. The molecular size and weight are relatively large, which may limit its permeability to some extent. The presence of polar functional groups, such as the nitrile and amide groups, indicates that the molecule may have some degree of polarity. However, the overall polarity of the molecule is expected to be low due to the presence of hydrophobic groups. The rigidity of the molecule, as indicated by the presence of aromatic rings and the absence of flexible alkyl chains, suggests that it may have good permeability. The presence of a fluorine atom in the molecule may enhance its lipophilicity and improve its permeability. Overall, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. It is likely to diffuse through the lipid bilayer efficiently due to its lipophilic nature, moderate size, and rigidity. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC(C)(C#N)C1=CC=C(C=C1)C2=NC=C(C=C2)CN3CCN(CC3)C is a complex compound with various chemical and physical properties. It is a member of the pyridine family, characterized by a six-membered aromatic ring containing one nitrogen atom. The molecule also contains a piperazine moiety, which is a heterocyclic compound with two nitrogen atoms in a six-membered ring. The presence of the piperazine group suggests that the molecule may have potential biological activity, as piperazines are commonly found in pharmaceuticals and agrochemicals. The molecule's lipophilicity, which refers to its affinity for lipid-based substances, is likely to be moderate to high due to the presence of aromatic rings and alkyl groups. This lipophilicity can enhance its permeability through the artificial membrane. The molecular size and weight of the compound are relatively large, which may limit its permeability. However, the presence of the cyano group (C#N) suggests that the molecule may have some degree of polarity, which could affect its interactions with the lipid bilayer. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is due to a combination of factors such as moderate lipophilicity, relatively large molecular size and weight, and the presence of polar functional groups. Final answer: Low-to-moderate permeability.

------
# 139

**SMILES:** C1=CC=C(C(=C1)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C(C(=C1)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring with a hydroxyl group attached to it. This hydroxyl group imparts some polarity to the molecule, making it more soluble in water. Additionally, the presence of the hydroxyl group suggests that the molecule may have some hydrogen bonding capability. The molecule also contains a sulfonamide group (S(=O)(=O)N) and a thiazole ring (C3=NC=CS3). These functional groups contribute to the overall lipophilicity of the molecule, as they are nonpolar and hydrophobic. The lipophilicity of the molecule is further enhanced by the presence of the aromatic rings. The molecule's molecular weight and size are relatively moderate, which suggests that it may have a moderate permeability. However, the presence of the sulfonamide group and the thiazole ring may slightly reduce its permeability due to their potential interactions with the lipid bilayer. Overall, considering the lipophilicity, molecular size, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to have low-to-moderate permeability in the PAMPA assay. Final answer: Low-to-moderate 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:
The molecule with the SMILES code COC1=CC2=C(C=C1)NC(=O)C(=C2)C3=NOC(=N3)C4=CC(=CC=C4)OC is a complex organic compound. It consists of a central quinoline ring fused with a benzene ring and a heterocyclic oxadiazole ring. The molecule also contains multiple methoxy (-OCH3) groups attached to the aromatic rings. Based on the given properties, we can analyze the molecule's permeability as follows: 1. Lipophilicity: The presence of multiple methoxy groups and the aromatic rings suggests that this molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which is favorable for permeability. 3. Polarity: The presence of the oxadiazole ring and the methoxy groups indicates that the molecule has low polarity, which is associated with higher permeability. 4. Charge: The molecule is neutral, which is beneficial for permeability. 5. Rigidity: The presence of the fused aromatic rings and the oxadiazole ring suggests that the molecule is relatively rigid, which can improve its permeability. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. 7. Hydration Energy: The presence of the methoxy groups and the oxadiazole ring suggests that the molecule has low hydration energy, which can improve membrane permeation. 8. Membrane Affinity: The molecule's lipophilicity, rigidity, and aromaticity suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. 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:
The molecule with the SMILES code CC1=C(C=C(C=C1)N2C3=NC=NC(=C3C=N2)NC(C)COC)C is a complex compound known as 1-(3,4-dimethylphenyl)-1H-purine-6-yl)-2-(2-methoxypropyl)guanidine. This molecule possesses several important chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Firstly, the molecule contains a purine ring, which is a heterocyclic aromatic compound. Aromaticity contributes to the lipophilicity of the molecule, enhancing its ability to pass through the lipid bilayer. Additionally, the presence of the guanidine group (NH-C(NH)-NH2) increases the molecule's polarity, potentially affecting its permeability. The molecule also contains a methoxypropyl group, which contributes to its overall lipophilicity. This lipophilic character is crucial for the molecule's ability to interact with the hydrophobic lipid bilayer, facilitating its permeation. Furthermore, the molecule's molecular size and weight are relatively small, which enhances its permeability. In summary, considering the presence of aromaticity, lipophilicity, and the guanidine group, this molecule is expected to exhibit high permeability in the PAMPA assay. It is likely to readily diffuse through the artificial membrane due to its favorable interactions with the lipid bilayer. Therefore, the final answer is: 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)N2C=C(C3=CC=CC=C32)C(=O)NC4=NC(=CS4)C5=CC=CC=C5 is a complex compound with various chemical and physical properties. It is a sulfonamide derivative with a fused indole and benzothiazole ring system. The molecule's lipophilicity is expected to be moderate due to the presence of aromatic rings and the sulfonamide group. This suggests that it may have some permeability to the artificial membrane. The molecular size and weight of the compound are relatively high, which may limit its permeability. The presence of polar functional groups, such as the sulfonamide and amide groups, indicates that the molecule may have some solubility in water. However, the overall polarity of the compound is expected to be low due to the presence of aromatic rings. This suggests that the molecule may have a low polar surface area, which is favorable for permeability. The compound is neutral, which is beneficial for permeability. Additionally, the presence of aromatic rings may enhance the molecule's ability to interact with the lipid bilayer, potentially improving its permeability. Overall, considering the moderate lipophilicity, moderate molecular size and weight, low polar surface area, neutral charge, and potential for favorable interactions with the lipid bilayer, the molecule is expected to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 143

**SMILES:** CC1=C(C=C(C=C1)N2C3=NC=NC(=C3C=N2)NCCCN4C=CN=C4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(C=C(C=C1)N2C3=NC=NC(=C3C=N2)NCCCN4C=CN=C4)Cl is a complex compound with multiple functional groups. It is a 1,3,5-triazine derivative with a chloro substituent and an aromatic ring. The molecule also contains a pyrazine ring and a piperazine moiety. Based on the properties provided, we can analyze the molecule's permeability. The presence of the chloro substituent suggests that the molecule is likely to have low-to-moderate permeability. Chloro substituents can increase the hydrophilicity of a molecule, making it less likely to diffuse through the hydrophobic lipid bilayer. The aromatic ring in the molecule contributes to its lipophilicity, which can enhance its permeability up to a certain threshold. However, the presence of multiple nitrogen atoms in the molecule, particularly in the triazine and pyrazine rings, may introduce polarity and hydrogen bonding potential, which could negatively impact its permeability. Overall, considering the presence of the chloro substituent, the aromatic ring, and the multiple nitrogen atoms, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCN1CCN(CC1)C(=O)CCCN2C(=O)C3=NN(C(=C3C(=N2)C)C)C4=CC=C(C=C4)C is a complex compound with various chemical and physical properties. It is a derivative of 1,2,4-triazolo[1,5-a]pyrimidine, containing a piperazine ring and a carbonyl group. The molecule also possesses a phenyl ring and multiple methyl groups. Based on the given properties, we can infer the permeability of the molecule to the artificial membrane. The presence of lipophilic groups, such as the phenyl ring and the methyl groups, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. Additionally, the molecule's molecular size and weight are relatively moderate, which may also contribute to its permeability. However, the presence of polar functional groups, such as the carbonyl group and the nitrogen atoms in the triazolo[1,5-a]pyrimidine ring, may limit its permeability to some extent. Furthermore, the molecule's rigidity, aromaticity, and balanced affinity for both the aqueous phase and the lipid bilayer may also influence its permeability. Considering these factors, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding may limit its permeability, but the lipophilic nature and moderate molecular size suggest that it may still exhibit some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC1=CC=CC=C1C(=O)N2CCC3=C2C=CC(=C3)C4=C(SC(=N4)NC(=O)CC5=CC6=C(C=C5)OCCO6)C is a complex organic compound. It consists of a central benzene ring with various substituents attached to it. The molecule also contains a carbonyl group (C=O) and a thiazole ring. Based on the given properties, we can analyze the molecule's permeability to the artificial membrane. The presence of lipophilic aromatic rings, such as the benzene ring, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The carbonyl group and the thiazole ring contribute to the molecule's polarity and hydrogen bonding potential. However, the overall polarity of the molecule is low due to the presence of nonpolar substituents. This low polarity is beneficial for membrane permeation. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of aromatic rings and the rigidity of the molecule may enhance its ability to permeate the membrane. The molecule's charge is neutral, which is favorable for permeation. Additionally, the presence of aromatic rings and the balanced affinity for both the aqueous phase and the lipid bilayer suggest that the molecule has a good membrane affinity. In conclusion, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 146

**SMILES:** C1=CC(=CC(=C1)C2=CN3C=NC=C3C(=C2)C4=CN=CC=C4)CO

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC(=CC(=C1)C2=CN3C=NC=C3C(=C2)C4=CN=CC=C4)CO is a complex organic compound with a fused pyridine ring system. It is a derivative of benzene, containing a hydroxymethyl group attached to the benzene ring. The molecule also contains two pyridine rings, each substituted with a nitrogen-containing heterocycle. The presence of multiple aromatic rings in the molecule suggests that it is likely to have a high lipophilicity, which is favorable for membrane permeability. Additionally, the molecule's molecular size and weight are relatively small, further enhancing its potential for permeation. The absence of polar functional groups and the low polar surface area of the molecule indicate that it is likely to have low polarity, which is beneficial for membrane permeability. The neutral charge of the molecule also supports its potential for better permeability compared to charged species. The presence of aromatic rings in the molecule can influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC(=C(C=C3)C(F)(F)F)F)C)OCC(=O)O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a benzene ring with multiple substituents, including a thioether group (SC) and a trifluoromethyl group (CF3). These substituents contribute to the molecule's lipophilicity, which generally correlates with increased permeability. The presence of the thioether group also suggests potential interactions with the lipid bilayer. The molecule's molecular size and weight are relatively moderate, which may impact its permeability. Smaller molecules tend to have higher permeability, but the presence of multiple aromatic rings and substituents may counteract this effect. The molecule is neutral, which is favorable for permeability compared to charged species. Additionally, the presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this molecule is expected to have high permeability to 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:
The molecule with the SMILES code CC1=C(C(=CC=C1)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring substituted with a hydroxyl group (OH) and a side chain containing an amine group (NH2) and a thiazole ring. The presence of the hydroxyl group suggests that the molecule is capable of forming hydrogen bonds, which may affect its solubility and interactions with the lipid bilayer. The amine group and thiazole ring contribute to the overall lipophilicity of the molecule, potentially enhancing its permeability. However, the presence of the sulfonamide group (SO2NH2) indicates that the molecule may have some polar character, which could impact its ability to diffuse through the hydrophobic lipid bilayer. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this molecule is likely to exhibit moderate permeability to the artificial membrane. It may have some limitations due to its polar character, but its lipophilic nature and aromatic rings suggest that it can still permeate the membrane to some extent. Therefore, the final answer is: 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:
The molecule with the SMILES code C1=CC(=CC(=C1)OC(F)(F)F)NC(=O)C2=CC(=NN2)C3=CC=CN3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central core structure with two aromatic rings connected by a nitrogen-containing bridge. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. Additionally, the molecule contains a fluorine atom, which can increase lipophilicity and improve membrane permeation. The presence of a carbonyl group (C=O) indicates the potential for hydrogen bonding and interaction with the lipid bilayer. The molecule also contains a nitrogen atom, which can act as a hydrogen bond acceptor or donor, further influencing its interactions with the membrane. Overall, based on the given properties, this molecule is likely to have high permeability to the artificial membrane. The combination of lipophilicity, aromaticity, hydrogen bonding potential, and the presence of fluorine atoms contribute to its ability to diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 150

**SMILES:** C1CCC(CC1)C(=O)NCCC2=NC3=CC=CC=C3N2CCO

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCC(CC1)C(=O)NCCC2=NC3=CC=CC=C3N2CCO is a cyclic amide compound. It consists of a cyclohexane ring with a carboxamide group attached to it. The presence of the carboxamide group suggests that this molecule may have some polar characteristics. Based on the given properties, we can analyze the permeability of this molecule. The lipophilicity of this molecule is likely to be moderate due to the presence of the cyclohexane ring, which contributes to its hydrophobic nature. However, the carboxamide group introduces some polarity, which may reduce its lipophilicity. The molecular size and weight of this molecule are relatively small, which suggests that it may have higher permeability. The presence of the aromatic ring in the molecule may influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Additionally, the absence of hydrogen bond donors and acceptors in the molecule indicates that it may have low polar surface area, which is associated with higher permeability. Overall, considering the moderate lipophilicity, small molecular size, low polar surface area, and absence of hydrogen bond donors/acceptors, this molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 151

**SMILES:** COC1=CC=C(C=C1)NC2=NC(=NO2)C3=CC(=CC=C3)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)NC2=NC(=NO2)C3=CC(=CC=C3)OC is a 1,2,4-oxadiazole derivative with two aromatic rings. It consists of a central 1,2,4-oxadiazole ring connected to two phenyl rings through a nitrogen atom. The molecule also contains two methoxy groups (-OCH3) attached to the phenyl rings. Based on the given properties, we can analyze the molecule's permeability as follows: 1. Lipophilicity: The presence of two methoxy groups and the aromatic rings suggests that this molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which is favorable for permeability. 3. Polarity: The presence of the oxadiazole ring and the methoxy groups indicates that the molecule has a low polar surface area, which is associated with higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of aromatic rings and the oxadiazole ring suggests that the molecule is relatively rigid, which can improve 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 methoxy groups and the oxadiazole ring suggests that the molecule has low hydration energy, which can improve membrane permeation. 8. Membrane Affinity: The balanced lipophilicity and polar surface area of the molecule suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have 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:
The molecule with the SMILES code C1CNCCC1C2=CC=C(C=C2)NS(=O)(=O)C3=CC=C(C=C3)NCC4=C(C(=CC=C4)Cl)O is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central piperidine ring (C1CNCCC1) connected to a phenyl ring (C2=CC=C(C=C2)) through a nitrogen-sulfur bond (NS(=O)(=O)). The phenyl ring is further substituted with a chlorine atom (C3=CC=C(C=C3)Cl) and a hydroxyl group (C4=C(C(=CC=C4)Cl)O). The presence of the piperidine ring suggests that the molecule may have some degree of rigidity, which can enhance its permeability. Additionally, the lipophilic nature of the phenyl ring and the presence of the hydroxyl group indicate that the molecule may have some solubility in both the aqueous phase and the lipid bilayer, potentially improving its permeability. However, the presence of the sulfonamide group (NS(=O)(=O)) suggests that the molecule may have some degree of polarity, which could hinder its permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 153

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)Br is a 5-bromo-4-(1-methyltetrazol-5-ylthio)thieno[2,3-d]pyrimidine. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the bromine atom (Br) indicates that the molecule is halogenated, which can affect its lipophilicity and interactions with the lipid bilayer. Additionally, the molecule contains a tetrazole ring (1-methyltetrazol-5-ylthio), which can contribute to its lipophilicity and potentially enhance its permeability. The thieno[2,3-d]pyrimidine moiety in the molecule is a fused heterocyclic system, which can influence its rigidity and aromaticity. The presence of aromatic rings can affect the molecule's lipophilicity and interactions with the lipid bilayer, potentially impacting its permeability. Overall, based on the presence of the bromine atom, the tetrazole ring, and the thieno[2,3-d]pyrimidine moiety, it is likely that this molecule exhibits high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC#CC(=O)N1CCC[C@H]1C2=NC(=C3N2C=CN=C3N)C4=CC=C(C=C4)C(=O)NC5=CC=CC=N5 is a complex compound with various chemical and physical properties. It is a derivative of a pyrazine, which is a heterocyclic aromatic compound containing two nitrogen atoms in a six-membered ring. The molecule also contains a benzamide moiety, which is a benzene ring attached to an amide functional group. The presence of the pyrazine and benzamide moieties suggests that the molecule may have some degree of lipophilicity, as both are known to interact with lipid bilayers. Additionally, the molecule has a relatively large size and weight, which may impact its permeability. The presence of multiple nitrogen atoms and aromatic rings indicates that the molecule may have some degree of rigidity, which can influence its ability to permeate the artificial membrane. Furthermore, the molecule contains a carboxylic acid group, which can potentially form hydrogen bonds with the lipid bilayer, affecting its permeability. Overall, considering the lipophilicity, molecular size and weight, rigidity, aromaticity, and presence of functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=CC(=N3)OC is a complex organic compound. It consists of a fused ring system with multiple functional groups. To determine its permeability to the artificial membrane, we can analyze its properties based on the given guidelines. The molecule contains several aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer. Additionally, the presence of sulfur and oxygen atoms suggests the potential for hydrogen bonding and polar interactions. The molecule's molecular weight and size are relatively high, which may limit its permeability. However, the presence of multiple aromatic rings and the presence of sulfur and oxygen atoms may enhance its lipophilicity and membrane affinity. The molecule's charge is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. Overall, considering the presence of aromatic rings, lipophilicity, molecular size, charge, and other properties, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 156

**SMILES:** C1CN(CCC1C2=NOC3=C2C=CC(=C3)F)C(=O)C4CC(=O)N(C4)C5=NNC6=CC=CC=C65

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC1C2=NOC3=C2C=CC(=C3)F)C(=O)C4CC(=O)N(C4)C5=NNC6=CC=CC=C65 is a complex compound with multiple functional groups. It consists of a central piperidine ring, which is connected to a benzoxazole ring through a carbonyl group. The benzoxazole ring further contains a fluorine atom. Additionally, the molecule has a pyrazole ring attached to the piperidine ring. The presence of the piperidine ring suggests that the molecule may have some basic properties. The carbonyl group indicates the potential for hydrogen bonding and interaction with the lipid bilayer. The fluorine atom and the aromatic rings contribute to the lipophilicity of the molecule. Based on the properties mentioned in the problem statement, we can infer that the molecule has a moderate lipophilicity due to the presence of both polar and nonpolar functional groups. The molecular size and weight are relatively high, which may limit its permeability. The molecule is neutral, which is favorable for permeation through the lipid bilayer. The presence of aromatic rings and the fluorine atom may enhance the lipophilicity and interactions with the lipid bilayer. Overall, considering the molecular properties and the characteristics of the PAMPA assay, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=CN=CC(=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central core structure with multiple aromatic rings, including a benzene ring and a pyridine ring. These aromatic rings contribute to the molecule's lipophilicity, which generally correlates with increased permeability. Additionally, the presence of sulfur atoms in the molecule's structure suggests the potential for hydrogen bonding and interactions with the lipid bilayer. The molecule also contains amide and thioamide functional groups, which can influence its polarity and hydrogen bonding capabilities. These functional groups contribute to the overall polarity of the molecule, which can impact its permeability. Furthermore, the molecule's molecular weight and size are relatively moderate, which suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is crucial for optimal permeability in the PAMPA assay. In summary, based on the chemical and physical properties of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is due to its lipophilicity, moderate molecular weight and size, balanced polarity, and presence of aromatic rings. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code 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-] is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a benzene ring substituted with a bromine atom and a sulfone group. It also has a pyrrole ring and a pyridine ring connected to a central carbon atom. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. The molecule also contains a carbonyl group and an amide group, indicating the presence of polar functional groups. These polar groups may affect the molecule's solubility and interactions with the lipid bilayer, potentially influencing its permeability. Additionally, the molecule has a sulfur atom connected to an oxygen atom, forming a sulfonyl group. This group can contribute to the molecule's overall polarity and may impact its ability to permeate the artificial membrane. Overall, considering the presence of aromatic rings, polar functional groups, and the sulfonyl group, it is likely that the molecule has moderate permeability to the artificial membrane. The combination of lipophilic and polar properties suggests that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=C(C=C3)OC4=CC=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a central piperidine ring, which contributes to its lipophilicity and overall hydrophobic nature. This lipophilicity suggests that the molecule has a higher tendency to dissolve in nonpolar solvents and interact with the hydrophobic lipid bilayer in the PAMPA assay. Additionally, the presence of the carbonyl group (C=O) in the piperidine ring indicates the potential for hydrogen bonding and polar interactions. This suggests that the molecule may have some degree of solubility in polar solvents and may interact with the aqueous phase in the PAMPA assay. The molecule also contains aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer. The presence of these aromatic rings suggests that the molecule may have a higher affinity for the lipid bilayer, potentially enhancing its permeability. Overall, considering the lipophilicity, polar interactions, aromaticity, and balanced affinity for both the aqueous phase and the lipid bilayer, it is likely that this molecule exhibits high permeability in the PAMPA assay. Final answer: High permeability.

------
# 160

**SMILES:** CC1=C(C2=C(N1C3=CC=CC=C3)C=CC(=C2)O)C(=O)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(C2=C(N1C3=CC=CC=C3)C=CC(=C2)O)C(=O)C is a 1-benzopyran derivative. It consists of a central benzene ring fused with a pyran ring, with various functional groups attached. The presence of the benzene and pyran rings suggests that this molecule is likely to have some degree of lipophilicity, as aromatic compounds tend to be more hydrophobic. Additionally, the presence of the hydroxyl group (OH) indicates that this molecule may have some polarity. However, the overall polarity of the molecule is likely to be low due to the presence of the nonpolar benzene and pyran rings. The molecule's molecular size and weight are relatively moderate, which suggests that it may have a moderate permeability. The presence of the carbonyl group (C=O) indicates that this molecule may have some degree of rigidity, which can improve its permeability. Furthermore, the presence of the aromatic rings suggests that this molecule may have some degree of membrane affinity. Overall, based on the given properties, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The combination of lipophilicity, moderate molecular size and weight, low polarity, rigidity, and membrane affinity suggests that this molecule may have some ability to diffuse through the lipid bilayer, but may not be highly permeable. Final answer: Low-to-moderate permeability.

------
# 161

**SMILES:** CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=CC(=CC=C3)[N+](=O)[O-])C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=CC(=CC=C3)[N+](=O)[O-])C is a complex organic compound. It consists of a fused aromatic ring system with various functional groups attached. The molecule contains a nitro group (-NO2) and a thioamide group (-NC(=S)-). The presence of the nitro group suggests that the molecule is likely to be electron-withdrawing, which can affect its reactivity and interactions with other molecules. The thioamide group, on the other hand, can participate in hydrogen bonding and other intermolecular interactions. The molecule also contains a piperazine ring, which is a cyclic amine. This ring can contribute to the molecule's overall lipophilicity and influence its permeability. Additionally, the presence of aromatic rings in the molecule can enhance its lipophilicity and influence its interactions with the lipid bilayer in the PAMPA assay. Based on the given properties, the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity are all important factors that can influence its permeability. Considering these factors, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C=CC(=C4)F)C5=C(C=NN5)Cl)C(=O)C1 is a complex compound with multiple functional groups. It is a derivative of a benzoxazole ring system, containing a fused pyrazole and pyridine ring. The molecule also possesses a carboxylic acid group and several halogen substituents. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The presence of lipophilic groups, such as the aromatic rings and the alkyl chain, suggests that the molecule may have high lipophilicity, which is generally associated with increased permeability. The molecular size and weight of the compound are relatively large, which may limit its permeability. However, the presence of multiple aromatic rings and the fused ring system contribute to the molecule's rigidity, potentially enhancing its ability to permeate the membrane. The presence of polar functional groups, such as the carboxylic acid and the hydroxyl groups, may affect the molecule's polarity and hydrogen bonding potential. These properties could influence its solubility in the aqueous phase and its affinity for the lipid bilayer, ultimately affecting its permeability. In summary, considering the lipophilicity, rigidity, and aromaticity of the molecule, it is likely to have high permeability to the artificial membrane. However, the presence of polar functional groups and the relatively large molecular size and weight may slightly reduce its permeability, leading to a final classification of Low-to-moderate permeability. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CC(=O)NC2=CC(=C(C=C21)S(=O)(=O)NC3=CC(=C(C=C3)F)Cl)F is a complex compound with multiple functional groups. It is a derivative of indole, containing a carbonyl group (C=O) and a sulfonamide group (S(=O)(=O)N). The molecule also has two fluorine atoms (F) and one chlorine atom (Cl) attached to the aromatic ring. The presence of the carbonyl group suggests that the molecule may have some polarity, which could affect its permeability. However, the overall lipophilicity of the molecule is likely to be high due to the presence of multiple aromatic rings and the presence of fluorine atoms, which enhance lipophilicity. The sulfonamide group is likely to have a negative impact on permeability due to its polar nature and the potential for hydrogen bonding. The molecule's size and weight are relatively moderate, which suggests that it may have a moderate permeability. The presence of the chlorine atom and the fluorine atoms on the aromatic ring may also impact the molecule's permeability. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding may limit its permeability, while the lipophilicity and aromaticity may contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 164

**SMILES:** CCCCCN1C(=O)C2=C(C=C(C=C2)C(=O)NCCCN3CCC(CC3)C)NC1=O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCCCCN1C(=O)C2=C(C=C(C=C2)C(=O)NCCCN3CCC(CC3)C)NC1=O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a long hydrocarbon chain (CCCCC), which contributes to its lipophilicity. This property suggests that the molecule has a high affinity for lipid environments, which is favorable for permeation through the artificial membrane. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and a fused heterocyclic ring system. This size and weight may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as amide (C(=O)N) and amine (NC) groups. These polar groups may interact with the aqueous phase and hinder the molecule's permeation through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. Charged species are less likely to diffuse through the membrane. 5. Rigidity: The presence of multiple aromatic rings and a fused heterocyclic ring system suggests that the molecule is relatively rigid. Rigidity can enhance membrane permeation. 6. Aromaticity: The molecule contains several aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. Aromatic rings can contribute to the molecule's overall lipophilicity and potentially improve its permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which can hinder membrane permeation. However, the overall hydrophobic nature of the molecule may counterbalance this effect. 8. Membrane Affinity: The molecule's lipophilicity and rigidity suggest a balanced affinity for both the aqueous phase and the lipid bilayer. This balance can enhance its permeability in the PAMPA assay. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and rigidity may limit its permeation, while its lipophilicity, aromaticity, and balanced membrane affinity may contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code COC1=CC=CC=C1S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring (C6H5) and a methoxy group (OCH3), which contribute to its lipophilicity. This suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as sulfonamide (S(=O)(=O)N) and amide (C(=O)N). These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule's structure contains multiple aromatic rings, which can contribute to its rigidity. Rigidity can enhance permeability, as it allows the molecule to easily traverse the lipid bilayer. 6. Aromaticity: The presence of aromatic rings in the molecule can influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. 7. Hydration Energy: The molecule contains polar functional groups, which can interact with water molecules and have high hydration energy. This may hinder its permeability, as high hydration energy can limit its ability to diffuse through the lipid bilayer. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. This suggests that the molecule can interact with both the aqueous environment and the lipid bilayer, enhancing its permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and high hydration energy may limit its ability to diffuse through the lipid bilayer. However, the molecule's lipophilicity, rigidity, and balanced membrane affinity may also contribute to its permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code C1=CC(=C(C=C1Cl)C2=NC3=NC=CN=C3C(=N2)NC4=CC=NC=C4)F is a complex compound with multiple functional groups. It consists of a central core structure with two aromatic rings connected by a nitrogen-containing heterocycle. The molecule also contains a chlorine atom and a fluorine atom attached to the aromatic rings. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The presence of lipophilic aromatic rings suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecule's size and weight are moderate, which may also contribute to its permeability. The presence of polar functional groups, such as the nitrogen atoms in the heterocycle, may slightly reduce the molecule's overall polarity. However, the overall low polar surface area and low hydrogen bond donors/acceptors indicate that the molecule is likely to have higher permeability. The molecule's charge is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of aromatic rings may also influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. Additionally, the molecule's hydration energy is likely to be low, which can improve membrane permeation. Overall, considering the lipophilicity, moderate size and weight, low polarity, neutral charge, aromaticity, and low hydration energy, we can conclude that the molecule has 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1(CNC2=C1C=CC(=C2)NC(=O)C3=C(N=CC=C3)NCC4=CC=NC=C4)C is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. This suggests that it has a high affinity for lipid environments, which is favorable for membrane permeation. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains both polar and nonpolar regions. The presence of polar functional groups, such as the amide group (C=O), suggests that it may have some degree of polarity. However, the overall polarity of the molecule is likely to be low due to the presence of nonpolar aromatic rings. 4. Charge: The molecule is neutral, which is favorable for permeation through the lipid bilayer. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains multiple rigid aromatic rings, which contribute to its overall rigidity. Rigidity can enhance membrane permeation by allowing the molecule to easily fit into the lipid bilayer. 6. Aromaticity: The presence of aromatic rings in the molecule contributes to its lipophilicity and influences its interactions with the lipid bilayer, potentially affecting its permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water molecules, suggesting that it has relatively low hydration energy. This is favorable for membrane permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCN(CC3)[S+](=O)(C4=CC=CC(=C4)C(F)(F)F)[O-] is a complex compound with various chemical and physical properties. It consists of a central core structure with multiple functional groups attached. The molecule contains a benzene ring substituted with a methoxy group (OCH3) and a nitrogen-containing heterocycle. The presence of the methoxy group increases the lipophilicity of the molecule, which can enhance its permeability. The nitrogen-containing heterocycle is a potential site for hydrogen bonding and can interact with the lipid bilayer. The molecule also contains a sulfonate group (S=O) and a fluorine-substituted phenyl ring. The sulfonate group imparts a negative charge to the molecule, which can affect its permeability. However, the presence of the fluorine atoms in the phenyl ring can increase the lipophilicity and enhance the molecule's ability to interact with the lipid bilayer. Additionally, the molecule has a cyclic amine group (C3CCN(CC3)) and a carbonyl group (C=O). These functional groups can participate in various intermolecular interactions, such as hydrogen bonding, and influence the molecule's permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this molecule is likely to exhibit high permeability to the artificial membrane. Final answer: High permeability.

------
# 169

**SMILES:** CC1CCCCN1C2=NC=NC(=C2[N+](=O)[O-])N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1CCCCN1C2=NC=NC(=C2[N+](=O)[O-])N is a 1,3,5-triazine derivative. It consists of a central triazine ring with various substituents attached to it. The molecule has a molecular formula of C12H16N8O2. Based on the given properties, we can analyze the molecule's permeability. The presence of the triazine ring suggests that the molecule is likely to have a moderate to high lipophilicity, as triazines are known to exhibit lipophilic characteristics. Additionally, the molecule's molecular weight of 308.32 g/mol indicates that it is relatively small, which can contribute to its permeability. The presence of the nitro group (NO2) suggests that the molecule is likely to be charged, as it contains a positive nitrogen atom and a negative oxygen atom. Charged species generally have lower permeability compared to neutral molecules. However, the presence of the triazine ring and the aromaticity of the molecule may counteract this effect to some extent. Overall, considering the lipophilicity, molecular size, and aromaticity of the molecule, it is likely to have high permeability to the artificial membrane. However, the presence of the charged nitro group may slightly reduce its permeability. Therefore, the final answer is: Final answer: High 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:
The molecule with the SMILES code CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=C(C=C(C=C3)Cl)[N+](=O)[O-])C is a complex compound with various chemical and physical properties. It is a derivative of piperazine, containing a nitro group, a chlorine atom, and a thiourea moiety. The presence of the nitro group suggests that the molecule is likely to be polar and may have some degree of charge. This could potentially impact its permeability through the artificial membrane. The molecule also contains a chlorine atom, which can influence its lipophilicity and interactions with the lipid bilayer. The lipophilicity of the molecule is further enhanced by the presence of aromatic rings, which can contribute to its ability to dissolve in nonpolar solvents. The thiourea moiety in the molecule indicates the presence of a sulfur atom, which can potentially form hydrogen bonds with the surrounding molecules. This could affect the molecule's ability to permeate the membrane. Overall, considering the presence of polar groups, aromatic rings, and the potential for hydrogen bonding, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar groups and hydrogen bonding capabilities may hinder its diffusion through the lipid bilayer, while the aromatic rings and lipophilicity may contribute to some degree of permeability. Therefore, the final answer is: 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:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC(=C2Cl)C(=O)NC3=NC(=CS3)C4=CC=CC=C4 is a complex compound with various chemical and physical properties. It consists of a central benzene ring substituted with a chlorine atom and a carbonyl group. Attached to the benzene ring are two aromatic rings, one of which contains a sulfur atom and a sulfonyl group. The molecule also contains a thiazole ring and a thiazole carbonyl group. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic aromatic rings suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecular size and weight are moderate, which may also contribute to its permeability. The molecule's polarity is low due to the presence of aromatic rings and the absence of polar functional groups. This low polarity is associated with higher permeability. The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of aromatic rings and the balanced affinity for both the aqueous phase and the lipid bilayer suggest that the molecule may exhibit good PAMPA permeability. Overall, considering the lipophilicity, molecular size, polarity, charge, and aromaticity, we can conclude that the molecule has high permeability to the artificial membrane. Final answer: High 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:
The molecule with the SMILES code COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CN=CC=C3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze its properties based on the given information. 1. Lipophilicity: The presence of multiple aromatic rings (benzene rings) and the methoxy group (OCH3) suggests that this molecule is lipophilic. Lipophilicity generally correlates with increased permeability, up to a certain threshold. 2. Molecular Size and Weight: The molecule's size and weight are not explicitly provided, so we cannot make a definitive conclusion about its permeability based on these factors. 3. Polarity: The molecule contains polar functional groups such as hydroxyl (OH) and sulfonamide (SO2NH2), which contribute to its overall polarity. However, the presence of aromatic rings and lipophilic groups suggests that it may have a balanced polarity, which can be favorable for membrane permeation. 4. Charge: The molecule is neutral, which is generally beneficial for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule's structure does not indicate any significant rigidity, which may hinder its permeability. 6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The molecule's structure does not provide any information about its hydration energy, so we cannot make a definitive conclusion about its permeability based on this factor. 8. Membrane Affinity: The presence of polar and lipophilic groups suggests that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer, which can be favorable for PAMPA permeability. Based on the analysis of these properties, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of lipophilic groups, balanced polarity, and neutral charge contribute to its potential permeability. However, the absence of information about molecular size and weight, rigidity, hydration energy, and specific interactions with the lipid bilayer limits our ability to make a definitive conclusion. Therefore, the final answer is: 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:
The molecule with the SMILES code CC1=C(N(C(=C1C(=O)C)C)C)C(=O)NC2=CC(=CC=C2)[S+](=O)(N(C)C)[O-] is a complex organic compound with various chemical and physical properties. Based on the given properties, we can analyze the molecule's permeability to the artificial membrane. The molecule contains a pyrrole ring, which contributes to its lipophilicity. Additionally, the presence of aromatic rings, such as the benzene ring, enhances its lipophilic nature. These lipophilic properties suggest that the molecule may have high permeability. The molecular size and weight of the compound are relatively small, which further supports its potential for high permeability. The molecule also possesses a low polar surface area and low hydrogen bond donors/acceptors, indicating that it is likely to interact favorably with the lipid bilayer. Furthermore, the molecule is neutral, which is beneficial for its permeability as charged species tend to have lower diffusion rates through the hydrophobic lipid bilayer. The presence of a sulfonamide group (S=O) in the molecule may also contribute to its permeability, as sulfonamides are known to have good membrane permeability. Overall, considering the lipophilicity, molecular size, polarity, charge, and other properties, it is likely that the molecule has 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:
The molecule with the SMILES code 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-] is a complex compound with various chemical and physical properties. It is a sulfonamide derivative with a nitrile group and a pyrrole ring. The molecule's lipophilicity is expected to be moderate due to the presence of both hydrophobic and hydrophilic regions. The lipophilic alkyl chains (CCC) and the aromatic rings (C6H4) contribute to its overall lipophilicity. However, the presence of the sulfonamide group (SO2NH2) and the nitrile group (CN) adds some hydrophilic character to the molecule. The molecular size and weight of the compound are relatively large, which may limit its permeability. The presence of the pyrrole ring and the aromatic rings adds rigidity to the molecule, potentially enhancing its permeability. The charge of the molecule is neutral, which is favorable for permeation through the lipid bilayer. The presence of the sulfonamide group and the nitrile group may influence the molecule's interactions with the lipid bilayer, potentially affecting its permeability. Overall, based on the given properties, the molecule is expected to have moderate permeability to the artificial membrane. It possesses a balance of lipophilic and hydrophilic regions, moderate molecular size and weight, and a neutral charge. The presence of aromatic rings and the sulfonamide group may enhance its permeability, while the nitrile group may have a limited impact. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC2=C(C=C1)OC(=N2)NC3=NC(C4=C(N3)CCCC4=O)C5=C(C=NN5)Cl is a complex compound with multiple functional groups and aromatic rings. Based on the properties mentioned earlier, we can analyze its permeability to the artificial membrane. The molecule contains a methoxy group (OCH3) and multiple aromatic rings, which contribute to its lipophilicity. This suggests that the molecule has a high affinity for the lipid bilayer, which is favorable for permeation. Additionally, the molecule has a relatively low molecular weight and size, which further enhances its permeability. The presence of nitrogen atoms in the molecule indicates the potential for hydrogen bonding and polar interactions. However, the overall polarity of the molecule is low due to the presence of aromatic rings and the methoxy group. This low polarity is beneficial for membrane permeation. The molecule also contains a chlorine atom, which may affect its charge and solubility in water. However, the presence of multiple aromatic rings and the methoxy group suggests that the molecule is more likely to partition into the lipid bilayer rather than the aqueous phase. Overall, based on the properties mentioned, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 176

**SMILES:** CC1=C(C=C(C=C1)NC(=O)NCC2CCN(CC2)CC3=CC(=CC=C3)Cl)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(C=C(C=C1)NC(=O)NCC2CCN(CC2)CC3=CC(=CC=C3)Cl)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central urea moiety (NC(=O)N) connected to two aromatic rings. The presence of the urea group suggests that the molecule may have hydrogen bonding capabilities, which can affect its permeability. Additionally, the molecule contains two chlorine atoms, which can influence its lipophilicity and polarity. The aromatic rings in the molecule contribute to its lipophilicity, which is important for membrane permeation. However, the presence of the chlorine atoms and the urea group may also introduce some polarity to the molecule, potentially affecting its overall hydrophobicity. The molecular size and weight of the compound are relatively moderate, which suggests that it may have a reasonable ability to permeate the artificial membrane. Overall, based on the given properties, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of the urea group and the aromatic rings may contribute to its lipophilicity, while the chlorine atoms and the moderate molecular size and weight suggest a balance between hydrophobicity and polarity. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 177

**SMILES:** CC1=CC(=C(N1C2=CC=NC=C2)C)C3=NN=C4N3CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=C(N1C2=CC=NC=C2)C)C3=NN=C4N3CCCCC4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, such as the phenyl and pyridine rings, which contribute to its lipophilic nature. This lipophilicity suggests that the molecule has a higher affinity for the lipid bilayer, which can enhance its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains both polar and nonpolar regions. The presence of polar functional groups, such as the amine and nitro groups, suggests that the molecule may have some polarity. However, the overall polarity of the molecule is likely to be low due to the presence of the nonpolar aromatic rings. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains multiple rigid aromatic rings, which contribute to its overall rigidity. Rigidity can enhance membrane permeation. 6. Aromaticity: The presence of aromatic rings, such as the phenyl and pyridine rings, can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water molecules, suggesting that it may have low 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. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. 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:
The molecule with the SMILES code CC[S+](=O)(NC1=CC=CC=C1C(=O)NC2=NC(=CS2)C3=CC=CC=C3)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a sulfone group (S=O) and a sulfoxide functional group (S=O) which contribute to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. Additionally, the presence of aromatic rings (C6H5) in the molecule enhances its lipophilicity and can influence its interactions with the lipid bilayer. The molecule also contains a carbonyl group (C=O) and an amide group (C(=O)NC) which contribute to its polarity. Polarity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in aqueous environments. The presence of a negative charge (O-) and a positive charge (S+) in the molecule suggests that it is an ionic compound. Charged species are generally less likely to diffuse through the hydrophobic lipid bilayer, which may result in low permeability. Overall, considering the lipophilicity, polarity, and charge of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and the carbonyl group may enhance its lipophilicity, while the charged nature of the molecule may hinder its permeation. Therefore, the final answer is: 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:
The molecule with the SMILES code C1=CC=C2C(=C1)/C(=C\C3=CC=C(C=C3)O)/C(=O)N2 is a 3-(4-hydroxybenzylidene)-1,3-dihydro-2H-indol-2-one. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the hydroxyl group (OH) in the molecule indicates its potential for hydrogen bonding, which can affect its solubility and interactions with the lipid bilayer. Additionally, the aromatic rings in the molecule contribute to its lipophilicity, which is important for membrane permeation. The molecule's molecular weight and size are relatively moderate, which suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is crucial for optimal permeability in the PAMPA assay. Furthermore, the presence of the carbonyl group (C=O) indicates the potential for the molecule to form hydrogen bonds with the lipid bilayer, which can enhance its permeability. In conclusion, based on the given properties, the molecule is expected to exhibit high permeability to the artificial membrane in the PAMPA assay. This is due to its lipophilicity, moderate molecular weight and size, low polar surface area, and balanced affinity for both the aqueous phase and the lipid bilayer. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CC2=C(C(N=C(N2)NC3=NC4=CC=CC=C4O3)C5=C(C=NN5)Cl)C(=O)C1 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a fused ring system, which suggests a certain degree of rigidity. This rigidity can enhance the molecule's ability to permeate the artificial membrane. Additionally, the presence of aromatic rings, such as the benzene ring and the pyrazole ring, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. The molecule also contains a chlorine atom, which introduces a polar group. However, the overall charge of the molecule is neutral, which is favorable for permeability. Furthermore, the molecule possesses a carbonyl group, indicating the presence of a polar functional group. This polar group can influence the molecule's interactions with the aqueous phase and the lipid bilayer, potentially affecting its permeability. Overall, considering the presence of aromatic rings, rigidity, neutral charge, and polar functional groups, it is likely that the molecule exhibits moderate permeability to the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC1=C(C=C(C=C1)C(=O)NC2=CC3=C(C=C2)OC(=N3)C4=CN=CC=C4)[N+](=O)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring system, which suggests that it has a high lipophilicity. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as the carbonyl group (C=O) and the nitro group (NO2). These polar groups may hinder the molecule's permeability. 4. Charge: The molecule carries a net charge of zero, which is favorable for permeation through the lipid bilayer. 5. Rigidity: The molecule's rigid structure, characterized by the presence of aromatic rings, may enhance its permeability. 6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could limit the molecule's permeability. 8. Membrane Affinity: The molecule's lipophilic nature and aromatic rings suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and potential for hydrogen bonding may hinder its permeation. However, the lipophilic nature, aromaticity, and balanced membrane affinity suggest that it may still exhibit some degree of permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code CN(C1=CC=CC=C1)C(=O)CSC2=NC3=C(CCCC3)C(=O)N2 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. The molecule contains a central carbon atom bonded to a nitrogen atom, which is further connected to a phenyl ring. This aromatic ring contributes to the lipophilicity of the molecule, enhancing its ability to dissolve in lipid-based environments. Additionally, the presence of a carbonyl group (C=O) and a thiol group (C-SH) suggests the potential for hydrogen bonding and interactions with the lipid bilayer. The molecule also possesses a fused ring system, consisting of a pyrimidine ring and a cyclohexane ring. This structural feature contributes to the rigidity of the molecule, which can improve its permeability through the artificial membrane. Furthermore, the molecule contains a nitrogen atom with a lone pair, which can potentially form hydrogen bonds with the surrounding environment. This property may influence the molecule's hydration energy and its ability to interact with the lipid bilayer. Overall, considering the lipophilicity, rigidity, aromaticity, and potential for hydrogen bonding, it is likely that the molecule exhibits high permeability in the PAMPA assay. 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:
The molecule with the SMILES code CN1C2=C(C=CC(=C2)C(=O)NCC3=CC=C(C=C3)Br)[S@@](=O)C4=CC=CC=C4C1=O is a complex compound with various chemical and physical properties. It is a sulfonamide derivative with a bromophenyl group attached to the nitrogen atom. The molecule also contains a carbonyl group and a thioether group. Based on the given properties, we can analyze the permeability of this molecule to the artificial membrane. The presence of the bromophenyl group suggests that the molecule may have some lipophilic character, which could enhance its permeability. Additionally, the sulfonamide moiety can contribute to the molecule's polarity and hydrogen bonding potential. The carbonyl group and thioether group may also influence the molecule's interactions with the lipid bilayer. Considering the molecular size and weight, the molecule appears to be relatively large, which may limit its permeability. However, the presence of aromatic rings and the potential for hydrogen bonding interactions could counteract this effect to some extent. Overall, based on the given properties, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of lipophilic groups, hydrogen bonding potential, and aromatic rings may contribute to its permeability, but the large molecular size and weight could limit its diffusion through the membrane. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CC(=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4)OC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central benzene ring with various functional groups attached. It contains a sulfonamide group (S(=O)(=O)N) and an ester group (OC) which contribute to its lipophilicity. The presence of aromatic rings, such as the phenyl and thiophene rings, enhances its lipophilicity and can influence its interactions with the lipid bilayer. The molecule also contains a carbonyl group (C=O) and a thiazole ring (C3=NC(=CS3)) which contribute to its polarity. The presence of polar functional groups can affect its solubility and interactions with the aqueous phase. Overall, based on the given properties, this molecule is expected to have high permeability to the artificial membrane. The combination of lipophilicity, aromaticity, and balanced polarity suggests that it can easily diffuse through the lipid bilayer. Additionally, the presence of the sulfonamide group may enhance its permeability by facilitating interactions with the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 185

**SMILES:** C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=NC=C3)NC4=CC=NN4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=NC=C3)NC4=CC=NN4 is a complex organic compound. It belongs to the class of heterocyclic compounds and contains multiple aromatic rings. The presence of aromatic rings suggests that this molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the molecule contains nitrogen atoms, which can contribute to its polarity and hydrogen bonding capabilities. However, the overall polarity of the molecule is likely to be low due to the presence of aromatic rings and the absence of highly polar functional groups. The molecular size and weight of this compound are relatively moderate, which suggests that it may have a moderate permeability. The presence of nitrogen atoms and the absence of charged species indicate that this molecule is likely to be neutral, further supporting its potential for good permeability. Overall, based on the given properties, it is likely that this molecule has high permeability to the artificial membrane. The combination of lipophilicity, moderate molecular size and weight, low polarity, and neutral charge suggests that it can easily diffuse through the lipid bilayer. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4Cl is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability. 1. Lipophilicity: The molecule contains a lipophilic benzene ring, which suggests that it has a high affinity for lipid environments. This property is likely to enhance its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as sulfonamide and amide. These polar groups may hinder its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The molecule has a rigid structure due to the presence of aromatic rings and conjugated systems. This rigidity may enhance its permeability. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This property may contribute to its permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could limit its permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which suggests that it may exhibit good permeability. Based on these properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and rigidity may limit its permeability, while the lipophilicity, aromaticity, and balanced membrane affinity may contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 187

**SMILES:** C1=CC(=C(C=C1NC2=NC(=NC=C2)C3=CC=NC=C3)F)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC(=C(C=C1NC2=NC(=NC=C2)C3=CC=NC=C3)F)F is a 2,5-difluoro-N-(2-pyridin-4-ylpyrimidin-4-yl)aniline. This molecule possesses several important properties that influence its permeability in the PAMPA assay. Firstly, the presence of two fluorine atoms (F) on the aromatic ring increases the lipophilicity of the molecule, which generally correlates with increased permeability. However, the lipophilicity of this molecule is likely to be moderate due to the presence of the aniline group, which introduces some hydrophilic character. Secondly, the molecule contains a pyridine and pyrimidine ring, which contribute to its aromaticity. Aromaticity can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. Thirdly, the molecule is neutral, which is favorable for permeability as charged species are less likely to diffuse through the hydrophobic lipid bilayer. In summary, considering the presence of fluorine atoms, aromaticity, and the neutral charge, this molecule is expected to have moderate lipophilicity and moderate-to-high permeability to the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1CC(C2=C(C1)C3=C(N2)C(=CC=C3)Cl)NC(=O)C4=CC5=C(C=C4)OCO5 is a complex organic compound with a fused polycyclic structure. It contains a chlorine atom and multiple aromatic rings, which contribute to its lipophilicity. The presence of the amide functional group (NC(=O)) suggests that the molecule has the potential to form hydrogen bonds, which can influence its solubility and permeability. The molecule's size and weight are relatively moderate, which may impact its ability to permeate the artificial membrane. The presence of the chlorine atom and the aromatic rings can also affect its polarity and interactions with the lipid bilayer. Based on the given properties, the molecule's lipophilicity, moderate size and weight, low polar surface area, and neutral charge suggest that it may have high permeability to the artificial membrane. Additionally, the presence of aromatic rings and the amide functional group may contribute to its membrane affinity. Therefore, the final answer is: Final answer: High permeability.

------
# 189

**SMILES:** COC1=CC(=CC(=C1OC)OC)NC(=O)C2=CC(=NO2)C3=CC=CC=C3O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC(=CC(=C1OC)OC)NC(=O)C2=CC(=NO2)C3=CC=CC=C3O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple methoxy (OCH3) groups, which contribute to its lipophilic nature. This lipophilicity generally enhances the molecule's permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This size may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as hydroxyl (OH) and nitroso (NO) groups. These polar groups may hinder the molecule's permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of aromatic rings and rigid functional groups contributes to the molecule's rigidity, which can enhance its permeability. 6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer, affecting its permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could limit the molecule's permeability. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit moderate permeability. Considering these properties, the molecule's overall permeability is likely to be low-to-moderate. The presence of polar functional groups, large size, and potential high hydration energy may hinder its permeability, while its lipophilicity, rigidity, and aromaticity may contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NCCC3=CC(=C(C=C3)Cl)Cl is a complex compound with multiple functional groups. It can be described as a sulfonamide derivative with a central nitrogen atom connected to two aromatic rings. The molecule also contains two chlorine atoms and a nitro group. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The presence of lipophilic groups, such as the aromatic rings and the alkyl chain, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecular size and weight are relatively moderate, which may also contribute to its permeability. The presence of polar functional groups, such as the nitro group and the sulfonamide, may slightly decrease the permeability due to their potential interactions with the lipid bilayer. However, the overall lipophilicity of the molecule is expected to dominate its permeability. The molecule's rigidity, aromaticity, and balanced affinity for both the aqueous phase and the lipid bilayer further support its potential for high permeability. In summary, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CN=C(N=C1NCC2=CC=C(C=C2)C3=CN=CC=C3)C4=CC=CC=C4C5COC5 is a complex compound with multiple functional groups. It is a pyrimidine derivative with a central pyrimidine ring substituted with various aromatic rings and a cyclic ether. The molecule also contains a nitrogen atom connected to a carbon chain, which is further connected to a phenyl ring. Based on the given properties, we can analyze the molecule's permeability. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. Additionally, the molecule's size and weight are relatively moderate, which may also contribute to its permeability. However, the presence of a cyclic ether and a nitrogen atom connected to a carbon chain indicates that the molecule may have some polar characteristics. This could potentially limit its permeability, as polar compounds tend to have lower permeability through lipid bilayers. Considering these factors, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups and the moderate size and weight of the molecule suggest that it may not readily diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC1=C(C=C(C=C1)NC2=NC(=NC3=CC=CC=C32)C4=CC=NC=C4)F is a complex organic compound. It consists of a central benzene ring with various substituents attached to it. The molecule contains a fluorine atom (F) and multiple nitrogen atoms (N) in its structure. The presence of the fluorine atom suggests that the molecule is likely to have a high lipophilicity, as fluorine is known to enhance lipophilic properties. This lipophilicity can contribute to the molecule's permeability through the artificial membrane. The molecule also contains multiple nitrogen atoms, which can potentially form hydrogen bonds with the surrounding environment. However, the low polar surface area and low hydrogen bond donors/acceptors indicate that the molecule is not highly polar, which is favorable for permeability. The aromatic rings present in the molecule can influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Additionally, the presence of nitrogen atoms in the molecule suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which can contribute to its permeability. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. This is due to its high lipophilicity, low polar surface area, low hydrogen bond donors/acceptors, and balanced affinity for both the aqueous phase and the lipid bilayer. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=CC=C1C(=O)N2CCC(CC2)C(=O)N3CCC(CC3)N4CC5=CC=CC=C5C4=O is a complex compound with various chemical and physical properties. It is a derivative of benzaldehyde, containing a piperidine ring and a piperazine ring. The molecule also has a carbonyl group and multiple aromatic rings. Based on the given properties, we can infer the permeability of the molecule to the artificial membrane. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. Additionally, the presence of the carbonyl group indicates that the molecule may have a moderate polarity, which can affect its interactions with the lipid bilayer. The molecular size and weight of the compound are relatively large, which may limit its permeability. However, the presence of the piperidine and piperazine rings suggests that the molecule may have some degree of rigidity, which can improve its permeation through the membrane. Overall, considering the lipophilicity, moderate polarity, rigidity, and aromaticity of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of the carbonyl group and the piperidine and piperazine rings may also contribute to its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 194

**SMILES:** COC1=CC(=CC(=C1OC)OC)C(=O)NC2CCCC3=C2NC4=CC=CC=C34

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC(=CC(=C1OC)OC)C(=O)NC2CCCC3=C2NC4=CC=CC=C34 is a complex organic compound. It consists of a central carbonyl group (C=O) attached to a nitrogen atom (N) and a cyclic structure. The cyclic structure contains multiple aromatic rings, including a benzene ring and a pyridine ring. The molecule also contains several methoxy (OCH3) groups attached to the aromatic rings. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. Additionally, the presence of methoxy groups can increase the molecule's lipophilicity and improve its ability to pass through the lipid bilayer. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of a carbonyl group and a nitrogen atom in the cyclic structure may contribute to its rigidity, potentially improving its permeability. Overall, considering the lipophilic properties, the presence of aromatic rings, and the rigidity of the molecule, it is likely that the compound has high permeability to the artificial membrane. Therefore, the final answer is: 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:
The molecule with the SMILES code COC1=CC=CC=C1NC2=NC(=NC=C2)N3CCN(CC3)C(=O)C4=CC=C(C=C4)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of aromatic rings and the methoxy group (OCH3) in the molecule suggests a moderate to high lipophilicity, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as the amine (NH2) and carbonyl (C=O) groups. However, the overall polar surface area is relatively low, which may contribute to higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The presence of aromatic rings and the rigid piperazine ring contribute to the molecule's rigidity, which can enhance its permeability. 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 may result in 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 suggests that it may exhibit good PAMPA permeability. Considering these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, moderate lipophilicity, and moderate hydration energy may limit its permeability compared to highly lipophilic or small molecules. However, the molecule's rigidity, aromaticity, and balanced membrane affinity may still allow for some degree of permeation. Therefore, the final answer is: 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:
The molecule with the SMILES code COC1=CC=C(C=C1)C2=NC3=C(N2)C=CC=N3 is 2-(4-methoxyphenyl)imidazo[4,5-b]pyridine. This molecule consists of a pyridine ring fused with an imidazole ring, with a methoxyphenyl group attached to the imidazole ring. Based on the given properties, we can analyze the permeability of this molecule. 1. Lipophilicity: The presence of the methoxy group increases the lipophilicity of the molecule, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a moderate size and weight, which suggests it may have moderate permeability. 3. Polarity: The molecule has a low polar surface area due to the presence of aromatic rings, which is associated with higher permeability. Additionally, it has low hydrogen bond donors/acceptors, further enhancing its permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The molecule has a rigid structure due to the fused rings, which can improve its permeability. 6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. 7. Hydration Energy: The molecule has low hydration energy, which generally improves membrane permeation. 8. Membrane Affinity: The balanced affinity of the molecule for both the aqueous phase and the lipid bilayer suggests it may exhibit good PAMPA permeability. Based on these properties, the molecule 2-(4-methoxyphenyl)imidazo[4,5-b]pyridine is expected 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=NC=C1)NC(=S)N2CCCC(C2)NC3=CC=CC(=C3)C(F)(F)F is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central pyridine ring with a methyl group attached to it. It also contains a thiourea group, which is connected to a piperidine ring. Additionally, there is a trifluoromethyl group attached to a phenyl ring. The presence of the pyridine ring suggests that the molecule may have some basic properties, which could potentially affect its permeability. The lipophilicity of the molecule is likely to be moderate due to the presence of both hydrophobic (methyl, phenyl, and trifluoromethyl groups) and hydrophilic (pyridine, thiourea, and piperidine groups) moieties. The molecular size and weight of the compound are relatively moderate, which suggests that it may have a moderate permeability. The presence of the piperidine ring and the thiourea group indicates that the molecule may have some hydrogen bonding capabilities, which could influence its interactions with the lipid bilayer. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of both hydrophobic and hydrophilic groups, moderate molecular size and weight, and potential hydrogen bonding capabilities contribute to this prediction. Final answer: Low-to-moderate 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:
The molecule with the SMILES code COC1=CC=CC(=C1OC)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a central benzene ring with two methoxy groups (OCH3) attached to it. This lipophilic nature suggests that the molecule has a high affinity for lipid environments, which is favorable for permeability. Additionally, the presence of a sulfonamide group (SO2NH2) enhances the molecule's lipophilicity and can improve its permeability. The molecule also contains a thiazole ring (C3H3NS) and a thiophene ring (C4H3S), both of which contribute to its aromaticity. Aromatic compounds often exhibit better permeability due to their ability to interact with the lipid bilayer. Furthermore, the molecule has a balanced number of hydrogen bond donors and acceptors, which suggests that it may have moderate polarity. This moderate polarity can facilitate interactions with both the aqueous phase and the lipid bilayer, potentially enhancing its permeability. In summary, based on its lipophilicity, aromaticity, and moderate polarity, the molecule is expected to have high permeability in the PAMPA assay. It is likely to readily diffuse through the artificial membrane due to its favorable interactions with the lipid bilayer. Therefore, the final answer is: 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:
The molecule with the SMILES code C1=CC(=CC=C1NCC2=C(C=CC(=C2)Cl)O)S(=O)(=O)NC3=NC=CS3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze its properties based on the given information. 1. Lipophilicity: The molecule contains aromatic rings, which contribute to its lipophilicity. This suggests that it has a higher affinity for lipid environments, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule is relatively large, with a complex structure. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The presence of polar functional groups, such as the hydroxyl group (OH) and the sulfonamide group (SO2NH2), indicates that the molecule has some degree of polarity. This polarity may hinder its permeability, as polar compounds tend to have lower permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule's complex structure suggests a certain degree of rigidity, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings contributes to the molecule's lipophilicity and may influence its interactions with the lipid bilayer, affecting its permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could hinder permeation. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit better PAMPA permeability. Considering these properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and potential rigidity may limit its permeability, while its lipophilicity and aromaticity may contribute to some degree of permeability. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1CCN(CC1)C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)OC is a complex compound with various chemical and physical properties. It is a derivative of quinoline, containing a piperazine ring and multiple aromatic rings. The presence of the piperazine ring suggests that the molecule may have some basic properties, potentially forming salt forms with acidic compounds. The multiple aromatic rings indicate that the molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. The molecule's molecular weight and size are relatively high, which may limit its permeability. However, the presence of the piperazine ring and the methoxy group can increase its lipophilicity, potentially improving its permeability. The compound's polarity is low due to the presence of aromatic rings and the methoxy group, which can enhance its ability to pass through the lipid bilayer. Additionally, the compound's charge is neutral, which is favorable for permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, and rigidity of the molecule, it is likely to have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=CC=C1C(=O)N2CCC3=C2C=CC(=C3)N4C=C(C=N4)NC(=O)CC5=CC=CC=C5 is a complex compound with various chemical and physical properties. It is a derivative of indole, containing a benzoyl group attached to the nitrogen atom at position 2. The molecule also contains a pyrazine ring fused to the indole ring system. The presence of the benzoyl group suggests that the molecule is likely to have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the indole moiety and the fused pyrazine ring contribute to the overall aromaticity of the molecule, which can influence its interactions with the lipid bilayer. The molecular size and weight of the compound are relatively moderate, which suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is crucial for optimal permeability in the PAMPA assay. Furthermore, the molecule does not possess any charged groups, which is advantageous for permeation through the hydrophobic lipid bilayer. In summary, based on the chemical structure and properties of the molecule, it is predicted to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High 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:
The molecule with the SMILES code CC1=C(C=CC=N1)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=C(C=C3)Br)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central pyridine ring with a carbonyl group attached to it. This carbonyl group suggests the presence of a ketone, which can potentially interact with the lipid bilayer. Additionally, there are multiple aromatic rings present in the molecule, including a bromophenyl ring, which can contribute to its lipophilicity and influence its permeability. The presence of a sulfonate group (S=O) indicates that the molecule is charged, which typically hinders its permeation through the hydrophobic lipid bilayer. However, the counterion (O-) suggests that the molecule may exist as a zwitterion, with the sulfonate group being neutralized by a negatively charged oxygen atom. This could potentially improve its permeability. Overall, considering the lipophilicity, aromaticity, and potential zwitterionic nature of the molecule, it is likely to exhibit moderate permeability to the artificial membrane. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCC(CC)C1=NC(=NC(=C1)[C@H]2CN3CC[C@H]2C[C@@H]3CNC(=O)C)C4=CC=NC=C4 is a complex compound with various chemical and physical properties. It is a pyrimidine derivative with a long alkyl chain and a pyridine ring. The molecule's lipophilicity is likely to be high due to the presence of the alkyl chain, which enhances its solubility in nonpolar solvents. This lipophilicity can contribute to its permeability through the artificial membrane. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of the pyridine ring and the pyrimidine moiety can potentially enhance its permeability by facilitating interactions with the lipid bilayer. The molecule's polarity is low due to the presence of the alkyl chain and the aromatic rings. This low polarity can improve its permeability by reducing interactions with the aqueous phase. The molecule's charge is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of the pyrimidine and pyridine rings suggests that the molecule may have some degree of rigidity, which can enhance its permeability. The aromaticity of the pyridine ring can also influence its lipophilicity and interactions with the lipid bilayer. Overall, considering the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, and hydration energy, it is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 204

**SMILES:** C1CCC(C(C1)C2C3=C(CCCC3=O)NC(=N2)NC4NC5CCCCC5S4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCC(C(C1)C2C3=C(CCCC3=O)NC(=N2)NC4NC5CCCCC5S4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a cyclohexane ring, which contributes to its lipophilicity. Additionally, the presence of a chlorine atom enhances its lipophilicity. These properties suggest that the molecule may have high permeability. The molecule also contains a fused pyrrolidine ring system, which contributes to its rigidity. Rigidity can improve membrane permeation, as it allows the molecule to easily traverse the lipid bilayer. Furthermore, the molecule possesses an aromatic ring system, which can influence lipophilicity and molecular interactions with the lipid bilayer. This suggests that the molecule may have favorable interactions with the artificial membrane. The presence of nitrogen atoms in the molecule indicates the potential for hydrogen bonding and polar interactions. However, the overall polarity of the molecule is low due to the presence of nonpolar groups, such as the cyclohexane and aromatic rings. This low polarity suggests that the molecule may have good permeability. In summary, based on the chemical and physical properties of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. 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:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)C2=CN=C(NC2=O)SC(C)C(=O)NC3=CC=CC=C3 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring with a thioether group (S) attached to it. This thioether group is connected to a pyrimidine ring, which in turn is connected to a thioamide group. The thioamide group is further connected to a propan-2-yl group, which is attached to an aniline group. The presence of aromatic rings in the molecule suggests that it may have lipophilic properties, which can enhance its permeability. Additionally, the thioether and thioamide groups contribute to the molecule's lipophilicity. The molecular weight of the compound is relatively high, which may limit its permeability. However, the presence of a propan-2-yl group and an aniline group suggests that the molecule may have some degree of flexibility, which can improve its permeability. Overall, based on the presence of lipophilic groups, aromaticity, and potential flexibility, it is likely that this molecule has high permeability to the artificial membrane 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:
The molecule with the SMILES code CC1=CC=CC=C1C(=O)NC2=NC3=C(S2)CC(CC3)C(C)(C)C is a compound known as 2-tert-butyl-6-(2-methylbenzoylamino)-4,5-dihydro-1,3-benzothiazole. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the benzoylamino group (C(=O)NC) suggests that this molecule is likely to have moderate to high lipophilicity, which is favorable for permeability. Additionally, the aromatic rings in the structure contribute to its lipophilicity and can influence its interactions with the lipid bilayer. The tert-butyl group (C(C)(C)C) attached to the nitrogen atom enhances the molecule's lipophilicity and sterically hinders hydrogen bonding, further improving its permeability. The presence of the sulfur atom in the benzothiazole ring (S2) introduces a polar element into the molecule, which may affect its overall polarity and interactions with the lipid bilayer. Overall, based on the given properties, this molecule is expected to exhibit high permeability to the artificial membrane. Its lipophilicity, moderate molecular size and weight, low polar surface area, and neutral charge all contribute to its ability to diffuse through the lipid bilayer. The presence of aromatic rings and the tert-butyl group further enhance its permeability. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CN(C(=C1)C=C2C(=O)NC(=S)NC2=O)C3=CC=C(C=C3)O is a complex organic compound. It is a derivative of pyridine, containing a pyridine ring fused with a benzene ring. The molecule also contains a thioamide group (NC(=S)N) and a carbonyl group (C=O). The presence of the pyridine ring suggests that the molecule may have basic properties and can potentially interact with acidic compounds. The benzene ring indicates that the molecule may have aromatic properties, which can influence its lipophilicity and interactions with the lipid bilayer. The thioamide group and carbonyl group suggest that the molecule may have the potential to form hydrogen bonds and participate in various chemical reactions. Based on the given properties, the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity are all important factors that contribute to its permeability. However, without further experimental data, it is challenging to definitively determine the permeability of the molecule. Considering the presence of aromatic rings, lipophilicity, and potential hydrogen bonding capabilities, it is reasonable to assume that the molecule may have moderate permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability. However, it is important to note that experimental data and further analysis are necessary to accurately determine the permeability of the molecule.

------
# 208

**SMILES:** C1COCCN1C2=NC=NC3=C2C=CC(=C3)NC(=O)C4=CC(=CC=C4)Br

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1COCCN1C2=NC=NC3=C2C=CC(=C3)NC(=O)C4=CC(=CC=C4)Br is a complex compound with various chemical and physical properties. It is a derivative of quinoline, containing a bromine atom and an amide group. The molecule's structure suggests that it possesses a high degree of lipophilicity due to the presence of aromatic rings and the amide group. This lipophilicity is likely to enhance its permeability through the artificial membrane. Additionally, the molecule's molecular size and weight are relatively small, which further supports its potential for high permeability. The presence of the bromine atom and the amide group may also contribute to its permeability, as these functional groups can interact with the lipid bilayer. However, the molecule's polarity, rigidity, aromaticity, hydration energy, and membrane affinity need to be considered as well. The molecule's polarity is moderate due to the presence of the amide group, which can form hydrogen bonds. This moderate polarity may affect its permeability, as it may have some difficulty diffusing through the hydrophobic lipid bilayer. The molecule's rigidity is likely to be moderate as well, as it contains both rigid and flexible regions. This rigidity can influence its permeability, as more rigid molecules tend to permeate membranes more easily. The presence of aromatic rings in the molecule suggests that it may have some degree of aromaticity, which can influence its lipophilicity and interactions with the lipid bilayer. Finally, the molecule's hydration energy is likely to be low due to the presence of the amide group, which can form strong hydrogen bonds with water molecules. This low hydration energy may enhance its permeability, as it is less likely to be hydrated and therefore more likely to diffuse through the membrane. In conclusion, based on the molecule's lipophilicity, molecular size and weight, polarity, rigidity, aromaticity, hydration energy, and membrane affinity, it is predicted to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code C1=CC=C(C(=C1)C2=NC=C(C(=N2)NCC3=CC=C(C=C3)C4=CC=NN4)F)C(F)F is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central core structure with two aromatic rings connected by a nitrogen-containing heterocycle. It also contains fluorine atoms and a trifluoromethyl group. These structural features contribute to its lipophilicity, which is important for membrane permeation. The presence of the nitrogen-containing heterocycle suggests that the molecule may have some degree of basicity, which could affect its charge and polarity. However, the overall charge of the molecule is neutral, which is favorable for permeability. The molecule's size and weight are relatively moderate, which is suitable for PAMPA permeability. The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Additionally, the molecule's rigidity and hydration energy are not explicitly mentioned in the SMILES code, but they can be inferred based on its structure. Overall, considering the lipophilicity, moderate size and weight, neutral charge, and presence of aromatic rings, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=C(C=CN=C1)C2=NC3=CC=CC=C3C(=N2)NC4=CC(=C(C=C4)F)F is a complex organic compound. It consists of a central pyridine ring with various substituents attached to it. The molecule also contains two phenyl rings and a fluorine atom. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The presence of lipophilic groups, such as the phenyl rings, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecular size and weight of the compound are moderate, which indicates that it may have a moderate permeability. The molecule's polarity is low due to the presence of aromatic rings and the absence of highly polar functional groups. This low polarity suggests that the molecule may have a higher permeability. The charge of the molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of aromatic rings in the molecule can influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Overall, considering the lipophilicity, moderate molecular size and weight, low polarity, neutral charge, and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 211

**SMILES:** CN(C)C1=CC=CC=C1C2=CSC(=N2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CN(C)C1=CC=CC=C1C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of aromatic rings and the alkyl groups (methyl groups) in the molecule contribute to its lipophilicity. This suggests that the molecule has a higher affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and the sulfur atom. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as amine and amide groups. However, the presence of aromatic rings and the alkyl groups reduces the overall polarity of the molecule. This suggests that the molecule may have a moderate polarity, which could impact its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid piperidine ring, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings contributes to the lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water molecules, suggesting that it may have lower hydration energy. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of aromatic rings, lipophilicity, and a balanced affinity for both the aqueous phase and the lipid bilayer contribute to its permeability. However, the large size and weight, moderate polarity, and the presence of polar functional groups may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code 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 is a complex compound with various chemical and physical properties. It is a derivative of a natural product found in the plant species Capparis. The molecule consists of a central core structure with multiple aromatic rings, including a chlorophenyl group. It also contains an amide functional group and a pyrazolo[1,5-a]pyrimidine ring system. These structural features contribute to its overall properties. Based on the given properties, we can infer that the molecule has a moderate lipophilicity due to the presence of aromatic rings and the amide group. The molecular size and weight are relatively high, which may affect its permeability. The molecule is neutral, which is favorable for permeation through the lipid bilayer. The presence of aromatic rings and the chlorophenyl group may influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Additionally, the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability. Considering these properties, we can conclude that the molecule has low-to-moderate permeability to the artificial membrane. It may have some difficulty diffusing through the lipid bilayer due to its size and the presence of polar functional groups. However, the presence of aromatic rings and the chlorophenyl group may enhance its lipophilicity and facilitate its permeation to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CC1=C(C=CC=C1Cl)N2C(=C(C=N2)C(=O)NC3=C(C=C(C=C3)Br)F)C4CCNCC4 is a complex compound with multiple functional groups. It is a derivative of a pyrazole ring system, containing a chlorophenyl group, a bromofluorophenyl group, and a piperidine ring. The presence of aromatic rings, such as the chlorophenyl and bromofluorophenyl groups, suggests that this molecule may have lipophilic properties. This lipophilicity can enhance its permeability through the artificial membrane. Additionally, the presence of the piperidine ring indicates that the molecule may have a degree of rigidity, which can also contribute to its permeability. However, the overall size and weight of the molecule should be considered. The molecule is relatively large and complex, which may limit its permeability. Furthermore, the presence of polar functional groups, such as the carbonyl group and the nitrogen atoms, may reduce its permeability due to potential hydrogen bonding interactions with the lipid bilayer. In conclusion, while the lipophilicity and rigidity of the molecule suggest high permeability, its large size and polar functional groups may limit its permeability to low-to-moderate. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CCOC(=O)N1CCC2=C(C1)SC(=C2C(=O)NC3=C(C=CC(=C3)Cl)OC)NCC4=C(C=CS4)C is a complex compound with various chemical and physical properties. It is a derivative of a thienopyridine, which is a heterocyclic compound containing a thiophene ring fused to a pyridine ring. The molecule has a molecular weight of approximately 500 g/mol, which suggests that it is a relatively large compound. This size may impact its permeability, as smaller molecules tend to have higher permeability. The presence of multiple functional groups, such as ester, amide, and thiol, indicates that the molecule has the potential for various intermolecular interactions. These functional groups can influence the molecule's lipophilicity, polarity, and hydrogen bonding capacity, all of which are important factors in determining its permeability. The molecule also contains a chlorine atom, which can affect its polarity and solubility. Additionally, the presence of aromatic rings, such as the thiophene and pyridine rings, can influence the molecule's lipophilicity and interactions with the lipid bilayer. Based on the given properties, it is likely that the molecule has moderate permeability. The presence of multiple functional groups and aromatic rings suggests that it may have some lipophilic character, which can enhance its permeability. However, the large size and potential for hydrogen bonding may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 215

**SMILES:** C1CCN(CC1)C(=O)C2=CC3=C(C=C2)N(C=N3)C4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CCN(CC1)C(=O)C2=CC3=C(C=C2)N(C=N3)C4=CC=C(C=C4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central piperidine ring, which is a cyclic amine, attached to a carbonyl group. This carbonyl group suggests the presence of a ketone, which can influence the molecule's polarity and reactivity. Additionally, the molecule contains a chloro-substituted aromatic ring, which can contribute to its lipophilicity and potential interactions with the lipid bilayer. The presence of nitrogen atoms in the molecule indicates the potential for hydrogen bonding and the formation of intermolecular interactions. This can affect the molecule's solubility and permeability. Based on the given properties, the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity are all important factors to consider when predicting its permeability. However, without further information or specific data on these properties, it is challenging to provide a definitive answer. Therefore, I will provide a general assessment based on the available information. The molecule's lipophilicity and rigidity suggest that it may have high permeability. However, the presence of the carbonyl group and the chloro-substituted aromatic ring may also contribute to its polarity and potential interactions with the lipid bilayer, which could impact its permeability. Considering these factors, I would predict that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 216

**SMILES:** CNC1=C(N=C(O1)C2=C(C(=CC=C2)Cl)Cl)C#N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CNC1=C(N=C(O1)C2=C(C(=CC=C2)Cl)Cl)C#N is a 1,3-dioxol-5-yl-2,3-dichlorobenzene-5-carbonitrile. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the 1,3-dioxol-5-yl moiety indicates that the molecule contains a cyclic ether, which can enhance its lipophilicity and promote its permeation through the lipid bilayer. Secondly, the 2,3-dichlorobenzene-5-carbonitrile group suggests the presence of halogen atoms, which can increase the molecule's lipophilicity and influence its interactions with the lipid bilayer. Furthermore, the presence of the nitrile group (C#N) indicates that the molecule is moderately polar, which can affect its permeability. The nitrile group can act as a hydrogen bond acceptor, potentially influencing the molecule's interactions with the lipid bilayer. Overall, considering the presence of lipophilic groups, moderate polarity, and the absence of charged species, this molecule is expected to exhibit high permeability in the PAMPA assay. It is likely to readily diffuse through the artificial membrane due to its favorable interactions with the lipid bilayer. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=C(C(=NO1)C2=CC=C(C=C2)F)COC3=NC=C(C=C3)C(=O)N4CCS(=O)(=O)CC4 is a complex compound with multiple functional groups. It consists of a central core structure with various substituents attached. The molecule contains a nitroso group (NO) and a fluorine atom, which contribute to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule through a lipid bilayer. The presence of aromatic rings, such as the phenyl ring and the pyridine ring, can also influence the lipophilicity and molecular interactions with the lipid bilayer. Additionally, the molecule contains a thiazolidine ring, which can contribute to its rigidity. Rigidity can enhance the permeability of a molecule through the membrane. The presence of multiple hydroxyl groups indicates that the molecule is highly polar. Polar surface area and hydrogen bonding capacity can affect the permeability of a molecule. However, in this case, the polar groups are balanced by the lipophilic substituents, suggesting that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer. Overall, considering the lipophilicity, rigidity, and balanced polarity of the molecule, it is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code 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 is a complex compound with multiple functional groups. It is a derivative of quinoline, which is a heterocyclic aromatic compound. The molecule contains two chlorine atoms, which are halogens and can influence the lipophilicity and polarity of the compound. The presence of the quinoline ring system suggests that the molecule may have some aromatic character, which can affect its interactions with the lipid bilayer. The molecule also contains a tertiary amine group, which can contribute to its basicity and potential for hydrogen bonding. The presence of the amine group and the hydroxyl group in the molecule indicates that it may have some solubility in water. However, the overall lipophilicity of the molecule, due to the presence of multiple aromatic rings and alkyl chains, suggests that it may have a higher affinity for the lipid bilayer. Based on the properties mentioned above, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, aromaticity, and the presence of multiple functional groups suggests that the molecule can easily diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 219

**SMILES:** C1=CC(=CC(=C1)F)NC(=O)C2=CC(=NN2)C3=CC=CN3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC(=CC(=C1)F)NC(=O)C2=CC(=NN2)C3=CC=CN3 is a 3,5-diiodo-N-(3-fluorophenyl)-N'-pyrazolo[1,5-a]pyrimidine-7-carboxamide. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the pyrazolo[1,5-a]pyrimidine moiety suggests that this molecule may have a moderate to high lipophilicity, which is favorable for permeability. Additionally, the presence of the 3-fluorophenyl group and the 3,5-diiodo substituents contribute to the overall lipophilicity and hydrophobicity of the molecule. The carboxamide functional group indicates that this molecule may have the potential to form hydrogen bonds, which can influence its interactions with the lipid bilayer. However, the low polar surface area and low hydrogen bond donors/acceptors in this molecule suggest that it may have limited hydrogen bonding capabilities, further enhancing its permeability. The aromatic rings present in the molecule, including the pyrazolo[1,5-a]pyrimidine and the 3-fluorophenyl rings, contribute to its lipophilicity and may influence its interactions with the lipid bilayer. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of this molecule, it is likely to exhibit high permeability in the PAMPA assay. Final answer: High permeability.

------
# 220

**SMILES:** COC1=NC=C(C=C1)C2=CC(=CN3C2=CN=C3)C4=C5C=NNC5=CC=C4

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=NC=C(C=C1)C2=CC(=CN3C2=CN=C3)C4=C5C=NNC5=CC=C4 is a complex organic compound with a fused pyridine and indole ring system. It is a polyaromatic molecule with multiple aromatic rings, including a pyridine ring and an indole ring. The presence of these aromatic rings contributes to its lipophilicity, which is an important factor in determining its permeability. The molecule also contains a methoxy group (OCH3) attached to one of the aromatic rings. This methoxy group enhances the lipophilicity of the molecule, further contributing to its permeability. Additionally, the molecule has a carboxylic acid group (COOH) attached to the end of the molecule. This functional group can influence the molecule's solubility and interactions with the artificial membrane. Overall, based on the presence of multiple aromatic rings, the methoxy group, and the carboxylic acid group, it is likely that this molecule has high permeability to the artificial membrane. The lipophilicity, molecular size, and rigidity of the molecule suggest that it can easily diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC(C)OC1=CC=C(C=C1)CNC(=O)C2CCN(CC2)C(=O)N3CCOC4=C3C=C(C=C4)Cl is a complex compound with multiple functional groups. It is a derivative of piperazine and contains a chloro substituent. The molecule's structure suggests that it possesses several properties that are relevant to its permeability in the PAMPA assay. Firstly, the presence of the chloro substituent indicates that the molecule is likely to be lipophilic, as halogens are known to enhance lipophilicity. This lipophilicity can contribute to the molecule's ability to permeate the artificial membrane. Additionally, the molecule contains aromatic rings, which can influence its interactions with the lipid bilayer. The presence of aromatic rings can enhance lipophilicity and improve membrane permeation. Furthermore, the molecule has a piperazine moiety, which is a cyclic amine. This cyclic amine can potentially form hydrogen bonds with the lipid bilayer, affecting its permeability. Overall, considering the lipophilicity, aromaticity, and the presence of a cyclic amine, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=CC(=C(C=C1)C)NC2=C(C(=O)C3=CC=CC=C32)C4=CC=C(C=C4)C(F)(F)F is a complex organic compound. It consists of a central core structure with multiple aromatic rings and substituents. The molecule contains a nitrogen atom (N) and several carbon atoms (C) with various functional groups attached. Based on the given properties, we can analyze the molecule's permeability as follows: 1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilic nature. This suggests that it may have higher permeability. 2. Molecular Size and Weight: The molecule is relatively large, which may limit its permeability. However, the presence of aromatic rings and substituents can enhance its ability to penetrate the membrane. 3. Polarity: The molecule has a low polar surface area due to the presence of nonpolar aromatic rings. This suggests that it may have higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the lipid bilayer. 5. Rigidity: The molecule contains rigid aromatic rings, which can enhance its permeability. 6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. 7. Hydration Energy: The molecule does not contain any polar functional groups that would significantly impact its hydration energy. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which suggests that it may exhibit better PAMPA permeability. Considering these factors, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 223

**SMILES:** C1CCN(C1)C(=O)C2=NC(=C3N2C=CC=C3)C4=CN=C(C=C4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CCN(C1)C(=O)C2=NC(=C3N2C=CC=C3)C4=CN=C(C=C4)Cl is a complex organic compound with a fused ring system. It contains a pyrrolidine ring, a carbonyl group, and multiple aromatic rings. The presence of the carbonyl group suggests that the molecule may have some degree of polarity. Additionally, the molecule contains a chlorine atom, which can influence its solubility and interactions with the artificial membrane. The molecule's lipophilicity is likely to be moderate due to the presence of both polar and nonpolar functional groups. The aromatic rings and the pyrrolidine ring contribute to its lipophilic nature, while the carbonyl group and the chlorine atom introduce some polarity. The molecular size and weight of the compound are relatively high, which may limit its permeability. However, the presence of the pyrrolidine ring and the aromatic rings can enhance its ability to interact with the lipid bilayer. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, moderate lipophilicity, and a relatively large molecular size contribute to this prediction. Further analysis and experimental data would be necessary to determine the exact permeability value. Final answer: Low-to-moderate permeability.

------
# 224

**SMILES:** C1=CC=C2C(=C1)N=C3C=CC=C(C3=N2)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)N=C3C=CC=C(C3=N2)O is a quinoline derivative. Quinolines are aromatic heterocyclic compounds that possess a nitrogen atom in the ring. This molecule contains a fused aromatic ring system with a nitrogen atom and an oxygen atom attached. The presence of the nitrogen atom and the oxygen atom suggests that this molecule may have some polar character. However, the aromatic ring system and the lipophilic nature of the molecule indicate that it may also have some hydrophobic properties. Based on the given properties, we can infer that this molecule may have moderate permeability to the artificial membrane. The presence of aromatic rings and the lipophilic nature of the molecule suggest that it may have some affinity for the lipid bilayer. Additionally, the presence of the nitrogen atom and the oxygen atom may contribute to the molecule's ability to interact with the aqueous phase. Overall, considering the properties mentioned, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of polar and hydrophobic properties suggests that it may have some ability to diffuse through the lipid bilayer, but the presence of the nitrogen atom and the oxygen atom may also limit its permeability. Final answer: Low-to-moderate permeability.

------
# 225

**SMILES:** COC1=CC=CC(=C1CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH). Additionally, it contains a thiazole ring (C3H2NS) attached to the benzene ring via a sulfur atom. The thiazole ring is further connected to a sulfonamide group (SO2NH2) and a pyridine ring (C5H5N). The presence of the methoxy and hydroxyl groups suggests that the molecule is moderately polar, which may impact its permeability. The thiazole and pyridine rings contribute to the aromaticity of the molecule, potentially influencing its lipophilicity and interactions with the lipid bilayer. The sulfonamide group adds a polar and acidic character to the molecule. Overall, considering the molecular size, lipophilicity, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this molecule is likely to exhibit low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding may hinder its diffusion through the lipid bilayer. However, the aromatic rings and lipophilic substituents may also contribute to its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 226

**SMILES:** C1CN(CCN(C1)C2=NC=C(C=C2)C(F)(F)F)CC3=CC(=O)N4C=CC=CC4=N3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCN(C1)C2=NC=C(C=C2)C(F)(F)F)CC3=CC(=O)N4C=CC=CC4=N3 is a complex compound with multiple functional groups. It is a derivative of quinazoline, which is a bicyclic heterocycle composed of a benzene ring fused to a pyrimidine ring. The molecule contains a central quinazoline core, which is connected to a piperazine ring and a pyridine ring. The piperazine ring is substituted with a trifluoromethyl group, which enhances the lipophilicity of the molecule. The pyridine ring is further substituted with a carbonyl group, which adds polarity to the molecule. The presence of aromatic rings in the molecule, such as the benzene ring in the quinazoline core and the pyridine ring, contributes to its lipophilicity and ability to interact with the lipid bilayer. The lipophilicity of the molecule is further enhanced by the presence of the trifluoromethyl group. The molecule's molecular weight and size are relatively moderate, which suggests that it may have a moderate permeability. However, the presence of polar functional groups, such as the carbonyl group, may limit its permeability to some extent. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and moderate molecular weight and size may hinder its diffusion through the lipid bilayer. However, the lipophilicity and aromaticity of the molecule contribute to its ability to interact with the membrane, potentially leading to some degree of permeability. Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code 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 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a central core structure consisting of a fused benzene ring system with two fluorine substituents. This aromatic system contributes to the lipophilicity of the molecule, which generally enhances its permeability. Additionally, the presence of the carbonyl group (C=O) and amide group (C(=O)N) suggests the potential for hydrogen bonding and polar interactions with the lipid bilayer. The molecule also possesses a tert-butyl group (CC(C)(C)), which increases its steric hindrance and molecular size. This can potentially limit its permeability, as larger molecules tend to have lower permeability. However, the presence of the tert-butyl group also increases the lipophilicity of the molecule, which may counteract the negative effect of size on permeability. Furthermore, the molecule contains two fluorine atoms, which can enhance its lipophilicity and influence its interactions with the lipid bilayer. Overall, considering the lipophilicity, molecular size, polar interactions, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this molecule is likely to exhibit high permeability in the PAMPA assay. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CN=C(N=C1C2=CC(=CC=C2)N(C)C)N3CCC(CC3)C(=O)N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, such as the phenyl ring, which contributes to its lipophilicity. This lipophilic nature suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group (C(=O)N), which can interact with the aqueous phase. However, the presence of aromatic rings and lipophilic substituents suggests that the molecule may have a low polar surface area, potentially improving its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability as charged species tend to have lower permeability. 5. Rigidity: The molecule contains a rigid piperidine ring, which can enhance its permeability by facilitating interactions with the lipid bilayer. 6. Aromaticity: The presence of aromatic rings, such as the phenyl ring, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule's structure does not indicate any particularly high hydration energy, which suggests that it may have good membrane permeation. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit good PAMPA permeability. Based on these properties, the molecule is expected to have moderate permeability to the artificial membrane. It possesses a combination of lipophilic and polar characteristics, which may allow it to interact with both the lipid bilayer and the aqueous phase. However, its relatively large size and weight may limit its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1=CC=NC(=C1)N[S+](=O)(C2=CC=C(C=C2)NC(=O)CC3=CC(=C(C=C3)Cl)Cl)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a pyridine ring, a sulfonamide group, and two chlorophenyl rings. The presence of the pyridine ring suggests that the molecule may have some basic properties, which could potentially affect its permeability. The sulfonamide group, indicated by the N[S+](=O)(C2=CC=C(C=C2)NC(=O)CC3=CC(=C(C=C3)Cl)Cl)[O-] portion of the SMILES code, is a polar functional group that can influence the molecule's solubility and interactions with the artificial membrane. The two chlorophenyl rings contribute to the molecule's lipophilicity, which generally correlates with increased permeability. However, the presence of the sulfonamide group and the overall molecular size and weight may counteract this effect to some extent. Considering the properties mentioned earlier, the molecule's permeability to the artificial membrane is likely to be moderate. The presence of polar functional groups and the overall molecular size and weight suggest that it may have some difficulty diffusing through the membrane. However, the lipophilicity of the chlorophenyl rings may still allow for some permeation. Therefore, the final answer is: 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:
The molecule with the SMILES code CC(=O)NC1=CC=C(C=C1)NC(=O)C(C2=CC=CC=C2)NS(=O)(=O)C3=CC=C(S3)Br is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains an acetamide group (CC(=O)N) and a sulfonamide group (NS(=O)(=O)) which contribute to its lipophilicity. Lipophilicity is an important factor in PAMPA, as higher lipophilicity generally correlates with increased permeability, up to a certain threshold. The presence of aromatic rings, such as the benzene rings in the molecule, can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. The molecule also contains a bromine atom (Br) attached to one of the aromatic rings. This substitution can impact the molecule's polarity and hydrophobicity, potentially affecting its ability to permeate the artificial membrane. Additionally, the molecule has a molecular weight and size that may influence its permeability. Smaller molecules tend to have higher permeability. In summary, considering the lipophilicity, aromaticity, bromine substitution, and molecular weight and size, we can conclude that the molecule has high permeability to the artificial membrane. 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:
The molecule with the SMILES code CC1=CC(=C(N1C2=CC=CC(=C2)C#N)C)C3=NN=C4N3CCCCC4 is a complex compound with multiple functional groups and aromatic rings. It is a derivative of pyrazine, containing a nitrile group (C#N) and a pyrazolo[1,5-a]pyrimidine moiety. The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings and hydrophobic alkyl groups. This suggests that it may have good permeability through the artificial membrane. The molecular size and weight of the compound are relatively large, which may limit its permeability to some extent. However, the presence of aromatic rings and the nitrile group can enhance its ability to interact with the lipid bilayer, potentially offsetting the negative impact of size. The molecule is neutral, which is favorable for permeability. Additionally, the presence of the pyrazolo[1,5-a]pyrimidine moiety suggests that the compound may have a balanced affinity for both the aqueous phase and the lipid bilayer, further supporting its potential for good permeability. In summary, based on the given properties, the molecule is expected to have 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:
The molecule with the SMILES code COC1=C(C=CC(=C1)/C=C(\C#N)/C2=NC3=CC=CC=C3N2)OCC4=CC=C(C=C4)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central core structure with a benzene ring substituted with a cyano group (C#N) and a nitrogen-containing heterocycle (C2=NC3=CC=CC=C3N2). This core structure is further substituted with various functional groups, including methoxy (OCH3), hydroxy (OH), and fluorine (F) groups. The presence of lipophilic groups, such as the methoxy and fluorine groups, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. Additionally, the molecule's molecular size and weight are relatively small, which also contributes to its potential high permeability. The presence of the cyano group indicates that the molecule may have some polar character, which could potentially impact its permeability. However, the overall structure of the molecule suggests that it is more lipophilic than polar. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, small molecular size, and the presence of aromatic rings contribute to its ability to diffuse through the hydrophobic lipid bilayer. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCN(CC)CCN1C2=C(C=CC(=C2)OCCN(CC)CC)C(=O)C3=C1C=C(C=C3)Cl is a complex compound with various chemical and physical properties. It is known as 3-(Diethylamino)propyl 7-chloro-2-[2-(diethylamino)ethoxy]-9,10-dihydrophenanthrene-9-one. This molecule contains a phenanthrene core, which is a polycyclic aromatic hydrocarbon. The presence of the phenanthrene moiety suggests that this compound may have lipophilic properties, as aromatic compounds tend to have higher lipophilicity. Additionally, the molecule possesses two diethylamino groups, which can contribute to its overall polarity. The presence of the chlorine atom indicates that this compound is halogenated, which can affect its reactivity and interactions with other molecules. The diethylamino groups and the ethoxy group suggest that this molecule may have some solubility in both aqueous and lipid environments. Based on the properties mentioned above, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of lipophilic groups, such as the phenanthrene core and the diethylamino groups, suggests that it may have some ability to diffuse through the lipid bilayer. However, the presence of polar groups, such as the ethoxy group and the diethylamino groups, may limit its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This molecule is expected to have some ability to permeate the artificial membrane, but its overall permeability may be limited due to the presence of polar groups. Further experimental studies would be necessary to determine the exact permeability of this compound.

------
# 234

**SMILES:** CN1C=C(C(=N1)C2C3=C(CCCC3=O)NC(=N2)NC4=NC5=CC=CC=C5O4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C=C(C(=N1)C2C3=C(CCCC3=O)NC(=N2)NC4=NC5=CC=CC=C5O4)Cl is a complex compound with multiple functional groups and aromatic rings. It is a derivative of benzoxazole and contains a chlorine atom. The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings and the presence of a chlorine atom, which can enhance lipophilic interactions. This suggests that the molecule may have high permeability. The molecule's molecular size and weight are relatively large, which may limit its permeability to some extent. However, the presence of multiple aromatic rings and the benzoxazole moiety can contribute to its ability to interact with the lipid bilayer, potentially enhancing its permeability. The molecule's polarity is low due to the presence of aromatic rings and the absence of highly polar functional groups. This suggests that the molecule may have low polar surface area and low hydrogen bond donors/acceptors, which are associated with higher permeability. The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of aromatic rings and the benzoxazole moiety can also influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, based on the given properties, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 235

**SMILES:** CNC1=NC=CC(=N1)C2=CC=CC3=CC=CC=C32

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CNC1=NC=CC(=N1)C2=CC=CC3=CC=CC=C32 is 1-methyl-N-(1-naphthalenyl)-2-pyrazinamine. This molecule consists of a pyrazine ring fused with a naphthalene ring, with a methyl group attached to the nitrogen atom of the pyrazine ring. The presence of the methyl group and the aromatic rings in this molecule suggests that it has a high lipophilicity, which is favorable for permeability. Additionally, the molecule's molecular size and weight are relatively small, which further supports its potential for high permeability. The molecule's polarity is low due to the presence of aromatic rings, which reduces its ability to form hydrogen bonds and interact with the aqueous phase. This low polarity is beneficial for membrane permeation. The molecule is neutral, which is advantageous for permeability as charged species tend to have lower diffusion rates through lipid bilayers. The presence of aromatic rings in the molecule can influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Overall, based on the given properties, this molecule is expected to have 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:
The molecule with the SMILES code CC1=CC2=C(C=C1)OC3=C(C2=O)C(N(C3=O)CCCN4CCOCC4)C5=CC(=C(C=C5)OC)OC is a complex compound with multiple functional groups. It is a derivative of 1-benzopyran, containing a fused benzene ring and a pyran ring. The molecule also possesses several substituents, including methoxy (-OCH3) and hydroxyl (-OH) groups. Based on the given properties, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the methoxy and hydroxyl groups, suggests that the molecule may have higher lipophilicity, which generally correlates with increased permeability. Additionally, the molecule's molecular size and weight are relatively moderate, which may also contribute to its permeability. The presence of aromatic rings, such as the benzene and pyran rings, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Furthermore, the molecule's charge is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. However, the presence of the nitrogen atom in the pyran ring suggests that the molecule may have some hydrogen bond donors or acceptors, which could potentially limit its permeability. In conclusion, considering the lipophilicity, molecular size and weight, aromaticity, charge, and other properties, the molecule is likely to have high permeability to the artificial membrane. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)NC2=C(C(=O)C3=CC=CC=C32)C4=CC=C(C=C4)C(F)(F)F is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central core structure with two aromatic rings connected by a nitrogen atom. The presence of the nitrogen atom suggests that the molecule may have basic properties and could potentially form hydrogen bonds with the lipid bilayer. The molecule also contains several functional groups, including methoxy (OCH3), carbonyl (C=O), and trifluoromethyl (CF3) groups. These groups contribute to the molecule's lipophilicity, which is important for its permeability. The lipophilicity of the molecule allows it to interact favorably with the hydrophobic lipid bilayer, enhancing its ability to diffuse through the membrane. Additionally, the molecule's size and weight are relatively moderate, which suggests that it may have a moderate permeability. The presence of aromatic rings in the molecule can also influence its permeability. Aromatic rings can interact with the lipid bilayer through π-π stacking interactions, which can enhance the molecule's ability to permeate the membrane. Overall, based on the chemical and physical properties of the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of functional groups, lipophilicity, moderate size and weight, low polarity, and aromaticity all contribute to its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 238

**SMILES:** CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC(=C1)/C=C/C3=CC=CC=C3Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC(=C1)/C=C/C3=CC=CC=C3Cl)Cl is a complex organic compound with various chemical and physical properties. To determine its permeability to the artificial membrane, we can analyze its properties based on the given guidelines.

1. Lipophilicity: The molecule contains multiple alkyl chains (CCN(CC)CCCC(C)) and aromatic rings (NC1=C2C=CC(=CC2=NC(=C1)/C=C/C3=CC=CC=C3Cl)), which contribute to its lipophilic nature. This suggests that the molecule has a high affinity for lipid environments, which is favorable for permeability.

2. Molecular Size and Weight: The molecule has a relatively large size due to the presence of multiple alkyl chains and aromatic rings. This size may limit its permeability, as larger molecules tend to have lower permeability.

3. Polarity: The molecule contains polar functional groups (NC1=C2C=CC(=CC2=NC(=C1)/C=C/C3=CC=CC=C3Cl)) and has a moderate polarity overall. This moderate polarity may affect its permeability, as highly polar molecules tend to have lower permeability.

4. Charge: The molecule is neutral overall, which is favorable for permeability as charged species tend to have lower permeability.

5. Rigidity: The presence of aromatic rings and alkyl chains in the molecule suggests a certain degree of rigidity, which can influence its permeability.

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

7. Hydration Energy: The molecule's structure does not provide specific information about its hydration energy, so we cannot make any conclusions about its impact on permeability.

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

Based on the analysis of these properties, the molecule is expected to have high permeability to the artificial membrane. This is due to its lipophilic nature, moderate polarity, neutral charge, and balanced affinity for both the aqueous phase and the lipid bilayer. The presence of aromatic rings and alkyl chains also contribute to its permeability. Therefore, the final answer is: Final answer: High 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:
The molecule with the SMILES code CC1=C(C=CC(=C1)Br)NC(=O)C(C2=CC=CC=C2)NS(=O)(=O)C3=CC=CS3 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. The molecule contains a bromine atom (Br) attached to a benzene ring, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. Additionally, the presence of aromatic rings, such as the benzene ring in this molecule, can influence lipophilicity and molecular interactions with the lipid bilayer. The molecule also contains an amide group (NC(=O)) and a sulfonamide group (NS(=O)(=O)), which contribute to its polarity. The presence of polar functional groups can affect the molecule's ability to permeate the hydrophobic lipid bilayer. Furthermore, the molecule has a molecular weight and size that are relatively moderate, which suggests that it may have a moderate permeability. Overall, considering the lipophilicity, polarity, molecular size and weight, and the presence of aromatic rings, the molecule is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

------
# 240

**SMILES:** COC1=CC2=C(C=C1)C(=C(N2CC3=CC=C(C=C3)C=C)C(=O)O)CNC4CCCCC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC2=C(C=C1)C(=C(N2CC3=CC=C(C=C3)C=C)C(=O)O)CNC4CCCCC4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings and the methoxy group (OCH3) indicate a high lipophilicity, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as the carboxylic acid (COOH) and amine (NH2) groups. However, the overall polarity is reduced due to the presence of the lipophilic aromatic rings. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of multiple aromatic rings and the rigid cyclohexyl group contribute to the molecule's rigidity. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could limit permeability. 8. Membrane Affinity: The molecule's lipophilicity and rigidity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the relatively large size and weight may hinder its diffusion through the lipid bilayer. However, the lipophilicity and rigidity contribute to its overall permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CCN1C=C(C2=CC(=C(C=C2C1=O)OC)OC)C(=O)N3CCN(CC3)C4=CC(=CC=C4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a fused quinoline ring system, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. The presence of multiple methoxy groups (OC) and a carbonyl group (C=O) further enhances the lipophilicity of the molecule. Additionally, the molecule possesses a chlorine atom (Cl) attached to an aromatic ring. This chlorine atom can influence the molecule's polarity and hydrophobicity, affecting its permeability. The presence of a piperazine ring (N3CCN(CC3)) in the molecule suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balanced affinity is crucial for optimal permeability in the PAMPA assay. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to exhibit high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C(C=C1)C2=CSC(=N2)NC(=O)C3=C(C=NC=C3)NS(=O)(=O)C4=CC=CC=C4C#N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains aromatic rings, which contribute to its lipophilicity. This suggests that it has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as amide and sulfonamide, which may reduce its overall polarity. This could improve its permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the lipid bilayer. 5. Rigidity: The presence of aromatic rings and the rigid structure of the molecule contribute to its rigidity, which can enhance its permeability. 6. Aromaticity: The molecule contains 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 may result in higher hydration energy, which could limit permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeation. Based on these properties, the molecule is expected to have moderate permeability due to its large size, polar functional groups, and potential hydration energy limitations. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CCN1CCC(CC1)N(CC2=CC3=C(C=C2)OCO3)C(=O)NC4=C(C=CC(=C4)Cl)C(=O)OC is a complex compound with various chemical and physical properties. It is a derivative of benzamide, containing a chlorine atom and a methyl ester group. The molecule also possesses a piperidine ring and a benzodioxole moiety. Based on the given properties, we can infer the permeability of the molecule to the artificial membrane. The presence of lipophilic groups, such as the benzamide and the piperidine ring, suggests that the molecule has a higher lipophilicity, which generally correlates with increased permeability. Additionally, the molecule's molecular size and weight are relatively moderate, which may also contribute to its permeability. However, the presence of polar functional groups, such as the amide and ester groups, as well as the hydroxyl groups in the benzodioxole moiety, indicates that the molecule may have some degree of polarity. This polarity could potentially hinder its permeability to the artificial membrane. Considering the overall properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar groups and the potential for hydrogen bonding may limit its ability to diffuse through the hydrophobic lipid bilayer. However, the lipophilic nature and moderate molecular size suggest that it may still exhibit some degree of permeability. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC3=C(N2CC4=CC=CC(=N4)C)C=CC=N3)OCC is a complex compound with multiple functional groups and aromatic rings. It is a derivative of indole, which is a heterocyclic compound containing a benzene ring fused to a pyrrole ring. The molecule has a lipophilic nature due to the presence of multiple alkyl chains (CCOC and C=CC=N) and aromatic rings (C=C(C=C1) and C=CC=N3). This lipophilicity suggests that the molecule has a higher affinity for the lipid bilayer, which is favorable for permeation. The molecule also contains a carbonyl group (NC(=O)) and a nitrogen atom (N) in the indole ring. These functional groups can participate in hydrogen bonding and other intermolecular interactions, which may affect the molecule's solubility and permeability. Furthermore, the molecule has a relatively large molecular size and weight, which may limit its permeability. However, the presence of multiple aromatic rings and the lipophilic nature of the molecule could counteract this effect to some extent. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. The presence of lipophilic groups, aromatic rings, and a balanced affinity for both the aqueous phase and the lipid bilayer suggest that the molecule can easily diffuse through the membrane. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCOC(=O)C1=CC=C(C=C1)NC(=O)N2CC3=C(C[C@H]2C4=NC(=NO4)C(C)C)N=CN3 is a complex compound with multiple functional groups and structural features. It is a derivative of ethyl 4-[[5-(1-methylethyl)-4,6-dihydro-2H-imidazo[4,5-d][1,3]oxazol-2-yl]carbamoylamino]benzoate. The molecule contains an ester group (C(=O)OC), which suggests that it is likely to be lipophilic. This lipophilicity can contribute to its permeability through the artificial membrane. Additionally, the presence of aromatic rings (benzene ring) can enhance its interaction with the lipid bilayer. The molecule also contains a carbamoyl group (C(=O)N) and an oxazole ring (C3=NC(=NO3)C(C)C), which can influence its polarity and hydrogen bonding capabilities. These features may affect its ability to permeate the membrane. Furthermore, the molecule has a nitrogen-containing heterocycle (imidazo[4,5-d][1,3]oxazole) and a tertiary amine (N(C)N). These features can contribute to its overall polarity and charge, which may impact its permeability. In summary, considering the presence of lipophilic groups, aromatic rings, and polar functional groups, this molecule is likely to have moderate permeability to the artificial membrane. It may exhibit some degree of lipophilicity, which can enhance its interaction with the lipid bilayer, but the presence of polar groups may hinder its permeation. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code COC1=CC=C(C=C1)C2=NOC(=N2)[C@@H]3CC4=C(CN3C(=O)NC5CCCCC5)NC=N4[O-] is a complex organic compound. It consists of a central core structure with multiple functional groups attached. The molecule contains a methoxy group (OCH3) and a phenyl ring (C6H5) attached to the central core. These groups contribute to the lipophilicity of the molecule, which generally correlates with increased permeability. The presence of a nitroso group (NO) and a nitro group (NO2) in the molecule suggests potential reactivity and the ability to form hydrogen bonds. However, the overall polarity of the molecule is low due to the presence of nonpolar aromatic rings. The molecule also contains a cyclic amine (C5H10N) and a carbonyl group (C=O), which can participate in hydrogen bonding and contribute to the overall polarity. The presence of a negatively charged oxygen atom (O-) indicates that the molecule can exist as an anion. Overall, the molecule's properties suggest that it has a moderate lipophilicity, low polarity, and a balanced affinity for both the aqueous phase and the lipid bilayer. Based on these properties, the molecule is expected to have low-to-moderate permeability in the PAMPA assay. 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:
The molecule with the SMILES code 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[O-] is a complex organic compound. It consists of a central core structure with multiple aromatic rings and functional groups attached. The molecule contains a sulfonamide group (SO2NH2), which is negatively charged due to the presence of the [O-] ion. This charge is balanced by the presence of a positively charged ion, likely a metal cation or a protonated amine. The molecule's lipophilicity is expected to be high due to the presence of multiple aromatic rings, which contribute to its hydrophobic nature. This suggests that the molecule may have high permeability to the artificial membrane. The molecule's molecular size and weight are relatively large, which may impact its permeability. However, the presence of multiple aromatic rings and the sulfonamide group may enhance its ability to interact with the lipid bilayer, potentially improving its permeability. The molecule's polarity is low due to the presence of aromatic rings and the sulfonamide group. This low polarity suggests that the molecule may have better permeability compared to highly polar compounds. Overall, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. The presence of aromatic rings, lipophilicity, low polarity, and the sulfonamide group contribute to its ability to interact with and pass through the lipid bilayer. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code 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 is a complex compound with multiple functional groups. It is a derivative of a thiazole ring system, containing a chlorine atom and various substituents. The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings and alkyl chains. This suggests that it may have good permeability through the artificial membrane. The molecule's molecular size and weight are relatively large, which may limit its permeability to some extent. However, the presence of the thiazole ring and the aromatic rings can enhance its ability to interact with the lipid bilayer, potentially offsetting the negative impact of size. The molecule's polarity is low due to the presence of nonpolar substituents such as alkyl chains and aromatic rings. This suggests that it may have good permeability through the hydrophobic lipid bilayer. The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the lipid bilayer. The presence of the thiazole ring and the aromatic rings may contribute to the molecule's rigidity, which can enhance its permeability. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of high lipophilicity, low polarity, neutral charge, rigidity, and aromaticity suggests that the molecule can easily diffuse through the lipid bilayer. Final answer: High 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:
The molecule with the SMILES code C1=CC=C2C(=C1)C(=NC(=N2)C3=C(C=NC=C3)C#N)NC4=CC(=C(C=C4)F)F. O is a complex organic compound known as 2-(4,4'-difluoro-3-hydroxyphenyl)-4-(4-cyanophenyl)quinazoline-3,6-diol. This molecule possesses several important chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Firstly, the presence of the hydroxyl (-OH) groups indicates that this molecule is capable of forming hydrogen bonds, which can influence its solubility and interactions with the lipid bilayer. Additionally, the presence of the cyano (-C#N) group suggests that this molecule may have some degree of polarity. The aromatic rings in the structure contribute to its lipophilicity, which generally correlates with increased permeability. However, the presence of the fluorine atoms (-F) on the phenyl rings may enhance the molecule's lipophilicity and improve its permeability. The overall size and weight of the molecule are relatively moderate, which suggests that it may have a moderate permeability. Furthermore, the presence of the quinazoline ring system indicates that this molecule may have some degree of rigidity, which can improve its permeability. In summary, based on the chemical and physical properties of the molecule, it is likely to have moderate-to-high permeability in the PAMPA assay. The presence of hydroxyl groups, cyano group, aromatic rings, fluorine atoms, and the quinazoline ring system contribute to its lipophilicity, rigidity, and potential hydrogen bonding interactions, all of which can enhance its permeability. Therefore, the final answer is: Final answer: High permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code 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 is a complex compound with various chemical and physical properties. Based on the given properties, we can analyze the molecule's permeability to the artificial membrane. The molecule contains a chlorine atom (Cl) and multiple aromatic rings, which contribute to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. The presence of the chlorine atom and aromatic rings suggests that this molecule may have high lipophilicity. Additionally, the molecule contains a thioether group (CSC) and a carbonyl group (C=O), which are both polar functional groups. These polar groups may influence the molecule's solubility in water and its ability to interact with the lipid bilayer. The presence of polar functional groups can affect the molecule's permeability, as they may interact with the polar regions of the lipid bilayer. Furthermore, the molecule has a large molecular size and weight, which may limit its permeability. Larger molecules tend to have lower permeability due to their increased difficulty in diffusing through the lipid bilayer. In conclusion, based on the given properties, this molecule is likely to have high permeability to the artificial membrane. The presence of lipophilic groups, polar functional groups, and a balanced affinity for both the aqueous phase and the lipid bilayer suggest that this molecule can easily diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=C(C=C(C=C1)NC(=O)NC2=CC3=C(C=C2N4CCCCC4)N(C(=O)N3C)C)Cl is a complex compound with multiple functional groups. It is a derivative of a benzimidazole core structure, which is a fused aromatic ring system. The molecule contains a chloro substituent, which is a halogen atom attached to the benzene ring. This substituent can influence the molecule's lipophilicity and polarity. Additionally, the molecule has a urea group, which consists of a carbonyl group attached to two nitrogen atoms. This group can participate in hydrogen bonding and can affect the molecule's solubility and interactions with the lipid bilayer. The presence of multiple aromatic rings in the molecule suggests that it may have lipophilic properties, which can enhance its permeability. However, the molecule also contains a polar amide group, which can potentially limit its permeability. Overall, considering the presence of lipophilic aromatic rings, the potential for hydrogen bonding, and the presence of a polar amide group, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The chloro substituent and the urea group may contribute to the molecule's overall polarity, which could further impact its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2C(=O)NC3=NC(=C(S3)C)C4=CC=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability. 1. Lipophilicity: The molecule contains aromatic rings, such as benzene rings, which contribute to its lipophilicity. This suggests that the molecule has a high affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the sulfonamide (S(=O)(=O)N) and amide (C(=O)N) groups. These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of aromatic rings and rigid functional groups, such as the thiazole ring, suggests that the molecule has a high degree of rigidity. This rigidity can enhance its permeability, as rigid molecules tend to permeate membranes more easily. 6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and molecular interactions with the lipid bilayer. This may contribute to its permeability. 7. Hydration Energy: The presence of polar functional groups, such as the sulfonamide and amide groups, suggests that the molecule has relatively high hydration energy. This may limit its permeability, as high hydration energy can hinder its ability to diffuse through the lipid bilayer. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. This balance allows the molecule to interact with both the aqueous environment and the lipid bilayer, enhancing its ability to permeate the membrane. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size and weight, and high hydration energy may limit its permeability, while the lipophilicity, rigidity, and aromaticity may contribute to its ability to permeate the membrane to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CN(C)C(=O)C1=NC(=C2N1C=CN=C2)C3=C(C=C(C=C3)Cl)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. The molecule contains a carbonyl group (C=O) and an amide group (C(=O)N) which suggest its potential to interact with the lipid bilayer. Additionally, the presence of aromatic rings (C1=NC(=C2N1C=CN=C2)C3=C(C=C(C=C3)Cl)Cl) indicates its lipophilic nature, which can enhance its permeability. The molecule's molecular size and weight are relatively moderate, which suggests that it may have a moderate permeability. The presence of chlorine atoms (Cl) in the molecule's structure can influence its polarity and hydrophobicity, potentially affecting its permeability. Furthermore, the molecule's charge is neutral, which is favorable for permeation through the lipid bilayer. In summary, considering the lipophilicity, moderate molecular size and weight, low polar surface area, neutral charge, and the presence of aromatic rings, the molecule is likely to have high permeability in the PAMPA assay. Final answer: High permeability.

------
# 254

**SMILES:** CC1=CC=CC=C1C2=NC3=CC=CC=C3C(=N2)NCC4=CC=C(C=C4)C5=CN=CC=C5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=CC=C1C2=NC3=CC=CC=C3C(=N2)NCC4=CC=C(C=C4)C5=CN=CC=C5 is a complex organic compound. It consists of a central quinazoline ring fused with a benzene ring and a pyridine ring. The molecule also contains a methyl group attached to the benzene ring. Based on the given properties, we can analyze the molecule's permeability to the artificial membrane. Lipophilicity is an important factor in determining permeability, and this molecule has a lipophilic aromatic structure, which suggests it may have high permeability. Molecular size and weight are also crucial factors, and this molecule is relatively small and lightweight, indicating it may have higher permeability. The presence of aromatic rings, such as the benzene and pyridine rings, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Additionally, the molecule's charge is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. Overall, considering the lipophilic nature, small size, neutral charge, and aromatic rings, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 255

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=C(C=C3)OC=CC4=O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=C(C=C3)OC=CC4=O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings, such as the benzene ring and the furan ring, suggests that this molecule is lipophilic. Lipophilicity generally correlates with increased permeability, up to a certain threshold. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group (C(=O)N) and the thiol group (CS). These polar groups may hinder the molecule's permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple rings and the rigidity of the molecule may contribute to its permeability. 6. Aromaticity: The molecule contains 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 may result in higher hydration energy, which could limit permeability. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit better PAMPA permeability. Considering these properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and rigidity may hinder its permeability, while lipophilicity and aromaticity may contribute to some extent. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code 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-] is a complex compound with various chemical and physical properties. It is a sulfonamide derivative with a nitrile group and a pyrrole ring. The molecule's lipophilicity is likely to be moderate due to the presence of both hydrophobic and hydrophilic regions. The lipophilic alkyl chains and aromatic rings contribute to its overall lipophilicity, while the polar functional groups (sulfonamide, nitrile, and carbonyl) enhance its hydrophilicity. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of aromatic rings and the pyrrole moiety can potentially enhance its ability to interact with the lipid bilayer. The charge of the molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of the sulfonamide group suggests that the molecule may have some degree of water solubility, which could impact its permeability. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The combination of moderate lipophilicity, large molecular size, and the presence of polar functional groups may hinder its diffusion through the lipid bilayer. However, the aromatic rings and the pyrrole moiety could potentially enhance its permeability to some extent. 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:
The molecule with the SMILES code CCOC(=O)C1=NN=C(S1)N[S+](=O)(C2=CC=C(C=C2)NC(=O)CC3=CC(=C(C=C3)Cl)Cl)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains an ester group (C(=O)O) and a thiazole ring (C1=NN=C(S1)), which contribute to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. The presence of aromatic rings (C2=CC=C(C=C2) and C3=CC(=C(C=C3)Cl)Cl) also influences the molecule's lipophilicity and interactions with the lipid bilayer. Additionally, the molecule contains a sulfonamide group (N[S+](=O)) and a carboxylate group ([O-]), which contribute to its polarity. The sulfonamide group is a polar functional group that can form hydrogen bonds, while the carboxylate group is negatively charged. These polar groups may affect the molecule's solubility in water and its ability to permeate the hydrophobic lipid bilayer. Overall, considering the presence of lipophilic groups, aromatic rings, and polar functional groups, this molecule is likely to have moderate permeability to the artificial membrane. It may exhibit some degree of lipophilicity, which can enhance its permeability, but the presence of polar groups may hinder its diffusion through the lipid bilayer. Therefore, 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CN1C=C(C=C1C(=O)NC2=CC(=C(C=C2)Cl)C(F)(F)F)S(=O)(=O)N3CCCCCC3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a central pyrrole ring with a carbonyl group attached to it, which suggests a potential for hydrogen bonding and polar interactions. Additionally, it has a chloro-substituted phenyl ring and three fluorine atoms, indicating its lipophilic nature. The presence of a sulfonamide group suggests that the molecule may have a high degree of water solubility, which could impact its permeability. The long alkyl chain attached to the sulfonamide group contributes to the overall lipophilicity of the molecule. Considering the properties mentioned earlier, the molecule's size and weight are relatively large due to the presence of multiple aromatic rings and the long alkyl chain. This may limit its permeability. The molecule's polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity also need to be taken into account. However, without further information or specific data on these properties, it is challenging to provide a definitive conclusion. Based on the given information, it is difficult to ascertain the exact permeability of the molecule. However, considering the presence of lipophilic groups and the potential for hydrogen bonding, it is possible that the molecule may exhibit moderate permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)Cl is a complex compound with multiple functional groups. It is a derivative of pyrazole, containing three chlorine atoms and several aromatic rings. The presence of lipophilic groups, such as the alkyl chains and aromatic rings, suggests that this molecule has a high lipophilicity. This property is favorable for membrane permeability, as it allows the molecule to easily cross the lipid bilayer. The molecular size and weight of this compound are relatively moderate, which indicates that it may have a suitable size for permeation. However, the presence of multiple chlorine atoms and the pyrazole ring may introduce some steric hindrance, potentially affecting its permeability. The molecule's polarity is low due to the presence of nonpolar aromatic rings and alkyl chains. This low polarity is beneficial for membrane permeability, as it allows the molecule to easily interact with the hydrophobic lipid bilayer. The compound's charge is neutral, which is favorable for permeation. Charged species are less likely to diffuse through the lipid bilayer due to electrostatic interactions with the polar head groups of the lipids. The rigidity of the molecule, indicated by the presence of multiple aromatic rings, may also contribute to its permeability. A high degree of rigidity can enhance membrane permeation by reducing the energy required for the molecule to adopt a favorable conformation. Overall, based on the given properties, this molecule is expected to have high permeability to the artificial membrane. Its lipophilicity, moderate molecular size, low polarity, neutral charge, rigidity, and aromaticity all contribute to its ability to easily cross the lipid bilayer. 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:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NCC3=CC=CC=C3 is a sulfonamide compound. Sulfonamides are known to have a wide range of pharmacological activities due to their ability to interact with biological targets. The presence of the sulfonamide group (S(=O)(=O)N) in this molecule suggests that it may have potential as a drug candidate. The molecule also contains a benzene ring, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule through a lipid bilayer, such as the artificial membrane used in the PAMPA assay. Additionally, the molecule has a pyridine ring, which can enhance its ability to interact with biological targets. The presence of the amide group (C(=O)N) indicates that the molecule may have hydrogen bonding capabilities, which can influence its solubility and permeability. Overall, based on the presence of the sulfonamide group, lipophilicity, pyridine ring, and amide group, it is likely that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: 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:
The molecule with the SMILES code 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-] is a complex compound with various chemical and physical properties. It is a sulfonamide derivative with a bromophenyl group attached to the sulfur atom. The molecule contains a pyrrole ring, a carbonyl group, and an amide group. The presence of the carbonyl and amide groups suggests that the molecule may have some degree of polarity. However, the overall lipophilicity of the molecule is likely to be high due to the presence of multiple aromatic rings and alkyl groups. The molecule's molecular weight is relatively high, which may limit its permeability. Additionally, the presence of the bromine atom and the sulfonamide group may contribute to the molecule's overall charge and polarity. Based on these properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding may hinder its diffusion through the lipid bilayer. However, the high lipophilicity and the presence of aromatic rings may still allow for some degree of permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code C1CCN(C1)C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)F is a complex compound known as 2-[4-(1-pyrrolidinyl)-3-fluorophenyl]-N-(2-pyridin-4-ylquinazolin-4-yl)aniline. This molecule possesses several important chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Firstly, the presence of the pyrrolidine and aniline groups suggests that this molecule is likely to have a moderate to high lipophilicity, which is favorable for permeability. Additionally, the aromatic rings present in the structure contribute to its lipophilicity and may enhance its interactions with the lipid bilayer. The molecule's molecular size and weight are relatively moderate, which is also favorable for permeability. However, the presence of the fluorine atom and the pyridine ring may introduce some polarity to the molecule, potentially reducing its permeability. Furthermore, the presence of the quinazolin-4-yl group suggests that this molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is beneficial for PAMPA permeability. In summary, based on the chemical and physical properties of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 263

**SMILES:** CNC1=C(C=CC(=N1)C2=CC=CC3=CC=CC=C32)C#N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CNC1=C(C=CC(=N1)C2=CC=CC3=CC=CC=C32)C#N is a naphthalene derivative with a cyano group attached to the naphthalene ring. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the cyano group (C#N) indicates that the molecule is polar and can form hydrogen bonds. This property suggests that the molecule may have low permeability due to its ability to interact with water molecules. Secondly, the naphthalene ring is a hydrophobic moiety, which means that it is not soluble in water. This hydrophobicity contributes to the overall lipophilicity of the molecule, which is a key factor in determining its permeability. However, the presence of the cyano group and the nitrogen atom in the naphthalene ring may reduce the lipophilicity to some extent. Furthermore, the molecule's molecular weight and size are relatively small, which suggests that it may have higher permeability compared to larger molecules. In summary, considering the presence of the cyano group, the hydrophobic naphthalene ring, and the small molecular size, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

------
# 264

**SMILES:** CC1=CC=C(C=C1)C(=O)N2CCN(CC2)C3=NC=CC(=N3)NC4=CC=CC=C4OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)C(=O)N2CCN(CC2)C3=NC=CC(=N3)NC4=CC=CC=C4OC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring, which suggests that it has a high lipophilicity. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a moderate molecular size and weight, which indicates that it may have a moderate permeability. 3. Polarity: The presence of polar functional groups, such as the carbonyl group (C=O) and the amine group (NH), suggests that the molecule has some polarity. However, the overall polar surface area is relatively low, which may contribute to higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid aromatic ring, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings in the molecule can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would significantly influence hydration energy. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which suggests that it may exhibit good permeability in the PAMPA assay. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 265

**SMILES:** C1CC2=C(C1)SC3=NC=NC(=C23)NC(=O)C4=CC=CO4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CC2=C(C1)SC3=NC=NC(=C23)NC(=O)C4=CC=CO4 is a complex organic compound. It belongs to the class of heterocyclic compounds and contains various functional groups. To determine its permeability to the artificial membrane, we can analyze its properties based on the given guidelines. The molecule has a fused ring system consisting of a thieno[2,3-b]pyridine core, which imparts aromaticity and contributes to its lipophilicity. The presence of the carbonyl group (C=O) suggests the potential for hydrogen bonding and interaction with the lipid bilayer. The molecule also contains a furan ring, which adds to its overall lipophilicity. The presence of nitrogen atoms in the molecule indicates the potential for hydrogen bonding and interaction with the aqueous phase. However, the overall charge of the molecule is neutral, which suggests that it is likely to have better permeability compared to charged species. Based on the given properties, the molecule is expected to have high permeability to the artificial membrane. This is due to its lipophilicity, small molecular size and weight, low polar surface area, and balanced affinity for both the aqueous phase and the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

------
# 266

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3C(F)(F)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3C(F)(F)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings, such as the phenyl ring and the trifluoromethyl group, suggests that this molecule is lipophilic. Lipophilicity generally correlates with increased permeability, up to a certain threshold. 2. Molecular Size and Weight: The molecule has a relatively large size due to the presence of multiple rings and substituents. This size may limit its permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group and the thiol group. However, the overall polar surface area is relatively low, which suggests that the molecule may have moderate polarity. Moderate polarity can be associated with low-to-moderate permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple rings and substituents contributes to the rigidity of the molecule. Rigidity can improve membrane permeation. 6. Aromaticity: The molecule contains 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 suggests that the molecule may have moderate hydration energy. Moderate hydration energy can improve membrane permeation. 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 low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, moderate polarity, and moderate hydration energy may limit its permeability. However, the lipophilicity, rigidity, and aromaticity contribute to higher permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CN1C=CC2=C(N=C(C=C21)C3=CC=CC=C3C#N)C(=O)NCC4=CN=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring system, which suggests that it has a high lipophilicity. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and a carbonyl group. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as the amide and hydroxyl groups. However, the presence of aromatic rings and the overall lipophilicity may counterbalance the polarity, resulting in a moderate polarity. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The molecule possesses a rigid structure due to the presence of aromatic rings and a carbonyl group. This rigidity may enhance its permeability. 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 may result in moderate hydration energy, which could impact permeability. 8. Membrane Affinity: The molecule's lipophilicity and rigidity suggest a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have moderate-to-high permeability to the artificial membrane. 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:
The molecule with the SMILES code CC1=C(C(=CC=C1)C)NC(=O)C2=NC(=NC=C2Cl)SC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a lipophilic aromatic ring system, which suggests that it has a high lipophilicity. This property is favorable for permeability, as lipophilic compounds tend to have better membrane permeation. Additionally, the molecule has a moderate molecular size and weight, which is also beneficial for permeability. The presence of a polar amide group (NC(=O)) indicates that the molecule may have some polar character, which could potentially hinder its permeability. However, the overall lipophilicity of the molecule is expected to outweigh the polar nature, leading to higher permeability. The molecule also contains a chlorine atom, which can influence its interactions with the lipid bilayer. Chlorine is generally considered to be a lipophilic substituent, which can enhance the permeability of the molecule. Furthermore, the presence of a thiol group (SC) suggests that the molecule may have some reactivity and potential for forming covalent bonds with the artificial membrane. This reactivity could potentially impact the permeability of the molecule. In summary, based on the chemical and physical properties of the molecule, it is expected to have high permeability to the artificial membrane in the PAMPA assay. 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:
The molecule with the SMILES code CC1=CC(=C(C(=O)N1)CNC(=O)C2=C3C=CNC3=CC(=N2)C4=C(N=CC=C4)OC)C is a complex compound with multiple functional groups. It is a derivative of pyridine and contains a pyridine ring, a carbonyl group, an amide group, and an ether group. The molecule also has aromatic rings and a nitrogen-containing heterocycle. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the aromatic rings and the carbonyl group, suggests that the molecule may have high lipophilicity, which can contribute to its permeability. Additionally, the molecule's molecular size and weight are relatively large, which may limit its permeability. The presence of polar functional groups, such as the amide and ether groups, may also impact the molecule's polarity and hydrogen bonding potential, affecting its permeability. Furthermore, the molecule's charge is neutral, which is favorable for permeation through the lipid bilayer. The presence of aromatic rings and the nitrogen-containing heterocycle may also influence the molecule's interactions with the lipid bilayer, potentially affecting its permeability. Overall, considering the presence of lipophilic groups, the molecule's size and weight, its polarity, charge, and the presence of aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. 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:
The molecule with the SMILES code CCCCOC1=CC=C(C=C1)C(=O)N2CCC(CC2)C3=NNC(=O)N3C4=CC=C(C=C4)C is a complex compound with various chemical and physical properties. It is a derivative of 4-(4-methoxybutyl)benzoic acid, containing a piperidine ring and a triazole ring. The molecule also has a phenyl group attached to the triazole ring. Based on the given properties, we can analyze the permeability of this molecule to the artificial membrane. Lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity are all important factors to consider. The presence of the piperidine ring and the triazole ring suggests that the molecule may have some degree of rigidity, which can improve its permeability. The presence of the phenyl group also indicates potential lipophilicity and aromaticity, which can further enhance its permeability. However, the presence of the carboxylic acid group and the amide group suggests that the molecule may have some polarity, which could potentially hinder its permeability. Overall, considering the various properties of the molecule, it is likely to have high permeability to the artificial membrane. The combination of lipophilicity, rigidity, aromaticity, and balanced affinity for both the aqueous phase and the lipid bilayer suggests that the molecule can easily diffuse through the membrane. Therefore, the final answer is: 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:
The molecule with the SMILES code CN1CCN(CC1)C2=NC=CC(=C2)C3=NC4=CC=CC=C4C(=N3)NC5=CC(=C(C=C5)F)F is a complex compound with multiple functional groups. It is a quinoline derivative with a central piperazine ring and two aromatic rings attached to it. The molecule also contains two fluorine atoms and a nitrogen atom. Based on the properties provided, we can analyze the molecule's permeability. The presence of the piperazine ring suggests that the molecule may have moderate to high lipophilicity, which can enhance its permeability. The aromatic rings and the presence of fluorine atoms contribute to the molecule's lipophilicity and may also influence its interactions with the lipid bilayer. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of the piperazine ring and the aromatic rings can potentially increase its flexibility and rigidity, respectively, which can affect its ability to permeate the membrane. The molecule's polarity is low due to the presence of the aromatic rings and the fluorine atoms. This low polarity can improve its permeability as it is less likely to form strong interactions with the aqueous phase. Overall, considering the lipophilicity, molecular size, rigidity, polarity, and other properties, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 272

**SMILES:** CN(C)C1=CC=CC(=C1)C2=CN=C(C3=C2CCO3)NC4=CN=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN(C)C1=CC=CC(=C1)C2=CN=C(C3=C2CCO3)NC4=CN=CC=C4 is a complex organic compound with a fused pyrano[2,3-b]pyridine ring system. It possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the molecule contains a dimethylamino group (N(C)C) and a pyridine ring, which contribute to its lipophilicity. Lipophilic compounds tend to have higher permeability, as they can easily dissolve in the lipid bilayer of the artificial membrane. Additionally, the molecule's molecular size and weight are relatively small, which further enhances its permeability. The presence of aromatic rings, such as the phenyl ring and the pyridine ring, can influence the molecule's interactions with the lipid bilayer, potentially affecting its permeability. Furthermore, the molecule's rigidity, as indicated by the fused ring system, can also contribute to its permeability. Overall, based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, small molecular size, low polarity, and rigidity suggests that the molecule can easily diffuse through the lipid bilayer and interact with the aqueous phase. Therefore, the final answer is: Final answer: High permeability.

------
# 273

**SMILES:** CCOC(=O)C1=C(SC2=C1CCN(C2)C(=O)OCC)NC(=O)CN3CCCCC3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC(=O)C1=C(SC2=C1CCN(C2)C(=O)OCC)NC(=O)CN3CCCCC3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains an ester group (C(=O)O) and an amide group (C(=O)N), which contribute to its lipophilicity. Lipophilicity is an important factor in PAMPA, as it affects the molecule's ability to dissolve in the lipid bilayer. The presence of aromatic rings, such as the benzene ring in the molecule, can also influence lipophilicity and molecular interactions with the lipid bilayer. The molecule's molecular size and weight are relatively moderate, which suggests that it may have a moderate permeability. However, the presence of a nitrogen-containing heterocycle (pyrrolidine) and a sulfur atom in the molecule's structure may enhance its permeability. The molecule is neutral, which is favorable for permeability in PAMPA. Charged species tend to have lower permeability due to their limited ability to diffuse through the hydrophobic lipid bilayer. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to have high permeability in the PAMPA assay. Final answer: High permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C(=CC=C1)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=C(C=C3)Br)[O-] is a complex compound with various chemical and physical properties. It consists of a central core structure with multiple functional groups attached. The molecule contains a benzene ring with two methyl groups and a carbonyl group attached. This suggests that it has a lipophilic nature, which can enhance its permeability through the artificial membrane. Additionally, the presence of a carbonyl group indicates the potential for hydrogen bonding and polar interactions. The molecule also contains a sulfonate group and a bromine atom. The sulfonate group is negatively charged, which can hinder the molecule's permeability due to electrostatic interactions with the positively charged components of the artificial membrane. The bromine atom, on the other hand, can contribute to the molecule's lipophilicity. Furthermore, the molecule possesses an ether group and an oxygen atom attached to a sulfur atom. These functional groups can influence the molecule's polarity and hydrogen bonding capabilities, potentially affecting its permeability. Overall, considering the lipophilic nature, the presence of aromatic rings, and the absence of highly polar or charged groups, it is likely that this molecule exhibits high permeability to the artificial membrane. Final answer: High 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:
The molecule with the SMILES code 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[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O is a complex structure with multiple functional groups. It is a derivative of a triterpenoid saponin, which is a natural product found in plants. The molecule contains a triterpenoid backbone, represented by the tricyclic structure with multiple carbon-carbon double bonds. This backbone provides rigidity to the molecule, which is beneficial for membrane permeation. Additionally, the presence of hydroxyl groups and a glycosidic linkage indicates that the molecule is water-soluble. The molecule also contains a phenylethylamine moiety, which is a common feature in many biologically active compounds. This moiety contributes to the overall lipophilicity of the molecule, enhancing its permeability. Based on the given properties, the molecule is expected to have high permeability to the artificial membrane. This is due to its lipophilic nature, small molecular size, low polarity, and neutral charge. The presence of aromatic rings and the glycosidic linkage further enhance its permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code C1=CC=C(C=C1)CNC2=NC(=NC3=CC=CC=C32)NCC4=CC=CC=C4 is a complex organic compound. It consists of a central benzene ring with two side chains attached to it. The molecule also contains two nitrogen atoms, which are part of a heterocyclic ring system. Based on the given properties, we can analyze the molecule's permeability to the artificial membrane. The presence of aromatic rings, such as the benzene ring in this molecule, can influence lipophilicity and molecular interactions with the lipid bilayer. This suggests that the molecule may have higher permeability. Additionally, the molecule's molecular size and weight are relatively small, which further supports the possibility of high permeability. The presence of nitrogen atoms in the molecule indicates the potential for hydrogen bonding and other intermolecular interactions. However, the low polar surface area and low hydrogen bond donors/acceptors suggest that these interactions may not significantly hinder the molecule's permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, and other properties, it is likely that the molecule has 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:** 1

**Correct:** 1

# Response:
The molecule with the given SMILES code is a complex compound with multiple functional groups and aromatic rings. It is a derivative of a pyrrole carboxylic acid, containing a dihydroxypropyl group, a methyl ester, and a nitro group. The molecule also has a long alkyl chain attached to a piperidine ring. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the alkyl chain and aromatic rings, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of the dihydroxypropyl group and the nitro group may enhance its permeability by increasing its solubility in the lipid bilayer. The molecule's polarity is low due to the presence of nonpolar aromatic rings and the alkyl chain. This low polarity is beneficial for membrane permeation. The charge of the molecule is neutral, which is favorable for permeability. The rigidity of the molecule, indicated by the presence of aromatic rings and the piperidine ring, may also contribute to its permeability. Overall, considering the lipophilicity, molecular size, polarity, charge, rigidity, and aromaticity of the molecule, it is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 278

**SMILES:** C1=CC=C2C(=C1)/C(=C/C3=CC=CN3)/C(=O)N2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)/C(=C/C3=CC=CN3)/C(=O)N2 is a 1H-indole-3-yl-(2-indol-2-ylidene)ethanone. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the indole ring in the molecule contributes to its lipophilicity, which is a key factor in determining its permeability. The lipophilic nature of the molecule allows it to easily dissolve in the lipid bilayer of the artificial membrane. Secondly, the molecular size and weight of the molecule are relatively small, which enhances its permeability. The molecule consists of two fused indole rings, resulting in a compact structure that can easily pass through the membrane. Thirdly, the molecule is neutral, lacking any charged groups. This neutrality facilitates its diffusion through the hydrophobic lipid bilayer, as charged species tend to be less permeable. Additionally, the molecule exhibits aromaticity due to the presence of the indole rings. This aromaticity can influence the molecule's interactions with the lipid bilayer, potentially affecting its permeability. In summary, based on the chemical and physical properties of the molecule, it is expected to have high permeability in the PAMPA assay. The lipophilicity, small molecular size, neutrality, aromaticity, and absence of charged groups all contribute to its ability to easily diffuse through 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:
The molecule with the SMILES code CC1=NN(C2=C1C(=CC(=O)N2)C(F)(F)F)CCC3=NC(=CS3)C4=CC=C(C=C4)OC is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a fused pyrazolo[1,5-a]pyrimidine ring system, which contributes to its rigidity and lipophilicity. The presence of the trifluoromethyl group (CF3) enhances its lipophilicity, making it more likely to permeate the lipid bilayer. The molecule also possesses a thiazole ring, which can influence its polarity and hydrogen bonding capabilities. The presence of the methoxy group (OCH3) on the phenyl ring further contributes to its lipophilicity. Overall, based on the given properties, this molecule is expected to have high permeability to the artificial membrane. Its lipophilicity, rigidity, and aromaticity suggest that it can easily interact with the lipid bilayer, facilitating its diffusion through the membrane. Additionally, the presence of the thiazole and phenyl rings, along with the methoxy group, contribute to its overall hydrophobicity, further enhancing its permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4CCC4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains aromatic rings, such as the phenyl ring, which contribute to its lipophilicity. This suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the sulfonamide (S(=O)(=O)N) and amide (C(=O)N) groups. These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains rigid structures, such as the cyclohexane ring, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings, such as the phenyl ring, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule contains polar functional groups, which may have high hydration energy. This could hinder its permeability, as water molecules may interact with the molecule and reduce its ability to diffuse through the lipid bilayer. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size and weight, and high hydration energy may limit its ability to diffuse through the lipid bilayer. However, the presence of aromatic rings and rigid structures may enhance its permeability to some extent. Therefore, the final answer is: 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:
The molecule with the SMILES code 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-] is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a central nitrogen atom bonded to a sulfur atom, forming a sulfonamide group. This group imparts polarity to the molecule, which may affect its permeability. Additionally, the molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. The presence of the sulfonamide group suggests that the molecule may have some degree of water solubility, which could impact its permeability. However, the overall lipophilicity of the molecule, due to the presence of multiple aromatic rings and alkyl chains, is likely to be higher. This lipophilicity can enhance the molecule's ability to diffuse through the lipid bilayer. The molecular size and weight of the compound are relatively moderate, which suggests that it may have a moderate permeability. However, the presence of the sulfonamide group and the aromatic rings may contribute to a higher permeability compared to larger and more polar molecules. In summary, based on the chemical and physical properties of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC(=CC=C2)S(=O)(=O)NC3=CC=CC=C3OC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a lipophilic core, indicated by the presence of multiple aromatic rings and alkyl chains. This lipophilicity suggests that the molecule has a high affinity for the lipid bilayer, which is favorable for permeation. The molecular size and weight of the compound are relatively large due to the presence of multiple rings and functional groups. However, the molecule's size is not excessively large, which suggests that it may still have sufficient flexibility to permeate the artificial membrane. The molecule possesses polar functional groups, such as amide and sulfonamide, which can potentially interact with the aqueous phase. This interaction may hinder the molecule's permeation through the lipid bilayer. The presence of aromatic rings in the molecule can influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Overall, considering the lipophilicity, molecular size, polar functional groups, aromaticity, and other properties, this molecule is likely to exhibit low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C(=CC=C4)Cl)C5=C(C=NN5)Cl)C(=O)C1 is a complex compound with multiple functional groups. It is a derivative of benzoxazole, containing two chlorine atoms and a pyrazole ring. The molecule also has a carbonyl group and a cyclohexene ring. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the benzoxazole and pyrazole rings, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of aromatic rings and the cyclohexene ring contribute to its rigidity, potentially enhancing its ability to permeate the membrane. The molecule's polarity is low due to the presence of nonpolar groups like the benzoxazole and pyrazole rings. This low polarity is beneficial for membrane permeation. Additionally, the molecule is neutral, which is favorable for permeability compared to charged species. Overall, considering the lipophilicity, rigidity, low polarity, and neutral charge of the molecule, it is likely to have high permeability to the artificial membrane. Final answer: High 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:
The molecule with the SMILES code COC1=CC=CC=C1C2=NC3=CC=CC=C3C(=N2)NCC4=CC=C(C=C4)C5=CN=CC=C5 is a complex compound with various chemical and physical properties. It is a quinazoline derivative with a methoxy group (OCH3) attached to a phenyl ring. The molecule also contains a pyridine ring and a pyridine derivative attached to a phenyl ring. Based on the given properties, we can analyze the permeability of this molecule to the artificial membrane. The presence of lipophilic groups, such as the methoxy group and aromatic rings, suggests that this molecule may have high lipophilicity, which generally correlates with increased permeability. The molecular size and weight of this compound are moderate, which may also contribute to its permeability. However, the presence of polar functional groups, such as the amine and pyridine moieties, may limit its permeability to some extent. The overall charge of the molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. Additionally, the presence of aromatic rings and the balanced affinity for both the aqueous phase and the lipid bilayer suggest that this molecule may exhibit good membrane permeability. In conclusion, based on the given properties, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 285

**SMILES:** CNC1(CCCCC1=O)C2=CC=CC=C2Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CNC1(CCCCC1=O)C2=CC=CC=C2Cl is a 2-(2-chlorophenyl)-1-methyl-1-cyclohexanecarboxamide. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the amide functional group (C=O) suggests that this molecule is likely to have moderate polarity. This property is important as it affects the molecule's ability to interact with the lipid bilayer in the PAMPA assay. Secondly, the molecule contains a chlorine atom attached to a phenyl ring. This substitution can enhance the lipophilicity of the molecule, potentially increasing its permeability. Additionally, the presence of the aromatic ring can influence the molecule's interactions with the lipid bilayer, affecting its permeability. Furthermore, the molecule has a cyclohexane ring, which contributes to its overall molecular size and weight. Smaller molecules tend to have higher permeability, so this property also supports the possibility of high permeability. In summary, considering the presence of the amide group, the aromatic ring, the chlorine substitution, and the cyclohexane ring, it is likely that this molecule exhibits high permeability in the PAMPA assay. Final answer: High 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:
The molecule with the SMILES code CCC(=O)NC(C1=CC=C(C=C1)OC)C2=CC(=C3C=CC=NC3=C2O)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central amide group (C(=O)N) connected to a linear alkyl chain (CCC) and a substituted phenyl ring (C1=CC=C(C=C1)OC). Additionally, it contains a chloro substituent (Cl) and a fused aromatic ring system (C2=CC(=C3C=CC=NC3=C2O)). Based on the properties provided, we can analyze the molecule's permeability as follows: 1. Lipophilicity: The presence of the alkyl chain and the substituted phenyl ring suggests that the molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which may not significantly impact its permeability. 3. Polarity: The presence of the amide group and the hydroxyl group in the fused aromatic ring system indicates some polarity, which may slightly reduce permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of the fused aromatic ring system suggests some rigidity, which may enhance permeability. 6. Aromaticity: The molecule contains 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 (amide and hydroxyl) suggests that the molecule may have moderate hydration energy, which may not significantly impact permeability. 8. Membrane Affinity: The molecule's lipophilicity and rigidity suggest 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 exhibit high permeability to the artificial membrane in the PAMPA assay. 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:
The molecule with the SMILES code CN1C=C(C2=CC=CC=C21)C3=C(C(=O)NC3=O)C4=CN(C5=CC=CC=C54)CCCSC(=N)N is a complex organic compound. It consists of a fused indole and pyrrole ring system, with various functional groups attached. The molecule's lipophilicity is expected to be high due to the presence of multiple aromatic rings and hydrophobic substituents. This suggests that it may have good permeability through the artificial membrane. The molecular size and weight of the compound are relatively large, which may limit its permeability to some extent. However, the presence of multiple aromatic rings and the overall rigidity of the molecule could counteract this effect. The molecule contains polar functional groups, such as amide and carbonyl groups, which may interact with the lipid bilayer. However, the low polar surface area and low hydrogen bond donors/acceptors indicate that these interactions may not significantly hinder permeation. The charge of the molecule is neutral, which is favorable for permeability. Overall, considering the lipophilicity, molecular size, rigidity, aromaticity, and neutral charge, it is likely that the molecule has 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:
The molecule with the SMILES code CC(=O)C1=CC=C(C=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex organic compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of the acetyl group (CC(=O)) and the aromatic rings (C1=CC=C(C=C1)) suggests that the molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a moderate molecular size and weight, which is favorable for permeability. 3. Polarity: The presence of the nitrogen atom (N) and the carbonyl group (C=O) indicates that the molecule has some polarity. However, the overall polarity is low due to the presence of the aromatic rings, which contribute to its lipophilicity. 4. Charge: The molecule is neutral, which is beneficial for permeability. 5. Rigidity: The presence of the aromatic rings and the rigid sulfur-containing ring (C2=CSC(=N2)) suggests that the molecule has a high degree of rigidity, which can improve its permeability. 6. Aromaticity: The molecule contains 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 (C=O) and the amide group (C(=O)N) suggests that the molecule has relatively low hydration energy, which can improve membrane permeation. 8. Membrane Affinity: The balanced lipophilicity and polarity of the molecule suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=CC=CC=C1N[S+](=O)(C2=CC=CC(=C2)NC(=O)C3=C(C(=C(N3)C)C(=O)C)C)[O-] is a complex organic compound with multiple functional groups. It consists of a central nitrogen atom bonded to a sulfonyl group (S=O) and an aromatic ring. The molecule also contains a carboxylic acid group (COOH) and a hydroxyl group (OH). Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The presence of the sulfonyl group suggests that the molecule is likely to have high lipophilicity, which generally correlates with increased permeability. The aromatic rings in the molecule contribute to its lipophilicity and can influence its interactions with the lipid bilayer. The carboxylic acid group and the hydroxyl group indicate that the molecule is polar, which may affect its permeability. However, the low polar surface area and low hydrogen bond donors/acceptors suggest that the molecule may still have good permeability. The overall charge of the molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The presence of the aromatic rings and the balanced affinity for both the aqueous phase and the lipid bilayer indicate that the molecule may have good membrane affinity. Considering these properties, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C[C@H]1CN(C[C@@H]1C2=NC(=NO2)C3=CN=CC=C3)C(=O)C4=NN(C5=CC=CC=C54)C is a complex compound with multiple functional groups and aromatic rings. It is a derivative of pyrazole and contains a hydroxyl group, a carboxylic acid group, and a nitrogen oxide group. The molecule's lipophilicity is likely to be high due to the presence of multiple aromatic rings and hydrophobic alkyl chains. This suggests that it may have increased permeability through the artificial membrane. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of a rigid bicyclic structure and aromatic rings can enhance its ability to permeate the membrane. The molecule's polarity is low due to the presence of nonpolar alkyl chains and aromatic rings. This low polarity is favorable for membrane permeation. The molecule is neutral, which is beneficial for permeability as charged species tend to have lower permeability. The presence of a hydroxyl group and a carboxylic acid group suggests that the molecule may have some solubility in water, but the overall hydrophobic nature of the compound is likely to dominate its behavior. Overall, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. The combination of lipophilicity, low polarity, neutral charge, and favorable molecular size and weight contribute to its ability to diffuse through the lipid bilayer. Final answer: High 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:
The molecule with the SMILES code CCCCOC1=CC=C(C=C1)CNC(=O)C2=NN3CCCN(C(=O)C3=C2)CC4=CC=C(C=C4)C is a complex compound with various chemical and physical properties. It is a derivative of benzene, containing a long alkyl chain (CCCCO) attached to a phenyl ring. The molecule also contains a carbonyl group (C=O) and a nitrogen atom (N) in a heterocyclic ring system. Based on the given properties, we can infer the following about the molecule's permeability: 1. Lipophilicity: The presence of the alkyl chain and the aromatic ring suggests that the molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule is relatively large due to the presence of multiple rings and functional groups, which may limit its permeability. 3. Polarity: The presence of the carbonyl group and the nitrogen atom in the heterocyclic ring system suggests that the molecule may have some polarity, which could affect its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of multiple rings and the alkyl chain may contribute to the molecule's rigidity, which can influence its permeability. 6. Aromaticity: The presence of the aromatic ring can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could limit permeability. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit better PAMPA permeability. Considering these factors, the molecule is likely to have moderate permeability due to its size, polarity, and rigidity. Therefore, the final answer is: 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:
The molecule with the SMILES code COC1=CC(=CC(=C1OC)OC)C(=O)N2CCN(CC2)C3=C(C=CC(=C3)Cl)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring substituted with two chlorine atoms and a carbonyl group. It also contains a piperazine ring attached to the carbonyl group. Additionally, there are three methoxy groups attached to the benzene ring. The presence of the carbonyl group suggests that the molecule may have some polarity, which could potentially affect its permeability. However, the overall lipophilicity of the molecule, as indicated by the presence of multiple methoxy groups and the aromatic rings, suggests that it may have high permeability. The molecular size and weight of the compound are relatively moderate, which further supports the possibility of high permeability. The presence of the piperazine ring, which is a basic amine, suggests that the molecule may have some charge, but the overall charge of the molecule is neutral, which is favorable for permeability. In conclusion, based on the chemical and physical properties of the molecule, it is likely to have high permeability in the PAMPA assay. 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:
The molecule with the SMILES code COC1=CC=CC(=C1)NC2=NC(=NC3=CC=CC=C32)C4=CC=NC=C4 is a quinazoline derivative. Quinazolines are a class of heterocyclic compounds that exhibit various biological activities. This particular molecule contains a quinazoline core with additional functional groups attached. The presence of the methoxy group (OCH3) on the phenyl ring indicates that the molecule is lipophilic, which generally correlates with increased permeability. The molecule also contains a nitrogen atom in the quinazoline ring, which can potentially form hydrogen bonds with the lipid bilayer, affecting its permeability. The molecular size and weight of the compound are relatively moderate, which suggests that it may have a higher permeability compared to larger and more complex molecules. The presence of aromatic rings in the molecule, such as the phenyl and pyridine rings, can influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Overall, based on the given properties, it is likely that this molecule has high permeability to the artificial membrane. The combination of lipophilicity, moderate molecular size, low polarity, and the presence of aromatic rings suggests that it can easily diffuse through the lipid bilayer. Therefore, the final answer 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:
The molecule with the SMILES code CC1=NC=C(C=C1)C2=CC=C(C=C2)CNC3=NC(=NC=C3C)C4=CC=CC=C4C(C)C is a complex organic compound. It consists of a central pyrimidine ring with various substituents attached to it. The molecule contains multiple aromatic rings, including a phenyl ring and a pyrimidine ring. These aromatic rings contribute to the molecule's lipophilicity, which is an important factor in determining its permeability. The presence of the methyl groups (CH3) in the molecule enhances its lipophilicity further. The molecule also contains a tertiary amine group (CNC), which can potentially form hydrogen bonds with the lipid bilayer. This interaction can affect the molecule's permeability. Overall, based on the given properties, the molecule is expected to have high permeability. The presence of aromatic rings, lipophilicity, and the absence of polar functional groups suggest that the molecule can easily diffuse through the artificial membrane. Additionally, the presence of the tertiary amine group may enhance its permeability by forming favorable interactions with the lipid bilayer. Therefore, the final answer is: 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:
The molecule with the SMILES code CCOC(=O)C1=CC=C(C=C1)NC(=O)CSC2=NC3=C(C=C2C#N)N4CCC3CC4 is a complex compound with various chemical and physical properties. It is a derivative of benzamide, containing an ethyl ester group and a pyridine ring. The molecule also possesses a nitrile group and a thioether linkage. Based on the given properties, we can analyze the permeability of this molecule to the artificial membrane. Lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity are all important factors to consider. The presence of the ethyl ester group and the benzene ring suggests that this molecule is lipophilic, which generally correlates with increased permeability. However, the presence of the nitrile group and the thioether linkage may slightly decrease the lipophilicity. The molecule's molecular size and weight are moderate, which may also contribute to its permeability. The presence of the pyridine ring and the nitrile group indicates that the molecule is polar, which may affect its permeability. Additionally, the molecule is neutral, which is generally favorable for permeation through the lipid bilayer. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, and other properties, this molecule is likely to have 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:
The molecule with the SMILES code CC(C1=CC=CC=C1)NC2=C(N=C(O2)C3=CC=C(O3)COC4=CC=C(C=C4)OC)C#N is a complex compound with multiple functional groups. It is a derivative of 1,3-oxazole, which is a five-membered heterocyclic ring containing one oxygen and one nitrogen atom. The molecule also contains a phenyl group, indicated by the presence of the aromatic ring structure. The presence of the cyano group (C#N) suggests that the molecule is likely to be polar and may have some solubility in water. However, the overall lipophilicity of the molecule is expected to be high due to the presence of multiple aromatic rings and alkyl chains. The molecule's size and weight are relatively moderate, which may contribute to its permeability. The presence of the hydroxyl groups (OH) indicates that the molecule has the potential to form hydrogen bonds, which can influence its interactions with the lipid bilayer. Based on the given properties, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, moderate size, low polarity, and the presence of aromatic rings suggests that the molecule can easily diffuse through the lipid bilayer. Additionally, the presence of the cyano group and hydroxyl groups may enhance its solubility in both the aqueous phase and the lipid bilayer. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCC(C(=O)NC1=CC=C(C=C1)F)SC2=NC3=CC=CC=C3C4=NC(=NN42)CCC5=C(NN=C5C)C is a complex compound with multiple functional groups. It consists of a central carbon chain with various substituents attached. The molecule contains a carbonyl group (C=O) and an amide group (C(=O)N) which suggest the presence of hydrogen bonding and potential interactions with the lipid bilayer. The presence of a fluorine atom (F) on the aromatic ring indicates a potential for hydrophobic interactions. The molecule also contains sulfur (S) and nitrogen (N) atoms, which can participate in various chemical reactions and interactions. The presence of multiple aromatic rings suggests a potential for π-π stacking interactions with the lipid bilayer. Based on the properties mentioned earlier, the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity can be analyzed. Considering these factors, the molecule is likely to have high permeability to the artificial membrane. The presence of multiple aromatic rings, lipophilic groups, and a balanced affinity for both the aqueous phase and the lipid bilayer suggest that the molecule can easily diffuse through the membrane. Therefore, the final answer is: Final answer: High 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:
The molecule with the SMILES code C1=CC=C2C(=C1)C3=C(C2=O)C(SC4=CC=CC=C4N3)C5=CC=CO5 is a complex organic compound. It belongs to the class of benzothiazepine derivatives, which are known for their diverse pharmacological activities. The molecule consists of a fused benzothiazepine ring system with a furan ring attached. The presence of aromatic rings in the molecule suggests that it may have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the molecule contains a thiazole ring, which can contribute to its lipophilicity and membrane permeability. The presence of a furan ring in the molecule indicates the potential for hydrogen bonding and polar interactions with the lipid bilayer. This can affect the overall permeability of the molecule. The molecule is neutral, which is favorable for membrane permeation. The absence of charged species reduces the likelihood of electrostatic interactions with the lipid bilayer, allowing for easier diffusion. Overall, based on the molecular properties described, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, aromaticity, and the absence of charged species contribute to its ability to diffuse through the lipid bilayer. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=C(C=C2)C(=O)NC3=NC(=CS3)C4=CC=CC=C4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a benzene ring, which contributes to its lipophilicity. Lipophilicity is an important factor in determining permeability, as it allows the molecule to dissolve in the lipid bilayer of the artificial membrane. Additionally, the presence of a sulfonamide group (S(=O)(=O)N) enhances the molecule's lipophilicity and can improve its permeability. The molecule also contains a chlorine atom, which introduces polarity and may affect its solubility and permeability. However, the presence of multiple aromatic rings, such as the phenyl and thiophene rings, suggests that the molecule may have a high degree of rigidity, which can improve its permeability. Furthermore, the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Overall, considering the lipophilicity, rigidity, and balanced affinity for both phases, the molecule is likely to have high permeability in the PAMPA assay. Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code 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 is a complex organic compound. It belongs to the class of steroids and is specifically a derivative of a steroidal backbone. The molecule contains a cyclopentane ring fused to a cyclohexane ring, which is further fused to a cycloheptane ring. The presence of multiple rings in the structure suggests that the molecule is relatively rigid. The molecule also contains an acetyloxy group (OC(=O)C) attached to one of the cyclohexane rings. This functional group is often associated with increased lipophilicity, which can enhance the molecule's permeability. Additionally, the molecule possesses an ethynyl group (C#C) and an oxido group (N/O) attached to the cycloheptane ring. These functional groups can influence the molecule's reactivity and interactions with the artificial membrane. Based on the given properties, the molecule's lipophilicity, rigidity, and functional groups suggest that it may have high permeability to the artificial membrane. However, the presence of polar groups and the overall complexity of the molecule may also contribute to its moderate permeability. Therefore, the final answer is: Final answer: High permeability. It is important to note that the exact permeability value cannot be determined without experimental data. However, based on the given properties, the molecule is likely to exhibit high permeability to the artificial membrane.

------
# 301

**SMILES:** CC1=C(C=CC2=C1OC(CC2)(C)C)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C=CC2=C1OC(CC2)(C)C)O is known as 2,2,8-trimethyl-3,4-dihydro-2H-chromen-6-ol. This molecule belongs to the class of chromenes, which are heterocyclic compounds containing a benzopyran ring fused to a benzene ring. The presence of the hydroxyl group (-OH) indicates that this molecule is an alcohol. The molecular formula C16H18O2 suggests that it consists of 16 carbon atoms, 18 hydrogen atoms, and 2 oxygen atoms. The molecule's structure contains a fused benzene and benzopyran ring system, with three methyl groups (CH3) attached to the benzene ring. The presence of the hydroxyl group and the aromatic rings suggests that this molecule may have some degree of lipophilicity. Based on the properties mentioned in the problem statement, we can infer that this molecule is likely to have high permeability to the artificial membrane. This is because it has a moderate lipophilicity, a relatively small molecular size and weight, low polarity, and a neutral charge. Additionally, the presence of aromatic rings and the hydroxyl group may contribute to its membrane affinity. Therefore, the final answer is: Final answer: High permeability.

------
# 302

**SMILES:** CCN(CC)S(=O)(=O)C1=CC=CC(=C1)C(=O)NC2=CC=C(C=C2)C#N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCN(CC)S(=O)(=O)C1=CC=CC(=C1)C(=O)NC2=CC=C(C=C2)C#N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a sulfonamide group (S(=O)(=O)) and an amide group (C(=O)N), which contribute to its polarity. The presence of polar functional groups suggests that the molecule may have some difficulty diffusing through the hydrophobic lipid bilayer. Additionally, the molecule has a large molecular size and weight due to the presence of multiple aromatic rings and a nitrile group (C#N). This size and weight may hinder its permeability. The lipophilicity of the molecule is influenced by the presence of aromatic rings and alkyl chains. The molecule contains a benzene ring, which contributes to its lipophilicity. However, the presence of polar functional groups and the nitrile group may counteract this effect to some extent. Overall, considering the presence of polar functional groups, large molecular size and weight, and the potential for hydrogen bonding, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 303

**SMILES:** COC(=O)CNC(=O)C1=NC(=C2N1C=CN=C2)C3=C(C=C(C=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC(=O)CNC(=O)C1=NC(=C2N1C=CN=C2)C3=C(C=C(C=C3)Cl)Cl is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings, such as the chlorinated phenyl rings, suggests that this molecule is lipophilic. Lipophilicity generally correlates with increased permeability, up to a certain threshold. 2. Molecular Size and Weight: The molecule's size and weight can be estimated from its SMILES code. With a molecular formula of C26H20Cl2N4O3, it has a relatively high molecular weight. However, the presence of multiple aromatic rings and functional groups suggests that it may not be excessively large. 3. Polarity: The molecule contains polar functional groups, such as the carbonyl groups (C=O) and the amide group (C-N). However, the presence of lipophilic aromatic rings and the absence of highly polar substituents indicate that the molecule has a low polar surface area. 4. Charge: The molecule is neutral, which is generally favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple aromatic rings and the rigidity of the molecule's structure suggest that it may have a high degree of rigidity. Rigidity can improve 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 functional groups, such as the carbonyl groups and amide group, suggests that the molecule may have relatively high hydration energy. Lower hydration energy generally improves membrane permeation. 8. Membrane Affinity: The molecule's lipophilicity, rigidity, and aromaticity suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is favorable for PAMPA permeability. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High 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:
The molecule with the SMILES code CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=C(C=C2)NCC3=CC=C(O3)C4=CC=C(C=C4)C#N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central piperazine ring, which is a cyclic amine, and is connected to two aromatic rings. The presence of the piperazine ring suggests that the molecule may have some basic properties and could potentially interact with acidic environments. The molecule also contains a nitrile group (C#N), which indicates its potential reactivity towards nucleophiles. This group can participate in various chemical reactions, potentially affecting the molecule's permeability. Additionally, the molecule has several hydrophobic regions, such as the tert-butyl groups (CC(C)(C)), which contribute to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. Overall, considering the presence of the piperazine ring, nitrile group, and hydrophobic regions, this molecule is likely to have moderate permeability to the artificial membrane. It may exhibit some degree of lipophilicity, which can enhance its permeability, but the presence of the piperazine ring and nitrile group may also introduce some limitations. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the given SMILES code is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with various groups. The molecule also contains a sulfonamide group (N(C)S(=O)(=O)) and a pyridine ring (C3=CN=C(O3)C4CC4). The presence of the sulfonamide group suggests that the molecule may have some water solubility due to the polar nature of the sulfonamide moiety. However, the overall lipophilicity of the molecule is likely to be high due to the presence of multiple aromatic rings and alkyl chains. This lipophilicity can enhance the molecule's ability to permeate the artificial membrane. The molecular size and weight of the compound are relatively large, which may limit its permeability. Additionally, the presence of polar functional groups, such as hydroxyl groups, may reduce the molecule's ability to permeate the hydrophobic lipid bilayer. Based on these properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and the sulfonamide group may contribute to its permeability, but the overall size and polarity of the molecule may hinder its diffusion through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 306

**SMILES:** CC1=CC(=C(C=C1)C)CN2CCC(CC2)CNC(=O)NC3=C(C=C(C=C3)Br)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=C(C=C1)C)CN2CCC(CC2)CNC(=O)NC3=C(C=C(C=C3)Br)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, such as the phenyl and pyrrole rings, which contribute to its lipophilicity. This lipophilicity suggests that the molecule has a high affinity for lipid environments, which is favorable for permeation through the artificial membrane. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide and bromine groups. These polar groups may hinder the molecule's permeability, as they can interact with the aqueous phase and reduce its affinity for the lipid bilayer. 4. Charge: The molecule is neutral overall, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple aromatic rings and rigid substituents, such as the pyrrole ring, suggests that the molecule is relatively rigid. Rigidity can enhance membrane permeation by reducing the energy barrier for diffusion. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. Aromatic rings often contribute to increased lipophilicity and improved membrane permeation. 7. Hydration Energy: The presence of polar functional groups, such as the amide and bromine groups, suggests that the molecule may have relatively high hydration energy. High hydration energy can hinder membrane permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeation. Overall, considering the lipophilicity, rigidity, aromaticity, and balanced membrane affinity, the molecule is expected to have high permeability in the PAMPA assay. However, the presence of polar functional groups and the relatively large size and weight may slightly reduce its permeability, leading to a final classification of Low-to-moderate permeability. Final answer: Low-to-moderate permeability.

------
# 307

**SMILES:** CCOC(=O)C1=CC(=NC2=C1C(=NN2CCC#N)C)C3=CC=CO3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC(=O)C1=CC(=NC2=C1C(=NN2CCC#N)C)C3=CC=CO3 is a complex organic compound with a fused pyrazolo[3,4-b]pyridine ring system. It possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the molecule contains an ester functional group (C(=O)O) and an ether functional group (COC), which contribute to its lipophilicity. Lipophilicity is a crucial factor in determining the permeability of a molecule through a lipid bilayer, as it allows the molecule to interact favorably with the hydrophobic environment of the membrane. Additionally, the presence of aromatic rings (C6H4) in the molecule enhances its lipophilicity and influences its interactions with the lipid bilayer. The aromatic rings also contribute to the overall rigidity of the molecule, which can improve its permeability. Furthermore, the molecule contains a cyano group (CCC#N), which can influence its polarity and hydrogen bonding capabilities. The presence of this group may affect the molecule's ability to interact with the aqueous phase and the lipid bilayer, thereby impacting its permeability. Overall, based on the presence of lipophilic functional groups, aromatic rings, and a balanced affinity for both the aqueous phase and the lipid bilayer, it is likely that this molecule exhibits high permeability in the PAMPA assay. Final answer: High permeability.

------
# 308

**SMILES:** CNC1=NC2=C(S1)C(CC(=O)N2)C3=CC=CC=C3F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CNC1=NC2=C(S1)C(CC(=O)N2)C3=CC=CC=C3F is a complex organic compound. It belongs to the class of heterocyclic compounds and contains nitrogen, sulfur, and fluorine atoms. The molecule's structure consists of a central core with a fused thiazole and pyrrole ring system. The presence of the thiazole ring suggests that the molecule may have some degree of lipophilicity, as thiazole is known to be lipophilic. Additionally, the molecule contains a fluorine atom, which can enhance lipophilicity and potentially improve membrane permeability. The molecular weight of the compound is relatively high, which may indicate that it has low permeability due to its larger size. However, the presence of aromatic rings, such as the phenyl ring with the attached fluorine atom, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially improving permeability. Overall, based on the given properties, it is difficult to definitively determine the permeability of the molecule. However, considering the presence of lipophilic groups, aromaticity, and the potential for balanced affinity for both the aqueous phase and the lipid bilayer, it is reasonable to predict that the molecule may have moderate permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 309

**SMILES:** C1CCN(CC1)C2=NC(=CS2)C3=CC=C(C=C3)Br

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCN(CC1)C2=NC(=CS2)C3=CC=C(C=C3)Br is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to predict the permeability of the molecule. 

1. Lipophilicity: The molecule contains a bromine atom, which increases its lipophilicity. This suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. However, the presence of the nitrogen and sulfur atoms in the heterocyclic rings also introduces some polarity, which may slightly reduce the overall lipophilicity.

2. Molecular Size and Weight: The molecule has a relatively small size and weight, which is favorable for permeability. This suggests that the molecule can easily diffuse through the artificial membrane.

3. Polarity: The presence of the nitrogen and sulfur atoms in the heterocyclic rings introduces some polarity to the molecule. However, the overall polarity is still relatively low due to the presence of the aromatic ring and the bromine atom. This low polarity is beneficial for permeability.

4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer.

5. Rigidity: The molecule contains a rigid bicyclic structure, which may enhance its permeability by facilitating interactions with the lipid bilayer.

6. Aromaticity: The presence of the aromatic ring in the molecule can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability.

7. Hydration Energy: The molecule does not contain any highly polar functional groups, suggesting that it has relatively low hydration energy. This is beneficial for permeability.

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 expected to have high permeability to the artificial membrane. The combination of lipophilicity, small size and weight, low polarity, neutral charge, rigidity, aromaticity, low hydration energy, and balanced membrane affinity all contribute to its ability to diffuse through the lipid bilayer. Therefore, the final answer is: Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C=CC=C4Cl)C5=C(C=NN5)Cl)C(=O)C1 is a complex compound with multiple functional groups and aromatic rings. It is a derivative of a benzoxazole, which is a heterocyclic compound containing a benzene ring fused to an oxazole ring. The molecule contains two chlorine atoms, which contribute to its lipophilicity and can potentially affect its permeability. The presence of multiple aromatic rings, including a benzene ring and a pyrazole ring, suggests that the molecule may have a high degree of lipophilicity and rigidity. These properties are favorable for membrane permeation. Additionally, the molecule contains a carbonyl group, which can participate in hydrogen bonding and potentially affect its solubility and interactions with the lipid bilayer. Overall, based on the properties of the molecule, it is likely to have high permeability to the artificial membrane. The presence of lipophilic groups, aromatic rings, and a balanced affinity for both the aqueous phase and the lipid bilayer suggest that the molecule can easily diffuse through the membrane. Therefore, the final answer is: Final answer: High 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:
The molecule with the SMILES code COC1=C(C=C(C=C1)S(=O)(=O)N2CCOCC2)NC(=O)C3=CC(=CC=C3)N4C=CC=C4 is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with various groups. The molecule contains a sulfonamide group (S(=O)(=O)N) and an amide group (NC(=O)). The presence of these groups suggests that the molecule may have some degree of polarity and hydrogen bonding potential. Additionally, the molecule contains several aromatic rings, which can contribute to its lipophilicity and interactions with the lipid bilayer. The molecule also has a methoxy group (OCH3) and a hydroxyl group (OH), indicating the presence of oxygen atoms. These oxygen atoms can potentially participate in hydrogen bonding or interact with the lipid bilayer. Based on the properties mentioned earlier, the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity suggest that it may have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability. However, it is important to note that the exact permeability value cannot be determined solely based on the SMILES code. Experimental data or further analysis would be required to obtain a more accurate estimate.

------
# 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:
The molecule with the SMILES code CC1=CC2=C(C=C1)SC3=C(C=C(C=C3)C(=O)NC4CCCC4)N=C2C is a complex organic compound. It consists of a fused benzothiazole ring system with a cyclopentyl group attached to it. The molecule also contains a carbonyl group and a nitrogen atom. Based on the given properties, we can analyze the molecule's permeability. The lipophilicity of the molecule is likely to be high due to the presence of aromatic rings and the alkyl groups. This suggests that the molecule may have good permeability. The molecular size and weight are relatively moderate, which is favorable for permeability. The molecule is neutral, which is beneficial for diffusion through the lipid bilayer. The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. The hydration energy of the molecule is likely to be low, which can improve membrane permeation. Overall, considering the lipophilicity, molecular size, neutrality, aromaticity, and low hydration energy, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 313

**SMILES:** C1CN(CCN1)C2=NC(=CS2)C3=CC=C(C=C3)Br

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CCN1)C2=NC(=CS2)C3=CC=C(C=C3)Br is a 4-bromo-N-(1-piperazinyl)-1,3-thiazol-2-amine. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of the piperazine moiety (N-(1-piperazinyl)) indicates that the molecule is likely to have a moderate to high lipophilicity, as piperazine is a common lipophilic group. This lipophilicity can enhance the molecule's ability to permeate the artificial membrane. Secondly, the thiazole ring (1,3-thiazol-2-amine) contributes to the molecule's overall lipophilicity and can also influence its hydrogen bonding capabilities. The presence of the bromine atom (4-bromo) adds to the molecule's lipophilicity and can potentially affect its interactions with the lipid bilayer. Lastly, the aromatic ring (C3=CC=C(C=C3)) provides the molecule with additional lipophilicity and can influence its interactions with the membrane. Overall, considering the presence of lipophilic groups, moderate molecular size, and the absence of polar or charged functional groups, this molecule is expected to exhibit high permeability in the PAMPA assay. Final answer: High permeability.

------
# 314

**SMILES:** COC1=CC=CC=C1N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC=C1N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of aromatic rings and the methoxy group (OCH3) in the molecule suggests a moderate to high lipophilicity, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and a piperidine ring. This may limit its permeability. 3. Polarity: The molecule contains both polar and nonpolar regions. The presence of the carbonyl group (C=O) and the piperidine ring suggests a moderate polarity. However, the overall polarity is likely to be low due to the presence of aromatic rings. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of multiple aromatic rings and the piperidine ring contributes to the rigidity of the molecule. Rigidity can enhance membrane permeation. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The presence of polar functional groups, such as the carbonyl group, suggests a moderate hydration energy. This may impact the molecule's ability to permeate the membrane. 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 is expected to have low-to-moderate permeability to the artificial membrane. The combination of moderate lipophilicity, moderate polarity, and moderate hydration energy suggests that the molecule may have some difficulty diffusing through the lipid bilayer. However, the presence of aromatic rings and rigidity may enhance its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1=CC2=C(C=CC(=C2N=C1)O)CNC3=C(C=C(C=C3)F)F is a complex compound with multiple functional groups. It is a derivative of quinoline, containing a central quinoline ring fused with a phenyl ring. The molecule also possesses two fluorine atoms and a hydroxyl group attached to the quinoline ring. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The presence of the hydroxyl group suggests that the molecule may have some polarity, which could potentially hinder its permeability. However, the lipophilicity of the molecule, indicated by the presence of aromatic rings and the absence of highly polar functional groups, suggests that it may have a higher affinity for the lipid bilayer. The molecular size and weight of the compound are relatively moderate, which could contribute to its permeability. Additionally, the presence of aromatic rings can enhance lipophilicity and improve membrane permeation. Considering these factors, it is likely that the molecule has high permeability to the artificial membrane. The combination of lipophilicity, moderate molecular size, and the presence of aromatic rings suggests that the molecule can easily diffuse through the lipid bilayer. Therefore, the final answer is: 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:
The molecule with the SMILES code CC(=O)NC1=CC=C(C=C1)OCC2=C(C=CC(=C2)C3=NC4=CC=CC=C4C(=O)N3CC5=CC=CC=C5)OC is a complex compound with multiple aromatic rings and functional groups. It is a derivative of quinoxaline, which is a bicyclic heteroaromatic compound. The molecule contains a carbonyl group (C=O) and an amide group (C(=O)N), indicating its potential for hydrogen bonding and interactions with other molecules. The presence of multiple aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. The molecule's molecular weight and size are relatively high, which may limit its permeability. However, the presence of the ether group (C-O-C) and the absence of polar functional groups like hydroxyl or amine suggest that it may have low polar surface area, further contributing to its permeability. The molecule's rigidity, due to the presence of multiple aromatic rings, may also enhance its permeability. Additionally, the absence of charged species and the presence of a balanced affinity for both the aqueous phase and the lipid bilayer suggest that the molecule may have good permeability. In conclusion, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 317

**SMILES:** CC(C)OC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC(C)OC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic alkyl chain (CC(C)OC) and a phenyl ring, which suggests that it has a moderate to high lipophilicity. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and a piperidine ring. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as the amide (C(=O)N) and thiazole (C2=CSC(=N2)) moieties. However, the overall polar surface area is relatively low, which suggests that the molecule may have low-to-moderate polarity. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The presence of aromatic rings and the piperidine ring contributes to the rigidity of the molecule. Rigidity can enhance membrane permeation. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar functional groups may result in moderate hydration energy, which could impact membrane permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which suggests that it may exhibit good PAMPA permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The combination of moderate lipophilicity, large size, low polar surface area, and moderate hydration energy suggests that the molecule may have difficulty diffusing through the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CN1CCN(CC1)C2=CC=C(C=C2)NC3=NC=C(C(=N3)OC4=CC=CC(=C4)NC(=O)C=C)Cl is a complex compound with various chemical and physical properties. It is a derivative of 1,3-dimethylpiperazine, containing a 4-[[5-(3-allylcarbamoylphenoxy)-2-chloro-4-pyrimidinyl]amino]phenyl group. This molecule possesses several key properties that influence its permeability in the PAMPA assay. Firstly, the presence of the 1,3-dimethylpiperazine moiety suggests that the molecule may have a moderate to high lipophilicity, which can enhance its permeability. Additionally, the aromatic rings present in the structure contribute to its lipophilicity and may influence its interactions with the lipid bilayer. The molecule also contains a chlorine atom, which can affect its polarity and solubility. The presence of the chlorine atom may reduce the overall polarity of the molecule, potentially improving its permeability. Furthermore, the molecule exhibits a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. In summary, based on the chemical properties of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is due to its moderate to high lipophilicity, balanced affinity for both the aqueous phase and the lipid bilayer, and the presence of aromatic rings. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCCOC(=O)C1=CC=C(C=C1)OC2=C(NN=C2C3=C(C=C(C=C3)O)O)C is a complex organic compound with a variety of chemical and physical properties. It is a derivative of propyl 4-[4-(2,4-dihydroxyphenyl)-1-methyl-1H-pyrazol-5-yl]oxybenzoate. The molecule contains a propyl group (CCC) attached to a benzoate ester (OC(=O)) moiety. It also has a pyrazole ring (1-methyl-1H-pyrazol-5-yl) and a phenol ring (2,4-dihydroxyphenyl) connected to the benzoate group. Additionally, there are two methoxy groups (OC) attached to the phenol ring. The presence of the propyl group and the ester moiety suggests that the molecule is lipophilic, which generally correlates with increased permeability. The aromatic rings and the presence of hydroxyl groups indicate that the molecule may have some polarity, but the overall lipophilicity is likely to dominate. The molecular size and weight of the compound are moderate, which suggests that it may have low-to-moderate permeability. The presence of the pyrazole ring and the phenol ring may contribute to the rigidity of the molecule, potentially enhancing its permeability. Overall, based on the chemical properties and structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

------
# 320

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a piperidine ring, which contributes to its lipophilicity. Lipophilicity is an important factor in PAMPA, as it affects the compound's ability to dissolve in the lipid bilayer. Additionally, the presence of a carbonyl group (C=O) suggests that the molecule may have some hydrogen bond acceptor capabilities. The molecule also contains a thiazole ring, which can influence its polarity and interactions with the lipid bilayer. The presence of a fluorine atom (F) attached to an aromatic ring can enhance the lipophilicity of the compound. Furthermore, the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to have 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:
The molecule with the SMILES code C1C(C2(CN1CC3=CC=C(C=C3)O)CN(C2)C4=CC=CC=C4)CNC5=CC=CC=C5 is a complex compound with a spiro[3.3]heptane core structure. It contains a central nitrogen atom surrounded by three phenyl rings, one of which is substituted with a hydroxyl group. The molecule also possesses a secondary amine group and a tertiary amine group. Based on the given properties, we can analyze the molecule's permeability as follows: 1. Lipophilicity: The presence of multiple aromatic rings and the hydroxyl group suggests that this molecule is lipophilic. This property generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule's size and weight are moderate, which may not hinder its permeability. 3. Polarity: The presence of the hydroxyl group and the amine groups indicates that the molecule has some polarity. However, the overall polarity is low due to the predominance of aromatic rings. This low polarity is favorable for permeability. 4. Charge: The molecule is neutral, which is beneficial for permeability. 5. Rigidity: The spiro[3.3]heptane core structure imparts rigidity to the molecule, which can enhance its permeability. 6. Aromaticity: The presence of aromatic rings contributes to the molecule's lipophilicity and can influence its interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar functional groups like the hydroxyl group may result in moderate hydration energy, which could impact permeability. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit good permeability. Considering these properties, the molecule is likely 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:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=C(C=C2)F)C(=O)NC3=NC(=CS3)C4=CC=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability. 1. Lipophilicity: The molecule contains aromatic rings and a sulfonamide group, which contribute to its lipophilicity. This suggests that it may have higher permeability. 2. Molecular Size and Weight: The molecule has a moderate molecular weight and size, which indicates that it may have a moderate permeability. 3. Polarity: The presence of polar functional groups, such as the sulfonamide and amide groups, suggests that the molecule may have some polarity. However, the overall polar surface area is relatively low, indicating that it may have higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The molecule contains aromatic rings, which contribute to its rigidity. This rigidity may enhance its permeability. 6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule contains polar functional groups, which may have higher hydration energy. However, the overall hydration energy is not high enough to hinder permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which suggests that it may have good permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. 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:
The molecule with the SMILES code C1=CSC(=C1)C2=NN=C(O2)NC(=O)C3=CC=C(C=C3)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to predict the permeability of the molecule. The molecule contains a thiophene ring (C1=CSC(=C1)), which contributes to its lipophilicity. Thiophene is a heterocyclic aromatic compound, and its presence suggests that the molecule may have a higher affinity for the lipid bilayer. Additionally, the molecule has a molecular weight of approximately 380 g/mol, which falls within a range that is generally associated with moderate permeability. The presence of a chlorine atom (Cl) indicates that the molecule is likely to be less polar and more lipophilic, which can enhance its permeability. Furthermore, the molecule contains a carbonyl group (NC(=O)) and a hydroxyl group (C2=NN=C(O2)), which suggests that it may have some degree of hydrogen bonding capability. However, the low number of hydrogen bond donors and acceptors in the molecule suggests that hydrogen bonding interactions may not significantly impact its permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to exhibit high permeability in the PAMPA assay. 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:
The molecule with the SMILES code CN1CCCN(CC1)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl is a diarylmethane derivative. It consists of a central carbon atom bonded to a chlorine atom, two phenyl rings, and a piperazine ring. The presence of the piperazine ring suggests that this molecule may have biological activity, as piperazine derivatives often exhibit pharmacological properties. The lipophilicity of this molecule is likely to be moderate to high due to the presence of the phenyl rings and the alkyl chain attached to the piperazine ring. This lipophilicity can enhance the molecule's ability to permeate the artificial membrane. The molecular size and weight of this molecule are relatively moderate, which suggests that it may have a good balance between permeability and molecular interactions with the lipid bilayer. The presence of the chlorine atom and the aromatic rings in this molecule may influence its interactions with the lipid bilayer, potentially affecting its permeability. Additionally, the presence of the piperazine ring may contribute to the molecule's ability to form hydrogen bonds and interact with the aqueous phase, which can impact its overall permeability. In summary, based on the given properties, this molecule is likely to have high permeability to the artificial membrane. It possesses a moderate lipophilicity, a moderate molecular size and weight, low polarity, and a balanced affinity for both the aqueous phase and the lipid bilayer. These factors contribute to its ability to diffuse through the hydrophobic lipid bilayer. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN(CC1=CC=C(C=C1)/C=C/C(=O)NO)CC23CC4CC(C2)CC(C4)C3 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. The molecule contains a lipophilic aromatic ring, which suggests that it has a high lipophilicity. This property is favorable for permeability, as lipophilic compounds tend to have better membrane permeation. Additionally, the molecule has a relatively small size and weight, which further supports its potential for high permeability. The presence of a polar functional group, the amide group (C(=O)NO), indicates that the molecule may have some degree of polarity. However, the overall polarity of the molecule is likely to be low due to the presence of the lipophilic aromatic ring. This low polarity is beneficial for permeability, as it allows the molecule to easily diffuse through the hydrophobic lipid bilayer. The molecule also contains a rigid structure, which can enhance its permeability. The presence of aromatic rings, such as the phenyl ring, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, considering the lipophilicity, small size, low polarity, rigidity, and aromaticity of the molecule, it is likely to have high permeability in the PAMPA assay. Final answer: High 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:
The molecule with the SMILES code CC(C)(C#N)C1=CC=C(C=C1)N2C3=C4C=C(C=CC4=NC=C3COC2=O)C5=CC6=CC=CC=C6N=C5 is a complex organic compound. It is a derivative of imidazoquinoline, which is known for its antiviral properties. The molecule contains multiple aromatic rings, including a quinoline ring system and a phenyl ring. These aromatic rings contribute to the molecule's lipophilicity, which is important for its permeability. The presence of a cyano group (C#N) indicates that the molecule is capable of forming hydrogen bonds and interacting with other molecules. This property can influence its solubility and permeability. The molecule also contains a nitrogen atom in the imidazole ring, which can act as a hydrogen bond acceptor. This property can affect its interactions with the artificial membrane. Overall, based on the given properties, the molecule is expected to have high permeability to the artificial membrane. This is due to its lipophilicity, small molecular size, low polar surface area, and balanced affinity for both the aqueous phase and the lipid bilayer. Final answer: High permeability.

------
# 327

**SMILES:** CN1CCN(CC1)C2=NC3=C(C=CC(=C3)Cl)NC4=CC=CC=C42

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CN1CCN(CC1)C2=NC3=C(C=CC(=C3)Cl)NC4=CC=CC=C42 is a 6-chloro-N-(4-methyl-1-piperazinyl)-2,3-dihydro-1H-phenazine. This molecule possesses several important properties that influence its permeability in the PAMPA assay. Firstly, the presence of the 6-chloro group increases the lipophilicity of the molecule, which generally correlates with increased permeability. However, the molecule's overall lipophilicity is also influenced by the presence of the piperazine and phenazine moieties. The piperazine group, with its two nitrogen atoms, contributes to the molecule's overall polarity, which can impact its permeability. Additionally, the presence of the phenazine ring system, which contains aromatic rings, can influence the molecule's lipophilicity and interactions with the lipid bilayer. Furthermore, the molecule's molecular size and weight are relatively moderate, which suggests that it may have a moderate permeability. The presence of the piperazine group, which contains a flexible and polar nitrogen atom, may also contribute to the molecule's ability to interact with the lipid bilayer. In summary, considering the presence of the 6-chloro group, the piperazine and phenazine moieties, the molecular size and weight, and the presence of aromatic rings, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

------
# 328

**SMILES:** CCC1=CC=C(C=C1)NC(=O)C2=NN3C=CC=NC3=C2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCC1=CC=C(C=C1)NC(=O)C2=NN3C=CC=NC3=C2 is a 7-(4-ethylphenyl)-N-(2-ethylphenyl)-2H-pyrrolo[2,3-d]pyrimidine-4-carboxamide. This molecule possesses several important chemical and physical properties that influence its permeability in the PAMPA assay. Firstly, the presence of two aromatic rings, one with an ethyl group and the other with a phenyl group, contributes to its lipophilicity. This lipophilicity enhances the molecule's ability to dissolve in the lipid bilayer, increasing its permeability. Additionally, the molecule contains a carboxamide functional group, which can form hydrogen bonds with the lipid bilayer. This hydrogen bonding capability can improve the molecule's solubility in the membrane and enhance its permeability. Furthermore, the presence of a pyrrolo[2,3-d]pyrimidine ring system in the molecule provides rigidity, which can facilitate its passage through the membrane. Overall, considering the lipophilicity, hydrogen bonding capability, rigidity, and aromaticity of the molecule, it is likely to exhibit high permeability in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

------
# 329

**SMILES:** CC1=NN2CCCN(C2=C1C3=CC=CC=C3C4=CC=CC=C4)CC5CC5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=NN2CCCN(C2=C1C3=CC=CC=C3C4=CC=CC=C4)CC5CC5 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilic nature. This suggests that it has a high affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule is relatively large, with a complex structure. This size may limit its permeability, as larger molecules have a harder time diffusing through the artificial membrane. 3. Polarity: The presence of nitrogen atoms and the overall structure of the molecule indicate that it is not highly polar. This suggests that it may have low polar surface area and low hydrogen bond donors/acceptors, which are associated with higher permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid bicyclic structure, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings contributes to the lipophilic nature of the molecule, as mentioned earlier. 7. Hydration Energy: The molecule does not contain any highly polar functional groups, suggesting that it may have low hydration energy. This is favorable for membrane permeation. 8. Membrane Affinity: The molecule's lipophilic nature and balanced affinity for both the aqueous phase and the lipid bilayer suggest that it may have good membrane affinity. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. 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:
The molecule with the SMILES code CC(C)(C)C1=CC=C(C=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzimidazole core, which is a fused aromatic ring system. It also contains a piperidine ring and a tert-butyl group attached to the benzene ring. The presence of these functional groups suggests that the molecule may have a moderate to high lipophilicity, which is favorable for permeability. The molecular weight of the compound is relatively high, which may indicate a lower permeability compared to smaller molecules. However, the presence of aromatic rings and the tert-butyl group can enhance its lipophilicity and improve its ability to penetrate the lipid bilayer. The molecule is neutral, which is beneficial for permeability as charged species tend to have lower diffusion rates through the membrane. Additionally, the presence of the benzimidazole core and the piperidine ring suggests that the compound may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is desirable for PAMPA permeability. Overall, based on the chemical structure and properties of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 331

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=CC=CC=C4C=C3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=CC=CC=C4C=C3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of aromatic rings, such as the naphthalene moiety, suggests that this molecule is lipophilic. Lipophilicity generally correlates with increased permeability, up to a certain threshold. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group (C(=O)N) and the thiol group (CS). These polar groups may hinder the molecule's permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple rings and the rigidity of the naphthalene moiety contribute to the molecule's rigidity. Rigidity can improve membrane permeation. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which can hinder permeation. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit better PAMPA permeability. Considering these properties, the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and rigidity may limit its permeability, while the lipophilicity and aromaticity may contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC1=CC=C(C=C1)N2C(=C3C(=NN(C(=O)C3=N2)CCCC(=O)NCC4=CC=CC=C4F)C)C is a complex compound with multiple functional groups and aromatic rings. Based on the properties provided, let's analyze the molecule's characteristics to predict its permeability to the artificial membrane. 1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. This suggests that it may have higher permeability. 2. Molecular Size and Weight: The molecule is relatively large, with a complex structure. This may limit its permeability. 3. Polarity: The presence of polar functional groups, such as the amide and carbonyl groups, indicates that the molecule may have some polarity. However, the overall low polar surface area suggests that it may still have good permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The molecule's complex structure and the presence of aromatic rings suggest that it may have some rigidity. This rigidity can enhance its permeability. 6. Aromaticity: The presence of aromatic rings contributes to the molecule's lipophilicity and may influence its interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar functional groups may result in some hydration energy, which could potentially limit permeability. However, the overall low polar surface area suggests that this effect may be minimal. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may have good permeability. Based on these properties, the molecule is expected to 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:
The molecule with the SMILES code C1CC(=O)NC2=C1C=CC(=C2)OCCCCN3CCN(CC3)C4=C(C(=CC=C4)Cl)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a fused ring system with a carbonyl group (C=O) and a nitrogen atom (N) attached to it. This indicates the presence of a lactam moiety, which can contribute to the compound's lipophilicity and potential for membrane permeation. Additionally, the molecule contains aromatic rings, which can influence its lipophilicity and interactions with the lipid bilayer. The presence of chlorine atoms (Cl) further enhances the compound's lipophilicity. The molecule also possesses a long alkyl chain (OCCCCN3CCN(CC3)C4=C(C(=CC=C4)Cl)Cl) attached to the nitrogen atom. This alkyl chain can contribute to the compound's hydrophobicity and influence its ability to interact with the lipid bilayer. Overall, based on the presence of lipophilic groups, aromatic rings, and a balanced hydrophobic-hydrophilic character, it is likely that this molecule exhibits high permeability in the PAMPA assay. 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:
The molecule with the SMILES code CC1CCCN(C1)C(=O)C2=CC3=C(C=C2)N(C=N3)C4=CC=CC(=C4)C is a complex organic compound. It is a derivative of purine, a heterocyclic aromatic compound found in DNA and RNA. The molecule consists of a central purine ring system with various functional groups attached. The presence of the carbonyl group (C=O) suggests that the molecule has the potential to form hydrogen bonds and interact with the lipid bilayer. The aromatic rings in the molecule, including the purine ring and the phenyl ring, contribute to its lipophilicity and can influence its interactions with the membrane. The molecule also contains a tertiary amine group (CCN) and a cyclic amine (CCCN), which can affect its solubility and permeability. The presence of the amine groups suggests that the molecule may have basic properties and can potentially form salt forms with acidic compounds. Overall, based on the given properties, the molecule is likely to have high permeability to the artificial membrane. This is due to its lipophilicity, small molecular size, low polar surface area, and neutral charge. The presence of aromatic rings and the carbonyl group also contribute to its ability to interact with the lipid bilayer. 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:
The molecule with the SMILES code 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 is a complex compound with multiple functional groups and structural features. It is not a PAMPA permeability probe, but rather a small molecule with potential pharmaceutical applications. The molecule contains a central core structure with a bromine atom attached to a pyrazolo[3,4-d]pyrimidine ring. This ring system is known to have biological activity and is often used as a scaffold for drug design. The molecule also contains a urea moiety, which can participate in hydrogen bonding interactions. The presence of aromatic rings, such as the phenyl ring, can influence lipophilicity and molecular interactions with the lipid bilayer. Additionally, the molecule has multiple hydroxyl groups, which can contribute to its polarity and potential for hydrogen bonding. Based on the given properties, the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity suggest that it may have moderate permeability to the artificial membrane. However, without further experimental data, it is challenging to definitively classify the molecule's permeability as high or low-to-moderate. Further analysis and experimental studies are required to determine the exact permeability of this molecule in the PAMPA assay.

Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code 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 is a complex compound with multiple functional groups. It consists of a central core structure with a thiazole ring and a pyrimidine ring, both substituted with various groups. The molecule also contains a sulfonamide group, a carboxylic acid group, and a trifluoromethoxyphenyl group. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the thiazole and pyrimidine rings, suggests that the molecule may have high lipophilicity, which generally correlates with increased permeability. The presence of the sulfonamide group and carboxylic acid group indicates that the molecule may have some polarity, which could affect its permeability. However, the overall structure of the molecule suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Additionally, the molecule's size and weight are relatively moderate, which is consistent with the desired permeability range. The presence of aromatic rings, such as the trifluoromethoxyphenyl group, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. In summary, based on the given properties, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 337

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3C4=CC=CC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3C4=CC=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings, such as the phenyl rings in the molecule, suggests a high lipophilicity. This property generally enhances the permeability of a molecule. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group (C(=O)N) and the thiol group (CS). These polar groups may reduce the overall polarity of the molecule, potentially affecting its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple rings and the rigid structure of the molecule contribute to its rigidity. Rigidity can enhance membrane permeation. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could potentially hinder membrane permeation. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit good PAMPA permeability. Based on these properties, the molecule is expected to have moderate permeability to the artificial membrane. It possesses a combination of lipophilic and polar characteristics, which may allow it to interact with the lipid bilayer to some extent. However, its relatively large size and weight, as well as the presence of polar functional groups, may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 338

**SMILES:** C1=CC=NC(=C1)C(=O)NC2=CC=C(C=C2)[S+](=O)(NC3=NC=CS3)[O-]

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=NC(=C1)C(=O)NC2=CC=C(C=C2)[S+](=O)(NC3=NC=CS3)[O-] is a complex organic compound. It consists of a pyridine ring fused with a thiazole ring, connected to a sulfonamide group and a carbonyl group. The molecule also contains a sulfur atom with a positive charge and an oxygen atom with a negative charge, indicating the presence of an ionic bond. Based on the given properties, we can analyze the molecule's permeability. The presence of aromatic rings, such as the pyridine and thiazole rings, suggests that the molecule may have lipophilic properties, which can enhance its permeability. Additionally, the presence of the carbonyl group indicates that the molecule may have some polarity, which could affect its interactions with the lipid bilayer. The sulfonamide group, with its sulfur atom, may also contribute to the molecule's lipophilicity. However, the presence of the ionic bond, indicated by the positive and negative charges, suggests that the molecule may have some solubility in water, which could potentially limit its permeability. Overall, considering the presence of aromatic rings, lipophilicity, and the absence of high polarity or charge, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 339

**SMILES:** CC1=CC=C(C=C1)C2=NC(=NC=C2)N3CCC(CC3)C(=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)C2=NC(=NC=C2)N3CCC(CC3)C(=O)N is a piperidinecarboxamide derivative. It consists of a piperidine ring fused with a benzene ring, which is substituted with a pyrimidine moiety. The presence of the carboxamide group indicates the presence of a nitrogen atom bonded to a carbonyl group. This molecule possesses several important properties that influence its permeability in the PAMPA assay. Firstly, the lipophilicity of the molecule is moderate due to the presence of aromatic rings and the hydrophobic piperidine ring. This lipophilicity allows the molecule to interact favorably with the lipid bilayer, promoting its permeation. Secondly, the molecular size and weight of the molecule are relatively small, which enhances its ability to diffuse through the artificial membrane. The absence of polar functional groups, such as hydroxyl or carboxyl groups, suggests that the molecule has a low polar surface area, further contributing to its permeability. Additionally, the molecule is neutral, which is advantageous for permeation through the hydrophobic lipid bilayer. The presence of the piperidine ring and the pyrimidine moiety also suggests that the molecule may exhibit some degree of rigidity, which can improve its permeability. In summary, based on the given properties, the molecule is expected to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 340

**SMILES:** CCOC1=CC=CC=C1N2CC(CC2=O)C3=NC4=CC=CC=C4N3CCOC5=CC=C(C=C5)C(C)(C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC1=CC=CC=C1N2CC(CC2=O)C3=NC4=CC=CC=C4N3CCOC5=CC=C(C=C5)C(C)(C)C is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a central core structure consisting of two fused aromatic rings, which are connected to a nitrogen-containing heterocycle. This structure imparts rigidity to the molecule, allowing it to easily permeate the lipid bilayer. Additionally, the presence of aromatic rings contributes to the lipophilicity of the molecule, enhancing its permeability. The molecule also contains several functional groups, including an ether group (C-O-C) and an amide group (C=O). These functional groups contribute to the overall polarity of the molecule, which is important for its permeability. The presence of the ether group suggests that the molecule may have some solubility in both the aqueous phase and the lipid bilayer, which can improve its permeability. Furthermore, the molecule has a relatively low molecular weight and size, which are favorable for permeability. Overall, considering the lipophilicity, rigidity, polarity, and molecular weight of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCC1=CC=C(C=C1)NC(=O)[C@H](CC2=CNC3=CC=CC=C32)NC(=O)[C@@H]4CC5=CC=CC=C5CN4 is a complex compound with various chemical and physical properties. It is a peptide-like molecule, consisting of a central core structure with multiple functional groups attached. The molecule contains a lipophilic alkyl chain (CCC) and an aromatic ring (C6H4) which contribute to its lipophilicity. This lipophilicity suggests that the molecule has a higher affinity for lipid-based environments, which is favorable for permeation through the artificial membrane. The presence of amide groups (NC(=O)) indicates the presence of peptide bonds, suggesting that the molecule may have some peptide-like characteristics. This could potentially affect its permeability, as peptides can have varying degrees of permeability depending on their sequence and structure. The molecule also contains a cyclic structure (CC2=CNC3=CC=CC=C32) and a rigid bicyclic structure (CC4=CC=CC=C4CN4). These structural features contribute to the molecule's rigidity, which can enhance its permeability. Overall, based on the presence of lipophilic groups, peptide-like characteristics, rigidity, and aromaticity, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the given SMILES code is a complex compound with multiple functional groups and aromatic rings. To determine its permeability to the artificial membrane, we can analyze its properties based on the guidelines provided.

1. Lipophilicity: The molecule contains several aromatic rings, which contribute to its lipophilicity. This suggests that it may have higher permeability.
2. Molecular Size and Weight: The molecule is relatively large, with a complex structure. This may limit its permeability.
3. Polarity: The presence of polar functional groups, such as hydroxyl and carboxyl groups, indicates that the molecule may have some polarity. However, the overall polar surface area is likely to be low due to the presence of aromatic rings.
4. Charge: The molecule is neutral, which is favorable for permeability.
5. Rigidity: The molecule contains a fused ring system, which may contribute to its rigidity. Rigidity can improve membrane permeation.
6. Aromaticity: The presence of multiple aromatic rings suggests that the molecule may have lipophilic interactions with the lipid bilayer, potentially enhancing its permeability.
7. Hydration Energy: The presence of polar functional groups may result in higher hydration energy, which could limit permeability.
8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which suggests that it may exhibit good permeability.

Considering these properties, the molecule is likely to have high permeability to the artificial membrane. The presence of lipophilic aromatic rings, rigidity, and a balanced membrane affinity contribute to its favorable permeability characteristics. However, the large molecular size and weight may slightly limit its permeability. Overall, the molecule is expected to have high permeability. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCOC(=O)C1=C(C(=C(N1)C)CCC(=O)N2CCN(CC2)C3=CC=CC(=C3C)C)C is a complex organic compound. It is a derivative of a pyrrole ring, with various functional groups attached. The molecule contains an ester group (C(=O)O) and an amide group (C(=O)N), which are both polar functional groups. These groups can potentially interact with the lipid bilayer, affecting the molecule's permeability. Additionally, the molecule has a lipophilic alkyl chain (CCOC) and a hydrophobic aromatic ring (C1=C(C(=C(N1)C)CCC(=O)N2CCN(CC2)C3=CC=CC(=C3C)C)). These hydrophobic regions can enhance the molecule's ability to penetrate the lipid bilayer. The presence of the pyrrole ring and the aromatic ring suggests that the molecule may have some degree of rigidity, which can improve its permeability. Overall, considering the presence of polar functional groups, hydrophobic regions, and aromatic rings, it is likely that this molecule has high permeability to the artificial membrane. 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:
The molecule with the SMILES code CC(=O)NC1=CC=C(C=C1)C(=O)NC2=CC3=C(C=C2)SC4=CC=CC=C4C(=O)N3C5CCCC5 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings and carbonyl groups suggests that this molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as carbonyl and amide groups, which may reduce its permeability. However, the presence of aromatic rings and sulfur atom in the structure suggests a low polar surface area. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of multiple aromatic rings and rigid structures suggests that the molecule is relatively rigid, which can improve its 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 polar functional groups suggests that the molecule may have moderate hydration energy, which may impact its permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, moderate hydration energy, and relatively large size and weight may limit its permeability. However, the lipophilicity, rigidity, and balanced membrane affinity suggest that it may still exhibit some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 345

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC(=O)C1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex organic compound. It consists of a central piperidine ring with various functional groups attached to it. The molecule contains a carbonyl group (C=O) and an ester group (C(=O)N), indicating its potential reactivity and ability to form hydrogen bonds. The presence of aromatic rings (C1=CC=CC(=C1)) suggests that the molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the molecule contains a thiazole ring (C2=CSC(=N2)), which can contribute to its lipophilicity and potentially improve its permeability. The piperidine ring (N3CCC(CC3)) is a saturated heterocycle, which can provide rigidity to the molecule and enhance its permeability. Overall, based on the presence of lipophilic groups, aromaticity, and rigidity, it is likely that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC(C)C1=CC=CC=C1C2=NC=C(C(=N2)NCC3CCN(C3)C4=NC=CN=C4)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central pyrazine ring with two aromatic rings attached to it. It also contains a fluorine atom and a tertiary amine group. The presence of the fluorine atom increases the lipophilicity of the molecule, which generally correlates with increased permeability. The molecule's molecular size and weight are moderate, which suggests that it may have a moderate permeability. However, the presence of the aromatic rings and the pyrazine ring contribute to its rigidity, potentially enhancing its permeability. The molecule's polarity is low due to the presence of the aromatic rings and the fluorine atom. This low polarity is associated with higher permeability. Additionally, the molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Overall, considering the lipophilicity, rigidity, low polarity, and balanced membrane affinity, the molecule is expected to have high permeability in the PAMPA assay. 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:
The molecule with the SMILES code C1CCCN(CC1)C2=NC(=NC3=CC=CC=C32)C4=CC=CC=N4 is a complex organic compound. It consists of a central piperidine ring with a pyridine ring attached to it. The molecule also contains two aromatic rings, one with a nitrogen atom and the other with a nitrogen and a carbon atom. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the piperidine and pyridine rings, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecular size and weight of the compound are moderate, which may also contribute to its permeability. The molecule's polarity is low due to the presence of aromatic rings and the absence of highly polar functional groups. This low polarity is associated with higher permeability. The charge of the molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. The rigidity of the molecule, indicated by the presence of the piperidine and pyridine rings, may also enhance its permeability. The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, and hydration energy of the molecule, it is likely to have high permeability to the artificial membrane. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC=C1N2CCN(CC2)C3=NC4=C(C=C3)C=C(C=C4)S(=O)(=O)N5CCCCC5 is a complex compound with various chemical and physical properties. It is a member of the piperazine family, characterized by a piperazine ring structure. The molecule contains a methoxy group (OCH3) attached to a phenyl ring, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule through a lipid bilayer, as it allows the compound to dissolve in the lipid phase. Additionally, the presence of the piperazine ring and the sulfur dioxide (SO2) group suggests that the molecule may have some degree of polarity and hydrogen bonding potential. However, the overall polarity of the molecule is likely to be low due to the presence of aromatic rings and the methoxy group. The molecule's size and weight are relatively moderate, which may impact its permeability. Smaller molecules tend to have higher permeability, but the presence of multiple aromatic rings and the piperazine ring may contribute to a higher molecular weight, potentially reducing permeability. Overall, based on the given properties, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of lipophilic groups, moderate size and weight, and low polarity suggest that it may have some ability to permeate the membrane, but the presence of polar groups and the piperazine ring may limit its permeability. Final answer: Low-to-moderate permeability.

------
# 349

**SMILES:** C1CCC(CC1)C(=O)NCCC2=NC3=CC=CC=C3N2CCOC4=CC=CC=C4N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CCC(CC1)C(=O)NCCC2=NC3=CC=CC=C3N2CCOC4=CC=CC=C4N is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a cyclohexyl group, which contributes to its lipophilicity. Lipophilicity generally enhances permeability, but it is important to note that the molecule also contains polar functional groups like amide and amine. These polar groups may reduce the overall lipophilicity and impact the permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and a cyclic structure. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups, such as amide and amine, which can interact with the aqueous phase. However, the presence of aromatic rings and the lipophilic cyclohexyl group may counterbalance the polarity and influence the overall permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule has a rigid structure due to the presence of aromatic rings and a cyclic structure. Rigidity can enhance permeability. 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 may result in higher hydration energy, which can limit permeability. However, the lipophilic cyclohexyl group may counterbalance this effect. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer due to the presence of polar and lipophilic groups. This balance can enhance permeability. Based on these properties, the molecule is expected to have moderate permeability to the artificial membrane. The presence of polar functional groups, lipophilicity, rigidity, aromaticity, and balanced membrane affinity contribute to its permeability. However, the large size and weight, as well as the potential for high hydration energy, may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 350

**SMILES:** CN1C=CC2=C1C=CC(=C2)C3=CSC(=N3)N4CCC(CC4)C(=O)N

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C=CC2=C1C=CC(=C2)C3=CSC(=N3)N4CCC(CC4)C(=O)N is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. The molecule contains a piperidine ring, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. The presence of aromatic rings, such as the benzene and thiazole rings, also enhances the lipophilicity of the molecule. Additionally, the molecule has a polar surface area and hydrogen bond donors/acceptors, which can influence its permeability. The presence of these functional groups can affect the molecule's ability to interact with the lipid bilayer and potentially hinder its permeation. The molecule is neutral, which is beneficial for its permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. The presence of the carbonyl group (C=O) suggests that the molecule may have some solubility in the aqueous phase, which can be advantageous for its permeation. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 351

**SMILES:** CC(C)CNC1=NC(=NC=C1)NCC2=CSC(=N2)C3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC(C)CNC1=NC(=NC=C1)NCC2=CSC(=N2)C3=CC=CC=C3 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains alkyl groups (CC(C)C) and aromatic rings (C3=CC=CC=C3), which contribute to its lipophilicity. This suggests that the molecule has a high affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively small size and weight, which is beneficial for permeability. Smaller molecules tend to have higher permeability as they can easily diffuse through the artificial membrane. 3. Polarity: The molecule contains nitrogen and sulfur atoms, which can contribute to its polarity. However, the presence of aromatic rings and alkyl groups suggests that the molecule has a low polar surface area. This low polarity is favorable for permeability. 4. Charge: The molecule is neutral, which is beneficial for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid pyrimidine ring (NCC1=NC(=NC=C1)N) and a thiazole ring (C2=CSC(=N2)). This rigidity can enhance the molecule's ability to permeate the membrane. 6. Aromaticity: The molecule contains an aromatic ring (C3=CC=CC=C3), which can influence lipophilicity and molecular interactions with the lipid bilayer. This aromaticity is favorable for permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups, suggesting that it has low hydration energy. This low hydration energy is beneficial for permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1)CNCC2=CC=CN2C3=NN=C(S3)N4CCN(CC4)C5=CC=CC=C5 is a complex compound with multiple functional groups. It consists of a central core structure with a phenyl ring substituted with a methoxy group (OCH3) and a nitrogen-containing group (CN). The molecule also contains a secondary amine (NH) and a tertiary amine (N) connected to a pyridine ring. Additionally, it has a thiadiazole ring (S-N=N-S) and a piperazine ring (N-CCN-N) attached to the central core. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups like the methoxy group and aromatic rings suggests that the molecule may have high lipophilicity, which can enhance its permeability. The presence of multiple amine groups indicates that the molecule may have a high degree of rigidity, which can also improve its permeability. However, the molecule's overall size and weight are not provided, so it is difficult to determine its impact on permeability. Additionally, the molecule's polarity, charge, and hydration energy are not specified, making it challenging to assess their effects on permeability. In summary, while the molecule's lipophilicity and rigidity suggest high permeability, the lack of information on size, weight, polarity, charge, and hydration energy hinders a definitive conclusion. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code COC1=CC=CC=C1N2CCN(CC2)CCN(C3=CC=CC=N3)C(=O)C4=CC=C(C=C4)F is a complex compound with various chemical and physical properties. It is a derivative of piperazine, containing a methoxyphenyl group, a pyridinyl group, and a fluorophenyl group. The molecule's lipophilicity, which refers to its affinity for lipid-based substances, is likely to be moderate to high due to the presence of aromatic rings and the methoxy group. This lipophilicity can enhance its permeability through the artificial membrane. The molecular size and weight of the compound are relatively large, which may limit its permeability. However, the presence of the piperazine ring and the pyridinyl group suggests that the molecule may have some flexibility, potentially aiding its passage through the membrane. The compound's polarity is low due to the presence of aromatic rings and the methoxy group, which can reduce its solubility in water. This low polarity is favorable for membrane permeation. The charge of the molecule is neutral, which is beneficial for its permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. The presence of aromatic rings, such as the pyridinyl and fluorophenyl groups, can influence the molecule's lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. Overall, considering the molecule's lipophilicity, moderate molecular size, low polarity, neutral charge, and the presence of aromatic rings, it is likely to have high permeability to the artificial membrane. 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:
The molecule with the SMILES code C1CC1C2=NC3=C(CCN(CC3)CC4=CC=C(C=C4)F)C(=N2)C5=CC=C(C=C5)O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a cyclopropyl group, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. Additionally, the presence of aromatic rings, such as the phenyl ring and the pyridine ring, can influence the molecule's interactions with the lipid bilayer, potentially affecting its permeability. The molecule also contains a hydroxyl group, which can contribute to its polarity. However, the overall polarity of the molecule is likely to be low due to the presence of multiple nonpolar groups, such as the cyclopropyl and aromatic rings. The presence of a fluorine atom in the molecule can enhance its lipophilicity and potentially improve its permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code 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[C@H](CO)O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central core with two aromatic rings connected by a sulfur atom. It also contains a sulfonamide group (S(=O)(=O)N) and a pyridine ring. Additionally, there is a sugar moiety attached to the central core. The presence of aromatic rings suggests that the molecule may have lipophilic properties, which can enhance its permeability. The sulfonamide group can contribute to the molecule's polarity and hydrogen bonding potential. The pyridine ring and the sugar moiety can influence the molecule's overall polarity and solubility. The molecule's molecular weight and size are relatively high, which may limit its permeability. However, the presence of the sugar moiety and the hydroxyl groups attached to it can potentially improve the molecule's solubility and facilitate its passage through the artificial membrane. Overall, considering the presence of aromatic rings, the sulfonamide group, and the sugar moiety, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The high molecular weight and size may hinder its diffusion, while the polar and hydrogen bonding groups can partially counteract this effect. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1=CC=C(C=C1)CNC(=O)C2=NC(=NC=C2Cl)S(=O)(=O)CC3=CC=C(C=C3)F is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with a chloro group and a fluorine atom, connected to a sulfonamide group. The sulfonamide group is further connected to a pyrimidine ring, which is then connected to an amide group. The amide group is connected to a secondary amine, which is connected to another benzene ring. This molecule possesses several important properties that influence its permeability. Firstly, the presence of the chloro and fluorine substituents on the benzene rings increases the lipophilicity of the molecule, which generally correlates with increased permeability. Additionally, the presence of the sulfonamide group and the amide group contribute to the overall polarity of the molecule. However, the molecule also contains several polar functional groups, such as the amine and amide groups, which may limit its permeability. Furthermore, the presence of the pyrimidine ring and the aromatic rings in the molecule contribute to its rigidity, which can enhance its permeability. Overall, considering the lipophilicity, rigidity, and aromaticity of the molecule, it is likely to have high permeability to the artificial membrane. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCC1=CC(=CC=C1)NS(=O)(=O)C2=CC3=C(C=C2)N(C(C3)C)C(=O)C4CC4 is a complex compound with multiple functional groups. It is a sulfonamide derivative with a fused indole ring system. The molecule contains a cyclopropyl group, a benzene ring, and a sulfonamide moiety. The presence of the cyclopropyl group suggests that the molecule is relatively small in size, which is favorable for permeability. The benzene ring indicates that the molecule is lipophilic, which can enhance its ability to pass through the lipid bilayer. The sulfonamide group is polar and can form hydrogen bonds, which may affect the molecule's interactions with the artificial membrane. The fused indole ring system is aromatic and can contribute to the molecule's lipophilicity and potential interactions with the lipid bilayer. Overall, considering the lipophilicity, molecular size, and aromaticity of the molecule, it is likely to have high permeability to the artificial membrane. The presence of polar functional groups and potential hydrogen bonding interactions may slightly reduce its permeability, but overall, the molecule is expected to exhibit high permeability. Final answer: High permeability.

------
# 358

**SMILES:** CC1=CC(=C(N1C2=CC(=CC=C2)Cl)C)C3=NN=C4N3CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=C(N1C2=CC(=CC=C2)Cl)C)C3=NN=C4N3CCCCC4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to predict the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, such as the phenyl and pyridine rings, which contribute to its lipophilicity. This lipophilicity suggests that the molecule has a high affinity for lipid environments, which is favorable for permeation through the artificial membrane. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains both polar and nonpolar regions. The presence of the chlorine atom and the nitrogen atoms in the pyridine ring contribute to its polarity. However, the overall polarity of the molecule is relatively low due to the presence of the nonpolar aromatic rings. This low polarity suggests that the molecule may have better permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. Charged species are less likely to diffuse through the membrane. 5. Rigidity: The molecule contains multiple rigid aromatic rings, which contribute to its overall rigidity. Rigidity can enhance membrane permeation. 6. Aromaticity: The presence of aromatic rings in the molecule contributes to its lipophilicity and influences its interactions with the lipid bilayer, potentially affecting its permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water molecules, suggesting that it may have lower hydration energy. This property can improve membrane permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected 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:
The molecule with the SMILES code CC1=CC(=C(N1C2=CC=CC(=C2)C(F)(F)F)C)C3=NN=C4N3CCCCC4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central pyrrole ring fused with a benzene ring, which is further substituted with a trifluoromethyl group. Additionally, there are two methyl groups attached to the benzene ring. The presence of the pyrrole and benzene rings suggests that the molecule may have aromatic properties, which can influence its lipophilicity and interactions with the lipid bilayer. The trifluoromethyl group is highly electronegative and can enhance the lipophilicity of the molecule. This increased lipophilicity can contribute to higher permeability. The molecule also contains a nitrogen atom in the pyrrole ring, which can potentially form hydrogen bonds with the lipid bilayer. However, the presence of the trifluoromethyl group may reduce the ability of the molecule to form hydrogen bonds, further influencing its permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this molecule is likely to exhibit high permeability in the PAMPA assay. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCN(C1)C2=NC=C(C=C2)CNC(=O)C3=C(C=CC(=C3)Cl)O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a central piperidine ring, which contributes to its lipophilicity. Lipophilicity is an important factor in PAMPA, as it affects the compound's ability to dissolve in the lipid bilayer. Additionally, the presence of aromatic rings, such as the benzene ring with a chlorine substituent, enhances the compound's lipophilicity and can influence its interactions with the lipid bilayer. The molecule also contains a carbonyl group (C=O) and a hydroxyl group (OH), which contribute to its polarity. However, the overall polarity of the molecule is relatively low due to the presence of the lipophilic aromatic rings. The presence of a nitrogen atom in the piperidine ring and the amide group (CNC(=O)) suggests that the molecule may have some hydrogen bonding capability. However, the low polar surface area and the presence of lipophilic groups indicate that hydrogen bonding is not a dominant factor in determining the molecule's permeability. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, we can conclude that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 361

**SMILES:** COC1=CC=C(C=C1)CN2CCN(CC2)C(=O)C3=CC4=C(S3)CCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)CN2CCN(CC2)C(=O)C3=CC4=C(S3)CCC4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. The molecule contains a methoxy group (OCH3) and a phenyl ring, which contribute to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. The presence of a methoxy group enhances lipophilicity, while the phenyl ring provides additional hydrophobicity. The molecule also contains a piperazine ring, which is a cyclic amine. This ring contributes to the overall polarity of the molecule. However, the presence of the methoxy group and the phenyl ring counterbalances the polarity, resulting in a relatively low polar surface area. Furthermore, the molecule has a thienyl ring, which is a five-membered heterocycle containing sulfur. This ring introduces aromaticity and additional hydrophobicity to the molecule. The presence of the thienyl ring enhances the lipophilicity of the compound. Overall, considering the lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, this molecule is expected to have high permeability in the PAMPA assay. It possesses a balanced combination of lipophilic and nonpolar features, which are favorable for membrane permeation. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC(=CC=C4)OC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability. 1. Lipophilicity: The molecule contains aromatic rings, such as the phenyl ring, which contribute to its lipophilicity. This suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the sulfonamide (S(=O)(=O)N) and amide (C(=O)N) groups. These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of aromatic rings and rigid functional groups, such as the thiazole ring, suggests that the molecule may have a high degree of rigidity. This rigidity can enhance its permeability, as rigid molecules tend to permeate membranes more easily. 6. Aromaticity: The molecule contains multiple aromatic rings, which can influence its lipophilicity and molecular interactions with the lipid bilayer. This may contribute to its permeability. 7. Hydration Energy: The presence of polar functional groups, such as the sulfonamide and amide groups, suggests that the molecule may have relatively high hydration energy. This could hinder its permeability, as high hydration energy can limit its ability to diffuse through the lipid bilayer. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. This balance can enhance its ability to diffuse through the artificial membrane. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, large size, and high hydration energy may limit its permeability, while the lipophilicity, rigidity, and aromaticity may contribute to its ability to permeate the membrane to some extent. Therefore, the final answer is: Final answer: Low-to-moderate 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C[C@H]([C@@H](C[C@H]1CC2=NC3=C(N2)C=CC(=N3)OC)C(C)C)CNCC4=CC=CC=C4O is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central core structure with multiple functional groups attached. It contains a cyclohexene ring, an amine group, and a phenol group. The presence of aromatic rings, such as the phenol group, can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. The molecule also possesses chirality, indicated by the [C@H] and [C@@H] symbols. Chirality can impact the molecule's interactions with the artificial membrane, potentially affecting its permeability. The presence of the amine group suggests that the molecule may have some degree of water solubility, which could impact its permeability. However, the overall lipophilicity of the molecule, due to the presence of multiple hydrophobic groups, is likely to dominate its permeability characteristics. Based on the given properties, the molecule is expected to have high permeability to the artificial membrane. This is due to its lipophilicity, small molecular size and weight, low polar surface area, and neutral charge. The presence of aromatic rings and the amine group may also contribute to its permeability. Therefore, the final answer is: Final answer: High 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=CC(=C1)NS(=O)(=O)C2=CC3=C(C=C2)NC=C(C3=O)C(=O)NCC4=CC=CO4)C is a complex compound with multiple functional groups. It is a sulfonamide derivative with a fused quinoline ring system. The molecule contains a hydroxyl group (OH) and a carboxylic acid group (COOH), indicating its potential to form hydrogen bonds. The presence of these functional groups suggests that the molecule may have a moderate polarity. The molecule also contains a sulfonamide group (SO2NH2), which can enhance the lipophilicity of the compound. This lipophilic character can contribute to its permeability through the artificial membrane. Additionally, the molecule has a fused quinoline ring system, which can provide rigidity to the structure. This rigidity can improve the molecule's ability to permeate the membrane. Overall, considering the presence of hydrogen bonding groups, moderate polarity, lipophilicity, and rigidity, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate 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:
The molecule with the SMILES code 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 is a complex organic compound. It is a derivative of a natural product found in the plant Cucumis sativus. The molecule consists of a long hydrocarbon chain with multiple double bonds and a carbonyl group. It also contains a cyclic structure with a ketone and hydroxyl group. The presence of the carbonyl group suggests that the molecule may have some degree of polarity. The molecule's lipophilicity, which refers to its affinity for lipid-based substances, is likely to be high due to the long hydrocarbon chain. This property is important for determining its permeability through the artificial membrane. The molecule's molecular size and weight are relatively large, which may limit its permeability. The presence of multiple double bonds and aromatic rings can influence its lipophilicity and interactions with the lipid bilayer, affecting its permeability. Additionally, the molecule's rigidity and hydration energy may also play a role in its permeability. Overall, based on the given properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because of its large size, potential polarity, and the presence of functional groups that may interact with the membrane. However, further analysis and experimental data are necessary to provide a more accurate prediction. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC(C)C1=CC=C(C=C1)OCC2=NC3=C(N2CC4=CC=CC=C4)C(=O)N(CCN3)CCOC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability. 1. Lipophilicity: The molecule contains multiple hydrophobic regions, such as the aromatic rings and alkyl chains, which contribute to its lipophilicity. This suggests that the molecule has a high affinity for the lipid bilayer, enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the hydroxyl group and amide group, which may interact with the aqueous phase. However, the overall polarity of the molecule is relatively low due to the presence of hydrophobic regions. This suggests that the molecule may have moderate polarity, which could impact its permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the lipid bilayer. Charged species are less likely to diffuse through the membrane. 5. Rigidity: The molecule contains a rigid structure due to the presence of aromatic rings and the presence of a lactam ring. This rigidity may enhance its permeability. 6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This suggests that the molecule may have high permeability. 7. Hydration Energy: The molecule has low hydration energy due to the presence of hydrophobic regions. This suggests that the molecule may have better permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is favorable for permeation through the membrane. Based on these properties, the molecule is expected to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC(=O)C1=C(N=C(S1)NC(=O)C2=CC=CO2)C3=CC=CC=C3 is a complex organic compound. It consists of a central core structure with multiple functional groups attached. The molecule contains a carbonyl group (C=O) and an ester group (C(=O)C), indicating its potential reactivity and ability to form hydrogen bonds. The presence of a thiazole ring (C1=C(N=C(S1))) suggests that the molecule may have some aromatic character, which can influence its lipophilicity and interactions with the lipid bilayer. The molecule also contains a furan ring (C2=CC=CO2), which can contribute to its overall lipophilicity and membrane affinity. The presence of aromatic rings (C3=CC=CC=C3) further enhances its lipophilic nature. Based on the given properties, the molecule's lipophilicity, molecular size and weight, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity all contribute to its high permeability. Therefore, the final answer is: Final answer: High permeability. This molecule is expected to have good permeability in the PAMPA assay due to its lipophilic nature, balanced polarity, and favorable interactions with the lipid bilayer. It is likely to diffuse through the artificial membrane with ease.

------
# 368

**SMILES:** CCOC1=C(C(=C(C=C1)CCNC(=O)C2=CC3=C(N2CC4=CC=CC=C4)C=CS3)F)OCC

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CCOC1=C(C(=C(C=C1)CCNC(=O)C2=CC3=C(N2CC4=CC=CC=C4)C=CS3)F)OCC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple hydrophobic groups, such as the alkyl chains (CCOC and OCC) and the aromatic rings (C6H4 and C6H5). These hydrophobic groups contribute to the overall lipophilicity of the molecule, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This size and weight may limit its permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group (NC(=O)) and the hydroxyl group (OH). These polar groups may hinder the molecule's permeability. However, the presence of the alkyl chains and aromatic rings suggests that the molecule may have a balanced polarity, which could potentially improve its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid structure due to the presence of aromatic rings and the amide group. This rigidity may enhance its permeability. 6. Aromaticity: The molecule contains multiple aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. This aromaticity may contribute to the molecule's permeability. 7. Hydration Energy: The presence of polar functional groups, such as the amide group and the hydroxyl group, suggests that the molecule may have a moderate hydration energy. This moderate hydration energy could potentially impact its permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have moderate-to-high permeability to the artificial membrane. The presence of lipophilic groups, rigidity, and aromaticity suggests that the molecule may have a high permeability. However, the presence of polar functional groups and moderate hydration energy may slightly reduce its permeability. Therefore, the final answer is: Final answer: High permeability.

------
# 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:
The molecule with the SMILES code COC1=C(C(=C(C=C1)C2=CC3=C(C=C2)N=C(O3)C4=CC=C(C=C4)SC)OC)OC is a complex organic compound. It is a derivative of benzoxazole, which is a heterocyclic compound containing a benzene ring fused with an oxazole ring. The molecule also contains a thioether group (S atom) and multiple methoxy (OCH3) groups. Based on the properties provided, we can analyze the molecule's permeability. The presence of multiple methoxy groups suggests that the molecule is lipophilic, which generally correlates with increased permeability. Additionally, the molecule's size and weight are relatively small, which also supports higher permeability. The presence of aromatic rings, such as the benzene and oxazole rings, can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. However, the molecule's overall structure and the presence of the thioether group may also introduce some polarity and hydrogen bonding potential, which could slightly reduce its permeability. Considering these factors, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=CC=C(C=C1)CCNC(=O)C2CCCN(C2)C(=O)C3=CC4=C(N3C)C=CS4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a benzene ring, which contributes to its lipophilicity. Lipophilicity is an important factor in PAMPA, as it affects the compound's ability to dissolve in the lipid bilayer. Additionally, the presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, affecting permeability. The molecule also contains a carbonyl group (C=O) and an amide group (C(=O)N) in its structure. These functional groups can participate in hydrogen bonding and other intermolecular interactions, potentially affecting the compound's solubility and permeability. Furthermore, the molecule has a thiazole ring, which can contribute to its rigidity and influence its permeability. Rigidity often enhances membrane permeation. Overall, considering the presence of lipophilic aromatic rings, carbonyl and amide groups, thiazole ring, and other structural features, this molecule is likely to exhibit high permeability to the artificial membrane. Final answer: High permeability.

------
# 371

**SMILES:** CCN1C2=C(C=C1C(=O)N3CCCC(C3)C(=O)NCCC4=CC=C(C=C4)C)SC=C2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCN1C2=C(C=C1C(=O)N3CCCC(C3)C(=O)NCCC4=CC=C(C=C4)C)SC=C2 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The presence of multiple aromatic rings, such as the benzene ring in the molecule, suggests that it has a high lipophilicity. This property generally enhances the permeability of a molecule. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups, such as amide and thiol groups, which may reduce its permeability. However, the presence of aromatic rings and lipophilic substituents counterbalances this effect. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The molecule's complex structure with multiple rings and substituents contributes to its rigidity, which can enhance its permeability. 6. Aromaticity: The presence of aromatic rings, such as the benzene ring, can influence lipophilicity and molecular interactions with the lipid bilayer, thereby affecting permeability. 7. Hydration Energy: The molecule's structure suggests that it may have low hydration energy, which can improve its membrane permeation. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer suggests that it may exhibit good PAMPA permeability. Considering these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 372

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=NC3=CC=CC=C3C=C2)OCC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCOC1=C(C=C(C=C1)CCNC(=O)C2=NC3=CC=CC=C3C=C2)OCC is a complex organic compound. It is a derivative of quinoline, which is a heterocyclic aromatic compound. The molecule contains multiple functional groups, including an amide group (C=O), an ether group (C-O-C), and an aromatic ring system. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The presence of the ether group suggests that the molecule is lipophilic, which generally correlates with increased permeability. Additionally, the aromatic ring system contributes to the molecule's lipophilicity and may influence its interactions with the lipid bilayer. The molecular size and weight of the compound are moderate, which suggests that it may have a moderate permeability. The presence of the amide group indicates that the molecule may have some polarity, which could potentially affect its permeability. However, the overall polarity of the molecule is likely to be low due to the presence of the lipophilic groups. Overall, considering the lipophilicity, moderate molecular size and weight, low polarity, and the presence of aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 373

**SMILES:** CC1=CC=C(C=C1)OCCN2C3=CC=CC=C3N=C2CCNC(=O)N4CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)OCCN2C3=CC=CC=C3N=C2CCNC(=O)N4CCCCC4 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring (CC1=CC=C(C=C1)), which suggests that it has a high affinity for lipid environments. This property is likely to enhance its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and a long alkyl chain (OCCN2C3=CC=CC=C3N=C2CCNC(=O)N4CCCCC4). This size and weight may limit its permeability. 3. Polarity: The molecule contains polar functional groups (hydroxyl and amide groups) that can interact with the aqueous phase. However, the presence of aromatic rings and alkyl chains suggests that it may have a low polar surface area, which could improve its permeability. 4. Charge: The molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. 5. Rigidity: The molecule's structure contains rigid aromatic rings, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. 7. Hydration Energy: The molecule's structure suggests that it may have low hydration energy, which can improve its membrane permeation. 8. Membrane Affinity: The molecule's balanced affinity for both the aqueous phase and the lipid bilayer indicates that it may exhibit good PAMPA permeability. Based on these properties, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 374

**SMILES:** CCOC(=O)C1=CC=C(C=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC(=O)C1=CC=C(C=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4 is a complex organic compound. It is a derivative of benzimidazole, containing an ethyl ester group and a piperidine ring. The molecule also possesses a substituted phenyl ring and a fused pyridine ring system. Based on the given properties, we can analyze the molecule's permeability to the artificial membrane. The presence of the ethyl ester group suggests that the molecule is lipophilic, which generally correlates with increased permeability. Additionally, the substituted phenyl ring and the fused pyridine ring system contribute to the molecule's lipophilicity. The molecular size and weight of the compound are moderate, which may impact its permeability. However, the presence of the piperidine ring and the fused pyridine ring system may introduce some rigidity to the molecule, potentially affecting its ability to permeate the membrane. The molecule's polarity is relatively low due to the presence of the substituted phenyl ring and the fused pyridine ring system. This low polarity suggests that the molecule may have better permeability compared to highly polar compounds. Overall, considering the lipophilicity, moderate molecular size and weight, low polarity, and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 375

**SMILES:** CC1=CC(=C(N1)C(=O)NC2=CC(=CC=C2)[S+](=O)(N3CCCCCC3)[O-])C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=C(N1)C(=O)NC2=CC(=CC=C2)[S+](=O)(N3CCCCCC3)[O-])C is a complex organic compound. It consists of a central aromatic ring with substituents attached to it. The molecule contains a carbonyl group (C=O) and a sulfonamide group (S=O) which are both polar functional groups. The presence of these polar groups suggests that the molecule may have some solubility in water. However, the molecule also contains a long alkyl chain (CCCCCC) and an aromatic ring, which contribute to its lipophilicity. This lipophilicity indicates that the molecule has a tendency to dissolve in nonpolar solvents. The molecule's size and rigidity are also important factors in determining its permeability. The presence of the aromatic ring and the long alkyl chain suggests that the molecule may have a relatively large size and a degree of rigidity. This could potentially hinder its permeation through the artificial membrane. Overall, considering the presence of polar functional groups, lipophilicity, size, and rigidity, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar groups may hinder its diffusion through the lipid bilayer, while the lipophilicity and size may contribute to some degree of permeability. However, the presence of the sulfonamide group and the long alkyl chain may also limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC3=CC=CC=C3N2CC4=CC(=CC(=N4)C)C)OCC is a complex compound with multiple functional groups and aromatic rings. Based on the properties mentioned earlier, we can analyze its permeability to the artificial membrane. The molecule contains lipophilic groups such as alkyl chains (CCOC) and aromatic rings (C6H4), which suggest that it has a high lipophilicity. This property generally correlates with increased permeability. Additionally, the molecule has a relatively small molecular size and weight, which also supports higher permeability. The presence of polar functional groups like hydroxyl (OH) and amide (CONH) suggests that the molecule may have some polarity. However, the low polar surface area and low hydrogen bond donors/acceptors indicate that the molecule is more lipophilic than hydrophilic. The molecule is neutral, which is favorable for permeability. The presence of aromatic rings (C6H4) can influence lipophilicity and molecular interactions with the lipid bilayer, potentially affecting permeability. Overall, considering the lipophilicity, molecular size, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity, we can conclude that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 377

**SMILES:** CC(C)N(CCC(=O)C1=CC2=CC=CC=C2C=C1)CC3=CC=CC=C3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC(C)N(CCC(=O)C1=CC2=CC=CC=C2C=C1)CC3=CC=CC=C3 is a complex organic compound. It is a derivative of naphthalene, containing a ketone group (C=O) and an amine group (NH). The molecule also possesses a phenyl ring and a tertiary amine group. Based on the given properties, we can analyze the permeability of this molecule to the artificial membrane. Lipophilicity: The presence of the phenyl ring and the alkyl groups (methyl and ethyl) suggests that this molecule is lipophilic, which generally correlates with increased permeability. Molecular Size and Weight: The molecule has a moderate molecular weight due to the presence of multiple aromatic rings and alkyl groups. This moderate size is favorable for permeability. Polarity: The presence of the amine group and the ketone group suggests that this molecule has some polarity. However, the overall polarity is low due to the presence of the nonpolar aromatic rings. This low polarity is favorable for permeability. Charge: The molecule is neutral, which is favorable for permeability. Rigidity: The presence of the aromatic rings and the alkyl groups suggests that the molecule has some rigidity. This rigidity can improve membrane permeation. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. Hydration Energy: The presence of the amine group and the ketone group suggests that this molecule has moderate hydration energy. This moderate hydration energy is favorable for permeability. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on the analysis of the given properties, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCOC1=CC=CC=C1CNS(=O)(=O)C2=CC=C(C=C2)C3=CN=C(O3)C4CC4 is a complex compound with multiple functional groups. It consists of a central benzene ring substituted with various groups, including an ethoxy group (CCOC), a sulfonamide group (CNS(=O)(=O)), and a pyridine ring (C3=CN=C(O3)). The molecule also contains a cyclohexane ring (C4CC4) attached to the pyridine ring. Based on the properties provided, we can analyze the molecule's permeability. The presence of lipophilic groups, such as the ethoxy and sulfonamide groups, suggests that the molecule may have higher permeability. Additionally, the aromatic rings in the molecule, including the benzene and pyridine rings, can influence lipophilicity and molecular interactions with the lipid bilayer. The cyclohexane ring contributes to the overall rigidity of the molecule. The presence of polar functional groups, such as the sulfonamide and hydroxyl groups, may affect the molecule's polarity and hydrogen bonding potential. However, the overall polarity of the molecule is likely to be low due to the presence of multiple aromatic rings. Overall, considering the lipophilic nature, aromaticity, rigidity, and low polarity of the molecule, it is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 379

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC3=C(N2C)C=CS3)OCC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC3=C(N2C)C=CS3)OCC is a complex organic compound. It is a derivative of 4,5-dihydrothieno[2,3-b]pyrrole, with a carboxamide group attached to the nitrogen atom. The molecule also contains a phenethyl group substituted with two methoxy groups at positions 3 and 4. Additionally, there are two ethoxy groups attached to the phenyl ring. This molecule possesses several important properties that influence its permeability in the PAMPA assay. Firstly, the presence of the carboxamide group suggests that the molecule may have hydrogen bonding capabilities, which can affect its solubility and permeability. Secondly, the aromatic rings in the molecule contribute to its lipophilicity, which is important for membrane permeation. The presence of the thieno[2,3-b]pyrrole moiety indicates that the molecule may have some degree of rigidity, which can enhance its permeability. Furthermore, the molecule's overall size and weight are relatively moderate, which suggests that it may have a favorable balance between lipophilicity and water solubility. In conclusion, based on the given SMILES code, the molecule is likely to exhibit high permeability to the artificial membrane in the PAMPA assay. This is due to its lipophilic nature, moderate size and weight, and the presence of aromatic rings and a thieno[2,3-b]pyrrole moiety. Final answer: High permeability.

------
# 380

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CC=CS3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CC=CS3 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH) at positions 1 and 4, respectively. Attached to the benzene ring is an amine group (NH) connected to a thiophene ring. The thiophene ring is further substituted with a sulfonamide group (SO2NH) at position 2. The presence of the methoxy and hydroxyl groups increases the molecule's lipophilicity, which generally correlates with increased permeability. However, the presence of the amine and sulfonamide groups introduces polarity and potential hydrogen bonding interactions, which may reduce permeability. The thiophene ring contributes to the molecule's aromaticity, which can influence lipophilicity and interactions with the lipid bilayer. Overall, considering the combination of lipophilicity, polarity, aromaticity, and other properties, this molecule is likely to exhibit moderate permeability to the artificial membrane. It may have a higher permeability due to its lipophilic nature, but the presence of polar and hydrogen bonding groups may limit its permeation. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 381

**SMILES:** CC1=CC(=C(C=C1Cl)OC)NS(=O)(=O)C2=C(N=C3N(C2=O)C=CS3)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=C(C=C1Cl)OC)NS(=O)(=O)C2=C(N=C3N(C2=O)C=CS3)C is a complex compound with multiple functional groups. It is a sulfonamide derivative with a fused thieno[2,3-d]pyrimidine ring system. The molecule contains a chlorine atom, multiple aromatic rings, and a sulfonamide group. Based on the properties provided, we can analyze the permeability of this molecule. The presence of lipophilic groups, such as the aromatic rings and the alkyl chains, suggests that this molecule may have high lipophilicity, which generally correlates with increased permeability. The sulfonamide group, on the other hand, may have a negative impact on permeability due to its polar nature. The molecular size and weight of this compound are relatively large, which may limit its permeability. Additionally, the presence of polar functional groups, such as the sulfonamide and the hydroxyl groups, may hinder its diffusion through the lipid bilayer. Considering these factors, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups and the relatively large size may restrict its ability to easily diffuse through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 382

**SMILES:** C1=CC=NC(=C1)C2=NC(=CC(=O)N2)CSC3=CC=C(C=C3)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=NC(=C1)C2=NC(=CC(=O)N2)CSC3=CC=C(C=C3)Cl is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains aromatic rings, such as the pyridine and benzene rings, which contribute to its lipophilicity. This suggests that the molecule has a high affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the carbonyl group and the sulfur atom. However, the presence of aromatic rings and the chloro substituent suggests that the molecule has a low polar surface area. This low polarity is beneficial for permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains rigid aromatic rings, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings contributes to the lipophilicity and molecular interactions with the lipid bilayer, which can influence permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water molecules, suggesting low hydration energy. This is beneficial for permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC=NN2CC3=CC=CC(=C3)C)OCC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze its properties based on the given information. 1. Lipophilicity: The molecule contains multiple hydrophobic groups, such as alkyl chains (CCOC and C6H5) and aromatic rings (C6H5 and C6H4), which contribute to its lipophilicity. This suggests that the molecule has a high affinity for the lipid bilayer, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group (C=O) and the hydroxyl group (OH). These polar groups may interact with the aqueous phase, potentially hindering membrane permeation. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of aromatic rings and rigid functional groups, such as the amide group, suggests that the molecule may have a high degree of rigidity. Rigidity can improve 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 its permeability. 7. Hydration Energy: The presence of polar functional groups, such as the amide group and hydroxyl group, suggests that the molecule may have relatively high hydration energy. This could potentially hinder membrane permeation. 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 is expected to have moderate permeability due to its large size, polar functional groups, and potential high hydration energy. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C(C(=C1)CS(=O)(=O)C2=NC=C(C(=N2)C(=O)NC3=CC=CC=C3F)Cl)F is a complex compound with multiple functional groups. It is a sulfonamide derivative with a pyrimidine core and two aromatic rings attached. The molecule contains a chlorine atom, two fluorine atoms, and a sulfonyl group. The presence of these halogen atoms and the sulfonyl group suggests that the molecule may have a high lipophilicity, which can enhance its permeability through the artificial membrane. The molecule also contains a pyrimidine ring, which is a planar aromatic system. This aromaticity can contribute to the molecule's lipophilicity and its ability to interact with the lipid bilayer in the artificial membrane. Additionally, the molecule has a polar amide group, which can potentially form hydrogen bonds with the surrounding water molecules. However, the presence of the sulfonyl group and the aromatic rings may reduce the overall polarity of the molecule, making it more lipophilic. Overall, considering the presence of lipophilic groups, aromaticity, and the potential for hydrogen bonding, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 385

**SMILES:** CCCC1=NC2=C(C=CC(=C2)C(=O)NC3CCCCC3)SC4=C1C=C(C=C4)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCCC1=NC2=C(C=CC(=C2)C(=O)NC3CCCCC3)SC4=C1C=C(C=C4)C is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule contains a long hydrocarbon chain (CCCC) and a fused aromatic ring system (1,3-benzothiazole). The presence of the benzothiazole moiety suggests potential aromaticity, which can influence lipophilicity and molecular interactions with the lipid bilayer. Additionally, the molecule possesses a carbonyl group (C=O) and an amide group (C(=O)NC), indicating the presence of polar functional groups. These polar groups can influence the compound's solubility and interactions with the aqueous phase, affecting its permeability. The molecule's size and weight are relatively large due to the presence of the long hydrocarbon chain and the fused aromatic ring system. This suggests that the molecule may have lower permeability compared to smaller compounds. Overall, considering the presence of polar functional groups, the potential influence of aromaticity, and the relatively large size and weight of the molecule, it is likely that the compound has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CC1CCN(CC1)S(=O)(=O)C2=CC3=C(C=C2)N(C(=O)C=C3)CC(=O)NCC4=CC=C(C=C4)Cl is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a piperidine ring, which contributes to its lipophilicity. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to dissolve in lipid-based environments. Additionally, the presence of a sulfone group (S(=O)(=O)) enhances the molecule's lipophilicity. The molecule also contains an aromatic ring, which can influence its interactions with the lipid bilayer in the PAMPA assay. Aromatic rings can contribute to the overall lipophilicity of the molecule and potentially enhance its permeability. Furthermore, the molecule possesses a chlorine atom, which introduces polarity to the compound. While polarity can hinder permeability, the presence of a balanced affinity for both the aqueous phase and the lipid bilayer suggests that this molecule may exhibit better PAMPA permeability. Overall, considering the lipophilicity, aromaticity, and balanced polarity of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 387

**SMILES:** C1COC2=C(C=C(C=C2)C3=CN=C(S3)N4CCC(CC4)C(=O)NC5=CC=CC=C5)OC1

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1COC2=C(C=C(C=C2)C3=CN=C(S3)N4CCC(CC4)C(=O)NC5=CC=CC=C5)OC1 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, such as benzene and pyridine, which contribute to its lipophilicity. This suggests that the molecule has a high affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and substituents. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups, such as the amide group (C(=O)NC) and the nitrogen atom in the pyridine ring. These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of multiple aromatic rings and rigid substituents, such as the cyclohexane ring, suggests that the molecule is relatively rigid. Rigidity can improve membrane permeation by reducing the energy barrier for diffusion. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. Aromatic rings can enhance the molecule's ability to permeate the membrane. 7. Hydration Energy: The presence of polar functional groups, such as the amide group, suggests that the molecule may have relatively high hydration energy. High hydration energy can hinder permeability, as it may require more energy for the molecule to overcome the interactions with water molecules. 8. Membrane Affinity: The molecule's lipophilicity and rigidity suggest that it has a balanced affinity for both the aqueous phase and the lipid bilayer. This balance is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High 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:
The molecule with the SMILES code CCCC1=NC2=C(C=CC(=C2)C(=O)NC3CCCC3)SC4=C1C=C(C=C4)C is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. The molecule consists of a central core structure with a fused benzothiazole ring system, which is substituted with a cyclopentyl group and a carbonyl group. The presence of the cyclopentyl group suggests that the molecule is relatively small in size, which is favorable for permeability. Additionally, the molecule contains a thiazole ring, which can contribute to its lipophilicity and potentially enhance its permeability. The presence of the carbonyl group indicates that the molecule may have some polarity, which could affect its interactions with the lipid bilayer. However, the overall lipophilicity of the molecule, as indicated by the presence of multiple aromatic rings, suggests that it is likely to have high permeability. Furthermore, the molecule is neutral, which is favorable for permeation through the hydrophobic lipid bilayer. In summary, based on the chemical and physical properties of the molecule, it is expected to have high permeability in the PAMPA assay. This is due to its lipophilicity, small size, neutral charge, and the presence of aromatic rings. Final answer: High permeability.

------
# 389

**SMILES:** CC1=NN2CCCN(C2=C1C3=CC=CC=C3OCC4=CC=CC=C4)C(=O)CC5=CC6=C(C=C5)OCO6

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=NN2CCCN(C2=C1C3=CC=CC=C3OCC4=CC=CC=C4)C(=O)CC5=CC6=C(C=C5)OCO6 C[C@@H](CCC[C@H](CCC[C@H](CCCC[C@@H](CCCC[C@H](CCCC[C@@H](CCCC[C@H](CCCC[C@@H](CCCC[C@H](CCCC[C@@H](CCCC[C@H](CCCC[C@@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O)O)O)O)O)O is a complex molecule with multiple functional groups and a long carbon chain. Based on the properties provided, we can analyze the molecule's permeability to the artificial membrane. The molecule has a high lipophilicity due to the presence of multiple aromatic rings and long carbon chains. This suggests that it has a higher tendency to dissolve in lipid-based environments, which is favorable for membrane permeation. The molecule's molecular size and weight are relatively large, which may limit its permeability. However, the presence of multiple hydroxyl groups and the overall structure of the molecule indicate that it may have some flexibility and ability to adopt different conformations, potentially facilitating its passage through the membrane. The molecule's polarity is low due to the presence of aromatic rings and long hydrophobic chains. This suggests that it may have a low polar surface area, which is associated with higher permeability. Additionally, the molecule has a neutral charge, which is generally more favorable for membrane permeation compared to charged species. Overall, considering the molecule's lipophilicity, flexibility, low polarity, neutral charge, and the presence of aromatic rings, it is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code COC1=CC(=C(C=C1)OC)C2=NN=C3N2N=C(CS3)C4=C(C=CC=C4OC)OC is a complex compound with multiple functional groups. It consists of a central triazolopyrimidine ring connected to two phenyl rings and various methoxy groups. The presence of multiple methoxy groups suggests that this molecule is highly lipophilic, which is favorable for permeability. Additionally, the molecule's molecular size and weight are relatively small, further contributing to its potential permeability. The molecule's polarity is low due to the presence of aromatic rings and methoxy groups, which can reduce its solubility in water and enhance its ability to pass through the lipid bilayer. The absence of charged species in the molecule indicates that it is likely to have better permeability compared to charged compounds. The rigidity of the molecule, as indicated by the presence of aromatic rings, can also enhance its permeability. Furthermore, the presence of nitrogen and sulfur atoms in the triazolopyrimidine ring suggests that this molecule may have the potential to form hydrogen bonds and interact with the lipid bilayer, potentially affecting its permeability. Overall, based on the given properties, this molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 391

**SMILES:** CCN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)C4=CC=C(C=C4)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)C4=CC=C(C=C4)C is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. The molecule contains a nitrogen atom (N) and a sulfur atom (S), which suggests the presence of polar functional groups. However, the overall polarity of the molecule is reduced due to the presence of aromatic rings, which contribute to its lipophilicity. The lipophilicity of the molecule is further enhanced by the presence of alkyl groups (C) and the absence of highly polar substituents. The molecular size and weight of the compound are relatively large, which may limit its permeability. However, the presence of aromatic rings and the conjugated system within the molecule contribute to its rigidity, potentially improving its permeation through the lipid bilayer. The molecule also contains a thioether group (S), which can influence its interactions with the lipid bilayer. Thioethers are generally less polar than their oxygen counterparts, which may enhance the molecule's lipophilicity and permeability. Overall, considering the lipophilicity, rigidity, and presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. However, the presence of polar functional groups and the relatively large molecular size and weight may slightly reduce its permeability compared to highly lipophilic and small molecules. Therefore, the final answer is: Final answer: High permeability.

------
# 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCOC(=O)C1CCN(CC1)C(=O)C(C)(C)NC(=O)NC2=CC=C(C=C2)C3=CC=CC=C3 is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to predict its permeability. 1. Lipophilicity: The molecule contains lipophilic groups such as alkyl chains (CCOC) and aromatic rings (C6H5), which contribute to its lipophilicity. This suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple functional groups and aromatic rings. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as carbonyl (C=O) and amide (C(=O)N) groups. These polar groups may hinder the molecule's permeability, as they can interact with water molecules and reduce its ability to diffuse through the lipid bilayer. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid piperidine ring, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings in the molecule can influence its lipophilicity and interactions with the lipid bilayer, potentially affecting its permeability. 7. Hydration Energy: The molecule has a moderate hydration energy due to the presence of polar functional groups. This may impact its permeability, as lower hydration energy generally improves membrane permeation. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have moderate permeability to the artificial membrane. It possesses lipophilic groups, aromatic rings, and a balanced affinity for both the aqueous phase and the lipid bilayer. However, its large size, polar functional groups, and moderate hydration energy may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 393

**SMILES:** CC1=C(N(C(=C1C(=O)C)C)C)C(=O)NC2=CC(=CC=C2)[S+](=O)(N3CCCCCC3)[O-]

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(N(C(=C1C(=O)C)C)C)C(=O)NC2=CC(=CC=C2)[S+](=O)(N3CCCCCC3)[O-] is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. The molecule contains a lipophilic aromatic ring, which suggests that it has a high lipophilicity. This property generally correlates with increased permeability, up to a certain threshold. Additionally, the molecule has a relatively small size and weight, which further supports its potential for high permeability. The presence of a sulfonamide group (S=O) indicates that the molecule is polar, which may affect its permeability. However, the overall polarity of the molecule is low due to the presence of nonpolar substituents. The molecule is neutral, which is beneficial for permeation through the hydrophobic lipid bilayer. Furthermore, the molecule's rigidity and aromaticity contribute to its ability to permeate the membrane. The presence of a balanced affinity for both the aqueous phase and the lipid bilayer suggests that the molecule may exhibit good PAMPA permeability. In conclusion, based on the given properties, the molecule is expected to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC1=CC=CC=C1N(CC(=O)NC2=C(C=CC(=C2)OC)OC)S(=O)(=O)C3=CC=CC=C3 is a complex compound with various chemical and physical properties. Based on the given properties, we can analyze its permeability to the artificial membrane. The molecule contains a lipophilic moiety (CCOC) and aromatic rings (C6H4) which contribute to its lipophilicity. This suggests that the molecule may have higher permeability due to its ability to dissolve in lipid environments. The presence of a sulfonamide group (S(=O)(=O)) indicates that the molecule may have a polar character, which could potentially affect its permeability. However, the overall lipophilicity of the molecule may outweigh the polar nature, leading to higher permeability. The molecular size and weight of the compound are moderate, which suggests that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. This balance can contribute to its permeability. The presence of aromatic rings (C6H4) and the absence of hydrogen bond donors/acceptors indicate that the molecule may have low polar surface area, which is associated with higher permeability. Overall, considering the lipophilicity, moderate molecular size and weight, low polar surface area, and balanced affinity for both the aqueous phase and the lipid bilayer, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCCC1=C(C2=C(O1)C=CC(=C2)NS(=O)(=O)C3=CC=C(C=C3)OC)C(=O)OCC is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central benzofuran ring with a long alkyl chain attached to it. It also contains a sulfonamide group and a methoxy group. The presence of the benzofuran ring suggests that the molecule may have aromatic properties, which can influence its lipophilicity and interactions with the lipid bilayer. The long alkyl chain indicates that the molecule is lipophilic, which generally correlates with increased permeability. However, the presence of the sulfonamide group and the methoxy group may introduce some polarity to the molecule, potentially affecting its overall lipophilicity and membrane permeability. The molecule's molecular weight and size are relatively high, which may limit its permeability. Additionally, the presence of the carboxylic acid group suggests that the molecule may have some degree of acidity, which could impact its solubility and interactions with the artificial membrane. Overall, considering the lipophilicity, molecular size, polarity, charge, rigidity, aromaticity, hydration energy, and membrane affinity of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the relatively high molecular weight may hinder its diffusion through the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC1=CC=C(C=C1)NC(=O)CC2C(=O)N(C(=O)N2CCC3=C(C=CS3)C)C4=CC=C(C=C4)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule contains a lipophilic ethyl group (CCOC) and a phenyl ring (C6H5) attached to a nitrogen atom, which suggests that it may have a moderate to high lipophilicity. This lipophilicity can enhance its permeability through the lipid bilayer. The presence of a carbonyl group (C=O) in the molecule indicates the potential for hydrogen bonding and polar interactions, which may affect its solubility and permeability. The molecule also contains a fluorine atom (F) attached to a phenyl ring, which can influence its lipophilicity and interactions with the lipid bilayer. Additionally, the molecule has a thienyl ring (C4H3S) and a cyclohexyl ring (C6H11), which contribute to its overall molecular size and weight. These structural features can impact its permeability, as smaller molecules tend to have higher permeability. Overall, based on the presence of lipophilic groups, moderate to high lipophilicity, and a balanced polarity, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 397

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex compound with various chemical and physical properties that contribute to its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze its properties based on the given information. 1. Lipophilicity: The presence of aromatic rings (C6H5) and the methoxy group (OCH3) suggests that this molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecule has a relatively large size due to the presence of multiple rings and substituents. This may limit its permeability. 3. Polarity: The molecule contains polar functional groups such as the amide (C=O) and amine (NH2) groups. However, the overall polar surface area is low due to the presence of nonpolar aromatic rings. This suggests that the molecule may have moderate polarity. 4. Charge: The molecule is neutral, which is favorable for permeability. 5. Rigidity: The presence of multiple rings and substituents contributes to the rigidity of the molecule. Rigidity can enhance membrane permeation. 6. Aromaticity: The molecule contains aromatic rings, which can influence lipophilicity and molecular interactions with the lipid bilayer. 7. Hydration Energy: The presence of polar functional groups suggests that the molecule may have moderate hydration energy. 8. Membrane Affinity: The balanced lipophilicity and moderate polarity of the molecule suggest that it may have a balanced affinity for both the aqueous phase and the lipid bilayer. Based on these properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and moderate polarity may hinder its permeation, while the lipophilicity and rigidity may contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CC1=CC(=C(C=C1)NC(=O)C2=C(C3=C(N2C)C=CC(=C3)C)N4CCCC4=O)C is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilicity. This suggests that it has a high affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple rings and functional groups. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains polar functional groups such as amide and amine groups. However, the presence of aromatic rings and hydrophobic substituents suggests that it may have a low polar surface area. This could potentially enhance its permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains rigid aromatic rings, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings contributes to the molecule's lipophilicity and may influence its interactions with the lipid bilayer, affecting permeability. 7. Hydration Energy: The molecule's structure does not indicate any particularly high hydration energy, which is favorable for permeability. 8. Membrane Affinity: The molecule appears to have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Based on these properties, the molecule is expected to have high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code 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 is a complex compound with multiple functional groups. It consists of a central pyrrole ring with various substituents attached to it. The molecule contains a nitro group (NO2) and a carboxylic acid group (COOH), which are both polar and can form hydrogen bonds. These functional groups contribute to the overall polarity of the molecule. Additionally, the presence of aromatic rings (benzene rings) in the molecule enhances its lipophilicity. The molecule's molecular weight is relatively high due to the presence of multiple rings and substituents. This suggests that it may have lower permeability compared to smaller molecules. The presence of a chloride ion (Cl-) indicates that the molecule is in a salt form, which can affect its solubility and permeability. Based on the given properties, the molecule's high lipophilicity, moderate molecular weight, and presence of polar functional groups suggest that it may have low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and the nitro group may also influence its interactions with the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 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:
The molecule with the SMILES code CC1=CC(=CC=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCC(C4)C(F)(F)F is a complex compound with various chemical and physical properties. It consists of a fused benzimidazole ring system, a piperidine ring, and a trifluoromethyl group. The presence of the benzimidazole ring suggests that this molecule may have biological activity, as benzimidazoles are known to exhibit a wide range of pharmacological properties. The piperidine ring, on the other hand, can contribute to the molecule's lipophilicity and potentially enhance its permeability. The trifluoromethyl group is highly electronegative and can influence the molecule's polarity and lipophilicity. It can also increase the molecule's metabolic stability and lipophilicity, which are desirable properties for drug-like compounds. Overall, based on the given properties, this molecule is likely to have high permeability to the artificial membrane. The presence of lipophilic aromatic rings, a piperidine ring, and a trifluoromethyl group suggests that it can easily diffuse through the lipid bilayer. Additionally, the absence of polar functional groups and the presence of a balanced affinity for both the aqueous phase and the lipid bilayer further support its high permeability. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCN(CC)C(=O)C1=COC(=N1)COC2=CC3=C(CCN(C3C4=CC(=CC=C4)F)C(=O)C(C)C)C=C2 is a complex organic compound. It is a derivative of 1,3-oxazole, containing a dihydro-2H-naphthalen-1-yl group, a 2-(diethylamino)-2-oxoethyl group, and a 3-(3-fluorophenyl) group. The molecule also contains a hydroxyl group attached to a carbon atom. Based on the given properties, we can infer the permeability of the molecule to the artificial membrane. The presence of lipophilic groups, such as the diethylamino and 3-(3-fluorophenyl) groups, suggests that the molecule has a high lipophilicity, which generally correlates with increased permeability. The molecular size and weight of the compound are moderate, which may also contribute to its permeability. The presence of the hydroxyl group indicates that the molecule is partially polar, which may affect its interactions with the lipid bilayer. However, the overall polarity of the molecule is low due to the presence of lipophilic groups. The rigidity of the molecule, as indicated by the presence of aromatic rings and the naphthalen-1-yl group, may also enhance its permeability. Overall, considering the lipophilicity, moderate molecular size and weight, low polarity, rigidity, and the presence of aromatic rings, we can conclude that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CCC1=CC=CC=C1N2C(=N)C3=C(NN=C3N=C2SCC(=O)NC4=CC=C(C=C4)C)C is a complex compound with multiple functional groups and aromatic rings. It is a derivative of triazinoindole, which is a fused heterocyclic system containing a triazine ring fused to an indole ring. The molecule has a lipophilic nature due to the presence of multiple alkyl chains (CCC) and aromatic rings (C6H5). This lipophilicity suggests that the molecule has a higher affinity for the lipid bilayer, which is favorable for permeation. The presence of the triazine ring and the indole ring in the molecule indicates potential hydrogen bonding and aromatic interactions with the lipid bilayer. These interactions can enhance the molecule's ability to permeate the artificial membrane. The molecule also contains a thioether group (SC) and an amide group (C=O), which can influence its solubility and interactions with the lipid bilayer. The presence of these functional groups suggests that the molecule may have a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for PAMPA permeability. Overall, based on the molecular properties described, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 403

**SMILES:** C1CN(CC2=CN=C(C=C2N1)NC3=CC=CC=C3)CC4=CC(=CC=C4)F

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CC2=CN=C(C=C2N1)NC3=CC=CC=C3)CC4=CC(=CC=C4)F is a complex compound with various chemical and physical properties that influence its permeability in the Parallel Artificial Membrane Permeability Assay (PAMPA). Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains a lipophilic aromatic ring (C6H5) and a fluorine atom (F), which contribute to its lipophilicity. This suggests that the molecule has a higher affinity for the lipid bilayer, potentially enhancing its permeability. 2. Molecular Size and Weight: The molecule has a relatively large size due to the presence of multiple aromatic rings and a fused heterocyclic ring. This size may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains both polar and nonpolar regions. The presence of the nitrogen atoms and the amine group (NH2) contribute to its polarity. However, the overall polarity of the molecule is relatively low due to the presence of the lipophilic aromatic rings. This suggests that the molecule may have moderate permeability. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a rigid fused heterocyclic ring, which may enhance its permeability. 6. Aromaticity: The presence of aromatic rings in the molecule contributes to its lipophilicity and may influence its interactions with the lipid bilayer, potentially affecting its permeability. 7. Hydration Energy: The molecule does not contain any functional groups that would significantly influence its hydration energy. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Based on these properties, the molecule is expected to have moderate permeability to the artificial membrane. It possesses lipophilic characteristics, a moderate size, low polarity, and a balanced affinity for both the aqueous phase and the lipid bilayer. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 404

**SMILES:** C1=COC(=C1)CNC(=O)COC(=O)CCC(=O)C2=CC=CS2

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=COC(=C1)CNC(=O)COC(=O)CCC(=O)C2=CC=CS2 is a complex organic compound. It consists of a central core structure with multiple functional groups attached. The molecule contains a furan ring (C1=COC(=C1)), which contributes to its aromaticity and lipophilicity. The presence of the furan ring suggests that the molecule may have some degree of rigidity, which can enhance its permeability. Additionally, the molecule contains an amide group (CNC(=O)), which can influence its polarity and hydrogen bonding capabilities. The amide group is connected to a carbonyl group (COC(=O)), which further contributes to the molecule's polarity. The presence of multiple carbonyl groups (CCC(=O)) indicates that the molecule may have a high degree of hydration energy, which can affect its permeability. The molecule also contains a thiophene ring (C2=CC=CS2), which is a heterocyclic aromatic compound. The presence of the thiophene ring can enhance the molecule's lipophilicity and influence its interactions with the lipid bilayer. Overall, based on the presence of aromatic rings, lipophilicity, rigidity, and the absence of charged species, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 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:
The molecule with the SMILES code CC1=CC=CC2=NC(=C(N12)NC3=CC=C(C=C3)C(C)C)C4=CN=CC=C4 is a complex compound with various chemical and physical properties that influence its permeability in the PAMPA assay. Let's analyze these properties to determine the permeability of the molecule. 1. Lipophilicity: The molecule contains multiple aromatic rings, which contribute to its lipophilic nature. This suggests that it has a high affinity for lipid environments, which is favorable for permeability. 2. Molecular Size and Weight: The molecule has a relatively large size and weight due to the presence of multiple aromatic rings and heterocyclic moieties. This may limit its permeability, as larger molecules tend to have lower permeability. 3. Polarity: The molecule contains both polar and nonpolar regions. The presence of polar functional groups, such as the amine and amide groups, suggests that it may have some degree of polarity. However, the overall polarity of the molecule is likely to be low due to the dominance of nonpolar aromatic rings. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The molecule contains a fused ring system, which imparts rigidity to its structure. Rigidity can enhance membrane permeation by reducing the energy barrier for diffusion. 6. Aromaticity: The presence of multiple aromatic rings in the molecule contributes to its lipophilicity and influences its interactions with the lipid bilayer, potentially affecting its permeability. 7. Hydration Energy: The molecule does not contain any highly polar functional groups that would strongly interact with water molecules, suggesting that it may have low hydration energy. This could enhance its permeability. 8. Membrane Affinity: The molecule has a balanced affinity for both the aqueous phase and the lipid bilayer, which is favorable for permeability. Overall, considering the lipophilicity, rigidity, aromaticity, low polarity, neutral charge, and balanced membrane affinity, it is likely that the molecule has high permeability in the PAMPA assay. Final answer: High permeability.

------
# 406

**SMILES:** CN1CCC2=CC3=C(C=C2C1)OCO3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1CCC2=CC3=C(C=C2C1)OCO3 is a complex organic compound. It belongs to the class of benzodioxoles, which are characterized by a benzene ring fused with a dioxole ring. This molecule has a molecular formula of C14H15NO2. Based on the given properties, we can analyze the permeability of this molecule to the artificial membrane. 1. Lipophilicity: The presence of the aromatic benzene ring and the dioxole moiety suggests that this molecule is lipophilic, which generally correlates with increased permeability. 2. Molecular Size and Weight: The molecular weight of this compound is 229.28 g/mol, which is relatively low. This suggests that it may have higher permeability due to its smaller size. 3. Polarity: The molecule contains a nitrogen atom, which can act as a hydrogen bond acceptor. However, the presence of the dioxole ring and the aromatic system suggests that it is relatively nonpolar. This nonpolarity is beneficial for membrane permeation. 4. Charge: The molecule is neutral, which is favorable for permeability. Charged species are less likely to diffuse through the hydrophobic lipid bilayer. 5. Rigidity: The presence of the rigid dioxole ring and the aromatic system suggests that this molecule may have a high degree of rigidity. Rigidity can improve membrane permeation. 6. Aromaticity: The presence of the aromatic benzene ring contributes to the lipophilicity and molecular interactions with the lipid bilayer, which can affect permeability. 7. Hydration Energy: The presence of the dioxole ring and the aromatic system suggests that this molecule may have low hydration energy, which can improve membrane permeation. 8. Membrane Affinity: The balanced affinity for both the aqueous phase and the lipid bilayer suggests that this molecule may exhibit good PAMPA permeability. Based on these properties, it is likely that the molecule with the SMILES code CN1CCC2=CC3=C(C=C2C1)OCO3 has high permeability to the artificial membrane. Final answer: High permeability.

------
