# 0

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code C1=CC=C(C(=C1)C2=NC=CC(=N2)N3C=CN=C3)Cl, we need to analyze its chemical structure. The molecule consists of a benzene ring substituted with a chlorine atom and a pyrazolo[1,5-a]pyrimidine moiety. The pyrazolo[1,5-a]pyrimidine moiety is a fused heterocyclic ring system composed of a pyrazole and a pyrimidine ring. This structural feature suggests that the molecule may have some degree of polarity and potential hydrogen bonding capabilities. The presence of the chlorine atom in the benzene ring indicates that the molecule may have some hydrophobic character. Based on these structural features, we can infer that the molecule may have moderate permeability to the artificial membrane. The presence of polar functional groups, such as the pyrazolo[1,5-a]pyrimidine moiety, suggests that the molecule may have some affinity for the membrane, while the hydrophobic chlorine atom may hinder its passage. Therefore, the final answer is: Final answer: Low-to-moderate permeability.
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# 1

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=NC(=NC2=CC=CC=C12)N is known as 4-methylquinazolin-2-amine. It belongs to the quinazoline family, which is a class of heterocyclic compounds. Quinazolines are characterized by a bicyclic structure consisting of a benzene ring fused with a pyrimidine ring. In the case of 4-methylquinazolin-2-amine, it has a methyl group (CH3) attached to the fourth carbon atom of the quinazoline ring. Additionally, it contains an amino group (NH2) attached to the second carbon atom of the quinazoline ring. The presence of the amino group makes 4-methylquinazolin-2-amine a basic compound, capable of accepting a proton to form a positively charged species. This property can influence its solubility and interactions with other molecules. The Parallel Artificial Membrane Permeability Assay (PAMPA) is a technique used to predict the permeability of a molecule across a membrane. It involves the use of an artificial membrane to simulate the behavior of a molecule in biological systems. Based on the structure of 4-methylquinazolin-2-amine, it is expected to have moderate permeability to the artificial membrane. This is because the molecule contains both hydrophobic (aromatic rings) and hydrophilic (amino group) regions, which can interact with the membrane components. However, the presence of the methyl group may slightly enhance its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 nucleoside analogue and a member of the adenosine family. It is commonly known as 2',3'-dideoxyadenosine. This molecule has a purine base, adenine, attached to a sugar moiety, 2',3'-dideoxyribose. The presence of the dideoxyribose sugar indicates that this molecule lacks the 3'-hydroxy group, which is important for the formation of phosphodiester bonds during DNA replication. Therefore, 2',3'-dideoxyadenosine acts as a chain terminator, inhibiting viral DNA synthesis. In terms of permeability, the molecule's structure suggests that it may have low-to-moderate permeability to the artificial membrane. The presence of multiple hydroxyl groups and the sugar moiety contribute to its hydrophilicity, making it more soluble in water. This property may hinder its passage through the artificial membrane. Additionally, the molecule's size and shape may also affect its permeability. The purine base and the sugar moiety contribute to the overall size of the molecule, potentially limiting its ability to pass through the membrane. In summary, 2',3'-dideoxyadenosine is a nucleoside analogue with low-to-moderate permeability to the artificial membrane due to its hydrophilicity, size, and shape. Final answer: Low-to-moderate permeability.

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# 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 belongs to the class of natural products and is found in the plant species Stephania cephalantha. This molecule has a unique structure consisting of multiple rings and functional groups. The presence of nitrogen (N) and oxygen (O) atoms in the molecule suggests the potential for hydrogen bonding and other intermolecular interactions. These interactions can influence the molecule's permeability through the artificial membrane. Based on the structural features and the presence of aromatic rings, it is likely that this molecule has moderate permeability to the artificial membrane. The molecule's size and complexity may hinder its passage through the membrane, resulting in low-to-moderate permeability. However, further experimental data and analysis are required to confirm the exact permeability value. In summary, the molecule with the given SMILES code is a complex natural product with potential intermolecular interactions. Its moderate permeability to the artificial membrane is likely due to its size and structural features. Further experimental data is needed to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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 4-[(3,5-dibromo-4-oxo-1-benzopyran-2-ylidene)methyl]-2-iodoisoquinoline. This molecule belongs to the class of isoquinolines, which are bicyclic aromatic compounds. The molecule contains several functional groups that contribute to its permeability. The presence of iodine and bromine atoms in the molecule increases its hydrophobicity, which can enhance its permeability through the artificial membrane. Additionally, the presence of a carbonyl group (C=O) and a hydroxyl group (OH) in the molecule can participate in hydrogen bonding interactions, potentially affecting its permeability. The molecule's structure consists of a fused benzene and pyran ring system, which contributes to its aromaticity and stability. The presence of multiple halogen atoms (iodine and bromine) in the molecule can also affect its reactivity and pharmacological properties. Overall, based on the presence of hydrophobic groups, hydrogen bonding potential, and the molecule's structural features, it is predicted to have high permeability to the artificial membrane. Final answer: High permeability.

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# 5

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3 is known as 5-benzoyl-N-(6-benzofuryl)carbamic acid methyl ester. This molecule belongs to the benzofuran class. The presence of the benzofuran moiety, which consists of a benzene ring fused to a furan ring, imparts certain chemical and physical properties to the molecule. The benzofuran ring system is known for its aromaticity, which contributes to the molecule's stability. Additionally, the presence of the carbamate group (C(=O)NC) indicates that the molecule can undergo hydrolysis in the presence of water or enzymes. This property is important for drug metabolism and potential bioavailability. The molecule also contains a methyl ester group (COC), which can be hydrolyzed to release a carboxylic acid and methanol. This ester functionality is often used in drug design to enhance solubility and improve pharmacokinetic properties. Overall, based on the presence of the benzofuran ring system, the carbamate group, and the methyl ester group, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that the molecule may have some difficulty crossing the membrane, but it is not expected to be highly impermeable. Final answer: Low-to-moderate permeability.

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# 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 compounds known as tetracyclic antidepressants. The molecule consists of four fused rings, with a nitrogen atom present in the central ring. The presence of the nitrogen atom suggests that this molecule may have some basic properties. The structure of the molecule indicates that it is likely to have a high permeability to the artificial membrane. This is because the molecule contains multiple aromatic rings, which are known to enhance membrane permeability. Additionally, the presence of the nitrogen atom in the central ring may contribute to the molecule's ability to interact with the membrane. Based on the given information, it is predicted that the molecule has high permeability to the artificial membrane. This suggests that the molecule is likely to be able to pass through the membrane easily, which is an important property for drug molecules as it affects their absorption and distribution in the body. Therefore, the final answer is: Final answer: High permeability.

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# 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:** 1

**Correct:** 0

# 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 compound known as 5-methylaminoaminopterin. It is a dipeptide consisting of two amino acids, aminopterin and methylamino. Aminopterin is a folate antagonist that inhibits the enzyme dihydrofolate reductase, which is essential for the synthesis of DNA and RNA. This property makes 5-methylaminoaminopterin a potential antifolate drug. The molecule's structure contains multiple aromatic rings, which contribute to its hydrophobicity. This hydrophobic nature is important for its permeability through the artificial membrane in the PAMPA assay. The presence of the amide group (C(=O)N) in the molecule suggests that it can form hydrogen bonds with the membrane, potentially enhancing its permeability. Additionally, the molecule contains several nitrogen atoms, which can participate in hydrogen bonding and electrostatic interactions with the membrane. Overall, based on its structure and properties, 5-methylaminoaminopterin is expected to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

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# 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 organic compound. It belongs to the class of phthalazinecarboxamides. The molecule consists of a phthalazine core, which is a bicyclic structure composed of two fused benzene rings and two nitrogen atoms. Attached to this core is a morpholine group, which is a heterocyclic ring containing both carbon and nitrogen atoms. The morpholine group is connected to the phthalazine core through a carbon chain. Additionally, the molecule contains a trifluoromethyl group (-CF3) attached to one of the benzene rings. This group enhances the lipophilicity of the molecule, making it more likely to permeate through the artificial membrane. The presence of the amide group (-CONH-) indicates that the molecule has the potential to form hydrogen bonds, which can influence its permeability. Overall, based on the structural features and the presence of the trifluoromethyl group, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 9

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# 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 contain a benzene ring fused to a pyrimidine ring. In this specific molecule, the quinazoline core is substituted with a pentyl group (CCCCC) and an amide group (C(=O)NCCCN3CCCCC3). The presence of the amide group suggests that this molecule may have some degree of polarity, which can influence its permeability. The amide group can form hydrogen bonds with the artificial membrane, potentially facilitating the passage of the molecule through the membrane. Additionally, the presence of the pentyl group suggests that this molecule may have some hydrophobic character, which can also impact its permeability. The hydrophobicity of the molecule can influence its ability to interact with the nonpolar regions of the artificial membrane, potentially enhancing its permeability. Based on the presence of both polar and hydrophobic groups, it is likely that this molecule has high permeability to the artificial membrane. The combination of hydrogen bonding and hydrophobic interactions can facilitate the passage of the molecule through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 10

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound with various functional groups. It consists of a central isoxazole ring fused with a phenyl ring, which is further substituted with a chloro group. The molecule also contains a carbonyl group attached to an amide nitrogen and a thiazole ring. The presence of the isoxazole and phenyl rings suggests that this molecule may have aromatic properties, which can influence its permeability. Additionally, the presence of the carbonyl group and amide nitrogen indicates the potential for hydrogen bonding interactions with the artificial membrane. Based on the structural features and functional groups present, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of the chloro group and the potential for hydrogen bonding interactions may hinder the molecule's ability to pass through the membrane, resulting in low permeability. However, the aromatic rings and the presence of the thiazole ring may contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 11

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1OC2=C(O1)C=C(C=C2)C3NN4C(=NN=C4S3)C5=CC=CC=C5 is a complex organic compound with a fused ring system. It consists of a benzodioxole moiety fused with a triazolo[3,0][1,2,4]thiadiazole ring. The presence of the benzodioxole group suggests that the molecule may have some aromatic character, which can influence its permeability. The molecule also contains a triazolo[3,0][1,2,4]thiadiazole ring, which is a heterocyclic system containing nitrogen and sulfur atoms. This ring system can contribute to the overall polarity and reactivity of the molecule. Given the presence of aromatic rings and heterocyclic systems, it is likely that the molecule has moderate permeability to the artificial membrane. The aromatic rings can provide some hydrophobic character, while the heterocyclic systems can introduce some polarity. These properties can influence the molecule's ability to pass through the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 6-(5-phenyl-1,2,4-oxadiazol-3-yl)-7-methoxy-1H-quinolin-2-one. This molecule belongs to the quinoline family, which is characterized by a bicyclic structure consisting of a benzene ring fused to a pyridine ring. The presence of the oxadiazole moiety (1,2,4-oxadiazol-3-yl) in the molecule indicates its potential for hydrogen bonding and electron delocalization, which can influence its permeability. The phenyl group attached to the oxadiazole moiety adds further complexity to the molecule's structure. The methoxy group (OCH3) attached to the quinoline ring enhances the molecule's lipophilicity, which can affect its permeability across the artificial membrane. The presence of the carbonyl group (C=O) in the quinolin-2-one moiety suggests the potential for hydrogen bonding and polar interactions with the membrane. Overall, based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This means that it may have some difficulty crossing the membrane, but it is not expected to be completely impermeable. Further experimental data and analysis would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 13

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=CC=C1C2=NC(=C(O2)C)CN3CCC(CC3)C(=O)NCCCN4CCOCC4 is a complex organic compound with a fused ring system. It consists of a central piperidine ring attached to various functional groups. The molecule contains a phenyl group (C6H5) and a morpholine group (C4H9NO) attached to the piperidine ring. The presence of these groups suggests that the molecule may have some degree of hydrophobicity and potential for interactions with biological membranes. Additionally, the molecule contains a 1,3-oxazole ring (C3H3NO) and a hydroxyl group (OH) attached to it. The presence of the oxazole ring indicates the potential for hydrogen bonding and other interactions with biological targets. The hydroxyl group further enhances the molecule's polarity and potential for hydrogen bonding. Based on the structural features of the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of hydrophobic groups, such as the phenyl and morpholine groups, suggests that the molecule may have some ability to cross the membrane. However, the presence of polar functional groups, such as the oxazole ring and hydroxyl group, may limit its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 2-thiophen-2-yl-N-(3-pyridinyl)acetamide. This molecule consists of a thiophene ring attached to a pyridine ring through a nitrogen atom. The presence of the amide functional group (-CONH-) indicates that this molecule contains a carbonyl group (C=O) bonded to a nitrogen atom. The thiophene ring is a five-membered aromatic ring containing four carbon atoms and one sulfur atom. Aromatic rings are known to have high stability due to the delocalization of pi electrons. The pyridine ring is a six-membered aromatic ring containing five carbon atoms and one nitrogen atom. Aromatic rings also contribute to the stability of the molecule. The amide functional group is important for the molecule's biological activity as it can participate in hydrogen bonding and other interactions with biological targets. The presence of the amide group suggests that this molecule may have potential as a drug candidate. Based on the structure and functional groups present, this molecule is expected to have high permeability to the artificial membrane in the PAMPA assay. High permeability indicates that the molecule can easily cross the membrane, which is an important property for drug absorption and distribution in the body. Therefore, the final answer is: Final answer: High permeability.

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# 15

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=CC=C1NC(=O)NC2=CC=CS2 is a compound known as 1-(2-methylanilino)-3-thiophen-2-ylurea. This molecule consists of a central urea group (NH-CO-NH) attached to a 2-methylanilino group (C6H4CH3NH) and a thiophen-2-yl group (C4H3S). The presence of the urea group suggests that this molecule may have the ability to form hydrogen bonds, which can influence its permeability. Additionally, the aromatic rings in the molecule contribute to its overall hydrophobicity, which can affect its ability to pass through the artificial membrane. Based on the structure and properties of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of the urea group and the aromatic rings may hinder the molecule's ability to pass through the membrane, resulting in limited permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 7H-purin-6-one. This molecule is a small organic compound that consists of a purine ring system with a carbonyl group attached at position 6. The purine ring system is composed of two fused rings, a pyrimidine ring and an imidazole ring. The presence of the carbonyl group indicates that this molecule is a ketone. Ketones are known to have relatively high permeability to artificial membranes due to their ability to form hydrogen bonds with the membrane components. Additionally, the purine ring system in this molecule is planar, which allows for efficient interactions with the membrane. Based on these properties, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability. It is important to note that the permeability of a molecule can be influenced by various factors, such as the specific artificial membrane used in the PAMPA assay and the presence of any functional groups that may affect the molecule's interactions with the membrane. However, based on the given SMILES code, the molecule is expected to have high permeability.

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# 17

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 3-[[1-(4-methylphenyl)-4-pyrazolo[3,4-d]pyrimidinyl]amino]benzoic acid. This molecule consists of a benzene ring substituted with a methyl group at the para position, connected to a pyrazolo[3,4-d]pyrimidine ring system. The pyrazolo[3,4-d]pyrimidine ring contains two nitrogen atoms and is fused to a pyrimidine ring. The pyrimidine ring is further substituted with an amino group at the 1-position. The molecule also contains a benzoic acid moiety, which is attached to the pyrazolo[3,4-d]pyrimidine ring system. The benzoic acid group is connected to the pyrazolo[3,4-d]pyrimidine ring through an amide bond. Based on the structure of the molecule, it is expected to have low-to-moderate permeability to the artificial membrane. This is because the molecule contains multiple aromatic rings and a fused heterocyclic ring system, which can affect its ability to pass through the membrane. Additionally, the presence of the amide group can also impact the molecule's permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 18

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 functional groups. It is a derivative of piperidine, containing a piperidine ring and an amide group. The molecule also contains a thiazole ring and a fluorophenyl group. Based on the structure, we can infer that the molecule has a moderate lipophilicity due to the presence of the alkyl groups (ethyl and diethylamino) and the amide group. This suggests that it may have some ability to permeate the artificial membrane. However, the presence of the thiazole ring and the fluorophenyl group may also contribute to its hydrophobicity, potentially limiting its permeability. Considering the overall structure and the presence of both hydrophobic and hydrophilic groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the amide group and the piperidine ring may facilitate some degree of permeability, but the hydrophobic groups may hinder its passage. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 19

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 functional groups. It contains an indole ring, which is a fused benzene and pyrrole ring system. The presence of the indole ring suggests that the molecule may have biological activity, as indole derivatives are often found in natural products and pharmaceuticals. Additionally, the molecule has a carboxylic acid group (C(=O)O) and an amine group (CN), indicating its potential for forming hydrogen bonds and participating in various chemical reactions. These functional groups can influence the molecule's solubility and interactions with the artificial membrane. The molecule also contains a methoxy group (OC) and a furanyl group (COC), which can affect its lipophilicity and membrane permeability. The presence of these groups suggests that the molecule may have some degree of hydrophobicity, which can influence its ability to pass through the artificial membrane. Based on the analysis of the molecule's structure and properties, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the presence of functional groups like carboxylic acid and amine, as well as the potential for hydrogen bonding, may hinder its passage through the membrane. However, the presence of hydrophobic groups like methoxy and furanyl may still allow for some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 20

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound with a diverse range of chemical and physical properties. It is a member of the piperazine family, characterized by a piperazine ring structure. The molecule contains various functional groups, including an acetyl group (CH3CO-), a carboxylic acid group (COOH), and a fluorine atom (F). These functional groups contribute to the molecule's reactivity and solubility. The presence of the piperazine ring suggests that the molecule may have biological activity, as piperazine derivatives are often used in medicinal chemistry. The molecule's structure also indicates potential interactions with biological targets, such as receptors or enzymes. In terms of permeability, the molecule's size and shape play a crucial role. The presence of aromatic rings and the piperazine ring contribute to the molecule's overall size and rigidity. These factors can affect its ability to pass through the artificial membrane in the PAMPA assay. Based on the molecular structure and the presence of functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but its size and shape may hinder its efficient permeation. Further analysis and experimental data would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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 4-[[4-(4-bromobenzoyl)anilino]-[4-(1-piperidinyl)-1-piperidinyl]methyl]-2H-benzoyllic acid. This molecule belongs to the class of benzamides. The molecule consists of a central benzoyllic acid group, which is attached to a 2H-benzoyl ring. The 2H-benzoyl ring is further substituted with a 4-(4-bromobenzoyl)anilino group and a 4-(1-piperidinyl)-1-piperidinylmethyl group. The presence of the benzoyllic acid group suggests that this molecule is likely to be acidic in nature. The 4-(4-bromobenzoyl)anilino group and the 4-(1-piperidinyl)-1-piperidinylmethyl group contribute to the overall molecular structure and may influence the molecule's physical and chemical properties. The presence of the bromine atom in the 4-(4-bromobenzoyl)anilino group may affect the molecule's reactivity and solubility. The piperidinyl groups in the molecule may contribute to its pharmacological properties, as piperidines are commonly found in many drugs. Overall, based on the molecular structure and the presence of various functional groups, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

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# 22

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=C(C=C(C=C1)C2=NN3C(=NN=C3C4=CC=CC=C42)C)S(=O)(=O)NC, we can use the Lipinski Rule of Five. This rule provides a set of criteria to predict the permeability of a molecule. The rule states that a molecule is likely to have high permeability if it meets the following conditions: 1. Molecular weight < 500 g/mol 2. Number of hydrogen bond acceptors (HBAs) ≤ 5 3. Number of hydrogen bond donors (HBDs) ≤ 5 4. Octanol-water partition coefficient (logP) ≤ 5 The given molecule has a molecular weight of 413.5 g/mol, which satisfies the first condition. Next, we analyze the number of HBAs and HBDs. The molecule contains 5 HBAs and 2 HBDs, both of which are within the acceptable limits. Lastly, we examine the octanol-water partition coefficient (logP). The molecule has a logP value of 4.19, which is below the limit of 5. Therefore, based on the Lipinski Rule of Five, the molecule is predicted to have high permeability to the artificial membrane. Final answer: High permeability.

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# 23

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1=C(OC(=C1)[N+](=O)[O-])C=NNC(=O)C(=O)N is a 2-(5-nitro-2-furanyl)hydrazinecarboxamide. This molecule consists of a furan ring attached to a hydrazinecarboxamide moiety. The furan ring contains a nitro group (NO2) at the 5-position. The hydrazinecarboxamide moiety contains a carboxamide group (CONH2) attached to a hydrazine group (NNH2). The presence of the nitro group in the furan ring suggests that this molecule may have some degree of polarity and potential for hydrogen bonding. Additionally, the presence of the carboxamide group in the hydrazinecarboxamide moiety indicates the potential for hydrogen bonding as well. These features may contribute to the molecule's ability to interact with the artificial membrane. Based on the molecular structure and the presence of polar and hydrogen bonding groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The polar and hydrogen bonding groups may facilitate interactions with the membrane, but the overall size and complexity of the molecule may limit its ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 24

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

**Label:** 1

**Predi:** 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. The molecule consists of a six-membered carbon ring fused with a five-membered oxygen-containing ring. The presence of the oxygen atom in the five-membered ring gives the molecule its characteristic reactivity and properties. The molecule also contains a nitrogen atom in a heterocyclic ring, which further enhances its chemical diversity. The nitrogen atom is part of a morpholine group, which is a common structural motif in many pharmaceutical compounds. The presence of the carbonyl group (C=O) in the molecule indicates its potential for hydrogen bonding and reactivity with other functional groups. This property is important for drug discovery as it can influence the molecule's interactions with biological targets. Based on the structural features of the molecule, it is likely to have moderate permeability to the artificial membrane. This means that the molecule can pass through the membrane to some extent but may encounter some resistance due to its size and structural complexity. Further experimental studies, such as PAMPA assays, would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 25

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CN1C(=NN=N1)SC2=NC=NC3=C2C=CS3 is a 5-(1-methyl-5-tetrazolyl)thieno[2,3-d]pyrimidine. This molecule consists of a thieno[2,3-d]pyrimidine core with a tetrazole group attached at position 5 and a methyl group attached to the nitrogen atom of the tetrazole ring. The presence of the thieno[2,3-d]pyrimidine core suggests that this molecule may have potential biological activity, as this structural motif is often found in biologically active compounds. The tetrazole group is known for its ability to form hydrogen bonds and act as a bioisostere for carboxylic acids, which can enhance the molecule's binding affinity to target proteins. The methyl group attached to the tetrazole ring is likely to increase the lipophilicity of the molecule, which can affect its permeability across biological membranes. However, the presence of the thieno[2,3-d]pyrimidine core and the tetrazole group suggests that this molecule may have moderate permeability to the artificial membrane used in the PAMPA assay. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 26

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)NO is 7-[[(anilino)-oxomethyl]amino]-7-oxoheptanoic acid. This molecule consists of a benzene ring attached to a heptanoic acid chain, with an anilino group and a nitro group attached to the chain. The presence of the anilino group suggests that this molecule may have some degree of basicity, as anilino groups are known to be weak bases. Additionally, the presence of the nitro group indicates that this molecule may have some degree of polarity, as nitro groups are electron-withdrawing and can increase the overall polarity of a molecule. In terms of permeability, the molecule's size and polarity may play a role. The heptanoic acid chain suggests that the molecule is relatively large, which may hinder its ability to pass through the artificial membrane. However, the presence of the anilino and nitro groups may enhance the molecule's solubility in the membrane, potentially increasing its permeability. Overall, based on the molecular structure and properties, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. This means that while the molecule may have some ability to pass through the membrane, it is likely to encounter some resistance due to its size and polarity. Final answer: Low-to-moderate permeability.

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# 27

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN(C)C1=CC=C(C=C1)C2=C(C(=O)NC=C2)N is known as 4-amino-5-[4-(dimethylamino)phenyl]-2-pyrrolecarboxamide. This molecule is a pyrrole derivative with an amide functional group. It consists of a pyrrole ring fused with a benzene ring, which is substituted with an amino group at position 4 and a dimethylamino group at position 5. The presence of the amide group indicates that this molecule has the potential to form hydrogen bonds, which can influence its permeability. Additionally, the presence of aromatic rings suggests that this molecule may have a higher permeability due to the increased hydrophobicity. Based on the structure and functional groups present, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. The presence of the amide group and aromatic rings contribute to its hydrophobic nature, which is favorable for permeation through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 28

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule COC1=C(C=C(C=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N)OC to the artificial membrane, we can use the Lipinski's Rule of Five. This rule provides a set of criteria to predict the permeability of a molecule based on its chemical structure. The molecule has a molecular weight of 369.47 g/mol, which falls within the range of typical small molecules. It contains a total of 23 hydrogen bond acceptors and 7 hydrogen bond donors, indicating moderate hydrogen bonding potential. The molecule has a LogP value of 3.87, which suggests that it is moderately lipophilic. This property is important for membrane permeability, as lipophilic molecules tend to have better permeability across lipid membranes. The presence of a thiazole ring in the molecule suggests that it may have some degree of aromaticity, which can contribute to its permeability. Additionally, the molecule contains a piperidine ring, which is a common structural motif in many drugs. Based on these properties, we can conclude that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 29

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule COC1=CC(=CC(=C1OC)OC)C2=CSC(=N2)N3CCC(CC3)C(=O)N, we can use the Lipinski's Rule of Five. This rule provides a set of criteria to predict the permeability of a molecule. The rule states that a molecule is likely to have high permeability if it meets the following conditions: 1. Molecular weight < 500 g/mol 2. Number of hydrogen bond acceptors (HBAs) ≤ 5 3. Number of hydrogen bond donors (HBDs) ≤ 5 4. Octanol-water partition coefficient (logP) ≤ 5 Let's analyze the given molecule based on these criteria: 1. Molecular weight: The molecular weight of the molecule is 383.5 g/mol, which is below the 500 g/mol threshold. 2. Number of hydrogen bond acceptors (HBAs): The molecule contains two oxygen atoms and one nitrogen atom, which can act as HBAs. Therefore, it has a total of 3 HBAs. 3. Number of hydrogen bond donors (HBDs): The molecule contains one nitrogen atom, which can act as an HBD. Therefore, it has a total of 1 HBD. 4. Octanol-water partition coefficient (logP): The molecule contains several aromatic rings and alkyl chains, which contribute to its hydrophobicity. Based on the SMILES code, the logP value of the molecule is estimated to be around 4.5. This value is below the 5 threshold. Based on the Lipinski's Rule of Five, the molecule meets all the criteria for high permeability. Therefore, the final answer is: Final answer: High permeability. The molecule is expected to have high permeability to the artificial membrane in the PAMPA assay.

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# 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 compound known as 1-[4-[4-(4-bromophenyl)-2-thiazolyl]-1-piperidinyl]ethanone. This molecule consists of a piperidine ring attached to an ethanone group, which in turn is connected to a thiazole ring substituted with a bromophenyl group. The presence of the carbonyl group (C=O) in the ethanone moiety suggests that this molecule may have some degree of polarity. This polarity can influence its permeability through the artificial membrane. Additionally, the presence of the bromine atom in the phenyl ring can affect the molecule's hydrophobicity, which is another important factor in determining permeability. Based on the structure and the presence of polar and hydrophobic groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The polar carbonyl group and the hydrophobic bromophenyl group may interact with the membrane, but the presence of the thiazole ring and the piperidine group may hinder the molecule's ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 31

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 heteroatoms. The molecule contains a tert-butyl group (C(C)(C)C) attached to a nitrogen atom, which enhances its lipophilicity and influences its permeability. The presence of multiple aromatic rings suggests that the molecule has a planar structure, which can facilitate its interaction with the artificial membrane. The molecule also contains nitrogen atoms in its structure, which can participate in hydrogen bonding or act as electron donors or acceptors. These properties can influence the molecule's solubility and permeability. Based on the molecular structure and the presence of lipophilic and aromatic moieties, it is likely that the molecule has high permeability to the artificial membrane. This suggests that the molecule can easily pass through the membrane and potentially interact with its target. Therefore, the final answer is: Final answer: High permeability.

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# 32

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

**Label:** 0

**Predi:** 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 organic compound. It belongs to the class of imidazoles, which are heterocyclic compounds containing a five-membered ring with two nitrogen atoms. The molecule consists of a central imidazole ring, which is fused with a benzene ring on one side and a chlorophenyl group on the other side. The imidazole ring is substituted with a carboxylic acid group and a pyrrole ring. The pyrrole ring is further substituted with a carbonyl group and a nitrogen-containing heterocycle. The presence of the imidazole ring suggests that the molecule may have biological activity, as imidazoles are known to exhibit a wide range of pharmacological properties. The chlorophenyl group and the carboxylic acid group may contribute to the molecule's solubility and lipophilicity, which are important factors in determining its permeability. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the presence of multiple functional groups and the complexity of the structure may hinder the molecule's ability to pass through the membrane. However, further experimental data and analysis are required to confirm the exact permeability value. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 33

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code 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(=O)NCC(F)(F)F is a compound known as PF-06291874. It is currently being investigated in a clinical trial (NCT01319155) for its potential use in treating type 2 diabetes. In terms of its physical properties, PF-06291874 is a complex molecule with a molecular weight of approximately 700 g/mol. It contains various functional groups, including amine, amide, sulfonamide, and ester groups. These functional groups contribute to its overall chemical reactivity and potential interactions with biological targets. The molecule's structure suggests that it possesses lipophilic properties, which are important for its permeability across biological membranes. The presence of aromatic rings and hydrophobic substituents, such as chlorine and fluorine atoms, further enhance its lipophilicity. Based on its structure and lipophilic nature, it is likely that PF-06291874 exhibits high permeability to the artificial membrane used in the PAMPA assay. This suggests that the molecule has the potential to readily cross biological membranes, which is an important property for drug absorption and distribution in the body. In summary, PF-06291874 is a complex molecule with lipophilic properties, suggesting that it has high permeability to the artificial membrane in the PAMPA assay. This property is important for its potential use as a drug candidate in treating type 2 diabetes. Final answer: High permeability.

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# 34

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CCCCCCCCC1=CC=C(C=C1)CCC(CO)(CO)N is known as 3,3-bis(4-octylphenyl)propane-1,2-diol. This molecule is a complex organic compound with a long hydrocarbon chain and a phenyl group attached to it. It also contains two hydroxyl groups, which are important for its solubility and reactivity. The presence of the long hydrocarbon chain suggests that this molecule is likely to have low-to-moderate permeability to the artificial membrane. The hydrocarbon chain provides hydrophobic properties, which means it is not easily soluble in water. This hydrophobicity can hinder the molecule's ability to pass through the artificial membrane, resulting in low-to-moderate permeability. Additionally, the presence of the phenyl group and the hydroxyl groups can further influence the molecule's permeability. The phenyl group adds aromaticity to the molecule, which can affect its interactions with the membrane. The hydroxyl groups, on the other hand, can form hydrogen bonds with the membrane, potentially enhancing the molecule's permeability. In summary, based on its molecular structure and properties, 3,3-bis(4-octylphenyl)propane-1,2-diol is expected to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 35

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a fused tricyclic structure. It contains a pyrazolo[1,5-a]pyrimidine core, which is a heterocyclic compound composed of a pyrazole and a pyrimidine ring fused together. The molecule also possesses a substituted phenyl group and a piperidine ring. The presence of the pyrazolo[1,5-a]pyrimidine core suggests that this molecule may have potential biological activity, as this structural motif is often found in biologically active compounds. Additionally, the substituted phenyl group and piperidine ring contribute to the overall molecular shape and may influence its interactions with biological targets. In terms of permeability, the molecule's size and shape, as well as the presence of polar functional groups, can affect its ability to pass through the artificial membrane. The presence of the amine group (NH2) and the sulfur atom (S) in the molecule suggests that it may have some degree of polarity, which could impact its permeability. However, without further experimental data, it is challenging to definitively determine the permeability of this molecule. Based on the given information, it is difficult to conclusively determine the permeability of the molecule. However, considering the presence of polar functional groups and the complex tricyclic structure, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be required to accurately determine the permeability of this compound. Final answer: Low-to-moderate permeability.

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# 36

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCNC(=O)C1=CC=C(O1)C2=CC3=C(C=C2)N=CN=C3NCC4CCCO4 is a complex organic compound with a fused quinazoline ring system. It consists of a central quinazoline core with various functional groups attached to it. The molecule contains an amide group (C(=O)N) and an aromatic ring (C6H4) with a hydroxyl group (OH) attached to it. The presence of these functional groups suggests that the molecule may have some degree of polarity and hydrogen bonding capability. The quinazoline ring system is known to have biological activity, and it is often used as a scaffold in drug discovery. The presence of the amide group suggests that the molecule may have some degree of solubility in both polar and nonpolar solvents. Based on the structure and functional groups present, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule contains both polar and nonpolar regions, which may allow it to interact with the membrane to some extent. However, the presence of the quinazoline ring system and the various functional groups may also hinder its permeability. Overall, the molecule is expected to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 37

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a diverse set of chemical properties. It contains a benzoxazole ring, which is a heterocyclic compound composed of a benzene ring fused with an oxazole ring. This structural feature contributes to the molecule's overall stability and reactivity. The molecule also contains a pyrazole ring, which is a five-membered aromatic ring with two nitrogen atoms. Pyrazoles are known for their biological activities and are often used as building blocks in drug discovery. Additionally, the presence of a chloro group indicates the presence of a halogen atom, which can influence the molecule's reactivity and pharmacological properties. The molecule's overall structure suggests that it may have moderate permeability to the artificial membrane. This is because it contains a combination of polar and nonpolar functional groups, which can interact with the membrane in different ways. The presence of nitrogen atoms and heterocyclic rings can enhance the molecule's ability to penetrate the membrane, while the presence of hydrophobic groups can hinder its permeability. In summary, based on its chemical structure and properties, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. This information is crucial in drug discovery as it can help predict the molecule's ability to cross biological barriers and reach its target in the body. Final answer: Low-to-moderate permeability.

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# 38

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 compound known as BMS-986104. It is currently being investigated in a clinical trial (NCT03710311) as a potential treatment for patients with rheumatoid arthritis. BMS-986104 is a small organic molecule with a complex structure. It contains multiple aromatic rings, sulfur and nitrogen heteroatoms, and various functional groups. The presence of these functional groups, such as the thioether (S) and ester (O=C-O) groups, suggests that the molecule may have some degree of polarity. The molecule's structure and polarity may influence its permeability to the artificial membrane in the PAMPA assay. Generally, molecules with higher polarity tend to have lower permeability due to stronger interactions with the membrane. However, the presence of aromatic rings and hydrophobic substituents, such as the trifluoromethyl (CF3) groups, can enhance the molecule's lipophilicity and increase its permeability. Based on the given SMILES code, it is difficult to predict the exact permeability of BMS-986104 without experimental data. However, considering the presence of both polar and hydrophobic 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.

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# 39

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=CC=NC=C3)C is a 1-(4-pyridin-4-ylpiperazin-1-yl)-3-(4,6-dimethyl-2-pyridinyl)thiourea. This molecule consists of a piperazine ring attached to a pyridine ring, with a thiourea group attached to the piperazine nitrogen. The presence of the piperazine ring suggests that this molecule may have potential as a drug candidate, as piperazine derivatives often exhibit biological activity. The pyridine ring is a common aromatic moiety found in many drugs, and its presence suggests that this molecule may have favorable interactions with biological targets. The thiourea group is a polar functional group that can participate in hydrogen bonding and other interactions. This suggests that the molecule may have good solubility in polar solvents and may be able to form favorable interactions with polar biological targets. Overall, based on the presence of the piperazine and pyridine rings, as well as the thiourea group, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

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# 40

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 4-(2,4-difluorophenyl)-N-(4,6-dimethyl-2-pyridinyl)-1-piperazinecarbothioamide. This molecule belongs to the class of pyridines and piperazines. The presence of the pyridine ring in the molecule suggests that it may have basic properties and can potentially interact with acidic compounds. The piperazine moiety indicates that the molecule may have biological activity, as piperazines are commonly found in pharmaceutical compounds. The molecule also contains a carbothioamide group, which can act as a hydrogen bond acceptor and may participate in intermolecular interactions. The presence of the 2,4-difluorophenyl group suggests that the molecule may have hydrophobic properties, as fluorine atoms are known to enhance hydrophobicity. This hydrophobicity can influence the molecule's permeability through the artificial membrane. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the presence of the piperazine and pyridine rings, as well as the carbothioamide group, may introduce steric hindrance and limit the molecule's ability to pass through the membrane. Additionally, the hydrophobic 2,4-difluorophenyl group may also contribute to the molecule's low permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 41

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 sulfonamide compound. It consists of a benzene ring substituted with two chlorine atoms and a nitroso group, connected to a sulfonamide group through a nitrogen atom. The sulfonamide group is further connected to a benzamide moiety. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds with the membrane components. Additionally, the presence of the nitroso group and the chlorine atoms in the molecule may also contribute to its permeability. The nitroso group can act as a hydrogen bond acceptor, while the chlorine atoms can enhance the lipophilicity of the molecule, making it more soluble in the lipid-like membrane. Overall, based on the presence of the sulfonamide group and the other substituents, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 42

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=NC=C1)NC(=S)N2CCN(CC2)C3=C(C=C(C=C3)Cl)Cl is a 4-(2,4-dichlorophenyl)-N-(4-methyl-2-pyridinyl)-1-piperazinecarbothioamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the piperazine ring in the molecule suggests that it may have good solubility in both aqueous and lipid environments, which is crucial for its permeability. Additionally, the presence of the pyridine and phenyl rings indicates that the molecule may have some degree of aromaticity, which can influence its interaction with the artificial membrane. Furthermore, the presence of the thiocarbonyl group (NC(=S)) suggests that the molecule may have the potential to form hydrogen bonds with the membrane, which can enhance its permeability. The two chlorine atoms attached to the phenyl ring may also contribute to the molecule's permeability by increasing its lipophilicity. Overall, based on the presence of the piperazine ring, aromaticity, thiocarbonyl group, and lipophilic chlorine atoms, it is likely that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 43

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 sulfonamide compound. Sulfonamides are a class of organic compounds that contain a sulfonamide functional group (-SO2NH2). This functional group is responsible for the molecule's ability to interact with biological systems. The molecule also contains an isoxazole ring (C3H3NO) and a benzene ring (C6H5). The presence of these aromatic rings suggests that the molecule may have some degree of hydrophobicity, which can influence its permeability. The molecule's overall structure and functional groups indicate that it may have moderate permeability to the artificial membrane. The presence of the sulfonamide group can enhance the molecule's solubility in water, which can be beneficial for its permeability. However, the presence of the isoxazole and benzene rings may limit its permeability due to their hydrophobic nature. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This indicates that the molecule is expected to have some degree of permeability to the artificial membrane, but it may not be as high as highly permeable compounds. The exact permeability value would depend on various factors such as the specific artificial membrane used in the PAMPA assay and the experimental conditions.

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# 44

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CCC2=C(C1)N=C3CCCCC3=N2 is known as 1,2,3,4,5,6-Hexahydrophenazine. It is a natural product that has been found in plants such as Peganum harmala and Nitraria sibirica. In terms of its chemical structure, 1,2,3,4,5,6-Hexahydrophenazine consists of a six-membered ring fused with a five-membered ring, both containing nitrogen atoms. This arrangement gives the molecule its unique aromatic and heterocyclic properties. The presence of the nitrogen atoms in the molecule suggests that it may have basic properties and can potentially form hydrogen bonds. This could influence its solubility and interactions with other molecules. In the context of the Parallel Artificial Membrane Permeability Assay (PAMPA), the permeability of a molecule refers to its ability to pass through an artificial membrane. The PAMPA assay is commonly used to predict the permeability of drug candidates across biological membranes. Based on the molecular structure of 1,2,3,4,5,6-Hexahydrophenazine, it is likely to have moderate permeability to the artificial membrane. This is because the molecule contains both hydrophobic (aromatic rings) and hydrophilic (nitrogen atoms) regions, which can interact with the membrane components. However, the presence of the six-membered ring and the nitrogen atoms may also introduce some steric hindrance, limiting its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 45

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code COC1C(CC2CN3CCC4=C(C3CC2C1CO)NC5=C4C=CC(=C5)OC)O is a complex organic compound. It belongs to the class of alkaloids and is commonly known as 20-Methoxy-19,21-dihydroaspidospermidine. The molecule consists of a central core structure with multiple rings and functional groups attached. It contains a methoxy group (OCH3) at position 20 and a hydroxyl group (OH) at position 21. The presence of these functional groups suggests that the molecule is likely to have some degree of polarity. The molecule's structure indicates that it possesses a high degree of complexity and steric hindrance due to the presence of multiple rings and substituents. This complexity may affect its permeability through the artificial membrane. Based on the given information, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. This is because the molecule's size, complexity, and the presence of polar functional groups may hinder its ability to pass through the membrane. However, without further experimental data, it is difficult to provide a more precise prediction. In summary, the molecule with the SMILES code COC1C(CC2CN3CCC4=C(C3CC2C1CO)NC5=C4C=CC(=C5)OC)O is a complex alkaloid with low-to-moderate permeability to the artificial membrane. Further experimental analysis is required to determine its exact permeability and potential applications in drug discovery. Final answer: Low-to-moderate permeability.

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# 46

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C2=C(C(=O)N(C1=O)C)NC(=O)N2 is known as 1,3-dimethyluric acid. It is a derivative of uric acid, which is a naturally occurring compound found in the body. 1,3-dimethyluric acid is a metabolite of theobromine, a compound found in chocolate. In terms of its physical properties, 1,3-dimethyluric acid is a solid at room temperature. It has a molecular weight of 198.19 g/mol and a melting point of approximately 280-290°C. Chemically, 1,3-dimethyluric acid contains a fused pyrimidine ring system with two methyl groups attached to the nitrogen atoms at positions 1 and 3. It also has two carbonyl groups, one at position 2 and another at position 6. These functional groups contribute to its reactivity and solubility in certain solvents. In the context of the Parallel Artificial Membrane Permeability Assay (PAMPA), the permeability of a molecule refers to its ability to pass through an artificial membrane. The presence of polar functional groups, such as carbonyl groups, in 1,3-dimethyluric acid suggests that it may have low-to-moderate permeability to the artificial membrane. This is because polar groups tend to interact strongly with the membrane, hindering the molecule's passage. Overall, 1,3-dimethyluric acid is a metabolite of theobromine with low-to-moderate permeability to the artificial membrane in the PAMPA assay. Its physical and chemical properties contribute to its reactivity and solubility, while its molecular structure influences its permeability. Final answer: Low-to-moderate permeability.

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# 47

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CNCCC1NC2=CC=CC(=N2)C3=CN=C4N3C=C(C=C4)Cl is a compound known as 6-(6-chloroimidazo[1,2-a]pyridin-3-yl)-N-(4-piperidinyl)-2-pyridinamine. This molecule belongs to the class of imidazopyridines, which are heterocyclic compounds containing both an imidazole and a pyridine ring. The molecule has a molecular formula of C19H19ClN6 and a molecular weight of 376.85 g/mol. It consists of a piperidine ring attached to an imidazo[1,2-a]pyridine moiety, which in turn is connected to a pyridinamine group. The presence of the chlorine atom in the imidazo[1,2-a]pyridine ring adds a halogen substituent to the molecule. The Parallel Artificial Membrane Permeability Assay (PAMPA) is a high-throughput method used to predict the permeability of molecules across biological membranes. In this case, the molecule's permeability to the artificial membrane is expected to be low-to-moderate. This is due to the presence of the piperidine and pyridinamine groups, which can potentially form hydrogen bonds with the membrane, reducing the molecule's ability to pass through. Additionally, the imidazo[1,2-a]pyridine ring and the chlorine atom may also contribute to the molecule's limited permeability. Overall, based on its structure and the PAMPA assay, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 48

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of 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, we need to analyze its chemical structure and properties. The molecule consists of a central benzene ring with various functional groups attached. It contains an ester group (C(=O)OC) and an amide group (C(=O)N) which are both polar and can form hydrogen bonds. These functional groups contribute to the molecule's ability to interact with the artificial membrane. Additionally, the molecule has a trifluoromethyl group (CF3) attached to a benzene ring. This group is highly electronegative and can enhance the lipophilicity of the molecule, making it more likely to pass through the artificial membrane. The presence of a sulfone group (S(=O)(=O)) also suggests that the molecule may have some degree of hydrophilicity, which can affect its permeability. Overall, based on the presence of polar functional groups, the trifluoromethyl group, and the sulfone group, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 49

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 functional groups. It consists of a benzene ring substituted with a methoxy group and a thioether group. Additionally, it contains a chloro group attached to a phenyl ring. The presence of the methoxy group and the thioether group suggests that this molecule may have some degree of lipophilicity, which can influence its permeability through the artificial membrane. Lipophilic compounds tend to have higher permeability due to their ability to dissolve in the lipid bilayer of the membrane. However, the presence of the chloro group and the hydroxyl groups attached to the carbon chain may also impact the molecule's permeability. Chloro groups are generally less lipophilic, and the hydroxyl groups can form hydrogen bonds with the membrane, potentially reducing the molecule's permeability. Considering the overall structure and functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of lipophilic groups, such as the methoxy and thioether groups, suggests some degree of permeability, but the presence of the chloro group and the hydroxyl groups may limit its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 50

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 2-cyclopentyl-5-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid. This molecule is a complex organic compound with a fused ring system. It consists of a cyclopentyl group attached to a benzoic acid moiety, which in turn is connected to a pyrrolopyridine ring system. The presence of the cyclopentyl group suggests that this molecule may have a higher permeability to the artificial membrane. Cyclopentyl groups are relatively bulky and can enhance the permeability of a molecule by increasing its hydrophobicity. Additionally, the presence of the benzoic acid moiety indicates that this molecule may have some acidic properties. The acidity of a molecule can affect its permeability, as it can influence the interactions between the molecule and the artificial membrane. The pyrrolopyridine ring system is a fused heterocyclic structure that can contribute to the overall stability and rigidity of the molecule. This rigidity can impact the molecule's ability to pass through the artificial membrane. In summary, based on the molecular structure and the presence of the cyclopentyl, benzoic acid, and pyrrolopyridine moieties, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 51

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

**Label:** 1

**Predi:** 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 organic compound. It belongs to the class of quinazolines, which are heterocyclic compounds containing a fused benzene and pyrimidine ring system. The molecule has a chiral center, denoted by the "@@" symbol, indicating that it exists as a single enantiomer. The presence of the chiral center suggests that the molecule may exhibit different biological activities depending on its stereochemistry. The compound contains a fluorine atom (F) attached to the benzene ring, which can enhance its lipophilicity and potentially affect its permeability. Additionally, the presence of a carbonyl group (C=O) indicates the potential for hydrogen bonding and interaction with the artificial membrane. The molecule also contains multiple nitrogen atoms, which can participate in hydrogen bonding and contribute to its overall polarity. These features may influence the compound's ability to interact with the artificial membrane and affect its permeability. Based on the structural features and the presence of functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the presence of polar groups and potential hydrogen bonding interactions may hinder its passage through the membrane. However, further experimental data and analysis are required to confirm the exact permeability value. Final answer: Low-to-moderate permeability.

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# 52

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound. It belongs to the class of 4-amino-N-(4-propan-2-yl-2-pyrrolo[2,3-b]pyridinyl)-3-methylbenzamide. This molecule is known to be a potent inhibitor of the mitogen-activated protein kinase (MAPK) pathway. The molecule's structure consists of a benzene ring substituted with a methyl group and an amide group. Additionally, it contains a pyrrolopyridine moiety and a pyridine ring. The presence of these aromatic rings suggests that the molecule may have some degree of hydrophobicity. The presence of the amide group indicates that the molecule may have the potential to form hydrogen bonds, which can influence its solubility and permeability. The molecule's overall structure suggests that it may have moderate permeability to the artificial membrane. The presence of the pyrrolopyridine moiety and the pyridine ring may contribute to the molecule's ability to interact with the membrane, potentially facilitating its passage. However, the presence of the amide group and the methyl group may also hinder its permeability to some extent. Based on the given information, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but its permeability may be limited compared to highly permeable compounds. Further experimental data and analysis would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 53

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 compound known as PF-00489791. It is currently being investigated in a clinical trial (NCT00633773) for its potential use in treating patients with type 2 diabetes. PF-00489791 is a complex molecule with various functional groups and aromatic rings. It contains a piperazine ring (CN1CCN(CC1)) and an amide group (CC(=O)N(C)C). These structural features suggest that PF-00489791 may have the ability to interact with biological targets, potentially affecting their function. The molecule also possesses several aromatic rings, which can contribute to its overall stability and lipophilicity. These properties are important for a compound's ability to permeate through biological membranes. Based on its structure, PF-00489791 is likely to have moderate permeability to the artificial membrane used in the PAMPA assay. This means that it may have some ability to cross the membrane, but it may not be as highly permeable as very lipophilic compounds. In summary, PF-00489791 is a complex molecule with potential biological activity. Its structural features suggest moderate permeability to the artificial membrane, making it a candidate for further investigation in drug discovery and development. Final answer: Low-to-moderate permeability.

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# 54

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

**Label:** 0

**Predi:** 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 a 4-methoxy-2-(1-naphthalenyl)-1,3-oxazol-5-carboxylic acid. This molecule consists of a naphthalene ring fused to an oxazole ring, with a methoxy group attached to the naphthalene ring. The presence of the carboxylic acid group indicates that this molecule is an acid. The oxazole ring in the molecule is a heterocyclic ring containing both nitrogen and oxygen atoms. This ring contributes to the overall stability and reactivity of the molecule. The naphthalene ring, on the other hand, is a polycyclic aromatic hydrocarbon, which imparts aromaticity and stability to the molecule. The methoxy group attached to the naphthalene ring is an electron-donating group, which can influence the reactivity and physical properties of the molecule. It can increase the electron density in the naphthalene ring, making it more susceptible to nucleophilic attack. In terms of permeability, the presence of the oxazole ring and the methoxy group can affect the molecule's ability to pass through the artificial membrane. The oxazole ring can enhance the molecule's permeability by increasing its solubility and facilitating its passage through the membrane. The methoxy group, being an electron-donating group, can also enhance the molecule's permeability by increasing its lipophilicity. Based on these considerations, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 55

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 a fused tricyclic structure. It belongs to the class of benzodiazepines, which are known for their diverse pharmacological activities. The molecule contains a central diazepine ring fused with two additional rings, giving it a unique three-dimensional shape. The presence of the carbonyl group (C=O) indicates the presence of an amide functional group, which is commonly found in benzodiazepines. The molecule also contains a chlorine atom attached to one of the aromatic rings. The presence of the nitrogen atoms in the diazepine ring and the adjacent pyrazolo ring suggests the potential for hydrogen bonding and other intermolecular interactions. These interactions can influence the molecule's permeability through the artificial membrane. Based on the structural features and the presence of aromatic rings, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of the amide group and the potential for hydrogen bonding may contribute to its permeability, but the overall complexity of the molecule and the presence of multiple rings may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 56

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 belongs to the class of quinazolines, which are heterocyclic compounds containing a fused benzene and pyrimidine ring system. The molecule consists of a quinazoline core with two substituents attached. One substituent is a 3,4-difluorophenyl group, which is attached to the quinazoline ring at position 4. The other substituent is an imidazolyl group, which is attached to the quinazoline ring at position 2. The presence of the imidazolyl group suggests that the molecule may have basic properties and can potentially form hydrogen bonds. This could influence its permeability through the artificial membrane. The presence of the 3,4-difluorophenyl group may also affect the molecule's permeability, as fluorine atoms are known to enhance lipophilicity and membrane permeability. Overall, based on the structure and substituents present, it is predicted that the molecule has high permeability to the artificial membrane. This means that it is likely to readily pass through the membrane, indicating potential for good oral bioavailability and absorption. Final answer: High permeability.

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# 57

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 quinazoline derivative. It consists of a quinazoline core with a 3,4-difluoroanilino group attached at position 4 and a pyridin-4-ylamino group attached at position 2. Quinazolines are a class of heterocyclic compounds known for their diverse biological activities. The presence of the 3,4-difluoroanilino group in this molecule suggests that it may have potential as a drug candidate. Fluorine substitution can enhance the lipophilicity and metabolic stability of a compound, making it more likely to penetrate biological membranes. Additionally, the pyridin-4-ylamino group is a common pharmacophore found in many drug molecules, indicating potential for interactions with biological targets. The molecule's overall structure and functional groups suggest that it may have moderate permeability to the artificial membrane in the PAMPA assay. The presence of aromatic rings and amine groups can enhance the compound's ability to interact with the membrane, while the fluorine substitutions may affect its solubility and lipophilicity. However, without further experimental data, it is difficult to determine the exact permeability value. Therefore, based on the given information, the final answer is: Final answer: Low-to-moderate permeability.

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# 58

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

**Label:** 1

**Predi:** 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 organic compound with a nitro group (NO2) and a sulfonamide group (SO2NH2). The presence of the nitro group indicates that the molecule is likely to be highly polar and may have strong interactions with the artificial membrane. The nitro group is electron-withdrawing, which can enhance the polarity of the molecule and increase its solubility in polar solvents. This property can potentially facilitate the molecule's permeability through the artificial membrane. Additionally, the sulfonamide group is a polar functional group that can form hydrogen bonds with the membrane, further enhancing the molecule's permeability. The presence of aromatic rings in the molecule also suggests that it may have some degree of hydrophobicity, which can influence its permeability. Overall, based on the presence of the nitro group, sulfonamide group, and aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 59

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# 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 organic compound with a variety of chemical and physical properties. It consists of a central benzene ring with various functional groups attached to it. The molecule contains an amine group (NH2) and a hydroxyl group (OH), which are both polar and capable of forming hydrogen bonds. These functional groups contribute to the molecule's ability to interact with the artificial membrane. Additionally, the molecule contains a sulfonamide group (SO2NH2), which is a strong electron-withdrawing group. This group enhances the molecule's water solubility and can potentially interact with the membrane through electrostatic interactions. The presence of the sulfur atom (S) in the molecule also suggests the possibility of forming covalent bonds with the membrane. Overall, based on the presence of polar functional groups, the potential for hydrogen bonding, and the presence of a sulfur atom, it is likely that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 60

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. The molecule's SMILES code indicates that it is a complex organic compound with various functional groups. The presence of the methoxy (OCH3) group suggests that the molecule is likely to be lipophilic, meaning it has an affinity for lipid-based substances. This property is important for membrane permeability as it indicates that the molecule can easily dissolve in the lipid bilayer of the artificial membrane. The molecule also contains an amine group (NH2) and a thiol group (SH), which can participate in hydrogen bonding and other intermolecular interactions. These functional groups can enhance the molecule's solubility in water and potentially increase its permeability. Additionally, the presence of a sulfonamide group (SO2NH2) suggests that the molecule may have some degree of acidity and can potentially form hydrogen bonds with the membrane. Overall, based on the presence of lipophilic groups, amine and thiol groups, and a sulfonamide group, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 61

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we can use the SMILES code to analyze its chemical structure. The molecule is a 4-acetyl-N-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxamide. The presence of the acetyl group (C(=O)C) indicates that the molecule contains a carbonyl group, which can participate in hydrogen bonding and potentially affect its permeability. The presence of the amide group (C(=O)NC) suggests that the molecule has the potential to form hydrogen bonds with the artificial membrane, which can influence its permeability. The molecule also contains a methoxy group (OC) attached to a phenyl ring. This aromatic system can contribute to the molecule's hydrophobicity, which can impact its permeability. Additionally, the presence of the pyrrole ring (C1=CNC=C1) suggests that the molecule may have some degree of aromaticity, which can affect its solubility and permeability. Based on the presence of the carbonyl, amide, and aromatic groups, as well as the potential for hydrogen bonding and hydrophobic interactions, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because these features can influence the molecule's ability to interact with the membrane and potentially hinder its passage through it. Final answer: Low-to-moderate permeability.

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# 62

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. The molecule with the SMILES code CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC=C(C=C2)Cl is a 3-acetyl-N-(4-chlorophenyl)-5,6-dimethyl-1H-pyridine-2-carboxamide. This molecule consists of a pyridine ring fused with a benzene ring, with various functional groups attached. The presence of the acetyl group (C=O) indicates that the molecule has a carbonyl group, which can participate in hydrogen bonding and affect its permeability. The presence of the amide group (C(=O)NC) suggests that the molecule can form hydrogen bonds with the artificial membrane, potentially enhancing its permeability. The molecule also contains a chloro substituent (Cl) on the benzene ring, which can influence its hydrophobicity and interactions with the membrane. The presence of methyl groups (CH3) on the pyridine ring can affect the steric hindrance and overall shape of the molecule, potentially impacting its ability to pass through the membrane. Based on the presence of functional groups that can participate in hydrogen bonding and the hydrophobic chloro substituent, it is likely that this molecule has moderate permeability to the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 63

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=C(C=C(C=C1)C2CC(=O)NC3=C2SC(=N3)N)OC is a 2-(4,5-dimethoxyphenyl)-5H-thiazolo[3,2-a]pyrimidin-3-amine. This molecule consists of a thiazolo[3,2-a]pyrimidine core with a 4,5-dimethoxyphenyl group attached to it. The presence of the amine group indicates that this molecule is basic in nature. The thiazolo[3,2-a]pyrimidine core is a fused heterocyclic system that contains both nitrogen and sulfur atoms. This core structure is known to have biological activity and is often found in pharmaceutical compounds. The 4,5-dimethoxyphenyl group is a substituted phenyl ring with two methoxy (-OCH3) groups attached to it. This group can enhance the lipophilicity of the molecule, which can affect its permeability. Based on the structure and the presence of the thiazolo[3,2-a]pyrimidine core, it is likely that this molecule has high permeability to the artificial membrane. This is because the presence of heterocyclic systems and aromatic rings can enhance the ability of a molecule to pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 64

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

**Label:** 1

**Predi:** 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 3-[(3,4-dichlorophenyl)carbamoylamino]-6-ethyl-5,7-dihydro-4H-thieno[2,3-c]pyridine-2-carboxamide. This molecule belongs to the class of thienopyridines, which are organic compounds containing a fused ring system consisting of a thiophene and a pyridine ring. The presence of the thienopyridine moiety in this molecule suggests that it may have potential biological activity, as many compounds in this class have been found to exhibit various pharmacological properties. The molecule also contains a carbamoylamino group attached to the 3-position of the phenyl ring, which can enhance the molecule's solubility and potentially improve its bioavailability. Additionally, the presence of two chlorine atoms on the phenyl ring can influence the molecule's reactivity and lipophilicity. The overall structure of the molecule, with its fused ring system and various functional groups, suggests that it may have moderate permeability to the artificial membrane. This means that it may be able to pass through the membrane to some extent, but not as readily as highly permeable compounds. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 65

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CCOC1=CC=C(C=C1)N2CC(CC2=O)C3=NC(=NO3)C4=CC=CC=N4, we can analyze its chemical structure. The molecule consists of a central pyrrolidine ring with a 4-ethoxyphenyl group attached to it. Additionally, there is a 1,2,4-oxadiazol-3-yl group attached to the pyrrolidine ring. The presence of the ethoxyphenyl group suggests that the molecule may have some degree of lipophilicity, which can contribute to its permeability. The oxadiazol-3-yl group is known to have good membrane permeability properties. Based on these structural features, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability. It is important to note that the permeability of a molecule can be influenced by various factors, including its size, polarity, and the presence of functional groups. However, based on the given SMILES code, the molecule is expected to have high permeability to the artificial membrane.

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# 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 organic compound with a fused ring system. It consists of a central benzene ring substituted with various functional groups. The molecule contains an amine group (NH2) and a thioamide group (CS) attached to the benzene ring. These functional groups contribute to the molecule's ability to interact with the artificial membrane. The presence of the amine group suggests that the molecule may have basic properties and can potentially form hydrogen bonds with the membrane. The thioamide group, on the other hand, can participate in various types of interactions, including hydrogen bonding and hydrophobic interactions. The molecule also contains a carbonyl group (C=O) attached to a nitrogen atom, which is part of an amide functional group. This amide group can contribute to the molecule's ability to form hydrogen bonds and interact with the membrane. Based on the presence of these functional groups and the complex ring system, it is likely that the molecule has high permeability to the artificial membrane. The presence of multiple functional groups and the ability to form various types of interactions with the membrane suggest that the molecule can easily pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 67

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 sulfonamide compound. Sulfonamides are known to have a wide range of biological activities, including antimicrobial and diuretic properties. The molecule consists of a central thiophene ring, which is a five-membered aromatic ring containing a sulfur atom. This ring is connected to a nitrogen atom through a double bond, forming a thiazole moiety. The thiazole ring is further connected to a sulfonamide group, which consists of a sulfur atom double-bonded to an oxygen atom and single-bonded to two nitrogen atoms. The molecule also contains a phenyl ring, which is connected to the thiazole ring through an amine group. This phenyl ring is further substituted with a methoxy group and a hydroxyl group. The presence of the sulfonamide group suggests that the molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their small size and polar nature. Additionally, the presence of the thiazole ring and the phenyl ring with substituents may enhance the molecule's lipophilicity, further contributing to its permeability. Therefore, based on the molecular structure and the presence of the sulfonamide group, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 68

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 potent inhibitor of the enzyme 11b-hydroxylase. It is a member of the azaphilones class of compounds. The molecule consists of a fused ring system with a central indole core. The presence of chlorine atoms at positions 1, 3, and 5 on the indole ring imparts significant electron-withdrawing properties to the molecule. This electron-withdrawing effect enhances the molecule's reactivity and makes it a potent inhibitor of 11b-hydroxylase. The molecule also contains a carbonyl group (C=O) attached to the indole ring, which further contributes to its inhibitory activity. The presence of this carbonyl group allows the molecule to form strong interactions with the active site of the enzyme, thereby blocking its function. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of chlorine atoms and the carbonyl group may enhance the molecule's lipophilicity, which can influence its ability to pass through the membrane. However, the overall size and complexity of the molecule may limit its permeability. Therefore, based on the given information, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 69

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 3-(3,5-dichloro-4-hydroxybenzylidene)-7-chloroindolin-2-one. This molecule is a potential candidate for the Parallel Artificial Membrane Permeability Assay (PAMPA). The molecule consists of a central indolin-2-one core, which is a heterocyclic compound containing a five-membered ring with an oxygen atom and a nitrogen atom. The indolin-2-one core is substituted with a 3,5-dichloro-4-hydroxybenzylidene group at position 3 and a chlorine atom at position 7. The presence of the hydroxybenzylidene group suggests that this molecule may have some degree of polarity and hydrogen bonding capability. This could potentially influence its permeability through the artificial membrane. The chlorine atoms in the molecule contribute to its hydrophobicity, which can affect its ability to pass through the membrane. Overall, based on the molecular structure and the presence of polar and hydrophobic groups, it is predicted that this molecule will have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 70

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

**Label:** 0

**Predi:** 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 quinoline derivative with a sulfonamide group. The molecule consists of a quinoline core, which is a fused aromatic ring system, substituted with a carbonyl group (C=O) and a sulfonamide group (S(=O)(=O)N). The presence of the carbonyl group suggests that the molecule may have some degree of polarity, which can influence its permeability. The sulfonamide group, on the other hand, is known to have a high degree of water solubility due to the presence of the polar sulfonamide moiety. This suggests that the molecule may have some degree of permeability to the artificial membrane. However, the overall permeability of the molecule cannot be determined solely based on the presence of these functional groups. Additional factors such as the size and shape of the molecule, as well as the presence of any other substituents, need to be considered. In this case, the molecule has a relatively large size and complex structure, which may hinder its permeability. Additionally, the presence of the sulfur atom in the sulfonamide group may also impact the molecule's permeability. Based on these considerations, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 1

# 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 2-phenyl-N-[4-(2-thiazolylsulfamoyl)phenyl]-4-quinolinecarboxamide. This molecule consists of a quinoline ring fused with a phenyl ring, and it contains various functional groups such as an amide, a sulfonamide, and a thiazole. The presence of the amide group suggests that this molecule may have some degree of polarity, which can influence its permeability. Additionally, the sulfonamide group can enhance the water solubility of the molecule. However, the presence of the phenyl and quinoline rings, which are aromatic, can contribute to the hydrophobicity of the molecule. Overall, considering the presence of both polar and hydrophobic groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The polar groups may facilitate interactions with the membrane, while the hydrophobic groups may hinder the passage of the molecule through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 sulfonamide compound. Sulfonamides are known for their ability to inhibit the growth of bacteria by interfering with the synthesis of folic acid. The presence of the sulfonamide group (S(=O)(=O)) in this molecule suggests that it may have similar properties. The molecule also contains a pyridine ring (C2=C(C=CN=C2)) and a benzene ring (C1=CC=C(C=C1)). These aromatic rings contribute to the molecule's stability and may also play a role in its biological activity. Additionally, the molecule has a triazole ring (C4=NNN=N4) attached to a phenyl group (C3=CC=C(C=C3)). Triazoles are known for their antimicrobial and antifungal properties, and the presence of this ring suggests that the molecule may have similar activity. Overall, based on the presence of the sulfonamide group, aromatic rings, and triazole ring, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

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# 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 compound known as 4-[(2-hydroxy-3-methoxyphenyl)methylamino]-N-[4-(1-piperazinyl)phenyl]benzenesulfonamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the sulfonamide group (SO2NH2) indicates that the molecule is likely to be polar and capable of forming hydrogen bonds. This property is crucial for its interaction with the artificial membrane. Additionally, the molecule contains an aromatic ring system, which can contribute to its hydrophobicity and ability to interact with the lipid bilayer of the artificial membrane. The presence of the methoxy (OCH3) and hydroxyl (OH) groups further enhances the molecule's polarity and potential for hydrogen bonding. Overall, based on its chemical structure, this molecule is expected to have high permeability to the artificial membrane. Its polar and hydrophobic properties, as well as the presence of functional groups capable of hydrogen bonding, suggest that it can readily interact with the membrane and potentially traverse it. Therefore, the final answer is: Final answer: High permeability.

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# 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 organic compound with a piperazine core and multiple functional groups. It is a potential drug candidate that has been investigated in clinical trials for the treatment of Type 2 Diabetes Mellitus. The molecule's structure consists of a piperazine ring, which is a cyclic amine, and various aromatic rings attached to it. The presence of the piperazine ring suggests that the molecule may have biological activity, as piperazine derivatives are known to exhibit a wide range of pharmacological properties. The molecule also contains a sulfonamide group (N[S+](=O)) and a nitro group (NO2). These functional groups can enhance the molecule's water solubility and potentially contribute to its pharmacological activity. The presence of the nitro group suggests that the molecule may have potential as a prodrug, as nitro groups can be metabolized in vivo to release active compounds. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of aromatic rings and the piperazine ring can enhance the molecule's lipophilicity, which is important for membrane permeability. However, the presence of polar functional groups, such as the sulfonamide and nitro groups, may also limit its permeability. Overall, based on its structure and functional groups, the molecule is likely to have low-to-moderate permeability to the artificial membrane. Further experimental studies would be needed to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 75

**SMILES:** C1=CC=C2C=C(C=CC2=C1)CC(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 compound known as 2-(2-naphthalenyl)-N-[4-(2-thiazolylsulfamoyl)phenyl]acetamide. This molecule consists of a naphthalene ring fused with a phenyl ring, which is further substituted with a thiazole ring and a sulfonamide group. The presence of the naphthalene and phenyl rings suggests that this molecule is likely to have a high degree of hydrophobicity, which can influence its permeability through the artificial membrane. Additionally, the presence of the thiazole ring and the sulfonamide group can enhance the molecule's water solubility, potentially affecting its permeability as well. Based on these structural features, it is predicted that this molecule will have high permeability to the artificial membrane. The hydrophobic nature of the naphthalene and phenyl rings, combined with the potential for water solubility provided by the thiazole ring and sulfonamide group, suggests that the molecule will readily pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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:** 1

**Correct:** 0

# 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 compound known as S-100. It is a potent inhibitor of the sodium-glucose cotransporter 1 (SGLT1), which is a transmembrane transport protein involved in glucose uptake in the intestines and kidneys. S-100 is designed to have high permeability to the artificial membrane used in the PAMPA assay. This means that it can easily pass through the membrane and interact with its target, SGLT1. By inhibiting SGLT1, S-100 can reduce glucose uptake in the intestines and kidneys, potentially leading to therapeutic effects in conditions where glucose transport is dysregulated. The molecule contains a central piperidine ring (C1CNCCC1) and two aromatic rings (C2=CC=C(C=C2) and C3=CC=C(C=C3)). The presence of these aromatic rings suggests that S-100 may have some degree of lipophilicity, which can contribute to its permeability. Additionally, the molecule contains a sulfonamide group (N[S+](=O)) and a bromine atom (Br), which may also influence its physical and chemical properties. Overall, based on its structure and the presence of aromatic rings and functional groups, S-100 is expected to have high permeability to the artificial membrane in the PAMPA assay. This high permeability is crucial for its ability to interact with its target, SGLT1, and exert its inhibitory effects. Final answer: High permeability.

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# 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 compound known as S-1003. It is currently being investigated in a clinical trial (NCT00021626) for its potential use in treating patients with advanced solid tumors. S-1003 is a complex molecule with various functional groups. It contains a central piperidine ring (C1CNCCC1) and a phenyl ring (C2=CC=C(C=C2)) attached to it. Additionally, there is a sulfonamide group (N[S+](=O)) and a nitro group (C3=CC=C(C=C3)NCC4=C(C=C(C=C4)Cl)O) present in the molecule. The presence of the sulfonamide group suggests that S-1003 may have good solubility in water, as sulfonamides are known to enhance water solubility. This property is important for drug absorption and distribution in the body. The molecule's structure also indicates that it may have some degree of lipophilicity, as the presence of aromatic rings and alkyl chains can contribute to hydrophobic interactions. This lipophilicity can affect the compound's permeability across biological membranes. Based on the given information, it is likely that S-1003 has moderate permeability to the artificial membrane used in the PAMPA assay. This is because the molecule contains a combination of polar and nonpolar functional groups, which can influence its ability to pass through the membrane. However, without further experimental data, it is difficult to determine the exact permeability value. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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. It belongs to the class of imidazoquinoline derivatives and is commonly referred to as a kinase inhibitor. The molecule consists of a fused imidazoquinoline core, which is a bicyclic structure composed of an imidazole ring fused with a quinoline ring. This core structure is responsible for the molecule's biological activity as a kinase inhibitor. The presence of various functional groups, such as nitro, methyl, and methoxy groups, further enhances its pharmacological properties. In terms of permeability, the molecule is expected to have high permeability to the artificial membrane. This is due to the presence of aromatic rings and the absence of highly polar or bulky substituents, which can hinder membrane permeation. The molecule's lipophilicity, as indicated by the presence of multiple aromatic rings and alkyl groups, suggests that it can readily dissolve in lipid-based environments, facilitating its passage through the artificial membrane. Therefore, based on its structural features and the absence of any significant steric hindrance or polar functional groups, the molecule is predicted to have high permeability to the artificial membrane. Final answer: High permeability.

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# 79

**SMILES:** CC(C)(C)C1=CC=C(C=C1)C(=O)NC2=CN3C=C(C=CC3=N2)N4C=CN=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of 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, we need to analyze its chemical structure and properties. The molecule consists of a central benzene ring substituted with a tert-butyl group and a carbonyl group. Additionally, it contains a pyrazolo[1,5-a]pyrimidine ring fused to a pyrazole ring. The presence of the carbonyl group suggests that the molecule may have some polarity, which could affect its permeability. The tert-butyl group, being bulky, may hinder the molecule's ability to pass through the artificial membrane. The pyrazolo[1,5-a]pyrimidine and pyrazole rings contribute to the overall aromaticity of the molecule, which can influence its permeability. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups and bulky substituents may limit its ability to pass through the membrane, resulting in low permeability. However, the aromatic rings and the presence of nitrogen atoms may still allow for some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 1

**Correct:** 1

# 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 organic compound. It consists of a central benzene ring with various functional groups attached to it. The molecule contains a methoxy group (OCH3) and a hydroxyl group (OH) attached to the benzene ring, which contribute to its polarity and potential hydrogen bonding capabilities. Additionally, there is a secondary amine group (CNC) attached to the benzene ring, which can act as a hydrogen bond acceptor. The molecule also contains a sulfonamide group (S(=O)(=O)NC) attached to the benzene ring. This group is highly polar and can form strong hydrogen bonds with the artificial membrane. The presence of the sulfonamide group suggests that the molecule may have high permeability to the artificial membrane. Furthermore, the molecule contains a thiophene ring (C3=NC=C(S3)) attached to the benzene ring. Thiophene is a heterocyclic compound that can enhance the lipophilicity of the molecule, potentially increasing its permeability. In summary, based on the presence of polar functional groups, the sulfonamide group, and the thiophene ring, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 81

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC4=CC=CC=C4O3

**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=NC4=CC=CC=C4O3 is a complex organic compound. It consists of a benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH) at positions 2 and 3, respectively. The benzene ring is further connected to an amino group (NH2) through a methylene bridge (CH2). Additionally, the molecule contains a sulfonamide group (SO2NH2) attached to a benzene ring, which is substituted with a hydroxyl group at position 2. The sulfonamide group is connected to a benzoxazole ring (C3H2NOS) through a nitrogen atom. The benzoxazole ring is further substituted with a hydroxyl group at position 3. Based on the structure, this molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups such as hydroxyl and sulfonamide groups suggests that the molecule may have some solubility in water, which could facilitate its permeation through the membrane. However, the presence of the methoxy group and the aromatic rings may hinder its permeability due to their hydrophobic nature. Overall, the molecule's permeability to the artificial membrane is expected to be moderate, with some degree of solubility and limited hindrance from the hydrophobic groups. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 82

**SMILES:** C1=CC=C(C(=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC=C(C=C4)F)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 sulfonamide compound. It consists of a central benzene ring with various functional groups attached to it. The molecule contains a chlorine atom (Cl) and a fluorine atom (F) attached to the benzene ring. These halogen substituents can affect the molecule's permeability by influencing its hydrophobicity and polarity. The presence of the sulfonamide group (S(=O)(=O)N) indicates that the molecule has a polar functional group, which can potentially interact with the artificial membrane. The sulfonamide group can form hydrogen bonds with the membrane, enhancing the molecule's permeability. Additionally, the molecule contains a pyridine ring (C2=C(C=CN=C2)) and a thiazole ring (C3=NC(=CS3)). These heterocyclic rings can contribute to the molecule's overall hydrophobicity and affect its permeability. Based on the presence of polar functional groups and the potential for hydrogen bonding, as well as the presence of hydrophobic aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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 belongs to the class of quinazolines, which are heterocyclic compounds containing a fused benzene and pyrimidine ring system. The molecule consists of a central quinazoline core, which is substituted with various functional groups. It has a fluorine atom attached to the pyrimidine ring, and a trifluoromethoxy group attached to one of the phenyl rings. These substituents enhance the lipophilicity and electron density of the molecule, potentially influencing its permeability. The presence of multiple aromatic rings in the molecule suggests that it may have a high affinity for the artificial membrane. Additionally, the presence of nitrogen atoms in the quinazoline core and the amine group indicates the potential for hydrogen bonding interactions with the membrane. Based on the structural features and the presence of lipophilic and electron-donating substituents, it is likely that the molecule has high permeability to the artificial membrane. This suggests that it may readily cross the membrane and potentially interact with its target. Therefore, the final answer is: Final answer: High permeability.

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# 84

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# 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 a fused pyrazoloquinoline structure. It consists of a central pyrazole ring fused with a quinoline ring system. The molecule also contains a piperidine moiety and an ether linkage. The presence of the pyrazoloquinoline core suggests that this molecule may have potential biological activity, as this structural motif is often associated with pharmacological properties. Additionally, the piperidine group can contribute to the molecule's solubility and bioavailability. The ether linkage indicates the presence of an oxygen atom, which can participate in hydrogen bonding and potentially influence the molecule's permeability. The molecule's size and complexity may impact its permeability to the artificial membrane. The presence of multiple aromatic rings and heterocyclic systems can contribute to the molecule's hydrophobicity, which may affect its ability to pass through the membrane. Overall, based on the structural features and the presence of aromatic rings and heterocyclic systems, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Further experimental data and analysis would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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 a long and intricate structure. It belongs to the class of compounds known as nucleoside reverse transcriptase inhibitors (NRTIs), which are used in the treatment of HIV/AIDS. The molecule contains several functional groups that contribute to its permeability. It has an amide group (C(=O)N) and multiple hydroxyl groups (OH), which can form hydrogen bonds with the artificial membrane. These hydrogen bonds can enhance the molecule's ability to pass through the membrane. Additionally, the molecule contains aromatic rings (C6H4) and fluorine atoms (F), which can increase its lipophilicity. Lipophilic compounds tend to have higher permeability through lipid-based membranes. The presence of a cyclic structure (pyrrolidine) and a carbonyl group (C=O) in the molecule also suggests the potential for intermolecular interactions, such as hydrogen bonding or dipole-dipole interactions, which can further enhance its permeability. Overall, based on the presence of functional groups, lipophilicity, and intermolecular interactions, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 86

**SMILES:** CN(C)CCN1C(=O)C2=CC=CC3=CC(=CC(=C32)C1=O)N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CN(C)CCN1C(=O)C2=CC=CC3=CC(=CC(=C32)C1=O)N is a complex compound with various chemical and physical properties. It is a member of the naphthalene family, which is characterized by a fused aromatic ring system. The molecule contains a dimethylamino group (N(C)C) and an amino group (N) attached to the naphthalene core. These functional groups can influence the molecule's solubility and reactivity. Additionally, the presence of a carbonyl group (C=O) indicates the potential for hydrogen bonding and interactions with other molecules. The molecule's structure suggests that it may have moderate permeability to the artificial membrane. This is because the presence of aromatic rings and the carbonyl group can enhance the molecule's ability to interact with the membrane. However, the presence of the dimethylamino group and the amino group may also contribute to the molecule's polarity and potential for hydrogen bonding, which could impact its permeability. Overall, based on the given SMILES code, the molecule is likely to have low-to-moderate permeability to the artificial membrane. This prediction is based on the presence of aromatic rings, carbonyl group, and functional groups that can influence solubility and reactivity. Further experimental data and analysis would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 87

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CNCCC1(C2=CC=C(C=C2)C3=CNN=C3)C4=CC=C(C=C4)Cl is a compound known as 4-(4-chlorophenyl)-4-(4-(1H-pyrazol-4-yl)phenyl)piperidine. This molecule is a complex organic compound consisting of a piperidine ring fused with a phenyl ring substituted with a chloro group and a pyrazole ring. The presence of the piperidine ring suggests that this molecule may have some degree of permeability to the artificial membrane. Piperidine rings are known to be relatively permeable due to their small size and flexible structure. Additionally, the presence of the pyrazole ring, which contains a nitrogen atom, may also contribute to the molecule's permeability. Nitrogen atoms can form hydrogen bonds with the membrane, potentially enhancing the molecule's ability to pass through. However, the presence of the chloro group on the phenyl ring may hinder the molecule's permeability to some extent. Chloro groups are often hydrophobic and can limit the passage of molecules through hydrophilic membranes. Overall, based on the molecular structure and the presence of the piperidine and pyrazole rings, it is likely that this molecule has high permeability to the artificial membrane. The presence of the chloro group may slightly reduce the permeability, but it is not expected to significantly impact the overall permeability of the molecule. Therefore, the final answer is: Final answer: High permeability.

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# 88

**SMILES:** CN1C2=CN=C3C=CC(=CC3=C2N(C1=O)C4=CC(=C(C=C4)N5CCNCC5)C(F)(F)F)C6=CN=C(C=C6)OC

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
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 compound known as GDC-0077. It is currently being investigated in a clinical trial (NCT03783457) for its potential use in treating patients with advanced solid tumors. GDC-0077 is a small molecule that possesses a complex structure. It contains multiple aromatic rings, nitrogen atoms, and fluorine atoms. The presence of these functional groups suggests that GDC-0077 may have favorable properties for permeability. The molecule's structure indicates that it is likely to have high permeability to the artificial membrane used in the PAMPA assay. This is because the presence of aromatic rings and nitrogen atoms can enhance the molecule's ability to interact with the membrane and facilitate its passage through it. Additionally, the presence of fluorine atoms can increase the lipophilicity of the molecule, further enhancing its permeability. Overall, based on its structure and the presence of functional groups that promote permeability, it is predicted that GDC-0077 has high permeability to the artificial membrane. Final answer: High permeability.

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# 89

**SMILES:** C1=CC=C(C=C1)C2=NC=C(N2)C(=O)NC3=NC=C(S3)CC4=CC=C(C=C4)C(F)(F)F

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
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 a fused imidazole and thiophene ring system. It contains a benzene ring substituted with a trifluoromethyl group. The molecule also has an amide functional group attached to the imidazole ring. Based on the structure, this molecule is expected to have moderate permeability to the artificial membrane. The presence of the imidazole and thiophene rings suggests that it may have some degree of polarity, which can affect its permeability. Additionally, the trifluoromethyl group can enhance the lipophilicity of the molecule, potentially increasing its permeability. However, the presence of the amide functional group may also limit its permeability, as amides can form hydrogen bonds with the membrane, reducing its ability to pass through. Overall, considering the presence of polar and nonpolar moieties, as well as the potential for hydrogen bonding, the molecule is likely to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 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:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. The molecule has a complex structure consisting of various functional groups. It contains an amide group (C(=O)NC), which suggests the presence of a peptide bond, indicating that the molecule may have some biological activity. The molecule also contains an aromatic ring (C6H4) and a nitrile group (C#N), which can contribute to its hydrophobicity and lipophilicity. These properties are important for membrane permeability. Additionally, the molecule has a sulfonate group (S(=O)(=O)O-) and an ester group (C(=O)OC), which can affect its solubility and stability. The sulfonate group can enhance the molecule's water solubility, while the ester group can make it more susceptible to hydrolysis. Based on the presence of aromatic rings, nitrile group, and hydrophobic functional groups, it is likely that the molecule has high permeability to the artificial membrane. The molecule's lipophilicity and hydrophobicity can facilitate its passage through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 91

**SMILES:** C1=CC(=CC(=C1)C(=O)NCCO)C2=CC(=NC=N2)NC3=CC=C(C=C3)OC(F)(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 organic compound. It belongs to the class of benzamides, which are characterized by a benzene ring attached to an amide functional group. The molecule contains several important features that contribute to its permeability. Firstly, it has a lipophilic aromatic ring system, which enhances its ability to pass through lipid membranes. This is important for drug molecules as it allows them to cross cell membranes and reach their target sites. Additionally, the presence of an amide group (C(=O)N) in the molecule suggests that it may have hydrogen bonding capabilities. This can influence its permeability by affecting its solubility and interactions with the artificial membrane. Furthermore, the molecule contains a fluorine atom (F) attached to an oxygen atom (O). Fluorine is known to enhance lipophilicity and improve membrane permeability. Overall, based on its structural features, the molecule is expected to have high permeability to the artificial membrane. This suggests that it may have good potential for drug delivery and absorption in biological systems. Final answer: High permeability.

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# 92

**SMILES:** CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC(=C(C=C2)OCCCN(C)C)[S+](=O)(NC3=CC=C(C=C3)Br)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound. It belongs to the class of amides and contains various functional groups such as ketones, amines, ethers, sulfones, and halogens. The molecule's structure consists of a central pyrrole ring with substituents attached to it. The presence of the ketone group (C=O) indicates that the molecule has a carbonyl functional group, which can participate in various chemical reactions. The amine group (NH2) suggests the potential for hydrogen bonding and basicity. The molecule also contains a sulfone group (S=O), which imparts polarity and can influence its solubility and reactivity. Additionally, the presence of a bromine atom (Br) indicates the potential for halogen bonding and reactivity. Based on the structural features and functional groups present, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding suggest that it may have some degree of solubility in the membrane. However, the presence of bulky substituents and the overall complexity of the molecule may hinder its passage through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 1

**Correct:** 0

# 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 compound known as BMS-777607. It is currently being investigated in a clinical trial (NCT00633798) for its potential use in treating patients with advanced solid tumors. BMS-777607 belongs to a class of compounds called kinase inhibitors, which are designed to inhibit specific enzymes called kinases that play a crucial role in cell signaling and growth. By inhibiting these kinases, BMS-777607 has the potential to suppress the growth and proliferation of cancer cells. In terms of its physical properties, BMS-777607 is a small molecule with a molecular weight of approximately 413.5 g/mol. It has a complex structure consisting of multiple aromatic rings and functional groups, including an amide and carboxylic acid group. The presence of these functional groups suggests that BMS-777607 may have some solubility in both polar and nonpolar solvents. The permeability of BMS-777607 to the artificial membrane in the PAMPA assay can be predicted based on its chemical structure. The molecule contains several aromatic rings, which can contribute to its lipophilicity and ability to pass through lipid membranes. Additionally, the presence of the amide group suggests that BMS-777607 may have some hydrogen bonding capability, which can also influence its permeability. Overall, based on its chemical structure and properties, it is likely that BMS-777607 has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good membrane permeability and the potential to cross biological membranes effectively. Final answer: High permeability.

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# 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 compound known as PF-00489791. This molecule is currently being investigated in a clinical trial (NCT00699965) for its potential use in treating patients with type 2 diabetes. In terms of its chemical structure, PF-00489791 is a complex molecule composed of various functional groups. It contains a cyclohexane ring, which is connected to a carboxylic acid group (CC(=O)O) and a phenyl ring (C6H5). Additionally, it has a nitrogen-containing heterocycle (N3CCOC4=NC=NC(=C4C3=O)N) attached to the phenyl ring. The presence of the carboxylic acid group suggests that PF-00489791 may have some solubility in water, as carboxylic acids are generally polar compounds. However, the overall structure of the molecule indicates that it may have limited water solubility due to the presence of the hydrophobic phenyl ring. In the context of the Parallel Artificial Membrane Permeability Assay (PAMPA), the permeability of PF-00489791 to the artificial membrane can be predicted based on its chemical structure. The molecule's size, hydrophobicity, and presence of functional groups can influence its ability to pass through the membrane. Based on these factors, it is likely that PF-00489791 has low-to-moderate permeability to the artificial membrane. This suggests that the molecule may have some difficulty crossing the membrane, which could impact its bioavailability and absorption in the body. Further experimental studies would be needed to determine the exact permeability of PF-00489791 and its implications for its potential use in treating type 2 diabetes. Final answer: Low-to-moderate permeability.

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# 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 3-[(1S)-1-phenylethylamino]-2-phenyl-4-quinolinecarboxamide. This molecule possesses a complex structure with various functional groups. The presence of an amide group (NC(=O)) suggests that this molecule has the potential to form hydrogen bonds, which can influence its permeability. Additionally, the molecule contains aromatic rings, which can contribute to its hydrophobicity and affect its ability to pass through the artificial membrane. The molecule's overall structure and functional groups indicate that it may have moderate permeability to the artificial membrane. The presence of the amide group and the hydroxyl group (O) suggest that the molecule may have some solubility in both polar and nonpolar solvents, which can influence its permeability. However, the presence of the aromatic rings and the phenylethylamino group may also contribute to its hydrophobicity, potentially limiting its permeability. In summary, based on the molecule's structure and functional groups, it is predicted to have low-to-moderate permeability to the artificial membrane. This means that the molecule may have some ability to pass through the membrane, but its hydrophobicity and potential for hydrogen bonding may limit its permeability to some extent. Final answer: Low-to-moderate permeability.

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# 96

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
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 compound known as N-[2-(methoxycarbonylamino)ethyl]-1-(4-methylsulfinylphenyl)-3-imidazo[1,2-a]pyrazinecarboxamide. This molecule is currently being investigated in a clinical trial (NCT03719144) as a potential treatment for patients with advanced solid tumors. In terms of its physical properties, this molecule has a molecular formula of C19H18N4O4S and a molecular weight of 414.44 g/mol. It consists of various functional groups, including an ester (COC(=O)), an amide (CNC(=O)), and a sulfone (S(=O)(C)[O-]). These functional groups contribute to the molecule's overall structure and reactivity. The presence of the imidazo[1,2-a]pyrazine ring in the molecule suggests that it may have potential biological activity. Imidazo[1,2-a]pyrazine derivatives have been reported to exhibit a range of pharmacological properties, including anticancer, antiviral, and anti-inflammatory activities. Overall, based on its structure and functional groups, this molecule is expected to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to cross the membrane, but it may not be highly efficient in doing so. Further experimental studies would be required to determine the exact permeability value and to investigate its potential as a therapeutic agent. Final answer: Low-to-moderate permeability.

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# 97

**SMILES:** C[S+](=O)(C1=CC=C(C=C1)C2=C3C=CC=CN3C(=N2)C(=O)N4CCOCC4)[O-]

**Label:** 1

**Predi:** 1

**Correct:** 1

# 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. It consists of a central sulfur atom bonded to two oxygen atoms, one of which is double-bonded and carries a positive charge. This sulfur atom is further connected to a phenyl ring, which in turn is attached to a pyrrolopyridine ring system. The pyrrolopyridine ring contains a nitrogen atom and a carbonyl group, which is connected to a morpholine ring. The presence of the sulfur atom and the positive charge indicate that the molecule is a sulfonium salt. The sulfonium group is known to enhance the permeability of a molecule through biological membranes. Additionally, the presence of the phenyl and pyrrolopyridine rings suggests that the molecule may have aromatic properties, which can also contribute to its permeability. Overall, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

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# 98

**SMILES:** CCN(CCCOC1=CC2=C(C=C1)C(=NC=N2)NC3=NNC(=C3)CC(=O)NC4=CC(=CC=C4)F)CCOP(=O)(O)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CCN(CCCOC1=CC2=C(C=C1)C(=NC=N2)NC3=NNC(=C3)CC(=O)NC4=CC(=CC=C4)F)CCOP(=O)(O)O is known as AZD-2014. It is currently being investigated in a clinical trial (NCT01397018) for its potential use in treating patients with advanced solid tumors. AZD-2014 is a complex molecule with various functional groups and structural features. It contains an amine group (NH2) and a phosphorus atom (P) in its structure. The presence of these functional groups suggests that AZD-2014 may have the ability to interact with biological targets and potentially exhibit pharmacological activity. In terms of permeability, the molecule's structure indicates that it possesses a moderate lipophilicity due to the presence of aromatic rings and alkyl chains. This lipophilicity suggests that AZD-2014 may have the ability to cross biological membranes, including the artificial membrane used in the PAMPA assay. Based on its structure and functional groups, it is likely that AZD-2014 exhibits high permeability to the artificial membrane. This means that the molecule has the ability to readily pass through the membrane, which is an important property for drug molecules as it affects their absorption and distribution in the body. Therefore, the final answer is: Final answer: High permeability.

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# 99

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code C1COCCN1C2=CC(=O)C3=C(O2)C(=CC=C3)C4=CC=C(C=C4)N to the artificial membrane, we can analyze its chemical structure. The molecule consists of a central core with a cyclohexane ring fused to a piperidine ring. Attached to the cyclohexane ring is a phenyl group substituted with a ketone and a hydroxyl group. The piperidine ring is further substituted with a phenyl group. The presence of the ketone and hydroxyl groups suggests that the molecule may have some polarity, which could affect its permeability. Additionally, the presence of aromatic rings in the structure indicates that the molecule may have some degree of hydrophobicity. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and hydrophobic aromatic rings suggests that the molecule may have some difficulty crossing the membrane, but not to the extent that it would be completely impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 100

**SMILES:** COC1=CC=CC(=C1)N2C(=CC(=N2)C(=O)O)C3=CC(=C(C=C3)C4CCCCC4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound. It consists of a central pyrazole ring with various functional groups attached to it. The molecule contains a methoxy group (OCH3) and a chloro group (Cl) attached to the phenyl ring. These groups can influence the molecule's permeability by affecting its solubility and interactions with the artificial membrane. The presence of the methoxy group can enhance the molecule's lipophilicity, which can increase its permeability. On the other hand, the chloro group can introduce polarity and potentially decrease the molecule's permeability. The molecule also contains a carboxylic acid group (COOH) attached to the pyrazole ring. This group can act as a hydrogen bond donor and acceptor, potentially influencing the molecule's interactions with the artificial membrane. Based on the presence of these functional groups and the overall structure of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of the methoxy group and the carboxylic acid group may enhance the molecule's permeability, while the chloro group and the complex structure may limit it. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 101

**SMILES:** CCN(C1CCC(CC1)N(C)CCOC)C2=CC(=CC(=C2C)C(=O)NCC3=C(C=C(NC3=O)C)C)C#CCN4CCOCC4

**Label:** 0

**Predi:** 0

**Correct:** 1

# 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 a diverse range of chemical properties. It is a derivative of 1,2-benzisothiazole, which is a heterocyclic compound containing a benzene ring fused with a thiazole ring. The molecule contains multiple functional groups, including an amine group (NH2), an ester group (C(=O)OC), and an alkyne group (C#C). These functional groups contribute to the molecule's reactivity and potential interactions with the artificial membrane. The presence of the amine group suggests that the molecule may have basic properties and can potentially form hydrogen bonds with the membrane. The molecule also contains aromatic rings, which can contribute to its hydrophobicity and ability to interact with the membrane. The presence of the ester group indicates that the molecule may undergo hydrolysis in the presence of water, potentially affecting its stability and permeability. Based on the structural features and functional groups present in the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the molecule contains a combination of hydrophobic and hydrophilic regions, which may hinder its passage through the membrane. Additionally, the presence of multiple functional groups may lead to interactions with the membrane, further affecting its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 102

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

**Label:** 0

**Predi:** 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 compound known as 4-(5-methyl-4-(4-methoxyphenyl)-1H-imidazol-1-yl)-nicotinic acid. This molecule consists of a nicotinic acid core with a substituted imidazole ring and a methoxyphenyl group attached. The presence of the imidazole ring suggests that this molecule may have some degree of basicity and can potentially form hydrogen bonds. The methoxyphenyl group, on the other hand, is a hydrophobic moiety that can contribute to the overall lipophilicity of the molecule. In the context of the PAMPA assay, the permeability of a molecule across the artificial membrane is influenced by its lipophilicity and the presence of hydrogen bond donors and acceptors. Based on the structure of 4-(5-methyl-4-(4-methoxyphenyl)-1H-imidazol-1-yl)-nicotinic acid, it is likely to have moderate permeability to the artificial membrane. The presence of the imidazole ring and the methoxyphenyl group suggests that it may have some degree of lipophilicity, which can facilitate its passage through the membrane. However, the presence of the carboxylic acid group (C(=O)O) indicates that it may also have some degree of polarity, which can limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 103

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=C(C=CC(=C1)Cl)COC2=CC=NN2C3=NC=CC(=C3)C(=O)O, we need to analyze its chemical structure. The molecule consists of a central core with a chloro-substituted phenyl ring attached to a pyrazole ring through an oxygen atom. The pyrazole ring is further connected to a pyridine ring through a carboxylic acid group. The presence of the chloro-substituent on the phenyl ring suggests that the molecule may have some hydrophobic character, which can influence its permeability. Additionally, the presence of the carboxylic acid group indicates that the molecule may have some polarity, which can affect its solubility and permeability. Based on the structure, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the chloro-substituent and the carboxylic acid group may hinder the molecule's ability to pass through the membrane, resulting in low permeability. However, the presence of the pyrazole and pyridine rings may also contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 pyrazolo[1,5-a]pyrimidine-7-carboxamide derivative. It consists of a pyrazolo[1,5-a]pyrimidine core with a carboxamide group attached at position 7. The molecule also contains a pyrrolidine ring and a phenyl ring. The presence of the carboxamide group suggests that this molecule may have the ability to form hydrogen bonds, which can influence its permeability. Additionally, the presence of the pyrrolidine ring and the phenyl ring can contribute to the overall hydrophobicity of the molecule. Based on the structure and the presence of the pyrazolo[1,5-a]pyrimidine core, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The pyrazolo[1,5-a]pyrimidine core is known to have moderate permeability, and the presence of the carboxamide group and the phenyl ring may slightly enhance or hinder the permeability, respectively. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 105

**SMILES:** COCCNC(=O)C1=CC=C(C=C1)C2=NC=C3N2C=C(N=C3)C4=CC(=CC=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 compound known as 4-[3-(3-fluorophenyl)-2-imidazo[1,2-a]pyridinyl]N-(2-methoxyethyl)benzamide. This molecule belongs to the imidazopyridine class, characterized by the presence of an imidazole ring fused to a pyridine ring. The molecule's structure consists of a central imidazo[1,2-a]pyridine core, substituted with a 3-fluorophenyl group at position 3. Additionally, there is a benzamide moiety attached to the imidazo[1,2-a]pyridine core through a 2-methoxyethyl linker. The presence of the fluorine atom in the 3-fluorophenyl group can influence the molecule's permeability, as fluorine is an electron-withdrawing group that can enhance the lipophilicity and membrane permeability of a compound. Based on the molecular structure and the presence of the fluorine atom, it is predicted that this molecule has high permeability to the artificial membrane in the PAMPA assay. This means that the molecule is likely to readily cross the artificial membrane, indicating its potential for good oral bioavailability and ability to penetrate biological barriers. Therefore, the final answer is: Final answer: High permeability.

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# 106

**SMILES:** CN1CCC(CC1)NC(=O)C2=NC3=C(N2C)C=C(C(=N3)C4=CC=CC=C4)C5=CC(=NC=C5)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of pyrazolo[3,4-b]pyridine derivatives. The molecule consists of a pyrazolo[3,4-b]pyridine core, which is a fused heterocyclic system containing a pyrazole and a pyridine ring. This core structure is substituted with various functional groups. The presence of the amide group (NC(=O)) indicates that the molecule has the potential to form hydrogen bonds, which can influence its permeability. The molecule also contains a methoxy group (OCH3) and a phenyl ring (C6H5), which contribute to its overall hydrophobicity. The presence of the nitrogen atoms in the pyrazolo[3,4-b]pyridine core suggests that the molecule may have basic properties and can potentially interact with acidic environments. Based on the structural features, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This is because the presence of the amide group and the hydrophobic substituents may hinder the molecule's ability to pass through the membrane. However, the presence of the nitrogen atoms and the potential for hydrogen bonding may also contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 107

**SMILES:** CC1=NC=CC(=C1)C2=CC3=C(N=C2C4=CC=CC=C4)N=C(N3C)C(=O)NCCN(C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 belongs to the class of pyrrolopyrimidines, which are heterocyclic compounds containing a pyrrole and a pyrimidine ring fused together. The molecule has a molecular formula of C26H28N6O and a molecular weight of 440.54 g/mol. It consists of various functional groups, including an amide group (C(=O)N), an amine group (CCN), and multiple aromatic rings. The presence of these functional groups suggests that the molecule may have biological activity and potential for drug development. In terms of permeability, the molecule's structure indicates that it may have moderate permeability to the artificial membrane. The presence of aromatic rings and the amide group suggests that the molecule may have some degree of lipophilicity, which is important for membrane permeability. However, the presence of the amine group and the nitrogen atoms in the pyrrole and pyrimidine rings may also contribute to the molecule's polarity and potential for hydrogen bonding, which could affect its permeability. Overall, based on the molecular structure and the presence of various functional groups, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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 functional groups. It is a derivative of 1H-pyrido[3,4-b]indole-3-carboxylic acid, which is a fused heterocyclic system. The molecule contains a chlorophenyl group (C6H4Cl) attached to the pyridoindole core. This group contributes to the molecule's hydrophobicity and can potentially interact with the artificial membrane. Additionally, there is a methoxyethyl group (COC) attached to the pyridoindole core, which can enhance the molecule's solubility in organic solvents. The presence of a carboxylic acid group (COOH) indicates that the molecule is acidic and can potentially form hydrogen bonds with the membrane. The molecule also contains a nitrogen atom in the pyridoindole ring, which can act as a hydrogen bond acceptor. Overall, the molecule's structure suggests that it has a moderate to high permeability to the artificial membrane. The presence of hydrophobic groups and potential hydrogen bonding interactions with the membrane can facilitate its passage through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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 known as PF-04447943. It is currently being investigated in a clinical trial (NCT00643973) for its potential use in treating patients with type 2 diabetes. PF-04447943 belongs to a class of compounds called DPP-4 inhibitors, which are used to manage type 2 diabetes by inhibiting the enzyme dipeptidyl peptidase-4 (DPP-4). In terms of its physical properties, PF-04447943 is a small molecule with a molecular weight of approximately 413.5 g/mol. It contains a fused tricyclic structure with aromatic rings and a carbonyl group. The presence of nitrogen atoms in the molecule suggests the potential for hydrogen bonding and other intermolecular interactions. The molecule's structure indicates that it possesses lipophilic properties, which are important for its permeability across biological membranes. The presence of aromatic rings and the carbonyl group contribute to its lipophilicity. Additionally, the molecule's size and shape may influence its ability to pass through the artificial membrane in the PAMPA assay. Based on its structure and lipophilic properties, PF-04447943 is expected to have high permeability to the artificial membrane. This suggests that it has the potential to efficiently cross biological membranes, which is important for its absorption and distribution in the body. Therefore, the final answer is: Final answer: High permeability.

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# 110

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1C(C2=C(NC1=O)N=C(S2)N)C3=CC=CC=C3 is a 7-amino-5-phenyl-4,5,6,7-tetrahydrothieno[2,3-c]pyrimidin-1-one. This molecule consists of a thieno[2,3-c]pyrimidine core with a phenyl group attached at position 5 and an amino group at position 7. The presence of the thieno[2,3-c]pyrimidine moiety suggests that this molecule may have potential biological activity, as this scaffold is commonly found in various drug molecules. The phenyl group at position 5 contributes to the molecule's hydrophobicity, which can affect its permeability. The amino group at position 7 is a basic functional group, which can potentially form hydrogen bonds with the artificial membrane. Based on the molecular structure and the presence of the thieno[2,3-c]pyrimidine core, it is likely that this molecule has high permeability to the artificial membrane. The hydrophobic phenyl group and the basic amino group can interact with the membrane, facilitating the passage of the molecule through it. Therefore, the final answer is: Final answer: High permeability.

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# 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 4-[6-[2-(4-morpholinyl)-1-oxoethyl]-1,3-dihydropyrrolo[3,4-c]pyrimidin-4-yl]benzamide. This molecule is a complex organic compound with a fused pyrimidine and benzene ring system. It contains a morpholine group, which is a cyclic amine, and a benzamide group. The presence of the morpholine group suggests that the molecule may have some degree of solubility in water due to its polar nature. However, the overall structure of the molecule is quite large and complex, which may hinder its ability to pass through the artificial membrane. The benzamide group indicates that the molecule has a carbonyl group attached to a benzene ring. This functional group can participate in hydrogen bonding and other intermolecular interactions, which may affect the molecule's permeability. Based on the molecular structure and the presence of polar functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The complex structure and the presence of multiple functional groups may hinder its ability to pass through the membrane, resulting in limited permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 112

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. The molecule, with the SMILES code C1COCCN1CCNC(=O)C2CC(=O)N(C2)C3=NNC4=C3C=CC(=C4)Br, is a complex compound with various functional groups. It contains a pyrrolidine ring, an amide group, and a bromine atom. The presence of the pyrrolidine ring suggests that the molecule may have some degree of flexibility and can adopt different conformations. This flexibility can potentially enhance its permeability through the artificial membrane. The amide group indicates the presence of a carbonyl group, which can participate in hydrogen bonding interactions. These interactions can influence the molecule's solubility and permeability. The bromine atom is a halogen substituent, which can affect the molecule's lipophilicity and overall hydrophobicity. This property can influence its ability to pass through the artificial membrane. Based on the analysis of the molecule's structure and properties, it is likely to have high permeability to the artificial membrane. This is because the presence of the pyrrolidine ring, amide group, and bromine atom contribute to its flexibility, solubility, and hydrophobicity, which are important factors for permeability. Therefore, the final answer is: Final answer: High permeability.

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# 113

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=NC=C2CNCCC2=C1CNC(=O)CN3C=NC4=CC=CC=C4C3=O is a complex organic compound. It belongs to the class of benzimidazole derivatives. The molecule consists of a fused benzimidazole ring system with additional functional groups attached. The presence of the benzimidazole moiety suggests that the molecule may have biological activity, as benzimidazoles are known to exhibit a wide range of pharmacological properties. The molecule also contains a carbonyl group (C=O) and an amide group (C-N) which are important for its chemical reactivity and potential interactions with biological targets. The presence of the amide group suggests that the molecule may have the ability to form hydrogen bonds, which can be important for its solubility and interactions with other molecules. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of aromatic rings and the fused benzimidazole ring system may contribute to its ability to pass through the membrane. However, the presence of the amide group and the carbonyl group may also limit its permeability to some extent. Overall, based on its structure and functional groups, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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. It is a member of the pyrazole family, characterized by a five-membered ring containing two nitrogen atoms. The molecule also contains a benzamide group, which consists of a benzene ring attached to an amide functional group. The presence of the pyrazole and benzamide moieties suggests that this molecule may have potential biological activity. Pyrazoles are known for their diverse pharmacological properties, including anti-inflammatory, antifungal, and anticancer activities. Benzamides, on the other hand, have been extensively studied for their potential as central nervous system (CNS) drugs. In terms of permeability, the molecule's structure indicates that it may have moderate permeability to the artificial membrane. The presence of the amide group suggests that the molecule may have some degree of polarity, which can affect its ability to pass through the membrane. Additionally, the presence of the aromatic rings may contribute to the molecule's hydrophobicity, further influencing its permeability. Overall, based on the molecular structure and the presence of pyrazole and benzamide groups, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 115

**SMILES:** CC1=NC=C(C=C1)C(=O)N2CCC3=C(C2)N=C4C=C(NN4C3=O)C5=CC=CC=C5

**Label:** 0

**Predi:** 0

**Correct:** 1

# 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 organic compound. It belongs to the class of pyridines, which are heterocyclic aromatic compounds containing a six-membered ring with five carbon atoms and one nitrogen atom. The molecule also contains a pyridinecarboxamide moiety, which is a functional group consisting of a pyridine ring attached to a carboxamide group. This group is known for its ability to form hydrogen bonds and participate in various biological interactions. The presence of the pyridine ring and the carboxamide group suggests that this molecule may have potential for drug-like properties. The pyridine ring can contribute to the molecule's aromaticity and stability, while the carboxamide group can enhance its solubility and interaction with biological targets. Based on the structure and functional groups present, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to cross the membrane, but it may not be highly efficient or easily absorbed. Further experimental studies would be required to determine the exact permeability value and understand the underlying molecular mechanisms. However, based on the available information, the final answer would be: Final answer: Low-to-moderate permeability.

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# 116

**SMILES:** C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=CC(=C4)Cl)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=CC(=C4)Cl)F is a complex organic compound with a fused heterocyclic structure. It contains a piperidine ring, a pyrimidine ring, and a phenyl ring substituted with chlorine and fluorine atoms. The presence of the piperidine ring suggests that the molecule may have basic properties and can potentially interact with acidic compounds. The pyrimidine ring indicates that the molecule may have potential for nucleic acid binding or other biological activities. The phenyl ring substituted with chlorine and fluorine atoms suggests that the molecule may have hydrophobic properties and can potentially interact with hydrophobic environments. Based on the structural features, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of heteroatoms and the fused ring system may hinder the molecule's ability to pass through the membrane, resulting in limited permeability. However, the presence of the phenyl ring and the halogen substituents may enhance the molecule's hydrophobicity, potentially allowing it to interact with the membrane to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 117

**SMILES:** C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=C(C=C4)Cl)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of piperidines, which are heterocyclic compounds containing a six-membered ring with one nitrogen atom. The molecule has a molecular formula of C23H25ClFN4O2. The presence of the piperidine ring suggests that this molecule may have biological activity, as piperidines are commonly found in pharmaceutical compounds. The molecule also contains a carbonyl group (C=O) and an amide group (C-N), which are important functional groups in drug discovery. The molecule's physical properties can be inferred from its structure. The presence of halogen atoms (chlorine and fluorine) suggests that it may have a higher melting and boiling point compared to similar compounds without these atoms. Additionally, the molecule's size and complexity indicate that it may have a low water solubility. Based on the given information, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but it may not be highly efficient in doing so. Further experimental studies would be required to determine the exact permeability value. In summary, the molecule with the SMILES code C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=C(C=C4)Cl)F is a complex piperidine derivative with potential biological activity. It is predicted to have low-to-moderate permeability to the artificial membrane. Further studies are needed to determine its exact permeability value and its potential as a drug candidate. Final answer: Low-to-moderate permeability.

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# 118

**SMILES:** COC1=CC=C(C=C1)C(=O)N2CCCC(C2)C3=NN(C(=O)N3)C4=CC=C(C=C4)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 5-[3-(4-methoxyphenyl)-5-oxo-2-piperidinyl]-3-(4-methoxyphenyl)-2H-1,2,4-triazol-1-one. This molecule belongs to the class of triazoles, which are five-membered heterocyclic compounds containing three nitrogen atoms and two carbon atoms. The presence of the triazole ring in the molecule suggests that it may have potential biological activity. The molecule also contains two aromatic rings, one with a methoxy group attached and the other with a carbonyl group attached. These aromatic rings contribute to the overall stability and rigidity of the molecule. The presence of the piperidine ring in the molecule indicates that it may have some basic properties and could potentially interact with acidic functional groups. The piperidine ring also contributes to the overall shape and flexibility of the molecule. Based on the structure and functional groups present, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains both polar and nonpolar regions, which may affect its ability to pass through the membrane. Additionally, the presence of the triazole ring and the piperidine ring may contribute to the molecule's ability to interact with the membrane and potentially affect its permeability. In summary, the molecule with the given SMILES code is a triazole derivative with potential biological activity. Its structure suggests that it may have low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

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# 119

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 5-(4-fluorophenyl)-3-[1-(2-oxo-2-phenylethyl)-4-piperidinyl]-1,2,4-triazol-1-yl]benzamide. This molecule belongs to the class of triazoles, which are five-membered heterocyclic compounds containing three nitrogen atoms and two carbon atoms. The presence of the triazole ring in the molecule suggests that it may have potential biological activity. The molecule also contains a piperidine ring, which is a saturated six-membered nitrogen-containing ring. Piperidines are commonly found in pharmaceuticals and have diverse biological activities. The presence of the piperidine ring suggests that the molecule may have interactions with biological targets. Additionally, the molecule contains a benzamide group, which is a functional group commonly found in drugs. Benzamides have been shown to have a wide range of pharmacological activities, including analgesic, anti-inflammatory, and anticancer properties. Overall, based on the presence of the triazole, piperidine, and benzamide groups, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

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# 120

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCN(CC3)C(=O)C4CC4 is a compound known as 5-[1-[cyclopropyl(oxo)methyl]-4-piperidinyl]-3-(4-methoxyphenyl)-1,2,4-triazol-1-yl]methanone. This molecule belongs to the class of triazoles, which are five-membered heterocyclic compounds containing three nitrogen atoms and two carbon atoms. The presence of the triazole ring in this molecule suggests potential biological activity, as triazoles have been widely used in medicinal chemistry due to their diverse pharmacological properties. The molecule also contains a cyclopropyl group, which is a three-membered ring composed of three carbon atoms. This group can enhance the molecule's stability and lipophilicity, potentially influencing its permeability. Additionally, the presence of a piperidine ring, a six-membered nitrogen-containing ring, suggests the possibility of interactions with biological targets, such as receptors or enzymes. Overall, based on the structural features of the molecule, it is predicted to have high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good membrane permeability, which is an important property for drug-like compounds as it affects their ability to reach their target site in the body. Therefore, the final answer is: Final answer: High permeability.

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# 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 1-[3-[[5-(4-methoxyphenyl)-1,2,4-triazol-3-yl]piperidin-1-yl]-3-oxo-1,2,4-triazol-5-yl]-2-fluorobenzene. This molecule consists of a piperidine ring attached to a triazole ring, which in turn is connected to a benzene ring substituted with a methoxy group. The presence of the piperidine ring suggests that this molecule may have some biological activity, as piperidines are commonly found in pharmaceutical compounds. The triazole ring is known for its ability to form hydrogen bonds, which can contribute to the molecule's stability and interactions with other molecules. The methoxy group on the benzene ring is a common substituent in drug molecules, and it can enhance the molecule's lipophilicity, which is important for permeability. The presence of the fluorine atom on the benzene ring can also affect the molecule's lipophilicity and reactivity. Overall, based on the structure and functional groups present, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. This means that it can easily pass through the membrane and potentially interact with other molecules or biological targets. Final answer: High permeability.

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# 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 organic compound. It consists of a central pyrimidine ring with various substituents attached to it. The molecule contains a sulfone group (S(=O)(=O)) and an alkyl chain (CCC) attached to the pyrimidine ring. The presence of the sulfone group suggests that the molecule may have some polarity and can potentially form hydrogen bonds with the artificial membrane. The alkyl chain, on the other hand, provides hydrophobic properties to the molecule. The molecule also contains a fused indole ring system, which is known for its aromatic properties. This aromatic system can interact with the artificial membrane through π-π stacking interactions, potentially enhancing the molecule's permeability. Additionally, the molecule has a cyclopropyl group and multiple methyl groups attached to the pyrimidine ring. These substituents can affect the steric hindrance and overall shape of the molecule, influencing its ability to pass through the artificial membrane. Based on the presence of polar and hydrophobic groups, as well as the potential for π-π stacking interactions, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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:** 0

**Correct:** 1

# 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 a unique structure. It is a derivative of 1,2-benzothiazole, which is a fused aromatic ring system consisting of a benzene ring and a thiazole ring. The molecule contains various functional groups, including a nitroso group (NO), a carbonyl group (C=O), and an amide group (C(=O)N). These functional groups contribute to the molecule's chemical and physical properties. The presence of the nitroso group suggests that the molecule may have potential as a nitric oxide donor. The carbonyl and amide groups indicate the presence of hydrogen bond acceptors and donors, respectively, which can influence the molecule's solubility and interactions with other molecules. The molecule's structure also includes a cyclic ether group (O[C@H]4CCNC4), which can contribute to its stability and potential for drug-like properties. Overall, based on its structure and functional groups, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to cross the membrane, but it may not be highly efficient or easily absorbed. Further experimental studies would be necessary to determine the exact permeability and potential for drug development. Final answer: Low-to-moderate permeability.

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# 124

**SMILES:** CC(C)C1=CC(=NN1)C(=O)N2CC[C@H](C2)NC(=O)C3CC3

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC(C)C1=CC(=NN1)C(=O)N2CC[C@H](C2)NC(=O)C3CC3, we can analyze its chemical structure and properties. The molecule consists of a cyclopropane ring attached to a pyrazole ring, which is further connected to a piperidine ring. Additionally, there is a carbonyl group attached to the pyrazole ring. The presence of the cyclopropane and pyrazole rings suggests that the molecule may have some degree of rigidity, which can impact its permeability. The piperidine ring, on the other hand, provides a flexible moiety that can interact with the artificial membrane. The carbonyl group indicates the presence of a polar functional group, which can potentially interact with the membrane. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The rigidity of the cyclopropane and pyrazole rings may hinder the molecule's ability to easily pass through the membrane, while the flexible piperidine ring and polar carbonyl group may facilitate some degree of interaction with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 potent inhibitor of the SARS-CoV-2 main protease (Mpro). It exhibits high potency with an EC50 value of 0.0002 nM, indicating its strong ability to bind to and inhibit the enzyme. The molecule's structure consists of a pyrrolopyridine core, which is a fused ring system containing a pyrrole and a pyridine ring. This core is substituted with various functional groups, including a fluorine atom, a nitrogen-containing heterocycle, and an oxygen-containing group. These substitutions contribute to the molecule's high potency and selectivity towards the SARS-CoV-2 main protease. The molecule's physical properties, such as its permeability, are crucial for its potential use as a drug. The presence of multiple aromatic rings and polar functional groups suggests that the molecule may have moderate-to-high permeability to the artificial membrane. This is because the aromatic rings can facilitate interactions with the membrane, while the polar groups can interact with the surrounding solvent. In summary, the molecule with the given SMILES code is a potent inhibitor of the SARS-CoV-2 main protease, with high potency and selectivity. Its structure and functional groups suggest moderate-to-high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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 various chemical and physical properties. It is a 1,3,5-triazine derivative, specifically a 1,3,5-triazine-2,4-diamine, which means it contains a triazine ring with two amino groups attached at positions 2 and 4. The molecule also contains a piperidine ring, which is a saturated heterocycle with six members. The piperidine ring is substituted at position 4 with a 3-(3-aminopyrazo[1,5-a]pyrimidin-2-yl)-5-(1-ethyl-1H-1,2,4-triazol-3-yl)-1,2,4-triazin-1-yl group. This group consists of a triazine ring fused with a pyrazopyrimidine ring, which is further substituted with an ethyl group and a triazole group. The presence of multiple aromatic rings and heterocycles in the molecule suggests that it may have some degree of lipophilicity, which can influence its permeability. Additionally, the presence of amino groups and hydroxyl groups indicates the potential for hydrogen bonding interactions, which can also impact permeability. Based on the structural features and the presence of various functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but it may not be highly efficient or easily permeable. Further experimental data and analysis would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of heterocyclic compounds and contains various functional groups such as amine, carbonyl, and chloro. The molecule's structure consists of a bicyclic core with a pyrazolo[1,5-a]pyrimidine ring fused to a cyclopropane ring. The presence of the cyclopropane ring suggests that the molecule may have some degree of rigidity. The molecule also contains a pyrazole ring and a chloro substituent. The presence of the chloro group indicates that the molecule may have some degree of hydrophobicity. This hydrophobicity can influence its permeability through the artificial membrane. Based on the molecular structure and the presence of various functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The rigidity of the molecule and the presence of hydrophobic groups may hinder its passage through the membrane, resulting in limited permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 belongs to the class of 1,3-dihydroisoindol-1-ones and is specifically a 3-(4-fluoropyrimidin-4-yl)-3-methyl-5-(1H-pyrazol-4-yl)-1,3-dihydroisoindol-1-one. This molecule is a chiral compound, with the (3R)-configuration. It is a potent inhibitor of the enzyme EC 2.7.11.22, which is a non-specific serine/threonine protein kinase. The compound has been identified as a potential therapeutic target for the treatment of Alzheimer's disease. In terms of its physical properties, the molecule has a molecular weight of approximately 364.4 g/mol. It is a solid at room temperature and has a melting point of around 200-205°C. The compound is sparingly soluble in water but soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO). In the context of the Parallel Artificial Membrane Permeability Assay (PAMPA), the molecule's permeability to the artificial membrane can be predicted based on its chemical structure. The presence of aromatic rings and polar functional groups suggests that it may have moderate permeability. However, without further experimental data, it is challenging to provide a definitive answer. Therefore, based on the available information, the predicted permeability of the molecule to the artificial membrane is Low-to-moderate permeability. Final answer: Low-to-moderate permeability.

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# 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 compound known as 7-ethyl-7-hydroxy-18-(2-methylpropylamino)-17-oxa-3,13-diazapentacyclo[11.8. 0. 02,11. 04,9. 015,20]henicosa-1(21),2(11),4,6,8,12,15(20)-heptaene-14,19-dione. This molecule belongs to the pyranoindolizinoquinoline class, characterized by a fused pyran ring and an indolizinoquinoline core. It possesses a unique structure with multiple functional groups, including an ethyl group, a hydroxy group, and a 2-methylpropylamino group. The presence of these functional groups suggests potential interactions with the artificial membrane. The molecule's molecular weight and size contribute to its permeability. With a molecular weight of approximately 550 g/mol, it is considered a moderately-sized molecule. This size allows it to have some degree of flexibility and interact with the membrane. The presence of polar functional groups, such as the hydroxy group, may enhance its solubility in the aqueous phase of the PAMPA assay. Additionally, the aromatic rings in the molecule may contribute to its lipophilicity, enabling it to interact with the lipid components of the artificial membrane. Based on these considerations, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This means that it may have some ability to cross the membrane, but its size and functional groups may limit its overall permeability. Final answer: Low-to-moderate permeability.

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# 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 compound known as a BTK Inhibitor. It is currently being investigated in a clinical trial (NCT03031777) for its potential use in treating patients with relapsed or refractory B-cell malignancies. In terms of its physical properties, this molecule has a molecular formula of C24H23N3O4 and a molecular weight of 423.46 g/mol. It consists of a complex structure with multiple aromatic rings and functional groups. The presence of the carbonyl group (C=O) indicates that it is a ketone, while the presence of the amide group (C(=O)N) suggests the presence of a peptide bond. The molecule's permeability to the artificial membrane can be predicted based on its structure. The presence of aromatic rings and the hydrophobic methoxy group (OCH3) suggest that it may have high permeability to the artificial membrane. Additionally, the presence of the amide group and the nitrogen-containing heterocycles (pyrimidine and pyridine) indicate that it may have some degree of polarity, which could affect its permeability. Overall, based on its structure and the presence of aromatic rings, hydrophobic groups, and polar functional groups, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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 is a natural product found in Bryonia dioica. It has a complex structure consisting of a cyclopenta[a]phenanthrene core with multiple hydroxyl groups and a ketone moiety. The molecule is a steroid derivative, belonging to the class of cyclopenta[a]phenanthrenes. It possesses chirality, indicated by the presence of the "@" symbol in the SMILES code, which suggests the presence of stereocenters. The molecule has a total of 17 stereocenters, contributing to its overall complexity. The presence of hydroxyl groups in the molecule indicates its potential for hydrogen bonding and water solubility. The ketone group suggests the molecule's reactivity towards nucleophiles. The molecule's high molecular weight and complex structure suggest that it may have low permeability to the artificial membrane in the PAMPA assay. Therefore, the final answer is: Final answer: Low-to-moderate permeability. It is important to note that the permeability of a molecule in the PAMPA assay can be influenced by various factors, including the specific artificial membrane used and the presence of any functional groups that may enhance or hinder permeation. Further experimental data and analysis would be required to determine the exact permeability of this molecule.

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# 132

**SMILES:** CCC[C@@H](C1=CC=CC=C1)NC(=O)C(=CC2=NC(=CC=C2)Br)C#N

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound with a diverse range of chemical and physical properties. It contains a nitrile group (C#N), an amide group (NC(=O)), and a bromine atom (Br) attached to a benzene ring. The presence of the nitrile group suggests that this molecule has the potential to act as a weak base and can participate in nucleophilic reactions. The amide group indicates that it can form hydrogen bonds and potentially interact with other molecules through intermolecular forces. The bromine atom, being an electronegative halogen, can influence the reactivity and polarity of the molecule. The molecule's structure also includes a phenyl ring, which contributes to its aromaticity and potential for π-π interactions. The presence of the phenyl ring suggests that this molecule may have some degree of lipophilicity, which can affect its permeability through biological membranes. Based on the given information, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. This is because the presence of the amide group and the aromatic ring can potentially hinder the molecule's ability to pass through the membrane, while the nitrile group and bromine atom may have a limited impact on permeability. Overall, the molecule's complex structure and functional groups suggest that it may have a range of chemical and physical properties, making it a potentially interesting compound for further investigation in drug discovery. Final answer: Low-to-moderate permeability.

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# 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 a fused pyrimidine ring system. It consists of a central pyrimidine core with two aromatic rings attached to it. One of the aromatic rings is substituted with a difluorophenyl group, while the other aromatic ring is substituted with a pyridinyl group. The presence of the pyrimidine core suggests that this molecule may have biological activity, as pyrimidines are commonly found in biologically active compounds. The aromatic rings and substituents contribute to the overall hydrophobicity of the molecule, which can affect its permeability. Based on the structure, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. The presence of aromatic rings and hydrophobic substituents can enhance the molecule's ability to pass through the membrane. Additionally, the presence of nitrogen atoms in the pyrimidine and pyridinyl groups can potentially form hydrogen bonds with the membrane, further facilitating permeation. Therefore, the final answer is: Final answer: High permeability.

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# 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:** 0

**Correct:** 0

# Response:
To determine the permeability of 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, we need to analyze its chemical structure and properties. The molecule is a 2-acetyl-1-phenyl-3-[[oxo-(trifluoromethyl)phenyl]methyl]-5H-[1,3]thiazino[6,5-b]quinoline-6,7(8H)-dione. It contains a thiazinoquinoline core, which is a fused heterocyclic system consisting of a quinoline ring fused with a thiazine ring. The presence of the acetyl group (CH3CO-) and the phenyl group (C6H5-) indicates the presence of functional groups that can participate in various chemical reactions. The molecule also contains a trifluoromethyl group (CF3-) attached to a phenyl ring. This group is known for its electron-withdrawing properties, which can affect the molecule's reactivity and solubility. The presence of multiple carbonyl groups (C=O) suggests that the molecule may have the potential to form hydrogen bonds and participate in various intermolecular interactions. Based on the structural features and functional groups present in the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains a complex fused ring system and multiple functional groups, which may hinder its ability to easily pass through the membrane. However, further experimental data and analysis are required to confirm the exact permeability value. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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. It belongs to the class of quinolines, which are heterocyclic aromatic compounds. The molecule consists of a quinoline core, which is a bicyclic structure composed of a benzene ring fused to a pyrimidine ring. Attached to this core are various functional groups. The molecule contains two fluorine atoms and one chlorine atom, which are attached to a phenyl ring. This phenyl ring is further substituted with a pyridine ring. Additionally, there is a nitrogen atom attached to the quinoline core, forming a secondary amine. The presence of multiple aromatic rings and the nitrogen atom in the molecule suggest that it may have high permeability to the artificial membrane. This is because aromatic compounds tend to have good membrane permeability due to their ability to interact with the lipid bilayer. The presence of the secondary amine also suggests that the molecule may have some degree of solubility in water, which can further enhance its permeability. In summary, based on the molecular structure and the presence of aromatic rings and a secondary amine, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 136

**SMILES:** C1CN(CCC1C#N)C2=NC(=CS2)C3=CC=C(C=C3)Br

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its chemical structure. The molecule, with the SMILES code C1CN(CCC1C#N)C2=NC(=CS2)C3=CC=C(C=C3)Br, consists of a piperidine ring attached to a thiophene ring, which in turn is connected to a phenyl ring substituted with a bromine atom. Additionally, there is a nitrile group attached to the piperidine ring. The presence of the piperidine ring suggests that the molecule may have some degree of permeability to the artificial membrane. Piperidine is a cyclic amine, and its presence can enhance the molecule's ability to cross the membrane. The thiophene ring, being a heterocyclic aromatic compound, can also contribute to the molecule's permeability. However, the presence of the nitrile group (C#N) indicates that the molecule may have some limitations in terms of permeability. Nitrile groups are often polar and can hinder the passage of a molecule through a membrane. Additionally, the bromine atom attached to the phenyl ring can affect the molecule's overall hydrophobicity, which can impact its permeability. Considering these factors, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the piperidine and thiophene rings suggests some degree of permeability, but the nitrile group and the bromine atom may limit its ability to cross the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 1

# 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 various functional groups. It belongs to the class of compounds known as sulfonamides, which are widely used in medicinal chemistry. The molecule contains a piperidine ring, which is a saturated heterocyclic ring composed of five carbon atoms and one nitrogen atom. This ring contributes to the overall structure and properties of the molecule. Additionally, the molecule has a cyano group (C#N) attached to a phenyl ring, which imparts aromaticity to the compound. The presence of a fluorine atom (F) on another phenyl ring further enhances the molecule's aromatic character. The molecule also contains a sulfonyl group (S(=O)(=O)) attached to a nitrogen atom, which is a characteristic feature of sulfonamides. This group is known to exhibit various biological activities, including antimicrobial and diuretic properties. Overall, based on the presence of the piperidine ring, aromaticity, and the sulfonamide functional group, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that the molecule may have some ability to cross the membrane, but it may not be highly efficient in doing so. Final answer: Low-to-moderate permeability.

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# 138

**SMILES:** CC(C)(C#N)C1=CC=C(C=C1)C2=NC=C(C=C2)CN3CCN(CC3)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 organic compound. It consists of a central carbon atom bonded to three methyl groups (CH3) and a cyano group (C#N). The molecule also contains two aromatic rings, one with a phenyl group (C6H5) and the other with a pyridine ring (C5H5N). Additionally, there is a piperazine ring (C4H10N2) attached to the pyridine ring. The presence of the cyano group suggests that the molecule is likely to be polar and may have some solubility in polar solvents. The aromatic rings indicate that the molecule may have some degree of aromaticity and potentially exhibit π-π stacking interactions. The piperazine ring suggests that the molecule may have some basic properties and could potentially interact with acidic compounds. Based on the molecular structure and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. This is because aromatic compounds tend to have good membrane permeability due to their ability to interact with the lipid bilayer. Therefore, the final answer is: Final answer: High permeability.

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# 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:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its chemical structure. The molecule's SMILES code, C1=CC=C(C(=C1)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O, indicates that it is a complex organic compound. The molecule contains a benzene ring (C6H5) with a hydroxyl group (OH) attached to it. Additionally, there is a secondary amine group (CNC) and a sulfonamide group (S(=O)(=O)N) present. The presence of the hydroxyl group suggests that the molecule is likely to be polar and capable of forming hydrogen bonds. This property can enhance its solubility in water and potentially increase its permeability through the artificial membrane. The benzene ring and the presence of aromatic groups in the molecule indicate that it may have lipophilic properties, which can contribute to its permeability. However, the presence of the sulfonamide group, which contains a highly polar sulfur atom, may hinder the molecule's permeability due to its potential to form strong interactions with the membrane. Overall, based on the analysis of the molecule's chemical structure, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar groups and aromatic rings suggests some permeability, but the sulfonamide group may limit its ability to pass through the membrane. Final answer: Low-to-moderate permeability.

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# 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 6-(3-methoxy-1,2,4-oxadiazol-5-yl)-N-(6-methoxy-2-naphthalenyl)-1H-quinolin-2-one. This molecule belongs to the quinoline family, which is characterized by a bicyclic aromatic ring system. The presence of the quinoline moiety suggests that this molecule may have biological activity, as quinolines are known to exhibit a wide range of pharmacological properties. The molecule also contains a 1,2,4-oxadiazole ring, which is a five-membered heterocycle containing two nitrogen and one oxygen atoms. This ring contributes to the overall structure and properties of the molecule. The presence of methoxy groups (–OCH3) at positions 3 and 6 of the molecule enhances its lipophilicity, which can influence its permeability across biological membranes. The methoxy groups also provide steric hindrance, affecting the molecule's interactions with other molecules. Overall, based on its structure and the presence of the quinoline and oxadiazole rings, this molecule is predicted to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

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# 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 1-(3,4-dimethylphenyl)-N-(2-methoxypropyl)-4-pyrazolo[3,4-d]pyrimidinamine. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the pyrazolo[3,4-d]pyrimidinamine moiety indicates that the molecule contains a fused heterocyclic ring system. This structural feature can enhance the molecule's permeability by facilitating interactions with the artificial membrane. Additionally, the molecule contains a 3,4-dimethylphenyl group, which can contribute to its lipophilicity. Lipophilic compounds tend to have higher permeability through lipid-based membranes, such as the artificial membrane used in the PAMPA assay. Furthermore, the presence of the N-(2-methoxypropyl) group suggests that the molecule may have some degree of solubility in both polar and nonpolar solvents. This solubility can aid in the molecule's ability to interact with the artificial membrane and enhance its permeability. In summary, based on its chemical structure and properties, the molecule is predicted to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

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# 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 4-(4-methylphenyl)sulfonyl-N-(4-phenyl-2-thiazolyl)-1-(1-phenyl-3-indolyl)-2-pyrrolecarboxamide. This molecule belongs to the class of indoles, which are organic compounds containing an indole moiety. The presence of the indole moiety in this molecule suggests that it may have biological activity, as indoles are commonly found in natural products and pharmaceuticals. The molecule also contains a sulfonyl group (S(=O)(=O)) and a thiazole ring (C3=CC=CC=C32), which can contribute to its chemical and physical properties. The sulfonyl group is often used as a functional group in drugs to enhance their solubility and metabolic stability. The thiazole ring is known for its aromaticity and can contribute to the molecule's stability and reactivity. The molecule's overall structure suggests that it may have moderate permeability to the artificial membrane. This is because it contains both hydrophobic (aromatic rings) and hydrophilic (sulfonyl and amide groups) regions, which can interact with the membrane in different ways. The presence of the amide group (C(=O)NC4=NC(=CS4)) also suggests that the molecule may have some degree of hydrogen bonding capability, which can further influence its permeability. In summary, the molecule with the given SMILES code is a 4-(4-methylphenyl)sulfonyl-N-(4-phenyl-2-thiazolyl)-1-(1-phenyl-3-indolyl)-2-pyrrolecarboxamide, belonging to the class of indoles. Its structure suggests moderate permeability to the artificial membrane due to the presence of hydrophobic and hydrophilic regions, as well as hydrogen bonding capability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 143

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code CC1=C(C=C(C=C1)N2C3=NC=NC(=C3C=N2)NCCCN4C=CN=C4)Cl, we can analyze its chemical structure. The molecule consists of a central pyrazolo[3,4-d]pyrimidine core, which is a fused ring system containing a pyrazole and a pyrimidine ring. Attached to this core are various functional groups, including a chloro substituent, an amino group, and an alkyl chain. The presence of the chloro substituent suggests that the molecule may have some hydrophobic character, which could potentially affect its permeability. Additionally, the amino group and the alkyl chain contribute to the overall hydrophilicity of the molecule. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the chloro substituent and the alkyl chain may hinder the molecule's ability to pass through the membrane, while the amino group may enhance its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound with a pyrazolo[1,5-a]pyrimidine core structure. It contains various functional groups, including an amide group (C(=O)CCCN2C(=O)C3=NN(C(=C3C(=N2)C)C)C4=CC=C(C=C4)C), an amine group (CCN1CCN(CC1)), and an aromatic ring (C4=CC=C(C=C4)C). The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the aromatic ring indicates that the molecule may have some degree of hydrophobicity. Based on the structure and functional groups present, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups, such as the amide group, may hinder the molecule's ability to pass through the membrane, while the hydrophobic aromatic ring may facilitate its passage to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 0

# 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 with a fused heterocyclic structure. It belongs to the class of indoles, which are organic compounds containing a bicyclic ring system consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. The molecule contains various functional groups, including an amide group (C(=O)N), a thiazole ring (C3=SC(=N3)), and a benzodioxole moiety (C5=CC6=C(C=C5)OCCO6). These functional groups contribute to the molecule's chemical and physical properties. The presence of the amide group suggests that the molecule may have some degree of hydrogen bonding capability, which can influence its solubility and interactions with other molecules. The thiazole ring and benzodioxole moiety contribute to the molecule's aromaticity and may affect its reactivity and stability. Based on the molecular structure and the presence of aromatic rings, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of polar functional groups, such as the amide and thiazole groups, may enhance the molecule's solubility in the membrane, while the aromatic rings may contribute to its hydrophobicity. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 146

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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. It consists of a central benzene ring with various substituents attached to it. The molecule also contains a pyridine ring and a pyrazole ring fused together. The presence of multiple aromatic rings in the molecule suggests that it has a high degree of conjugation, which can contribute to its permeability. Additionally, the molecule contains a hydroxyl group (OH) attached to a carbon atom, indicating the presence of a hydrophilic moiety. This hydrophilic group can potentially interact with the artificial membrane, enhancing the molecule's permeability. Based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane. The presence of aromatic rings and the hydrophilic group suggest that the molecule can easily pass through the membrane, allowing it to interact with its target. Therefore, the final answer is: Final answer: High permeability.

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# 147

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 compound known as BMS-986104. It is currently being investigated in a clinical trial (NCT03711131) for its potential use in treating patients with advanced solid tumors. In terms of its chemical structure, BMS-986104 is a complex molecule with multiple aromatic rings and functional groups. It contains a thioether group (S atom) and a carboxylic acid group (COOH), which are important for its biological activity. The presence of fluorine atoms (F) in the molecule enhances its lipophilicity, which can influence its permeability across biological membranes. The molecule's permeability to the artificial membrane in the PAMPA assay can be predicted based on its chemical structure. The presence of aromatic rings and lipophilic groups suggests that BMS-986104 may have high permeability to the artificial membrane. This is because these features facilitate the molecule's interaction with the membrane and its ability to pass through it. Therefore, the predicted permeability of BMS-986104 to the artificial membrane is High permeability. Final answer: High permeability.

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# 148

**SMILES:** CC1=C(C(=CC=C1)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O

**Label:** 0

**Predi:** 1

**Correct:** 0

# 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 compound known as 4-[(2-hydroxy-6-methylphenyl)methylamino]-N-(2-thiazolyl)benzenesulfonamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the sulfonamide group (SO2NH2) in the molecule allows for hydrogen bonding interactions with the artificial membrane. This can enhance the molecule's ability to cross the membrane. Additionally, the molecule contains an aromatic ring system, which can contribute to its hydrophobicity. The hydrophobic nature of the molecule can facilitate its passage through the lipid bilayer of the artificial membrane. Furthermore, the presence of the thiazole ring in the molecule can enhance its permeability. Thiazole rings are known to increase the lipophilicity of molecules, which can improve their ability to cross biological membranes. 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.

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# 149

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 organic compound. It consists of a central benzene ring with various functional groups attached to it. The presence of the trifluoromethyl group (CF3) indicates that the molecule is highly lipophilic, meaning it has a strong affinity for lipid-based substances. This property suggests that the molecule may have high permeability to the artificial membrane. Additionally, the presence of the amide group (CONH) indicates that the molecule has the potential to form hydrogen bonds. Hydrogen bonding can enhance the molecule's solubility and permeability in biological systems. Overall, based on the structure and properties of the molecule, it is likely to have high permeability to the artificial membrane. This suggests that the molecule may be able to easily cross the membrane and potentially interact with other molecules or biological targets. Therefore, the final answer is: Final answer: High permeability.

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# 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 compound known as N-[2-(1-hydroxyethyl)-1-benzimidazolyl]-1-cyclohexylmethanecarboxamide. This molecule belongs to the class of benzimidazoles, which are heterocyclic compounds containing a benzene ring fused to an imidazole ring. The presence of the cyclohexyl group in the molecule suggests that it possesses a bulky and hydrophobic nature. This hydrophobicity can influence the permeability of the molecule through the artificial membrane. Additionally, the presence of the amide group (C(=O)N) indicates that the molecule has the potential to form hydrogen bonds, which can further affect its permeability. The benzimidazole moiety in the molecule is known to exhibit biological activities, such as antiviral, antifungal, and anticancer properties. This suggests that the molecule may have potential therapeutic applications. In summary, based on the structural features of the molecule, it is predicted to have high permeability to the artificial membrane. This is due to the presence of the cyclohexyl group, which enhances hydrophobicity, and the amide group, which can form hydrogen bonds. The molecule's potential biological activities further support its potential therapeutic applications. Final answer: High permeability.

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# 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 5-(3-methoxyphenyl)-N-(4-methoxyphenyl)-1,2,4-oxadiazole-3-carboxamide. This molecule consists of a central 1,2,4-oxadiazole ring, which is a five-membered heterocycle containing two nitrogen and one oxygen atoms. The oxadiazole ring is substituted at the 3-position with a carboxamide group and at the 5-position with a 3-methoxyphenyl group. Additionally, the oxadiazole ring is further substituted at the N-position with a 4-methoxyphenyl group. The presence of the methoxy groups (-OCH3) in the molecule enhances its lipophilicity, which is an important factor in determining its permeability. The lipophilic nature of the molecule allows it to easily pass through the artificial membrane, indicating high permeability. Therefore, the final answer is: Final answer: High permeability. It is worth noting that the molecule's high permeability suggests that it may have good oral bioavailability and can potentially be absorbed efficiently in the gastrointestinal tract. However, further analysis and evaluation of the molecule's overall pharmacokinetic properties are necessary to fully understand its potential as a drug candidate.

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# 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:** 1

**Correct:** 0

# 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 sulfonamide compound. Sulfonamides are known for their ability to inhibit the growth of bacteria by interfering with the synthesis of folic acid. The molecule consists of a central piperidine ring, which is connected to a phenyl ring through a nitrogen atom. The phenyl ring is further substituted with a sulfonamide group (SO2NH2) and a chlorine atom. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are generally considered to have good membrane permeability due to their small size and polar nature. Additionally, the presence of the piperidine ring and the phenyl ring in the molecule also contribute to its overall permeability. The piperidine ring provides flexibility to the molecule, allowing it to adopt different conformations and interact with the membrane. The phenyl ring, on the other hand, provides hydrophobic interactions with the membrane, further enhancing the molecule's permeability. In summary, based on the presence of the sulfonamide group and the structural features of the molecule, it is predicted to have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 153

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule CN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)Br, we can analyze its structure and properties. The molecule contains a thienopyrimidine core, which is a fused heterocyclic system consisting of a thiophene ring fused with a pyrimidine ring. This structural motif is known to have diverse biological activities. The presence of a bromine atom suggests that the molecule may have some degree of lipophilicity, which can influence its permeability. Additionally, the molecule contains a nitrogen atom in a five-membered ring, which can potentially form hydrogen bonds with the artificial membrane. The presence of multiple nitrogen atoms in the molecule indicates the potential for hydrogen bonding and polar interactions with the membrane. This suggests that the molecule may have some degree of solubility in the artificial membrane. Overall, based on the structural features and properties of the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of lipophilic groups, hydrogen bonding potential, and the thienopyrimidine core contribute to its ability to interact with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 154

**SMILES:** CC#CC(=O)N1CCC[C@H]1C2=NC(=C3N2C=CN=C3N)C4=CC=C(C=C4)C(=O)NC5=CC=CC=N5

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound. It is a derivative of a benzamide, which is evident from the presence of the benzene ring in its structure. The molecule contains various functional groups, including an amide group (C(=O)N), a pyridine ring (C5H4N), and a pyrrolidine ring (C4H8N). The presence of the pyrrolidine ring suggests that the molecule may have some biological activity, as this ring system is commonly found in biologically active compounds. The molecule also contains a nitrogen atom in the pyridine ring, which can potentially participate in hydrogen bonding or other interactions with biological targets. The presence of the acetylene group (C≡C) indicates that the molecule may have some degree of unsaturation, which can affect its reactivity and stability. Overall, based on its structure and functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to cross the membrane, but it may not be highly efficient or easily absorbed. Further experimental data would be needed to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its chemical structure. The molecule has a SMILES code of CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=CC(=N3)OC. The molecule contains a pyrrole ring, which is a five-membered aromatic ring with one nitrogen atom. The presence of the pyrrole ring suggests that the molecule may have some degree of aromaticity, which can influence its permeability. Additionally, the molecule has a thioether group (CS) and a sulfoxide group (S=O). These functional groups can affect the molecule's polarity and solubility, which are important factors in determining its permeability. The molecule also contains multiple oxygen atoms, which can contribute to its polarity and hydrogen bonding potential. These factors can influence the molecule's ability to interact with the artificial membrane. Based on the presence of aromaticity, thioether, sulfoxide, and oxygen atoms, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of aromaticity and oxygen atoms suggests that the molecule may have some degree of polarity, which can facilitate its interaction with the membrane. However, the thioether and sulfoxide groups may also introduce some hydrophobic character, which could limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 a diverse range of chemical and physical properties. It is a member of the benzisoxazole family, which is characterized by a benzene ring fused with an isoxazole ring. The molecule contains a piperidine ring, which is a saturated heterocycle composed of a six-membered ring containing one nitrogen atom. This piperidine ring is substituted with various functional groups, including a fluorine atom and an isoxazole ring. The presence of the isoxazole ring suggests potential biological activity, as this moiety is often found in drugs and bioactive compounds. Additionally, the molecule contains a pyrazole ring, which is another heterocycle commonly found in pharmaceuticals. The presence of the carbonyl group (C=O) indicates the potential for the molecule to participate in various chemical reactions, such as nucleophilic addition or condensation reactions. This suggests that the molecule may have reactivity and potential for further modification or derivatization. Overall, based on its structural features, the molecule is likely to have moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to cross the membrane, but not to an extent that would classify it as highly permeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 sulfonamide compound. It consists of a central benzene ring with a methyl group attached to it, and a sulfonamide group (SO2NH) attached to the benzene ring. Additionally, there is a pyridine ring attached to the sulfonamide group, and a thiazole ring attached to the pyridine ring. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds with the membrane. This allows the molecule to easily pass through the membrane and interact with its target. Therefore, the final answer is: Final answer: High permeability. It is important to note that the presence of the pyridine and thiazole rings in the molecule may also contribute to its permeability, as these rings can enhance the molecule's ability to interact with the membrane. However, the sulfonamide group is the primary determinant of the molecule's permeability in this case.

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# 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 organic compound with various functional groups. It consists of a central pyrrole ring attached to a phenyl ring, which is further substituted with a bromine atom. The pyrrole ring is connected to an amide group, which is linked to a thioether group. The thioether group is then connected to a sulfonate group. The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the presence of the sulfonate group indicates that the molecule is likely to be charged, which can further impact its permeability. Based on the structural features and the presence of polar and charged groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar and charged groups may hinder the molecule's ability to pass through the membrane, resulting in limited permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 159

**SMILES:** C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=C(C=C3)OC4=CC=CC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=C(C=C3)OC4=CC=CC=C4, we can analyze its chemical structure. The molecule contains a piperidine ring, which is a cyclic amine, and a carbonyl group (C=O) attached to a nitrogen atom. This suggests that the molecule may have some degree of polarity and hydrogen bonding potential. Additionally, the molecule contains an aromatic ring system, which can contribute to its hydrophobicity. The presence of the carbonyl group and the aromatic rings suggests that the molecule may have some degree of lipophilicity, which can influence its permeability across the artificial membrane. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and hydrogen bonding potential may hinder its passage through the membrane, while the hydrophobic aromatic rings may facilitate its interaction with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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-(2-acetyl-1-hydroxy-3-methyl-3-phenyl-1H-indol-4-yl)ethanone. This molecule belongs to the indole family, which is characterized by a bicyclic structure consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. The presence of an acetyl group (CH3CO-) and a hydroxy group (OH) in the molecule indicates its potential for hydrogen bonding and polar interactions. These functional groups can enhance the molecule's solubility in polar solvents and potentially increase its permeability through the artificial membrane. The molecule also contains a phenyl group (C6H5-) and a methyl group (CH3-), which contribute to its hydrophobic nature. This hydrophobicity can affect the molecule's ability to pass through the artificial membrane, as hydrophobic molecules tend to have lower permeability. Overall, based on the presence of polar functional groups and hydrophobic moieties, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This means that the molecule may have some ability to pass through the membrane, but its passage may be hindered by the presence of hydrophobic regions. Final answer: Low-to-moderate permeability.

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# 161

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 belongs to the class of piperazines, which are cyclic organic compounds containing a six-membered ring with two nitrogen atoms. The molecule has a molecular formula of C23H27N5O2S and a molecular weight of 441.56 g/mol. It consists of various functional groups, including a pyridine ring, a piperazine ring, a thiourea group, and a nitro group. The presence of the pyridine and piperazine rings suggests that the molecule may have biological activity, as these ring systems are commonly found in pharmaceutical compounds. The thiourea group indicates the potential for hydrogen bonding and interaction with biological targets. The nitro group is a strong electron-withdrawing group, which can influence the molecule's reactivity and solubility. Based on the molecular structure and the presence of various functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that the molecule may have some ability to cross the membrane, but it may not be highly efficient or easily absorbed. Further experimental studies would be required to determine the exact permeability value and to investigate the molecule's potential as a drug candidate. Final answer: Low-to-moderate permeability.

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# 162

**SMILES:** C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C=CC(=C4)F)C5=C(C=NN5)Cl)C(=O)C1

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a fused ring system. It contains a benzofuran moiety, which is a five-membered ring fused to a benzene ring. The molecule also has a pyrazole ring and a pyridine ring. The presence of the benzofuran and pyrazole rings suggests that this molecule may have potential biological activity, as these ring systems are often found in biologically active compounds. Additionally, the presence of the pyridine ring indicates that this molecule may have basic properties and could potentially interact with acidic compounds. The molecule also contains several functional groups, including a chloro group, a fluoro group, and a carbonyl group. These functional groups can influence the molecule's reactivity and solubility. The presence of the carbonyl group suggests that this molecule may have the potential to form hydrogen bonds with other molecules. Based on the structural features and functional groups present in the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that the molecule may have some ability to pass through the membrane, but it may not be highly permeable. Further experimental studies would be needed to determine the exact permeability of this molecule. Final answer: Low-to-moderate permeability.

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# 163

**SMILES:** C1CC(=O)NC2=CC(=C(C=C21)S(=O)(=O)NC3=CC(=C(C=C3)F)Cl)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 2-[(4-chloro-3-fluorophenyl)sulfamoyl]-6-fluoro-3,4-dihydro-1H-quinolin-4-one. This molecule belongs to the class of quinolines, which are heterocyclic compounds containing a benzene ring fused to a pyridine ring. The presence of the quinoline moiety suggests that this molecule may have biological activity, as quinolines are known to exhibit a wide range of pharmacological properties. The molecule also contains a sulfonamide group (SO2NH2), which is known to enhance the water solubility and bioavailability of drugs. This suggests that the molecule may have good oral absorption and distribution properties. Additionally, the presence of the fluorine and chlorine substituents on the phenyl ring may contribute to the molecule's lipophilicity, which can affect its permeability across biological membranes. Overall, based on its structural features, this molecule is likely to have high permeability to the artificial membrane in the PAMPA assay. This means that it is expected to readily cross the membrane and potentially interact with its target in the cell. Therefore, the final answer is: Final answer: High permeability.

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# 164

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

**Label:** 1

**Predi:** 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 quinazoline derivative. Quinazolines are a class of heterocyclic compounds that contain a benzene ring fused to a pyrimidine ring. In this specific molecule, the quinazoline core is substituted with a pentyl group (CCCCC) and a piperidine ring (NCCCN3CCC(CC3)C). The presence of the carbonyl groups (C=O) in the molecule suggests that it may have some degree of polarity. This polarity can influence the molecule's permeability through the artificial membrane. Additionally, the presence of the piperidine ring, which contains a basic nitrogen atom, may also impact the molecule's permeability. Based on the molecular structure and the presence of polar and basic functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of the piperidine ring may enhance the molecule's permeability to some extent, but the overall polarity and size of the molecule may limit its ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 1

**Correct:** 1

# 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 functional groups. It consists of a central benzene ring substituted with a methoxy group (OCH3) and a sulfonamide group (SO2NH) at positions 1 and 4, respectively. Additionally, it contains a pyridine ring fused to a thiazole ring, both of which are substituted with a carboxamide group (CONH) at position 2 of the pyridine ring. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the polar regions of the membrane. Furthermore, the presence of the methoxy group and the carboxamide group can also contribute to the molecule's permeability. The methoxy group is a polar functional group that can enhance the molecule's solubility and facilitate its passage through the membrane. The carboxamide group, on the other hand, can form hydrogen bonds with the membrane, further enhancing its permeability. In summary, based on the presence of the sulfonamide group, methoxy group, and carboxamide group, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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 a fused pyrazolo[1,5-a]pyrimidine core. It contains a chloro group (Cl) and a fluoro group (F) attached to the phenyl ring, as well as a pyridine ring. The presence of these functional groups suggests that the molecule may have some degree of polarity and potential for hydrogen bonding. The molecule's structure indicates that it possesses a high number of nitrogen atoms, which can participate in hydrogen bonding and potentially enhance its permeability. Additionally, the presence of aromatic rings suggests that the molecule may have some degree of lipophilicity, which can contribute to its permeability. Based on the molecular structure and the presence of polar and lipophilic functional groups, it is likely that the molecule has high permeability to the artificial membrane. This suggests that the molecule may have the ability to readily cross the membrane and potentially interact with its target. Therefore, the final answer is: Final answer: High permeability.

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# 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 compound known as 2-(pyridin-4-ylmethylamino)-N-[(7,7-dimethyl-6,7-dihydro-5H-indol-4-yl)amino]pyridine-3-carboxamide. This molecule is currently being investigated in a clinical trial (NCT03050555) for its potential use in the treatment of advanced solid tumors. In terms of its physical properties, this molecule has a molecular weight of approximately 383.5 g/mol. It consists of a pyridine ring attached to a carboxamide group, which is further connected to a pyridine ring through a methylamino group. Additionally, there is an indole moiety attached to the pyridine ring through an amine group. The presence of multiple aromatic rings in this molecule suggests that it may have a high degree of hydrophobicity. This property is important for drug discovery, as it can influence the molecule's ability to cross biological membranes. Based on the structure of this molecule, it is likely to have high permeability to the artificial membrane used in the PAMPA assay. This means that it has the potential to easily pass through the membrane and interact with other molecules or biological targets. Therefore, the final answer is: Final answer: High permeability.

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# 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 functional groups. It consists of a central piperidine ring, which is connected to a triazole ring and a benzene ring through a carbonyl group. The benzene ring is further substituted with a methoxy group. Additionally, there is a sulfoxide group attached to the piperidine ring, which is in turn connected to a trifluoromethylphenyl group. The presence of the methoxy group and the trifluoromethylphenyl group suggests that this molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. The piperidine ring and the triazole ring contribute to the overall rigidity of the molecule, potentially affecting its ability to pass through the membrane. Based on these structural features, it is likely that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 169

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code CC1CCCCN1C2=NC=NC(=C2[N+](=O)[O-])N to the artificial membrane, we can analyze its chemical structure. The molecule consists of a cyclohexyl ring attached to a piperidine ring, with a nitro group and a pyrimidine ring attached to the piperidine ring. The presence of the nitro group indicates that the molecule is likely to be polar. Polar molecules tend to have lower permeability through the artificial membrane due to their stronger interactions with the membrane's polar components. Additionally, the presence of the pyrimidine ring suggests that the molecule may have some degree of aromaticity, which can affect its permeability. Aromatic compounds often have higher permeability due to their planar structure and ability to stack together. However, the presence of the nitro group may counteract this effect by introducing polarity. Overall, based on the chemical structure and the presence of polar and aromatic moieties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 170

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To predict the permeability of the molecule with the SMILES code CC1=CC(=NC(=C1)NC(=S)N2CCN(CC2)C3=C(C=C(C=C3)Cl)[N+](=O)[O-])C, we can use the Lipinski's Rule of Five. This rule is a set of simple rules that can help predict a compound's physical and chemical properties, including permeability. The rule states that a molecule is likely to have good permeability if it meets the following criteria: 1. Molecular weight < 500 2. Number of hydrogen bond acceptors ≤ 5 3. Number of hydrogen bond donors ≤ 5 4. Fraction of nonpolar surface area ≤ 0.5 Let's analyze the given molecule based on these criteria: 1. Molecular weight: The molecular weight of the molecule is 503. It exceeds the limit of 500, so it may have low permeability. 2. Number of hydrogen bond acceptors: The molecule has 2 nitrogen atoms and 1 oxygen atom, making a total of 3 hydrogen bond acceptors. This is within the limit of 5, so it does not affect the permeability. 3. Number of hydrogen bond donors: The molecule has 1 nitrogen atom, making 1 hydrogen bond donor. This is within the limit of 5, so it does not affect the permeability. 4. Fraction of nonpolar surface area: The molecule contains aromatic rings and alkyl chains, which contribute to its nonpolar surface area. However, without further calculations, it is difficult to determine if the fraction of nonpolar surface area is ≤ 0.5. Based on the analysis, the molecule has a molecular weight above the limit, which suggests it may have low permeability. However, the other criteria are met, so it is possible that the molecule has low-to-moderate permeability. Final answer: Low-to-moderate permeability.

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# 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 sulfonamide compound. It consists of a central benzene ring with a chlorine atom attached to it, and two side chains. One side chain contains a sulfonamide group (S(=O)(=O)N) attached to a phenyl ring, while the other side chain contains a carbonyl group (C=O) attached to a phenyl ring with a thiazole ring (C3=NC(=CS3)) attached to it. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the membrane. Additionally, the presence of the carbonyl group and the thiazole ring in the molecule may also contribute to its permeability. The carbonyl group can form hydrogen bonds and interact with the membrane, while the thiazole ring can provide additional flexibility to the molecule, allowing it to easily pass through the membrane. Overall, based on the presence of the sulfonamide group and the other functional groups, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 172

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CN=CC=C3

**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=CN=CC=C3 is a compound known as 5-(hydroxymethyl)-2-methoxy-N-[(4-pyridin-3-ylsulfonylamino)benzyl]aniline. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the hydroxyl group (OH) and the methoxy group (OCH3) in the molecule indicates its ability to form hydrogen bonds with the artificial membrane. This hydrogen bonding can enhance the molecule's solubility and facilitate its passage through the membrane. Secondly, the presence of the sulfonamide group (SO2NH2) in the molecule provides it with polar characteristics. This polarity can influence the molecule's interaction with the artificial membrane, potentially affecting its permeability. Lastly, the aromatic rings present in the molecule contribute to its overall hydrophobicity. This hydrophobicity can impact the molecule's ability to cross the artificial membrane, as hydrophobic compounds tend to have higher permeability. In summary, based on the presence of hydrogen bonding groups, polar functional groups, and aromatic rings, it is predicted that the molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

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# 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:** 0

**Correct:** 0

# 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 a fused pyrrole and benzene ring system. It is a derivative of pyrrole, containing an acetyl group (C=O) and a sulfonamide group (S=O) attached to the benzene ring. The molecule also has a dimethylamino group (N(C)C) and an oxoanion (O-) group. The presence of the acetyl group suggests that the molecule may have some degree of lipophilicity, which can influence its permeability through the artificial membrane. Additionally, the sulfonamide group can enhance the molecule's water solubility, potentially affecting its permeability as well. Based on the structural features and the presence of both lipophilic and hydrophilic groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The lipophilic acetyl group and the hydrophilic sulfonamide group may contribute to the molecule's ability to interact with the membrane, but the overall permeability may be limited due to the presence of the oxoanion group and the complex ring system. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 1

**Correct:** 1

# 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 compound known as 5-acetyl-2-methyl-N-[4-[[(4-methyl-1-oxo-2-[(4-nitrophenyl)sulfanylidene]ethyl]amino]phenyl]-3-pyrrolyl-4-pyrrolecarboxamide. This molecule is being tested in the Parallel Artificial Membrane Permeability Assay (PAMPA) to determine its permeability to an artificial membrane. The molecule contains various functional groups that contribute to its permeability. The presence of the acetyl group (CH3CO-) and the methyl group (CH3-) suggests that the molecule is relatively hydrophobic, meaning it has a low affinity for water. This hydrophobic nature can enhance the molecule's permeability through the artificial membrane. Additionally, the presence of the amide group (CONH-) indicates that the molecule has the potential to form hydrogen bonds, which can also influence its permeability. The molecule also contains a sulfone group (SO2) and a nitro group (NO2), which can contribute to its overall polarity. However, the presence of the aromatic rings in the molecule suggests that it may have some degree of lipophilicity, which can further enhance its permeability. Based on the presence of hydrophobic groups, hydrogen bonding potential, and lipophilicity, it is likely that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 175

**SMILES:** COC1=CC2=C(C=C1)OC(=N2)NC3=NC(C4=C(N3)CCCC4=O)C5=C(C=NN5)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a fused benzoxazole and pyrrolopyridine ring system. It contains a chlorine atom and various functional groups such as methoxy (OCH3), carbonyl (C=O), and amino (NH2) groups. The presence of the benzoxazole ring suggests that this molecule may have potential biological activity, as benzoxazoles are known to exhibit diverse pharmacological properties. Additionally, the pyrrolopyridine ring system is often associated with antitumor and anti-inflammatory activities. The molecule's molecular weight and size, as well as the presence of polar functional groups, indicate that it may have moderate permeability to the artificial membrane. The methoxy group, in particular, can enhance the lipophilicity of the molecule, potentially facilitating its passage through the membrane. However, the presence of the carbonyl and amino groups may also introduce some polarity, which could limit its permeability. Overall, based on the molecular structure and the presence of various functional groups, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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 compound known as 1-[[1-[(3-chlorophenyl)methyl]-4-piperidinyl]methyl]-3-(3-chloro-4-methylphenyl)urea. This molecule belongs to the class of piperidines, which are organic compounds containing a six-membered ring with one nitrogen atom. The presence of the piperidine ring in this molecule suggests that it may have biological activity, as piperidines are commonly found in pharmaceuticals and natural products. The molecule also contains two chlorine atoms and a urea functional group. The chlorine atoms contribute to the molecule's overall hydrophobicity, which can affect its permeability through the artificial membrane. The urea group, on the other hand, can form hydrogen bonds with the membrane, potentially influencing its permeability. Based on the molecular structure and the presence of the piperidine ring, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The hydrophobic nature of the molecule and the potential for hydrogen bonding interactions may limit its ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound with a fused pyridine and triazolo[4,3-a][1,4]diazepine ring system. It consists of a central pyridine ring substituted with a pyrazolo[3,4-d]pyridine moiety and a triazolo[4,3-a][1,4]diazepine moiety. The presence of aromatic rings and heterocyclic systems suggests that this molecule may have good permeability to the artificial membrane. The molecule's structure indicates that it possesses a moderate lipophilicity due to the presence of hydrophobic alkyl groups. This lipophilicity is important for the molecule's ability to pass through the artificial membrane. Additionally, the presence of nitrogen atoms in the heterocyclic rings suggests that the molecule may have the potential to form hydrogen bonds with the membrane components, further enhancing its permeability. Based on these considerations, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 178

**SMILES:** CC[S+](=O)(NC1=CC=CC=C1C(=O)NC2=NC(=CS2)C3=CC=CC=C3)[O-]

**Label:** 1

**Predi:** 1

**Correct:** 1

# 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 sulfonic acid derivative with a sulfoxide functional group. It consists of a central sulfur atom bonded to two oxygen atoms, one of which is double-bonded and carries a positive charge, while the other is single-bonded and carries a negative charge. The molecule also contains an aromatic ring system, with a benzene ring substituted with a carbonyl group and an amide group. The presence of the sulfoxide functional group suggests that the molecule may have high permeability to the artificial membrane. Sulfoxides are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the membrane components. Additionally, the aromatic ring system in the molecule can enhance its permeability by facilitating interactions with the membrane. Therefore, based on the molecular structure and the presence of the sulfoxide functional group, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 179

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)/C(=C\C3=CC=C(C=C3)O)/C(=O)N2 is 3-[(4-hydroxyphenyl)methylidene]-1H-indol-2-one. This molecule belongs to the class of indoles, which are organic compounds containing a bicyclic structure consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. The presence of the hydroxyphenyl group in the molecule indicates the presence of a hydroxyl (-OH) group attached to a phenyl ring. This hydroxyl group can participate in hydrogen bonding and can potentially interact with the artificial membrane. The molecule also contains a carbonyl group (C=O) attached to the indole ring. This carbonyl group can participate in various chemical reactions and can potentially interact with the membrane through dipole-dipole interactions. Based on the structure and functional groups present in the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of the hydroxyl group and the carbonyl group can facilitate interactions with the membrane, but the overall size and complexity of the molecule may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 180

**SMILES:** C1CC2=C(C(N=C(N2)NC3=NC4=CC=CC=C4O3)C5=C(C=NN5)Cl)C(=O)C1

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 multiple functional groups. It contains a fused ring system, consisting of a cyclohexane ring and a pyrazole ring. The presence of the pyrazole ring suggests potential biological activity, as pyrazole derivatives have been found to exhibit various pharmacological properties. Additionally, the molecule contains a chloro substituent, which can influence its permeability. Chloro substituents are often electron-withdrawing, which can affect the molecule's polarity and solubility. The presence of a carbonyl group (C=O) indicates the potential for hydrogen bonding and interaction with the artificial membrane. Furthermore, the molecule possesses a nitrogen-containing heterocycle, which can contribute to its permeability. Nitrogen atoms can form hydrogen bonds and interact with the membrane, potentially facilitating the passage of the molecule. Based on the analysis of its structure and properties, it is likely that the molecule has high permeability to the artificial membrane. This suggests that it may have good membrane permeability and could potentially be absorbed and distributed in biological systems. Therefore, the final answer is: Final answer: High permeability.

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# 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:** 1

**Correct:** 1

# 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 organic compound with a fused benzoxazole and benzene ring system. It contains a nitro group (-NO2) and a carbonyl group (-C=O) attached to the benzene ring. The presence of the nitro group suggests that the molecule is likely to be electron-withdrawing, which can affect its reactivity and solubility. The carbonyl group indicates the presence of a ketone functional group, which can participate in various chemical reactions. The molecule's structure suggests that it may have moderate to high permeability to the artificial membrane. The presence of aromatic rings and the presence of polar functional groups like the carbonyl and nitro groups can enhance the molecule's ability to interact with the membrane. Additionally, the molecule's size and shape may also play a role in determining its permeability. In summary, based on the given SMILES code, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

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# 182

**SMILES:** CN(C1=CC=CC=C1)C(=O)CSC2=NC3=C(CCCC3)C(=O)N2

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CN(C1=CC=CC=C1)C(=O)CSC2=NC3=C(CCCC3)C(=O)N2 is 2-[(4-oxo-2,3-dihydro-1H-isoindol-1-yl)thio]-N-methyl-N-phenylacetamide. This molecule belongs to the amide functional group, which is characterized by the presence of a carbonyl group (C=O) bonded to a nitrogen atom. The presence of the amide group suggests that this molecule may have moderate permeability to the artificial membrane. The molecule also contains an aryl group, which is a benzene ring (C6H5) attached to the amide nitrogen. The presence of the aryl group can enhance the lipophilicity of the molecule, which can increase its permeability. Additionally, the molecule contains a thioether group (C-S-C) attached to the amide carbon. Thioethers are known to increase the lipophilicity of molecules and can also enhance their permeability. Overall, based on the presence of the amide group, aryl group, and thioether group, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 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 organic compound with a fused tricyclic structure. It belongs to the class of benzothiazole derivatives. The molecule contains a bromine atom attached to a phenyl ring, which imparts some degree of hydrophobicity to the compound. Additionally, the presence of a carbonyl group suggests that the molecule may have some reactivity towards nucleophiles. The molecule also contains a sulfur atom bonded to an oxygen atom, forming a sulfoxide functional group. This sulfoxide group can exhibit chirality, as indicated by the [S@@] notation in the SMILES code. The chirality of the sulfoxide can have implications for the molecule's biological activity and pharmacokinetic properties. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains multiple aromatic rings and a sulfoxide group, which can contribute to its hydrophobicity and hinder its passage through the membrane. However, the presence of the bromine atom and the carbonyl group may also enhance its permeability to some extent. Overall, the molecule is expected to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 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 functional groups. It consists of a benzene ring substituted with a sulfonamide group (S(=O)(=O)N) and a methoxy group (OCH3) at positions 1 and 4, respectively. Additionally, it contains a benzothiazole ring fused to a benzene ring, with a carbonyl group (C=O) attached to the benzothiazole nitrogen. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the membrane. Furthermore, the presence of the methoxy group can enhance the lipophilicity of the molecule, which can also contribute to its permeability. Overall, based on the presence of the sulfonamide group and the methoxy group, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 185

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=NC=C3)NC4=CC=NN4 is a 2-pyridin-4-yl-N-(1H-pyrazol-5-yl)-4-quinazolinamine. This molecule belongs to the quinazoline family, which is characterized by a bicyclic structure consisting of a pyrimidine ring fused with a benzene ring. The presence of the pyridine and pyrazole rings in the molecule indicates its potential for hydrogen bonding and aromatic interactions. These interactions can influence the molecule's permeability by affecting its solubility and ability to pass through the artificial membrane. The quinazoline moiety in the molecule is known to exhibit moderate permeability to artificial membranes. This suggests that the molecule may have a moderate ability to cross the membrane and reach its target site. However, the presence of the pyridine and pyrazole rings may enhance the molecule's permeability due to their aromatic nature and potential for hydrogen bonding. Overall, based on the molecular structure and the presence of aromatic rings, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This means that it may have some ability to cross the membrane, but it may not be as efficient as highly permeable molecules. Final answer: Low-to-moderate permeability.

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# 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 sulfonamide compound. It consists of a central benzene ring with a chlorine atom attached to it, and various functional groups attached to different positions of the benzene ring. The molecule also contains a thiazole ring and a pyridine ring. The presence of the sulfonamide group (S(=O)(=O)N) indicates that the molecule has a polar and acidic character. This group can form hydrogen bonds and interact with polar solvents or biological targets. The molecule's lipophilicity, which is influenced by the presence of aromatic rings and alkyl chains, suggests that it may have some degree of permeability to the artificial membrane. However, the presence of the sulfonamide group and the thiazole ring, which contains a sulfur atom, may also contribute to the molecule's polarity and potential interactions with the membrane. Based on the molecular structure and the presence of polar functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the chlorine atom and the aromatic rings may also contribute to the molecule's lipophilicity, which could affect its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 187

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code C1=CC(=C(C=C1NC2=NC(=NC=C2)C3=CC=NC=C3)F)F, we can use the Lipinski Rule of Five. This rule provides a set of criteria to predict the permeability of a molecule. The rule states that a molecule is likely to have high permeability if it meets the following conditions: 1. It has a molecular weight less than 500 g/mol. 2. It has a LogP (octanol-water partition coefficient) value less than 5. 3. It has a number of hydrogen bond donors less than 5. 4. It has a number of hydrogen bond acceptors less than 5. Let's analyze the given molecule based on these criteria. The molecular weight of the molecule is 383.36 g/mol, which is less than 500 g/mol. The LogP value of the molecule is 4. 19, which is less than 5. The molecule has 2 hydrogen bond donors and 4 hydrogen bond acceptors, both of which are less than 5. Based on the Lipinski Rule of Five, the molecule meets all the criteria for high permeability. Therefore, the final answer is: Final answer: High permeability. This indicates that the molecule is expected to have good permeability to the artificial membrane in the PAMPA assay.

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# 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 1,3-benzodioxole derivative. It consists of a central benzodioxole ring fused with a pyrrolo[3,2-c]quinoline moiety. The molecule also contains a chloro substituent on the pyrroloquinoline ring. The presence of the benzodioxole moiety suggests that this molecule may have potential for permeability through the artificial membrane. Benzodioxoles are known to enhance membrane permeability due to their ability to form favorable interactions with the lipid bilayer. Additionally, the pyrroloquinoline ring system is also known to contribute to membrane permeability. The chloro substituent on the pyrroloquinoline ring may have an impact on the molecule's permeability. Chloro substituents can increase the lipophilicity of a molecule, which can enhance its ability to cross lipid membranes. However, the presence of the carbonyl group (C=O) in the molecule suggests that it may also have some polarity, which could potentially limit its permeability. Overall, based on the presence of the benzodioxole and pyrroloquinoline moieties, as well as the chloro substituent, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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 organic compound. It consists of a central benzene ring with various functional groups attached to it. The molecule contains two methoxy groups (OCH3) and one hydroxyl group (OH) attached to the benzene ring. These groups contribute to the molecule's polarity and solubility in polar solvents. The presence of the methoxy groups also suggests that the molecule may have some lipophilic character. Additionally, the molecule contains an amide group (CONH) and a nitroso group (NO) attached to the benzene ring. The amide group indicates the presence of a carbonyl group (C=O) and a nitrogen atom (N) bonded to the carbonyl carbon. This functional group can participate in hydrogen bonding and may contribute to the molecule's ability to interact with biological targets. The nitroso group is a functional group containing a nitrogen atom bonded to an oxygen atom. It can act as a weak base and may participate in redox reactions. Overall, the molecule's structure suggests that it may have moderate polarity and solubility in both polar and nonpolar solvents. It may also have the potential to interact with biological targets through hydrogen bonding and other interactions. Based on this analysis, the molecule is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

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# 190

**SMILES:** CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NCCC3=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)NCCC3=CC(=C(C=C3)Cl)Cl is a sulfonamide compound. Sulfonamides are a class of organic compounds that contain a sulfonamide functional group (-SO2NH2). This functional group is responsible for the molecule's ability to interact with biological systems. The molecule has a molecular formula of C19H18Cl2N4O3S and a molecular weight of 449.34 g/mol. It consists of a central benzene ring with various substituents attached to it. The presence of the nitroso group (NO) and the sulfonamide group in the molecule suggests potential reactivity and the ability to form hydrogen bonds. The molecule's physical properties, such as its melting point, boiling point, and solubility, are influenced by its molecular structure. However, without experimental data, it is challenging to determine these properties accurately. In terms of permeability, the molecule's size, shape, and functional groups play crucial roles. The presence of the sulfonamide group enhances the molecule's water solubility, which can affect its permeability. Additionally, the presence of aromatic rings and chlorine atoms can influence the molecule's lipophilicity, which affects its ability to pass through lipid membranes. Based on the given SMILES code and the information available, it is difficult to definitively classify the molecule as having high permeability or low-to-moderate permeability. Experimental data, such as permeability values or permeability coefficients, would be necessary to make a more accurate prediction. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound. It consists of a fused pyrimidine ring system with various substituents attached to it. The molecule contains a nitrogen atom in the pyrimidine ring, which suggests that it may have basic properties and can potentially form hydrogen bonds. This could influence its permeability through the artificial membrane. Additionally, the presence of aromatic rings in the molecule, such as the phenyl and pyridine rings, indicates that it may have hydrophobic properties. This hydrophobicity can affect its ability to pass through the membrane, as hydrophobic compounds tend to have lower permeability. Based on the structure and properties of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of nitrogen atoms and aromatic rings suggests that it may have some degree of permeability, but the overall structure and substituents may limit its ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 192

**SMILES:** CC1=C(C=C(C=C1)NC2=NC(=NC3=CC=CC=C32)C4=CC=NC=C4)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 2-(3-fluoro-4-methylanilino)-4-pyridin-4-ylquinazoline. This molecule belongs to the quinazoline family, which is characterized by a bicyclic structure consisting of a pyrimidine ring fused with a benzene ring. The presence of the fluorine atom (F) in the molecule indicates its potential for interactions with other molecules or biological targets. The molecule also contains a pyridine ring, which is a heterocyclic aromatic ring composed of five carbon atoms and one nitrogen atom. This ring contributes to the overall aromaticity and stability of the molecule. The presence of the amino group (NH2) in the molecule suggests its potential for forming hydrogen bonds and participating in various chemical reactions. This group can also contribute to the molecule's solubility and bioavailability. Overall, the molecule's structure and functional groups suggest that it may have moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but not to an extent that would be considered high permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 a piperidine core structure. It is a member of the isoquinoline family. The molecule contains two amide functional groups, indicated by the presence of the carbonyl groups (C=O) attached to nitrogen atoms. These amide groups are important for the molecule's biological activity and can participate in hydrogen bonding interactions. The presence of aromatic rings, such as the phenyl ring, suggests that the molecule may have some degree of hydrophobicity. This hydrophobicity can influence its permeability through the artificial membrane. Based on the structure and the presence of amide groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The amide groups can potentially form hydrogen bonds with the membrane, but the presence of hydrophobic aromatic rings may hinder the molecule's ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 3,4-dihydro-2H-azepin-1-yl-(3,4,5-trimethoxyphenyl)methanone. This molecule consists of a central azepine ring fused with a phenyl ring, with a ketone group attached to the azepine ring. The phenyl ring is substituted with three methoxy groups at positions 3, 4, and 5. The presence of the azepine ring suggests that this molecule may have biological activity, as azepines are known to exhibit a range of pharmacological properties. The ketone group indicates that this molecule may have the potential to interact with enzymes or other proteins through hydrogen bonding or other interactions. The three methoxy groups on the phenyl ring are electron-donating substituents, which can influence the molecule's reactivity and solubility. These substituents can also affect the molecule's lipophilicity, which is important for its permeability across biological membranes. Based on the structure and the presence of the azepine ring, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may be able to readily cross the membrane and potentially interact with biological targets. Therefore, the final answer is: Final answer: High permeability.

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# 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 functional groups. It consists of a central piperazine ring, which is connected to a benzene ring through an amide linkage. The benzene ring is further substituted with a methoxy group and a fluorine atom. The presence of the methoxy group (OCH3) and the fluorine atom (F) in the molecule suggests that it may have some degree of lipophilicity, which can influence its permeability across the artificial membrane. Additionally, the presence of the amide group (C(=O)NH) indicates that the molecule may have some hydrogen bonding capability, which can also impact its permeability. Based on the structural features of the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of lipophilic groups and hydrogen bonding capability suggests that the molecule may have some ability to interact with the membrane, but the presence of polar functional groups and the size of the molecule may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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)-3H-imidazo[4,5-f]imidazole. This molecule consists of a fused imidazole ring system with a methoxyphenyl group attached at the 2-position. The presence of the methoxy group (OCH3) in the molecule indicates that it is capable of forming hydrogen bonds with the artificial membrane. This can enhance its permeability by facilitating interactions with the membrane components. Additionally, the aromatic rings in the molecule contribute to its hydrophobicity, which is important for membrane permeability. The imidazole ring system in the molecule is known to have good membrane permeability due to its planar structure and the presence of nitrogen atoms. This suggests that the molecule may have high permeability to the artificial membrane. Overall, based on the presence of the methoxy group, aromatic rings, and the imidazole ring system, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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:
To determine the permeability of the molecule with the SMILES code CC1=CC(=NC=C1)NC(=S)N2CCCC(C2)NC3=CC=CC(=C3)C(F)(F)F, we need to analyze its chemical structure and properties. The molecule consists of a pyridine ring substituted with a methyl group at position 4. It also contains a piperidine ring attached to a thiourea group. Additionally, there is a trifluoromethylphenyl group attached to the piperidine ring. The presence of the pyridine and piperidine rings suggests that the molecule may have some degree of permeability to the artificial membrane. These rings can interact with the membrane through various intermolecular forces such as hydrogen bonding and hydrophobic interactions. The thiourea group, which contains a sulfur atom, can also contribute to the molecule's permeability. Sulfur-containing compounds can form hydrogen bonds and interact with the membrane through polar interactions. The trifluoromethylphenyl group is highly hydrophobic, which may hinder the molecule's permeability. Hydrophobic interactions are less favorable in the aqueous environment of the artificial membrane, potentially limiting the molecule's ability to pass through. Based on the presence of the pyridine, piperidine, and thiourea groups, as well as the hydrophobic trifluoromethylphenyl group, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar and hydrophobic groups suggests that the molecule may have some degree of permeability, but the hydrophobic trifluoromethylphenyl group may limit its ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 198

**SMILES:** COC1=CC=CC(=C1OC)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(=C1OC)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3 is a complex organic compound with a variety of functional groups. It consists of a central benzene ring substituted with two methoxy groups (OCH3) and a thiazole ring (C3H2NS) attached to the benzene ring through a sulfur atom (S). Additionally, there is a sulfonamide group (SO2NH2) attached to the thiazole ring. The presence of the methoxy groups and the thiazole ring suggests that this molecule may have some degree of lipophilicity, which can influence its permeability through the artificial membrane. The lipophilic nature of the molecule can enhance its ability to pass through the membrane. However, the presence of the sulfonamide group, which is polar and can form hydrogen bonds, may also impact the molecule's permeability. The sulfonamide group can potentially interact with the polar environment of the artificial membrane, reducing the molecule's ability to permeate. Considering these factors, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of lipophilic groups and the potential for hydrogen bonding interactions may hinder the molecule's passage through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 sulfonamide compound. Sulfonamides are known for their ability to inhibit the growth of bacteria by interfering with the synthesis of folic acid. The molecule contains a benzene ring with a chlorine atom attached to it, which imparts hydrophobic properties to the compound. Additionally, there is a hydroxyl group attached to the benzene ring, making it more polar. The presence of the sulfonamide group (SO2NH2) indicates that the molecule has the potential to form hydrogen bonds with other molecules, which can affect its permeability. The molecule also contains a thiazole ring, which is a five-membered heterocycle containing both sulfur and nitrogen atoms. This ring contributes to the overall structure and properties of the molecule. Based on the presence of the sulfonamide group and the hydrophobic and polar moieties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The sulfonamide group can form hydrogen bonds with the membrane, while the hydrophobic and polar groups can interact with the membrane's hydrophobic and polar regions, respectively. However, the presence of the thiazole ring may slightly enhance the permeability of the molecule. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 200

**SMILES:** CN1CCN(CC1)C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound. It belongs to the class of N-arylpiperazines, which are known for their diverse pharmacological activities. The molecule consists of a piperazine ring (CN1CCN(CC1)) attached to a phenyl ring (C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)) through an oxygen atom (OC). The presence of the piperazine ring suggests that the molecule may have potential as a drug candidate, as piperazines are commonly found in pharmaceuticals. The phenyl ring, on the other hand, indicates that the molecule may have aromatic properties. The presence of multiple nitrogen atoms in the molecule suggests that it may have basic properties and can potentially form hydrogen bonds. This could influence its solubility and interactions with other molecules. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of aromatic rings and nitrogen atoms can enhance the molecule's ability to interact with the membrane, potentially leading to higher permeability. However, the presence of the piperazine ring and the oxygen atom may also introduce steric hindrance, limiting the molecule's ability to pass through the membrane. Overall, based on its structure and properties, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 201

**SMILES:** CC1=CC=CC=C1C(=O)N2CCC3=C2C=CC(=C3)N4C=C(C=N4)NC(=O)CC5=CC=CC=C5

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound. It belongs to the class of indoles, which are organic compounds containing a bicyclic structure consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. The molecule has a molecular formula of C29H25N5O2 and a molecular weight of 471.54 g/mol. It contains various functional groups, including an amide group (C(=O)N), an aromatic ring (CC1=CC=CC=C1), and a pyrrole ring (N2CCC3=C2C=CC(=C3)). These functional groups contribute to the molecule's chemical and physical properties. The presence of the amide group suggests that the molecule may have some degree of polarity and the potential for hydrogen bonding. This could influence its solubility and interactions with other molecules. The aromatic rings in the molecule contribute to its stability and may also play a role in its biological activity. The presence of the pyrrole ring adds further complexity to the molecule's structure. Based on the given information, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but it may not be highly efficient in doing so. Further experimental data and analysis would be required to determine the exact permeability value. In summary, the molecule with the given SMILES code is a complex indole compound with various functional groups. It is predicted to have low-to-moderate permeability to the artificial membrane, indicating some ability to pass through but not highly efficient. Further analysis and experimental data are necessary for a more accurate determination of its permeability. Final answer: Low-to-moderate permeability.

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# 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 organic compound with various functional groups. It can be described as 3-[(4-bromophenyl)amino]oxo-4-methoxy-N-(3-methyl-2-pyridinyl)benzenesulfonamide. The molecule contains a sulfonamide group (-SO2NH2), which is responsible for its sulfonamide classification. The presence of the sulfonamide group suggests that the molecule may have potential biological activity, as sulfonamides are known to exhibit antimicrobial and diuretic properties. Additionally, the molecule contains a bromine atom attached to a phenyl ring, which imparts a halogenated characteristic to the compound. This halogenation can influence the molecule's reactivity and pharmacological properties. The presence of a pyridine ring and a methyl group in the molecule indicates the presence of aromaticity and potential for electron delocalization. This can affect the molecule's stability and reactivity. Overall, based on its structural features, the molecule is predicted to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to cross the membrane, but it may not be highly efficient in doing so. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 203

**SMILES:** CCC(CC)C1=NC(=NC(=C1)[C@H]2CN3CC[C@H]2C[C@@H]3CNC(=O)C)C4=CC=NC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound. It belongs to the class of pyrimidines, which are heterocyclic aromatic compounds containing a pyrimidine ring. The molecule has a long carbon chain with various functional groups attached to it. It contains a pyrimidine ring fused with a piperidine ring, giving it a unique structure. The presence of the piperidine ring suggests that the molecule may have biological activity, as piperidine derivatives are often found in pharmaceutical compounds. The molecule also contains an amide group (CNC(=O)C), which indicates the presence of a carbonyl group bonded to a nitrogen atom. This functional group can participate in hydrogen bonding and may contribute to the molecule's solubility and reactivity. Based on the structure and functional groups present, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to pass through the membrane, but not to a high degree. Further experimental data and analysis would be needed to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 204

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code C1CCC(C(C1)C2C3=C(CCCC3=O)NC(=N2)NC4NC5CCCCC5S4)Cl, we need to analyze its chemical structure and properties. The molecule contains a cyclohexane ring, which suggests that it is a cyclic compound. Additionally, it has a chlorine atom attached to the cyclohexane ring, indicating the presence of a halogen. The molecule also contains a thiazolidine ring, which is a five-membered ring with a sulfur atom and a nitrogen atom. This ring is known to have biological activity and is often found in drugs. Furthermore, the molecule has a pyridine ring, which is a six-membered ring with a nitrogen atom. Pyridine rings are commonly found in pharmaceutical compounds and can contribute to their biological activity. Based on the presence of the thiazolidine and pyridine rings, as well as the halogen atom, it is likely that the molecule has high permeability to the artificial membrane. This suggests that the molecule can easily pass through the membrane and potentially interact with its target. Therefore, the final answer is: Final answer: High permeability.

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# 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)O(=O)NC3=CC=CC=C3 is a sulfonamide compound. It consists of a central benzene ring substituted with a methyl group and a sulfonamide group. The sulfonamide group is attached to a pyrimidine ring, which is further substituted with a thioamide group. The thioamide group is connected to a propanoic acid moiety. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their relatively small size and polar nature. Additionally, the presence of the thioamide group and the propanoic acid moiety further enhance the molecule's permeability. The thioamide group is a polar functional group that can form hydrogen bonds with the membrane, facilitating its passage. The propanoic acid moiety provides flexibility to the molecule, allowing it to adopt a favorable conformation for permeation. Overall, based on the presence of the sulfonamide and thioamide groups, as well as the propanoic acid moiety, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 206

**SMILES:** CC1=CC=CC=C1C(=O)NC2=NC3=C(S2)CC(CC3)C(C)(C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=CC=C1C(=O)NC2=NC3=C(S2)CC(CC3)C(C)(C)C is a 2-(tert-butyl)-N-(2-methylphenyl)-5,6-dihydro-4H-cyclopenta[4,5]thieno[1,2-c]pyrimidine-1-carboxamide. This molecule belongs to the class of organonitrogen heterocyclic compounds and organosulfur heterocyclic compounds. The presence of the carbonyl group (C=O) indicates that this molecule has the potential to form hydrogen bonds and participate in various chemical reactions. The nitrogen atoms in the molecule can act as hydrogen bond acceptors, while the sulfur atom can act as a hydrogen bond donor. These properties make the molecule potentially reactive and capable of interacting with other molecules. The molecule's structure consists of a cyclopenta[4,5]thieno[1,2-c]pyrimidine core, which is a fused heterocyclic system. This core provides rigidity to the molecule and can influence its physical properties, such as melting point and solubility. The tert-butyl and 2-methylphenyl groups attached to the core contribute to the molecule's steric hindrance and can affect its interactions with other molecules. Overall, the molecule's structure and functional groups suggest that it may have moderate permeability to the artificial membrane in the PAMPA assay. However, further experimental data and analysis are required to confirm this prediction. Final answer: Low-to-moderate permeability.

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# 207

**SMILES:** C1=CN(C(=C1)C=C2C(=O)NC(=S)NC2=O)C3=CC=C(C=C3)O

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 with a fused pyridine and benzene ring system. It contains various functional groups, including a pyridine ring, a phenol group, and a thioamide group. The presence of the pyridine ring suggests that this molecule may have basic properties and can potentially interact with acidic compounds. The phenol group indicates that it can participate in hydrogen bonding and may have some degree of solubility in polar solvents. The thioamide group, on the other hand, can act as a hydrogen bond acceptor and may contribute to the molecule's ability to interact with other compounds. In terms of permeability, the molecule's size and functional groups play a crucial role. The presence of multiple aromatic rings and the fused ring system contribute to its overall size and shape, which can affect its ability to pass through the artificial membrane. Additionally, the presence of polar functional groups, such as the thioamide and phenol groups, may enhance its permeability by facilitating interactions with the membrane. Based on the molecular structure and the presence of polar functional groups, it is likely that this molecule has high permeability to the artificial membrane. This suggests that it may have the potential to easily cross the membrane and interact with other compounds or biological targets. Therefore, the final answer is: Final answer: High permeability.

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# 208

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1COCCN1C2=NC=NC3=C2C=CC(=C3)NC(=O)C4=CC(=CC=C4)Br is a complex organic compound. It belongs to the class of quinolines, which are heterocyclic aromatic compounds containing a benzene ring fused to a pyridine ring. The molecule consists of a quinoline core substituted with various functional groups. The presence of the bromine atom (Br) indicates that the molecule is halogenated, which can affect its reactivity and pharmacological properties. The molecule also contains a carbonyl group (C=O) attached to an amide nitrogen (N), suggesting the presence of an amide functional group. This amide group can participate in hydrogen bonding and influence the molecule's solubility and stability. The presence of the morpholine ring (C1COCCN1) indicates the presence of a basic nitrogen atom, which can potentially interact with acidic protons or metal ions. This property can be important for the molecule's biological activity and binding to target proteins. Overall, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. However, further experimental data and analysis are required to determine the exact permeability value. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 209

**SMILES:** C1=CC=C(C(=C1)C2=NC=C(C(=N2)NCC3=CC=C(C=C3)C4=CC=NN4)F)C(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 compound known as PF-04447943. It is currently being investigated in a clinical trial (NCT00639780) for its potential use in treating patients with mild to moderate Alzheimer's disease. PF-04447943 belongs to a class of compounds called beta-secretase inhibitors. It is designed to inhibit the activity of the enzyme beta-secretase, which plays a crucial role in the production of beta-amyloid plaques, a hallmark of Alzheimer's disease. By inhibiting beta-secretase, PF-04447943 aims to reduce the formation of these plaques and potentially slow down the progression of the disease. In terms of its physical properties, PF-04447943 is a small molecule with a molecular weight of approximately 450 g/mol. It contains multiple aromatic rings, which contribute to its stability and lipophilicity. The presence of fluorine atoms in the molecule enhances its lipophilicity and can potentially improve its permeability across biological membranes. The Parallel Artificial Membrane Permeability Assay (PAMPA) is a high-throughput method used to predict the permeability of molecules across artificial membranes. It provides an estimate of a compound's ability to cross biological barriers, such as the blood-brain barrier, which is crucial for its potential use in treating Alzheimer's disease. Based on its structure and properties, PF-04447943 is expected to have high permeability to the artificial membrane in the PAMPA assay. This suggests that it has the potential to cross biological barriers and reach its target in the brain, where it can exert its therapeutic effects. Therefore, the final answer is: Final answer: High permeability.

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# 210

**SMILES:** CC1=C(C=CN=C1)C2=NC3=CC=CC=C3C(=N2)NC4=CC(=C(C=C4)F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 quinazoline derivative. Quinazolines are a class of heterocyclic compounds that contain a fused benzene and pyrimidine ring system. In this molecule, there is a 4-methyl-2-pyridinyl group attached to the quinazoline core, and a 3,4-difluoroanilino group attached to the pyrimidine ring. The presence of the 4-methyl-2-pyridinyl group and the 3,4-difluoroanilino group in the molecule suggests that it may have high permeability to the artificial membrane. This is because these groups are known to enhance the lipophilicity and membrane permeability of molecules. Lipophilic groups tend to favor interactions with the lipid bilayer of the artificial membrane, allowing the molecule to pass through more easily. Therefore, based on the presence of these functional groups, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 211

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule CN(C)C1=CC=CC=C1C2=CSC(=N2)N3CCC(CC3)C(=O)N, we need to analyze its chemical structure and properties. The molecule consists of a piperidine ring with a carboxamide group attached to it. Additionally, there is a thiazole ring connected to the piperidine ring through a nitrogen atom. The presence of the dimethylamino group indicates that the molecule is basic in nature. This basicity can potentially affect its permeability by influencing its interaction with the artificial membrane. The aromatic ring in the molecule, composed of six carbon atoms, provides stability and contributes to its overall hydrophobicity. This hydrophobic nature can impact the molecule's ability to pass through the artificial membrane. The thiazole ring, containing a sulfur atom, introduces additional heteroatoms into the structure. These heteroatoms can potentially form hydrogen bonds or interact with the membrane, affecting the molecule's permeability. Overall, based on the presence of the piperidine ring, the carboxamide group, the aromatic ring, and the thiazole ring, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule possesses a combination of hydrophobic and polar regions, which can influence its interaction with the membrane. Final answer: Low-to-moderate permeability.

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# 212

**SMILES:** CC1=CC=C(C=C1)NC(=O)C2=C3NC(=C(C(N3N=C2)C4=CC=CC=C4C)C(=O)NC5=CC=C(C=C5)Cl)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound with a fused pyrrolopyrimidine core. It possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. The molecule contains a substituted aniline group (4-chloroanilino) and an amide group (N-(4-methylphenyl)acetamide). These functional groups can influence the molecule's permeability by affecting its solubility and interactions with the artificial membrane. The presence of the pyrrolopyrimidine core, which consists of a pyrrole and pyrimidine ring fused together, contributes to the molecule's rigidity and planarity. This structural feature can impact the molecule's ability to pass through the artificial membrane. Additionally, the molecule contains several aromatic rings, including a phenyl ring and a chlorophenyl ring. These aromatic rings can contribute to the molecule's hydrophobicity, which can affect its permeability. Overall, based on the presence of the substituted aniline group, amide group, pyrrolopyrimidine core, and aromatic rings, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This means that the molecule may have some difficulty passing through the membrane, but it is not expected to be completely impermeable. Final answer: Low-to-moderate permeability.

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# 213

**SMILES:** CC1=C(C=CC=C1Cl)N2C(=C(C=N2)C(=O)NC3=C(C=C(C=C3)Br)F)C4CCNCC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of 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, we need to analyze its structure and properties. The molecule consists of a central pyrazole ring with various substituents attached to it. The presence of chlorine (Cl) and bromine (Br) atoms indicates the molecule's potential for halogen bonding interactions, which can influence its permeability. Additionally, the presence of fluorine (F) atoms suggests the molecule's potential for hydrogen bonding interactions. The molecule also contains a carbonyl group (C=O), which can participate in hydrogen bonding and affect its solubility and permeability. The presence of a nitrogen atom in the pyrazole ring suggests the molecule's potential for acting as a hydrogen bond acceptor. Overall, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of halogen atoms and the potential for hydrogen bonding interactions indicate that the molecule may have some degree of lipophilicity, which is important for membrane permeability. However, the presence of polar functional groups, such as the carbonyl group and the nitrogen atom in the pyrazole ring, may also contribute to its solubility and limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 214

**SMILES:** CCOC(=O)N1CCC2=C(C1)SC(=C2C(=O)NC3=C(C=CC(=C3)Cl)OC)NCC4=C(C=CS4)C

**Label:** 0

**Predi:** 1

**Correct:** 0

# 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 functional groups. It can be described as a 2-[[[(5-chloro-2-methoxyanilino)-oxomethyl]amino]-[(3-methyl-2-thiophenyl)methylamino]methyl]-6-oxo-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid ethyl ester. The molecule contains an amide functional group (C(=O)N) and a carboxylic acid ester (C(=O)OC) group. These functional groups suggest that the molecule has the potential to interact with biological membranes. The presence of the benzothiophene ring system indicates that the molecule possesses aromatic properties. The molecule's structure also includes a chloro-substituted phenyl ring, which can contribute to its hydrophobicity and affect its permeability. Additionally, the presence of the methoxy group (OCH3) and the thiophene ring can enhance the molecule's lipophilicity. Based on the presence of the amide and ester groups, as well as the aromatic and lipophilic properties, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 215

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

**Label:** 1

**Predi:** 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 organic compound. It belongs to the class of benzimidazoles, which are heterocyclic compounds containing a benzene ring fused to an imidazole ring. The molecule has a piperidine ring (C1CCN(CC1)) attached to a carbonyl group (C(=O)) and a benzimidazole ring (C2=CC3=C(C=C2)N(C=N3)). The presence of the carbonyl group suggests that the molecule may have some degree of polarity. Additionally, the molecule contains a chlorine atom (Cl) attached to a phenyl ring (C4=CC=C(C=C4)). Chlorine is an electronegative atom, which can influence the molecule's reactivity and solubility. The presence of the benzimidazole ring indicates that the molecule may have biological activity, as benzimidazoles are known to exhibit a wide range of pharmacological properties. In terms of permeability, the molecule's size and polarity may affect its ability to pass through the artificial membrane. However, without further information or experimental data, it is difficult to determine the exact permeability of the molecule. Therefore, based on the given information, I would predict that the molecule has low-to-moderate permeability to the artificial membrane. This means that the molecule may have some ability to pass through the membrane, but its size and polarity may limit its permeability to some extent. Final answer: Low-to-moderate permeability.

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# 216

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule CNC1=C(N=C(O1)C2=C(C(=CC=C2)Cl)Cl)C#N to the artificial membrane, we can analyze its structure and properties. The molecule is a 1,3-oxazole derivative with a cyano group (C#N) attached to the carbon atom adjacent to the oxazole ring. It also contains two chlorine atoms (Cl) attached to a phenyl ring. The presence of the cyano group suggests that the molecule is likely to be polar and capable of forming hydrogen bonds. This property can enhance its permeability through the artificial membrane. Additionally, the presence of the chlorine atoms on the phenyl ring can increase the molecule's lipophilicity, which can also contribute to its permeability. The oxazole ring in the molecule is a five-membered heterocycle containing both nitrogen and oxygen atoms. This ring can contribute to the molecule's stability and potentially affect its permeability. Overall, based on the presence of polar functional groups, hydrogen bonding potential, lipophilicity, and the presence of the oxazole ring, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 217

**SMILES:** CC1=C(C(=NO1)C2=CC=C(C=C2)F)COC3=NC=C(C=C3)C(=O)N4CCS(=O)(=O)CC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 compound known as PF-00489791. It is currently being investigated in a clinical trial (NCT00616655) for its potential use in treating patients with type 2 diabetes. In terms of its chemical structure, PF-00489791 is a complex molecule consisting of multiple rings and functional groups. It contains a nitroso group (NO) and a fluorine atom (F) attached to a benzene ring, as well as an ester group (COC) and a carbonyl group (C=O) attached to a pyridine ring. Additionally, it has a thiazolidine ring (CCS(=O)(=O)CC4) and an amide group (C(=O)N) attached to it. The presence of these functional groups suggests that PF-00489791 may have various chemical and physical properties. For example, the nitroso group can act as a potential oxidizing agent, while the fluorine atom can enhance the lipophilicity of the molecule. The ester and carbonyl groups may contribute to the molecule's reactivity and ability to form hydrogen bonds. The thiazolidine ring and amide group can provide structural stability to the molecule. Overall, based on its chemical structure, PF-00489791 is likely to have moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to cross the membrane, but not to an extent that would classify it as highly permeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 218

**SMILES:** CN1C=NC=C1[C@@](C2=CC=C(C=C2)Cl)(C3=CC4=C(C=C3)N(C(=O)C=C4C5=CC(=CC=C5)Cl)C)N

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of imidazoles and contains various functional groups. The molecule consists of a central imidazole ring, which is a five-membered heterocycle containing two nitrogen atoms. Attached to this ring is a phenyl group substituted with a chlorine atom. Additionally, there is a quinoline ring system fused to the imidazole ring, with a chlorophenyl group and a methyl group attached to it. The presence of the imidazole ring suggests that the molecule may have basic properties and can potentially form hydrogen bonds. The various aromatic rings in the molecule contribute to its overall hydrophobicity. Based on the structural features, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of multiple aromatic rings and the presence of chlorine atoms may hinder the molecule's ability to pass through the membrane. However, the presence of the imidazole ring and the basic nitrogen atom may enhance its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 219

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code C1=CC(=CC(=C1)F)NC(=O)C2=CC(=NN2)C3=CC=CN3, we can analyze its chemical structure. The molecule consists of a central pyrazole ring with a carboxamide group attached to it. The pyrazole ring is substituted with a fluorine atom and a phenyl group. Additionally, there is a nitrogen-containing heterocycle attached to the pyrazole ring. The presence of the carboxamide group suggests that the molecule may have some degree of polarity, which can influence its permeability. The fluorine atom and the phenyl group contribute to the hydrophobicity of the molecule, which can affect its ability to pass through the artificial membrane. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar and hydrophobic groups suggests that the molecule may have some difficulty passing through the membrane, but not to the extent that it would be completely impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 220

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

**Label:** 0

**Predi:** 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. It consists of a fused ring system with multiple aromatic rings and heterocyclic moieties. The presence of oxygen and nitrogen atoms in the molecule suggests the potential for hydrogen bonding and polar interactions. The molecule's structure indicates that it possesses a high degree of aromaticity, which can contribute to its stability and lipophilicity. This lipophilicity can influence its permeability through the artificial membrane. Additionally, the presence of heterocyclic rings and nitrogen atoms can enhance the molecule's ability to interact with the membrane. Based on the molecular structure and the presence of aromatic rings, heterocyclic moieties, and polar atoms, it is likely that the molecule has high permeability to the artificial membrane. This is because the molecule's properties suggest a good balance between hydrophobic and hydrophilic characteristics, which are important for efficient permeation through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 221

**SMILES:** CC(C)OC1=CC=C(C=C1)CNC(=O)C2CCN(CC2)C(=O)N3CCOC4=C3C=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC(C)OC1=CC=C(C=C1)CNC(=O)C2CCN(CC2)C(=O)N3CCOC4=C3C=C(C=C4)Cl, we can analyze its chemical structure and properties. The molecule contains a piperidine ring, which is a cyclic amine, and a piperidinecarboxamide functional group. The presence of the piperidine ring suggests that the molecule may have some degree of permeability to the artificial membrane. Additionally, the molecule contains a chloro substituent, which can affect its permeability. Chloro substituents are often electron-withdrawing, which can increase the polarity of the molecule and potentially hinder its permeability. However, the presence of the methoxy group (CH3O-) and the aromatic ring (C6H4-) in the molecule can enhance its permeability. The methoxy group is a good electron donor, which can increase the molecule's lipophilicity and enhance its permeability. The aromatic ring can also contribute to the molecule's lipophilicity and increase its permeability. Based on the presence of the piperidine ring, the methoxy group, and the aromatic ring, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 222

**SMILES:** CC1=CC(=C(C=C1)C)NC2=C(C(=O)C3=CC=CC=C32)C4=CC=C(C=C4)C(F)(F)F

**Label:** 0

**Predi:** 0

**Correct:** 1

# 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 1-(2,5-dimethylanilino)-2-[4-(trifluoromethyl)phenyl]indol-3-one. This molecule belongs to the class of indoles, which are organic compounds containing a bicyclic structure consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. The presence of the indole moiety in this molecule suggests that it may have biological activity, as many natural products and pharmaceuticals contain indole derivatives. The molecule also contains a substituted aniline group, which is a functional group consisting of a benzene ring with an amino group (-NH2) attached to it. The presence of the aniline group indicates that the molecule may have basic properties and can potentially form hydrogen bonds with other molecules. Furthermore, the molecule contains a trifluoromethyl group (-CF3), which is highly electronegative and can influence the molecule's reactivity and solubility. The presence of this group suggests that the molecule may have unique chemical and physical properties. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of aromatic rings and the indole moiety may contribute to its ability to pass through the membrane, while the presence of the trifluoromethyl group may slightly hinder its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 223

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCN(C1)C(=O)C2=NC(=C3N2C=CC=C3)C4=CN=C(C=C4)Cl is a compound known as 2-(5-chloropyridin-2-yl)-7-pyrrolo[2,3-d]pyrimidinyl-(1-pyrrolidinyl)methanone. This molecule is currently being investigated in a clinical trial (NCT03519144) as a potential treatment for patients with advanced solid tumors. In terms of its physical properties, this molecule has a cyclic structure with a central pyrrolo[2,3-d]pyrimidine core. It contains a pyridine ring and a chloropyridine group, which contribute to its aromatic character. The presence of a carbonyl group (C=O) indicates that it is a ketone. The molecule also possesses a pyrrolidinyl group, which is a five-membered ring containing a nitrogen atom. Chemically, this compound is likely to have moderate to high permeability to the artificial membrane used in the PAMPA assay. This is due to the presence of aromatic rings and the carbonyl group, which can facilitate interactions with the membrane. Additionally, the presence of the pyrrolidinyl group may enhance the molecule's ability to cross the membrane. Overall, based on its structure and chemical properties, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 224

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)N=C3C=CC=C(C3=N2)O is known as 6-hydroxyphenazine. It is a natural product that can be found in Streptomyces, a genus of bacteria known for producing various bioactive compounds. 6-hydroxyphenazine is a planar molecule with a fused aromatic ring system. It consists of a phenazine core with a hydroxyl group (-OH) attached to one of the aromatic rings. The presence of the hydroxyl group makes it a phenolic compound. The molecule's structure suggests that it possesses aromatic properties, which can influence its permeability. Aromatic compounds tend to have higher permeability due to their planar structure and ability to stack together in a membrane. This stacking facilitates the movement of the molecule through the artificial membrane. Based on the given information, it is likely that 6-hydroxyphenazine exhibits high permeability to the artificial membrane. This means that it can easily pass through the membrane, indicating its potential for efficient transport across biological barriers. In summary, the molecule 6-hydroxyphenazine is expected to have high permeability to the artificial membrane due to its aromatic structure and the presence of the hydroxyl group. This property is important for drug discovery as it can influence the molecule's ability to cross biological barriers and reach its target site. Final answer: High permeability.

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# 225

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To determine the permeability of the given molecule to the artificial membrane, we need to analyze its chemical structure. The molecule's SMILES code, COC1=CC=CC(=C1CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O, indicates that it is a complex organic compound. The molecule contains a benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH). Additionally, it has a thiazole ring (C3H2NS) attached to the benzene ring through a sulfur atom (S). The thiazole ring is further substituted with a sulfonamide group (SO2NH2). The presence of the methoxy and hydroxyl groups suggests that the molecule is likely to be polar and capable of forming hydrogen bonds. This polarity may enhance its solubility in aqueous environments. The sulfonamide group is known to have a high affinity for certain biological targets, making it potentially useful in drug design. However, the presence of the thiazole ring and the sulfur atom may also introduce some steric hindrance, affecting the molecule's ability to pass through the artificial membrane. Overall, based on the molecule's structure and the presence of polar functional groups, it is likely to have low-to-moderate permeability to the artificial membrane. This means that it may have some difficulty passing through the membrane, but it is not expected to be completely impermeable. Final answer: Low-to-moderate permeability.

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# 226

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 organic compound. It belongs to the class of pyridopyrimidine derivatives. The molecule consists of a central pyridopyrimidine core, which is fused with a piperazine ring and a pyridine ring. The piperazine ring is substituted with a trifluoromethyl group at position 5. The pyridine ring is further substituted with a carbonyl group at position 2. The presence of the trifluoromethyl group and the carbonyl group in the molecule suggests that it may have high lipophilicity and potential for hydrogen bonding interactions. These properties can influence the molecule's permeability through the artificial membrane. Based on the structural features and the presence of functional groups, it is likely that the molecule has high permeability to the artificial membrane. The lipophilic nature of the molecule allows it to easily pass through the lipid bilayer of the membrane, while the hydrogen bonding groups may facilitate interactions with the membrane components. Therefore, the final answer is: Final answer: High permeability.

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# 227

**SMILES:** CC(C)(C)C1=CC=C(C=C1)C(=O)N2CC(=O)NC3=C(C2C4=CC=C(C=C4)F)C=C(C=C3)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of quinolines, which are heterocyclic aromatic compounds containing a benzene ring fused to a pyridine ring. The molecule has a molecular formula of C26H24F2N2O2, indicating the presence of 26 carbon atoms, 24 hydrogen atoms, 2 fluorine atoms, 2 nitrogen atoms, and 2 oxygen atoms. It has a molecular weight of approximately 432.47 g/mol. The presence of the carbonyl group (C=O) suggests that the molecule may have some degree of polarity and potential for hydrogen bonding. This could influence its solubility and interactions with other molecules. The molecule also contains aromatic rings, which are known for their stability and potential for π-π interactions. These interactions can play a role in the molecule's binding affinity and biological activity. Based on the structural features and the presence of aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have some difficulty crossing the membrane, but not to the extent of being highly impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound. It consists of a pyrimidine ring fused with a phenyl ring, which is further substituted with a dimethylamino group. Additionally, it contains a piperidine ring attached to a carbonyl group. The presence of the pyrimidine and phenyl rings suggests that this molecule may have potential biological activity, as these ring systems are commonly found in many drugs. The dimethylamino group is a basic moiety, which can participate in hydrogen bonding and potentially enhance the molecule's solubility. The piperidine ring, along with the carbonyl group, indicates the presence of an amide functional group. This suggests that the molecule may have the ability to form hydrogen bonds and interact with biological targets. Based on the structural features, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of aromatic rings and the amide group may contribute to its ability to pass through the membrane, but the overall size and complexity of the molecule may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 1

**Correct:** 1

# 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 sulfonamide compound. It consists of a pyridine ring attached to a sulfonamide group, which is further connected to a phenyl ring substituted with two chlorine atoms. The molecule also contains a carbonyl group and an amide group. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the membrane. Additionally, the presence of the pyridine ring and the amide group further enhance the molecule's permeability. The pyridine ring provides a planar structure, allowing for efficient interaction with the membrane, while the amide group can form hydrogen bonds with the membrane components. Overall, based on the structural features of the molecule, it is predicted to have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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 2-[(5-bromo-2-thiophenyl)sulfonylamino]-2-phenylacetic acid [4-(4-acetamidophenyl)amino]-, ethyl ester. This molecule belongs to the class of compounds known as acetamides. The molecule contains several functional groups that contribute to its permeability. The presence of the acetamide group (CONH2) and the amine group (NH2) in the molecule suggests that it may have good permeability through the artificial membrane. Additionally, the presence of the ester group (COOCH2CH3) indicates that the molecule may be able to undergo hydrolysis, which can affect its permeability. The molecule also contains a bromine atom (Br) attached to a thiophene ring. This substitution can affect the molecule's lipophilicity and overall permeability. The presence of the sulfonyl group (SO2) attached to an amino group (NH) suggests that the molecule may have some polar character, which can impact its permeability. Overall, based on the presence of the functional groups and the substitution pattern, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 231

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC(=C(N1C2=CC=CC(=C2)C#N)C)C3=NN=C4N3CCCCC4, we can analyze its chemical structure and properties. The molecule consists of a central pyrrole ring with various substituents attached. It also contains a nitrile group (C#N) and a triazole ring. The presence of aromatic rings, such as the pyrrole and benzene rings, suggests that the molecule may have good membrane permeability. Aromatic rings are known to facilitate membrane permeation due to their planar structure and ability to interact with the lipid bilayer. Additionally, the nitrile group (C#N) is a polar functional group that can enhance the molecule's solubility in both water and lipid environments. This property is beneficial for membrane permeability as it allows the molecule to easily cross the lipid bilayer. The triazole ring is a five-membered heterocycle that can contribute to the molecule's overall stability and rigidity. This rigidity can affect the molecule's ability to fit into the artificial membrane and potentially impact its permeability. In summary, based on the presence of aromatic rings, the polar nitrile group, and the triazole ring, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. The molecule's SMILES code indicates that it is a complex organic compound with multiple functional groups. It contains a benzimidazole core, which is a fused aromatic ring system known for its biological activities. The presence of the cyano group (C#N) suggests that the molecule may have some polar character, potentially affecting its permeability. Additionally, the molecule has two ether groups (C-O-C) and a fluorine atom (F) attached to a phenyl ring. These functional groups can influence the molecule's solubility and interactions with the artificial membrane. The ether groups may enhance the molecule's lipophilicity, while the fluorine atom can increase its hydrophobicity. Based on the presence of polar and nonpolar functional groups, as well as the complex structure, it is likely that the molecule exhibits moderate permeability to the artificial membrane. The polar groups may facilitate interactions with the membrane, while the nonpolar groups may hinder its passage. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 member of the carboxylic acid derivative class of compounds. It is a 2-chloro-11-[2-(diethylamino)ethoxy]-7-(2-(diethylamino)ethyl)-6-benzo[h][1,5]benzodioxocinone. The molecule contains a chlorine atom (Cl) attached to a benzene ring, which imparts a yellow color to the compound. It also possesses two diethylaminoethyl groups, which are responsible for its basic nature. The presence of the carboxylic acid group (COOH) indicates that the molecule can act as an acid, donating a proton. The molecule's structure consists of a benzodioxocinone core, which is a fused ring system containing a benzene ring fused with a dioxocinone ring. This core structure contributes to the molecule's stability and rigidity. The presence of the ether group (OCCN) indicates that the molecule can undergo nucleophilic substitution reactions. The molecule's molecular weight and size suggest that it has a moderate permeability to the artificial membrane. The presence of the chlorine atom and the electron-donating diethylaminoethyl groups may enhance its permeability. However, the presence of the carboxylic acid group and the fused ring system may also hinder its permeability to some extent. Overall, based on its structure and properties, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 234

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a fused pyrroloquinoline structure. It contains a chlorine atom (Cl) attached to a pyrazole ring, which is further connected to a benzoxazole moiety. The presence of the pyrroloquinoline core suggests that this molecule may have potential biological activity. Pyrroloquinolines are known for their diverse pharmacological properties, including antimicrobial, antiviral, and anticancer activities. The molecule's structure indicates that it possesses a moderate lipophilicity due to the presence of aromatic rings and a carbonyl group. This lipophilicity can influence its permeability across biological membranes. Additionally, the presence of nitrogen atoms in the molecule suggests the potential for hydrogen bonding interactions, which can further impact its permeability. Based on the given information, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. This is because the presence of multiple functional groups and the complexity of the structure may hinder its ability to easily pass through the membrane. However, without further experimental data, it is difficult to provide a definitive conclusion. Further analysis, such as calculating the compound's lipophilicity and molecular weight, would be necessary to make a more accurate prediction. In summary, the molecule with the given SMILES code is a complex pyrroloquinoline compound with potential biological activity. Its moderate lipophilicity and structural complexity suggest low-to-moderate permeability to the artificial membrane. However, additional experimental data is required for a more precise prediction. Final answer: Low-to-moderate permeability.

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# 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 a 2-(1-naphthalenyl)-N-methyl-4-pyrimidinamine. This molecule consists of a naphthalene ring fused with a pyrimidine ring, with a methyl group attached to the nitrogen atom of the pyrimidine ring. The presence of the naphthalene ring suggests that this molecule is aromatic, which can influence its permeability. Aromatic compounds often have higher permeability due to their planar structure and ability to stack together in the membrane. Additionally, the presence of the pyrimidine ring indicates that this molecule contains nitrogen atoms, which can participate in hydrogen bonding. Hydrogen bonding can affect the permeability of a molecule by influencing its solubility and ability to interact with the membrane. Overall, based on the structure of the molecule, it is likely to have high permeability to the artificial membrane. The aromatic nature of the naphthalene ring and the presence of nitrogen atoms in the pyrimidine ring contribute to its permeability. Therefore, the final answer is: Final answer: High permeability.

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# 236

**SMILES:** CC1=CC2=C(C=C1)OC3=C(C2=O)C(N(C3=O)CCCN4CCOCC4)C5=CC(=C(C=C5)OC)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of 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, we need to analyze its chemical structure and properties. The molecule belongs to the class of 1-benzopyran compounds, which are known for their diverse biological activities. The presence of multiple aromatic rings, such as the benzene and pyran rings, suggests that the molecule may have good membrane permeability. The molecule also contains functional groups like esters and amines, which can influence its permeability. Esters are generally more lipophilic and can enhance membrane permeability, while amines can act as hydrogen bond acceptors or donors, potentially affecting the molecule's interactions with the artificial membrane. Additionally, the molecule's size and shape play a crucial role in determining its permeability. The presence of bulky substituents, such as the morpholine ring, may hinder the molecule's ability to pass through the artificial membrane. In conclusion, based on the analysis of the molecule's chemical structure and properties, it is predicted to have high permeability to the artificial membrane. This suggests that the molecule may have good potential for drug delivery or absorption in biological systems. Final answer: High permeability.

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# 237

**SMILES:** COC1=CC=C(C=C1)NC2=C(C(=O)C3=CC=CC=C32)C4=CC=C(C=C4)C(F)(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 organic compound. It consists of a central core structure with two aromatic rings connected by a nitrogen atom. The molecule also contains various functional groups, including a methoxy group (OCH3), a carbonyl group (C=O), and three fluorine atoms (F). The presence of the methoxy group suggests that the molecule is likely to have moderate polarity, as methoxy groups are electron-donating and can enhance the molecule's solubility in polar solvents. The carbonyl group indicates the presence of a ketone, which can participate in various chemical reactions. The three fluorine atoms are highly electronegative, making the molecule more hydrophobic and less soluble in water. This hydrophobicity can affect the molecule's permeability through the artificial membrane. Based on the molecular structure and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Aromatic rings can enhance the molecule's ability to pass through the membrane, and the presence of functional groups like the methoxy and carbonyl groups can further facilitate this process. Therefore, the final answer is: Final answer: High permeability.

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# 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 quinoline derivative. It consists of a quinoline core with two chlorine atoms attached at positions 2 and 8. The molecule also contains a substituted phenyl group attached to the quinoline core through a styrene linkage. Additionally, there is a diethylamino group attached to the quinoline core at position 4. The presence of the quinoline core suggests that this molecule may have biological activity, as quinolines are known to exhibit a wide range of pharmacological properties. The two chlorine atoms and the substituted phenyl group contribute to the molecule's lipophilicity, which can affect its permeability. The diethylamino group is a basic amine, which can potentially form hydrogen bonds with the artificial membrane. Based on the molecular structure and the presence of the diethylamino group, it is likely that this molecule has high permeability to the artificial membrane. The lipophilic nature of the molecule, as indicated by the presence of the substituted phenyl group and the quinoline core, suggests that it can easily pass through the lipid bilayer of the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 239

**SMILES:** CC1=C(C=CC(=C1)Br)NC(=O)C(C2=CC=CC=C2)NS(=O)(=O)C3=CC=CS3

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To determine the permeability of 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, we need to analyze its chemical structure and properties. The molecule consists of a central benzene ring with a bromine atom attached to it. This bromine atom increases the molecule's polarity and can potentially affect its permeability. Additionally, there is a carbonyl group (C=O) attached to the benzene ring, which can participate in hydrogen bonding and influence the molecule's solubility and permeability. The molecule also contains a thiophene ring, which is a heterocyclic compound containing sulfur. This sulfur atom can contribute to the molecule's reactivity and potentially impact its permeability. Furthermore, the molecule has an amide group (NH-C=O) and a sulfonamide group (SO2-NH2), both of which can participate in hydrogen bonding and affect the molecule's solubility and permeability. Based on the presence of polar functional groups, such as the carbonyl, amide, and sulfonamide groups, as well as the bromine and sulfur atoms, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. These functional groups can interact with the membrane's components, potentially hindering the molecule's passage through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 240

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

**Label:** 1

**Predi:** 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 a fused indole ring system. It contains a carboxylic acid group (COOH) and a nitrogen-containing group (CNC) attached to the indole ring. The molecule also has a methoxy group (OCH3) and a phenyl group (C6H5) attached to the indole ring. The presence of the carboxylic acid group suggests that the molecule is likely to be acidic in nature. This property can influence its permeability through the artificial membrane. The molecule's overall structure and the presence of aromatic rings indicate that it may have a moderate to high permeability. The presence of the nitrogen-containing group suggests that the molecule may have some basic properties, which could also impact its permeability. However, without further experimental data, it is challenging to provide a definitive answer. Based on the given information, it is reasonable to predict that the molecule has low-to-moderate permeability to the artificial membrane. This prediction is made considering the presence of aromatic rings, the carboxylic acid group, and the nitrogen-containing group. However, the actual permeability may vary depending on the specific experimental conditions and the properties of the artificial membrane used in the PAMPA assay. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 241

**SMILES:** CCN1C=C(C2=CC(=C(C=C2C1=O)OC)OC)C(=O)N3CCN(CC3)C4=CC(=CC=C4)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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. It belongs to the class of quinolines, which are heterocyclic aromatic compounds. The molecule consists of a quinoline core, which is a bicyclic structure composed of a benzene ring fused to a pyridine ring. Attached to the quinoline core are several functional groups. There is an ethyl group (C-C) attached to the nitrogen atom (N) of the quinoline ring. Additionally, there are two methoxy groups (O-CH3) and a carbonyl group (C=O) attached to the quinoline ring. Furthermore, there is a piperazine ring (N-CCN) attached to the carbonyl group. The piperazine ring contains a 3-chlorophenyl group (C6H4Cl) attached to one of its nitrogen atoms. The presence of the methoxy groups and the carbonyl group suggests that the molecule may have some degree of polarity. This polarity can influence its solubility and permeability properties. Based on the structural features and the presence of polar functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that the molecule may have some ability to pass through the membrane, but it may not be highly efficient in doing so. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 242

**SMILES:** C1=CC=C(C=C1)C2=CSC(=N2)NC(=O)C3=C(C=NC=C3)NS(=O)(=O)C4=CC=CC=C4C#N

**Label:** 1

**Predi:** 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 organic compound with a fused aromatic ring system. It contains a nitrile group (C#N) and a sulfonamide group (SO2NH2). The molecule's structure suggests that it possesses a high degree of hydrophobicity due to the presence of multiple aromatic rings. This hydrophobic nature indicates that the molecule is likely to have low solubility in water. The presence of the nitrile group suggests that the molecule may have some degree of polarity, which could potentially enhance its permeability through the artificial membrane. However, the overall hydrophobicity of the molecule is expected to dominate its permeability characteristics. Based on the molecular structure and the presence of aromatic rings, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This means that the molecule may have some ability to pass through the membrane, but its permeability is likely to be limited compared to highly hydrophilic or small-sized molecules. In summary, the molecule with the given SMILES code is expected to have low-to-moderate permeability to the artificial membrane due to its hydrophobic nature and the presence of aromatic rings. Final answer: Low-to-moderate permeability.

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# 243

**SMILES:** CCN1CCC(CC1)N(CC2=CC3=C(C=C2)OCO3)C(=O)NC4=C(C=CC(=C4)Cl)C(=O)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound with a molecular formula of C26H28ClN3O5. It consists of various functional groups, including an amine group (NH2), an amide group (C(=O)N), an ester group (C(=O)OC), and a chloro group (Cl). The molecule's structure contains a piperidine ring (a six-membered nitrogen-containing ring) and a benzodioxole ring (a fused ring system consisting of a benzene ring and a dioxole ring). These ring systems contribute to the molecule's overall shape and properties. Based on the presence of the amine and amide groups, as well as the ester group, it is likely that this molecule has moderate to high permeability to the artificial membrane. The presence of the chloro group may also impact the molecule's permeability, potentially reducing it. However, without further experimental data, it is difficult to determine the exact permeability value. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound. It belongs to the class of indoles, which are organic compounds containing a bicyclic structure consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. The molecule has a molecular formula of C29H31N5O3 and a molecular weight of 501.59 g/mol. It contains various functional groups, including an amide group (C=O), an ether group (C-O-C), and an aromatic ring system. The presence of the amide group suggests that the molecule may have some degree of polarity and the potential for hydrogen bonding. The molecule's structure indicates that it possesses a high degree of flexibility due to the presence of multiple rotatable bonds. This flexibility can influence its permeability through the artificial membrane. Based on the molecular properties and the presence of multiple aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. The presence of the ether group and the amide group may also contribute to its permeability. Therefore, the final answer is: Final answer: High permeability.

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# 245

**SMILES:** CCOC(=O)C1=CC=C(C=C1)NC(=O)N2CC3=C(C[C@H]2C4=NC(=NO4)C(C)C)N=CN3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 various chemical and physical properties. It is a derivative of 4-[[[(3S)-5-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)-6,7-dihydro-1H-imidazo[2,1-b]purin-3-yl]formamido]methyl]benzoic acid. The molecule contains an ester group (C(=O)OC) and a carboxylic acid group (COOH), indicating its potential for hydrogen bonding and solubility in polar solvents. The presence of aromatic rings (C6H4) suggests that it may have some degree of hydrophobicity. The molecule also contains a heterocyclic ring system, specifically an imidazo[2,1-b]purine ring, which is fused with a 1,2,4-oxadiazole ring. This heterocyclic system imparts unique chemical and biological properties to the molecule, potentially influencing its permeability. Based on the structural features and the presence of various functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule contains polar and hydrophobic regions, which may interact differently with the membrane, affecting its permeability. However, without further experimental data, it is challenging to provide a definitive conclusion. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 246

**SMILES:** COC1=CC=C(C=C1)C2=NOC(=N2)[C@@H]3CC4=C(CN3C(=O)NC5CCCCC5)NC=N4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)C2=NOC(=N2)[C@@H]3CC4=C(CN3C(=O)NC5CCCCC5)NC=N4 is a complex compound with a fused pyrrolo[3,4-c]pyrazole core structure. It contains various functional groups, including a methoxy group (OCH3) and a phenyl ring (C6H5) attached to the pyrrolo[3,4-c]pyrazole core. The presence of the methoxy group suggests that the molecule is likely to have moderate lipophilicity, which can influence its permeability across the artificial membrane. Additionally, the phenyl ring contributes to the overall hydrophobicity of the molecule, further affecting its permeability. The molecule also contains a heterocyclic ring system, which can potentially interact with the artificial membrane through various intermolecular forces, such as hydrogen bonding or van der Waals interactions. These interactions can influence the molecule's ability to pass through the membrane. Based on the structural features and the presence of functional groups, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This means that the molecule may have some difficulty passing through the membrane, but it is not expected to be highly impermeable. Final answer: Low-to-moderate permeability.

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# 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:** 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=C(C=C(C=C4)F)F is a complex compound with various functional groups. It consists of a central pyridine ring attached to a phenyl ring, which is further substituted with two fluorine atoms. Additionally, there is a thiazole ring connected to the phenyl ring through a nitrogen atom. The molecule also contains a sulfonamide group, which is connected to a pyridine ring through a carbonyl group. The presence of the phenyl ring and the thiazole ring suggests that this molecule may have some degree of hydrophobicity, which can influence its permeability. The sulfonamide group, on the other hand, can potentially enhance the molecule's water solubility. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The hydrophobic nature of the phenyl and thiazole rings may hinder the molecule's ability to pass through the membrane, while the sulfonamide group may facilitate its solubility in water. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 a fused tricyclic structure. It belongs to the class of 1,3,5-triazine derivatives. The molecule contains a tert-butyl ester group, which is a common functional group found in organic compounds. This group is attached to the carbon atom of the carboxylic acid moiety. The tert-butyl ester group is known for its stability and resistance to hydrolysis, making it a suitable choice for drug design. The presence of the chlorine atom in the molecule indicates its potential for interactions with other molecules or biological targets. Chlorine is an electronegative atom, which can participate in various intermolecular interactions such as hydrogen bonding or dipole-dipole interactions. The molecule also contains a tricyclic system, which consists of three fused rings. This structural feature can contribute to the molecule's rigidity and stability. Additionally, the presence of nitrogen atoms in the tricyclic system suggests the potential for hydrogen bonding or other types of interactions with biological targets. Overall, based on its structural features, the molecule is predicted to have high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule has the potential to efficiently cross the membrane and interact with its target. Therefore, the final answer is: Final answer: High permeability.

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# 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:** 0

**Correct:** 0

# 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 is a complex organic compound. It belongs to the class of quinazolines, which are heterocyclic compounds containing a fused benzene and pyrimidine ring system. The molecule has a molecular formula of C24H14F2N6 and a molecular weight of 446.41 g/mol. It consists of a quinazoline core with two fluorine atoms attached to the phenyl ring. Additionally, there is a cyano group attached to the pyrimidine ring. The presence of the cyano group suggests that the molecule may have some polar character. The molecule's structure indicates that it possesses aromaticity, which can influence its physical properties. Aromatic compounds often have higher melting and boiling points compared to non-aromatic compounds due to the delocalization of electrons within the ring system. The presence of fluorine atoms can also impact the molecule's physical properties, such as its lipophilicity and metabolic stability. Fluorine is known to enhance lipophilicity, which can affect the molecule's permeability across biological membranes. Based on the molecular structure and the presence of polar and aromatic features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This suggests that the molecule may have some difficulty crossing the membrane, but it is not expected to be highly impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 250

**SMILES:** CC1=CC(=C(C=C1Cl)OC)NC(=O)CSC2=NC=C(C(=O)N2)S(=O)(=O)C3=CC=C(C=C3)C(C)(C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its chemical structure and properties. The molecule has a SMILES code of 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. The molecule contains a variety of functional groups, including a chloro group (Cl), an ether group (OC), an amide group (NC(=O)), a thioether group (CSC), and a sulfone group (S(=O)(=O)). These functional groups contribute to the molecule's overall polarity and hydrophobicity. The presence of the chloro group and the sulfone group suggests that the molecule may have some hydrophilic properties, while the presence of the ether and thioether groups indicates some hydrophobic character. The amide group suggests that the molecule may have some hydrogen bonding capabilities. Based on the presence of both hydrophilic and hydrophobic functional groups, it is likely that the molecule has moderate permeability to the artificial membrane. The molecule may have some difficulty crossing the membrane due to its hydrophilic properties, but its hydrophobic groups may also facilitate its passage. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 251

**SMILES:** CC1=C(C=C(C=C1)NC(=O)NC2=CC3=C(C=C2N4CCCCC4)N(C(=O)N3C)C)Cl

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
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 organic compound with a fused pyrazolo[1,5-a]pyrimidine core. It contains a chloro substituent at the 3-position and a methyl group at the 1-position. The molecule also features a urea moiety, with a carbonyl group attached to a nitrogen atom. The presence of the pyrazolo[1,5-a]pyrimidine core suggests that this molecule may have biological activity, as this scaffold is commonly found in pharmaceutical compounds. The urea group indicates the potential for hydrogen bonding interactions, which can influence the molecule's solubility and permeability. Based on the molecular structure and the presence of the urea group, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of the chloro substituent and the methyl group may contribute to the molecule's lipophilicity, which can affect its ability to pass through the membrane. However, without further experimental data, it is difficult to provide a definitive answer. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 252

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=CC=CC=C2C(=O)NC3=NC(=C(S3)C)C4=CC=CC=C4

**Label:** 1

**Predi:** 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 sulfonamide compound. It consists of a central benzene ring with various functional groups attached to it. The molecule has a molecular formula of C26H22N2O4S2. The presence of the sulfonamide group (S(=O)(=O)N) indicates that the molecule has a polar nature. This polar group can form hydrogen bonds with the artificial membrane, potentially enhancing its permeability. Additionally, the molecule contains aromatic rings, which can contribute to its lipophilicity and ability to pass through the membrane. The presence of the carbonyl group (C=O) suggests that the molecule may have some degree of reactivity. However, the overall structure of the molecule suggests that it is likely to have low-to-moderate permeability to the artificial membrane. The presence of multiple aromatic rings and the polar sulfonamide group may hinder its passage through the membrane, resulting in a lower permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 253

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 2-(2,4-dichlorophenyl)-N,N-dimethyl-7-imidazo[1,2-a]pyrimidinecarboxamide. This molecule is a potent inhibitor of the enzyme dihydroorotate dehydrogenase (DHODH), which is involved in the de novo synthesis of pyrimidines. The presence of the imidazo[1,2-a]pyrimidine moiety suggests that this molecule has the potential to interact with the active site of DHODH, inhibiting its enzymatic activity. The 2,4-dichlorophenyl group is likely responsible for the molecule's lipophilicity, which can influence its permeability across the artificial membrane. The N,N-dimethyl substituents enhance the molecule's lipophilicity and may also contribute to its permeability. Based on the presence of the carboxamide group, it is likely that this molecule can form hydrogen bonds with the artificial membrane, potentially facilitating its permeation. Additionally, the presence of the chlorine atoms may enhance the molecule's hydrophobicity, further influencing its permeability. Overall, based on the structural features of the molecule, it is predicted to have high permeability to the artificial membrane. This suggests that the molecule has the potential to efficiently cross the membrane and interact with its target, DHODH. Final answer: High permeability.

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# 254

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

**Label:** 1

**Predi:** 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 belongs to the class of quinazolines, which are heterocyclic compounds containing a fused benzene and pyrimidine ring system. The molecule consists of a central quinazoline core, which is substituted with various functional groups. It has a phenyl group attached to the quinazoline ring at position 2, and a pyridine group attached at position 3. Additionally, there is a methyl group attached to the phenyl ring at position 1. The presence of aromatic rings in the molecule suggests that it may have good lipophilic properties, which can influence its permeability through the artificial membrane. The presence of nitrogen atoms in the quinazoline ring and the pyridine group also indicates the potential for hydrogen bonding and other intermolecular interactions. Based on the structural features and the presence of aromatic rings, it is likely that this molecule has high permeability to the artificial membrane. The lipophilic nature of the molecule and the potential for intermolecular interactions contribute to its ability to pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 255

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=C(C=C3)OC=CC4=O, we need to analyze its chemical structure and properties. The molecule consists of a piperidine ring (C1CN(CCC1C(=O)N)) attached to a thiazole ring (C2=NC(=CS2)) and a chromone ring (C3=CC4=C(C=C3)OC=CC4=O). The presence of the piperidine and thiazole rings suggests that the molecule may have some degree of permeability to the artificial membrane. Piperidine is a cyclic amine, which can enhance the solubility and permeability of a molecule. Thiazole is a heterocyclic compound that can also contribute to the overall permeability. However, the presence of the chromone ring, which contains a carbonyl group (C=O), may limit the permeability of the molecule. The carbonyl group can form hydrogen bonds with the artificial membrane, reducing the molecule's ability to pass through. Based on the analysis of the molecule's structure, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of the piperidine and thiazole rings suggests some degree of permeability, but the chromone ring with the carbonyl group may hinder the molecule's passage. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 compound known as 5-acetyl-2,4-dimethyl-N-[4-[(3-cyanophenyl)sulfanylidyl]phenyl]-3-pyrrolecarboxamide. This molecule belongs to the class of aromatic amides. The compound consists of a pyrrole ring fused with a benzene ring, which imparts aromaticity to the molecule. It also contains an amide functional group (-CONH-) and an acetyl group (-C(O)CH3) attached to the pyrrole ring. The presence of the acetyl group suggests that this molecule may have some metabolic activity. The molecule also contains a sulfone group (-SO2-) and a nitrile group (-C#N). The sulfone group is positively charged (S+) and is balanced by a negatively charged oxygen ion (O-). This charge separation may affect the molecule's solubility and permeability. Based on the structure and functional groups present, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. The presence of aromatic rings and the amide group may contribute to its permeability, while the sulfone and nitrile groups may hinder its passage through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound with various functional groups. It can be described as 2-[(4,4-dichlorophenyl)acetyl]amino-N-[2-(1,3,4-thiadiazol-2-ylcarbonyl)oxyethyl]benzenesulfonamide. The molecule contains an ester group (C(=O)OC), which suggests that it may have some degree of lipophilicity. Additionally, the presence of a sulfonamide group (SO2NH2) indicates that it may have some solubility in water. The molecule also contains a thiadiazole ring (C1=NN=C(S1)), which can contribute to its overall stability and potentially enhance its biological activity. The presence of a nitro group (NO2) and a sulfonyl group (SO2) suggests that the molecule may have some electron-withdrawing properties, which can affect its reactivity and interactions with other molecules. Overall, based on the presence of various functional groups and the complexity of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This means that it may have some ability to pass through the membrane, but it may not be highly efficient or easily absorbed. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 258

**SMILES:** CN1C=C(C=C1C(=O)NC2=CC(=C(C=C2)Cl)C(F)(F)F)S(=O)(=O)N3CCCCCC3

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To predict the permeability of the molecule CN1C=C(C=C1C(=O)NC2=CC(=C(C=C2)Cl)C(F)(F)F)S(=O)(=O)N3CCCCCC3 in the Parallel Artificial Membrane Permeability Assay (PAMPA), we need to analyze its chemical structure. The molecule consists of a central core with a pyrazole ring, connected to a benzene ring substituted with a chlorine atom and three fluorine atoms. Additionally, there is a sulfonyl group attached to the pyrazole ring, and an amide group connected to the benzene ring. The presence of the amide group suggests that the molecule may have some degree of polarity, which can affect its permeability. The sulfonyl group, on the other hand, is likely to increase the molecule's hydrophilicity. These properties may contribute to the molecule's ability to pass through the artificial membrane. Furthermore, the molecule contains a nitrogen atom in the pyrazole ring, which can potentially form hydrogen bonds with the membrane. This interaction may enhance the molecule's permeability. Overall, based on the presence of polar and hydrophilic groups, as well as the potential for hydrogen bonding, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of pyrazoles and contains multiple functional groups. The molecule consists of a central pyrazole ring, which is connected to two phenyl rings and a piperidine ring. The presence of chlorine atoms in the phenyl rings indicates the molecule's potential for hydrophobic interactions. Additionally, the molecule contains a carbonyl group (C=O) and an amide group (C(=O)N) which can participate in hydrogen bonding. These functional groups contribute to the molecule's polarity and potential for intermolecular interactions. Based on the structural features, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of hydrophobic groups and potential for hydrogen bonding suggests that the molecule can interact with the membrane, but the presence of polar groups may hinder its passage. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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. It consists of a benzene ring substituted with a methyl group and a sulfonamide group. The sulfonamide group is attached to a pyridine ring, which is further substituted with a carboxamide group. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds with the membrane components. Additionally, the presence of the carboxamide group indicates that this molecule may have the potential to form hydrogen bonds with the membrane components as well. These hydrogen bonding interactions can further enhance the permeability of the molecule. Overall, based on the presence of the sulfonamide and carboxamide groups, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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 organic compound with various functional groups. It is a member of the pyrrole family, characterized by a five-membered aromatic ring containing one nitrogen atom. The molecule also contains a sulfonate group (S(=O)(=O)O-) and a bromine atom (Br) attached to a phenyl ring. The sulfonate group imparts a negative charge to the molecule, while the bromine atom adds bulk and potential reactivity. The presence of an amide group (C(=O)N) suggests that the molecule may have some degree of hydrogen bonding capability. This could potentially influence its solubility and interactions with other molecules. The molecule's overall structure suggests that it may have moderate permeability to the artificial membrane. The presence of multiple aromatic rings and the sulfonate group may contribute to its ability to pass through the membrane. However, the presence of bulky substituents, such as the bromine atom, may hinder its permeability. In summary, based on its structural features, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 262

**SMILES:** C1CCN(C1)C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of pyridines and contains a fluorine atom. The molecule has a fused ring system consisting of a pyridine ring and a cyclohexane ring. The presence of the pyridine ring suggests that the molecule may have basic properties and can potentially interact with acidic compounds. The cyclohexane ring provides rigidity to the molecule and influences its overall shape. The molecule also contains a substituted phenyl group, which is attached to the pyridine ring. This substitution pattern can affect the molecule's reactivity and solubility. Additionally, the presence of a fluorine atom in the molecule can influence its lipophilicity and membrane permeability. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the molecule contains a relatively large and complex structure, which may hinder its ability to pass through the membrane. However, the presence of the fluorine atom and the substituted phenyl group may contribute to its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 263

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule CNC1=C(C=CC(=N1)C2=CC=CC3=CC=CC=C32)C#N to the artificial membrane, we need to analyze its chemical structure. The molecule consists of a naphthalene core with a 2-cyano-6-(methylamino) substituent attached at position 3. The naphthalene core is a polycyclic aromatic hydrocarbon, which is known for its high hydrophobicity. This property suggests that the molecule has a high affinity for the lipid bilayer of the artificial membrane. The presence of the cyano group (-C#N) indicates that the molecule is capable of forming hydrogen bonds and participating in polar interactions. This suggests that the molecule may have some solubility in water and can interact with the polar head groups of the artificial membrane. The methylamino group (-N(CH3)) is a basic group, which can potentially form ionic interactions with the polar head groups of the membrane. This suggests that the molecule may have some ability to cross the membrane through ionizable interactions. Based on the analysis of the molecule's chemical structure, it is likely to have high permeability to the artificial membrane. The hydrophobic naphthalene core and the polar interactions provided by the cyano and methylamino groups suggest that the molecule can easily cross the lipid bilayer and interact with both the polar and nonpolar regions of the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 264

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 compound known as 4-methoxy-N-[2-[4-[4-(4-methoxyanilino)-1H-pyrimidin-2-yl]-1-piperazinyl]-1-piperidinyl]benzamide. This molecule belongs to the class of piperazines, which are organic compounds containing a piperazine ring. The presence of the piperazine ring in this molecule suggests that it may have biological activity, as piperazines are commonly found in pharmaceutical drugs. The molecule also contains a benzamide group, which is a functional group commonly found in drugs that target enzymes or receptors. This suggests that the compound may have potential as a therapeutic agent. In terms of permeability, the molecule's structure indicates that it may have moderate permeability to the artificial membrane. The presence of aromatic rings, such as the benzene ring and the pyrimidine ring, suggests that the molecule may have some degree of hydrophobicity, which can affect its ability to pass through the membrane. Additionally, the presence of polar functional groups, such as the amide and ether groups, may also impact the molecule's permeability. Overall, based on its structure and the presence of functional groups commonly found in drugs, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be needed to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 265

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CC2=C(C1)SC3=NC=NC(=C23)NC(=O)C4=CC=CO4 is a complex organic compound with a fused ring system. It belongs to the class of heterobicyclic compounds, specifically an organonitrogen heterocyclic compound. The molecule consists of a central 5-membered ring containing a nitrogen atom, which is connected to a 6-membered ring containing a sulfur atom. This arrangement gives rise to the fused ring system. The presence of the nitrogen and sulfur atoms in the molecule suggests potential reactivity and interactions with biological targets. The molecule also contains a furan ring, which is a five-membered ring containing an oxygen atom. This furan ring is attached to the central ring system through a carbonyl group. The presence of the furan ring and the carbonyl group indicates the potential for the molecule to participate in various chemical reactions, including nucleophilic additions and condensations. Based on the structural features of the molecule, it is likely to have moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains both hydrophobic and hydrophilic regions, which can interact with the membrane components. However, the presence of the furan ring and the carbonyl group may also contribute to the molecule's ability to interact with the membrane, potentially affecting its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 266

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 functional groups. It contains a piperidine ring, a carbonyl group, a thiazole ring, and a phenyl ring substituted with three fluorine atoms. The presence of the carbonyl group suggests that the molecule may have some polarity, which can affect its permeability. Additionally, the presence of the thiazole ring and the phenyl ring substituted with fluorine atoms indicates that the molecule may have some aromatic character. Aromatic compounds often have higher permeability due to their ability to interact with the membrane more easily. However, the presence of the piperidine ring and the carbonyl group suggests that the molecule may also have some degree of hydrophilicity, which could potentially limit its permeability. Overall, considering the presence of aromatic character, the molecule is likely to have high permeability to the artificial membrane. However, the potential hydrophilicity of the molecule may slightly reduce its permeability, leading to a final classification of high permeability. Final answer: High permeability.

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# 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 organic compound. It belongs to the class of imidazo[4,5-c]pyridine derivatives. The molecule consists of a fused imidazole and pyridine ring system, with various functional groups attached. The presence of the cyano group (C#N) indicates the presence of a nitrile functional group, which can enhance the molecule's polarity and solubility. The molecule also contains an amide group (C(=O)N), which can participate in hydrogen bonding interactions. The aromatic rings in the molecule contribute to its stability and can potentially interact with other molecules through π-π stacking interactions. The presence of the methyl group (CH3) and the pyridine ring suggests that the molecule may have some basic properties. Based on the structural features and functional groups present, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of polar functional groups and aromatic rings can facilitate interactions with the membrane, but the overall size and complexity of the molecule may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 268

**SMILES:** CC1=C(C(=CC=C1)C)NC(=O)C2=NC(=NC=C2Cl)SC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code CC1=C(C(=CC=C1)C)NC(=O)C2=NC(=NC=C2Cl)SC, we can use the Lipinski Rule of Five. This rule provides a set of criteria to predict the permeability of a molecule based on its chemical and physical properties. The molecule has a molecular weight of 369.8 g/mol, which is within the range of typical small molecules. It has a LogP value of 3.3, indicating moderate lipophilicity. The molecule contains a total of 5 hydrogen bond acceptors and 4 hydrogen bond donors, suggesting the potential for hydrogen bonding interactions. The presence of a chlorine atom and a thiol group (sulfur-hydrogen) in the molecule indicates the possibility of polar interactions with the artificial membrane. The aromatic ring system in the molecule suggests a potential for π-π stacking interactions. Based on these properties, the molecule is likely to have moderate permeability to the artificial membrane. It may have some difficulty crossing the membrane due to its size and lipophilicity, but the presence of polar functional groups and potential for hydrogen bonding interactions may facilitate its passage to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound. It belongs to the class of indolyl carboxylic acids. The molecule consists of a central indole ring fused with a pyridine ring, which is further substituted with various functional groups. The presence of the carboxylic acid group (COOH) indicates that the molecule is acidic in nature. This group can potentially form hydrogen bonds with the artificial membrane, influencing its permeability. The molecule also contains an amide group (CONH) and an ester group (OC), which can contribute to its overall polarity and solubility. These functional groups can interact with the membrane through van der Waals forces and dipole-dipole interactions. The presence of aromatic rings in the molecule, such as the indole and pyridine rings, suggests that it may have some degree of hydrophobicity. This hydrophobicity can influence the molecule's ability to pass through the artificial membrane. Based on the presence of the carboxylic acid, amide, and ester groups, as well as the aromatic rings, it is likely that the molecule has moderate permeability to the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 270

**SMILES:** CCCCOC1=CC=C(C=C1)C(=O)N2CCC(CC2)C3=NNC(=O)N3C4=CC=C(C=C4)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its chemical structure and properties. The molecule's SMILES code, CCCCOC1=CC=C(C=C1)C(=O)N2CCC(CC2)C3=NNC(=O)N3C4=CC=C(C=C4)C, provides us with information about its molecular formula, connectivity, and functional groups. The molecule contains a piperidine ring, which is a cyclic amine, and a benzamide group. The presence of these functional groups suggests that the molecule may have some degree of permeability to the artificial membrane. However, the molecule also contains a large number of aromatic rings, which can contribute to its hydrophobicity and limit its permeability. Based on the molecular structure and properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the piperidine ring and benzamide group suggests that the molecule may have some permeability, but the presence of multiple aromatic rings and the overall size of the molecule may limit its ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 271

**SMILES:** CN1CCN(CC1)C2=NC=CC(=C2)C3=NC4=CC=CC=C4C(=N3)NC5=CC(=C(C=C5)F)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of quinazolines, which are heterocyclic compounds containing a fused benzene and pyrimidine ring system. The molecule consists of a central quinazoline core, which is substituted with various functional groups. It has a piperazine ring attached to the quinazoline core, which contains a methyl group. Additionally, there are two fluorine atoms attached to a phenyl ring. The presence of the piperazine ring suggests that the molecule may have some biological activity, as piperazine derivatives are often used in medicinal chemistry. The fluorine atoms on the phenyl ring can enhance the lipophilicity of the molecule, potentially affecting its permeability. Based on the structural features and the presence of aromatic rings, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of the piperazine ring and the fluorine atoms may contribute to its permeability, but the overall structure suggests that it may not have high permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 272

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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. It consists of a central pyrano[2,3-b]pyridine ring fused with a phenyl ring and a pyridine ring. The molecule also contains a dimethylamino group attached to the phenyl ring. The presence of the pyrano[2,3-b]pyridine ring suggests that this molecule may have potential biological activity, as this ring system is commonly found in many biologically active compounds. Additionally, the presence of the dimethylamino group indicates that this molecule may have basic properties and could potentially interact with acidic functional groups. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of aromatic rings and the fused ring system may contribute to its permeability, as these features can enhance the molecule's ability to pass through the membrane. However, the presence of the dimethylamino group may also hinder permeability to some extent. Overall, based on its structure and the presence of aromatic rings and the dimethylamino group, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 273

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CCOC(=O)C1=C(SC2=C1CCN(C2)C(=O)OCC)NC(=O)CN3CCCCC3, we can analyze its chemical structure and properties. The molecule contains an ester group (C(=O)OCC) and an amide group (NC(=O)CN3CCCCC3), which are polar functional groups. These polar groups can interact with the artificial membrane through hydrogen bonding and dipole-dipole interactions, potentially enhancing the molecule's permeability. Additionally, the molecule has a thiazole ring (C1=C(SC2=C1CCN(C2)C(=O)OCC)) and a piperidine ring (NC(=O)CN3CCCCC3), both of which contribute to the overall hydrophobicity of the molecule. The presence of these hydrophobic rings suggests that the molecule may have a higher affinity for the nonpolar region of the artificial membrane, further enhancing its permeability. Overall, based on the presence of polar functional groups and hydrophobic rings, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 274

**SMILES:** CC1=C(C(=CC=C1)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=C(C=C3)Br)[O-]

**Label:** 1

**Predi:** 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 sulfonamide compound. It consists of a central benzene ring with various substituents attached to it. The molecule has a molecular formula of C22H19BrN2O5S. The presence of the sulfonamide group (-SO2NH-) in the molecule suggests that it may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their relatively small size and polar nature. Additionally, the molecule contains a bromine atom, which can enhance its permeability. Bromine is a halogen with a relatively large electronegativity, which can increase the lipophilicity of the molecule and improve its ability to pass through the artificial membrane. Overall, based on the presence of the sulfonamide group and the bromine atom, it is predicted that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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:** 0

**Correct:** 0

# 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 is a complex natural product found in the fungus Cyathus bulleri. It possesses a unique and intricate structure, consisting of multiple rings and functional groups. The molecule contains a hydroxyl group (-OH) and a carboxylate group (-COO-) which are both polar and capable of forming hydrogen bonds. These functional groups contribute to the molecule's solubility in polar solvents. Additionally, the presence of aromatic rings suggests that the molecule may have some degree of lipophilicity. The stereochemistry of the molecule is indicated by the presence of "@" and "@" symbols in the SMILES code. This indicates the presence of chiral centers and the configuration of substituents around them. The molecule also contains a double bond, denoted by "/C=C/". The presence of multiple rings and functional groups in the molecule suggests that it may have a high molecular weight and complex three-dimensional structure. This complexity may contribute to its low-to-moderate permeability to the artificial membrane. In summary, based on the analysis of the molecule's structure and functional groups, it is predicted to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 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 quinazoline derivative. Quinazolines are a class of heterocyclic compounds that contain a fused benzene and pyrimidine ring system. This particular molecule has a benzyl group attached to the nitrogen atom of the pyrimidine ring, and another benzyl group attached to the nitrogen atom of the quinazoline ring. The presence of aromatic rings in the molecule suggests that it may have good lipophilic properties, which can contribute to its permeability across the artificial membrane. Additionally, the presence of nitrogen atoms in the molecule indicates the potential for hydrogen bonding interactions, which can also influence its permeability. Based on the structure and the presence of aromatic rings and nitrogen atoms, it is likely that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 277

**SMILES:** CC1=C(C(C(=C(N1)C)C(=O)OCCCN2CCC(CC2)(C3=CC=CC=C3)C4=CC=CC=C4)C5=CC(=CC=C5)[N+](=O)[O-])C(=O)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. The molecule is a diester, specifically methyl 2,6-dimethyl-4-(3-nitrophenyl)-1-oxo-3,5-dihydro-1H-pyridine-3-carboxylate. It contains a pyridine ring with a nitro group (NO2) attached to the 3-position and a carboxylate group (COOCH3) attached to the 3-carbon. The molecule also has two methyl groups (CH3) attached to the 2 and 6 positions of the pyridine ring. The presence of the nitro group suggests that the molecule may have some degree of polarity and can potentially form hydrogen bonds with the artificial membrane. This could contribute to its permeability. Additionally, the presence of the carboxylate group indicates that the molecule may have some degree of acidity, which could also affect its permeability. The molecule's structure also includes a long alkyl chain (CCCN2CCC(CC2)(C3=CC=CC=C3)C4=CC=CC=C4) attached to the pyridine ring. This alkyl chain is likely to be hydrophobic, meaning it is insoluble in water. This hydrophobicity can affect the molecule's permeability by influencing its ability to interact with the artificial membrane. Overall, based on the presence of polar functional groups (nitro and carboxylate) and a hydrophobic alkyl chain, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 278

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)/C(=C/C3=CC=CN3)/C(=O)N2 is a 2-(1H-pyrrol-2-ylmethylidene)-3H-inden-1-one. This molecule belongs to the class of indanones, which are cyclic ketones with a fused benzene ring. The presence of the pyrrole ring and the indenone moiety in the structure suggests that this molecule may have interesting pharmacological properties. The pyrrole ring is known to confer biological activity, as it is found in many natural products and pharmaceuticals. The indenone moiety, on the other hand, is often associated with anti-inflammatory and anticancer activities. In terms of permeability, the molecule's structure indicates that it may have moderate permeability to the artificial membrane. The presence of aromatic rings, such as the benzene and pyrrole rings, suggests that the molecule may have some degree of lipophilicity, which is important for membrane permeability. However, the presence of the carbonyl group (C=O) in the indenone moiety may also introduce some polarity, which could potentially limit its permeability. Overall, based on the molecular structure and the presence of aromatic rings, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be needed to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 279

**SMILES:** CC1=NN(C2=C1C(=CC(=O)N2)C(F)(F)F)CCC3=NC(=CS3)C4=CC=C(C=C4)OC

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its chemical structure. The molecule has a complex structure consisting of various functional groups. It contains a pyrazolo[1,5-a]pyrimidine core, which is a fused heterocyclic ring system. This core is substituted with a trifluoromethyl group at position 4, a methyl group at position 6, and a 2-(4-methoxyphenyl)-4,5-dihydrothiazol-4-yl group at position 3. The presence of the trifluoromethyl group and the methoxyphenyl group suggests that the molecule may have lipophilic properties, which can enhance its permeability through the artificial membrane. Additionally, the presence of the thiazolyl group indicates the potential for hydrogen bonding interactions, which can also contribute to the molecule's permeability. Based on the structural features and the presence of lipophilic and hydrogen bonding groups, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 280

**SMILES:** CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4CCC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of 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, we need to analyze its chemical structure and properties. The molecule consists of a central core with a benzene ring substituted with a sulfonamide group (S(=O)(=O)N) and a pyridine ring. The sulfonamide group is known to enhance the water solubility of a molecule, which can affect its permeability. Additionally, the molecule contains a carbonyl group (C=O) and a thiazole ring (C3=NC(=CS3)), both of which can contribute to its overall permeability. The presence of the carbonyl group suggests that the molecule may have some degree of polarity, which can influence its ability to pass through the artificial membrane. The thiazole ring, on the other hand, can provide some rigidity to the molecule, potentially affecting its permeability. Based on the presence of the sulfonamide group, the carbonyl group, and the thiazole ring, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The sulfonamide group and the carbonyl group may enhance the molecule's water solubility, while the thiazole ring may introduce some rigidity, limiting its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 sulfonamide compound. Sulfonamides are known for their ability to inhibit the growth of bacteria by interfering with the synthesis of folic acid. The molecule contains a sulfonamide group (N[S+](=O)) which is responsible for its antibacterial activity. The molecule also contains an aromatic ring system, indicated by the presence of multiple benzene rings. Aromatic compounds are known for their stability and are often used in drug design due to their ability to interact with biological targets. In addition, the molecule has a nitro group (NO2) attached to one of the benzene rings. Nitro groups are electron-withdrawing and can enhance the lipophilicity of a molecule, which can affect its permeability across biological membranes. Overall, based on the presence of the sulfonamide group and the aromatic ring system, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

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# 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:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 organic compound. It consists of a fused ring system with various functional groups attached. The molecule contains an amide group (C(=O)NC) and a sulfonamide group (S(=O)(=O)NC), which are polar functional groups. These groups can form hydrogen bonds with the artificial membrane, potentially enhancing the molecule's permeability. Additionally, the molecule has aromatic rings, which can interact with the membrane through π-π stacking interactions. The presence of a carbonyl group (C=O) suggests that the molecule may have some degree of lipophilicity, which can contribute to its permeability. However, the presence of polar functional groups and the overall molecular size may limit its permeability. Based on the analysis, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar functional groups and the potential for hydrogen bonding may facilitate some permeation, but the overall molecular size and lipophilicity may hinder its passage through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 283

**SMILES:** C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C(=CC=C4)Cl)C5=C(C=NN5)Cl)C(=O)C1

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a fused ring system. It contains a benzoxazole moiety, which is a heterocyclic compound consisting of a benzene ring fused with an oxazole ring. The molecule also contains two chlorine atoms and a pyrazole ring. The presence of the benzoxazole and pyrazole rings suggests that this molecule may have potential biological activity, as these ring systems are often found in pharmaceutical compounds. The chlorine atoms may also contribute to the molecule's biological activity, as halogens can enhance drug potency. The molecule's structure indicates that it is likely to have moderate permeability to the artificial membrane. This is because the molecule contains a combination of polar and nonpolar functional groups, which can interact with the membrane in different ways. The presence of the carbonyl group (C=O) suggests that the molecule may have some solubility in both polar and nonpolar solvents, which can affect its permeability. Overall, based on its structure and the presence of functional groups, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be needed to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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 a fused quinazoline and pyridine ring system. It consists of a methoxyphenyl group attached to the quinazoline ring, and a pyridinyl group attached to the phenyl ring. The presence of the methoxy group (OCH3) in the molecule suggests that it may have some degree of lipophilicity, which can influence its permeability across the artificial membrane. Additionally, the aromatic rings in the molecule contribute to its overall hydrophobicity, which can also impact its permeability. The quinazoline and pyridine rings in the molecule are both heterocyclic aromatic systems, which can exhibit unique electronic properties. These properties may influence the molecule's ability to interact with the artificial membrane and affect its permeability. Overall, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane. The presence of aromatic rings, lipophilic groups, and heterocyclic systems contribute to its hydrophobic nature, which is favorable for permeation through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 285

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CNC1(CCCCC1=O)C2=CC=CC=C2Cl is known as 2-(2-chlorophenyl)-1-methyl-1-cyclohexanecarboxamide. This molecule is a member of the amide functional group, which is characterized by the presence of a carbonyl group (C=O) bonded to a nitrogen atom. The presence of the amide group suggests that this molecule may have low permeability to the artificial membrane. Amides are generally less permeable compared to other functional groups due to their ability to form hydrogen bonds with the membrane. Additionally, the molecule contains a chlorine atom attached to a phenyl ring. Chlorine is an electronegative atom, and its presence can affect the molecule's polarity and interactions with the membrane. The phenyl ring, on the other hand, is a nonpolar aromatic group that can influence the molecule's hydrophobicity. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the amide group and the chlorine atom may contribute to the molecule's lower permeability, while the phenyl ring may affect its hydrophobicity. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 286

**SMILES:** CCC(=O)NC(C1=CC=C(C=C1)OC)C2=CC(=C3C=CC=NC3=C2O)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule CCC(=O)NC(C1=CC=C(C=C1)OC)C2=CC(=C3C=CC=NC3=C2O)Cl to the artificial membrane, we need to analyze its chemical structure. The molecule consists of a central amide group (CONH) connected to a phenyl ring substituted with a methoxy group (OCH3) and a chloro group (Cl). Additionally, there is a quinoline ring system fused to a phenyl ring, which is further substituted with a hydroxyl group (OH) and a nitrogen-containing group (NC). The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. The methoxy group and the hydroxyl group are electron-donating substituents, which can enhance the molecule's lipophilicity and increase its permeability. However, the presence of the chloro group, which is an electron-withdrawing substituent, may have a negative impact on permeability. Overall, considering the presence of polar and lipophilic groups, the molecule is likely to have moderate permeability to the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 0

# 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 belongs to the class of indoles, which are organic compounds containing a bicyclic ring system consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. The molecule has a molecular formula of C26H22N6O2S and a molecular weight of 486.56 g/mol. It contains various functional groups, including an indole ring, a pyrrole ring, a carbonyl group, and a thioamide group. These functional groups contribute to the molecule's chemical and physical properties. The molecule's structure suggests that it has a high degree of aromaticity, which can influence its stability and reactivity. Additionally, the presence of the carbonyl and thioamide groups indicates potential for hydrogen bonding and interactions with other molecules. Based on the given information, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but it may also encounter some barriers or resistance. Further experimental data and analysis would be required to determine the exact permeability value. In summary, the molecule with the given SMILES code is a complex indole derivative with various functional groups. Its structure suggests potential for aromaticity and hydrogen bonding interactions. The predicted permeability to the artificial membrane is low-to-moderate. Further analysis and experimental data are necessary to refine this prediction. Final answer: Low-to-moderate permeability.

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# 288

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule CC(=O)C1=CC=C(C=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N to the artificial membrane, we can use the SMILES code to analyze its chemical structure. The molecule consists of a central piperidine ring with various functional groups attached. The presence of the carbonyl group (C=O) indicates that the molecule is capable of forming hydrogen bonds, which can affect its permeability. Additionally, the aromatic ring (C1=CC=C(C=C1)) suggests that the molecule may have hydrophobic properties, which can also impact its permeability. The presence of the thiazole ring (C2=CSC(=N2)) further adds to the complexity of the molecule. Thiazole rings are known to have good membrane permeability due to their ability to interact with the lipid bilayer. Overall, based on the presence of hydrogen bonding groups, aromatic rings, and a thiazole ring, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 289

**SMILES:** CC1=CC=CC=C1N[S+](=O)(C2=CC=CC(=C2)NC(=O)C3=C(C(=C(N3)C)C(=O)C)C)[O-]

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 sulfonamide compound. Sulfonamides are known for their ability to inhibit the growth of bacteria by interfering with the synthesis of folic acid. This molecule contains a sulfonamide group (S=O) attached to a nitrogen atom, which is important for its biological activity. The molecule also contains an aromatic ring system, indicated by the presence of multiple benzene rings. Aromatic compounds often exhibit high lipophilicity, which can influence their permeability across biological membranes. In addition, the molecule has a nitro group (NO2) and an amide group (C=O) attached to the aromatic ring system. These functional groups can contribute to the molecule's overall polarity and solubility, which can impact its permeability. Based on the presence of the sulfonamide group and the aromatic ring system, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

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# 290

**SMILES:** C[C@H]1CN(C[C@@H]1C2=NC(=NO2)C3=CN=CC=C3)C(=O)C4=NN(C5=CC=CC=C54)C

**Label:** 1

**Predi:** 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 a unique structure. It belongs to the class of indazoles, which are heterocyclic compounds containing a five-membered ring fused to a benzene ring. The molecule has a chiral center, denoted by the "@" symbol in the SMILES code, indicating that it exists as a mixture of enantiomers. The presence of the chiral center suggests that the molecule may exhibit different biological activities depending on its stereochemistry. The compound also contains a nitroso group (NO) and a nitro group (NO2), which are both nitrogen oxides. These functional groups can participate in various chemical reactions and may contribute to the molecule's reactivity and potential biological activity. Furthermore, the molecule possesses a pyridine ring, which is a six-membered aromatic ring containing a nitrogen atom. Pyridine derivatives are known for their diverse pharmacological properties and are commonly found in many drugs. Overall, based on its structural features, the molecule is likely to have high permeability to the artificial membrane in the PAMPA assay. This suggests that it may have good membrane permeability and could potentially be a drug candidate. Final answer: High permeability.

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# 291

**SMILES:** CCCCOC1=CC=C(C=C1)CNC(=O)C2=NN3CCCN(C(=O)C3=C2)CC4=CC=C(C=C4)C

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. The molecule's SMILES code, CCCCOC1=CC=C(C=C1)CNC(=O)C2=NN3CCCN(C(=O)C3=C2)CC4=CC=C(C=C4)C, indicates that it is a complex organic compound with multiple functional groups. The molecule contains an ether group (C-O-C) and an amide group (C-N), which are polar functional groups. These polar groups can interact with the artificial membrane, potentially enhancing the molecule's permeability. Additionally, the molecule has an aromatic ring system, which can contribute to its hydrophobicity. The presence of the amide group suggests that the molecule may have some degree of hydrogen bonding capability, which can influence its permeability. However, the overall structure of the molecule suggests that it may have a moderate permeability to the artificial membrane. The molecule's size and complexity, as well as the presence of both polar and nonpolar functional groups, indicate that it may have a balance between hydrophobic and hydrophilic interactions with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This indicates that the molecule is expected to have some ability to pass through the artificial membrane, but may not be highly permeable due to its size and structural features.

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# 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 4-(2,4-dichlorophenyl)-1-piperazinyl-(3,4,5-trimethoxyphenyl)methanone. This molecule consists of a piperazine ring attached to a phenyl ring, which in turn is connected to a methanone group. The piperazine ring contains a nitrogen atom, while the phenyl ring is substituted with two chlorine atoms and three methoxy groups. The presence of the methoxy groups and the electron-donating nature of the piperazine ring contribute to the molecule's high permeability. The methoxy groups enhance the lipophilicity of the molecule, allowing it to easily pass through the artificial membrane. Additionally, the piperazine ring's electron-donating properties increase the molecule's solubility in the membrane. The presence of the chlorine atoms on the phenyl ring may slightly decrease the permeability due to their electron-withdrawing nature. However, the overall effect of the chlorine atoms is expected to be minimal compared to the contributions of the methoxy groups and the piperazine ring. Therefore, based on the molecular structure and the presence of the methoxy groups and the piperazine ring, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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 contain a fused benzene and pyrimidine ring system. In this molecule, the quinazoline core is substituted with a 3-methoxyanilino group at position 4 and a pyridin-4-yl group at position 2. The presence of the methoxy group (OCH3) in the molecule enhances its lipophilicity, which is an important factor in determining its permeability. Lipophilic compounds tend to have higher permeability through lipid-based membranes, such as the artificial membrane used in the PAMPA assay. The molecule also contains multiple aromatic rings, which contribute to its overall hydrophobicity. This hydrophobic nature further supports its potential for high permeability. Based on the structural features of the molecule, it is predicted to have high permeability to the artificial membrane. The presence of the methoxy group and the aromatic rings enhance its lipophilicity and hydrophobicity, respectively, making it likely to pass through the membrane with ease. Therefore, the final answer is: Final answer: High permeability.

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# 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 has a total of 25 carbon atoms, 23 hydrogen atoms, 3 nitrogen atoms, and 1 oxygen atom. The presence of multiple aromatic rings in the molecule suggests that it has a high degree of hydrophobicity. This property is important for determining its permeability through the artificial membrane. The molecule's hydrophobic nature allows it to easily pass through the lipid bilayer of the artificial membrane, indicating high permeability. Additionally, the molecule contains a tertiary amine group, which can potentially form hydrogen bonds with the polar groups present in the artificial membrane. This interaction can further enhance its permeability. Based on the molecular structure and the presence of hydrophobic and potentially hydrogen bonding groups, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 295

**SMILES:** CCOC(=O)C1=CC=C(C=C1)NC(=O)CSC2=NC3=C(C=C2C#N)N4CCC3CC4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 functional groups. It contains an ester group (C(=O)OC), an amide group (C(=O)N), and a thioether group (CSC). These functional groups contribute to the molecule's polarity and solubility. The presence of aromatic rings (C1=CC=C(C=C1)) suggests that the molecule may have some degree of hydrophobicity. Additionally, the molecule contains a nitrile group (C#N), which can enhance its lipophilicity. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and aromatic rings may allow the molecule to interact with the membrane, but the overall hydrophobicity and lipophilicity may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound with a diverse range of chemical and physical properties. It consists of a central core structure with multiple functional groups attached. The molecule contains an aromatic ring system, indicated by the presence of benzene rings. Aromatic compounds are known for their stability and often exhibit unique chemical reactivity. Additionally, the molecule contains an ether functional group, denoted by the oxygen atom bonded to two carbon atoms. Ethers are known for their relatively low boiling points and are often used as solvents or as components in pharmaceuticals. The presence of a nitrile group (C#N) suggests that the molecule may have some degree of polarity and can potentially participate in hydrogen bonding interactions. Nitriles are also known for their reactivity and can be used as intermediates in various organic synthesis reactions. Overall, based on the presence of aromatic rings, ether functional group, and nitrile group, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. This means that the molecule can easily pass through the membrane, indicating its potential for absorption and distribution in biological systems. Final answer: High permeability.

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# 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 various functional groups. It consists of a central core structure with multiple aromatic rings and substituents. The molecule contains an amide group (C(=O)NC) and a thioether group (SC), which are both important for its permeability. The amide group can form hydrogen bonds with the artificial membrane, potentially enhancing its permeability. The thioether group, on the other hand, can interact with the membrane through van der Waals forces. Additionally, the molecule has several aromatic rings, which can interact with the membrane through π-π stacking interactions. These interactions can further enhance the molecule's permeability. Based on the presence of these functional groups and aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. The presence of the amide and thioether groups, along with the aromatic rings, suggests that the molecule can easily pass through the membrane and interact with its components. Therefore, the final answer is: Final answer: High permeability.

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# 298

**SMILES:** C1=CC=C2C(=C1)C3=C(C2=O)C(SC4=CC=CC=C4N3)C5=CC=CO5

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 with a fused ring system. It belongs to the class of compounds known as benzothiazoles. The molecule consists of a central benzothiazole core, which is a bicyclic structure composed of a benzene ring fused with a thiazole ring. The benzothiazole core is further substituted with various functional groups. The presence of the carbonyl group (C=O) indicates the presence of a ketone, which is attached to the benzene ring. Additionally, there is a thioether group (S) attached to the thiazole ring. The molecule also contains a furan ring (C5=CC=CO5) attached to the benzothiazole core. The presence of aromatic rings and conjugated double bonds suggests that the molecule may exhibit some degree of aromaticity and delocalized electron density. Based on the structural features, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of aromatic rings and conjugated systems can enhance the molecule's ability to interact with the membrane, potentially leading to higher permeability. However, the presence of the thioether group and the carbonyl group may also introduce some degree of polarity, which could affect the molecule's solubility and permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 sulfonamide compound. It consists of a central benzene ring with a chlorine atom attached to it. The benzene ring is substituted with a sulfonamide group (SO2NH) at the para position. Additionally, there is a carbonyl group (C=O) attached to the benzene ring at the meta position. The molecule also contains a thiazole ring fused to a benzene ring. The thiazole ring is substituted with a phenyl group at the 4-position. The thiazole ring is further substituted with a carbonyl group at the 2-position. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the membrane. The presence of the carbonyl groups also suggests that the molecule may have good solubility in both aqueous and lipid environments, further enhancing its permeability. Overall, based on the presence of the sulfonamide and carbonyl groups, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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 steroid ester. It possesses a complex structure consisting of four fused rings, including three cyclohexane rings and one cyclopentane ring. The molecule also contains various functional groups, such as an acetyl group (C(=O)C) and an ethyl group (CC). The presence of the acetyl group suggests that the molecule is an ester, which is a type of organic compound formed by the reaction between an alcohol and an acid. This esterification contributes to the molecule's overall stability and influences its physical properties. The molecule's structure and functional groups indicate that it may have high permeability to the artificial membrane in the PAMPA assay. This is because the molecule's size and shape allow it to easily pass through the membrane, facilitating its diffusion. Therefore, the final answer is: Final answer: High permeability. It is important to note that the PAMPA assay is used to predict the permeability of molecules across biological membranes, such as the intestinal epithelium. The results of this assay can be valuable in drug discovery and development, as they can help predict a compound's ability to reach its target site in the body. In summary, the molecule with the given SMILES code is a steroid ester with a complex structure and functional groups. Its size and shape suggest that it has high permeability to the artificial membrane in the PAMPA assay.

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# 301

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(C=CC2=C1OC(CC2)(C)C)O is a complex organic compound. It belongs to the class of chromenes, which are heterocyclic compounds containing a benzopyran ring fused to a benzene ring. The molecule has a molecular formula of C16H18O2 and a molecular weight of 242.31 g/mol. It consists of a central benzene ring fused to a chromene ring, with a hydroxyl group (-OH) attached to the chromene ring. The presence of the hydroxyl group suggests that the molecule is capable of forming hydrogen bonds, which can influence its solubility and permeability. The molecule also contains several methyl groups (-CH3) attached to the benzene and chromene rings. These methyl groups contribute to the overall hydrophobicity of the molecule, which can affect its permeability through the artificial membrane. Based on the molecular structure and the presence of hydroxyl and methyl groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the hydroxyl group can potentially form hydrogen bonds with the membrane, while the methyl groups can contribute to the overall hydrophobicity, limiting its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 302

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 sulfonamide compound. It consists of a benzene ring substituted with a cyano group (C#N) and an amide group (C(=O)N) attached to a phenyl ring. The molecule also contains a sulfonamide group (S(=O)(=O)) attached to a tertiary amine (CCN(CC)). The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds with the membrane. Additionally, the presence of the amide group and the cyano group further enhance the molecule's permeability. The amide group allows for hydrogen bonding interactions with the membrane, while the cyano group provides a polar functional group that can interact with the membrane's polar regions. Overall, based on the presence of the sulfonamide group, amide group, and cyano group, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 303

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound. It belongs to the class of imidazoles, which are heterocyclic compounds containing a five-membered ring with two nitrogen atoms. The molecule consists of a central imidazole ring, which is fused with a benzene ring substituted with two chlorine atoms. Additionally, there are two carbonyl groups attached to the imidazole ring, one of which is connected to a methoxy group. The presence of the carbonyl groups suggests that the molecule may have some degree of polarity. The molecule's structure indicates that it possesses a moderate level of lipophilicity due to the presence of the aromatic rings and the methoxy group. This lipophilicity can influence its permeability through the artificial membrane. Based on the molecular structure and the presence of polar and lipophilic functional groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups, such as the carbonyl and methoxy groups, may facilitate interactions with the membrane, while the lipophilic groups may hinder the molecule's passage through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 304

**SMILES:** CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=C(C=C2)NCC3=CC=C(O3)C4=CC=C(C=C4)C#N

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of 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 to the artificial membrane, we need to analyze its chemical structure and properties. The molecule consists of a central piperazine ring, which is a cyclic amine, attached to various functional groups. It also contains an ester group (OC(=O)) and a nitrile group (C#N). The presence of the ester group suggests that the molecule may have some degree of lipophilicity, which can influence its permeability. Additionally, the molecule contains aromatic rings, which can contribute to its overall hydrophobicity. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the ester and nitrile groups may enhance its permeability to some extent, but the overall hydrophobic nature of the molecule, particularly due to the aromatic rings, suggests that it may not readily pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 305

**SMILES:** CC1=CC=C(C=C1)N(C)S(=O)(=O)C2=CC=C(C=C2)C3=CN=C(O3)C4CC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)N(C)S(=O)(=O)C2=CC=C(C=C2)C3=CN=C(O3)C4CC4 is a sulfonamide compound. It consists of a central benzene ring substituted with a nitrogen atom and a methyl group. The nitrogen atom is further connected to a sulfonamide group, which contains a sulfur atom double-bonded to two oxygen atoms and a carbon atom bonded to the sulfur atom. Additionally, the molecule has a pyrazole ring attached to the benzene ring through a carbon-carbon double bond. The pyrazole ring contains a hydroxyl group and a cyclopropyl group. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the membrane. The presence of the pyrazole ring and the cyclopropyl group may also contribute to the molecule's permeability. Overall, based on the structural features of the molecule, it is predicted to have high permeability to the artificial membrane. Final answer: High permeability.

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# 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 organic compound with a diverse range of chemical and physical properties. It belongs to the class of piperidines, which are organic compounds containing a six-membered ring with one nitrogen atom. The molecule consists of a central piperidine ring, which is connected to various functional groups. It has a 2,5-dimethylphenyl group attached to the piperidine ring, providing steric hindrance and influencing its reactivity. Additionally, there is a bromine atom and a fluorine atom attached to a phenyl ring, which can contribute to its chemical reactivity and potential interactions with other molecules. The presence of the urea functional group indicates that the molecule has the potential to form hydrogen bonds, which can influence its solubility and interactions with other molecules. The presence of the bromine and fluorine atoms suggests that the molecule may have some degree of lipophilicity, which can affect its permeability through the artificial membrane. Based on the structural features and functional groups present in the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the presence of bulky substituents and the potential for hydrogen bonding may hinder its ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 307

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CCOC(=O)C1=CC(=NC2=C1C(=NN2CCC#N)C)C3=CC=CO3, we need to analyze its chemical structure and properties. The molecule consists of a central pyrazolo[1,5-a]pyrimidine core, which is a fused heterocyclic ring system. It also contains an ethyl ester group (COC(=O)) and a furan ring (C3=CC=CO3) attached to the pyrazolo[1,5-a]pyrimidine core. The presence of the ethyl ester group suggests that the molecule is likely to be lipophilic, meaning it has an affinity for lipid-based environments. This property is important for drug permeability as it indicates the molecule's ability to cross biological membranes. The furan ring is a five-membered aromatic ring containing one oxygen atom. It contributes to the overall aromaticity and stability of the molecule. Aromatic rings are known to have good membrane permeability due to their planar structure and ability to stack with other aromatic compounds. Overall, based on the presence of the ethyl ester group and the furan ring, it is predicted that the molecule has high permeability to the artificial membrane. This means that it is likely to readily cross the membrane and potentially exhibit good oral bioavailability. Final answer: High permeability.

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# 308

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule CNC1=NC2=C(S1)C(CC(=O)N2)C3=CC=CC=C3F to the artificial membrane, we need to analyze its chemical structure. The molecule is a 2,3-dihydro-1H-thieno[3,4-c]pyrimidin-4-one derivative with a 2-fluorophenyl group attached at position 5. The presence of the thieno[3,4-c]pyrimidin-4-one moiety suggests that the molecule may have some degree of polarity due to the presence of the carbonyl group. This polarity can influence its permeability through the artificial membrane. The molecule also contains a fluorine atom attached to the phenyl ring. Fluorine is an electronegative atom, which can enhance the lipophilicity of the molecule, potentially increasing its permeability. However, the presence of the thieno[3,4-c]pyrimidin-4-one moiety and the carbonyl group may counteract this effect to some extent. Overall, based on the chemical structure and the presence of polar and lipophilic groups, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This means that the molecule may have some ability to pass through the membrane, but its permeability is not expected to be very high. Final answer: Low-to-moderate permeability.

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# 309

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CCN(CC1)C2=NC(=CS2)C3=CC=C(C=C3)Br is a 4-(4-bromophenyl)-2-(1-piperidinyl)thiazole. This molecule consists of a thiazole ring fused with a piperidine ring, and a bromophenyl group attached to the thiazole ring. The presence of the thiazole ring suggests that this molecule may have some degree of permeability to the artificial membrane. Thiazole rings are known to have good membrane permeability due to their relatively small size and planar structure. Additionally, the piperidine ring, which is a saturated heterocycle, also contributes to the overall permeability of the molecule. However, the presence of the bromophenyl group, which is a bulky and hydrophobic moiety, may hinder the permeability of the molecule. The bromine atom in the phenyl group can form strong interactions with the membrane, reducing the ability of the molecule to pass through. Based on these considerations, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the thiazole and piperidine rings suggests some degree of permeability, but the bulky bromophenyl group may limit the overall permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 310

**SMILES:** C1CC2=C(C(N=C(N2)NC3=NC4=C(O3)C=CC=C4Cl)C5=C(C=NN5)Cl)C(=O)C1

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a fused ring system. It contains a benzoxazole moiety, which is a heterocyclic compound consisting of a benzene ring fused with an oxazole ring. The molecule also contains two chlorine atoms and a pyrazole ring. The presence of the benzoxazole and pyrazole rings suggests that this molecule may have potential biological activity, as these ring systems are often found in pharmaceutical compounds. The chlorine atoms may also contribute to the molecule's biological activity, as halogens can enhance drug potency. The molecule's structure indicates that it is likely to have moderate permeability to the artificial membrane. This is because the presence of multiple rings and functional groups can increase the molecule's size and complexity, which can hinder its ability to pass through the membrane. Additionally, the presence of polar functional groups, such as the amide and oxazole groups, may also reduce the molecule's permeability. In summary, based on its structure and the presence of various ring systems and functional groups, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 311

**SMILES:** COC1=C(C=C(C=C1)S(=O)(=O)N2CCOCC2)NC(=O)C3=CC(=CC=C3)N4C=CC=C4

**Label:** 0

**Predi:** 0

**Correct:** 1

# 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 organic compound with a diverse range of chemical and physical properties. It consists of a benzene ring substituted with a methoxy group (OCH3) and a sulfonyl group (SO2) attached to a morpholine ring. Additionally, it contains a benzamide group (CONH2) and a pyrrole ring. The presence of the sulfonyl group suggests that this molecule may have potential as a drug candidate, as sulfonamides are known for their biological activity. The morpholine ring and the pyrrole ring contribute to the overall structure and stability of the molecule. The molecule's permeability to the artificial membrane can be predicted based on its chemical structure. The presence of polar functional groups such as the sulfonyl group and the amide group indicates that the molecule may have some difficulty crossing the membrane. However, the presence of the methoxy group and the aromatic rings suggests that it may have some degree of lipophilicity, which could aid in its permeability. Overall, based on its chemical structure, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 312

**SMILES:** CC1=CC2=C(C=C1)SC3=C(C=C(C=C3)C(=O)NC4CCCC4)N=C2C

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC2=C(C=C1)SC3=C(C=C(C=C3)C(=O)NC4CCCC4)N=C2C, we can analyze its chemical structure and properties. The molecule consists of a fused ring system with a thieno[2,3-b]quinoline core. It also contains a cyclopentyl group attached to the nitrogen atom. The presence of the thieno[2,3-b]quinoline moiety suggests that the molecule may have potential biological activity, as this structural motif is commonly found in many biologically active compounds. The cyclopentyl group is a hydrophobic moiety, which can influence the molecule's permeability. The presence of this group suggests that the molecule may have low-to-moderate permeability to the artificial membrane. Overall, based on the chemical structure and properties of the molecule, it is predicted to have low-to-moderate permeability to the artificial membrane. This means that the molecule may have some ability to pass through the membrane, but it may not be highly permeable. Final answer: Low-to-moderate permeability.

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# 313

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code C1CN(CCN1)C2=NC(=CS2)C3=CC=C(C=C3)Br, we need to analyze its chemical structure. The molecule consists of a piperazine ring (C1CN(CCN1)) attached to a thiazole ring (C2=NC(=CS2)) substituted with a bromine atom (C3=CC=C(C=C3)Br). The presence of the piperazine ring suggests that the molecule may have some degree of permeability to the artificial membrane. Piperazine rings are known to enhance the permeability of molecules by facilitating their passage through lipid membranes. Additionally, the thiazole ring contributes to the overall permeability of the molecule. Thiazole rings are often associated with good membrane permeability due to their ability to interact with the lipid bilayer. However, the presence of the bromine atom in the molecule may have an impact on its permeability. Bromine is a halogen, and halogens can have a negative effect on membrane permeability. They can disrupt the lipid bilayer and hinder the passage of molecules through it. Based on the analysis of the molecule's structure, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the piperazine and thiazole rings suggests some degree of permeability, but the bromine atom may limit its overall permeability. Final answer: Low-to-moderate permeability.

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# 314

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule COC1=CC=CC=C1N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4, we need to analyze its chemical structure and properties. The molecule consists of a benzene ring substituted with a methoxy group (OCH3) and a nitrogen-containing heterocycle fused to a benzene ring. The heterocycle is a pyrazolo[1,5-a]pyrimidine, which is a fused ring system containing a pyrazole and a pyrimidine ring. The presence of the methoxy group suggests that the molecule is likely to be lipophilic, meaning it has an affinity for lipid-based environments. This property is important for drug permeability as it indicates the molecule's ability to cross biological membranes. The pyrazolo[1,5-a]pyrimidine moiety is known to have biological activity, and its presence in the molecule suggests that it may have potential as a drug candidate. The molecule also contains a piperidine ring, which is a common structural motif found in many drugs. Overall, 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. This suggests that the molecule has the potential to cross biological membranes and may exhibit good oral bioavailability. Final answer: High permeability.

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# 315

**SMILES:** C1=CC2=C(C=CC(=C2N=C1)O)CNC3=C(C=C(C=C3)F)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code C1=CC2=C(C=CC(=C2N=C1)O)CNC3=C(C=C(C=C3)F)F, we need to analyze its chemical structure. The molecule consists of a quinoline core with a hydroxyl group (OH) attached to it. Additionally, there is a secondary amine group (NH) connected to the quinoline ring. The presence of the hydroxyl group suggests that the molecule may have some polarity, which can influence its permeability. The hydroxyl group can form hydrogen bonds with the artificial membrane, potentially enhancing the molecule's ability to pass through it. However, the presence of the fluorine atoms (F) on the molecule also introduces some hydrophobic character. This hydrophobicity can hinder the molecule's permeability, as it may have difficulty interacting with the hydrophilic environment of the artificial membrane. Considering these factors, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of both polar and hydrophobic groups suggests that the molecule may have some difficulty passing through the membrane, but not to the extent that it would be completely impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 0

# 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 organic compound with a quinazoline core structure. It consists of various functional groups, including an amide group (C=O), an ether group (C-O-C), and an aromatic ring system. The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the aromatic ring system contributes to the overall hydrophobicity of the molecule. Based on the structural features and the presence of both polar and hydrophobic groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar amide group may facilitate interactions with the membrane, while the hydrophobic aromatic rings may hinder penetration. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 317

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code CC(C)OC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N, we can analyze its chemical structure. The molecule consists of a piperidine ring attached to a thiazole ring, which is further connected to a phenyl ring. The piperidine ring contains a carbonyl group, and the phenyl ring is substituted with a methoxy group. The presence of the piperidine ring suggests that the molecule may have some degree of permeability to the artificial membrane. Piperidine rings are known to be relatively permeable due to their small size and the presence of nitrogen atoms, which can form hydrogen bonds with the membrane. Additionally, the thiazole ring and the phenyl ring contribute to the overall hydrophobicity of the molecule. This hydrophobicity can enhance the molecule's permeability, as hydrophobic compounds tend to have higher permeability through lipid-based membranes. However, the presence of the carbonyl group in the piperidine ring and the methoxy group in the phenyl ring may slightly reduce the molecule's permeability. The carbonyl group can potentially form hydrogen bonds with the membrane, while the methoxy group can increase the molecule's size and reduce its ability to penetrate the membrane. Based on this analysis, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the piperidine ring and the hydrophobicity of the thiazole and phenyl rings contribute to its permeability, but the presence of the carbonyl group and the methoxy group may slightly reduce it. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 0

# 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 organic compound with a diverse range of chemical and physical properties. It is a member of the ureas class of compounds. The molecule contains a piperazine ring (CN1CCN(CC1)) and a phenyl ring (C2=CC=C(C=C2)) attached to the piperazine ring. Additionally, it has a pyrimidine ring (NC3=NC=C(C(=N3)OC4=CC=CC(=C4)NC(=O)C=C)Cl) attached to the phenyl ring. The presence of the piperazine ring suggests that the molecule may have potential as a drug candidate, as piperazine derivatives often exhibit biological activity. The phenyl ring and pyrimidine ring contribute to the overall structure and stability of the molecule. The molecule also contains a chlorine atom (Cl) and an ester group (NC(=O)C=C), which can influence its reactivity and solubility. The presence of the ester group suggests that the molecule may have some degree of lipophilicity, which can affect its permeability through the artificial membrane. Based on the structural features and the presence of various functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but it may not be highly efficient in doing so. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 319

**SMILES:** CCCOC(=O)C1=CC=C(C=C1)OC2=C(NN=C2C3=C(C=C(C=C3)O)O)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 molecular formula of C23H21N3O5. It consists of various functional groups, including an ester (C(=O)O), an ether (COC), and multiple aromatic rings. The presence of the ester group suggests that the molecule may have some degree of lipophilicity, which can influence its permeability through the artificial membrane. Additionally, the molecule contains multiple aromatic rings, which can contribute to its overall hydrophobicity. Based on the structure and functional groups present, it is likely that this molecule has high permeability to the artificial membrane. The presence of lipophilic groups and aromatic rings can facilitate the molecule's passage through the membrane, allowing it to easily diffuse across. Therefore, the final answer is: Final answer: High permeability. It is important to note that the permeability of a molecule can be influenced by various factors, including the specific artificial membrane used in the PAMPA assay and the presence of any potential interactions with other molecules or functional groups. However, based on the given SMILES code, the molecule is expected to have high permeability.

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# 320

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3F, we can analyze its chemical structure and properties. The molecule consists of a piperidine ring with a carbonyl group (C=O) attached to it. Additionally, there is a thiazole ring fused to the piperidine ring, and a fluorophenyl group attached to the thiazole ring. The presence of the carbonyl group suggests that the molecule may have some polarity, which can affect its permeability. The piperidine ring and the thiazole ring contribute to the overall hydrophobicity of the molecule. The fluorophenyl group is a hydrophobic moiety, which can also impact the molecule's permeability. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and hydrophobic regions in the molecule may allow it to interact with the membrane, but the overall hydrophobicity and the presence of the carbonyl group may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 321

**SMILES:** C1C(C2(CN1CC3=CC=C(C=C3)O)CN(C2)C4=CC=CC=C4)CNC5=CC=CC=C5

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 fused polycyclic structure. It contains a central piperidine ring, which is connected to two phenyl rings through a bridging nitrogen atom. Additionally, there is a hydroxyl group attached to one of the phenyl rings. This molecule is known as 4-[(4,7-bis(phenylmethyl)-3,6-diazabicyclo[3.1.1]heptan-3-yl)methyl]phenol. Based on its structure, we can infer that this molecule possesses certain chemical and physical properties. The presence of the piperidine ring suggests that it may have basic properties and can potentially act as a weak base. The phenyl rings indicate that it may have aromatic properties and can participate in various aromatic interactions. The hydroxyl group suggests that it may have some degree of solubility in polar solvents. In terms of permeability, the molecule's size and structure suggest that it may have moderate permeability to the artificial membrane. The presence of the piperidine ring and the bridging nitrogen atom may enhance its ability to pass through the membrane. However, the overall size and complexity of the molecule may limit its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 0

# 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 sulfonamide compound. It consists of a central benzene ring with various functional groups attached to it. The molecule has a molecular formula of C26H19FNNOS2 and a molecular weight of 481.5 g/mol. The presence of the sulfonamide group (S(=O)(=O)N) indicates that the molecule has a polar nature, which can influence its permeability. The molecule also contains a fluorine atom (F) and a thiazole ring (C3=NC(=CS3)), which can contribute to its lipophilicity and overall hydrophobicity. Based on the structure and functional groups present, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups and hydrophobic regions suggests that the molecule may have some difficulty crossing the membrane, but not to the extent that it would be completely impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 323

**SMILES:** C1=CSC(=C1)C2=NN=C(O2)NC(=O)C3=CC=C(C=C3)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CSC(=C1)C2=NN=C(O2)NC(=O)C3=CC=C(C=C3)Cl is a 4-chloro-N-[5-(2-thiophenyl)-1,3,4-oxadiazol-2-yl]benzamide. This molecule consists of a benzene ring substituted with a chlorine atom and an amide group. Additionally, it contains a 1,3,4-oxadiazole ring fused to a thiophene ring. The presence of the amide group suggests that this molecule may have some degree of polarity, which can influence its permeability. The 1,3,4-oxadiazole and thiophene rings contribute to the overall aromaticity of the molecule, which can affect its stability and reactivity. The chlorine atom is an electron-withdrawing group, which can decrease the electron density in the benzene ring and impact the molecule's overall polarity. Based on the presence of the amide group and the aromatic rings, it is likely that this molecule has moderate permeability to the artificial membrane. The amide group may allow for some degree of solubility in the membrane, while the aromatic rings may contribute to the molecule's ability to interact with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 compound known as 4-[(4-chlorophenyl)-phenylmethyl]-1-methylpiperazine. This molecule consists of a piperazine ring with a methyl group attached to one of the nitrogen atoms. Additionally, it contains a phenyl group attached to the piperazine ring, which in turn is connected to a chlorophenyl group. The presence of the piperazine ring suggests that this molecule may have some potential for permeability through the artificial membrane. Piperazine rings are known to be relatively flexible and can adopt different conformations, which can facilitate their passage through lipid membranes. Furthermore, the presence of the phenyl and chlorophenyl groups in the molecule indicates that it possesses aromatic properties. Aromatic compounds often have higher permeability due to their ability to interact with the lipid bilayer of the artificial membrane. Based on these considerations, it is likely that the molecule 4-[(4-chlorophenyl)-phenylmethyl]-1-methylpiperazine exhibits high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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 compound known as PF-04447943. It is currently being investigated in a clinical trial (NCT00689777) for its potential use in treating patients with mild to moderate Alzheimer's disease. In terms of its chemical structure, PF-04447943 is a complex molecule with multiple functional groups. It contains an amine group (NH2) and a nitro group (NO) which are both important for its pharmacological activity. The molecule also possesses a conjugated system of double bonds, which contributes to its overall stability. The Parallel Artificial Membrane Permeability Assay (PAMPA) is a technique used to predict the permeability of a molecule across a biological membrane. It involves the use of an artificial membrane to simulate the behavior of a drug molecule as it passes through a cell membrane. Based on the molecular structure of PF-04447943, it is expected to have high permeability to the artificial membrane. This is due to the presence of the amine and nitro groups, which enhance the molecule's ability to cross the membrane. Additionally, the conjugated system of double bonds contributes to its lipophilicity, further facilitating its permeability. Therefore, the final answer is: Final answer: High permeability.

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# 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 potent inhibitor of the PI3K-delta and PI3K-gamma enzymes, with little to no activity against the alpha and beta isoforms. It has the potential to induce cell death in tumor cells that overexpress these enzymes. The molecule is a 4-[[4-(1H-quinolin-3-yl)quinolin-2-yl]methyl]-2-(4-tert-butyl-1-cyanobenzyl)-3H-1,4-benzoxazin-3-one. It consists of a quinoline core with two quinoline rings attached to it. The molecule also contains a benzoxazinone moiety. The presence of the quinoline rings suggests that the molecule may have aromatic properties, which can influence its permeability. The tert-butyl and cyanobenzyl groups contribute to the molecule's hydrophobicity, which can affect its ability to pass through the artificial membrane. The benzoxazinone moiety is a heterocyclic ring that can potentially interact with the membrane. Based on the molecular structure and the presence of aromatic and hydrophobic groups, it is likely that the molecule has high permeability to the artificial membrane. This means that it can easily pass through the membrane and interact with its target enzymes. Therefore, the final answer is: Final answer: High permeability.

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# 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 5-chloro-2-(4-methyl-1-piperazinyl)-10-phenothiazinamine. This molecule belongs to the phenothiazine class, which is known for its diverse pharmacological activities. The presence of the phenothiazine core suggests that this molecule may have potential as a drug candidate. The molecule contains a chlorine atom (Cl) attached to the phenothiazine ring, which can influence its permeability. Chlorine is an electronegative atom, and its presence can affect the polarity of the molecule. Additionally, the molecule contains a piperazine ring (4-methyl-1-piperazinyl) and a phenyl ring (10-phenothiazinamine). These aromatic rings can contribute to the overall hydrophobicity of the molecule, which can impact its permeability. Based on the presence of the phenothiazine core, the chlorine atom, and the aromatic rings, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of polar and nonpolar functional groups suggests that it may have some solubility in both polar and nonpolar solvents, which can influence its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 328

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCC1=CC=C(C=C1)NC(=O)C2=NN3C=CC=NC3=C2 is a 2-imidazo[1,2-a]pyridinyl-(4-ethylphenyl)carboxamide. This molecule consists of a pyridine ring fused with an imidazole ring, with a carboxamide group attached to the pyridine ring. The presence of the imidazole and pyridine rings suggests that this molecule may have some basic properties, as both rings contain nitrogen atoms that can act as electron donors. Additionally, the carboxamide group indicates that this molecule may have some hydrogen bonding capabilities. The presence of the ethyl group on the phenyl ring suggests that this molecule may have some hydrophobic properties. Overall, based on the structure of the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of both hydrophobic and basic properties suggests that this molecule may have some ability to interact with the membrane, but the presence of the carboxamide group may also limit its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 329

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=NN2CCCN(C2=C1C3=CC=CC=C3C4=CC=CC=C4)CC5CC5, we need to analyze its chemical structure and properties. The molecule consists of a fused tricyclic system with a central pyrazolo[1,5-a]pyrimidine core. It also contains two cyclohexylmethyl groups attached to the pyrazolo[1,5-a]pyrimidine core. The presence of aromatic rings, such as the phenyl groups, suggests that the molecule may have lipophilic properties, which can influence its permeability. Additionally, the cyclohexylmethyl groups contribute to the overall hydrophobicity of the molecule. The artificial membrane used in the PAMPA assay is designed to mimic the properties of biological membranes. The permeability of a molecule through this membrane is influenced by its size, shape, and chemical properties. In general, molecules with smaller sizes and more hydrophobic properties tend to have higher permeability. Based on the molecular structure and properties, it is likely that the molecule has high permeability to the artificial membrane. The presence of aromatic rings and hydrophobic groups suggests that it can easily pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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 1-(4-tert-butylphenyl)-5-[oxo(1-piperidinyl)methyl]-3-benzimidazolyl]piperidine. This molecule consists of a piperidine ring fused with a benzimidazole ring, with a tert-butylphenyl group attached to the piperidine ring. The presence of the tert-butyl group in the molecule enhances its lipophilicity, which is an important factor in determining its permeability. Lipophilic molecules tend to have higher permeability through lipid-based membranes, such as the artificial membrane used in the PAMPA assay. Additionally, the presence of the benzimidazole ring suggests that the molecule may have some basic properties, which could influence its interaction with the artificial membrane. Overall, based on the structure and the presence of lipophilic and basic groups, it is likely that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 331

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=CC=CC=C4C=C3, we can analyze its chemical structure and properties. The molecule consists of a piperidine ring with a carbonyl group (C=O) attached to it. Additionally, there is a naphthalene ring system fused to the piperidine ring. The presence of the carbonyl group suggests that the molecule may have some polarity, which can affect its permeability. The piperidine ring is a saturated heterocycle, which can contribute to the molecule's overall stability and lipophilicity. The naphthalene ring system is aromatic, which can enhance the molecule's hydrophobicity. Based on these structural features, we can infer that the molecule is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups, such as the carbonyl group, may hinder the molecule's ability to pass through the membrane. However, the lipophilic nature of the piperidine and naphthalene rings can facilitate its interaction with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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:** 0

**Correct:** 0

# 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 a fused pyrazolo[1,5-a]pyrimidine core. It contains a substituted phenyl group, a fluorophenylmethyl group, and a butanamide side chain. The presence of the pyrazolo[1,5-a]pyrimidine core suggests that this molecule may have biological activity, as this scaffold is commonly found in pharmaceutical compounds. The substituted phenyl group and the fluorophenylmethyl group contribute to the overall hydrophobicity of the molecule, which can affect its permeability. The butanamide side chain is likely to be polar and can potentially form hydrogen bonds with the artificial membrane, influencing the molecule's permeability. Based on the molecular structure and the presence of polar and hydrophobic groups, it is predicted that this molecule will have low-to-moderate permeability to the artificial membrane. The presence of polar groups and the potential for hydrogen bonding suggest that the molecule may have some difficulty crossing the membrane, while the hydrophobic groups contribute to its overall lipophilicity. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 333

**SMILES:** C1CC(=O)NC2=C1C=CC(=C2)OCCCCN3CCN(CC3)C4=C(C(=CC=C4)Cl)Cl

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CC(=O)NC2=C1C=CC(=C2)OCCCCN3CCN(CC3)C4=C(C(=CC=C4)Cl)Cl is a compound known as 1-[4-[4-[2-(2,3-dichlorophenyl)-1-piperazinyl]butoxy]-3-oxo-1,2-dihydroisoquinolin-5-yl]ethanone. This molecule is currently being investigated in a clinical trial (NCT03519189) for its potential use in treating schizophrenia. In terms of its permeability to the artificial membrane, the molecule's structure suggests that it may have low-to-moderate permeability. The presence of multiple functional groups, such as the carbonyl group (C=O) and the hydroxyl group (OH), indicates that the molecule may have some polarity and the potential to form hydrogen bonds with the membrane. Additionally, the presence of aromatic rings, such as the phenyl ring and the isoquinoline ring, suggests that the molecule may have some hydrophobic character. However, the overall size and complexity of the molecule, as well as the presence of bulky substituents such as the piperazine and chloro groups, may hinder its ability to easily pass through the artificial membrane. Therefore, based on its structure and properties, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 334

**SMILES:** CC1CCCN(C1)C(=O)C2=CC3=C(C=C2)N(C=N3)C4=CC=CC(=C4)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 belongs to the class of imidazoles, which are heterocyclic compounds containing a five-membered ring consisting of three carbon atoms and two nitrogen atoms. The molecule has a molecular formula of C23H24N4O, indicating the presence of 23 carbon atoms, 24 hydrogen atoms, 4 nitrogen atoms, and 1 oxygen atom. It has a molecular weight of approximately 364.47 g/mol. The presence of the carbonyl group (C=O) suggests that the molecule may have some degree of polarity and potential for hydrogen bonding. This could influence its permeability through the artificial membrane. The molecule also contains aromatic rings, which can contribute to its hydrophobicity and affect its permeability. Based on the structural features and the presence of both polar and hydrophobic groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This means that it may have some ability to pass through the membrane, but its passage may be hindered by the presence of polar and hydrophobic groups. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 organic compound. It is a derivative of a pyrrolopyrimidine, which is a fused ring system consisting of a pyrrole and a pyrimidine ring. The molecule contains a bromine atom (Br) attached to the pyrrolopyrimidine ring, which imparts unique chemical properties. Additionally, it has a tert-butyl group (C(C)(C)C) and a phenyl group (C6H5) attached to the pyrrolopyrimidine ring, contributing to its overall structure and reactivity. The presence of multiple hydroxyl groups (OH) indicates that the molecule is likely to be polar and capable of forming hydrogen bonds. This property can influence its solubility and interactions with other molecules. The molecule also contains an amide group (C(=O)NC) and an amine group (NH2), which can participate in various chemical reactions. These functional groups contribute to the molecule's potential for forming intermolecular interactions and its overall reactivity. Based on the structural features and functional groups present in the molecule, it is predicted to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is due to the presence of polar functional groups and the potential for hydrogen bonding, which can hinder the molecule's ability to pass through the membrane. However, the presence of hydrophobic groups, such as the tert-butyl and phenyl groups, may also contribute to its permeability. Overall, the molecule's complex structure and functional groups suggest that it may exhibit moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

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# 336

**SMILES:** C1=CSC(=C1)C2=CC(=NC(=N2)S(=O)(=O)CCC(=O)NC3=CC=C(C=C3)OC(F)(F)F)C(F)(F)F

**Label:** 0

**Predi:** 0

**Correct:** 1

# 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 various functional groups. It contains a thiophene ring, a pyrimidine ring, a sulfonyl group, and a trifluoromethoxyphenyl group. The presence of the thiophene and pyrimidine rings suggests that this molecule may have some aromatic character, which can influence its permeability. Additionally, the sulfonyl group indicates the presence of a polar functional group, which can affect the molecule's solubility and permeability. The trifluoromethoxyphenyl group is a highly electronegative substituent, which can enhance the lipophilicity of the molecule. This lipophilicity can influence the molecule's ability to pass through the artificial membrane. Based on the presence of aromatic rings, polar functional groups, and lipophilic substituents, 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 ability to pass through the membrane, but may also encounter some barriers due to its polar and lipophilic nature. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 337

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 a fused ring system. It contains a piperidine ring, a thiazole ring, and two phenyl rings. The presence of the piperidine ring suggests that the molecule may have some basic properties, as piperidine is a common moiety in many pharmaceutical compounds. Additionally, the thiazole ring indicates the presence of a sulfur atom, which can potentially participate in various chemical reactions. The molecule also contains a carbonyl group (C=O) and an amide group (C(=O)N), which are both polar functional groups. These groups can interact with the artificial membrane through hydrogen bonding or dipole-dipole interactions. Overall, based on the presence of polar functional groups and the complex ring system, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of the piperidine ring and the thiazole ring may contribute to its permeability, while the phenyl rings may have a less significant impact. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 338

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
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 2-pyridinyl-N-[4-[(2-thiazolylsulfanyloxy)-oxido]phenyl]acetamide. This molecule consists of a pyridine ring attached to an acetamide group through a nitrogen atom. Additionally, it has a phenyl ring substituted with a sulfonate group and a thiazole ring. The presence of the pyridine ring suggests that this molecule may have basic properties and can potentially interact with acidic compounds. The acetamide group indicates that it contains an amide functional group, which can participate in hydrogen bonding and contribute to its solubility in polar solvents. The sulfonate group, with its negative charge, enhances the molecule's water solubility and can potentially interact with positively charged species. The thiazole ring, on the other hand, can contribute to the molecule's aromaticity and potentially participate in π-π interactions. Overall, based on its structure, this molecule is expected to have moderate permeability to the artificial membrane. The presence of polar functional groups and aromatic rings suggests that it can interact with the membrane, but the presence of the sulfonate group may hinder its permeability due to its charged nature. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 339

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC=C(C=C1)C2=NC(=NC=C2)N3CCC(CC3)C(=O)N, we can analyze its chemical structure. The molecule consists of a central piperidine ring with a carboxamide group attached to it. Additionally, there is a pyrimidine ring fused to a phenyl ring, which is substituted with a methyl group. The presence of the carboxamide group suggests that the molecule may have some degree of polarity, as it contains a carbonyl group and an amide group. This polarity can influence the molecule's ability to permeate through the artificial membrane. The aromatic rings in the molecule, specifically the phenyl and pyrimidine rings, contribute to its hydrophobicity. This hydrophobic nature can affect the molecule's permeability, as hydrophobic molecules tend to have higher permeability through lipid-based membranes. Overall, based on the presence of the carboxamide group and the aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 340

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a fused pyrrolo[1,2-a]benzimidazole core structure. It contains various functional groups, including an ether (C-O-C) linkage, an aromatic ring, and an amide (C=O) group. The presence of the ether linkage suggests that the molecule may have some degree of lipophilicity, which can influence its permeability across the artificial membrane. Additionally, the aromatic rings in the molecule contribute to its overall hydrophobicity, which can also impact its permeability. The amide group indicates the presence of a polar functional group, which may affect the molecule's solubility and interactions with the membrane. Based on the structural features and the presence of both hydrophobic and polar functional groups, it is likely that the molecule exhibits low-to-moderate permeability to the artificial membrane. The presence of the bulky tert-butyl group (C(C)(C)C) may hinder the molecule's ability to penetrate the membrane, further supporting this conclusion. In summary, the molecule with the given SMILES code is expected to have low-to-moderate permeability to the artificial membrane due to its complex structure, hydrophobic and polar functional groups, and the presence of the tert-butyl group. Final answer: Low-to-moderate permeability.

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# 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 a unique structure. It is a derivative of an amino acid amide, specifically an N-acyl derivative. The molecule consists of a central core structure with two aromatic rings connected by a nitrogen-containing bridge. The presence of the amide functional group (NC(=O)) indicates that the molecule has the potential to form hydrogen bonds, which can influence its permeability. The molecule also contains a tertiary amine group (CC2=CNC3=CC=CC=C32), which can contribute to its basicity and potential for protonation. The presence of multiple aromatic rings suggests that the molecule may have hydrophobic properties, which can affect its permeability through the artificial membrane. Overall, based on the structure and functional groups present, it is likely that this molecule has high permeability to the artificial membrane. The presence of aromatic rings and amide groups suggests that it may have good solubility in both polar and nonpolar solvents, which is favorable for permeability. Additionally, the presence of a tertiary amine group may enhance its ability to interact with the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 342

**SMILES:** CC1=CC(=C(C=C1)C)CN2C3=C(C=CC(=C3)C(=O)N4CCN(CC4)C5=CC=CC=C5F)S(=O)C6=CC=CC=C6C2=O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code 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 is a complex organic compound with a fused benzothiazole and pyrrolopyridine core structure. It contains various functional groups, including an amide, a sulfonyl, and a fluorophenyl group. The molecule's structure suggests that it possesses a high molecular weight and a relatively large size, which may impact its permeability. Additionally, the presence of the sulfonyl group indicates that the molecule may have polar characteristics, potentially affecting its solubility and interaction with the artificial membrane. Based on the given information, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. This is because the molecule's size and complexity may hinder its ability to easily pass through the membrane, while the polar functional groups may also contribute to reduced permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 343

**SMILES:** CCOC(=O)C1=C(C(=C(N1)C)CCC(=O)N2CCN(CC2)C3=CC=CC(=C3C)C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 4-[3-[4-(2,3-dimethylphenyl)-1-piperazinyl]-3-oxopropyl]-2,5-dimethyl-1-pyrrolecarboxylic acid ethyl ester. This molecule belongs to the pyrrole class of compounds. The molecule contains a pyrrole ring, which is a five-membered aromatic ring with one nitrogen atom. The presence of the pyrrole ring contributes to the molecule's aromaticity and stability. Additionally, the molecule has a piperazine moiety, which is a heterocyclic compound containing two nitrogen atoms in a six-membered ring. Piperazine derivatives are known for their diverse pharmacological activities. The molecule also contains an ester functional group (C(=O)O) and a ketone functional group (C=O). These functional groups can participate in various chemical reactions, making the molecule potentially reactive. The presence of multiple aromatic rings, such as the 2,3-dimethylphenyl and phenyl rings, suggests that the molecule may have hydrophobic properties. This hydrophobicity can influence its permeability through the artificial membrane. Based on the structural features and functional groups present in the molecule, it is predicted to have low-to-moderate permeability to the artificial membrane. This means that the molecule may have some difficulty crossing the membrane, but it is not expected to be highly impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 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 benzamide derivative. It consists of a central benzene ring substituted with various functional groups. The molecule contains two amide groups (C(=O)N) and a thiazole ring (C3=C2) attached to the benzene ring. The presence of the amide groups suggests that the molecule may have high permeability to the artificial membrane. Amides are known to have good membrane permeability due to their ability to form hydrogen bonds with the membrane components. Additionally, the thiazole ring contributes to the overall hydrophobicity of the molecule, which can also enhance its permeability. The molecule's structure indicates that it is likely to have low-to-moderate permeability to the artificial membrane. The presence of the amide groups and the thiazole ring suggests that the molecule may have some difficulty penetrating the membrane, but it is still expected to have some degree of permeability. Overall, based on the molecular structure and the presence of amide groups and a thiazole ring, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 345

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule CC(=O)C1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N, we need to analyze its chemical structure and properties. The molecule consists of a central piperidine ring with various functional groups attached. The presence of the carbonyl group (C=O) indicates that the molecule is capable of forming hydrogen bonds, which can affect its permeability. Additionally, the aromatic rings in the structure suggest that the molecule may have lipophilic properties, allowing it to interact with the lipid components of the artificial membrane. The presence of the thiazole ring (C2=CSC(=N2)) further enhances the molecule's lipophilicity. This ring is known to contribute to the compound's ability to penetrate lipid barriers. Overall, based on the presence of hydrogen bonding groups, lipophilic properties, and the thiazole ring, it is likely that the molecule has high permeability to the artificial membrane. This suggests that the molecule may have the ability to easily cross the membrane and potentially interact with its target. Therefore, the final answer is: Final answer: High permeability.

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# 346

**SMILES:** CC(C)C1=CC=CC=C1C2=NC=C(C(=N2)NCC3CCN(C3)C4=NC=CN=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 potent inhibitor of the human epidermal growth factor receptor 2 (ErbB2 or HER2). It is orally bioavailable and exhibits potential antineoplastic activity. Upon administration, the molecule binds to the ErbB2 receptor, inhibiting its activity. This inhibition prevents the activation of downstream signaling pathways involved in cell proliferation and survival. By blocking these pathways, the molecule effectively suppresses the growth of tumor cells that overexpress ErbB2. The molecule's structure consists of a central core with two aromatic rings connected by a nitrogen-containing heterocycle. The presence of the fluorine atom enhances the molecule's lipophilicity, allowing it to readily cross biological membranes. This property is crucial for its permeability in the PAMPA assay. The molecule's lipophilicity and structural features contribute to its high permeability to the artificial membrane. The presence of multiple aromatic rings and the nitrogen-containing heterocycle facilitate interactions with the membrane, promoting its passage through it. Therefore, the final answer is: Final answer: High permeability. This molecule's high permeability to the artificial membrane suggests its potential for efficient absorption and distribution in the body, making it a promising candidate for oral administration and therapeutic intervention in ErbB2-overexpressing tumors.

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# 347

**SMILES:** C1CCCN(CC1)C2=NC(=NC3=CC=CC=C32)C4=CC=CC=N4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CCCN(CC1)C2=NC(=NC3=CC=CC=C32)C4=CC=CC=N4 is a quinoxaline derivative. It consists of a quinoxaline core with a 1-azepanyl group attached at position 2 and a pyridinyl group attached at position 4. The presence of the quinoxaline core suggests that this molecule may have potential biological activity, as quinoxaline derivatives have been reported to exhibit a wide range of pharmacological properties. The 1-azepanyl group is a seven-membered nitrogen-containing ring, which can contribute to the molecule's overall flexibility and potentially enhance its permeability. The pyridinyl group is a six-membered nitrogen-containing ring, which can participate in various intermolecular interactions, such as hydrogen bonding or π-π stacking. These interactions can influence the molecule's solubility and permeability. Based on the presence of the quinoxaline core, the 1-azepanyl group, and the pyridinyl group, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of multiple aromatic rings and nitrogen atoms suggests that the molecule may have some degree of lipophilicity, which can facilitate its passage through the membrane. However, the presence of the 1-azepanyl group and the pyridinyl group may also introduce some steric hindrance, potentially limiting the molecule's permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 348

**SMILES:** COC1=CC=CC=C1N2CCN(CC2)C3=NC4=C(C=C3)C=C(C=C4)S(=O)(=O)N5CCCCC5

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 organic compound. It belongs to the piperidine family and contains a quinoline moiety. The molecule consists of a piperidine ring fused with a quinoline ring system. The piperidine ring is substituted with a methoxyphenyl group at position 4, while the quinoline ring is substituted with a sulfonamide group at position 2. The presence of the methoxyphenyl group and the sulfonamide group suggests that this molecule may have moderate to high permeability to the artificial membrane. The methoxyphenyl group is known to enhance the lipophilicity of a molecule, which can increase its permeability. Additionally, the sulfonamide group can act as a hydrogen bond acceptor, potentially facilitating interactions with the artificial membrane. Overall, based on the structural features of the molecule, it is predicted to have high permeability to the artificial membrane. This suggests that the molecule may have good potential for crossing biological membranes and reaching its target site in the body. Final answer: High permeability.

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# 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 compound known as 1-[2-[1-[2-(2-aminophenoxy)ethyl]-2-benzimidazolyl]ethyl]-N-cyclohexylmethanamide. This molecule belongs to the class of benzimidazoles, which are heterocyclic compounds containing a benzene ring fused to an imidazole ring. The presence of the cyclohexyl group in the molecule suggests that it has a bulky and hydrophobic nature. This property can affect its permeability through the artificial membrane. Additionally, the presence of the amide group (C(=O)N) indicates that the molecule has the potential to form hydrogen bonds, which can influence its solubility and permeability. The benzimidazole moiety in the molecule is known to have biological activities, including antiviral, antitumor, and anti-inflammatory properties. This suggests that the molecule may have potential therapeutic applications. In summary, based on its structural features, the molecule is expected to have low-to-moderate permeability to the artificial membrane. This prediction is based on the presence of bulky and hydrophobic groups, as well as the potential for hydrogen bonding. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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 a fused ring system. It contains a piperidine ring, a thiazole ring, and a pyrrole ring. The presence of these aromatic rings suggests that the molecule may have some degree of hydrophobicity. The molecule also contains a carboxamide functional group, which indicates the presence of a nitrogen atom bonded to a carbonyl group. This functional group can potentially participate in hydrogen bonding interactions, which may influence the molecule's permeability. Based on the structural features and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. The hydrophobic nature of the aromatic rings and the potential for hydrogen bonding interactions suggest that the molecule can easily pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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 compound known as 2-(2-methylpropylamino)-N-[(2-phenyl-4-thiazolyl)methyl]-4-pyrimidinamine. This molecule consists of a pyrimidine core with an amino group attached to the 2-position and a thiazole group attached to the 4-position. The presence of the thiazole group suggests that this molecule may have some degree of lipophilicity, which can influence its permeability across the artificial membrane. Additionally, the presence of the amino group indicates that this molecule may have some basic character, which can also impact its permeability. Based on the structure and the presence of lipophilic and basic functional groups, it is likely that this molecule has high permeability to the artificial membrane. The lipophilic thiazole group and the basic amino group can enhance the molecule's ability to interact with the membrane, facilitating its passage through it. Therefore, the final answer is: Final answer: High permeability.

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# 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:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. The molecule's SMILES code indicates that it is a complex compound with multiple functional groups. It contains a methoxy group (OCH3) and a phenyl ring (C6H5) attached to a central carbon atom. Additionally, it has a secondary amine group (NH) and a pyrazole ring (C3H3N2) connected to the central carbon atom. The presence of the methoxy group suggests that the molecule may have some lipophilic properties, which could potentially enhance its permeability through the artificial membrane. However, the presence of the pyrazole ring and the secondary amine group indicates that the molecule may also have some polar characteristics, which could hinder its permeability. Based on the structural analysis, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of both lipophilic and polar functional groups suggests that the molecule may have some difficulty crossing the membrane, but not to the extent that it would be completely impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 353

**SMILES:** COC1=CC=CC=C1N2CCN(CC2)CCN(C3=CC=CC=N3)C(=O)C4=CC=C(C=C4)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound with a diverse range of chemical and physical properties. It belongs to the class of piperazines, which are cyclic compounds containing a six-membered ring with two nitrogen atoms. The molecule consists of a central piperazine ring, which is connected to various functional groups. It contains a methoxy group (OCH3) and a fluorine atom (F) attached to a phenyl ring, as well as a pyridine ring (C5H4N) and a carbonyl group (C=O). These functional groups contribute to the molecule's overall structure and reactivity. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of the methoxy group and the fluorine atom can enhance the molecule's lipophilicity, which is important for membrane permeability. Additionally, the presence of the carbonyl group indicates the potential for hydrogen bonding interactions with the membrane. However, the presence of the pyridine ring and the nitrogen atoms in the piperazine ring may also contribute to the molecule's polarity, which could limit its permeability. Overall, based on the given SMILES code, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This prediction is based on the combination of lipophilic and polar functional groups present in the molecule. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 354

**SMILES:** C1CC1C2=NC3=C(CCN(CC3)CC4=CC=C(C=C4)F)C(=N2)C5=CC=C(C=C5)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 compound known as ZM 323881. It is a 6,7-dihydro-5H-benzazocine derivative with a cyclopropyl group at position 1, a 4-fluorobenzyl group at position 2, a 4-hydroxyphenyl group at position 3, and a 4-(cyclopropyl)-1,2,3,6-tetrahydropyridazin-5-yl group at position 7. ZM 323881 is a potent and selective antagonist of the formylpeptide receptor FPRL1, with a binding affinity of Ki = 0. 4 nM. It is also a potent agonist of the G-protein-coupled receptor FPRL1, with an EC50 value of 0. 5 nM. This compound has been investigated for its potential use in the treatment of Acute Myeloid Leukemia. In terms of permeability, ZM 323881 is classified as having low-to-moderate permeability to the artificial membrane. This means that it has some ability to pass through the membrane, but not to a high degree. This property is important in drug discovery as it can affect the compound's ability to reach its target in the body. Overall, ZM 323881 is a complex molecule with specific chemical and physical properties that make it a potential candidate for therapeutic applications. Its selectivity as an antagonist of FPRL1 and its ability to act as an agonist of the same receptor make it a promising compound for further investigation.

Final answer: Low-to-moderate permeability.

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# 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 is a complex organic compound. It consists of a central core structure with two aromatic rings connected by a sulfur atom. The molecule also contains a sulfonamide group (S(=O)(=O)N) and a pyridine ring. The presence of the sulfonamide group suggests that the molecule may have some degree of water solubility, as sulfonamides are known to be polar compounds. This property could potentially affect its permeability through the artificial membrane. The molecule's aromatic rings and the presence of nitrogen and sulfur atoms indicate that it may have some degree of lipophilicity, which could contribute to its permeability. However, the overall structure and the presence of polar functional groups suggest that the molecule may not be highly lipophilic. Based on the molecular structure and the presence of polar functional groups, 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 interactions with the membrane may hinder the molecule's ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 356

**SMILES:** C1=CC=C(C=C1)CNC(=O)C2=NC(=NC=C2Cl)S(=O)(=O)CC3=CC=C(C=C3)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its chemical structure. 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, consists of a benzene ring substituted with a chloro group and a fluorine atom. It also contains a sulfonamide group and an amide group. The presence of the benzene ring suggests that the molecule is aromatic, which can influence its permeability. Aromatic compounds tend to have higher permeability due to their planar structure and ability to stack together in the membrane. The chloro and fluorine substituents on the benzene ring can also affect the molecule's permeability. Chloro and fluorine are electron-withdrawing groups, which can increase the molecule's polarity and enhance its permeability. The sulfonamide group (SO2NH2) is a polar functional group that can form hydrogen bonds with the membrane, potentially increasing the molecule's permeability. However, the presence of the amide group (CONH) can decrease the molecule's permeability due to its ability to form strong hydrogen bonds with the membrane. Overall, based on the chemical structure and the presence of aromatic, polar, and electron-withdrawing groups, it is likely that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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 sulfonamide compound. It consists of a cyclopropylmethanone group attached to a 1-methyl-5-(3-methylphenyl)sulfonyl-2H-indol-3-yl moiety. The presence of the sulfonamide group (NS(=O)(=O)) indicates that this molecule has the potential to interact with biological targets through hydrogen bonding and electrostatic interactions. Sulfonamides are known to exhibit a wide range of biological activities, including antimicrobial, diuretic, and carbonic anhydrase inhibitory properties. The molecule's structure suggests that it possesses lipophilic characteristics due to the presence of aromatic rings and alkyl chains. This lipophilicity can influence its permeability across biological membranes. The cyclopropylmethanone group is a strained three-membered ring, which can enhance the molecule's reactivity and potentially impact its permeability. Overall, based on its structure and the presence of the sulfonamide group, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

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# 358

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC(=C(N1C2=CC(=CC=C2)Cl)C)C3=NN=C4N3CCCCC4, we can analyze its chemical structure. The molecule consists of a central pyrrole ring with various substituents attached. The presence of the pyrrole ring suggests that the molecule may have some degree of aromaticity, which can influence its permeability. Additionally, the molecule contains a chlorine atom, which can affect its polarity and solubility. The presence of multiple aromatic rings and the presence of nitrogen atoms in the structure indicate that the molecule may have some degree of lipophilicity, which can influence its permeability across the artificial membrane. Based on the structure and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. This is because aromatic compounds tend to have higher permeability due to their ability to interact with the lipid bilayer of the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 359

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC(=C(N1C2=CC=CC(=C2)C(F)(F)F)C)C3=NN=C4N3CCCCC4, we need to analyze its chemical structure and properties. The molecule consists of a central pyrrolo[1,2-c][5,0017]quinoxaline core, which is a fused ring system. It also contains a substituted phenyl group and a trifluoromethyl group. The presence of the pyrrolo[1,2-c][5,0017]quinoxaline core suggests that the molecule may have potential biological activity, as this core is often found in compounds with pharmacological properties. The substituted phenyl group and the trifluoromethyl group contribute to the molecule's lipophilicity, which is important for its permeability across biological membranes. The lipophilicity of a molecule affects its ability to pass through lipid bilayers, such as the artificial membrane used in the PAMPA assay. Based on the presence of the pyrrolo[1,2-c][5,0017]quinoxaline core and the lipophilic substituents, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 360

**SMILES:** C1CCN(C1)C2=NC=C(C=C2)CNC(=O)C3=C(C=CC(=C3)Cl)O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound with a molecular formula of C19H18ClN3O2. It consists of a central piperidine ring, which is a six-membered heterocycle containing one nitrogen atom. Attached to the piperidine ring is a pyridine ring, which is a six-membered aromatic ring containing one nitrogen atom. The molecule also contains a benzamide group, which is a functional group consisting of a benzene ring attached to an amide group. Additionally, there is a chlorine atom attached to the benzene ring. The presence of the piperidine and pyridine rings suggests that this molecule may have some basic properties and could potentially interact with acidic compounds. The benzamide group indicates that the molecule may have some biological activity, as benzamides are often found in pharmaceutical compounds. The chlorine atom attached to the benzene ring may contribute to the molecule's hydrophobicity, affecting its solubility and permeability. Overall, based on its structural features, this molecule is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

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# 361

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule COC1=CC=C(C=C1)CN2CCN(CC2)C(=O)C3=CC4=C(S3)CCC4, we need to analyze its structure and properties. The molecule consists of a central piperazine ring, which is a heterocyclic compound containing two nitrogen atoms. Attached to the piperazine ring is a methoxyphenyl group, denoted by the "COC" in the SMILES code. This group provides the molecule with increased lipophilicity, which can enhance its permeability through the artificial membrane. Additionally, the molecule contains a thienyl group, denoted by the "C3=CC4=C(S3)CCC4" in the SMILES code. Thienyl groups are known to have aromatic properties and can contribute to the overall hydrophobicity of the molecule. This hydrophobicity can also enhance the molecule's permeability. Overall, based on the presence of the methoxyphenyl and thienyl groups, which contribute to increased lipophilicity and hydrophobicity, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 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 organic compound with a diverse range of chemical and physical properties. It consists of a central core structure with multiple functional groups attached. The molecule contains a sulfonamide group (S(=O)(=O)N) which imparts polar characteristics to the compound. This group can form hydrogen bonds with the artificial membrane, potentially enhancing the molecule's permeability. Additionally, the presence of aromatic rings (benzene rings) in the molecule contributes to its hydrophobicity, which can influence its permeability. The molecule also contains a thiazole ring (C3=NC(=CS3)) and a pyridine ring (C2=C(C=CN=C2)). These heterocyclic rings can contribute to the molecule's overall polarity and reactivity. Based on the presence of polar functional groups and aromatic rings, it is likely that the molecule has moderate permeability to the artificial membrane. The polar groups can interact with the membrane, while the aromatic rings can contribute to the hydrophobic interactions necessary for permeation. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 363

**SMILES:** CC1=C[C@H]([C@@H](C[C@H]1CC2=NC3=C(N2)C=CC(=N3)OC)C(C)C)CNCC4=CC=CC=C4O

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 organic compound. It belongs to the class of alkaloids and is derived from the natural product found in Apis cerana. The molecule has a bicyclic structure, consisting of a piperidine ring fused with a pyrazolo[1,5-a]pyrimidine ring. The piperidine ring contains a hydroxyl group attached to a phenylmethylamine moiety. The pyrazolo[1,5-a]pyrimidine ring is substituted with a methoxy group at position 2. The presence of the piperidine ring suggests that the molecule may have basic properties and can potentially interact with acidic compounds. The hydroxyl group and the methoxy group contribute to the molecule's polarity and may influence its solubility in different solvents. The molecule's structure and functional groups suggest that it may have moderate permeability to the artificial membrane. The presence of the piperidine ring and the hydroxyl group may enhance the molecule's ability to interact with the membrane, potentially leading to higher permeability. However, the presence of the methoxy group and the aromatic ring may also contribute to the molecule's hydrophobicity, which could limit its permeability. In summary, based on the molecule's structure and functional groups, it is predicted to have low-to-moderate permeability to the artificial membrane. Further experimental studies are required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 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 organic compound with a fused quinoline ring system. It is a sulfonamide derivative, as indicated by the presence of the sulfonamide functional group (SO2NH2) attached to the quinoline ring. The molecule also contains a furan ring (C4H4O) and a carbonyl group (C=O) attached to the quinoline ring. The presence of the sulfonamide group suggests that this molecule may have potential biological activity, as sulfonamides are known to exhibit antimicrobial and diuretic properties. The quinoline ring system is also associated with various biological activities, including antimalarial, antiviral, and anticancer properties. The furan ring and carbonyl group may contribute to the molecule's reactivity and potential for forming covalent bonds with other molecules. In terms of permeability, the molecule's size and structural features suggest that it may have moderate permeability to the artificial membrane. The presence of aromatic rings and polar functional groups may facilitate interactions with the membrane, while the presence of bulky substituents may hinder permeation. Overall, based on its structural features and functional groups, the molecule is likely to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 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:** 1

**Correct:** 1

# 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 belongs to the class of natural products and is commonly found in Streptomyces. The molecule has a long carbon chain backbone with multiple double bonds and functional groups attached. It contains a carbonyl group (C=O) and an amide group (C(=O)N) which are important for its chemical reactivity. The presence of hydroxyl groups (OH) indicates its potential for hydrogen bonding. The molecule's structure suggests that it possesses lipophilic properties, meaning it has an affinity for lipid-based substances. This characteristic is crucial for its permeability through the artificial membrane in the PAMPA assay. Based on the molecular structure and the presence of multiple double bonds, it is likely that the molecule has high permeability to the artificial membrane. The long carbon chain and the presence of hydrophobic functional groups contribute to its ability to pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 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:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 organic compound. It consists of a central core structure with multiple functional groups attached. The molecule contains aromatic rings, indicated by the presence of benzene rings in its structure. Aromatic rings are known to have high stability and can contribute to the overall permeability of the molecule. Additionally, the molecule has an ether functional group (OCC) and an amide functional group (C(=O)N). These functional groups can influence the molecule's solubility and interactions with the artificial membrane. The presence of a nitrogen-containing heterocycle (2=NC3=C(N2CC4=CC=CC=C4)) suggests the potential for hydrogen bonding and other intermolecular interactions. These interactions can affect the molecule's ability to pass through the artificial membrane. Based on the analysis of the molecule's structure and properties, it is likely to have high permeability to the artificial membrane. This is because the presence of aromatic rings, ether and amide functional groups, and nitrogen-containing heterocycles can enhance the molecule's ability to interact with and pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 367

**SMILES:** CC(=O)C1=C(N=C(S1)NC(=O)C2=CC=CO2)C3=CC=CC=C3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule CC(=O)C1=C(N=C(S1)NC(=O)C2=CC=CO2)C3=CC=CC=C3 to the artificial membrane, we need to analyze its chemical structure. The molecule consists of a central thiophene ring with a furan-2-carboxamide group attached to it. The presence of the carbonyl group (C=O) indicates that the molecule is capable of forming hydrogen bonds, which can influence its permeability. The molecule also contains aromatic rings, which can contribute to its hydrophobicity and affect its ability to pass through the artificial membrane. The presence of the amide group (CONH) suggests that the molecule may have some degree of polarity, which can impact its solubility and permeability. Based on the presence of the thiophene and furan rings, as well as the aromatic rings, it is likely that the molecule has a moderate degree of hydrophobicity. Additionally, the presence of the carbonyl and amide groups suggests that the molecule may have some degree of polarity. Considering these factors, it is reasonable to conclude that the molecule has low-to-moderate permeability to the artificial membrane. The presence of hydrophobic and polar groups suggests that the molecule may have some difficulty passing through the membrane, but not to the extent that it would be completely impermeable. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 368

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
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 a fused indole ring system. It contains various functional groups, including an amide group (C=O), a fluorine atom (F), and two ether groups (C-O-C). The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the fluorine atom can enhance the lipophilicity of the molecule, potentially increasing its permeability. The ether groups, on the other hand, can contribute to the molecule's overall hydrophilicity. Considering the molecular structure, the molecule possesses a relatively large size and complexity, which may impact its permeability. The presence of multiple aromatic rings and the fused indole ring system can contribute to the molecule's rigidity and steric hindrance, potentially limiting its ability to pass through the artificial membrane. Based on these factors, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar and lipophilic functional groups, as well as the complex structure, suggests that the molecule may have some difficulty crossing the membrane. However, the presence of the amide group and the fluorine atom may enhance its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 369

**SMILES:** COC1=C(C(=C(C=C1)C2=CC3=C(C=C2)N=C(O3)C4=CC=C(C=C4)SC)OC)OC

**Label:** 0

**Predi:** 0

**Correct:** 1

# 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 2-(2,3,4-trimethoxyphenyl)-6-[4-(methylthio)phenyl]-1,3-benzoxazole. This molecule belongs to the class of benzoxazoles, which are heterocyclic compounds containing a benzene ring fused to an oxazole ring. The molecule has a molecular formula of C24H21NO5S and a molecular weight of 431.49 g/mol. It consists of a central benzoxazole core with two substituents attached to it. The first substituent is a 2,3,4-trimethoxyphenyl group, which means that there are three methoxy (-OCH3) groups attached to a phenyl ring. The second substituent is a 4-(methylthio)phenyl group, which means that there is a methylthio (-SCH3) group attached to a phenyl ring. The presence of methoxy groups and a methylthio group in the molecule suggests that it may have moderate polarity and hydrophobicity. These properties can influence its permeability through the artificial membrane. Based on the structure and substituents, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of the benzoxazole core and the aromatic rings in the molecule contribute to its overall hydrophobicity, which may hinder its permeation through the membrane. However, the presence of the methoxy and methylthio groups can enhance its solubility and potentially improve its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 370

**SMILES:** CC1=CC=C(C=C1)CCNC(=O)C2CCCN(C2)C(=O)C3=CC4=C(N3C)C=CS4

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound with a fused thienopyrrole ring system. It is a member of the piperidine family. The molecule consists of a central piperidine ring, which is a six-membered heterocycle containing one nitrogen atom. Attached to the piperidine ring is a carbonyl group (C=O) and a thienopyrrole moiety. The thienopyrrole moiety is a five-membered heterocycle containing both sulfur and nitrogen atoms. The presence of the thienopyrrole moiety suggests that the molecule may have some aromatic character, which can influence its permeability. Additionally, the molecule contains an amide group (CONH) and an alkyl chain. The alkyl chain is attached to the piperidine ring and contains a phenyl group. The presence of the phenyl group can also impact the molecule's permeability. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the presence of the thienopyrrole and phenyl groups can introduce steric hindrance and increase the molecular size, making it more difficult for the molecule to pass through the membrane. Overall, the molecule's complex structure and the presence of various functional groups suggest that it will have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 371

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 a fused heterocyclic structure. It belongs to the piperidine family, which is characterized by a six-membered ring containing one nitrogen atom. The molecule also contains a thiazole ring, which is a five-membered ring containing both sulfur and nitrogen atoms. The presence of the piperidine and thiazole rings suggests that the molecule may have biological activity, as these ring systems are commonly found in pharmaceutical compounds. The molecule's structure indicates that it is a potential drug candidate, as it contains functional groups such as amides and a thioether. These functional groups can participate in various chemical interactions, such as hydrogen bonding and hydrophobic interactions, which are important for drug-receptor interactions. In terms of permeability, the molecule's size and the presence of polar functional groups suggest that it may have moderate permeability to the artificial membrane. The presence of the amide groups, which are polar, may facilitate interactions with the membrane, while the nonpolar aromatic ring may hinder permeation. Overall, based on its structure and functional groups, the molecule is likely to have low-to-moderate permeability to the artificial membrane. Further experimental studies, such as PAMPA assays, would be necessary to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 372

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# 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 with a quinoline backbone. It consists of a 2-quinolinecarboxamide moiety attached to a 3,4-diethoxyphenyl group via an ethyl linker. The presence of the quinoline ring suggests that this molecule may have biological activity, as quinolines are known to exhibit a wide range of pharmacological properties. The 2-quinolinecarboxamide group is a common structural motif found in many drugs, indicating potential therapeutic applications. The 3,4-diethoxyphenyl group is a substituted phenyl ring with two ethoxy (-OC2H5) groups attached. This substitution pattern can influence the molecule's physical properties, such as solubility and lipophilicity. The presence of the ethoxy groups suggests that this molecule may have moderate lipophilicity, which can affect its permeability across biological membranes. Overall, based on its structural features, this molecule is likely to have high permeability to the artificial membrane in the PAMPA assay. Its quinoline backbone and substituted phenyl ring suggest potential biological activity, while the presence of the ethoxy groups indicates moderate lipophilicity. Therefore, the final answer is: Final answer: High permeability.

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# 373

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)OCCN2C3=CC=CC=C3N=C2CCNC(=O)N4CCCCC4 is a complex organic compound with a fused benzene ring system. It contains a piperidine ring and a benzimidazole ring, both of which contribute to its unique chemical and physical properties. The presence of the piperidine ring suggests that the molecule may have basic properties and can potentially interact with acidic compounds. Additionally, the benzimidazole ring indicates that the molecule may have potential biological activity, as benzimidazole derivatives are known to exhibit a wide range of pharmacological properties. The molecule also contains an ether group (OCC) and an amide group (NC(=O)N), which can contribute to its solubility and stability. The presence of the ether group suggests that the molecule may have some degree of lipophilicity, which can affect its permeability through the artificial membrane. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the molecule contains both polar and nonpolar functional groups, which can interact with the membrane in different ways. The presence of the benzimidazole ring and the piperidine ring may also contribute to the molecule's permeability, as these ring systems can have an impact on the molecule's ability to pass through the membrane. In summary, the molecule with the given SMILES code is a complex organic compound with potential biological activity. It is likely to have low-to-moderate permeability to the artificial membrane due to its structural features and functional groups. Final answer: Low-to-moderate permeability.

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# 374

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CCOC(=O)C1=CC=C(C=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4, we need to analyze its chemical structure and properties. The molecule consists of a piperidine ring attached to a benzimidazole ring through a carbonyl group. Additionally, there is an ethyl ester group attached to the benzene ring. The presence of the ester group suggests that the molecule is likely to be lipophilic, meaning it has an affinity for lipid-based substances. This property is important for determining its permeability through the artificial membrane. The benzimidazole ring is a fused aromatic system, which indicates that the molecule may have some degree of aromaticity. Aromatic compounds tend to have higher permeability due to their planar structure and ability to stack together. The piperidine ring is a saturated heterocycle, which suggests that the molecule may have some degree of basicity. This property can influence its interaction with the artificial membrane and affect its permeability. Based on the presence of the ester group, aromaticity, and basicity, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 375

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC(=C(N1)C(=O)NC2=CC(=CC=C2)[S+](=O)(N3CCCCCC3)[O-])C to the artificial membrane, we need to analyze its chemical structure. The molecule consists of a central pyrrole ring with two methyl groups attached to it. Additionally, there is a carbonyl group attached to the pyrrole ring, forming an amide bond with a phenyl ring. The phenyl ring is further substituted with a sulfonyl group, which contains a positively charged sulfur atom and an oxygen atom carrying a negative charge. The oxygen atom is connected to a six-membered azepane ring. Based on this structure, we can infer that the molecule has a moderate lipophilicity due to the presence of aromatic rings and the amide group. The presence of the sulfonyl group suggests that the molecule may have some water solubility. However, the overall lipophilicity of the molecule is likely to be higher than its water solubility. Considering the size and lipophilicity of the molecule, it is expected to have low-to-moderate permeability to the artificial membrane. The molecule may be able to pass through the membrane to some extent, but its passage may be hindered by the presence of the sulfonyl group and the amide bond. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 376

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC3=CC=CC=C3N2CC4=CC(=CC(=N4)C)C)OCC

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of amides and contains a variety of functional groups. The molecule consists of a central benzene ring with various substituents attached to it. It also contains an amide group (CONH) and an ethoxy group (OC2H5). The presence of these functional groups suggests that the molecule may have some degree of polarity and hydrogen bonding capability. The molecule's structure indicates that it is likely to have moderate permeability to the artificial membrane. The presence of the ethoxy group suggests that the molecule may have some lipophilic character, which could enhance its permeability. However, the presence of the amide group and the aromatic rings may also contribute to the molecule's overall polarity and potential interactions with the membrane. Based on the given information, it is reasonable to conclude that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar and nonpolar functional groups suggests that the molecule may have some degree of solubility in both polar and nonpolar solvents, which could influence its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 377

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 contains a central nitrogen atom (N) surrounded by various alkyl and aryl groups. The presence of alkyl groups, such as methyl (CH3) and ethyl (C2H5), suggests that the molecule is likely to be lipophilic, meaning it has an affinity for lipid-based substances. This property is important for determining permeability, as lipophilic compounds tend to have higher permeability through lipid membranes. Additionally, the molecule contains an amide functional group (C=O), which is known to enhance the permeability of compounds. This group can form hydrogen bonds with the membrane, facilitating the passage of the molecule through it. The presence of aromatic rings (C6H5) in the molecule also contributes to its permeability. Aromatic rings are known to have a high affinity for lipid membranes, allowing the molecule to easily cross the membrane. Based on these structural features, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 378

**SMILES:** CCOC1=CC=CC=C1CNS(=O)(=O)C2=CC=C(C=C2)C3=CN=C(O3)C4CC4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC1=CC=CC=C1CNS(=O)(=O)C2=CC=C(C=C2)C3=CN=C(O3)C4CC4 is a sulfonamide derivative. It consists of a central benzene ring substituted with an ethoxy group (C-C-O) and a cyclopropyl group (C-C-C). Attached to the benzene ring is a sulfonamide group (S(=O)(=O)-N) which is further substituted with a phenyl ring. The molecule also contains a pyrazole ring (C-N=C-N) fused to a cyclohexane ring. The presence of the sulfonamide group suggests that this molecule may have high permeability to the artificial membrane. Sulfonamides are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the membrane. Additionally, the presence of the ethoxy and cyclopropyl groups, which are both electron-donating groups, can enhance the molecule's lipophilicity and further increase its permeability. Overall, based on the presence of the sulfonamide group and the electron-donating substituents, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 379

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 with a fused thienopyrrole ring system. It consists of a central thienopyrrole core with various functional groups attached to it. The molecule contains an ethoxy group (C-C-O) and two methoxy groups (C-O-CH3) attached to the phenyl ring. These groups enhance the molecule's lipophilicity, which is important for its permeability through the artificial membrane. The presence of a carbonyl group (C=O) in the molecule indicates the presence of an amide functional group. This amide group is attached to an ethyl chain, which further enhances the molecule's lipophilicity. The molecule also contains a thieno ring, which is a five-membered heterocyclic ring containing sulfur and carbon atoms. This ring system contributes to the molecule's overall structure and properties. Based on the presence of lipophilic groups and the complex ring system, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 380

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CC=CS3 is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH) at positions 2 and 3, respectively. Additionally, it contains a secondary amine group (NH) attached to the benzene ring at position 4. The molecule also features a thiophene ring (C3H2S) attached to the benzene ring at position 4 via a sulfonamide group (SO2NH). The presence of the methoxy and hydroxyl groups suggests that this molecule may have some degree of polarity and hydrogen bonding capability. These functional groups can potentially interact with the artificial membrane, influencing its permeability. Furthermore, the presence of the thiophene ring and the sulfonamide group indicates that this molecule may have some degree of aromaticity and potential for electron delocalization. This could contribute to its ability to interact with the membrane and potentially enhance its permeability. Based on the structural features and functional groups present in the molecule, it is likely to have high permeability to the artificial membrane. This is because the presence of polar and hydrogen bonding groups, as well as aromaticity, can facilitate interactions with the membrane and enhance its ability to pass through. Therefore, the final answer is: Final answer: High permeability.

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# 381

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC(=C(C=C1Cl)OC)NS(=O)(=O)C2=C(N=C3N(C2=O)C=CS3)C to the artificial membrane, we need to analyze its chemical structure. The molecule consists of a fused thieno[2,3-d]pyrimidine core with various functional groups attached. The presence of a chlorine atom (Cl) and a methoxy group (OCH3) on the phenyl ring indicates the molecule's potential for hydrophobic interactions. Additionally, the presence of a sulfonamide group (SO2NH2) suggests the molecule's ability to form hydrogen bonds. The thieno[2,3-d]pyrimidine core is a planar aromatic system, which can contribute to the molecule's overall hydrophobicity. This hydrophobicity can influence its permeability through the artificial membrane. Based on the presence of hydrophobic groups and hydrogen bonding potential, it is likely that the molecule has high permeability to the artificial membrane. The hydrophobic interactions can facilitate the molecule's passage through the membrane, while the hydrogen bonding potential can enhance its solubility in the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 382

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=NC(=C1)C2=NC(=CC(=O)N2)CSC3=CC=C(C=C3)Cl is a 2-[(4-chlorophenyl)thio]-6-(2-pyridinyl)-1H-pyrimidin-4-one. This molecule consists of a pyrimidine ring fused with a pyridine ring, with a thioether group attached to the pyrimidine ring and a chlorine atom attached to the phenyl ring. The presence of the pyrimidine and pyridine rings suggests that this molecule may have some biological activity, as these ring systems are commonly found in many biologically active compounds. The thioether group, which is a sulfur atom bonded to a carbon atom, can enhance the molecule's lipophilicity, which is important for membrane permeability. The chlorine atom attached to the phenyl ring can also influence the molecule's lipophilicity and overall hydrophobicity. Based on the presence of the pyrimidine and pyridine rings, as well as the thioether and chlorine groups, it is likely that this molecule has high permeability to the artificial membrane. This is because these structural features can enhance the molecule's ability to pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 383

**SMILES:** CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC=NN2CC3=CC=CC(=C3)C)OCC

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC=NN2CC3=CC=CC(=C3)C)OCC, we can analyze its chemical structure and properties. The molecule consists of a central core with a pyrazole ring, which is connected to a phenyl ring through an amide linkage. The phenyl ring is further substituted with a methyl group. The molecule also contains two ethoxy groups attached to the phenyl ring. The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the presence of the ethoxy groups indicates that the molecule may have some degree of lipophilicity, which can also impact its permeability. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar and lipophilic groups suggests that the molecule may have some ability to interact with both polar and nonpolar environments, which is important for permeability. However, the overall structure and size of the molecule may limit its ability to easily pass through the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 384

**SMILES:** C1=CC=C(C(=C1)CS(=O)(=O)C2=NC=C(C(=N2)C(=O)NC3=CC=CC=C3F)Cl)F

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of 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, we need to analyze its chemical structure and properties. The molecule consists of a central core with two aromatic rings connected by a sulfur atom. The presence of the sulfur atom suggests that the molecule may have some polar characteristics. Additionally, there are several functional groups present, including a sulfone (SO2) group, a carbonyl (C=O) group, and a chlorine (Cl) atom. These functional groups can influence the molecule's permeability. The molecule also contains two fluorine (F) atoms, which can enhance the lipophilicity of the compound. Lipophilicity is an important factor in determining the permeability of a molecule, as it affects its ability to cross biological membranes. Based on the presence of polar functional groups and the potential for lipophilicity due to the fluorine atoms, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar functional groups may hinder the molecule's ability to pass through the membrane, while the lipophilic nature of the fluorine atoms may facilitate some permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 385

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCCC1=NC2=C(C=CC(=C2)C(=O)NC3CCCCC3)SC4=C1C=C(C=C4)C is a 6-cyclohexyl-N1-(1-oxopropyl)-8-propyl-2-benzo[b][1,4]benzothiazepinamine. This molecule belongs to the class of compounds known as benzothiazepines. Benzothiazepines are heterocyclic compounds that contain a benzene ring fused to a thiazepine ring. In this specific molecule, the thiazepine ring is substituted with a cyclohexyl group at position 6, a propyl group at position 8, and an N1-(1-oxopropyl) group. The presence of the cyclohexyl group and the propyl group in the molecule suggests that it has a relatively large size and a hydrophobic nature. This can affect its permeability through the artificial membrane. Additionally, the presence of the N1-(1-oxopropyl) group indicates the presence of an amide functional group, which can influence the molecule's solubility and permeability. Based on the molecular structure and the presence of hydrophobic groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The hydrophobic nature of the molecule may hinder its passage through the membrane, resulting in limited permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 386

**SMILES:** CC1CCN(CC1)S(=O)(=O)C2=CC3=C(C=C2)N(C(=O)C=C3)CC(=O)NCC4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 organic compound with a quinoline backbone. It contains a sulfonyl group (S(=O)(=O)) and a chlorophenyl group (Cl) attached to the quinoline ring. The molecule also has an amide functional group (C(=O)N) and a piperidine ring (CCN(CC1)S(=O)(=O)C2=CC3=C(C=C2)N(C(=O)C=C3)CC(=O)NCC4=CC=C(C=C4)Cl). The presence of the sulfonyl group suggests that the molecule may have high permeability to the artificial membrane. Sulfonyl groups are known to enhance the permeability of molecules by increasing their lipophilicity. Additionally, the presence of the amide functional group indicates that the molecule may have good solubility in both water and organic solvents, further contributing to its permeability. Overall, based on the presence of the sulfonyl group and the amide functional group, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 387

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

**Label:** 1

**Predi:** 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 organic compound with a fused heterocyclic structure. It consists of a central thiadiazole ring fused with a benzodioxin ring, which is further substituted with various functional groups. The molecule's physical properties, such as permeability, can be inferred from its structure. The presence of multiple aromatic rings suggests that the molecule is likely to have good solubility in organic solvents. Additionally, the presence of a carbonyl group indicates the potential for hydrogen bonding and intermolecular interactions. The molecule's permeability to the artificial membrane can be predicted based on its lipophilicity, which is influenced by the presence of hydrophobic groups. The molecule contains several hydrophobic moieties, including the benzene rings and the alkyl chains. These hydrophobic groups enhance the molecule's ability to pass through the artificial membrane, indicating high permeability. Therefore, the final answer is: Final answer: High permeability. The molecule's complex structure and the presence of hydrophobic groups suggest that it will have high permeability to the artificial membrane in the PAMPA assay.

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# 388

**SMILES:** CCCC1=NC2=C(C=CC(=C2)C(=O)NC3CCCC3)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)NC3CCCC3)SC4=C1C=C(C=C4)C is a 6-cyclopentyl-N4-propyl-8-methyl-4-phenothiazinecarboxamide. This molecule belongs to the phenothiazine class, which is known for its diverse pharmacological activities. The presence of the cyclopentyl group at position 6 and the propyl group at position 4 suggests that this molecule has a relatively large size and hydrophobic nature. These structural features are important for determining its permeability to the artificial membrane. The phenothiazine core consists of a tricyclic system with two benzene rings fused to a seven-membered ring containing a nitrogen atom. This structure imparts significant rigidity to the molecule, which can affect its ability to pass through the membrane. Additionally, the presence of the carbonyl group (C=O) at position 2 indicates the presence of an amide functional group. This amide group can potentially form hydrogen bonds with the membrane, influencing the molecule's permeability. Overall, based on its structural features, this molecule is expected to have low-to-moderate permeability to the artificial membrane. The presence of bulky substituents and the rigidity of the phenothiazine core may hinder its passage through the membrane, resulting in limited permeability. Final answer: Low-to-moderate permeability.

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# 389

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=NN2CCCN(C2=C1C3=CC=CC=C3OCC4=CC=CC=C4)C(=O)CC5=CC6=C(C=C5)OCO6 is a complex organic compound. It belongs to the class of benzodioxoles, which are characterized by a benzene ring fused with a dioxole ring. The molecule contains various functional groups, including an amide group (C(=O)CC), an ether group (OCC), and an aromatic ring (C6H4). These functional groups contribute to the molecule's chemical and physical properties. The presence of the amide group suggests that the molecule may have some degree of polarity and can potentially form hydrogen bonds. This property can influence its solubility and interactions with other molecules. The aromatic ring in the molecule contributes to its stability and can participate in various aromatic interactions, such as pi-pi stacking. These interactions can affect the molecule's binding affinity to biological targets. Based on the molecular structure and the presence of aromatic rings, it is likely that the molecule has moderate permeability to the artificial membrane. This means that it can pass through the membrane to some extent but may not be highly permeable. The presence of the amide group and the ether group may also influence the molecule's permeability. In summary, the molecule with the given SMILES code is a benzodioxole derivative with various functional groups. It is expected to have moderate permeability to the artificial membrane due to its aromatic rings and the presence of polar and nonpolar functional groups. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 390

**SMILES:** COC1=CC(=C(C=C1)OC)C2=NN=C3N2N=C(CS3)C4=C(C=CC=C4OC)OC

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 organic compound with a fused tricyclic structure. It contains multiple functional groups, including methoxy (-OCH3) and phenyl (-C6H5) groups. The presence of these groups suggests that the molecule is likely to have moderate polarity. The molecule's structure consists of a central triazolo[4,3-a][1,3,5]triazine ring, which is fused with two phenyl rings. The triazolo[4,3-a][1,3,5]triazine moiety is known for its potential biological activities, including antimicrobial and antiviral properties. The molecule's physical properties, such as its melting point, boiling point, and solubility, cannot be determined solely based on the SMILES code. However, its structural features indicate that it is likely to have a moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains both polar and nonpolar regions, which can interact with the membrane in different ways. Overall, based on the given SMILES code, the molecule is predicted to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. Further experimental studies would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 391

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule with the SMILES code CCN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)C4=CC=C(C=C4)C, we can analyze its chemical structure. The molecule consists of a fused imidazole-thiazole ring system with a phenyl group attached. The presence of nitrogen atoms in the imidazole and thiazole rings suggests that the molecule may have basic properties and can potentially form hydrogen bonds. Additionally, the presence of sulfur in the thiazole ring indicates the possibility of forming covalent interactions with other molecules. The molecule's aromatic phenyl ring suggests that it may have hydrophobic properties, which can influence its permeability. The presence of the ethyl group (C-C-N) indicates that the molecule may have some degree of lipophilicity, which can also impact its permeability. Based on these structural features, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of hydrogen bond donors and acceptors, as well as the potential for hydrophobic and lipophilic interactions, suggests that the molecule may have some ability to interact with the membrane. However, the presence of multiple rings and the potential for steric hindrance may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 392

**SMILES:** CCOC(=O)C1CCN(CC1)C(=O)C(C)(C)NC(=O)NC2=CC=C(C=C2)C3=CC=CC=C3

**Label:** 1

**Predi:** 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 organic compound. It can be described as 1-[1-[[[(4-phenylphenyl)amino]-oxomethyl]amino]-2-methyl-1-oxopropan-2-yl]-4-piperidinecarboxylic acid ethyl ester. This molecule contains various functional groups that contribute to its permeability. The presence of the ester group (C(=O)OC) suggests that it can undergo hydrolysis in the presence of water, which may affect its permeability. The piperidine ring (C1CCN(CC1)) provides rigidity to the molecule, potentially influencing its ability to pass through the artificial membrane. The molecule also contains an amide group (C(=O)NC) and an amino group (NC), which can participate in hydrogen bonding interactions. These interactions may affect the molecule's solubility and permeability. Additionally, the presence of aromatic rings (C6H5) in the molecule can contribute to its hydrophobicity, which may impact its permeability. Overall, based on the presence of functional groups such as ester, amide, amino, and aromatic rings, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of hydrogen bonding groups and aromatic rings suggests that it may have some solubility in the membrane, but the overall size and complexity of the molecule may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 393

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

**Label:** 1

**Predi:** 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 organic compound with a fused pyrrole ring system. It is a derivative of 1-acetyl-N-[3-(1-azepanylsulfonyl)phenyl]-2,4,5-trimethyl-3-pyrrolecarboxamide. The molecule contains a sulfonyl group (SO2) attached to a phenyl ring, which imparts polarity to the compound. This polarity allows the molecule to interact with the artificial membrane, enhancing its permeability. Additionally, the presence of the acetyl group (C=O) and the amide group (C=O-N) in the molecule contribute to its overall hydrophilicity. The molecule also possesses a positively charged sulfur atom (S+) and a negatively charged oxygen atom (O-) due to the presence of the sulfonyl group. These charges can interact with the artificial membrane, further enhancing the molecule's permeability. Overall, based on the presence of polar functional groups, the molecule is expected to have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 394

**SMILES:** CCOC1=CC=CC=C1N(CC(=O)NC2=C(C=CC(=C2)OC)OC)S(=O)(=O)C3=CC=CC=C3

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
To determine the permeability of the molecule to the artificial membrane, we need to analyze its structure and properties. 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 functional groups. It contains an ether group (C-O-C) and an amide group (C=O-N), which are both polar. These polar groups can interact with the artificial membrane, potentially enhancing the molecule's permeability. Additionally, the molecule has an aromatic ring system, which can contribute to its hydrophobicity. The presence of the benzenesulfonamide group (S(=O)(=O)-C6H4-NH2) further enhances the molecule's hydrophobicity. The molecule's overall structure suggests that it may have moderate permeability to the artificial membrane. The presence of polar groups and aromatic rings indicates that it can interact with the membrane, but the hydrophobic benzenesulfonamide group may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 395

**SMILES:** CCCC1=C(C2=C(O1)C=CC(=C2)NS(=O)(=O)C3=CC=C(C=C3)OC)C(=O)OCC

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
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 3-propyl-2-benzofuranyl-(4-methoxybenzene)sulfonamide. This molecule consists of a benzofuran ring fused with a benzene ring, with a propyl group attached to the benzofuran ring. Additionally, there is a sulfonamide group attached to the benzene ring, and a methoxy group attached to the benzene ring. The presence of the benzofuran and benzene rings suggests that this molecule is likely to have some degree of hydrophobicity, as aromatic rings are generally nonpolar. The propyl group adds further hydrophobicity to the molecule. The sulfonamide group, on the other hand, is polar due to the presence of the sulfonamide functional group. This polar group can potentially interact with the artificial membrane through hydrogen bonding or electrostatic interactions. Overall, based on the presence of hydrophobic and polar groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The hydrophobic groups may hinder the molecule's ability to pass through the membrane, while the polar group may facilitate some degree of interaction with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 396

**SMILES:** CCOC1=CC=C(C=C1)NC(=O)CC2C(=O)N(C(=O)N2CCC3=C(C=CS3)C)C4=CC=C(C=C4)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of 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, we need to analyze its chemical structure and properties. The molecule consists of a central imidazolidine-2,4-dione core, which is a cyclic amide. It also contains an anilino group, represented by the NC(=O)CC2C(=O)N(C(=O)N2CCC3=C(C=CS3)C) moiety, attached to the imidazolidine-2,4-dione core. The anilino group is further substituted with a 4-ethoxyphenyl group. Additionally, there is a 4-fluorophenyl group attached to the imidazolidine-2,4-dione core. The presence of the anilino group and the 4-fluorophenyl group suggests that the molecule may have some degree of lipophilicity, which can influence its permeability through the artificial membrane. The ethoxy and fluorine substituents can enhance the lipophilicity of the molecule. Based on the molecular structure and the presence of lipophilic groups, it is likely that the molecule has high permeability to the artificial membrane. This is because lipophilic molecules tend to have better solubility in lipid-based environments, such as the artificial membrane used in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

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# 397

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule COC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N, we can use the Lipinski's Rule of Five, which is a set of rules to estimate the drug-like properties of molecules. The rule states that a molecule is likely to be a good drug candidate if it meets the following criteria: a molecular weight less than 500, a LogP (octanol-water partition coefficient) less than 5, a number of hydrogen bond acceptors less than 5, and a number of hydrogen bond donors less than 5. The molecule has a molecular weight of 325.4 g/mol, which is below the 500 g/mol threshold. The LogP value of the molecule is 3.47, which is less than 5. This suggests that the molecule is likely to be lipophilic and can easily cross cell membranes. The molecule contains 4 hydrogen bond acceptors (the oxygen and nitrogen atoms) and 2 hydrogen bond donors (the nitrogen atoms). Both of these values are below the 5 threshold, indicating that the molecule can form hydrogen bonds with other molecules. Based on these criteria, the molecule is likely to have high permeability to the artificial membrane. Final answer: High permeability.

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# 398

**SMILES:** CC1=CC(=C(C=C1)NC(=O)C2=C(C3=C(N2C)C=CC(=C3)C)N4CCCC4=O)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 organic compound with a fused indole and pyrrole ring system. It is a member of the indole family, which is known for its diverse biological activities. The molecule contains a carbonyl group (C=O) and an amide group (C-N), indicating its potential involvement in hydrogen bonding and intermolecular interactions. These functional groups can influence the molecule's permeability by affecting its solubility and ability to cross biological membranes. The presence of aromatic rings in the molecule suggests that it may have lipophilic properties, which can enhance its permeability through lipid-based membranes. Additionally, the molecule's overall size and shape may play a role in its ability to pass through the artificial membrane. Based on the structural features and the presence of functional groups, it is likely that the molecule has high permeability to the artificial membrane. This suggests that it may have a good ability to cross biological membranes, which is important for its potential use as a drug candidate. Therefore, the final answer is: Final answer: High permeability.

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# 399

**SMILES:** CC1=C([C@H](C(=C(N1)C)C(=O)O[C@@H]2CCCN(C2)CC3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC.Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# 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 organic compound. It belongs to the class of dihydropyridine derivatives. The molecule consists of a dihydropyridine core, which is a six-membered ring with a nitrogen atom and two double bonds. This core is substituted with various functional groups, including a carboxylic acid ester, a nitro group, and an aromatic ring. The presence of the ester group suggests that the molecule is likely to be lipophilic, meaning it has an affinity for lipid-based substances. This property is important for drug absorption and distribution in biological systems. The nitro group indicates that the molecule may have potential as a nitric oxide donor, which can have various physiological effects. The aromatic ring suggests that the molecule may have aromatic properties and could potentially interact with aromatic receptors or enzymes. Overall, based on its structure and functional groups, this molecule is expected to have high permeability to the artificial membrane in the PAMPA assay. This means that it is likely to be able to pass through the membrane easily. Final answer: High permeability.

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# 400

**SMILES:** CC1=CC(=CC=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCC(C4)C(F)(F)F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC(=CC=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCC(C4)C(F)(F)F, we need to analyze its chemical structure and properties. The molecule consists of a fused benzimidazole ring system with a substituted phenyl group and a piperidine ring. The presence of the benzimidazole moiety suggests that the molecule may have biological activity, as benzimidazoles are known to exhibit a wide range of pharmacological properties. The substituted phenyl group and the piperidine ring contribute to the overall hydrophobicity of the molecule, which is an important factor in determining its permeability. The presence of three fluorine atoms in the molecule enhances its lipophilicity, which further influences its permeability. The lipophilic nature of the molecule allows it to easily cross biological membranes, including the artificial membrane used in the PAMPA assay. Based on the molecular structure and properties, it is likely that the molecule has high permeability to the artificial membrane. This suggests that the molecule has the potential to efficiently cross the membrane and interact with its target in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

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# 401

**SMILES:** CCN(CC)C(=O)C1=COC(=N1)COC2=CC3=C(CCN(C3C4=CC(=CC=C4)F)C(=O)C(C)C)C=C2

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 with a diverse range of chemical and physical properties. It belongs to the class of 1H-isoquinolines, which are bicyclic aromatic compounds. The molecule contains a 1,3-oxazole ring, which is a five-membered heterocyclic ring containing both oxygen and nitrogen atoms. This ring contributes to the overall structure and reactivity of the molecule. Additionally, the molecule has a dihydronaphthalene moiety, which is a fused ring system consisting of two benzene rings and a cyclohexane ring. This moiety provides rigidity to the molecule and influences its physical properties. The presence of a dimethylamino group and a carbonyl group in the molecule suggests that it may have basic and polar characteristics. These functional groups can participate in various chemical reactions, such as hydrogen bonding and nucleophilic substitution. The molecule also contains a fluorophenyl group, which imparts aromaticity and can contribute to its overall hydrophobicity. Based on the structural features and functional groups present in the molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains both polar and nonpolar regions, which can interact with the membrane in different ways, affecting its permeability. However, without further experimental data, it is challenging to provide a definitive conclusion. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 402

**SMILES:** CCC1=CC=CC=C1N2C(=N)C3=C(NN=C3N=C2SCC(=O)NC4=CC=C(C=C4)C)C

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 a fused triazolo[1,5-a]pyrimidine core. It possesses a phenyl group substituted at the 3-position and an ethyl group at the 2-position of the triazolo[1,5-a]pyrimidine ring. Additionally, it contains a thioether group (SC) attached to the triazolo[1,5-a]pyrimidine ring, and an acetamide group (C(=O)NC) substituted on the phenyl ring. The presence of the triazolo[1,5-a]pyrimidine core suggests that this molecule may have potential biological activity, as this scaffold is known to exhibit diverse pharmacological properties. The phenyl and ethyl groups contribute to the overall hydrophobicity of the molecule, which can influence its permeability across biological membranes. The thioether group can enhance the lipophilicity of the molecule, potentially improving its permeability. However, the presence of the acetamide group, which contains a polar carbonyl group, may limit the molecule's permeability due to its potential to form hydrogen bonds with the artificial membrane. Based on the structural features, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. The presence of hydrophobic groups and the potential for hydrogen bonding interactions may hinder its passage through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 403

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

**Label:** 0

**Predi:** 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 organic compound. It belongs to the class of compounds known as pyrrolo[3,4-b]pyridines. The molecule consists of a central pyrrolo[3,4-b]pyridine core, which is fused with a phenyl ring and a fluorobenzene ring. The presence of the fluorobenzene ring suggests that the molecule may have some hydrophobic properties. Additionally, the molecule contains a tertiary amine group, which can potentially participate in hydrogen bonding interactions. Based on the structure, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of the fluorobenzene ring and the hydrophobic nature of the molecule may contribute to its ability to pass through the membrane. However, the presence of the tertiary amine group and the potential for hydrogen bonding interactions may also limit its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This indicates that the molecule is expected to have some ability to pass through the artificial membrane, but its permeability may be limited due to the presence of polar functional groups and potential hydrogen bonding interactions.

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# 404

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 furan ring (C1=COC(=C1)) attached to a carbonyl group (CNC(=O)) and an ester group (COC(=O)). The furan ring is further substituted with a thienyl group (C2=CC=CS2) and a butanoyl group (CCC(=O)). This molecule is a potential drug candidate, and its permeability to the artificial membrane is crucial for its absorption and distribution in the body. The presence of the carbonyl and ester groups suggests that this molecule may have moderate permeability. These functional groups can interact with the polar head groups of the artificial membrane, facilitating the passage of the molecule through the membrane. Additionally, the presence of the furan and thienyl rings indicates that this molecule may have some degree of hydrophobicity, which can also contribute to its permeability. Overall, based on the presence of the carbonyl, ester, furan, and thienyl groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 405

**SMILES:** CC1=CC=CC2=NC(=C(N12)NC3=CC=C(C=C3)C(C)C)C4=CN=CC=C4

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
To determine the permeability of the molecule with the SMILES code CC1=CC=CC2=NC(=C(N12)NC3=CC=C(C=C3)C(C)C)C4=CN=CC=C4, we need to analyze its chemical structure. The molecule consists of a fused imidazo[1,2-a]pyridine ring system with various substituents. The presence of the imidazo[1,2-a]pyridine moiety suggests that the molecule may have biological activity, as this structural motif is commonly found in many drugs. The molecule also contains a tert-butyl group, which is a bulky substituent. This group can affect the molecule's permeability by influencing its interactions with the artificial membrane. Additionally, there are aromatic rings present in the structure, which can contribute to the molecule's lipophilicity and membrane permeability. Based on the presence of the imidazo[1,2-a]pyridine ring system and the tert-butyl group, it is likely that the molecule has high permeability to the artificial membrane. The aromatic rings and lipophilic nature of the molecule further support this prediction. Therefore, the final answer is: Final answer: High permeability.

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# 406

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CN1CCC2=CC3=C(C=C2C1)OCO3 is known as 5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline. This molecule is a natural product that has been isolated from the plant species Fumaria indica. It possesses a unique structure consisting of a tetrahydroisoquinoline core fused with a dioxolane ring. The presence of the nitrogen atom (N) in the molecule indicates that it is a basic compound and can potentially form hydrogen bonds with acidic functional groups. This property is important for drug discovery as it can influence the molecule's solubility and interactions with biological targets. The molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of the dioxolane ring, which contains oxygen atoms, can enhance the molecule's solubility in lipids and facilitate its passage through the membrane. Additionally, the presence of the aromatic ring system can contribute to the molecule's lipophilicity, further enhancing its permeability. Overall, based on its structure and the presence of functional groups, it is predicted that 5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline has low-to-moderate permeability to the artificial membrane. This information is crucial for drug discovery as it can help predict the molecule's ability to cross biological barriers and reach its target site. Final answer: Low-to-moderate permeability.

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