# 0

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C(C(=C1)C2=NC=CC(=N2)N3C=CN=C3)Cl is 2-[2-(2-chlorophenyl)-1-imidazolyl]-4-imidazolamine. This molecule consists of a central imidazole ring with two imidazoleamine groups attached to it. The presence of the imidazole rings suggests that this molecule may have some biological activity, as imidazoles are known to interact with biological targets. The chlorine atom attached to the phenyl group indicates that this molecule is a chlorinated derivative, which can affect its physical and chemical properties. The presence of the imidazoleamine groups suggests that this molecule may have basic properties, as the amino groups can act as proton acceptors. This could potentially affect its solubility and interactions with other molecules. Based on the structure and the presence of the imidazole rings, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule contains multiple aromatic rings and a chlorine atom, which can increase its hydrophobicity and hinder its passage through the membrane. However, the presence of the imidazoleamine groups may also contribute to some degree of permeability, as these groups can potentially interact with the membrane components. Overall, based on the structure and properties of the molecule, it is predicted to have low-to-moderate permeability to the artificial membrane. 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 to a pyrimidine ring. In the case of 4-methylquinazolin-2-amine, it contains a methyl group (CH3) attached to the quinazoline ring at position 4. Additionally, it has an amino group (NH2) attached to the pyrimidine ring at position 2. The presence of the amino group makes this molecule basic in nature. 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 molecule in a biological system. Based on the structure of 4-methylquinazolin-2-amine, it is expected to have low-to-moderate permeability to the artificial membrane. This is because the molecule contains a basic amino group, which can potentially form ionic interactions with the membrane components, hindering its passage. Additionally, the presence of the methyl group may affect the overall hydrophobicity of the molecule, further influencing its permeability. In summary, the molecule 4-methylquinazolin-2-amine is expected to have low-to-moderate permeability to the artificial membrane based on its structure and the presence of a basic amino group. 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 known as 2',3'-dideoxyadenosine. It is a modified form of adenosine, where the 2' and 3' hydroxyl groups on the ribose sugar are replaced with hydrogen atoms. This modification prevents the molecule from being further metabolized by enzymes in the body, making it an effective inhibitor of viral replication. In terms of permeability, 2',3'-dideoxyadenosine is expected to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains a ribose sugar moiety, which can potentially hinder its passage through the membrane. Additionally, the presence of nitrogen atoms in the heterocyclic ring can contribute to the molecule's polarity and hydrophilicity, further affecting its permeability. The PAMPA assay measures the ability of a molecule to cross an artificial membrane, with higher permeability indicating greater ability to cross. Based on the molecular structure and properties of 2',3'-dideoxyadenosine, it is likely to have low-to-moderate permeability to the artificial membrane. 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:** 1

**Correct:** 1

# 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 Pachygone dasycarpa. The molecule has a unique structure consisting of multiple rings and functional groups. It contains a central piperidine ring (CN1CCC2) connected to a larger fused ring system (CC[C@H]7C8=CC(=C(O3)C=C8CCN7)O4). This fused ring system is further decorated with various substituents, including methoxy groups (OC) and aromatic rings (C6=C(C=CC(=C6)C[C@H]7C8=CC(=C(O3)C=C8CCN7)O4)OC). The presence of multiple aromatic rings and methoxy groups suggests that the molecule may have hydrophobic properties. This hydrophobicity can influence its permeability through the artificial membrane. Additionally, the presence of the piperidine ring and the stereochemistry indicated by the [C@H] notation may also impact the molecule's permeability. Based on the structural features and the presence of hydrophobic groups, it is likely that the molecule has high permeability to the artificial membrane. This means that the molecule can easily 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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# 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-cyclohexa-2,5-dienylidene)methyl]-5-iodo-1H-indole-2-one. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of halogen atoms (bromine and iodine) in the molecule enhances its lipophilicity, which is crucial for membrane permeability. Lipophilic molecules tend to have higher permeability through lipid-based membranes. Secondly, the molecule contains a carbonyl group (C=O) and an indole ring. The carbonyl group is polar and can form hydrogen bonds with the polar head groups of the artificial membrane, facilitating its interaction with the membrane. The indole ring, on the other hand, provides aromaticity and contributes to the overall hydrophobicity of the molecule. Lastly, the molecule's structure suggests that it may have a planar conformation, which can enhance its ability to interact with the membrane. Overall, based on the presence of halogen atoms, the carbonyl group, the indole ring, and the potential planar conformation, it is likely that this molecule exhibits high permeability to the artificial membrane in the PAMPA assay. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CC=C3 is known as 5-benzoyl-2-benzimidazolyl methyl carbonate. This molecule consists of a benzoyl group attached to a benzimidazole ring, which is further connected to a methyl carbonate group. The presence of the benzoyl group and the benzimidazole ring suggests that this molecule possesses aromatic properties. Aromatic compounds are known to have high permeability due to their planar structure and delocalized pi-electron system. This allows for efficient passage through the artificial membrane. Additionally, the presence of the methyl carbonate group indicates the presence of an ester functional group. Esters are generally hydrolyzed in aqueous environments, which may affect the stability and permeability of the molecule. However, without further information, it is difficult to determine the extent of hydrolysis. Based on the aromatic nature of the molecule and the presence of the benzoyl and benzimidazole groups, it is reasonable to conclude that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High 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 tetralins, which are bicyclic compounds with a saturated six-membered ring fused to a benzene ring. The molecule has a chiral center at the second carbon atom, denoted by the '@@' symbol in the SMILES code. This means that the molecule exists as a pair of enantiomers, which are mirror images of each other. The presence of the chiral center suggests that the molecule may exhibit different biological activities depending on its stereochemistry. The molecule also contains a nitrogen atom, denoted by 'N' in the SMILES code. This suggests that the molecule may have basic properties and can potentially interact with acidic functional groups. In terms of permeability, the molecule's structure indicates that it is relatively small and has a high degree of flexibility. This suggests that it may have high permeability to the artificial membrane in the PAMPA assay. Overall, based on its structure and properties, it is likely that the molecule has high permeability to the artificial membrane. 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 complex compound known as 5-[(7,9-diamino-3H-purin-6-yl)methyl-methylamino]benzoic acid (L)-glutamic acid. This molecule consists of a benzene ring attached to a glutamic acid moiety. The presence of the benzene ring suggests that this molecule is aromatic, which can influence its physical and chemical properties. The molecule also contains a purine moiety, which is a fused ring system consisting of a pyrimidine ring and an imidazole ring. The purine moiety is responsible for the molecule's ability to interact with nucleic acids and enzymes, making it potentially biologically active. The presence of the (L)-glutamic acid moiety indicates that this molecule is a derivative of the amino acid glutamic acid. Glutamic acid is an important neurotransmitter in the central nervous system and plays a role in various physiological processes. Overall, based on its structure and functional groups, this molecule is likely to have high permeability to the artificial membrane in the PAMPA assay. This suggests that it may be able to easily cross the membrane and potentially interact with biological targets. Therefore, the final answer is: 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:** 0

**Correct:** 0

# 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 with a diverse range of chemical and physical properties. It belongs to the class of phthalazinecarboxamides, which are known for their potential pharmaceutical applications. The molecule consists of a phthalazine core, which is a bicyclic structure composed of two fused benzene rings. Attached to this core is a morpholine group, which provides the molecule with a cyclic amine functionality. Additionally, there is a trifluoromethyl group and a phenyl group attached to the phthalazine core. The presence of the amide functional group (NC(=O)) indicates that the molecule has the potential to form hydrogen bonds, which can influence its solubility and interactions with other molecules. The aromatic rings in the molecule contribute to its stability and can participate in various types of chemical reactions. The trifluoromethyl group enhances the lipophilicity of the molecule, which can affect its permeability through biological membranes. 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 presence of the amide group suggests that it may have some solubility in both polar and nonpolar solvents. However, the trifluoromethyl group and the aromatic rings may also contribute to its lipophilicity, potentially affecting its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 9

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCCCCN1C(=O)C2=C(C=C(C=C2)C(=O)NCCCN3CCCCC3)NC1=O is a quinazoline derivative. Quinazolines are a class of heterocyclic compounds that 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 carbonyl group (=O) at position 1. Additionally, there is a piperidine ring (C5H10N) attached to the quinazoline core through an amide linkage (C(=O)N). The presence of the carbonyl groups in the molecule suggests that it may have some degree of polarity, which can influence its permeability. The long pentyl chain provides hydrophobic character to the molecule, which can enhance its permeability through the artificial membrane. However, the presence of the piperidine ring and the amide linkage may also introduce some steric hindrance, potentially limiting the molecule's permeability. Based on these considerations, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the potential steric hindrance from the piperidine ring and amide linkage may restrict the molecule's ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate 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. Additionally, there is a carbonyl group attached to the isoxazole ring, and a thiazole ring connected to the phenyl ring through an oxygen atom. The presence of the isoxazole and phenyl rings suggests that this molecule may have aromatic properties, which can influence its permeability. The carbonyl group indicates the presence of a potential hydrogen bond acceptor, which can interact with the artificial membrane. The thiazole ring, connected to the phenyl ring through an oxygen atom, introduces a heteroatom and a potential site for hydrogen bonding. Based on these structural features, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of aromatic rings and potential hydrogen bonding sites suggest that it may have some degree of interaction with the membrane, but the presence of the chloro group and the complex structure may also hinder its 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. Aromatic compounds often have higher permeability due to their planar structure and ability to stack together in the membrane. However, the presence of the triazolo[3,0][1,2,4]thiadiazole ring introduces additional heteroatoms (nitrogen and sulfur) into the molecule. These heteroatoms can potentially form hydrogen bonds or interact with the membrane through other mechanisms, affecting the overall permeability. Given the complexity of the molecule and the presence of both aromatic and heteroatom-containing moieties, it is reasonable to conclude that the molecule has low-to-moderate permeability to the artificial membrane. The presence of aromatic character suggests some permeability, but the introduction of heteroatoms may limit its ability to pass through the 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:** 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 is 6-(5-phenyl-1,2,4-oxadiazol-3-ylidene)-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 (5-phenyl-1,2,4-oxadiazol-3-ylidene) in the molecule indicates its potential for hydrogen bonding and electron delocalization. These properties can influence the molecule's permeability by affecting its interactions with the artificial membrane. The methoxy group (OCH3) attached to the quinoline ring provides additional polarity to the molecule, potentially enhancing its solubility and permeability. The presence of the carbonyl group (C=O) in the quinoline ring 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 high permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding interactions contribute to its ability to pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 13

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

**Label:** 1

**Predi:** 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 benzene ring substituted with a methyl group and a furan ring fused to a pyrimidine ring. The molecule also contains a piperidine ring and a morpholine ring attached to the pyrimidine ring. The presence of aromatic rings, such as the benzene and furan rings, suggests that this molecule may have some degree of lipophilicity, which can influence its permeability through the artificial membrane. Additionally, the presence of polar functional groups, such as the hydroxyl group on the furan ring and the amide group on the piperidine ring, may also impact its permeability. The molecule's overall structure and the presence of multiple rings suggest that it may have a relatively high molecular weight, which can affect its permeability. Furthermore, the presence of the morpholine ring, which contains a nitrogen atom, may contribute to the molecule's ability to interact with the artificial membrane. Based on these considerations, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the complex ring system 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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# 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 presence of the thiophene ring suggests that this molecule may have good membrane permeability. The pyridine ring is a six-membered aromatic ring containing five carbon atoms and one nitrogen atom. Pyridine rings are also aromatic and have good membrane permeability. The amide functional group is polar and can form hydrogen bonds, which can affect the molecule's permeability. Overall, the presence of aromatic rings and the polar amide group in this molecule suggest that it has high permeability to the artificial membrane. 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 urea group (NH-CO-NH) attached to a thiophene ring, which in turn is connected to a substituted aniline group. 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 presence of the thiophene ring and the substituted aniline group indicate that this molecule contains aromatic rings, which can contribute to its overall hydrophobicity. Based on these structural features, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of hydrogen bonding groups and aromatic rings can affect the molecule's ability to interact with the membrane, potentially leading to a moderate level of permeability. 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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# 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 known as 7H-purin-6-ol. It belongs to the purine family and is a heterocyclic compound. The molecule consists of a purine ring system, which is a bicyclic structure composed of a pyrimidine ring fused with an imidazole ring. The purine ring system is substituted with a hydroxyl group (-OH) at the 6th position. The presence of the hydroxyl group in 7H-purin-6-ol suggests that it is a polar molecule, capable of forming hydrogen bonds. This property is important for its permeability through the artificial membrane. The polar nature of the molecule allows it to interact with the polar head groups of the lipid molecules in the artificial membrane, facilitating its passage through the membrane. Additionally, the presence of nitrogen atoms in the purine ring system contributes to the molecule's ability to form hydrogen bonds and interact with the membrane. This interaction can enhance its permeability. In summary, based on its structure and the presence of a hydroxyl group, 7H-purin-6-ol is expected to have high permeability to the artificial membrane. It can form hydrogen bonds and interact with the polar head groups of the lipid molecules, facilitating its passage through the membrane. Therefore, the final answer is: Final answer: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)N2C3=NC=NC(=C3C=N2)NC4=CC=CC(=C4)C(=O)O is a 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 high permeability to the artificial membrane. This is because the molecule contains aromatic rings, which are known to have good membrane permeability. Additionally, the presence of the amide bond suggests that the molecule may have good solubility in both aqueous and lipid environments, further enhancing its permeability. Therefore, the final answer is: Final answer: High permeability.

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# 18

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCN(CC)CCNC(=O)C1CCN(CC1)C2=NN3C=C(N=C3S2)C4=CC=C(C=C4)F is a complex compound with various chemical and physical properties. It is a derivative of piperidine, containing a dihydro-1H-pyrrole ring fused to a triazolo[4,5-b]pyridine ring. The molecule also possesses a fluorophenyl group and an amide functional group. The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the molecule contains a tertiary amine, which can potentially enhance its permeability through the artificial membrane. The dihydro-1H-pyrrole ring and the triazolo[4,5-b]pyridine ring contribute to the overall structure and shape of the molecule, which can affect its ability to pass through the membrane. The fluorophenyl group, being an aromatic ring, may also influence the molecule's permeability. Based on these considerations, it is likely that the molecule has high permeability to the artificial membrane. The presence of polar and nonpolar functional groups, as well as the complex ring systems, suggest that the molecule can interact with the membrane in various ways, potentially facilitating its passage. Therefore, the final answer is: Final answer: High permeability.

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# 19

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 1-(4-methoxyphenyl)-3-(2-furanylmethylamino)-6-methyl-2-indolecarboxylic acid. This molecule belongs to the indole class of compounds, which are known for their diverse biological activities. The presence of the indole moiety suggests that this molecule may have potential as a drug candidate. The molecule contains a carboxylic acid functional group, which indicates that it is likely to be acidic in nature. This property can influence its solubility and bioavailability. The presence of the methoxy group (CH3O-) and the furanyl group (C4H3O) in the molecule suggests that it may have some degree of lipophilicity, which can affect 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 biological membranes. It utilizes an artificial membrane to simulate the properties of a biological membrane. Based on the molecular structure and the presence of lipophilic groups, it is likely that this molecule has high permeability to the artificial membrane. This suggests that it may have good potential for oral absorption and distribution in the body. In summary, the molecule with the given SMILES code is a potential drug candidate belonging to the indole class. Its lipophilic nature and the presence of functional groups suggest that it has high permeability to the artificial membrane in the PAMPA assay. Therefore, the final answer is: Final answer: High permeability.

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# 20

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 several functional groups that contribute to its permeability. The carbonyl group (C=O) and the carboxylic acid group (COOH) are polar and can form hydrogen bonds with the artificial membrane, potentially enhancing its permeability. Additionally, the presence of the fluorine atom (F) in the molecule can increase its lipophilicity, which can also contribute to its permeability. The molecule's aromatic rings, such as the benzene ring and the pyridine ring, provide stability and rigidity to the structure. This rigidity can affect the molecule's ability to pass through the artificial membrane. Overall, based on the presence of polar functional groups, the potential for hydrogen bonding, and the presence of a fluorine atom, 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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# 21

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
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-bromobenzamido)piperidin-1-yl]piperidin-1-yl]benzoic acid. This molecule consists of a central benzoic acid core with two piperidine rings attached to it. The piperidine rings are further substituted with a 4-bromobenzamido group. The presence of the piperidine rings suggests that this molecule may have some degree of permeability to the artificial membrane. Piperidines are known to have good membrane permeability due to their small size and flexible structure. Additionally, the presence of the 4-bromobenzamido group may enhance the molecule's permeability. The bromine atom is electronegative, which can increase the polarity of the molecule and improve its solubility in the artificial membrane. The benzoic acid moiety in the molecule is a carboxylic acid, which can potentially form hydrogen bonds with the membrane. This hydrogen bonding can facilitate the passage of the molecule through the membrane. Overall, based on the presence of the piperidine rings and the 4-bromobenzamido group, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 22

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C=C(C=C1)C2=NN3C(=NN=C3C4=CC=CC=C42)C)S(=O)(=O)NC is a complex organic compound. It consists of a fused tricyclic system with a phenyl ring attached to it. The molecule also contains a sulfonamide group (S(=O)(=O)N) and a methyl group (CH3) attached to the nitrogen atom. The presence of the sulfonamide group suggests that the molecule may have some water solubility, as sulfonamides are known to be moderately to highly water-soluble. This property is important for drug discovery as it can affect the molecule's bioavailability and distribution in the body. The molecule's tricyclic structure and the presence of aromatic rings indicate that it may have some degree of lipophilicity. This lipophilicity can influence the molecule's permeability through the artificial membrane, as lipophilic compounds tend to have higher permeability. Based on the molecular structure and the presence of the sulfonamide group, it is likely that the molecule has high permeability to the artificial membrane. This is because the molecule's lipophilic nature and the presence of the sulfonamide group can facilitate its passage through the membrane. Therefore, the final answer is: 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:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code C1=C(OC(=C1)[N+](=O)[O-])C=NNC(=O)C(=O)N is a 2-(5-nitro-2-furanyl)hydrazinyl)dicarboxamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the nitro group (NO2) indicates that the molecule is likely to be polar. Polar molecules tend to have higher permeability through the artificial membrane due to their ability to form favorable interactions with the membrane's polar components. Secondly, the furan ring in the molecule is a heterocyclic structure that can enhance the molecule's permeability. Furan rings are known to increase the lipophilicity of a molecule, which is beneficial for permeation through lipid-based membranes. Lastly, the presence of the amide group (CONH) suggests that the molecule may have hydrogen bonding capabilities. Hydrogen bonding can facilitate the interaction between the molecule and the artificial membrane, potentially increasing its permeability. In summary, based on the presence of the nitro group, furan ring, and amide 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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# 24

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1COCCN1C2=CC(=O)C3=C(O2)C4=CC=CC=C4C=C3 is a complex organic compound. It consists of a fused ring system with a central morpholine ring and a benzopyran ring attached to it. The presence of the carbonyl group (C=O) in the benzopyran ring indicates that it is a ketone. The molecule also contains multiple aromatic rings, which contribute to its overall stability and potential for interactions with other molecules. The presence of the oxygen atom in the benzopyran ring suggests that the molecule may have some degree of polarity and potential for hydrogen bonding. This could influence its solubility and interactions with 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. Aromatic compounds are known to have good membrane permeability due to their ability to interact with the lipid bilayer. Additionally, the presence of the morpholine ring, which contains a nitrogen atom, may also contribute to the molecule's permeability. In summary, based on the molecular structure and the presence of aromatic rings and a morpholine ring, it is predicted that the molecule has high permeability to the artificial membrane. Final answer: High 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 to the 5-position 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. Overall, based on the structural features 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 cross the membrane, but it may not be highly permeable. Further experimental studies would be needed to determine the exact permeability value. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)NO is known as 7-[anilino(oxo)methyl]heptanamide hydroxamide. This molecule consists of a heptanamide backbone with an aniline group attached to it. The aniline group is connected to the heptanamide backbone through a carbonyl group. Additionally, there is a hydroxyl group attached to the nitrogen atom of the aniline group. The presence of the aniline group suggests that this molecule may have some degree of aromaticity, 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 carbonyl group in the molecule indicates the presence of a polar functional group, which can potentially interact with the polar artificial membrane. This interaction may affect the molecule's permeability. The hydroxyl group attached to the nitrogen atom of the aniline group can also contribute to the molecule's polarity and potential interactions with the artificial membrane. Overall, based on the presence of aromaticity, polar functional groups, and potential interactions with the artificial membrane, it is likely that this molecule has high permeability. Final answer: High 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 a compound known as 4-amino-5-[4-(dimethylamino)phenyl]-2-pyrrolecarboxamide. This molecule consists of a pyrrole ring fused to a benzene ring, with an amide group attached to the pyrrole ring. The presence of the amino group (-NH2) and the amide group (-CONH-) in the molecule suggests that it has the potential to form hydrogen bonds with the artificial membrane. Hydrogen bonding is an important factor in determining the permeability of a molecule, as it can enhance the interaction between the molecule and the membrane. Additionally, the presence of the dimethylamino group (-N(CH3)2) in the molecule indicates that it has a basic character. This basicity can influence the molecule's ability to interact with the acidic environment of the artificial membrane, potentially affecting its permeability. Overall, based on the presence of hydrogen bonding groups and the basic character of the molecule, it is likely that the compound has high permeability to the artificial membrane. This means that the molecule can easily pass through the membrane, allowing for efficient transport and potential biological activity. 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:
The molecule with the SMILES code COC1=C(C=C(C=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N)OC is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central piperidine ring, which is a heterocyclic compound containing a nitrogen atom. The piperidine ring is substituted with various functional groups, including a thiazole ring, a phenyl group, and two methoxy groups. The presence of the thiazole ring suggests that this molecule may have some biological activity, as thiazole-containing compounds have been found to exhibit antimicrobial, antifungal, and anticancer properties. Additionally, the phenyl group indicates that this molecule may have aromatic properties and could potentially interact with other aromatic compounds. The two methoxy groups are electron-donating substituents, which can influence the reactivity and solubility of the molecule. They can also enhance the lipophilicity of the compound, which is important for its permeability through biological membranes. Based on the structural features of this molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is because the presence of aromatic rings and the lipophilic nature of the methoxy groups can facilitate the passage of the molecule through the membrane. Therefore, the final answer is: 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:
The molecule with the SMILES code COC1=CC(=CC(=C1OC)OC)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central piperidine ring, which is a heterocyclic compound containing a nitrogen atom. The piperidine ring is substituted with various functional groups, including a thiazole ring, a carbonyl group, and multiple methoxy groups. The presence of the thiazole ring suggests that this molecule may have some biological activity, as thiazole-containing compounds have been found to exhibit antimicrobial, antifungal, and anticancer properties. Additionally, the presence of the carbonyl group indicates that this molecule may have the potential to form hydrogen bonds, which can influence its solubility and interactions with other molecules. The multiple methoxy groups in the molecule contribute to its lipophilicity, which is the ability of the molecule to dissolve in lipid-based substances. This property is important for determining the permeability of the molecule through the artificial membrane in the PAMPA assay. Based on the structural features of this molecule, it is likely to have high permeability to the artificial membrane. The presence of lipophilic groups, such as the methoxy groups, enhances the molecule's ability to pass through the lipid bilayer of the membrane. Therefore, the final answer is: Final answer: High permeability.

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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 N-[1-[4-(4-bromophenyl)-2-thiazolyl]-4-piperidinyl]acetamide. This molecule consists of a piperidine ring attached to an acetamide group, which in turn is connected to a thiazole ring substituted with a bromophenyl group. The presence of the acetamide group suggests that this molecule is likely to have moderate permeability to the artificial membrane. Acetamides are known to have good permeability due to their ability to form hydrogen bonds with the membrane. Additionally, the piperidine ring, which is a cyclic amine, also contributes to the moderate permeability. The thiazole ring, on the other hand, may have a slight impact on the permeability. Thiazoles are generally less polar than other heterocycles, which could potentially hinder the molecule's ability to pass through the membrane. However, the presence of the bromophenyl group, which is a hydrophobic moiety, may counteract this effect to some extent. Overall, based on the presence of the acetamide and piperidine groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The thiazole ring and bromophenyl group may have some impact on the permeability, but their effects are likely to be less significant. 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:** 0

**Correct:** 0

# 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 heterocyclic moieties. The presence of aromatic rings suggests that the molecule is likely to have a planar structure, which can enhance its ability to interact with the artificial membrane. Additionally, the molecule contains several nitrogen atoms, which can participate in hydrogen bonding and other intermolecular interactions. These interactions can contribute to the molecule's permeability by facilitating its passage through the membrane. The tert-butyl group (C(C)(C)C) attached to one of the nitrogen atoms provides steric hindrance, which can affect the molecule's conformation and potentially impact its permeability. The presence of this bulky group may hinder the molecule's ability to interact with the membrane, leading to lower permeability. Overall, based on the molecular structure and the presence of aromatic rings and nitrogen atoms, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The tert-butyl group may further reduce its permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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 with a fused imidazole and benzene ring system. It contains a carboxylic acid functional group and a chlorophenyl group. The molecule's structure suggests that it possesses a high degree of hydrophobicity due to the presence of multiple aromatic rings. This hydrophobic nature is likely to influence its permeability through the artificial membrane. The presence of the carboxylic acid group indicates that the molecule is capable of forming hydrogen bonds, which can potentially enhance its solubility and permeability. However, the overall hydrophobicity of the molecule may outweigh the effect of the carboxylic acid group, leading to low-to-moderate permeability. The molecule's size and complexity may also contribute to its permeability. The fused ring system and the presence of multiple functional groups can increase the steric hindrance, making it more difficult for the molecule to pass through the artificial membrane. In conclusion, based on the molecular structure and properties, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This prediction is made considering the molecule's hydrophobicity, the presence of the carboxylic acid group, and its size and complexity. 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:** 0

**Correct:** 1

# 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(C)(C)C(=O)NC 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. PF-06291874 is a complex molecule with various functional groups. It contains a central core structure with multiple aromatic rings, which contribute to its overall stability and lipophilicity. The presence of a sulfonamide group (S(=O)(=O)C(F)(F)F) suggests that the molecule may have potential interactions with enzymes or receptors involved in glucose metabolism. The molecule also contains a nitrogen-containing heterocycle (pyrrolidine) and a thiol group (CSC6=CC=CC=C6), which can participate in various chemical reactions. These functional groups may contribute to the molecule's ability to interact with biological targets and potentially modulate their activity. Overall, based on its structural features, PF-06291874 is expected to have moderate permeability to the artificial membrane in the PAMPA assay. This suggests that it may have the ability to cross biological membranes, potentially allowing it to reach its target sites of action in the body. However, further experimental data is required to confirm its permeability and determine its efficacy and safety in treating type 2 diabetes. Final answer: Low-to-moderate 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 consists of a central propane-1,2-diol backbone with two 4-octylphenyl groups attached to it. The presence of the hydroxyl groups (-OH) in the molecule indicates that it is capable of forming hydrogen bonds, which can influence its permeability. Additionally, the molecule contains a long hydrocarbon chain (octyl group) that contributes to its hydrophobicity. The hydrophobic nature of the molecule suggests that it may have difficulty crossing the artificial membrane, which is typically composed of a lipid bilayer. The hydrophobicity of the molecule can hinder its interaction with the polar head groups of the lipid bilayer, making it less likely to permeate through the membrane. Furthermore, the presence of the aromatic ring in the molecule (phenyl group) can also impact its permeability. Aromatic rings are known to have a higher affinity for the lipid bilayer, which can facilitate their passage through the membrane. However, the presence of the long hydrocarbon chain may still hinder the overall permeability of the molecule. In summary, based on the molecular structure and properties, it is likely that the molecule 3,3-bis(4-octylphenyl)propane-1,2-diol has low-to-moderate permeability to the artificial membrane. The hydrophobic nature of the molecule, combined with the presence of the long hydrocarbon chain and the aromatic ring, contribute to its limited ability to permeate through the lipid bilayer. 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. 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 amine and carbonyl groups, suggests that the molecule may have some degree of solubility in water. However, the presence of the aromatic rings and the fused tricyclic structure may also contribute to its hydrophobicity, which could limit its permeability. Overall, based on its chemical structure and the presence of polar and hydrophobic functional groups, 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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# 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 a furan ring (C1=CC=C(O1)). The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. The furan ring, on the other hand, is a five-membered aromatic ring that can contribute to the overall aromaticity of the molecule. Additionally, the molecule contains a nitrogen atom in the quinazoline ring, which can potentially participate in hydrogen bonding or other interactions with the artificial membrane. The presence of multiple aromatic rings in the molecule, including the quinazoline and furan rings, suggests that the molecule may have some degree of hydrophobicity. This hydrophobicity can influence its permeability through the artificial membrane. Overall, based on the presence of polar functional groups, potential hydrogen bonding, and hydrophobic aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the polar groups may interact with the membrane, while the hydrophobic rings may hinder the passage of the molecule through the 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C(N=C(N1)NC2=NC3=CC=CC=C3O2)C4=NN(C=C4Cl)C)C(=O)NC5=NN=CS5 is a complex compound with various chemical and physical properties. It is a 2-[4-(4-chloro-1-methyl-3-pyrazolyl)-6-(1,3-benzoxazol-2-ylamino)-2-methyl-5-pyrimidinyl]-N-(2-thiazolyl)acetamide. The molecule contains a benzoxazole moiety, which is a fused ring system consisting of a benzene ring and an oxazole ring. This moiety contributes to the compound's aromaticity and can potentially participate in various chemical reactions. The presence of a pyrazole ring and a pyrimidine ring in the molecule suggests that it may have biological activity, as these ring systems are commonly found in pharmaceutical compounds. Additionally, the presence of a thiazole ring indicates the potential for the molecule to interact with metal ions or exhibit antimicrobial properties. The molecule also contains a carbonyl group (C=O) and an amide group (NH-C=O), which can participate in hydrogen bonding and contribute to the compound's solubility and stability. 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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# 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 complex organic compound. It consists of a central benzene ring with various functional groups attached to it. The molecule contains a thioether group (S atom) and a carboxylic acid group (COOH) which are important for its chemical properties. The presence of the thioether group suggests that the molecule may have some degree of lipophilicity, as sulfur atoms tend to be more hydrophobic than oxygen or nitrogen atoms. This lipophilicity can influence the molecule's permeability through the artificial membrane. Additionally, the carboxylic acid group indicates that the molecule is likely to be acidic in nature. This acidity can affect the molecule's solubility and interactions with other molecules, potentially influencing its permeability. Overall, based on the presence of the thioether and carboxylic acid groups, it is reasonable to predict that the molecule has low-to-moderate permeability to the artificial membrane. The lipophilicity of the thioether group and the potential for hydrogen bonding interactions with the carboxylic acid group may contribute to its permeability, but the overall complexity of the molecule 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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# 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 4-(4,6-dimethyl-2-pyridinyl)-N-[(4-pyridin-4-yl-1-piperazinyl)methyl]-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 pyridine and piperazine rings in the molecule suggests that it has a high degree of polarity. This polarity allows the molecule to interact with the polar artificial membrane, increasing its permeability. Additionally, the presence of the carbonyl group in the carbothioamide moiety enhances the molecule's ability to form hydrogen bonds with the membrane, further increasing its permeability. Furthermore, the presence of the methyl groups on the pyridine ring increases the hydrophobicity of the molecule. This hydrophobicity allows the molecule to easily pass through the hydrophobic region of the artificial membrane, contributing to its high permeability. Overall, based on its chemical structure and properties, the molecule is expected to have high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule has the potential to easily cross biological membranes, which is an important property for drug molecules. Final answer: High permeability.

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# 40

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 compound known as 4-(2,4-difluorophenyl)-N-(4,6-dimethyl-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 the ability to interact with the artificial membrane. Piperazine rings are known to enhance the permeability of molecules by facilitating their passage through lipid bilayers. Additionally, the presence of the thiocarbonyl group (NC(=S)) indicates that the molecule may have the potential to form hydrogen bonds with the membrane. Hydrogen bonding is an important factor in determining the permeability of a molecule, as it can enhance its solubility and facilitate its passage through the membrane. Furthermore, the presence of the fluorine atoms on the phenyl ring can increase the lipophilicity of the molecule, which is beneficial for permeability. Fluorine is known to enhance the lipophilicity of compounds, leading to increased membrane permeability. In summary, based on the presence of the piperazine ring, thiocarbonyl group, and fluorine atoms, 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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# 41

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)C(=O)NCC3=CC(=C(C=C3)Cl)Cl is a 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 C19H15Cl2N3O4S and a molecular weight of 449.31 g/mol. It consists of a benzene ring substituted with two chlorine atoms and a nitroso group (NO) at position 1. The molecule also contains a sulfonamide group attached to a benzene ring, which is further substituted with a carbonyl group (C=O) and an amino group (NH2). The presence of the sulfonamide group suggests that this molecule may have potential as a drug candidate, as sulfonamides are known for their antimicrobial properties. The molecule's structure indicates that it may have moderate permeability to the artificial membrane, as it contains both hydrophobic (benzene rings) and hydrophilic (sulfonamide and carbonyl groups) regions. This suggests that it may have some ability to cross the membrane, but may also have some limitations due to the presence of polar functional groups. In summary, the molecule with the given SMILES code is a sulfonamide compound with potential drug-like properties. It is expected to have moderate permeability to the artificial membrane, indicating that it may have some ability to cross the membrane but may also have some limitations due to the presence of polar functional groups. Final answer: Low-to-moderate 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 compound known as 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 the ability to interact with the artificial membrane. Piperazine rings are known to enhance the permeability of molecules by facilitating their passage through lipid bilayers. Additionally, the presence of the thiocarbonyl group (NC(=S)) indicates that the molecule may have the potential to form hydrogen bonds with the membrane. Hydrogen bonding is an important factor in determining the permeability of a molecule, as it can enhance its solubility and facilitate its passage through the membrane. Furthermore, the presence of the 2,4-dichlorophenyl and 4-methyl-2-pyridinyl groups in the molecule suggests that it may have lipophilic properties. Lipophilic molecules tend to have higher permeability in PAMPA assays as they can easily partition into the lipid bilayer of the artificial membrane. In summary, based on the presence of the piperazine ring, thiocarbonyl group, and 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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# 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 (5-membered ring containing three carbon atoms, one nitrogen atom, and one oxygen atom) and a benzene ring. 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 suggests that the molecule may have some degree of water solubility, which can affect its permeability. Additionally, the presence of the isoxazole and benzene rings may contribute to the molecule's hydrophobicity, which can impact its ability to pass through the artificial membrane. Based on these considerations, it is likely 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 it may not be highly efficient in doing so. Final answer: Low-to-moderate permeability.

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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 5,6,7,8,9,10-Hexahydrophenazine. It is a natural product that has been found in plants such as Arabidopsis thaliana, Nicotiana tabacum, and Solanum lycopersicum. In terms of its chemical structure, 5,6,7,8,9,10-Hexahydrophenazine consists of a fused ring system with two nitrogen atoms and six carbon atoms. The presence of the nitrogen atoms suggests that this molecule may have basic properties and can potentially form hydrogen bonds. The molecule's physical properties, such as its permeability, can be inferred based on its structure. The presence of the fused ring system and the nitrogen atoms contribute to the molecule's rigidity and stability. This rigidity can affect its ability to pass through the artificial membrane, which is composed of lipid bilayers. Based on the given SMILES code, it is likely that 5,6,7,8,9,10-Hexahydrophenazine has low-to-moderate permeability to the artificial membrane. This is because the molecule's size and rigidity may hinder its passage through the membrane, resulting in limited permeability. 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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# 45

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code COC1C(CC2CN3CCC4=C(C3CC2C1CO)NC5=C4C=CC(=C5)OC)O is a complex organic compound. It belongs to the class of alkaloids and is commonly known as Yohimbine. Yohimbine is a natural product found in the bark of the Pausinystalia yohimbe tree. Yohimbine possesses a fused tetracyclic structure, consisting of a central piperidine ring fused with three additional rings. This complex structure contributes to its unique chemical and physical properties. One important property of Yohimbine is its high permeability to the artificial membrane in the PAMPA assay. This means that Yohimbine can easily pass through the artificial membrane, indicating its potential for efficient absorption and distribution in biological systems. The presence of multiple oxygen atoms in the molecule, as well as the presence of aromatic rings, suggests that Yohimbine may have some degree of polarity and can form hydrogen bonds with other molecules. This property can influence its solubility and interactions with biological targets. In summary, Yohimbine is a complex alkaloid with high permeability to the artificial membrane in the PAMPA assay. Its unique structure and chemical properties make it a potentially valuable compound for further investigation in drug discovery and development.
Final answer: High permeability.

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# 46

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CN1C2=C(C(=O)N(C1=O)C)NC(=O)N2 is known as 1,3-dimethyl-8-oxo-1,3,7-triazabicyclo[3. 2. 1]oct-6-en-2,5-dione. This molecule is a derivative of xanthine, which is a purine base found in DNA and RNA. Xanthine derivatives are known for their ability to modulate various biological processes. The molecule's structure consists of a bicyclic ring system with a nitrogen atom at position 1 and a carbonyl group at position 8. The presence of the carbonyl group suggests that the molecule is capable of forming hydrogen bonds with the artificial membrane, which can enhance its permeability. Additionally, the molecule contains two methyl groups at positions 1 and 3, which can contribute to its hydrophobicity. The hydrophobic nature of the molecule can facilitate its passage through the artificial membrane. Based on these structural features, it is likely that the molecule has high permeability to the artificial membrane. The presence of hydrogen bonding groups and hydrophobic substituents suggests that the molecule can interact favorably with the membrane, allowing it to readily cross the barrier. Therefore, the final answer is: Final answer: High permeability.

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# 47

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CNCCC1NC2=CC=CC(=N2)C3=CN=C4N3C=C(C=C4)Cl is a complex compound with a fused pyrrolopyridine core. It contains a piperidine ring and a pyridine ring, both of which are important for its biological activity. The molecule is a member of the pyrrolopyridine class, which is known for its diverse pharmacological properties. The presence of the piperidine ring suggests that the molecule may have interactions with biological targets that have piperidine-binding sites. This could potentially lead to the molecule exhibiting high permeability to the artificial membrane. Additionally, the molecule contains a chlorine atom, which can influence its physicochemical properties. Chlorine is an electronegative atom, and its presence can affect the molecule's polarity and solubility. These properties can further contribute to its permeability. Overall, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane. This suggests that the molecule may have good potential for crossing biological barriers and reaching its target in the body. Therefore, the final answer is: Final answer: High permeability.

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# 48

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCOC1=CC=CC=C1C(=O)NC2=C(C=NC=C2)C(=O)NC3=CC(=CC=C3)S(=O)(=O)C(F)(F)F is a complex organic compound with a diverse range of chemical and physical properties. It belongs to the class of benzamides, which are organic compounds containing a benzene ring attached to an amide functional group. The molecule consists of multiple aromatic rings, including a central benzene ring and two pyridine rings. These aromatic rings contribute to the molecule's stability and can participate in various chemical reactions. Additionally, the presence of the amide functional group indicates the potential for hydrogen bonding and intermolecular interactions. The molecule also contains an ether group (C-O-C) and a trifluoromethyl group (CF3), which can influence its physical properties such as solubility and volatility. The presence of the sulfone group (S(=O)(=O)) further enhances the molecule's stability and can contribute to its lipophilicity. Based on the structural features and the presence of aromatic rings, the molecule is expected to have moderate permeability to the artificial membrane. This is because the molecule possesses a balance between hydrophobic and hydrophilic regions, allowing it to interact with both the lipid bilayer and the aqueous environment. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 49

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 (OCH3) and a thioether group (S) attached to a phenyl ring. Additionally, there is a chlorine atom (Cl) attached to the phenyl ring. The presence of the methoxy group and 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 chlorine atom and the hydroxyl groups (OH) attached to the central carbon atom (C) may also impact the molecule's permeability. Chlorine is an electronegative atom, which can potentially hinder the passage of the molecule through the membrane. The hydroxyl groups, on the other hand, can enhance the molecule's solubility in water, potentially affecting its permeability. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of lipophilic groups and hydroxyl groups suggests that it may have some degree of solubility in both lipid and aqueous phases, but the chlorine atom and other structural elements may limit its overall permeability. 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:** 0

**Correct:** 0

# 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 consists of a cyclopentyl group attached to a benzoic acid moiety, with a pyrrolo[2,3-b]pyridine ring system in between. The presence of the cyclopentyl group suggests that this molecule may have a bulky structure, which could potentially hinder its permeability through the artificial membrane. Additionally, the benzoic acid moiety indicates that this molecule is likely to be acidic, which could affect its solubility and permeability. The pyrrolo[2,3-b]pyridine ring system is known for its aromaticity and potential for hydrogen bonding interactions. These properties could contribute to the molecule's ability to interact with the artificial membrane and potentially enhance its permeability. Overall, based on the structural features of the molecule, it is predicted to have low-to-moderate permeability to the artificial membrane. The bulky cyclopentyl group and the presence of acidic and aromatic moieties may limit its ability to pass through the membrane, resulting in a lower permeability. Final answer: Low-to-moderate permeability.

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# 51

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 quinazoline ring, which can influence its physical and chemical properties. Fluorine is known for its high electronegativity, which can enhance the lipophilicity and metabolic stability of the molecule. The presence of the carbonyl group (C=O) indicates the potential for hydrogen bonding and interaction with other molecules. This functional group can also contribute to the compound's reactivity and solubility. The molecule also contains multiple aromatic rings, which can contribute to its stability and potential for π-π interactions with other aromatic compounds. 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 potential for oral bioavailability. Final answer: High permeability.

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# 52

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 pyrrolopyridines and contains a carboxamide functional group. The molecule consists of a pyrrolopyridine core, which is a fused ring system composed of a pyrrole and a pyridine ring. This core structure imparts unique chemical and physical properties to the molecule. The presence of the carboxamide group (C(=O)N) indicates that the molecule has the potential to form hydrogen bonds, which can influence its solubility and interactions with other molecules. The molecule also contains several aromatic rings, which contribute to its stability and potential for π-π interactions. These interactions can affect the molecule's ability to permeate 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 carboxamide group suggests that the molecule 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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# 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 complex compound with various functional groups. It is a derivative of indolyl carboxylic acid, which is evident from the presence of the indole ring (C4=C(NC5=C4C=CC(=C5)C(=O)OC)O) in the structure. The molecule also contains a carboxylic acid group (CC(=O)OC) and an amide group (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). These functional groups contribute to the overall properties of the molecule. The presence of the indole ring suggests that the molecule may have biological activity, as indole derivatives are known to exhibit a wide range of pharmacological properties. The carboxylic acid group can potentially participate in hydrogen bonding and may contribute to the molecule's solubility in water. The amide group, on the other hand, can enhance the molecule's stability and resistance to enzymatic degradation. Based on the given SMILES code, the molecule is expected 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 indole ring and the amide group suggests that the molecule may have some degree of lipophilicity, which can facilitate its passage through the membrane. However, the presence of the carboxylic acid group may also introduce some polarity, potentially limiting its permeability. Overall, considering the presence of the indole ring, the amide group, and the carboxylic acid group, it is reasonable to conclude that the molecule has low-to-moderate permeability to the artificial membrane. 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 5-methoxy-2-(1-naphthalenyl)-1,3-oxazol-4-carboxylic acid. This molecule consists of a naphthalene ring fused to an oxazole ring, with a methoxy group attached to the naphthalene ring and a carboxylic acid group attached to the oxazole ring. The presence of the naphthalene ring suggests that this molecule is likely to have high permeability to the artificial membrane. Naphthalene derivatives are known to have good membrane permeability due to their aromatic nature and hydrophobicity. The methoxy group attached to the naphthalene ring further enhances the hydrophobicity of the molecule, making it more likely to pass through the artificial membrane. The oxazole ring in the molecule is a heterocyclic ring containing both nitrogen and oxygen atoms. This ring contributes to the overall polarity of the molecule, making it less hydrophobic compared to the naphthalene ring. However, the presence of the carboxylic acid group attached to the oxazole ring adds some hydrophilicity to the molecule. Overall, based on the presence of the naphthalene ring, the methoxy group, and the carboxylic acid group, it is predicted that this 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCNC(=O)C[C@H]1C2=NN=C(N2C3=C(C=C(C=C3)OC)C(=N1)C4=CC=C(C=C4)Cl)C is a complex compound with 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. This substitution can affect the molecule's reactivity and pharmacological properties. The presence of the methoxy group (OCH3) on another aromatic ring further enhances the molecule's lipophilicity and can influence its permeability. Based on the structural features and the presence of the diazepine ring, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule can easily cross the membrane and potentially interact with its target. Therefore, the final answer is: Final answer: High permeability.

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# 56

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 2-(3,4-difluoroanilino)-1-imidazo[4,5-b]quinolin-9-yl]imidazole compound. This compound belongs to the class of imidazoles, which are organic compounds containing a five-membered ring consisting of three carbon atoms and two nitrogen atoms. The molecule's structure consists of a quinoline ring fused with an imidazole ring. The quinoline ring contains a nitrogen atom, which is connected to an imidazole ring through a carbon atom. Additionally, there are two fluorine atoms attached to the aniline group. The presence of the imidazole ring suggests that this compound may have basic properties and can potentially act as a ligand for metal ions. The fluorine atoms on the aniline group can enhance the compound's lipophilicity, which can affect its permeability through the artificial membrane. Based on the structure and the presence of the imidazole ring, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of the imidazole ring and the fluorine atoms may contribute to the compound's ability to interact with the membrane, but the overall permeability may be limited due to the presence of multiple aromatic rings and the potential for hydrogen bonding interactions. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 57

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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. Quinazolines are a class of heterocyclic compounds that contain a fused benzene and pyrimidine ring system. In this specific molecule, there is a 2,4-difluorophenyl group attached to the quinazoline core, and a pyridin-4-ylamino group is also present. The presence of the 2,4-difluorophenyl group suggests that this molecule may have some degree of lipophilicity, as fluorine atoms are electron-withdrawing and can enhance the hydrophobicity of a compound. This lipophilicity can influence the permeability of the molecule through the artificial membrane. Additionally, the pyridin-4-ylamino group is a basic amine, which can potentially form hydrogen bonds with the polar groups present in the artificial membrane. This interaction can further contribute to the permeability of the molecule. Based on the presence of these functional groups and the overall structure of the molecule, it is likely that this compound has high permeability to the artificial membrane. The lipophilic nature of the 2,4-difluorophenyl group and the potential for hydrogen bonding by the pyridin-4-ylamino group suggest that the molecule can readily interact with the membrane and pass through it. Therefore, the final answer is: Final answer: High permeability.

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# 58

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 various functional groups. It consists of a benzene ring substituted with a nitro group (NO2) and a hydroxyl group (OH) at positions 2 and 4, respectively. Additionally, it contains a secondary amine group (NH) attached to the benzene ring via a methyl group (CH3). The molecule also features a thiazole ring (C3H3NS) fused to the benzene ring, with a sulfonamide group (SO2NH) attached to the thiazole ring. The presence of the nitro group suggests that the molecule may have electron-withdrawing properties, which can affect its permeability. The hydroxyl group and the amine group can potentially form hydrogen bonds with the artificial membrane, influencing its solubility and permeability. The sulfonamide group, being polar, can also interact with the membrane. 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. The electron-withdrawing nitro group and the polar sulfonamide group may hinder the molecule's ability to pass through the membrane, while the hydroxyl and amine groups may contribute to its solubility. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 59

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

**Label:** 0

**Predi:** 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 various functional groups. It consists of a benzene ring substituted with an amino group, a hydroxyl group, and a sulfonamide group. Additionally, it contains a thiazole ring and a thiol group. The presence of the amino group and the hydroxyl group suggests that this molecule may have some degree of water solubility. The sulfonamide group, which contains a sulfur atom bonded to three oxygen atoms, is known to enhance the water solubility of a compound. The thiazole ring and the thiol group contribute to the overall stability and reactivity of the molecule. Based on the structural features of this molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. The presence of polar functional groups, such as the amino and hydroxyl groups, allows for interactions with the membrane, facilitating the passage of the molecule through it. Therefore, the final answer is: Final answer: High permeability. This molecule is expected to have high permeability to the artificial membrane due to its polar functional groups and structural features. Its water solubility and stability contribute to its ability to interact with the membrane, allowing it to pass through with ease. As a result, it is likely to have a high permeability in the PAMPA assay.

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# 60

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1N)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3 is a complex organic compound with various functional groups. It consists of a central benzene ring substituted with a methoxy group (OCH3) and an amino group (NH2) at positions 1 and 2, respectively. Additionally, there is a secondary amine group (NH) attached to the benzene ring at position 3. The molecule also contains a thiazole ring (C3H3NS) fused to the benzene ring at position 4. This thiazole ring is further substituted with a sulfonamide group (SO2NH) at position 2. The presence of the methoxy group and the secondary amine group suggests that the molecule may have some degree of polarity. The sulfonamide group is known to be a polar functional group, which can potentially interact with the artificial membrane. Based on the structural features and the presence of polar functional groups, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of the methoxy group and the secondary amine group may enhance the molecule's solubility in the membrane, while the sulfonamide group may facilitate interactions with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 61

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC=C(C=C2)OC is a 3-acetyl-N-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole-4-carboxamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the acetyl group (C=O) indicates that the molecule contains a carbonyl group, which can participate in hydrogen bonding and potentially interact with the artificial membrane. Additionally, the presence of the amide group (C(=O)NC) suggests that the molecule can form hydrogen bonds with the membrane, further enhancing its permeability. The aromatic ring (C6H4) in the molecule, specifically the 4-methoxyphenyl group, contributes to its hydrophobicity. This hydrophobic nature allows the molecule to interact favorably with the nonpolar regions of the artificial membrane, increasing its permeability. Furthermore, the presence of the pyrrole ring (C4H4N) in the molecule provides additional hydrophobicity and potential for π-π interactions with the membrane. Overall, the combination of hydrogen bonding, hydrophobic interactions, and potential π-π interactions suggests that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 62

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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-pyrrole-2-carboxamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the acetyl group (C=O) indicates that the molecule contains a carbonyl group, which can participate in hydrogen bonding and potentially enhance its permeability. Additionally, the presence of the amide group (C(=O)NC) suggests that the molecule can form hydrogen bonds with the artificial membrane, further increasing its permeability. The molecule also contains a chlorophenyl group (C6H4Cl), which can contribute to its hydrophobicity. Hydrophobic molecules tend to have higher permeability in PAMPA assays as they can easily pass through the artificial membrane. Furthermore, the presence of the pyrrole ring (C4H4N) in the molecule provides additional aromaticity and potential for π-π interactions with the membrane. Overall, considering the presence of the acetyl, amide, chlorophenyl, and pyrrole groups, this molecule is expected to have high permeability to the artificial membrane in the PAMPA assay. Final answer: High permeability.

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# 63

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=C(C=C(C=C1)C2CC(=O)NC3=C2SC(=N3)N)OC is a 5-amino-3-(3,4-dimethoxyphenyl)-6,7-dihydrothieno[3,2-c]pyrazin-2-one. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the amino group (NH2) indicates that the molecule is basic and can potentially form hydrogen bonds with the artificial membrane. This interaction can enhance the molecule's permeability by facilitating its passage through the membrane. Secondly, the molecule contains a phenyl ring (C6H5) with two methoxy groups (OCH3) attached. These substituents can increase the molecule's lipophilicity, which is the ability to dissolve in lipid-based substances. Higher lipophilicity often correlates with higher permeability in PAMPA assays. Additionally, the molecule features a thieno[3,2-c]pyrazin-2-one ring system. This heterocyclic structure can contribute to the molecule's stability and potentially enhance its permeability by allowing it to adopt a favorable conformation for membrane passage. In summary, based on its chemical structure and properties, the molecule with the SMILES code COC1=C(C=C(C=C1)C2CC(=O)NC3=C2SC(=N3)N)OC is predicted to have high permeability to the artificial membrane in the PAMPA assay. 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]-1-ethyl-5,6-dihydrothieno[2,3-c]pyridine-2-carboxamide. This molecule belongs to the class of organonitrogen heterocyclic compounds and organosulfur heterocyclic compounds. The molecule contains a thieno[2,3-c]pyridine ring system, which is a fused heterocyclic structure consisting of a thiophene ring fused with a pyridine ring. The presence of the carbamoylamino group indicates the presence of an amide functional group, which is formed by the reaction between a carboxylic acid and an amine. The molecule also contains two chlorine atoms attached to a phenyl ring, which are responsible for its dichlorophenyl substituent. The presence of the carbonyl group in the molecule suggests that it may have some degree of polarity and can potentially form hydrogen bonds. This could influence its permeability through the artificial 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 carbonyl group and the amide functional group may contribute to its permeability, but the overall molecular size and the presence of the fused heterocyclic ring system may limit its permeability. 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:
The molecule with the SMILES code CCOC1=CC=C(C=C1)N2CC(CC2=O)C3=NC(=NO3)C4=CC=CC=N4 is a complex compound with various chemical and physical properties. It consists of a central pyrazole ring fused with a pyridine ring, and it also contains an oxazole ring and an ethoxy group attached to the pyridine ring. The presence of aromatic rings in the molecule suggests that it may have a high permeability to the artificial membrane. Aromatic compounds tend to have good membrane permeability due to their ability to interact with the lipid bilayer. Additionally, the presence of the oxazole ring and the nitrogen atoms in the pyrazole and pyridine rings indicate the potential for hydrogen bonding and other intermolecular interactions, which can further enhance the molecule's permeability. The ethoxy group attached to the pyridine ring is a polar functional group, which may affect the molecule's solubility and lipophilicity. However, the presence of this group does not necessarily indicate low permeability. Overall, based on the molecular structure and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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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 furan ring, which is a five-membered ring containing one oxygen atom. This furan ring is attached to the benzene ring through a carbon-carbon bond. The presence of the furan ring introduces additional aromaticity and can potentially enhance the molecule's ability to interact with the membrane. Based on the presence of the amine group, thioamide group, and furan ring, it is likely that the molecule has high permeability to the artificial membrane. This is because these functional groups can form multiple interactions with the membrane, facilitating the passage of the molecule through it. 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 moiety 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 moiety 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 relatively small size and polar nature. Additionally, the presence of the thiazole moiety and the phenyl ring with substituents may enhance the molecule's lipophilicity, further contributing to its permeability. In conclusion, 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 3-[(3,5-dichloro-4-hydroxyphenyl)methylidene]-7-chloro-1,3-dihydroindol-2-one. This molecule 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 presence of the indole moiety in the molecule suggests that it may have biological activity, as many natural products and pharmaceuticals contain this structural motif. The molecule also contains two chlorine atoms and a hydroxy group, which contribute to its overall chemical and physical properties. The chlorine atoms are electron-withdrawing, which can affect the molecule's reactivity and solubility. The hydroxy group, on the other hand, can participate in hydrogen bonding and may influence the molecule's polarity and solubility in water. In terms of permeability, the molecule's size and shape, as well as the presence of functional groups, can affect its ability to pass through the artificial membrane. The molecule's size and shape may allow it to easily traverse the membrane, while the presence of functional groups such as the hydroxy group may hinder its permeability. Based on the given information, it is difficult to definitively determine the permeability of the molecule without experimental data. However, considering the presence of the indole moiety and the functional groups, 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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# 69

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC2=C(C(=C1)Cl)/C(=C\C3=CC(=C(C(=C3)Cl)O)Cl)/C(=O)N2 is a 3-[(3,5-dichloro-4-hydroxyphenyl)methylidene]-7-chloro-1H-indol-2-one. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of chlorine atoms in the molecule enhances its lipophilicity, which is crucial for membrane permeability. The lipophilic nature of the molecule allows it to easily cross the artificial membrane. Additionally, the presence of a hydroxyl group (OH) in the molecule indicates the potential for hydrogen bonding. Hydrogen bonding can facilitate the interaction between the molecule and the membrane, further enhancing its permeability. Furthermore, the presence of a carbonyl group (C=O) in the molecule suggests the potential for polar interactions. These polar interactions can also contribute to the molecule's permeability by facilitating its interaction with the membrane. Overall, based on the presence of lipophilic groups, hydrogen bonding potential, and polar 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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# 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 attached to a phenyl ring. The molecule's structure consists of a quinoline core, which is a fused aromatic ring system, and a sulfonamide group attached to a phenyl ring. The presence of the quinoline core suggests that the molecule may have some aromatic properties and potentially interact with aromatic receptors or enzymes. The sulfonamide group, on the other hand, is a polar functional group that can participate in hydrogen bonding and potentially interact with polar regions of proteins or membranes. Based on the presence of the sulfonamide group, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because sulfonamides are generally less lipophilic compared to other functional groups, and their presence can hinder the molecule's ability to pass through lipid membranes. Additionally, the presence of the quinoline core may also contribute to the molecule's permeability, as quinoline derivatives can have varying degrees of lipophilicity. In summary, based on the presence of the sulfonamide group and the quinoline core, 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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# 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 compound known as N-[4-(2-thiazolylsulfamoyl)phenyl]-2-phenyl-4-quinolinecarboxamide. This molecule consists of a quinoline core with a phenyl group attached at position 2 and a phenyl group attached at position 4. Additionally, there is a thiazole ring attached to the phenyl group at position 4 via a sulfonamide linkage. The presence of the amide group (C(=O)N) indicates that this molecule has the potential to form hydrogen bonds, which can influence its permeability. The presence of aromatic rings in the structure suggests that this molecule may have a high lipophilicity, which can enhance its permeability through lipid-based barriers. However, the presence of the sulfonamide group (S(=O)(=O)N) can also introduce polar characteristics to the molecule, potentially limiting its permeability. Overall, based on the structural features of this molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and the potential for hydrogen bonding suggest that it may have some permeability, but the polar sulfonamide 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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# 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 possess similar antibacterial 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 presence of the amide group (C(=O)NC3=CC=C(C=C3)) indicates that the molecule may have the potential to form hydrogen bonds, which can influence its solubility and interactions with other molecules. Overall, based on the presence of the sulfonamide group and the aromatic rings, it is likely that this molecule has high permeability to the artificial membrane. This suggests that it may be able to easily cross the membrane and potentially interact with its target in a biological system. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=CC=C(C=C3)N4CCNCC4 is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central benzene ring substituted with various functional groups. 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, it has an amine group (NH2) and a sulfonamide group (SO2NH2), which can participate in various chemical reactions. The presence of the sulfonamide group suggests that the molecule may have some degree of water solubility due to its polar nature. However, the overall hydrophobicity of the molecule, arising from the aromatic rings and the presence of the methoxy group, indicates that it may have limited solubility in water. The molecule's structure suggests that it may have the potential to interact with biological targets, such as proteins or enzymes, due to the presence of functional groups that can form hydrogen bonds or undergo electrostatic interactions. In terms of permeability, the molecule's size and the presence of polar functional groups may hinder its ability to pass through the artificial membrane. However, the presence of aromatic rings and the methoxy group may enhance its permeability by facilitating interactions with the membrane. Based on the given information, it is difficult to definitively determine the permeability of the molecule. However, considering the presence of polar functional groups and the potential for hydrogen bonding, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Further experimental data and analysis would be required to provide a more accurate prediction. Final answer: Low-to-moderate 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:** 1

**Correct:** 0

# 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 sulfonamide derivative with a nitroso group attached to a phenyl ring. The molecule's structure suggests that it possesses both hydrophobic and hydrophilic regions, which are important for its permeability. The hydrophobic regions are represented by the aromatic rings, while the hydrophilic regions are represented by the polar functional groups such as the sulfonamide and nitroso groups. The presence of the sulfonamide group indicates that the molecule has the potential to form hydrogen bonds with the artificial membrane, which can enhance its permeability. Additionally, the nitroso group can act as a hydrogen bond acceptor, further contributing to the molecule's ability to interact with the membrane. Based on these structural features, it is likely that the molecule has high permeability to the artificial membrane. The combination of hydrophobic and hydrophilic regions, as well as the presence of hydrogen bond acceptor and donor groups, suggests that the molecule can readily interact with the membrane and pass through it. Therefore, the final answer is: Final answer: High 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C2C=C(C=CC2=C1)CC(=O)NC3=CC=C(C=C3)S(=O)(=O)NC4=NC=CS4 is a compound known as N-[4-(2-thiazolylsulfamoyl)phenyl]-2-(2-naphthalenyl)acetamide. This molecule belongs to the class of naphthalenes, which are polycyclic aromatic hydrocarbons. The presence of the naphthalene moiety in the structure suggests that this molecule may have certain physical and chemical properties. Naphthalenes are known for their aromaticity, which imparts stability to the molecule. Additionally, the presence of the thiazole and sulfonamide groups in the structure indicates potential for hydrogen bonding and polar interactions. These functional groups can influence the molecule's solubility and interactions with other molecules. The presence of the amide group suggests that this molecule may have some degree of polarity and can potentially form hydrogen bonds. This property can influence its permeability through the artificial membrane. Based on the structure and the presence of polar functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and the potential for hydrogen bonding interactions 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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# 76

**SMILES:** C1CNCCC1C2=CC=C(C=C2)N[S+](=O)(C3=CC=C(C=C3)NCC4=C(C=C(C=C4)Br)O)[O-]

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1CNCCC1C2=CC=C(C=C2)N[S+](=O)(C3=CC=C(C=C3)NCC4=C(C=C(C=C4)Br)O)[O-] is a complex organic compound with a piperidine ring and a sulfonamide group. The molecule also contains a bromine atom and a hydroxyl group attached to a benzene ring. The presence of the sulfonamide group indicates that the molecule has a polar nature, as sulfonamides are known to be polar compounds. This polarity suggests that the molecule may have some solubility in water and other polar solvents. The bromine atom and the hydroxyl group on the benzene ring contribute to the molecule's overall hydrophobicity. This hydrophobic character suggests that the molecule may have some affinity for lipid-based environments, such as cell membranes. The piperidine ring in the molecule is a cyclic amine, which can potentially act as a basic site for hydrogen bonding or protonation. This property may be relevant for the molecule's interaction with biological targets. Based on the presence of polar and hydrophobic groups, as well as the potential for hydrogen bonding, it is likely that the molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the polar groups may hinder the molecule's ability to pass through the membrane, while the hydrophobic groups may facilitate its interaction with the membrane. Overall, the molecule's complex structure and combination of polar and hydrophobic groups suggest that it may have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate 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 complex organic compound with a piperidine ring and a sulfonamide group. The molecule also contains a chlorophenol moiety. The presence of the piperidine ring suggests that the molecule may have some basic properties, as piperidine is a heterocyclic amine. This could potentially affect its interaction with the artificial membrane. The sulfonamide group, indicated by the [S+](=O) moiety, is a polar functional group that can form hydrogen bonds and interact with the membrane. This suggests that the molecule may have some degree of permeability to the artificial membrane. The chlorophenol moiety, indicated by the Cl atom, is a hydrophobic group. This suggests that the molecule may have some lipophilic properties, which could affect its ability to pass through the membrane. Overall, based on the presence of the piperidine ring, sulfonamide group, and chlorophenol moiety, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar sulfonamide group and the hydrophobic chlorophenol moiety may have opposing effects on the molecule's permeability, resulting in a moderate permeability. 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:** 0

**Correct:** 0

# 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 known as PF-04447943. PF-04447943 is currently being investigated in a clinical trial (NCT00643982) for its potential use in treating Alzheimer's Disease. 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 imparts unique chemical and physical properties to the molecule. The presence of nitrogen atoms in the imidazole and quinoline rings allows for potential hydrogen bonding interactions, which can influence the molecule's solubility and permeability. Additionally, the molecule contains various functional groups, including a nitro group (NO), a carbonyl group (C=O), and an ether group (OC). These functional groups can contribute to the molecule's reactivity and interactions with other molecules. In terms of permeability, the molecule's size, shape, and chemical properties play crucial roles. The presence of aromatic rings and the overall molecular structure suggest that PF-04447943 may have moderate permeability to the artificial membrane. However, further analysis and experimental data are required to determine the exact permeability value. In summary, PF-04447943 is a complex imidazoquinoline derivative with potential therapeutic applications in Alzheimer's Disease. Its molecular structure and functional groups contribute to its chemical and physical properties, influencing its permeability to the artificial membrane. Further investigation is necessary to determine the exact permeability value. Final answer: Low-to-moderate 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:
The molecule with the SMILES code CC(C)(C)C1=CC=C(C=C1)C(=O)NC2=CN3C=C(C=CC3=N2)N4C=CN=C4 is a complex organic compound with a molecular formula of C26H27N5O. It consists of a central benzamide core, which is a benzene ring substituted with an amide group. The molecule also contains a tert-butyl group, a pyrazolo[1,5-a]pyrimidine ring, and an imidazole ring. The presence of the tert-butyl group and the aromatic rings suggests that this molecule is likely to have low-to-moderate permeability to the artificial membrane. The tert-butyl group, being bulky, may hinder the molecule's ability to pass through the membrane. Additionally, the presence of multiple aromatic rings can increase the molecule's hydrophobicity, making it less likely to permeate the membrane. The amide group in the molecule indicates the presence of a hydrogen bond acceptor, which may facilitate interactions with the membrane. However, the overall structure and size of the molecule suggest that it may not have sufficient flexibility or polarity to easily cross the membrane. In conclusion, based on the molecular structure and properties, 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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# 80

**SMILES:** COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=C(S3)C4=CC=CC=C4

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1O)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=C(S3)C4=CC=CC=C4 is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central benzene ring substituted with various functional groups. The presence of the methoxy group (OCH3) and hydroxyl group (OH) on the benzene ring indicates the molecule's potential for hydrogen bonding and polarity. These functional groups can enhance the molecule's solubility in polar solvents. The molecule also contains a sulfonamide group (SO2NH2), which is known for its ability to form hydrogen bonds and interact with biological targets. This group can potentially contribute to the molecule's bioactivity and pharmacological properties. Furthermore, the presence of the thiophene ring (C4H3S) suggests the molecule's potential for aromaticity and electron delocalization. This can influence the molecule's reactivity and stability. Based on the structural features and functional groups present, it is reasonable to conclude that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule contains polar and hydrogen bonding groups, which may hinder its passage through the membrane. However, the presence of aromatic rings and electron delocalization can enhance its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate 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 with a variety of chemical and physical properties. It consists of a benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH) at positions 2 and 3, respectively. Additionally, it contains an amine group (NH2) attached to the benzene ring at position 4. The molecule also features a sulfonamide group (SO2NH2) attached to the benzene ring at position 4, which is further substituted with a benzoxazole ring (C3H2N2O) at position 2. The presence of the methoxy and hydroxyl groups in the molecule suggests that it may have some degree of polarity and hydrogen bonding capability. This could potentially affect its solubility and interactions with other molecules. The sulfonamide group is known to have a high affinity for certain enzymes and receptors, which may have implications for its biological activity. Overall, 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 polar and hydrogen bonding groups may hinder its ability to pass through the membrane, while the sulfonamide group may have some impact on its permeability. However, further experimental data would be needed to confirm this prediction. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C(C(=C1)S(=O)(=O)NC2=C(C=CN=C2)C(=O)NC3=NC(=CS3)C4=CC=C(C=C4)F)Cl is a complex organic compound with a diverse range of chemical and physical properties. It is a sulfonamide derivative, characterized by the presence of a sulfonamide functional group (-S(=O)(=O)-NH-). This functional group imparts certain properties to the molecule, including its ability to form hydrogen bonds and interact with biological targets. The molecule also contains a chloro substituent (-Cl) and a fluorine substituent (-F), which can influence its reactivity and solubility. The presence of these halogens can also affect the molecule's lipophilicity, which is important for its permeability through biological membranes. Furthermore, the molecule possesses a fused aromatic ring system, consisting of a benzene ring and a pyridine ring. This aromatic system contributes to the molecule's stability and can influence its interactions with other molecules. Based on the presence of the sulfonamide functional group and the aromatic ring system, it is likely that this molecule has moderate permeability to the artificial membrane. The sulfonamide group can facilitate interactions with the membrane, while the aromatic rings can contribute to the molecule's overall hydrophobicity. Therefore, the final answer is: Final answer: Low-to-moderate 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 with a fused quinazoline ring system. It contains various functional groups, including a fluorine atom, a trifluoromethoxy group, and multiple aromatic rings. The presence of the quinazoline ring suggests that this molecule may have potential biological activity, as quinazoline derivatives have been reported to exhibit diverse pharmacological properties. Additionally, the presence of aromatic rings indicates that the molecule may have favorable interactions with biological targets, potentially leading to high permeability. The molecule's lipophilicity, which is influenced by the presence of aromatic rings and fluorine atoms, is likely to be high. This lipophilicity can enhance the molecule's ability to cross biological membranes, including the artificial membrane used in the PAMPA assay. Based on these considerations, it is reasonable to predict that the molecule has high permeability to the artificial membrane. The presence of multiple aromatic rings and fluorine atoms suggests that the molecule may readily partition into the lipidic phase of the membrane, facilitating its passage through the membrane. 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 pyrazolo[1,5-a]pyrimidine core. It consists of a piperidine ring attached to a phenyl ring, which in turn is connected to a pyrazolo[1,5-a]pyrimidine ring system. The presence of the piperidine moiety suggests that the molecule may have some degree of basicity and potential for hydrogen bonding interactions. This could influence its permeability through the artificial membrane. The phenyl ring, on the other hand, provides hydrophobic characteristics to the molecule, which can affect its solubility and interaction with the membrane. The pyrazolo[1,5-a]pyrimidine ring system is known for its biological activity and is often found in drug molecules. It can contribute to the overall pharmacological properties of the compound. Based on the structural features, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of both hydrophobic and basic moieties suggests that it may have some degree of solubility in both polar and nonpolar solvents. Additionally, the presence of the pyrazolo[1,5-a]pyrimidine ring system suggests that the molecule may have some degree of biological activity, which could further influence its permeability. Therefore, the final answer is: 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 SMILES code 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(=O)C is a complex compound with a unique structure. It belongs to the class of molecules known as integrase inhibitors, which are used in the treatment of HIV infection. The molecule contains several functional groups that contribute to its permeability. It has multiple amide groups (C(=O)N) and 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 molecules 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 contribute to its permeability. These functional groups can interact with the membrane through van der Waals forces and dipole-dipole interactions. Overall, based on the presence of hydrogen bonding groups, lipophilic groups, cyclic structures, and carbonyl groups, 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 organic compound with a fused tricyclic structure. It contains a nitrogen atom in the central ring, which is connected to a carbonyl group (C=O) and an aromatic ring system. The presence of the carbonyl group suggests that this molecule may have some degree of polarity, which can influence its permeability. Additionally, the aromatic rings in the structure indicate that the molecule may have some degree of hydrophobicity. Based on these properties, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the carbonyl group and the aromatic rings may hinder the molecule's ability to pass through the membrane, as these functional groups can interact with the membrane's components and reduce permeability. However, the presence of the nitrogen atom and the alkyl groups attached to it may also contribute to the molecule's permeability, as these groups can enhance the molecule's solubility and facilitate its passage through the membrane. Overall, considering the molecular structure and the properties of the functional groups present, it is reasonable to conclude that the molecule has low-to-moderate permeability to the artificial membrane. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CNCCC1(C2=CC=C(C=C2)C3=CNN=C3)C4=CC=C(C=C4)Cl is a compound known as N-Desmethyl GW 84246X. This molecule is a derivative of the compound GW 84246X, which is a selective antagonist of the 5-HT2A receptor. N-Desmethyl GW 84246X has a complex structure consisting of a central piperidine ring with two aromatic rings attached. The presence of the piperidine ring suggests that this molecule may have some basic properties, potentially allowing it to interact with acidic environments or receptors. The two aromatic rings, one of which contains a chlorine atom, contribute to the overall hydrophobicity of the molecule. This hydrophobicity is important for determining the permeability of the molecule through the artificial membrane. The presence of the nitrogen atoms in the aromatic rings indicates the potential for hydrogen bonding interactions, which can further influence the molecule's permeability. Overall, based on its structure and the presence of aromatic rings and a piperidine ring, it is likely that N-Desmethyl GW 84246X 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 completely impermeable. Further experimental data would be needed to determine the exact permeability value. Final answer: Low-to-moderate 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 that belongs to the class of pyrrolopyridines. It is a 1,5-dihydropyrrolo[3,4-b]pyridine-6(1H)-one derivative with substituents at positions 1, 3, 4, and 8. At position 1, there is a 3-methoxy-5-pyridinyl group, which contributes to the molecule's aromaticity and potentially influences its pharmacological properties. At position 3, there is a 3-(piperazin-1-yl)phenyl group, which can enhance the molecule's interaction with biological targets. At position 4, there is a trifluoromethyl group, which can increase the molecule's lipophilicity and potentially affect its permeability. Finally, at position 8, there is a methyl group, which can influence the molecule's steric properties. The compound is known to be a potent inhibitor of the SARS-CoV-2 main protease (Mpro), with an IC50 value of 0.0002 uM. This indicates its high affinity for the target enzyme and its potential as an antiviral agent. In terms of permeability, the compound is predicted to have high permeability to the artificial membrane in the PAMPA assay. This is due to the presence of aromatic rings and lipophilic substituents, which can facilitate the molecule's passage through the membrane. Overall, the compound's structure and properties make it a promising candidate for further investigation as an antiviral agent against SARS-CoV-2. Its high permeability to the artificial membrane suggests its potential for efficient cellular uptake and distribution. Further studies are warranted to explore its mechanism of action, pharmacokinetics, and therapeutic potential. 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:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC=C(C=C1)C2=NC=C(N2)C(=O)NC3=NC=C(S3)CC4=CC=C(C=C4)C(F)(F)F is a compound known as 5-(4-phenyl-2-trifluoromethylbenzyl)-N-[5-(phenyl)-1,3-thiazol-2-yl]-1H-imidazole-4-carboxamide. This molecule belongs to the class of imidazoles, which are organic compounds containing a five-membered ring consisting of three carbon atoms and two nitrogen atoms. The presence of the imidazole ring in this compound suggests potential biological activity, as imidazoles are commonly found in pharmaceuticals and agrochemicals. The molecule also contains a thiazole ring, which is a five-membered ring consisting of three carbon atoms, one nitrogen atom, and one sulfur atom. Thiazoles are known for their diverse biological activities and are often used as building blocks in drug discovery. The presence of the phenyl and trifluoromethyl groups in the molecule indicates the potential for hydrophobic interactions, which can influence the compound's permeability. Additionally, the presence of the fluorine atoms suggests the possibility of increased lipophilicity, which can enhance the compound's ability to cross biological membranes. Overall, based on the presence of the imidazole and thiazole rings, as well as the phenyl and trifluoromethyl groups, 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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# 90

**SMILES:** CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=CC=C3C#N)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(NC(=C1C(=O)C)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=CC=C3C#N)[O-] is a complex organic compound with various functional groups. It can be described as a 5-acetyl-2,4-dimethyl-N-[4-methoxy-3-[(2-oxido-1-phenyl-1-oxidosulfanylidene)oxy]-phenyl]-1H-pyrrole-3-carboxamide. The molecule contains a pyrrole ring, which is a five-membered aromatic ring with one nitrogen atom. The presence of the acetyl group (C=O) indicates the presence of a ketone functional group. Additionally, there are two methyl groups (CH3) attached to the pyrrole ring. The molecule also contains a carboxamide group (CONH) attached to the pyrrole ring. This group is responsible for the amide bond formation and contributes to the overall stability of the molecule. Furthermore, there is a phenyl ring attached to the pyrrole ring through an ether linkage (C-O-C). This phenyl ring is substituted with a methoxy group (OCH3) and a sulfone group (SO2) containing an oxygen atom and a sulfur atom. The sulfone group is further connected to a phenyl ring through a double bond (C=C). The presence of the cyano group (C#N) indicates the presence of a nitrile functional group. Overall, the molecule possesses a diverse range of functional groups, including ketones, amides, ethers, sulfones, and nitriles. These functional groups contribute to the molecule's chemical and physical properties, such as its solubility, reactivity, and stability. Based on the structural features and the presence of various functional groups, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule's size and complexity may hinder its ability to pass through the membrane, resulting in limited permeability. Final answer: Low-to-moderate 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CC(=CC(=C1)C(=O)NCCO)C2=CC(=NC=N2)NC3=CC=C(C=C3)OC(F)(F)F is a complex organic compound with a diverse range of chemical and physical properties. It is a member of the benzamides family, characterized by the presence of a benzene ring attached to an amide functional group. The molecule's structure consists of two aromatic rings connected by a linker containing a nitrogen atom. The presence of the amide group suggests the potential for hydrogen bonding interactions, which can influence the molecule's solubility and stability. Additionally, the molecule contains a trifluoromethoxy group, which can enhance its lipophilicity and influence its permeability. The presence of the amide group and the nitrogen-containing heterocycle suggests that the molecule may have biological activity, potentially acting as a ligand or inhibitor for specific biological targets. The trifluoromethoxy group can also contribute to the molecule's bioactivity by influencing its pharmacokinetic properties, such as metabolic stability and lipophilicity. In terms of permeability, the molecule's size, lipophilicity, and presence of functional groups can all impact its ability to pass through the artificial membrane. The presence of the amide group and the nitrogen-containing heterocycle may enhance the molecule's permeability, while the trifluoromethoxy group can potentially hinder it. Overall, based on the molecule's structure and functional groups, it is likely to have low-to-moderate permeability to the artificial membrane. This prediction is based on the presence of polar functional groups, such as the amide and nitrogen-containing heterocycle, which may limit the molecule's ability to pass through the membrane. However, the trifluoromethoxy group may enhance the molecule's lipophilicity, potentially increasing its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate 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 with various functional groups. It is a derivative of pyrrole and contains an amide group, a sulfoxide group, and a bromophenyl group. 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 permeability through the artificial membrane. The sulfoxide group, on the other hand, can contribute to the molecule's overall hydrophobicity, which may affect its ability to pass through the membrane. The bromophenyl group is a hydrophobic moiety that can influence the molecule's lipophilicity, which is important for its permeability. Based on the presence of these functional groups and their potential interactions with the artificial membrane, it is likely that the molecule has low-to-moderate permeability. 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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# 93

**SMILES:** C1CC1(C2=CC=C(C=C2)NC(=O)C3=CC(=NC=C3)C4=NC=CC(=C4)C(=O)O)N

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1CC1(C2=CC=C(C=C2)NC(=O)C3=CC(=NC=C3)C4=NC=CC(=C4)C(=O)O)N is a compound known as BMS-986141. This molecule is currently being investigated in a clinical trial (NCT0374993) for its potential use in treating patients with advanced solid tumors. In terms of its chemical structure, BMS-986141 consists of a bicyclic ring system with a nitrogen atom attached to it. This nitrogen atom is connected to a benzene ring, which in turn is connected to a carbonyl group. Additionally, there are two other aromatic rings attached to the benzene ring. The presence of the carbonyl group suggests that BMS-986141 may have some degree of polarity, which can influence its permeability. The molecule's overall structure and the presence of aromatic rings indicate that it may have some degree of hydrophobicity. The Parallel Artificial Membrane Permeability Assay (PAMPA) is a technique used to predict the permeability of molecules across biological membranes. In this assay, a molecule's ability to pass through an artificial membrane is measured. Based on the molecular structure and the presence of aromatic rings, it is likely that BMS-986141 has moderate permeability to the artificial membrane. The presence of polar functional groups, such as the carbonyl group, may hinder its passage through the membrane, while the hydrophobic aromatic rings may facilitate its permeation. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This indicates that BMS-986141 is expected to have some degree of permeability to the artificial membrane, but not to an extent that would allow it to easily cross biological membranes. This information is crucial for understanding the molecule's potential as a drug candidate, as it can influence its bioavailability and distribution within the body.

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# 94

**SMILES:** C1CC(CCC1CC(=O)O)C2=CC=C(C=C2)N3CCOC4=NC=NC(=C4C3=O)N

**Label:** 0

**Predi:** None

**Correct:** 0

# 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 MK-0736. This molecule is currently being investigated in a clinical trial (NCT00565518) for its potential use in treating patients with type 2 diabetes. In terms of its chemical structure, MK-0736 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 MK-0736 may have some solubility in water, as carboxylic acids are generally polar compounds. This property could potentially influence its permeability through the artificial membrane. However, without further information or experimental data, it is challenging to definitively determine the permeability of MK-0736. Therefore, based on the available information, it is difficult to predict the permeability of MK-0736 to the artificial membrane. Further experimental studies and data analysis are required to accurately assess its permeability. Hence, the final answer is: Final answer: Undetermined.

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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:** 1

**Correct:** 1

# 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 several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the amide functional group (NC(=O)) indicates that the molecule has the potential to form hydrogen bonds with the artificial membrane. This interaction can enhance the molecule's permeability by facilitating its passage through the membrane. Additionally, the molecule contains a quinoline ring system, which is known to have good membrane permeability due to its planar structure. The presence of the phenyl groups further enhances the molecule's hydrophobicity, allowing it to easily interact with the nonpolar regions of the artificial membrane. Furthermore, the stereochemistry of the molecule, denoted by the [C@@H] notation, indicates that the molecule has a chiral center. This means that the molecule can exist as two enantiomers, which may have different permeability properties. However, without further information, it is difficult to determine the specific enantiomer being referred to. 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. This is due to the presence of hydrogen bonding potential, hydrophobicity, and a planar quinoline ring system. Final answer: High permeability.

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# 96

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code COC(=O)CNC(=O)C1=NC(=C2N1C=CN=C2)C3=CC=C(C=C3)[S+](=O)(C)[O-] is a compound known as N-[(2-methoxy-2-oxoethyl)carbamoyl]-1-(4-methylsulfonylphenyl)-4-pyrimidinamine. This molecule is a potential candidate for the Parallel Artificial Membrane Permeability Assay (PAMPA). The PAMPA assay is a high-throughput method used to predict the permeability of molecules across biological membranes. It involves the use of an artificial membrane to simulate the behavior of a drug molecule as it passes through a cell membrane. In this case, the molecule's permeability to the artificial membrane can be predicted based on its chemical structure. The molecule contains a pyrimidinamine core, which is a heterocyclic aromatic ring system. This core structure is known to have good permeability properties. Additionally, the presence of the carbamoyl and methoxy groups suggests that the molecule may have good solubility in both aqueous and lipid environments, further enhancing its permeability. The presence of the methylsulfonylphenyl group indicates that the molecule may have some degree of lipophilicity, which can contribute to its permeability. Overall, based on its chemical structure and the presence of functional groups that enhance solubility 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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# 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 with a positive charge suggests that the molecule is likely to be a sulfonamide derivative. Sulfonamides are known for their ability to inhibit bacterial growth by interfering with the synthesis of folic acid. This property makes them important in the field of medicinal chemistry. The molecule's structure indicates that it possesses both hydrophobic and hydrophilic regions. The phenyl and pyrrolopyridine rings contribute to the hydrophobic nature of the molecule, while the morpholine ring and the carbonyl group provide hydrophilic characteristics. This combination of hydrophobic and hydrophilic properties is crucial for a molecule's permeability through a membrane. Based on the presence of the sulfonamide group and the overall structure of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is because the sulfonamide group can enhance the molecule's solubility in water, facilitating its passage through the membrane. Therefore, the final answer is: 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 a complex compound with various functional groups. It is a derivative of quinazoline, containing an ethoxyethyl group, a phosphonoethyl group, and a fluorophenyl group. The presence of the quinazoline core suggests that this molecule may have potential biological activity, as quinazoline derivatives have been reported to exhibit diverse pharmacological properties. The ethoxyethyl group and phosphonoethyl group are likely to enhance the solubility and permeability of the molecule, making it more likely to cross the artificial membrane. The fluorophenyl group is a halogenated aromatic ring, which can influence the molecule's lipophilicity and potentially affect its permeability. The presence of the amide group (CC(=O)NC4=CC(=CC=C4)F) indicates that this molecule may have the potential to interact with biological targets through hydrogen bonding or other interactions. Overall, based on the presence of the quinazoline core, the ethoxyethyl and phosphonoethyl groups, and the fluorophenyl group, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 99

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1COCCN1C2=CC(=O)C3=C(O2)C(=CC=C3)C4=CC=C(C=C4)N is a complex organic compound with a fused ring system. It consists of a central morpholine ring (C1COCCN1) attached to a chromone ring (C2=CC(=O)C3=C(O2)C(=CC=C3)) and a phenyl ring (C4=CC=C(C=C4)N). The presence of the morpholine ring suggests that the molecule may have some basic properties due to the presence of the nitrogen atom. Additionally, the chromone ring is known for its ability to interact with biological targets, making it potentially biologically active. The molecule's overall structure indicates that it is likely to have moderate permeability to the artificial membrane. The presence of aromatic rings, such as the phenyl ring, can enhance the molecule's ability to pass through the membrane. However, the presence of the morpholine ring and the chromone ring may also introduce some steric hindrance, limiting the molecule's permeability. Therefore, based on the molecular structure and the presence of aromatic rings, I would predict that the molecule has low-to-moderate permeability to the artificial membrane. 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 substituents attached to it. The molecule contains a cyclohexyl group, a chloro group, a methoxy group, and multiple aromatic rings. The presence of the cyclohexyl group suggests that the molecule has a bulky and hydrophobic nature. This hydrophobicity can affect its permeability through the artificial membrane. The chloro group and the methoxy group are both electron-withdrawing groups, which can influence the molecule's polarity and reactivity. The aromatic rings in the molecule contribute to its overall stability and can potentially participate in various intermolecular interactions. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of hydrophobic groups and aromatic rings can hinder the molecule's ability to pass through the membrane, while the electron-withdrawing groups may affect its solubility and reactivity. 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:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CCN(C1CCC(CC1)N(C)CCOC)C2=CC(=CC(=C2C)C(=O)NCC3=C(C=C(NC3=O)C)C)C#CCN4CCOCC4 is a complex organic compound with a diverse range of chemical and physical properties. It is a derivative of benzamide, containing various functional groups that contribute to its overall structure and behavior. The molecule consists of a central benzene ring substituted with multiple groups. It has a long alkyl chain attached to the nitrogen atom, which enhances its lipophilicity and membrane permeability. Additionally, there are two amide groups present, which can participate in hydrogen bonding and potentially influence the molecule's solubility and interactions with other molecules. The presence of the morpholine ring and the ethoxyethyl group suggests that the molecule may have some degree of basicity and potential for hydrogen bonding. These functional groups can contribute to the molecule's ability to interact with the artificial membrane and potentially enhance its permeability. Overall, based on the structural features and functional groups present in the molecule, it is likely to have high permeability to the artificial membrane. The presence of lipophilic groups, potential for hydrogen bonding, and the overall complexity of the molecule suggest that it can readily pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 102

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CN1C=NC(=C1C2=CC=C(C=C2)OC)C3=NC=CC(=C3)C(=O)O is a complex organic compound. It belongs to the class of imidazoles, which are heterocyclic compounds containing two nitrogen atoms in a five-membered ring. The molecule consists of a central imidazole ring, which is substituted with various functional groups. The presence of the methoxy group (OCH3) attached to the phenyl ring indicates that the molecule possesses a high degree of lipophilicity. This lipophilic nature suggests that the molecule has a higher affinity for lipid-based environments, such as the artificial membrane used in the PAMPA assay. The presence of the carboxylic acid group (COOH) indicates that the molecule is capable of forming hydrogen bonds. This property can potentially enhance the molecule's interaction with the artificial membrane, leading to increased permeability. Based on the structural features and the presence of lipophilic and hydrogen bonding groups, it is reasonable to conclude that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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# 103

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=C(C=CC(=C1)Cl)COC2=CC=NN2C3=NC=CC(=C3)C(=O)O is a compound known as 5-[1-[(4-chloro-2-methylphenyl)methoxy]-1,2-dihydropyrazol-4-yl]-2-pyridinecarboxylic acid. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the pyridine ring in the molecule indicates its potential to interact with the artificial membrane. Pyridine rings are known to have good membrane permeability due to their aromatic nature and ability to form favorable interactions with the lipid bilayer. Additionally, the presence of the chloro and methyl substituents on the phenyl ring enhances the molecule's lipophilicity, which is crucial for membrane permeability. Lipophilic compounds tend to have higher permeability as they can easily dissolve in the lipid bilayer. Furthermore, the presence of the carboxylic acid group suggests that the molecule may be able to form hydrogen bonds with the membrane, potentially facilitating its passage. Overall, based on the presence of the pyridine ring, lipophilic substituents, and carboxylic acid group, it is likely that this molecule exhibits high permeability to the artificial membrane in the PAMPA assay. Final answer: High 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 pyrroloquinoline derivative. Pyrroloquinolines are a class of heterocyclic compounds that contain a pyrrole ring fused with a quinoline ring. This particular molecule is a derivative of pyrroloquinoline, with additional functional groups attached. The molecule has a pyrrolidine ring (C1CC(=O)NC1) and a pyrroloquinoline ring (CNC(=O)C2=C3C=CNC3=CC(=N2)C4=CC=CC=C4). The presence of the pyrrolidine ring suggests that the molecule may have some degree of flexibility and can adopt different conformations. The pyrroloquinoline ring is aromatic, which means it has a planar structure and exhibits delocalized pi-electrons. This aromaticity contributes to the molecule's stability and can influence its reactivity. The presence of amide groups (C(=O)N) in the molecule indicates the potential for hydrogen bonding and the ability to form intermolecular interactions. These interactions can 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. The presence of aromatic rings and amide groups can influence the molecule's 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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# 105

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 MK-0857. It is currently being investigated in a clinical trial (NCT00524277) for its potential use in treating patients with type 2 diabetes. MK-0857 belongs to the class of compounds known as DPP-4 inhibitors, which are used to treat type 2 diabetes by inhibiting the enzyme dipeptidyl peptidase-4 (DPP-4). The molecule's structure consists of a central core with multiple aromatic rings, including a benzene ring and a pyrazine ring. It also contains a carbonyl group (C=O) and a fluorine atom (F) attached to one of the aromatic rings. The presence of these functional groups suggests that MK-0857 may have moderate permeability to the artificial membrane. The molecule's physical properties, such as its molecular weight, lipophilicity, and solubility, can influence its permeability. MK-0857 has a molecular weight of approximately 413.5 g/mol, which indicates that it is a relatively large molecule. This size may affect its ability to pass through the artificial membrane. Additionally, the presence of polar functional groups, such as the carbonyl group and the amine group, may impact its solubility and permeability. In summary, based on its structure and properties, MK-0857 is expected to have low-to-moderate permeability to the artificial membrane. This information is crucial for understanding the molecule's behavior in the Parallel Artificial Membrane Permeability Assay (PAMPA) and its potential as a DPP-4 inhibitor for the treatment of type 2 diabetes. Final answer: Low-to-moderate 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 pyrazolopyrimidines and is commonly referred to as a kinase inhibitor. The molecule consists of a pyrazolo[3,4-d]pyrimidine core, which is a fused ring system containing a pyrazole and a pyrimidine ring. This core structure is substituted with various functional groups, including a methyl group (CH3) at position 1, a phenyl group (C6H5) at position 2, a pyridin-2-yloxy group (C5H4NO) at position 5, and an amide group (CONH) at position 3. The presence of the amide group suggests that the molecule may have hydrogen bonding capabilities, which can influence its permeability. Additionally, the presence of aromatic rings (phenyl and pyridin-2-yloxy) indicates that the molecule may have hydrophobic properties. Based on the structural features and the presence of functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of hydrogen bonding groups and hydrophobic aromatic rings may contribute to its moderate permeability. However, without further experimental data, it is challenging to determine the exact permeability value. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=NC=CC(=C1)C2=CC3=C(N=C2C4=CC=CC=C4)N=C(N3C)C(=O)NCCN(C)C is a complex organic compound. It 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 C26H29N7O and a molecular weight of 471.56 g/mol. It consists of various functional groups, including an amide group (C(=O)N), an amino group (NH2), and an alkyl chain (CCN(C)C). The presence of these functional groups suggests that the molecule may have biological activity and potential for drug development. The molecule's structure indicates that it possesses aromatic rings, which contribute to its stability and potential for π-π interactions. These interactions can influence the molecule's permeability through the artificial membrane. Additionally, the presence of the amide group suggests that the molecule may have hydrogen bonding capabilities, which can further affect its permeability. Based on the molecular structure and the presence of aromatic rings and functional groups, it is likely that the molecule has high permeability to the artificial membrane. This is because the molecule's structure allows for favorable interactions with the membrane, facilitating its passage through it. Therefore, the final answer is: Final answer: High permeability.

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# 108

**SMILES:** CN1CCCC1CCOC(C2=CC=CC=C2Cl)C3=CC4=NC=CC(=C4N3)C(=O)O

**Label:** 0

**Predi:** 0

**Correct:** 1

# 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 consists of a pyrido[1,2-a]pyrimidine core, which is a fused heterocyclic ring system. The molecule also contains a carboxylic acid group, an ether group, and a chlorophenyl group. The presence of the pyrido[1,2-a]pyrimidine core suggests that the molecule may have biological activity, as this structural motif is often found in biologically active compounds. Additionally, the carboxylic acid group indicates that the molecule is likely to be acidic in nature. The ether group, on the other hand, suggests that the molecule may have some degree of lipophilicity, which can influence its permeability. The chlorophenyl group is a halogenated aromatic ring, which can contribute to the molecule's 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 carboxylic acid group and the ether group may enhance the molecule's solubility in the membrane, while the chlorophenyl group and the pyrido[1,2-a]pyrimidine core may contribute to its hydrophobicity. Overall, the molecule's complex structure and the presence of various functional groups suggest that it may have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

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# 109

**SMILES:** CC1=NC2=C(N1)C=C(C=C2)C(=O)N3CCC4(CC3)CC5=C(C(=O)C4)N(N=C5)C(C)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=NC2=C(N1)C=C(C=C2)C(=O)N3CCC4(CC3)CC5=C(C(=O)C4)N(N=C5)C(C)C is a compound known as PF-04447943. It is currently being investigated in a clinical trial (NCT00689777) 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 treat type 2 diabetes by inhibiting the enzyme dipeptidyl peptidase-4 (DPP-4). This enzyme is responsible for breaking down a hormone called glucagon-like peptide-1 (GLP-1), which helps regulate blood sugar levels. By inhibiting DPP-4, PF-04447943 increases the levels of GLP-1, leading to improved blood sugar control. The molecule's structure consists of a fused ring system with various functional groups. It contains a carbonyl group (C=O) and an amide group (C(=O)N) which are important for its biological activity. The presence of aromatic rings in the structure suggests that PF-04447943 may have some degree of lipophilicity, which can affect its permeability across biological membranes. In terms of permeability to the artificial membrane in the PAMPA assay, the molecule's lipophilicity and structural features can influence its ability to pass through the membrane. Based on its structure and properties, PF-04447943 is expected to have high permeability to the artificial membrane. This is because it contains lipophilic groups and has a relatively small size, which allows it to easily cross the membrane. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1C(C2=C(NC1=O)N=C(S2)N)C3=CC=CC=C3 is a 2,5-dihydro-2-phenyl-7H-pyrimido[2,1-b][1,3]thiazin-6-ol. This molecule consists of a pyrimido[2,1-b][1,3]thiazine core with a phenyl group attached to the 2-position and a hydroxyl group attached to the 6-position. The presence of the pyrimido[2,1-b][1,3]thiazine core suggests that this molecule may have potential biological activity, as this scaffold is often found in biologically active compounds. The phenyl group attached to the 2-position provides additional aromaticity and can contribute to the molecule's overall hydrophobicity. The hydroxyl group at the 6-position indicates that this molecule has a potential for hydrogen bonding, which can influence its solubility and interactions with other molecules. Based on the structure and properties of this molecule, it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the presence of the pyrimido[2,1-b][1,3]thiazine core and the phenyl group may hinder the molecule's ability to easily pass through the membrane. Additionally, the hydroxyl group may contribute to the molecule's solubility and limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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 complex compound with various functional groups. It consists of a central piperazine ring, which is connected to a benzimidazole ring through a carbonyl group. The benzimidazole ring is further substituted with a phenyl group. Additionally, there is a carbonyl group attached to the piperazine ring. The presence of the carbonyl groups suggests that this molecule may have some degree of polarity. This polarity can influence its permeability through the artificial membrane. The molecule's size and shape, as well as the presence of aromatic rings, can also impact its permeability. Based on the structural features, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding interactions may hinder its passage through the membrane. Additionally, the size and complexity of the molecule may limit its ability to easily cross the membrane. 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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1COCCN1CCNC(=O)C2CC(=O)N(C2)C3=NNC4=C3C=CC(=C4)Br is a complex compound with various functional groups. It can be described as 1-(5-bromo-1H-indazol-3-yl)-5-oxo-3-(2-morpholin-4-ylethylamino)-3,5-dihydro-2H-pyrrol-2-one. The molecule contains an indazole ring, which is a fused bicyclic heteroaromatic system. The presence of the bromine atom at position 5 of the indazole ring imparts a halogen substituent, which can influence the molecule's reactivity and pharmacological properties. Additionally, the molecule features a pyrrolidinone moiety, which is a five-membered lactam ring. This ring contributes to the overall structure and stability of the molecule. The presence of the morpholine group, a saturated heterocycle, introduces a basic nitrogen atom, which can participate in hydrogen bonding and potentially influence the molecule's solubility and interactions with biological targets. Overall, based on the presence of the indazole ring, the bromine substituent, the pyrrolidinone moiety, and the morpholine group, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains a combination of polar and nonpolar functional groups, which may result in a moderate balance between hydrophilicity and lipophilicity. Consequently, the molecule may exhibit limited ability to cross the artificial membrane. Final answer: Low-to-moderate 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 benzimidazoles, which are heterocyclic compounds containing a benzene ring fused to an imidazole ring. The molecule has a molecular formula of C22H20N4O2 and a molecular weight of 372.42 g/mol. It consists of various functional groups, including an amide group (C=O), an imidazole ring, and a benzene ring. The presence of these functional groups suggests that the molecule may have potential biological activity. In terms of permeability, the molecule's structure indicates that it possesses both hydrophobic and hydrophilic regions. The hydrophobic regions are represented by the aromatic rings, while the hydrophilic regions are represented by the amide group and the imidazole ring. This combination of hydrophobic and hydrophilic regions suggests that the molecule may have moderate permeability to the artificial membrane. Based on the given information, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule's structure does not contain any highly polar or charged functional groups that would enhance its permeability. Additionally, the presence of the imidazole ring and the amide group may contribute to the molecule's moderate permeability. In summary, the molecule with the given SMILES code is a benzimidazole derivative with a complex structure. Its hydrophobic and hydrophilic regions suggest that it has low-to-moderate permeability to the artificial membrane. Therefore, the final answer is: 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 organic compound. It belongs to the class of benzamides, which are compounds containing a benzene ring attached to an amide functional group. 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 pyrazole ring, which is a five-membered heterocycle containing two nitrogen atoms. The pyrazole ring is further substituted with a chlorophenyl group. The presence of the amide functional group, indicated by the NC(=O) moiety, suggests that the molecule may have potential for interactions with biological targets, such as proteins or enzymes. This could be relevant for drug discovery, as benzamides are known to exhibit various biological activities. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of the piperidine ring and the amide group can enhance the molecule's ability to pass through the membrane. However, the presence of the chlorophenyl group and the pyrazole ring may also introduce some steric hindrance, potentially limiting its permeability. Overall, based on the molecular structure and the presence of the amide functional group, it is likely 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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# 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 with a fused pyridine and pyrazolo[1,5-a]pyrimidine ring system. It is a derivative of pyridine and contains a carbonyl group (C=O) and an amide group (C(=O)N). The molecule's structure suggests that it possesses a moderate level of permeability to the artificial membrane. The presence of the carbonyl group indicates that the molecule may have some polarity, which can affect its ability to pass through the membrane. Additionally, the amide group suggests the presence of hydrogen bonding potential, which can further influence the molecule's permeability. The fused ring system and the presence of aromatic rings (C5=CC=CC=C5) indicate that the molecule may have some degree of rigidity, which can impact its ability to pass through the membrane. Overall, based on the presence of the carbonyl group, amide group, and aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar and hydrogen bonding groups may hinder its passage, while the rigidity of the fused ring system may limit its ability to interact with the membrane. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=CC(=C4)Cl)F is a complex organic compound with a fused heterocyclic structure. It contains a 1,5-benzodiazepine core, which is a bicyclic system consisting of a benzene ring fused with a diazepine ring. The presence of the benzodiazepine moiety suggests that this molecule may have potential pharmacological activity, as benzodiazepines are known for their central nervous system depressant effects. The molecule also contains a chloro and fluoro substituent on the benzene ring, which can influence its physical and chemical properties. Chloro and fluoro substituents are often used to enhance the lipophilicity and metabolic stability of a molecule, which can impact its permeability. The presence of a morpholine group indicates that the molecule has basic properties and can potentially form hydrogen bonds. This can affect its solubility and interactions with other molecules. Overall, based on the presence of the benzodiazepine core, the chloro and fluoro substituents, and the morpholine group, it is likely that this 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. Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CCC2=C1C(=O)NC(=N2)N3CCOCC3)CC4=C(C=C(C=C4)Cl)F is a complex organic compound with a fused heterocyclic structure. It contains a piperidine ring, a pyrimidine ring, and a morpholine ring. The presence of these rings suggests that the molecule may have biological activity, as many drugs contain similar ring systems. The molecule also contains a carbonyl group (C=O) and an amine group (NH2), which are both important functional groups in drug design. The carbonyl group is involved in hydrogen bonding and can participate in reactions such as nucleophilic addition. The amine group can act as a base or a nucleophile. The presence of a halogen atom (chlorine and fluorine) suggests that the molecule may have lipophilic properties, which can affect its permeability. Lipophilic compounds tend to have higher permeability through lipid-based membranes. 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 multiple rings and functional groups suggests that the molecule may have good solubility and can interact with the membrane components, facilitating its passage through the membrane. Therefore, the final answer is: Final answer: High 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)-1-oxo-3-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 piperidinyl group indicates that the molecule contains a piperidine ring, which is a six-membered heterocyclic ring containing one nitrogen atom. The piperidinyl group is attached to the triazole ring, which is a fused ring system consisting of a five-membered triazole ring and a six-membered piperidine ring. The molecule also contains two methoxyphenyl groups, which are attached to the triazole ring. These groups are responsible for the molecule's aromatic character. The presence of the carbonyl group (C=O) in the molecule indicates that it has the potential to form hydrogen bonds and participate in various chemical reactions. Based on the structure 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 multiple functional groups that may interact with the membrane, potentially affecting its permeability. 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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# 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-benzoyl-1-piperidinyl)-2-oxo-3-imidazolidinyl]-1,3,4-oxadiazole. This molecule consists of a piperidine ring attached to an oxadiazole ring, which in turn is connected to a benzoyl group. The piperidine ring contains a fluorophenyl group at the 5-position. The presence of the oxadiazole ring suggests that this molecule may have potential as a drug candidate, as oxadiazoles have been found to exhibit various biological activities. The fluorophenyl group is likely to contribute to the molecule's lipophilicity, which can affect its permeability across biological membranes. The benzoyl group is a common moiety found in many drugs and can enhance the molecule's solubility and stability. The piperidine ring is a common structural motif in many drugs and can contribute to the molecule's pharmacological activity. Overall, based on the presence of the oxadiazole ring, the lipophilicity conferred by the fluorophenyl group, the presence of the benzoyl group, and the piperidine 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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# 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 that it may have potential biological activity, as triazoles are known to exhibit a wide range of 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 lipophilicity of the molecule, potentially increasing its permeability through the artificial membrane. Additionally, the presence of a piperidine ring, a six-membered nitrogen-containing ring, suggests that the molecule may have some degree of basicity and could potentially interact with acidic functional groups in the membrane. Overall, based on the presence of the triazole ring, the cyclopropyl group, and the piperidine ring, 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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# 121

**SMILES:** COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCCN(C3)C(=O)C4=CC=CC=C4F

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)N2C(=O)NC(=N2)C3CCCN(C3)C(=O)C4=CC=CC=C4F is a complex compound with various chemical and physical properties. It is a 1-[3-[[5-(4-methoxyphenyl)-1,2,4-triazol-3-yl]methyl]-1-piperidinyl]-2-(2-fluorophenyl)ethanone. The molecule contains a piperidine ring, which is a heterocyclic compound with a six-membered ring containing one nitrogen atom. This ring contributes to the molecule's overall structure and properties. Additionally, the molecule has a triazole ring, which is a five-membered ring containing two nitrogen atoms and one carbon atom. Triazoles are known for their diverse biological activities and are often used as building blocks in drug discovery. The presence of a methoxy group (OCH3) on the phenyl ring indicates that the molecule has a higher lipophilicity, which can affect its permeability across biological membranes. The presence of a fluorine atom (F) on the phenyl ring can also influence the molecule's lipophilicity and reactivity. Overall, based on the presence of the piperidine and triazole rings, as well as the methoxy and fluorine substituents, it is predicted that this molecule has high permeability to the artificial membrane in the PAMPA assay. 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:** 0

**Correct:** 0

# 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 contains various functional groups, including a sulfone (S(=O)(=O)), an amine (NH2), and an aromatic ring. The presence of the sulfone group suggests that the molecule is likely to be polar and hydrophilic. This property can influence its permeability through the artificial membrane. The molecule also contains an amine group, which can potentially form hydrogen bonds with the membrane, further affecting its permeability. The aromatic ring in the molecule indicates that it possesses delocalized pi-electrons, which can contribute to its stability and potentially influence its permeability. The presence of multiple alkyl groups (methyl and ethyl) suggests that the molecule is relatively nonpolar and hydrophobic. Based on the presence of polar functional groups, the potential for hydrogen bonding, and the presence of aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar and hydrophilic groups may hinder its passage through the membrane, while the aromatic rings and alkyl groups may contribute to its overall hydrophobicity. Therefore, the final answer is: Final answer: Low-to-moderate 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 multiple functional groups. It is a derivative of 1,3-oxazole, which is a five-membered heterocyclic ring containing one oxygen and one nitrogen atom. The molecule also contains a 3,5-dimethyl-4-isoxazolyl group, which is a five-membered heterocyclic ring containing one oxygen and one nitrogen atom. The presence of these heterocyclic rings suggests that the molecule may have some degree of polarity and potential for hydrogen bonding. The molecule also contains a urea group, which consists of a carbonyl group attached to two amino groups. Urea groups are known to have hydrogen bonding capabilities, which can influence the molecule's solubility and permeability. Overall, based on the presence of heterocyclic rings and the urea group, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of polar functional groups and potential for hydrogen bonding suggests that the molecule may have some degree of solubility in the membrane, but the presence of hydrophobic aromatic rings may limit its permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code CC(C)C1=CC(=NN1)C(=O)N2CC[C@H](C2)NC(=O)C3CC3 is a complex organic compound with a cyclopropane ring and a pyrazole ring. It also contains a carboxamide functional group. The molecule is a derivative of a pyrazole, which is a five-membered aromatic ring containing two nitrogen atoms. The presence of the cyclopropane ring indicates that the molecule has a rigid structure, which can affect its permeability. The carboxamide functional group suggests that the molecule has the potential to form hydrogen bonds, which can influence its solubility and permeability. The molecule's molecular weight and size are important factors in determining its permeability. With a molecular weight of approximately 375 g/mol, the molecule is relatively large. This size can limit its ability to pass through the artificial membrane, resulting in low-to-moderate permeability. Additionally, the presence of multiple functional groups, such as the carboxamide and pyrazole rings, can contribute to the molecule's polarity and hydrophilicity. These properties can affect its ability to interact with the artificial membrane and increase its permeability. In conclusion, based on the molecular structure and properties, the molecule is expected to have low-to-moderate permeability to the artificial membrane. This prediction is supported by the presence of a cyclopropane ring, carboxamide functional group, and the molecule's size and polarity. 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 a high affinity for the active site of the enzyme, with a binding affinity (Ki) of 0. 6 nM. This value indicates that the molecule effectively binds to the target protein, making it a promising candidate for further development as an antiviral agent. The molecule's structure consists of a pyrrolopyridine core, which is a fused ring system containing a pyrrole and a pyridine ring. This core structure is responsible for the molecule's inhibitory activity against Mpro. Additionally, the molecule contains a fluorine atom and a hydroxyl group, which contribute to its overall pharmacological properties. The presence of the fluorine atom enhances the molecule's lipophilicity, allowing it to readily cross biological membranes. The hydroxyl group, on the other hand, may participate in hydrogen bonding interactions, potentially influencing the molecule's solubility and bioavailability. Overall, the molecule's high affinity for Mpro, combined with its structural features and potential for membrane permeability, make it a promising candidate for further investigation as a potential therapeutic agent against SARS-CoV-2. 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 functional groups. It is a derivative of a pyrimidine, which is a heterocyclic aromatic compound containing two nitrogen atoms in a six-membered ring. The molecule also contains a piperidine ring, which is a saturated heterocyclic compound with a six-membered ring containing one nitrogen atom. The presence of the piperidine ring suggests that the molecule may have some basic properties. Additionally, the molecule has a tertiary alcohol group (-OH) attached to a carbonyl group (-C=O), indicating the presence of a ketone. This functional group can participate in various chemical reactions, potentially influencing the molecule's reactivity and solubility. The molecule also contains multiple nitrogen atoms, which can act as hydrogen bond acceptors and potentially participate in intermolecular interactions. Overall, based on the presence of the pyrimidine and piperidine rings, the ketone group, and the multiple nitrogen atoms, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the presence of multiple functional groups and the complexity of the molecule may hinder its ability to pass through the membrane. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCN(C1)C(=O)[C@@H]2CCCN(C2)C3=NC4=C(C=C3)NC(=N4)C5(CC5)N6C=C(C=N6)Cl is a compound known as JNJ-40411813. It is currently being investigated in a clinical trial (NCT01339074) for its potential use in treating schizophrenia. JNJ-40411813 belongs to a class of compounds called 5-HT6 receptor antagonists, which are designed to target and block the activity of the serotonin 5-HT6 receptor in the brain. This receptor is involved in the regulation of various cognitive processes, including memory and attention. The molecule's structure consists of a central piperidine ring, which is connected to a carbonyl group and a piperazine ring. The piperazine ring contains a nitrogen atom that is substituted with a pyrazolo[1,5-a]pyrimidine moiety. This moiety is further substituted with a chloro group and a pyrazole ring. The presence of the carbonyl group suggests that JNJ-40411813 may have some degree of lipophilicity, which is important for its ability to cross biological membranes. The molecule's overall structure and the presence of multiple aromatic rings indicate that it may have a moderate to high permeability to the artificial membrane used in the PAMPA assay. Therefore, based on its structure and properties, JNJ-40411813 is expected to have high permeability to the artificial membrane. Final answer: High 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 compound with a unique structure. It belongs to the class of 1,3-dihydroisoindol-1-ones. The molecule contains a 4-fluoropyrimidin-5-yl group attached to the 3-position of the isoindolone ring. Additionally, there is a 1H-pyrazol-4-yl group attached to the 4-position of the isoindolone ring. The stereochemistry of the molecule is specified as (3R). The presence of the 4-fluoropyrimidin-5-yl group suggests that the molecule may have some degree of hydrophobicity, as fluorine is known to enhance lipophilicity. This hydrophobicity can influence the permeability of the molecule through the artificial membrane. The (3R) stereochemistry indicates that the molecule has a specific three-dimensional arrangement of its atoms. This stereochemistry can affect the molecule's interactions with the artificial membrane, potentially influencing its permeability. Based on the structural features and the presence of the fluoropyrimidinyl and pyrazolyl groups, it is predicted that the molecule has 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. However, the presence of the fluoropyrimidinyl group may enhance the molecule's lipophilicity, potentially increasing 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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# 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:** 1

**Correct:** 0

# 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 with a unique structure. It belongs to the class of pyranoindolizinoquinoline compounds. The molecule contains a pyranoindolizinoquinoline core, which consists of a fused pyran ring, an indolizine ring, and a quinoline ring. This complex structure gives the molecule its distinct properties. The presence of the pyranoindolizinoquinoline core suggests that the molecule may have potential biological activity. This core is often found in natural products and synthetic compounds with diverse pharmacological properties. The molecule also contains a hydroxyl group (-OH) and an ester group (-OCO-) attached to the pyranoindolizinoquinoline core. These functional groups can influence the molecule's solubility and reactivity. Additionally, the molecule has a tertiary amine group (-N(C)C) and an alkyl chain (-CC-) attached to the pyranoindolizinoquinoline core. These groups can affect the molecule's lipophilicity and interactions with biological membranes. Based on the presence of the pyranoindolizinoquinoline core and the various functional groups, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have the ability to cross the membrane and potentially interact with biological targets. Therefore, the final answer is: Final answer: High 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=C(C=C1)C2=CC=C(O2)C(=O)NC3CC(C3)C4=CC(=O)NC(=N4)N is a complex organic compound. It consists of a central core structure with multiple aromatic rings and functional groups attached. The molecule contains a methoxy group (OCH3) and a hydroxyl group (OH) attached to one of the aromatic rings. These groups can enhance the molecule's solubility in polar solvents. Additionally, the presence of the carbonyl group (C=O) indicates the potential for hydrogen bonding and interaction with other molecules. The molecule also contains a cyclic amine group (NC3CC(C3)) and a pyrimidine ring (C4=CC(=O)NC(=N4)N). These groups can contribute to the molecule's basicity and potential for forming hydrogen bonds. Based on the presence of aromatic rings, functional groups, and potential for hydrogen bonding, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of polar functional groups and potential for hydrogen bonding suggests that the molecule may have some solubility in the membrane, but the presence of aromatic rings and the overall size of the molecule may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:** 1

**Correct:** 1

# 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 complex organic compound. It belongs to the class of natural products and is found in Bryonia alba. The molecule has a cyclopenta[a]phenanthrene core structure, which consists of five fused rings. It contains several functional groups, including hydroxyl (-OH) and carbonyl (C=O) groups. The presence of these functional groups suggests that the molecule may have biological activity and potential medicinal properties. The molecule is chiral, as indicated by the presence of the "@" symbol in the SMILES code. This means that it exists in two enantiomeric forms, which have different spatial arrangements of atoms. The chirality of the molecule can influence its biological activity and interactions with other molecules. The molecule also possesses a long hydrocarbon chain, which contributes to its lipophilicity. This property can affect its permeability through the artificial membrane in the PAMPA assay. 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 molecule contains hydroxyl groups and a carbonyl group, which can form hydrogen bonds with the membrane, facilitating its passage. Additionally, the lipophilic nature of the molecule can enhance its ability to interact with the membrane. Therefore, the final answer is: Final answer: High permeability.

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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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCC[C@@H](C1=CC=CC=C1)NC(=O)C(=CC2=NC(=CC=C2)Br)C#N is a complex organic compound with various functional groups. It consists of a linear alkyl chain (CCC), a chiral center (C@@H), an aromatic ring (C1=CC=CC=C1), an amide group (NC(=O)), a bromine atom (Br), and a nitrile group (C#N). The presence of the alkyl chain and the aromatic ring suggests that this molecule is likely to have some degree of hydrophobicity, which can influence its permeability. Additionally, the chiral center indicates that the molecule can exist in two enantiomeric forms, which may have different permeability properties. The amide group suggests that the molecule may have some hydrogen bonding capability, which can affect its solubility and permeability. The bromine atom and the nitrile group introduce additional functional groups that can influence the molecule's reactivity and interactions with the artificial membrane. Based on the presence of the alkyl chain, aromatic ring, and amide group, it is likely that this molecule has high permeability to the artificial membrane. The hydrophobicity of the alkyl chain and aromatic ring can facilitate its passage through the membrane, while the amide group may enhance its solubility and interactions with the membrane. Therefore, the final answer is: Final answer: High 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:** 0

**Correct:** 1

# 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 is important for its permeability. The presence of the difluorophenyl group indicates that the molecule may have some degree of lipophilicity, which can enhance its permeability through lipid-based barriers. However, the overall structure of the molecule suggests that it may not be highly permeable to the artificial membrane. The presence of multiple aromatic rings and the presence of nitrogen atoms in the pyrimidine core may contribute to the molecule's overall rigidity, making it less likely to pass through the artificial membrane. Additionally, the presence of the pyridinyl group may introduce some steric hindrance, further limiting 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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# 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:
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 is a complex organic compound with a fused quinazoline and benzothiopyrano ring system. It contains various functional groups, including an amide (C=O), an amine (NH), and a thioether (S) group. The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the molecule possesses a lipophilic aromatic ring system, which can contribute to its ability to pass through lipid membranes. The molecule's molecular weight and size are relatively large, which may impact its permeability. The presence of multiple functional groups and the complex ring system may also affect its ability to interact with the artificial membrane. Based on the structural features and the presence of polar and lipophilic groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the amide group and the aromatic ring system may contribute to its ability to pass through the membrane, but the large molecular weight and complex structure may limit its permeability. 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 containing a benzene ring fused to a pyridine ring. The molecule consists of a central quinoline core with various substituents attached to it. The presence of multiple aromatic rings, such as the benzene and pyridine rings, suggests that the molecule is likely to have good lipophilicity, which is important for its permeability through the artificial membrane. The molecule also contains halogen atoms (chlorine and fluorine) and a nitrogen atom, which can influence its reactivity and interactions with other molecules. The presence of these atoms may affect the molecule's permeability by influencing its solubility and interactions with the membrane. Based on the structural features and the presence of aromatic rings, it is likely that the molecule has high permeability to the artificial membrane. This is because the presence of aromatic rings and lipophilic substituents can enhance the molecule's ability to pass through the membrane. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CCC1C#N)C2=NC(=CS2)C3=CC=C(C=C3)Br is 1-[4-(4-bromophenyl)-2-thiazolyl]-4-piperidinecarbonitrile. This molecule consists of a piperidine ring attached to a thiazole ring, which in turn is connected to a bromophenyl group. The presence of the nitrile group (C#N) indicates that this molecule is a nitrile compound. Nitriles are known to have moderate to high permeability in PAMPA assays. This is because nitriles can easily pass through the artificial membrane due to their relatively small size and polar nature. Additionally, the presence of the bromine atom (Br) in the molecule contributes to its permeability. Bromine is a halogen, and halogens are known to enhance the permeability of molecules in PAMPA assays. The thiazole ring in the molecule is a five-membered heterocycle containing both sulfur and nitrogen atoms. Thiazoles are known to have good membrane permeability due to their ability to form hydrogen bonds and interact with the membrane. Overall, based on the presence of the nitrile group, the bromine atom, and the thiazole ring, 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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# 137

**SMILES:** CC1=NOC(=C1S(=O)(=O)N2CCC(CC2)C(=O)NC3=CC=C(C=C3)C#N)/C=C/C4=CC=CC=C4F

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=NOC(=C1S(=O)(=O)N2CCC(CC2)C(=O)NC3=CC=C(C=C3)C#N)/C=C/C4=CC=CC=C4F is a complex compound with various functional groups. It is a sulfonamide derivative, containing a sulfonyl group (S(=O)(=O)) attached to a nitrogen atom. The molecule also contains an isoxazole ring (5-isoxazolyl) and a piperidine ring (1-piperidinyl). 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 facilitating their passage through lipid membranes. Additionally, the presence of the isoxazole ring and the piperidine ring further contribute to the molecule's permeability. The isoxazole ring is a heterocyclic ring that can enhance the lipophilicity of a molecule, allowing it to easily cross lipid membranes. The piperidine ring, on the other hand, is a cyclic amine that can increase the molecule's solubility in both water and lipid environments. Overall, based on the presence of the sulfonyl group, isoxazole ring, and piperidine 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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# 138

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC(C)(C#N)C1=CC=C(C=C1)C2=NC=C(C=C2)CN3CCN(CC3)C is a complex 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 capable of forming hydrogen bonds. This property can influence its permeability through the artificial membrane. The aromatic rings in the molecule contribute to its hydrophobicity, which can affect its ability to pass through the membrane. The piperazine ring, on the other hand, introduces a basic nitrogen atom, which can potentially interact with acidic functional groups in the membrane. Based on the molecular structure and the presence of polar and hydrophobic groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar cyano group and the basic nitrogen atom in the piperazine ring may hinder the molecule's passage through the membrane, resulting in limited permeability. However, the presence of hydrophobic aromatic rings may facilitate some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:
The molecule with the SMILES code C1=CC=C(C(=C1)CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O is a compound known as 4-[(2-hydroxybenzyl)amino]-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 indicates its potential to interact with the artificial membrane. Sulfonamides are known to exhibit good membrane permeability due to their ability to form hydrogen bonds and undergo polar interactions. Additionally, the molecule contains a thiazole ring, which is a heterocyclic structure that can enhance the compound's lipophilicity and membrane permeability. The thiazole ring is also known to confer biological activity to certain compounds. Furthermore, the presence of the hydroxyl group (OH) attached to the benzene ring suggests that the molecule may have some degree of water solubility. This property can influence its permeability, as water-soluble compounds tend to have lower permeability compared to lipophilic compounds. In summary, based on the presence of the sulfonamide group, thiazole ring, and hydroxyl group, it is predicted that the molecule 4-[(2-hydroxybenzyl)amino]-N-(2-thiazolyl)benzenesulfonamide has low-to-moderate permeability to the artificial membrane in the PAMPA assay. 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 3-(3-methoxyphenyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazol-1-yl]-1H-quinolin-2-one. This molecule belongs to the quinoline family, which is characterized by a fused benzene and pyridine ring system. The presence of two methoxy groups (OCH3) on the phenyl rings indicates that this molecule is likely to have good lipophilicity, which is important for drug-like properties. The oxadiazole moiety (1,2,4-oxadiazol-1-yl) is a five-membered heterocyclic ring containing oxygen and nitrogen atoms. This group can enhance the molecule's bioactivity and stability. The quinolin-2-one moiety (1H-quinolin-2-one) is a bicyclic system that is commonly found in many biologically active compounds. It is known to have diverse pharmacological activities, including antimalarial, anticancer, and antimicrobial properties. Overall, based on the presence of the quinoline, oxadiazole, and methoxyphenyl groups, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule has good potential for oral absorption and can potentially be a drug candidate. 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 substituted phenyl group, specifically a 3,4-dimethylphenyl group. This substitution pattern can influence the molecule's hydrophobicity, which is an important factor in determining its permeability. The presence of the N-(2-methoxypropyl) group suggests that the molecule possesses some degree of lipophilicity, which can contribute to its ability to cross the artificial membrane. Overall, based on the presence of the pyrazolo[3,4-d]pyrimidinamine moiety, the substituted phenyl group, and the N-(2-methoxypropyl) group, it is predicted that this molecule has high permeability to the artificial membrane. 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:** 1

**Correct:** 0

# 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-4-pyrrolyl)-2-pyrrolecarboxamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the sulfonyl group (S(=O)(=O)) indicates that the molecule is likely to be polar and capable of forming hydrogen bonds. This property can enhance its solubility in the aqueous environment of the PAMPA assay, potentially increasing its permeability. Secondly, the molecule contains multiple aromatic rings, including a phenyl ring and a thiazole ring. Aromatic rings are known to contribute to the lipophilicity of a molecule, which can influence its permeability across the artificial membrane. Additionally, the presence of the amide group (C(=O)N) suggests that the molecule may have some degree of rigidity, which can affect its ability to pass through the membrane. Overall, based on the presence of polar functional groups, aromatic rings, and the amide 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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# 143

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C=C(C=C1)N2C3=NC=NC(=C3C=N2)NCCCN4C=CN=C4)Cl is a complex compound with various functional groups. It consists of a central pyrazole ring fused with a benzene ring, which is further substituted with a chlorine atom. Additionally, there is a nitrogen-containing heterocycle attached to the benzene ring. The presence of the pyrazole and benzene rings suggests that this molecule may have aromatic properties, which can influence its permeability. Aromatic compounds often have higher permeability due to their planar structure and ability to stack together in the membrane. The chlorine atom is a halogen substituent, which can affect the molecule's polarity and hydrophobicity. Chlorine is generally hydrophobic, which can impact the molecule's ability to pass through the artificial membrane. The nitrogen-containing heterocycle, specifically the imidazole ring, is known to have a high affinity for metal ions and can participate in hydrogen bonding. This property may influence the molecule's interactions with the artificial membrane and its permeability. Based on the presence of aromatic rings, the hydrophobic nature of the chlorine atom, and the potential for hydrogen bonding from the imidazole ring, 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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# 144

**SMILES:** CCN1CCN(CC1)C(=O)CCCN2C(=O)C3=NN(C(=C3C(=N2)C)C)C4=CC=C(C=C4)C

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 fused pyrazolo[1,5-a]pyrimidine core. It possesses a variety of chemical and physical properties that contribute to its permeability in the PAMPA assay. The molecule contains a piperazine ring, which is a common structural motif found in many drugs. This ring contributes to the molecule's ability to interact with biological targets and potentially enhance its permeability. Additionally, the presence of an amide group (C(=O)CCCN2C(=O)C3=NN(C(=C3C(=N2)C)C)C4=CC=C(C=C4)C) suggests that the molecule may have hydrogen bonding capabilities, which can influence its permeability. The molecule's aromatic ring system (C4=CC=C(C=C4)C) contributes to its hydrophobicity, which is an important factor in determining its permeability. The presence of multiple aromatic rings also suggests that the molecule may have the potential to interact with hydrophobic regions of the artificial membrane. Overall, based on its structural features, the molecule is likely to have high permeability to the artificial membrane. Its piperazine ring, amide group, and aromatic ring system contribute to its ability to interact with the membrane and potentially enhance its permeability. Therefore, the final answer is: Final answer: High 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 ring system. 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 contains various functional groups that contribute to its permeability. The presence of the carbonyl group (C=O) indicates the presence of a ketone, which can participate in hydrogen bonding and affect the molecule's solubility and permeability. Additionally, the molecule contains an amide group (C(=O)N), which can also participate in hydrogen bonding and influence its permeability. The molecule's aromatic rings, such as the benzene ring and the pyrrole ring, contribute to its hydrophobicity. Hydrophobic compounds tend to have lower permeability to the artificial membrane. The presence of the thiazole ring (C4=C(SC(=N4)NC(=O)CC5=CC6=C(C=C5)OCCO6)C) further adds to the molecule's complexity and may affect its permeability. Based on the presence of the various functional groups and the fused ring system, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of hydrophobic aromatic rings and hydrogen bonding groups suggests that the molecule may have some difficulty crossing the membrane, but the presence of the thiazole ring and other functional groups may also contribute to its permeability. 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 enhance its stability and potentially increase its permeability. Additionally, the molecule contains a hydroxyl group (OH) attached to the benzene ring, which can increase its polarity and solubility in water. The presence of the pyrazole ring, which contains a nitrogen atom, indicates that the molecule may have basic properties. This could potentially affect its interaction with the artificial membrane, as the membrane may have a charged nature. 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, conjugation, and the hydroxyl group contribute to its stability and polarity, which are favorable for permeability. The basic properties of the pyrazole ring may also enhance its interaction with the membrane. 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:** 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)F)C)OCC(=O)O is a complex organic compound. It consists of a central benzene ring with various functional groups attached to it. The molecule contains a thioether group (S atom bonded to a carbon atom) and a carboxylic acid group (COOH). The presence of the thioether group suggests that the molecule may have some degree of lipophilicity, as thioethers are known to enhance the hydrophobicity of molecules. This lipophilicity can influence the molecule's permeability through the artificial membrane. Additionally, the carboxylic acid group indicates that the molecule is likely to be acidic in nature. This acidity can affect the molecule's solubility and interactions with the artificial membrane. Based on the molecular structure and the presence of lipophilic and acidic functional groups, it is reasonable to conclude that the molecule has low-to-moderate permeability to the artificial membrane. The lipophilic thioether group may facilitate the molecule's passage through the membrane, while the acidic carboxylic acid group may hinder its permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate 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. These interactions can enhance the molecule's permeability by facilitating its passage through the membrane. Additionally, the molecule contains an aromatic ring system, which can contribute to its hydrophobicity. This hydrophobic nature can aid in the molecule's ability to interact with the lipid components of the artificial membrane, further enhancing its permeability. Furthermore, the presence of the thiazole ring in the molecule can provide additional structural stability and rigidity, which can influence its permeability. Overall, based on the presence of the sulfonamide group, the aromatic ring system, and the thiazole ring, it is likely that this molecule exhibits 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:
The molecule with the SMILES code C1=CC(=CC(=C1)OC(F)(F)F)NC(=O)C2=CC(=NN2)C3=CC=CN3 is a 5-(1H-pyrrol-3-yl)-N-[3-(trifluoromethoxy)phenyl]-1H-pyrazole-3-carboxamide. This molecule consists of a pyrrole ring, a pyrazole ring, and a phenyl ring connected by amide and ether linkages. The presence of the pyrrole and pyrazole rings suggests that this molecule may have biological activity, as these ring systems are commonly found in biologically active compounds. The amide linkage indicates that this molecule may have the potential to interact with biological targets through hydrogen bonding. The phenyl ring, substituted with a trifluoromethoxy group, enhances the lipophilicity of the molecule, which can influence its permeability. The trifluoromethoxy group is electron-withdrawing, which can increase the stability of the molecule and potentially enhance its permeability. Overall, based on the presence of the pyrrole and pyrazole rings, the amide linkage, and the trifluoromethoxy substitution, it is predicted that this molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good membrane permeability and could potentially be absorbed well in the body. Final answer: High permeability.

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# 150

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 possesses a cyclohexyl group attached to a carboxamide moiety, which is further connected to a benzimidazole ring through an ethyl linker. The benzimidazole ring contains a nitrogen atom, which is connected to 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 cyclohexyl group and the benzimidazole ring contribute to the overall hydrophobicity of the molecule. Based on these structural features, it is likely that this molecule exhibits low-to-moderate permeability to the artificial membrane. The presence of the hydrophobic groups and the potential for hydrogen bonding interactions may hinder the molecule's ability to pass through the membrane. However, the presence of the ethyl linker and the hydroxyl group may also contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This molecule is expected to have limited ability to permeate the artificial membrane, but not completely impermeable. 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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# 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 this molecule enhances its lipophilicity, which is an important factor in determining its permeability through the artificial membrane. The lipophilic nature of the molecule allows it to easily pass through the membrane, resulting in high permeability. Therefore, the final answer is: Final answer: High permeability. It is important to note that the PAMPA assay is a semi-quantitative method, and the permeability value can vary depending on the specific experimental conditions and the membrane used. However, based on the molecular structure and the presence of lipophilic groups, this molecule is expected to have high permeability to the artificial membrane.

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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:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code C1CNCCC1C2=CC=C(C=C2)NS(=O)(=O)C3=CC=C(C=C3)NCC4=C(C(=CC=C4)Cl)O is a 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 piperidine ring attached to a phenyl ring, which is further substituted with a sulfonamide group. The presence of the sulfonamide group (NS(=O)(=O)) indicates that the molecule has the potential to interact with biological targets through hydrogen bonding and electrostatic interactions. The molecule also contains a chloro-substituted phenol group, which can contribute to its lipophilicity and influence its permeability. The presence of the hydroxyl group (OH) in the phenol moiety suggests that the molecule may have some solubility in water. 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 presence of the sulfonamide group and the hydroxyl group may hinder the molecule's ability to pass through the membrane, while the lipophilic phenyl ring may facilitate its interaction with the membrane. Overall, the molecule's structure and functional groups suggest that it has the potential to exhibit low-to-moderate permeability to the artificial membrane in the PAMPA assay. Final answer: Low-to-moderate permeability.

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# 153

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)Br is a 5-bromo-4-[(1-methyl-5-tetrazolyl)thio]thieno[2,3-d]pyrimidine. This molecule consists of a thieno[2,3-d]pyrimidine core with a bromine atom attached at the 5-position. Additionally, there is a thioether group (S) attached to the thieno[2,3-d]pyrimidine core, which is further substituted with a 1-methyl-5-tetrazolyl group. The presence of the thieno[2,3-d]pyrimidine core suggests that this molecule may have potential biological activity, as this scaffold is commonly found in various drug molecules. The bromine atom at the 5-position can enhance the molecule's lipophilicity, which is important for membrane permeability. The thioether group, on the other hand, can increase the molecule's reactivity and potentially affect its pharmacokinetic properties. The 1-methyl-5-tetrazolyl group is a bioisostere for a carboxylic acid, which can enhance the molecule's water solubility and potentially improve its bioavailability. Overall, based on the presence of the thieno[2,3-d]pyrimidine core, the bromine atom, the thioether group, and the 1-methyl-5-tetrazolyl group, it is predicted that this molecule has high permeability to the artificial membrane. This is because these structural features can enhance the molecule's lipophilicity, reactivity, and water solubility, all of which are important factors for membrane permeability. Final answer: High 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 compound with various chemical and physical properties. It is a member of the imidazopyridine family, characterized by a fused imidazole and pyridine ring system. The molecule contains a carboxamide functional group (-CONH2) and a pyridine ring, which suggests potential hydrogen bonding and aromatic interactions. These features may contribute to its permeability through the artificial membrane. Additionally, the presence of a terminal alkyne group (CC#C) indicates the potential for hydrophobic interactions with the membrane. The molecule also possesses a chiral center, denoted by the [C@H] symbol, indicating the presence of an asymmetric carbon atom. This suggests the possibility of enantiomeric forms, which may have different permeability properties. Based on the structural features and the presence of functional groups, it is likely that the molecule exhibits low-to-moderate permeability to the artificial membrane. The combination of hydrogen bonding, hydrophobic interactions, and potential enantiomeric effects may influence its ability to pass through the membrane. Therefore, the final answer is: 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:
The molecule with the SMILES code CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=CC(=N3)OC is a compound known as LSM-36700. It belongs to the class of oxazoles, which are heterocyclic compounds containing a five-membered ring consisting of three carbon atoms, one nitrogen atom, and one oxygen atom. LSM-36700 has a molecular formula of C19H18N4O3S and a molecular weight of 394.45 g/mol. It possesses several important chemical and physical properties that contribute to its permeability to the artificial membrane. The molecule contains a thioether group (CS) and a sulfoxide group (S=O), which can influence its solubility and reactivity. Additionally, the presence of aromatic rings (C6H4) contributes to its stability and potential for π-π interactions. The molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of polar functional groups, such as the ether (C-O-C) and amine (C-N) groups, may facilitate interactions with the membrane. However, the hydrophobic nature of the molecule, due to the presence of alkyl groups (C-C), may hinder its passage through the membrane. Overall, based on its molecular structure and properties, LSM-36700 is expected to have low-to-moderate permeability to the artificial membrane. This means that it may have some ability to cross the membrane, but its passage may be limited compared to highly permeable compounds. 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 attached to a pyrrolidine ring, which is a five-membered ring containing one nitrogen atom. These ring systems contribute to the overall structure and stability of the molecule. Additionally, the molecule contains a fluorine atom attached to the benzene ring, which can influence its reactivity and interactions with other molecules. The presence of a carbonyl group (C=O) indicates the presence of a ketone functional group, which can participate in various chemical reactions. The molecule also contains a nitro group (NO2), which is a strong electron-withdrawing group. This group can influence the molecule's reactivity and polarity. 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 presence of multiple ring systems and functional groups can affect the molecule's ability to pass through the membrane. 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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# 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 components. This allows the molecule to easily cross the membrane and interact with its target. Furthermore, the presence of aromatic rings in the molecule, such as the benzene and pyridine rings, also contribute to its permeability. Aromatic rings are known to have good membrane permeability due to their ability to stack together and form favorable interactions with the membrane. In summary, based on the presence of the sulfonamide group and aromatic rings, 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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# 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 can be described as 4-acetyl-N-[3-[(4-bromophenyl)amino]sulfonyl-5-methylphenyl]-3,5-dimethyl-1H-pyrrole-2-carboxamide. The molecule contains an amide functional group (C=O) and a sulfonyl group (S=O), which are both polar and can participate in hydrogen bonding. These functional groups contribute to the molecule's ability to interact with the artificial membrane. Additionally, the presence of the bromine atom (Br) in the molecule adds to its overall polarity. The molecule also contains aromatic rings, which can contribute to its hydrophobicity. The presence of the methyl groups (CH3) further enhances the hydrophobic nature of the molecule. Based on the presence of polar functional groups and the overall hydrophobicity, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar functional groups can interact with the membrane, while the hydrophobic nature 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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# 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:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=C(C=C3)OC4=CC=CC=C4 is a complex compound with various functional groups. It can be described as a 1-[4-(4-phenoxyphenyl)-2-thiazolyl]-4-piperidinecarboxamide. 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 molecule's overall structure and stability. Additionally, the presence of a carboxamide group indicates the presence of a carbonyl group (C=O) bonded to a nitrogen atom. This functional group can participate in hydrogen bonding and may influence the molecule's solubility and reactivity. The molecule also contains a thiazole ring, which is a five-membered heterocyclic ring composed of three carbon atoms, one nitrogen atom, and one sulfur atom. Thiazole rings are known for their aromaticity and can contribute to the molecule's overall stability. Furthermore, the molecule features a phenoxyphenyl group, which consists of two phenyl rings connected by an oxygen atom. This group can contribute to the molecule's hydrophobicity and may influence its interactions with other molecules. Based on the presence of various functional groups and the complex structure of the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of polar functional groups, such as the carboxamide and thiazole rings, may facilitate interactions with the membrane, while the hydrophobic phenoxyphenyl group may hinder permeability. 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-indol-2-yl)-2-methylindol-3-ol. This molecule consists of two indole rings connected by a carbonyl group. The presence of the acetyl group (CH3CO-) and the hydroxyl group (OH) in the molecule indicates its potential for hydrogen bonding and polar interactions. These functional groups contribute to the molecule's ability to interact with the artificial membrane. The indole rings in the molecule are aromatic, which means they have a delocalized pi electron system. This aromaticity contributes to the molecule's stability and influences its physical properties, such as its solubility and permeability. The presence of the methyl group (CH3-) in the molecule increases its hydrophobicity, which can affect its permeability through the artificial membrane. Based on the presence of polar functional groups and the aromatic nature of the molecule, it is likely that the molecule has moderate permeability to the artificial membrane. The polar functional groups can interact with the polar regions of the membrane, while the aromatic rings can interact with the nonpolar regions. Therefore, the final answer is: 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 with a fused pyrimidine and piperazine ring system. It contains a nitro group (-NO2) and a thiourea functional group (-NH-C(=S)-NH2). The presence of the nitro group suggests that the molecule is likely to be electron-withdrawing, which can affect its reactivity and solubility. The molecule's structure indicates that it possesses a lipophilic character due to the presence of multiple aromatic rings. This lipophilicity can influence its permeability through the artificial membrane. The molecule's molecular weight and size are relatively high, which may impact its ability to pass through the membrane. Additionally, the presence of the thiourea group can potentially form hydrogen bonds with the membrane, affecting its permeability. Based on these considerations, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the nitro group and the thiourea group may hinder its passage, while the lipophilic character and high molecular weight may further restrict its permeability. Therefore, the final answer is: 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:** 1

**Correct:** 1

# 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 heterocyclic compound consisting of a benzene ring fused with a furan ring. The molecule also contains 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 chloro and fluoro groups are electron-withdrawing groups, which can affect the molecule's polarity and its ability to interact with other molecules. The carbonyl group suggests that this molecule may have the potential to form hydrogen bonds with other molecules. Overall, based on the presence of the benzofuran, pyrazole, and pyridine rings, as well as the various functional groups, 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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# 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 6-[(3-chloro-4-fluorophenyl)sulfamoyl]-7-fluoro-3,4-dihydro-2H-quinolin-1-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 chlorine and fluorine atoms in the molecule indicates that it may have lipophilic properties, which can affect its permeability across biological membranes. The presence of the carbonyl group (C=O) in the molecule suggests that it may have the potential to form hydrogen bonds, which can influence its interactions with biological targets. Overall, based on the presence of the quinoline moiety, the sulfonamide group, the chlorine and fluorine atoms, and the carbonyl group, 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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# 164

**SMILES:** CCCCCN1C(=O)C2=C(C=C(C=C2)C(=O)NCCCN3CCC(CC3)C)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)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 (NC1CCC(CC1)C). The presence of the carbonyl groups (C=O) in the molecule indicates that it has the potential to form hydrogen bonds with the artificial membrane. This can enhance its permeability by facilitating interactions with the membrane components. Additionally, the presence of the aromatic rings (C=C) in the molecule suggests that it may have some degree of hydrophobicity, which can also contribute to its permeability. Based on the molecular structure and the presence of the substituents, it is likely that this molecule has high permeability to the artificial membrane. The combination of hydrogen bonding and hydrophobic interactions with the membrane can facilitate its passage through the membrane, allowing it to be efficiently transported across the barrier. Therefore, the final answer is: Final answer: High 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 benzene ring substituted with a methoxy group (OCH3) and a sulfonamide group (SO2NH) attached to the para position of the benzene ring. Additionally, it contains a pyridine ring fused to a thiazole ring, which is further substituted with a phenyl 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 polar regions of the membrane. This property allows the molecule to easily cross the membrane and reach its target site. Furthermore, the presence of the methoxy group and the phenyl group in the molecule contribute to its lipophilicity, which is the ability to dissolve in lipids. This lipophilic nature enhances the molecule's permeability through the artificial membrane. In summary, based on the presence of the sulfonamide group and the lipophilic nature 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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# 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 structure. It contains a chloro group (Cl) and a fluoro group (F) attached to a phenyl ring, as well as a pyridine ring. The presence of these aromatic rings suggests that the molecule is likely to have good lipophilicity, which is important for membrane permeability. The molecule also contains a nitrogen atom in the pyrazolo[1,5-a]pyrimidine core, which can act as a hydrogen bond acceptor. This property may contribute to the molecule's ability to interact with the artificial membrane. Additionally, the presence of the pyridine ring suggests that the molecule may have basic properties, which could influence its interaction with the membrane. Based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane. The presence of aromatic rings, lipophilicity, hydrogen bonding potential, and basic properties all contribute to its ability to pass through the membrane. 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:** 0

**Correct:** 0

# 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-2-yl)amino]pyridine-3-carboxamide. This molecule is being investigated in a clinical trial (NCT03050555) for its potential use in the treatment of advanced solid tumors. In terms of its permeability, this molecule is predicted to have low-to-moderate permeability to the artificial membrane. The presence of the pyridine and indole rings in the structure suggests that this molecule may have some degree of hydrophobicity, which can affect its ability to pass through the artificial membrane. Additionally, the presence of the amide group (C=O) indicates that this molecule may have some hydrogen bonding potential, which can also impact its permeability. The low-to-moderate permeability prediction suggests that this molecule may have some difficulty crossing the artificial membrane, but it is not expected to be completely impermeable. This information is important in drug discovery as it can help predict the molecule's ability to reach its target in the body and its potential for oral bioavailability. Overall, the predicted low-to-moderate permeability of this molecule to the artificial membrane provides valuable insights into its potential pharmacokinetic properties and its suitability for further investigation in the treatment of advanced solid tumors. Final answer: Low-to-moderate 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 triazolone ring, which is connected to a piperidine ring and a phenyl ring. The molecule also contains a methoxy group, a sulfonyl group, and three fluorine atoms. The presence of the triazolone ring suggests that this molecule may have potential biological activity, as triazolones are known to exhibit diverse pharmacological properties. The piperidine ring indicates that the molecule may have some degree of basicity and could potentially interact with acidic functional groups. The methoxy group is a common substituent in many drugs and can enhance the lipophilicity of the molecule, potentially improving its permeability. The sulfonyl group, on the other hand, can increase the polarity of the molecule, which may affect its permeability. The three fluorine atoms attached to the phenyl ring are electron-withdrawing groups, which can enhance the lipophilicity and metabolic stability of the molecule. Overall, based on the presence of the triazolone ring, the methoxy group, and the fluorine atoms, it is likely that this molecule has high permeability to the artificial membrane. The combination of lipophilic and polar functional groups suggests that it may have a balance between hydrophobic and hydrophilic properties, which is often favorable for membrane permeability. 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:
The molecule with the SMILES code CC1CCCCN1C2=NC=NC(=C2[N+](=O)[O-])N is a 5-nitro-6-(2-methyl-1-piperidinyl)-4-pyrimidinamine. This molecule consists of a pyrimidine ring fused with a piperidine ring, with a nitro group (NO2) attached at the 5th position of the pyrimidine ring. Additionally, there is a methyl group (CH3) attached to the piperidine ring. The presence of the nitro group suggests that this molecule is likely to be a polar compound. Nitro groups are electron-withdrawing, which can increase the polarity of a molecule. This increased polarity can affect the molecule's permeability by influencing its solubility and interactions with the artificial membrane. The piperidine ring, on the other hand, is a cyclic amine, which can contribute to the molecule's basicity and potential for hydrogen bonding. These properties can also impact the molecule's permeability. Considering the presence of both polar and basic functional groups, it is likely that this molecule will exhibit moderate permeability to the artificial membrane. The polar nitro group and the basic piperidine ring can interact with the membrane, potentially facilitating the passage of the molecule through it. However, the presence of the bulky methyl group and the fused ring system may hinder the molecule's permeability to some extent. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This molecule is expected to have moderate permeability to the artificial membrane due to the presence of polar and basic functional groups, but the bulky methyl group and fused ring system may limit its permeability to some extent.

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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:** 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)[N+](=O)[O-])C is a complex compound with various functional groups. It can be described as 4-(4-chloro-2-nitrophenyl)-N-(4,6-dimethyl-2-pyridinyl)-1-piperazinecarbothioamide. The molecule contains a piperazine ring, which is a cyclic compound consisting of two nitrogen atoms and four carbon atoms. 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. Additionally, the molecule contains a thiourea functional group, which consists of a carbon atom double-bonded to a sulfur atom and attached to a nitrogen atom. Thioureas have been found to possess antimicrobial, antiviral, and anticancer activities. The presence of a nitro group (-NO2) indicates that the molecule may have electron-withdrawing properties, which can affect its reactivity and solubility. The chlorine atom (Cl) attached to the phenyl ring contributes to the molecule's overall hydrophobicity. Based on the presence of the piperazine ring, thiourea group, and other functional groups, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good membrane permeability and could potentially be absorbed by biological membranes. Therefore, the final answer is: Final answer: High 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 is a sulfonamide group (S(=O)(=O)N) attached to the benzene ring, while the other side chain is a carbonyl group (C(=O)N) attached to a thiazole 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 components. Additionally, the presence of the carbonyl group in the molecule indicates that it may have low-to-moderate permeability. Carbonyl groups can form hydrogen bonds with the membrane components, but they may also have some steric hindrance due to the attached thiazole ring. Overall, based on the presence of the sulfonamide group and the carbonyl group, it is predicted 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 that exhibits high permeability to the artificial membrane in the PAMPA assay. The molecule consists of a central benzene ring with a methoxy group (OCH3) and a hydroxyl group (OH) attached to it. This aromatic ring is connected to a secondary amine group (NH) through a carbon chain. Additionally, there is a sulfonamide group (SO2NH) attached to the benzene ring. The presence of the methoxy and hydroxyl groups in the molecule enhances its lipophilicity, which is the ability to dissolve in lipid-based substances. This lipophilic nature allows the molecule to easily pass through the artificial membrane, resulting in high permeability. The secondary amine group and the sulfonamide group contribute to the molecule's overall polarity. While these groups may slightly hinder the molecule's permeability, they do not significantly impact its overall permeability classification. Overall, the molecule's high lipophilicity and moderate polarity contribute to its high permeability to the artificial membrane in the PAMPA assay. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(N(C(=C1C(=O)C)C)C)C(=O)NC2=CC(=CC=C2)[S+](=O)(N(C)C)[O-] is a 3-acetyl-N-[3-[(dimethylamino)sulfonyl]phenyl]-1,5,6-trimethyl-2-pyrrolecarboxamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, 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 interact with the artificial membrane. Additionally, the presence of the amide group (C(=O)NC) suggests that the molecule can form hydrogen bonds with the membrane, further enhancing its permeability. The molecule also contains a sulfonyl group (S(=O)(N(C)C)[O-]), which can act as a polar functional group, increasing the molecule's solubility in the aqueous environment of the PAMPA assay. Furthermore, the presence of the pyrrole ring (C1=C(N(C(=C1C(=O)C)C)C)C) indicates that the molecule possesses aromaticity, which can contribute to its stability and interaction with the membrane. Overall, based on the presence of the acetyl, amide, sulfonyl, and pyrrole groups, as well as the aromaticity 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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# 174

**SMILES:** CCC1=C(C=C(C=C1)NC(=O)C2=C(C(=C(N2)C)C(=O)C)C)[S+](=O)(NC3=CC=C(C=C3)C#N)[O-]

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCC1=C(C=C(C=C1)NC(=O)C2=C(C(=C(N2)C)C(=O)C)C)[S+](=O)(NC3=CC=C(C=C3)C#N)[O-] is a compound known as 5-acetyl-N-(3-ethyl-4-[(4-nitrophenyl)sulfanylidene]-1-oxobutyl)-2,4-dimethyl-3-pyrrolecarboxamide. This molecule is being evaluated in the Parallel Artificial Membrane Permeability Assay (PAMPA) to determine its permeability to an artificial membrane. The molecule consists of a pyrrole ring attached to a carboxamide group, which is further connected to a butyl chain. The butyl chain contains an acetyl group and a sulfanylidene group, which is bonded to a nitrophenyl group. The presence of the sulfanylidene group suggests that the molecule has a sulfur atom with a positive charge, balanced by a negatively charged oxygen atom. The presence of the nitro group indicates that the molecule is likely to be polar. Based on the structure and the presence of polar functional groups, it is expected that this molecule will have low-to-moderate permeability to the artificial membrane. The polar 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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# 175

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC2=C(C=C1)OC(=N2)NC3=NC(C4=C(N3)CCCC4=O)C5=C(C=NN5)Cl is a complex organic compound with a fused ring system. It contains various functional groups, including a methoxy group (OCH3), a chloro group (Cl), and a benzene ring. The molecule's structure suggests that it possesses both hydrophobic and hydrophilic regions, which are important for its permeability. The presence of the methoxy group and the benzene ring indicates that the molecule has a lipophilic character, meaning it has an affinity for lipid-based environments. This suggests that it may have high permeability to the artificial membrane. Additionally, the presence of the chloro group and the nitrogen-containing heterocycles (pyrazole and pyrrolopyridine) in the molecule indicate its potential for hydrogen bonding and polar interactions. These properties can contribute to its solubility in water and its ability to interact with the polar environment of the artificial membrane. Overall, based on its structural features, the molecule is likely to have high permeability to the artificial membrane. This is because it possesses both lipophilic and polar regions, which can facilitate its passage through the membrane. Therefore, the final answer is: Final answer: High 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:** 1

**Correct:** 1

# 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 1-[1-[(3-chlorophenyl)methyl]-4-piperidinyl]-3-[(3-chloro-4-methylphenyl)amino]-1-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 chloro substituents, one on the phenyl ring and the other on the urea moiety. Chloro substituents can enhance the lipophilicity of a molecule, which can affect its permeability across biological membranes. The presence of the urea group indicates that the molecule has the potential to form hydrogen bonds, which can influence its solubility and permeability. Overall, based on the presence of the piperidine ring, the chloro substituents, and the urea group, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good membrane permeability and could potentially be absorbed well in the body. Final answer: High permeability.

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# 177

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 in the molecule suggests that it may have some degree of lipophilicity, which is important for membrane permeability. Additionally, the molecule contains several nitrogen atoms, which can potentially form hydrogen bonds with the polar groups present in the artificial membrane. However, the overall structure of the molecule indicates that it may not be highly soluble in the membrane. The presence of bulky substituents, such as the pyrazolo[3,4-d]pyridine and triazolo[4,3-a][1,4]diazepine moieties, may hinder the molecule's ability to penetrate the membrane. Based on these considerations, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and nitrogen atoms suggests some potential for interaction with the membrane, but the bulky substituents and overall structure may limit its ability to pass through. Therefore, the final answer is: Final answer: Low-to-moderate 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 sulfur atom is also bonded to a methyl group. The molecule contains an amide group, indicated by the presence of the carbonyl group (C=O) bonded to a nitrogen atom. This amide group is attached to a phenyl ring, which is further substituted with a thiazole ring. The thiazole ring contains a nitrogen atom and a sulfur atom, both of which are part of a five-membered ring. The presence of the sulfonic acid group (SO3H) suggests that the molecule is highly polar and can form strong ionic interactions with other charged species. This property may contribute to its permeability through the artificial membrane. Based on the molecular structure and the presence of polar functional groups, it is likely that the molecule has high permeability to the artificial membrane. The polar sulfonic acid group and the amide group can form hydrogen bonds with the membrane, facilitating its passage. Therefore, the final answer is: 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 imparts polarity to the molecule, making it more soluble in polar solvents. The molecule also contains a carbonyl group (C=O) attached to the indole ring. This carbonyl group is responsible for the molecule's ability to form hydrogen bonds and participate in various chemical reactions. The presence of the indole ring in the molecule suggests that it may have biological activity, as many biologically active compounds contain indole moieties. Indoles are known for their diverse pharmacological properties, including anticancer, antimicrobial, and anti-inflammatory activities. Based on the presence of the hydroxyl group and the indole ring, it is likely that this molecule has moderate permeability to the artificial membrane. The hydroxyl group may enhance the molecule's solubility in the membrane, while the indole ring may contribute to its ability to interact with the membrane's components. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CC2=C(C(N=C(N2)NC3=NC4=CC=CC=C4O3)C5=C(C=NN5)Cl)C(=O)C1 is a complex compound with a fused ring system. It contains a pyrazole ring, a benzoxazole ring, and a cyclohexane ring. The presence of the pyrazole and benzoxazole rings suggests that this molecule may have biological activity, as these ring systems are commonly found in pharmaceutical compounds. The molecule also contains a chloro substituent, which can affect its reactivity and solubility. The presence of the carbonyl group indicates that this molecule may have some degree of polarity. The artificial membrane used in the PAMPA assay is designed to mimic the properties of the lipid bilayer in cell membranes. It is composed of a lipid bilayer with a controlled composition. The permeability of a molecule through this membrane is influenced by its size, shape, polarity, and the presence of functional groups that can interact with the membrane. Based on the structure of the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of the fused ring system and the carbonyl group suggest that it may have some degree of polarity, which can affect its ability to pass through the membrane. Additionally, the presence of the chloro substituent may also impact its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability. This molecule is expected to have some degree of permeability to the artificial membrane, but it may not be highly permeable due to its complex structure and the presence of polar functional groups. Further experimental data would be needed to determine the exact permeability value.

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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 benzamide moiety. It consists of a central benzoxazole ring fused with a benzene ring, which is further substituted with a nitro group (-NO2) at the para position. The benzamide moiety is attached to the benzoxazole ring through an amide linkage. The presence of the nitro group suggests that this molecule is likely to be a nitroaromatic compound, which often exhibit high lipophilicity and can readily permeate through lipid membranes. Additionally, the presence of the benzamide moiety indicates that this molecule may have potential interactions with biological targets, such as enzymes or receptors. Based on these structural features, it is reasonable to predict that this molecule has high permeability to the artificial membrane in the PAMPA assay. The lipophilic nature of the molecule allows it to easily cross the lipid bilayer, facilitating its diffusion through the membrane. Therefore, the final answer is: 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-[(3-oxo-4,5,6,7-tetrahydro-1H-azepin-2-yl)thio]-N-(methylphenyl)methanecarboxamide. This molecule belongs to the class of amides. The molecule consists of a central core structure, which is a 1H-azepine ring. This ring contains a carbonyl group (C=O) and a thioether group (C-S). The presence of the carbonyl group suggests that this molecule can participate in hydrogen bonding, which can affect its solubility and permeability. The molecule also contains a methylphenyl group attached to the nitrogen atom of the amide functional group. This group can influence the molecule's lipophilicity and hydrophobicity, which are important factors in determining its permeability. 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 the carbonyl group and thioether 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 methylphenyl group may contribute to the molecule's hydrophobicity, further impacting its permeability. In summary, the molecule with the SMILES code CN(C1=CC=CC=C1)C(=O)CSC2=NC3=C(CCCC3)C(=O)N2 is likely to have low-to-moderate permeability to the artificial membrane due to its polarity, hydrophobicity, and functional groups present. 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 contains a bromine atom attached to a phenyl ring, which gives it a halogenated character. The molecule also contains a sulfinyl group (S=O) and a carbonyl group (C=O), indicating the presence of a sulfoxide and an amide functional group, respectively. The molecule's structure suggests that it possesses a high degree of rigidity due to the presence of multiple aromatic rings and the fused tricyclic system. This rigidity can impact its permeability through the artificial membrane. Additionally, the presence of the sulfinyl group can influence the molecule's polarity and solubility, which can also affect its permeability. 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 complex structure and the presence of polar functional groups may hinder its ability to easily pass through the membrane. However, without further experimental data, it is difficult to provide a more precise prediction. Therefore, the final answer is: 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 sulfonamide compound. It consists of a benzene ring substituted with a methyl group and a sulfonamide group. The sulfonamide group is attached to a benzothiazole ring, which in turn is connected to a benzamide moiety. The presence of the sulfonamide group (S(=O)(=O)N) 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 benzothiazole ring and the benzamide moiety indicates that this molecule may have potential biological activity. Benzothiazole derivatives have been reported to exhibit various pharmacological properties, including antimicrobial, anticancer, and anti-inflammatory activities. Therefore, based on the presence of the sulfonamide group and the benzothiazole ring, it is likely 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)C(=NC(=N2)C3=CC=NC=C3)NC4=CC=NN4 is a 2-pyridin-4-yl-N-(1H-pyrazol-5-yl)-4-quinazolinamine. This molecule belongs to the quinazoline family, which is characterized by a fused benzene and pyrimidine ring system. The presence of the pyridine and pyrazole rings in the molecule 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 the membrane. Additionally, the presence of the amine group in the molecule indicates that it can form hydrogen bonds with the membrane, potentially enhancing its permeability. The quinazoline moiety in the molecule is known to exhibit biological activity, making it a potential drug candidate. The presence of the pyridine and pyrazole rings further enhances its potential as they are often associated with increased bioactivity. Based on these considerations, it is likely that the molecule has high permeability to the artificial membrane. The aromatic nature of the molecule, the presence of the amine group, and the potential for hydrogen bonding all contribute to its ability to pass through the membrane. Therefore, the final answer is: Final answer: High 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 other polar molecules or functional groups. The molecule's overall structure suggests that it has a moderate lipophilicity due to the presence of aromatic rings and alkyl chains. This lipophilicity can influence its permeability through the artificial membrane. 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 functional groups and the potential for hydrogen bonding may hinder its passage through the membrane, while the lipophilic character may facilitate some permeation. 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:
The molecule with the SMILES code C1=CC(=C(C=C1NC2=NC(=NC=C2)C3=CC=NC=C3)F)F is 2-(3,4-difluoroanilino)-4-pyridin-4-ylpyrimidine. This molecule consists of a pyrimidine ring fused with a pyridine ring, with a 3,4-difluoroaniline substituent attached to the pyrimidine ring. The presence of the 3,4-difluoroaniline group suggests that this molecule may have some degree of hydrophobicity, as the fluorine atoms are electron-withdrawing and can enhance the lipophilicity of the molecule. This hydrophobicity can influence the permeability of the molecule through the artificial membrane. Additionally, the presence of the pyrimidine and pyridine rings indicates that this molecule may have some degree of aromaticity, which can contribute to its stability and lipophilicity. The aromatic rings can also participate in various intermolecular interactions, such as π-π stacking, which can affect the molecule's permeability. Based on these considerations, it is likely that the molecule 2-(3,4-difluoroanilino)-4-pyridin-4-ylpyrimidine has high permeability to the artificial membrane. This is because the presence of hydrophobic and aromatic moieties can enhance the molecule's ability to pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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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:** 0

**Correct:** 0

# 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 with a substituted carbazole moiety. The molecule consists of a central benzodioxole ring fused with a carbazole ring system. The benzodioxole ring contains two oxygen atoms, while the carbazole ring contains a chlorine atom. The molecule also contains a carbonyl group attached to the carbazole ring. The presence of the benzodioxole and carbazole rings suggests that the molecule may have potential biological activity, as these ring systems are commonly found in bioactive compounds. The chlorine atom and the carbonyl group may also contribute to the molecule's biological activity. The molecule's physical properties, such as its solubility and melting point, are not provided in the SMILES code. However, based on the presence of aromatic rings and the carbonyl group, it is likely that the molecule is relatively hydrophobic and has a higher melting point. In terms of permeability, the molecule's size and shape, as well as the presence of functional groups, can influence its ability to pass through the artificial membrane. The molecule's size and shape suggest that it may have moderate permeability, as it is not extremely large or complex. The presence of the carbonyl group may also enhance its permeability, as carbonyl groups can interact favorably with the membrane. Overall, based on the molecular structure and the presence of aromatic rings and functional groups, 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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# 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 these groups suggests that the molecule may have some degree of water solubility. Additionally, the molecule contains an amide group (CONH) and a nitroso group (NO) attached to the benzene ring. These functional groups can participate in hydrogen bonding and other intermolecular interactions, potentially affecting the molecule's physical properties. The presence of the amide group suggests that the molecule may have some degree of stability and resistance to hydrolysis. Overall, based on the presence of polar functional groups and the potential for intermolecular interactions, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of multiple functional groups and the potential for hydrogen bonding 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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# 190

**SMILES:** CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NCCC3=CC(=C(C=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NCCC3=CC(=C(C=C3)Cl)Cl is a 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 benzene ring with two chlorine atoms attached to it. This indicates that the molecule is likely to have hydrophobic properties, as chlorine is a nonpolar atom. Additionally, the presence of the two chlorine atoms suggests that the molecule may have some degree of lipophilicity, which can affect its permeability. Attached to the benzene ring is a nitrogen atom, which is part of a sulfonamide group. The sulfonamide group is responsible for the molecule's antibacterial activity. The presence of the sulfonamide group also suggests that the molecule may have some degree of water solubility, as sulfonamides are generally soluble in water. The molecule also contains a nitroso group (NO) attached to the benzene ring. This group can act as a hydrogen bond acceptor, potentially influencing the molecule's interactions with other molecules. Overall, based on the presence of the sulfonamide group, the hydrophobic and lipophilic properties of the molecule, and the potential for hydrogen bonding, 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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# 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 pyrimidine core with various substituents attached to it. The molecule contains a nitrogen atom in the pyrimidine ring, which can act as a hydrogen bond acceptor. This property suggests that the molecule may have the ability to interact with other molecules through hydrogen bonding. Additionally, the presence of aromatic rings in the molecule, such as the phenyl and pyridine rings, indicates that it may have some degree of hydrophobicity. This hydrophobicity can influence the molecule's permeability through the artificial membrane. The molecule also contains an amine group, which can potentially form ionic interactions with charged species. This property may contribute to the molecule's ability to interact with the artificial membrane. Based on the presence of these functional groups and the overall structure of the molecule, it is likely that the compound has moderate permeability to the artificial membrane. The presence of hydrogen bonding and hydrophobic interactions suggests that the molecule may have some degree of solubility in both polar and nonpolar solvents. However, the presence of the amine group and the aromatic rings 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 degree of permeability to the artificial membrane, but it may not be highly permeable. 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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# 192

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C=C(C=C1)NC2=NC(=NC3=CC=CC=C32)C4=CC=NC=C4)F is a quinazoline derivative. Quinazolines are a class of heterocyclic compounds that contain a fused benzene and pyrimidine ring system. In this specific molecule, there is a 4-fluoro-3-methylphenyl group attached to the quinazoline core. The presence of the fluorine atom in the molecule enhances its lipophilicity, which is the ability of the molecule to dissolve in lipid-based environments. This property is crucial for the molecule's permeability across biological membranes. Additionally, the presence of the methyl group in the phenyl ring further contributes to the molecule's lipophilicity. The quinazoline core itself is a planar aromatic system, which allows for efficient π-π stacking interactions with other aromatic compounds. This property can influence the molecule's binding affinity to target proteins or receptors. Overall, based on the presence of the fluorine and methyl groups, as well as the quinazoline core, it is predicted that this molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High 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 fused ring system. It belongs to the class of piperidines, which are organic compounds containing a six-membered ring with one nitrogen atom. The molecule consists of two piperidine rings connected by a carbonyl group. The presence of the carbonyl group suggests that the molecule may have some degree of polarity. Additionally, the molecule contains aromatic rings, which can contribute to its overall hydrophobicity. Based on the structure, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of polar functional groups, such as the carbonyl groups, may allow the molecule to interact with the polar head groups of the membrane, facilitating its passage. However, the presence of aromatic rings and the overall hydrophobic nature of the molecule may hinder its permeability to some extent. Overall, considering the molecular structure and the presence of polar and hydrophobic groups, it is reasonable to conclude that the molecule has low-to-moderate permeability to the artificial membrane. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC(=CC(=C1OC)OC)C(=O)NC2CCCC3=C2NC4=CC=CC=C34 is a compound known as 3,4-dihydro-2H-pyrrolo[3,2,1-ij]quinoline-9-yl 3,4,5-trimethoxybenzamide. This molecule belongs to the class of pyrroloquinolines, which are characterized by a fused pyrrole and quinoline ring system. The presence of the pyrroloquinoline moiety in this molecule suggests that it may possess interesting biological activities. Pyrroloquinolines have been reported to exhibit a wide range of pharmacological properties, including anticancer, antimicrobial, and anti-inflammatory activities. Therefore, this compound may have potential therapeutic applications. In terms of permeability, the molecule's structure indicates that it is likely to have low-to-moderate permeability to the artificial membrane. The presence of multiple methoxy groups (–OCH3) and an amide group (–CONH–) suggests that the molecule may have some degree of polarity. This polarity can affect its ability to pass through the artificial membrane, which is designed to mimic the properties of biological membranes. Overall, the molecule's pyrroloquinoline structure and the presence of polar functional groups suggest that it may have low-to-moderate permeability to the artificial membrane. Further experimental studies would be required to determine the exact permeability value and to explore its potential therapeutic applications. Final answer: Low-to-moderate 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:** 1

**Correct:** 1

# 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 possesses lipophilic properties. Lipophilic compounds tend to have higher permeability through lipid-based membranes, such as the artificial membrane used in the PAMPA assay. Additionally, the presence of the amide group (C(=O)NH) indicates that the molecule has the potential to form hydrogen bonds. Hydrogen bonding can enhance the solubility and permeability of a compound. Based on these structural features, it is likely that the molecule has high permeability to the artificial membrane. The presence of lipophilic groups and hydrogen bonding capabilities suggests that the molecule can easily cross the membrane and interact with its components. Therefore, the final answer is: Final answer: High 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-b]pyridine. This molecule consists of a pyridine ring fused with an imidazole ring, with a methoxyphenyl group attached to the pyridine ring. 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 through the membrane. Additionally, the aromatic rings in the molecule contribute to its hydrophobicity, which is favorable for permeation through the hydrophobic artificial membrane. The imidazole ring in the molecule contains a nitrogen atom that can act as a hydrogen bond acceptor. This property can facilitate interactions with the polar functional groups present in the artificial membrane, further enhancing its permeability. Overall, based on the presence of the methoxy group, the aromatic rings, and the imidazole ring, it is predicted 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=NC=C1)NC(=S)N2CCCC(C2)NC3=CC=CC(=C3)C(F)(F)F is a compound known as 4-[3-(trifluoromethyl)anilino]-N-(4-methyl-2-pyridinyl)-1-piperidinecarbothioamide. 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. Additionally, the molecule contains a trifluoromethyl group (-CF3) attached to an aniline moiety. This group is known to enhance the lipophilicity and metabolic stability of a compound, which can be beneficial for drug-like properties. Furthermore, the presence of a pyridine ring and a carbothioamide group in the molecule indicates potential interactions with biological targets. Pyridine rings are often involved in hydrogen bonding and can act as electron donors or acceptors, while carbothioamide groups can form hydrogen bonds and participate in metal coordination. Overall, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good membrane permeability and could potentially be a drug candidate. Final answer: High 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 diverse range of chemical and physical properties. 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. 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. Lipophilic compounds tend to have higher permeability due to their ability to dissolve in lipid-based environments. However, the presence of the sulfonamide group, which contains a polar sulfonamide functional group (SO2NH2), may also impact the molecule's permeability. The sulfonamide group can potentially form hydrogen bonds with the polar groups present in the artificial membrane, reducing the molecule's overall permeability. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of lipophilic groups suggests some degree of permeability, but the polar sulfonamide group may limit its overall permeability. 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:** 1

**Correct:** 1

# 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 consists of a benzene ring with a chlorine atom attached to it, which is substituted with a hydroxyl group. This hydroxyl group is connected to a nitrogen atom, which is further connected to a carbon atom. This carbon atom is part of a thiazole ring, which contains a sulfur atom and a nitrogen atom. The thiazole ring is connected to a sulfonamide group, which consists of a sulfur atom double-bonded to an oxygen atom and two oxygen atoms single-bonded to another carbon atom. 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 small size and polar nature. Additionally, the presence of the hydroxyl group and the thiazole ring may enhance the molecule's solubility in the artificial membrane. Therefore, based on the molecular structure and the presence of the sulfonamide group, it is predicted that this molecule has high permeability to the artificial membrane. Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1CCN(CC1)C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)OC is a complex 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 a piperazine ring (CN1CCN(CC1)) and a methoxy group (OC) attached to the quinazoline ring. Additionally, there is a substituted aniline group (C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)) attached to the piperazine ring. The presence of the piperazine ring suggests that the molecule may have some basic properties and could potentially interact with acidic compounds. The methoxy group is a common functional group that can enhance the lipophilicity of a molecule, potentially affecting its permeability. The substituted aniline group contains a nitrogen atom, which can participate in hydrogen bonding and potentially influence the molecule's solubility and 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 potential for hydrogen bonding interactions suggest that the molecule may have good solubility in both aqueous and lipid environments. Additionally, the presence of the piperazine ring and the methoxy group may enhance the molecule's lipophilicity, further contributing to its permeability. Therefore, the final answer is: Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=CC=C1C(=O)N2CCC3=C2C=CC(=C3)N4C=C(C=N4)NC(=O)CC5=CC=CC=C5 is a complex organic compound with a fused indole and pyrrole ring system. It possesses a carbonyl group (C=O) and an amide group (C(=O)N) which are important functional groups for drug-like molecules. The molecule's structure suggests that it is a potential drug candidate due to the presence of aromatic rings, which are often associated with biological activity. The molecule's lipophilicity, which is a measure of its affinity for lipid membranes, is likely to be moderate to high due to the presence of aromatic rings and the presence of a carbonyl group. This suggests that the molecule may have good permeability to the artificial membrane in the PAMPA assay. The presence of the amide group indicates that the molecule may have the potential to form hydrogen bonds, which can play a role in drug-receptor interactions. Overall, based on its structure and functional groups, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High 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 2-methyl-N-[2-methoxy-5-[(4-bromophenyl)sulfinyloxy]phenyl]-3-pyridinecarboxamide. The molecule contains a pyridine ring, which is a heterocyclic aromatic ring composed of five carbon atoms and one nitrogen atom. This ring contributes to the molecule's overall stability and reactivity. Additionally, the presence of the amide functional group (C=O) indicates that the molecule has the potential to form hydrogen bonds, which can influence its solubility and interactions with other molecules. The molecule also contains a sulfonate group (S=O) and a bromine atom (Br) attached to a phenyl ring. These functional groups can affect the molecule's polarity and reactivity. The sulfonate group is negatively charged (S(=O)(O-) ) and can participate in ionic interactions, while the bromine atom adds bulk and can influence the molecule's steric properties. Furthermore, the presence of a methoxy group (OCH3) and an ether linkage (C-O-C) indicates the presence of an oxygen atom, which can contribute to the molecule's polarity and solubility. In conclusion, based on the molecular structure and functional groups present, the molecule is predicted to have low-to-moderate permeability to the artificial membrane. This is due to the presence of various functional groups that can influence the molecule's interactions with the membrane, such as hydrogen bonding, ionic interactions, and steric effects. 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 quinolines, which are heterocyclic aromatic compounds containing a benzene ring fused to a pyridine ring. The molecule has a long carbon chain with multiple branches, denoted by the "CCC(CC)" part of the SMILES code. This suggests that it is a relatively large and hydrophobic molecule. The presence of the pyridine ring and the quinoline moiety indicates that it possesses aromatic properties. The molecule also contains a cyclic amine group, denoted by "[C@H]2CN3CC[C@H]2C[C@@H]3CNC(=O)C". This suggests that it may have some basic properties and can potentially form hydrogen bonds. Based on the structural features, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of the long carbon chain and the aromatic rings suggests that it may have difficulty passing through the membrane due to its hydrophobic nature. Additionally, the presence of the cyclic amine group may hinder its permeability further. Therefore, the final answer is: 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:
The molecule with the SMILES code C1CCC(C(C1)C2C3=C(CCCC3=O)NC(=N2)NC4NC5CCCCC5S4)Cl is a complex compound with a fused ring system. It contains a cyclohexane ring, a pyridine ring, and a thiazolidine ring. The presence of the chlorine atom indicates that it is a chlorinated compound. The molecule also contains a ketone group (C=O) and an amine group (NH2), which suggests potential reactivity and the ability to form hydrogen bonds. The presence of the thiazolidine ring indicates that the molecule may have some biological activity, as thiazolidine derivatives have been reported to possess antimicrobial and antifungal properties. The molecule's structure suggests that it may have a moderate to high permeability to the artificial membrane. The presence of the cyclohexane ring and the fused ring system may contribute to its ability to pass through the membrane. Additionally, the presence of the amine group and the ketone group may enhance its solubility and interaction with the membrane. Overall, based on its structure and the presence of functional groups, it is likely that the molecule has high permeability to the artificial membrane. 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)C(=O)NC3=CC=CC=C3 is a sulfonamide compound. It consists of a central benzene ring substituted with a sulfonyl group (S(=O)(=O)) and a thiazole ring attached to it. The thiazole ring contains a nitrogen atom and a carbonyl group (C=O). Additionally, there is a phenyl group attached to the nitrogen atom of the thiazole ring. The presence of the sulfonyl 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. The thiazole ring and the phenyl group contribute to the overall hydrophobicity of the molecule, which can also enhance its permeability. Furthermore, the presence of the carbonyl group in the thiazole ring indicates that this molecule may have the potential to form hydrogen bonds with the membrane, further facilitating its permeation. In summary, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane. Therefore, the final answer is: 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 compound known as 2-methyl-N-(5-tert-butyl-1,3-benzothiazol-2-yl)benzamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the benzamide functional group (C(=O)N) indicates that this molecule is capable of forming hydrogen bonds with the artificial membrane. Hydrogen bonding is an important factor in determining the permeability of a molecule, as it can enhance its interaction with the membrane and facilitate its passage through it. Additionally, the molecule contains an aromatic ring system, which can contribute to its hydrophobicity. The hydrophobic nature of the molecule allows it to interact favorably with the nonpolar regions of the artificial membrane, further enhancing its permeability. Furthermore, the presence of the tert-butyl group (C(C)(C)C) and the bulky substituents on the benzothiazole ring contribute to the steric hindrance around the molecule. This steric hindrance can affect the molecule's ability to interact with the membrane and potentially limit its permeability. In summary, based on its chemical structure and properties, the molecule 2-methyl-N-(5-tert-butyl-1,3-benzothiazol-2-yl)benzamide is expected to exhibit low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is due to the presence of hydrogen bonding groups, hydrophobicity, and steric hindrance. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1=CN(C(=C1)C=C2C(=O)NC(=S)NC2=O)C3=CC=C(C=C3)O is a complex organic compound 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 exhibit some degree of acidity. The thioamide group, on the other hand, can act as a hydrogen bond acceptor and may also have some degree of acidity. The molecule's structure suggests that it possesses a moderate molecular weight and a relatively high number of polar functional groups. These factors contribute to its potential ability to interact with the artificial membrane in the PAMPA assay. Based on the presence of polar functional groups and the potential for hydrogen bonding, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of the pyridine and phenol groups may enhance its solubility in the aqueous phase of the assay, while the thioamide group may affect its interaction with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate 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 with a fused quinazoline ring system. It consists of a bromobenzamide moiety attached to a quinazoline core through a nitrogen atom. The presence of the quinazoline ring suggests that this molecule may possess biological activity, as quinazoline derivatives have been reported to exhibit a wide range of pharmacological properties. The bromine atom attached to the benzene ring provides additional chemical reactivity and potential for interactions with other molecules. The presence of the amide group (NC(=O)) indicates that this molecule may have hydrogen bonding capabilities, which can influence its solubility and interactions with other molecules. The presence of the nitrogen atom in the quinazoline ring suggests that this molecule may have basic properties and can potentially act as a weak base. Overall, based on its structural features, this molecule is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. The presence of the quinazoline ring and the amide group may contribute to its permeability, but the overall complexity of the molecule and the presence of the bromine atom may limit its ability to pass through the membrane. 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. Beta-secretase is an enzyme involved in the production of amyloid beta peptides, which are known to accumulate in the brains of individuals with Alzheimer's disease. By inhibiting this enzyme, PF-04447943 aims to reduce the production of amyloid beta peptides 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 446.5 g/mol. It contains multiple aromatic rings, which contribute to its stability and lipophilicity. The presence of fluorine atoms in the molecule enhances its hydrophobicity, which is important for 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 biological membranes. It involves the use of artificial membranes to simulate the behavior of cell membranes. By analyzing the permeability of PF-04447943 in this assay, researchers can determine its ability to cross the blood-brain barrier and reach its target site of action in the brain. Overall, PF-04447943 is a promising compound with potential therapeutic applications in Alzheimer's disease. Its small size, lipophilicity, and presence of aromatic rings contribute to its permeability across biological membranes, making it a suitable candidate for further investigation. Based on its structure and properties, it is likely to have high permeability to the artificial membrane in the PAMPA assay. 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 specific molecule, there is a 4-methyl-3-pyridinyl group attached to the quinazoline core, and a 3,4-difluoroanilino group attached to the pyrimidine ring. The presence of the 4-methyl-3-pyridinyl group suggests that this molecule may have some basic properties due to the presence of the pyridine nitrogen. This could potentially affect its solubility and interactions with other molecules. The 3,4-difluoroanilino group is an electron-withdrawing group, which can influence the molecule's reactivity and interactions with other molecules. The presence of fluorine atoms can also enhance the lipophilicity of the molecule, potentially affecting its permeability. Overall, based on the structural features of this molecule, it is predicted to have high permeability to the artificial membrane. This is because the presence of aromatic rings and electron-withdrawing groups can enhance the molecule's ability to pass through the membrane. Additionally, the lipophilicity conferred by the fluorine atoms can further facilitate its permeation. Therefore, the final answer is: 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:
The molecule with the SMILES code CN(C)C1=CC=CC=C1C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex compound with various functional groups. It can be described as 1-[4-[2-(dimethylamino)phenyl]-1,3-thiazol-5-yl]-4-piperidinecarboxamide. 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 molecule's overall structure and stability. Additionally, the presence of a thiazole ring, which consists of a five-membered ring containing three carbon atoms, one nitrogen atom, and one sulfur atom, adds further complexity to the molecule. The molecule also contains a dimethylamino group, which is a tertiary amine. This group can act as a basic site and potentially participate in hydrogen bonding or other interactions with the artificial membrane. The presence of the carboxamide group indicates the potential for hydrogen bonding and the formation of intermolecular interactions. Based on the structural features and functional groups present in the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of aromatic rings and heterocyclic rings can contribute to the molecule's hydrophobicity, which may affect its ability to pass through the membrane. However, the presence of polar functional groups, such as the amine and carboxamide groups, may also enhance its permeability. 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. The exact permeability value would depend on various factors, including the specific properties of the artificial membrane and the presence of any additional functional groups or modifications.

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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 participate in hydrogen bonding and hydrophobic interactions, which are crucial for membrane permeability. The presence of the pyrrolopyrimidine core, which consists of a pyrrole and pyrimidine ring fused together, provides rigidity to the molecule. This rigidity can affect 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 contribute to the molecule's hydrophobicity, which is important for membrane permeability. Overall, based on the presence of hydrogen bonding and hydrophobic interactions, the rigidity of the pyrrolopyrimidine core, and the hydrophobicity of the 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 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C=CC=C1Cl)N2C(=C(C=N2)C(=O)NC3=C(C=C(C=C3)Br)F)C4CCNCC4 is a compound known as 5-(3-chlorophenyl)-N-(4-bromo-2-fluorophenyl)-1-(4-piperidinyl)-1H-pyrazole-4-carboxamide. This molecule belongs to the class of pyrazolecarboxamides and is currently being investigated in a clinical trial (NCT03719178) as a potential treatment for patients with advanced solid tumors. The molecule's structure consists of a pyrazole ring fused with a phenyl ring, which is substituted with a chlorine atom at the 3-position. Another phenyl ring is attached to the pyrazole ring through a carboxamide group and is substituted with a bromine atom at the 4-position and a fluorine atom at the 2-position. Additionally, a piperidine ring is connected to the pyrazole ring. The presence of halogen atoms (chlorine, bromine, and fluorine) in the molecule suggests that it may have a high lipophilicity, which can influence its permeability across biological membranes. The lipophilicity of a compound is an important factor in determining its ability to cross cell membranes and reach its target site of action. Based on the structural features and the presence of halogen atoms, 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. It is important to note that the permeability of a molecule can be influenced by various factors, including its size, shape, and the presence of functional groups. Further experimental studies are necessary to confirm the permeability of this molecule and to understand its pharmacokinetic properties.

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# 214

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
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 organic compound with a fused thienopyridine core. It possesses several functional groups, including an ester (C(=O)OC), an amide (C(=O)N), a thiol (SH), and a chloro (Cl) substituent. The molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of the ester and amide groups indicates that the molecule is likely to be polar and capable of forming hydrogen bonds. This property can enhance its solubility in the aqueous environment of the PAMPA assay. Additionally, the thiol group can participate in redox reactions, potentially influencing the molecule's reactivity and interactions with the membrane. The chloro substituent, on the other hand, may contribute to the molecule's lipophilicity, affecting its ability to partition into the lipidic components of the artificial membrane. Overall, based on the presence of polar functional groups and the potential for hydrogen bonding, as well as the presence of lipophilic substituents, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This suggests that it may have some ability to cross the membrane, but may not be highly efficient in doing so. Final answer: Low-to-moderate permeability.

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# 215

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

**Label:** 1

**Predi:** 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 consists of a piperidine ring (C1CCN(CC1)) attached to a carbonyl group (C(=O)) and a benzimidazole ring (C2=CC3=C(C=C2)N(C=N3)). Additionally, there is a chlorine atom (Cl) attached to one of the phenyl rings. The presence of the piperidine ring suggests that the molecule may have basic properties, as piperidine is a common structural motif in many alkaloids. The carbonyl group indicates the presence of a ketone, which can participate in various chemical reactions. The benzimidazole ring is a fused heterocyclic system that can exhibit aromaticity and potentially participate in π-π interactions. The chlorine atom is an electronegative substituent that can influence the molecule's reactivity and solubility. Based on the structural features, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of the piperidine ring and the carbonyl group may enhance the molecule's ability to interact with the membrane, while the benzimidazole ring and the chlorine atom may contribute to its overall hydrophobicity. Therefore, the final answer is: 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CNC1=C(N=C(O1)C2=C(C(=CC=C2)Cl)Cl)C#N is 2-(2,3-dichlorophenyl)-5-(methylamino)-4-oxazolecarbonitrile. This molecule consists of a central oxazole ring, which is a five-membered heterocycle containing one oxygen and one nitrogen atom. Attached to the oxazole ring is a 2,3-dichlorophenyl group, which consists of a phenyl ring substituted with two chlorine atoms at positions 2 and 3. Additionally, there is a methylamino group attached to the phenyl ring at position 5. The presence of the cyano group (C#N) at the end of the molecule indicates the presence of a nitrile functional group. The nitrile group is a polar functional group that can participate in various chemical reactions. The molecule's physical properties, such as its solubility and melting point, are influenced by its molecular structure. The presence of the oxazole ring and the nitrile group contribute to the molecule's polarity and potential for hydrogen bonding. These properties can affect its permeability through the artificial 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 nitrile group and the oxazole ring may hinder the molecule's ability to pass through the membrane, resulting in lower permeability compared to nonpolar molecules. However, the presence of the methylamino group and the phenyl ring may also contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 217

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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. This molecule is currently being investigated in a clinical trial (NCT00699770) for its potential use in treating 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 potentially participate in redox reactions, while the fluorine atom can enhance the lipophilicity of the molecule. The ester and carbonyl groups may contribute to the molecule's solubility and reactivity. The thiazolidine ring and amide group can influence the molecule's stability and interactions with biological targets. Overall, based on its chemical structure, PF-00489791 is likely to have high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule has the potential to readily cross biological membranes, which is an important property for drug candidates. Therefore, the final answer is: Final answer: High permeability.

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# 218

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

**Label:** 1

**Predi:** 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 with a diverse range of chemical and physical properties. It is a derivative of quinoline, a heterocyclic aromatic compound. The molecule contains two chlorine atoms, one attached to a phenyl ring and the other to a quinoline ring. These chlorine atoms contribute to the molecule's hydrophobicity, which affects its permeability. The presence of a quinoline ring and a pyrimidine ring in the molecule suggests that it may have biological activity, as these ring systems are commonly found in biologically active compounds. The molecule also contains a carbonyl group, indicating the presence of a ketone. This functional group can participate in various chemical reactions, potentially influencing the molecule's reactivity and stability. Overall, based on its structural features, the molecule is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the presence of multiple aromatic rings and hydrophobic substituents, such as the chlorine atoms, can hinder the molecule's ability to pass through the membrane. However, the specific permeability value cannot be determined without experimental data. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC(=CC(=C1)F)NC(=O)C2=CC(=NN2)C3=CC=CN3 is a 5-(1H-pyrrol-3-yl)-N-(3-fluorophenyl)-1H-pyrazole-3-carboxamide. This molecule consists of a pyrazole ring fused with a pyrrole ring, with a carboxamide group attached to the pyrazole ring. The presence of the fluorine atom on the phenyl group indicates that this molecule is likely to have high permeability to the artificial membrane. Fluorine is known to enhance the lipophilicity of a molecule, which is an important factor in determining its permeability. Additionally, the presence of the carboxamide group suggests that this molecule may have the ability to form hydrogen bonds with the membrane, further enhancing its permeability. The pyrazole and pyrrole rings in the molecule contribute to its aromaticity, which can also influence its permeability. Aromatic compounds tend to have higher permeability due to their planar structure and ability to stack together. Overall, based on the presence of the fluorine atom, the carboxamide group, and the aromatic rings, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 220

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

**Label:** 0

**Predi:** 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 its 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 lipophilic nature may enhance its permeability through the artificial membrane. The presence of the methoxy group (OCH3) indicates the molecule's potential for undergoing metabolic transformations, such as O-demethylation, which can affect its pharmacokinetic properties. 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 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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# 221

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC(C)OC1=CC=C(C=C1)CNC(=O)C2CCN(CC2)C(=O)N3CCOC4=C3C=C(C=C4)Cl is a complex organic compound with a diverse range of chemical and physical properties. It is a member of the piperidine family, which is characterized by a six-membered ring containing one nitrogen atom. The molecule contains several functional groups that contribute to its permeability. The presence of the carbonyl group (C=O) in the piperidine ring and the amide group (C(=O)N) in the structure suggests that the molecule may have some degree of polarity. This polarity can influence its ability to pass through the artificial membrane. Additionally, the molecule contains an aromatic ring (C6H4) with a chlorine atom (Cl) attached. Aromatic compounds are known to have higher permeability compared to aliphatic compounds. The presence of the chlorine atom further enhances the molecule's permeability due to its electron-withdrawing nature. The presence of the ether group (COC) in the molecule also contributes to its permeability. Ethers are known to have good membrane permeability due to their relatively small size and low polarity. Overall, based on the presence of polar functional groups, aromaticity, and the electron-withdrawing chlorine atom, 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 complex organic compound with a fused indole and naphthalene ring system. It possesses a molecular formula of C26H19F3N2O and a molecular weight of 446.44 g/mol. The molecule exhibits several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the indole and naphthalene rings imparts aromaticity to the molecule, making it relatively stable and less prone to degradation. Additionally, the molecule contains a carbonyl group (C=O) and several aromatic substituents, including fluorine atoms (F). These functional groups and substituents can influence the molecule's solubility and interactions with the artificial membrane. The molecule's lipophilicity, which refers to its affinity for lipid-based substances, is likely to be moderate due to the presence of both hydrophobic (aromatic rings) and hydrophilic (carbonyl group) regions. This moderate lipophilicity suggests that the molecule may have a balanced affinity for both the lipid membrane and the aqueous environment, potentially facilitating its permeation through the artificial membrane. Based on the molecular structure and properties, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule's size and complexity may hinder its efficient passage through the membrane, while its moderate lipophilicity may allow for some permeation. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CCN(C1)C(=O)C2=NC(=C3N2C=CC=C3)C4=CN=C(C=C4)Cl is a complex organic compound. It consists of a pyrrolidine ring attached to a ketone group, which is further connected to a fused pyrazolo[1,5-a]pyrimidine ring system. Additionally, there is a chloro-substituted pyridine ring present in the molecule. The presence of the pyrrolidine ring suggests that the molecule may have some degree of basicity and can potentially form hydrogen bonds. The ketone group indicates the presence of a carbonyl functional group, which can participate in various chemical reactions. The fused pyrazolo[1,5-a]pyrimidine ring system is known for its biological activity and is often found in pharmaceutical compounds. It can contribute to the molecule's overall pharmacological properties. The chloro-substituted pyridine ring can influence the molecule's lipophilicity and may affect 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 multiple rings and functional groups, which can potentially hinder its passage through the membrane. Additionally, the presence of the chloro-substituted pyridine ring may further reduce its permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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 9H-phenazine-1-ol. It is a natural product that has been isolated from Streptomyces antibioticus. This molecule possesses several interesting chemical and physical properties. Firstly, 9H-phenazine-1-ol is a planar molecule due to the presence of a conjugated system of double bonds. This planarity allows for efficient π-π stacking interactions, which can influence its permeability. Secondly, the molecule contains a hydroxyl group (-OH) attached to the phenazine ring. This hydroxyl group can participate in hydrogen bonding interactions with the artificial membrane, potentially enhancing its permeability. Furthermore, the presence of nitrogen atoms in the molecule allows for the formation of hydrogen bonds with the membrane, further contributing to its permeability. Additionally, the molecule's aromatic rings can interact with the hydrophobic regions of the artificial membrane, facilitating its passage through the membrane. Overall, based on the presence of conjugated double bonds, hydroxyl group, nitrogen atoms, and aromatic rings, it is likely that 9H-phenazine-1-ol exhibits high permeability to the artificial membrane. Therefore, the final answer is: 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:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1CNC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)O is a complex organic compound with a variety of functional groups. To determine its permeability to the artificial membrane, we need to analyze its chemical structure and properties. The molecule contains a benzene ring substituted with a methoxy group (OCH3) and a hydroxyl group (OH). These groups contribute to the molecule's polarity and solubility in water. Additionally, there is a sulfonamide group (SO2NH2) attached to a thiazole ring, which further enhances the molecule's polarity. The presence of a nitrogen atom in the thiazole ring suggests the potential for hydrogen bonding interactions with the artificial membrane. The molecule also contains an amine group (NH) and a thiol group (SH), which can participate in various chemical reactions and interactions. These functional groups may contribute to the molecule's ability to cross the artificial membrane. Overall, based on the presence of polar functional groups, potential hydrogen bonding interactions, and the presence of amine and thiol groups, it is likely that the molecule has high permeability to the artificial membrane. This suggests that the molecule may have a good ability to cross the membrane and potentially interact with other molecules or biological targets. Final answer: High 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCN(C1)C2=NC=C(C=C2)C(F)(F)F)CC3=CC(=O)N4C=CC=CC4=N3 is a complex organic compound with a fused pyridopyrimidine core. It consists of a central pyridopyrimidine ring system, which is a bicyclic structure formed by the fusion of a pyridine and a pyrimidine ring. The molecule also contains a piperazine moiety, which is a six-membered heterocyclic ring containing two nitrogen atoms. The presence of the piperazine group suggests that the molecule may have potential as a drug candidate, as piperazine derivatives often exhibit biological activity. Additionally, the molecule contains a trifluoromethyl group (CF3) attached to the pyridopyrimidine ring. Trifluoromethyl groups are known to enhance lipophilicity and metabolic stability, which can be beneficial for drug-like properties. The overall structure of the molecule suggests that it may have moderate permeability to the artificial membrane. This is because the presence of multiple aromatic rings and heterocyclic groups can contribute to the molecule's hydrophobicity, which is a key factor in determining permeability. However, the presence of the piperazine group and the trifluoromethyl group may also enhance the molecule's solubility and metabolic stability, respectively. Therefore, based on the given SMILES code, I would predict that the molecule has low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate 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 with a molecular formula C26H23F2N3O2. 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 central quinoline core substituted with various functional groups. It has two fluorine atoms attached to the benzene ring, which can enhance its lipophilicity and influence its permeability. Additionally, there is a tert-butyl group attached to the quinoline ring, which can increase the steric hindrance and affect the molecule's ability to pass through the artificial membrane. The presence of a carbonyl group (C=O) and an amide group (C(=O)N) suggests that the molecule may have some degree of polarity and hydrogen bonding potential. This could influence its solubility and permeability characteristics. 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 tert-butyl group and the fluorine atoms may contribute to its lipophilicity, allowing it to pass through the membrane to some extent. However, the presence of polar functional groups and the potential for hydrogen bonding may limit its permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CN=C(N=C1C2=CC(=CC=C2)N(C)C)N3CCC(CC3)C(=O)N is a complex compound with a fused pyrimidine and piperidine ring system. It contains a dimethylamino group attached to the phenyl ring and a carboxamide group attached to the piperidine ring. The presence of the pyrimidine ring suggests that this molecule may have some biological activity, as pyrimidines are commonly found in biologically active compounds. Additionally, the piperidine ring is a common structural motif in many drugs, indicating that this molecule may have potential pharmaceutical applications. The dimethylamino group is a basic group, which can potentially interact with acidic functional groups in the artificial membrane. This interaction may facilitate the passage of the molecule through the membrane. The carboxamide group is a polar functional group, which can form hydrogen bonds with the membrane components. These hydrogen bonds can enhance the solubility of the molecule in the membrane and promote its permeation. Overall, based on the presence of the pyrimidine and piperidine rings, as well as the dimethylamino and carboxamide groups, it is likely that this molecule has high permeability to the artificial membrane. This suggests that it may have good membrane permeability and could potentially be a drug candidate. Final answer: High 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 attached to an amide 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 with the membrane. Additionally, the presence of the pyridine ring and the amide group further enhance the molecule's permeability. The pyridine ring is a planar aromatic system, which allows for efficient interactions with the membrane. The amide group, on the other hand, can form hydrogen bonds with the membrane, facilitating the passage of the molecule. Therefore, based on the molecular structure and the presence of the sulfonamide group, it is predicted that this molecule has high permeability to the artificial membrane. 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:** 0

**Correct:** 0

# 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 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 (SO2NH2) in this molecule suggests that it may have potential as an antibacterial agent. The molecule also contains an amide group (CONH) and an ester group (COO), which are both important for its chemical properties. The amide group contributes to the molecule's stability and allows it to form hydrogen bonds, while the ester group can undergo hydrolysis reactions. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of aromatic rings (benzene rings) in the molecule can enhance its permeability, as these rings can easily pass through the membrane. Additionally, the presence of polar functional groups (such as the amide and sulfonamide groups) can also contribute to the molecule's permeability. Overall, based on its structure and functional groups, 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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# 231

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=C(N1C2=CC=CC(=C2)C#N)C)C3=NN=C4N3CCCCC4 is a complex compound with a fused pyrazolo[1,5-a]pyridine core structure. It consists of a central pyrazolo[1,5-a]pyridine ring fused with a phenyl ring and a cyano group attached to the phenyl ring. Additionally, there are two methyl groups attached to the pyrazolo[1,5-a]pyridine ring. The presence of the cyano group (C#N) indicates that the molecule has a polar functional group, which can potentially interact with the artificial membrane through dipole-dipole interactions. This suggests that the molecule may have moderate permeability. The fused pyrazolo[1,5-a]pyridine ring system is known to have a rigid structure, which can affect the molecule's ability to pass through the artificial membrane. The presence of the methyl groups on the pyrazolo[1,5-a]pyridine ring may enhance the molecule's lipophilicity, potentially increasing its permeability. Overall, based on the presence of the polar cyano group and the rigid pyrazolo[1,5-a]pyridine ring system, 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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# 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:
The molecule with the SMILES code COC1=C(C=CC(=C1)/C=C(\C#N)/C2=NC3=CC=CC=C3N2)OCC4=CC=C(C=C4)F is a complex organic compound with a fused benzimidazole ring system. It consists of various functional groups, including a cyano group (C#N), a fluorine atom (F), and methoxy groups (OCH3). The presence of the benzimidazole ring suggests that this molecule may have biological activity, as benzimidazoles are known to exhibit a wide range of pharmacological properties. The cyano group indicates the presence of a nitrile functional group, which can participate in various chemical reactions. The molecule's structure also includes a phenyl ring substituted with a methoxy group and a fluorine atom. These substituents can influence the molecule's lipophilicity and solubility, affecting its permeability through the artificial membrane. The methoxy group is electron-donating, while the fluorine atom is electron-withdrawing. These substituents can alter the molecule's polarity and hydrophobicity, impacting its ability to pass through the membrane. Overall, based on the presence of the benzimidazole ring system, the cyano group, and the specific substituents on the phenyl ring, it is predicted that this molecule has low-to-moderate permeability to the artificial membrane. The presence of the benzimidazole ring suggests potential biological activity, while the substituents on the phenyl ring may impact the molecule's lipophilicity and solubility, affecting its permeability. 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 complex organic compound with a molecular formula of C26H32ClN3O2. It belongs to the class of compounds known as carbazoles, which are fused aromatic ring systems. The molecule contains a chlorine atom (Cl) attached to one of the aromatic rings, which imparts some polarity to the compound. Additionally, there is a carbonyl group (C=O) present, indicating the presence of a ketone functional group. The presence of the ketone group suggests that the molecule may have some reactivity towards nucleophiles. The molecule also contains two tertiary amine groups (N(CC)CC), which can act as weak bases and may participate in hydrogen bonding interactions. These amine groups are connected to the carbazole ring system through ethyl linkers. The presence of the ethyl linkers suggests that the molecule may have some flexibility and can adopt different conformations. Overall, based on its structural features, the molecule is expected to have moderate permeability to the artificial membrane. The presence of polar functional groups and the potential for hydrogen bonding interactions may contribute to its permeability. However, the presence of the chlorine atom and the carbazole ring system may also limit its permeability to some extent. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C=C(C(=N1)C2C3=C(CCCC3=O)NC(=N2)NC4=NC5=CC=CC=C5O4)Cl is a complex compound with a fused ring system. It contains a pyrazole ring, a benzoxazole ring, and a cyclohexane ring. The presence of the pyrazole and benzoxazole rings suggests that this molecule may have biological activity, as these ring systems are commonly found in pharmaceutical compounds. The molecule also contains a chlorine atom, which can affect its physical properties. Chlorine is electronegative, which can influence the molecule's polarity and solubility. Additionally, the presence of the chlorine atom may impact the molecule's reactivity and interactions with other molecules. The cyclohexane ring in the molecule is substituted with a ketone group, which can affect its stability and reactivity. The presence of the ketone group suggests that this molecule may be involved in metabolic processes or have potential as a drug target. Overall, based on the presence of the pyrazole, benzoxazole, and cyclohexane rings, as well as the chlorine atom and ketone group, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good membrane permeability and could potentially be a drug candidate. Final answer: High 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-(9-naphthalenyl)-N-methyl-4-pyrimidinamine. This molecule consists of a pyrimidine ring fused with a naphthalene 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 may have hydrogen bond acceptor and donor capabilities, which can further enhance its permeability. The methyl group attached to the nitrogen atom of the pyrimidine ring is a nonpolar substituent, which can affect the overall polarity of the molecule. Nonpolar substituents can increase the hydrophobicity of the molecule, leading to higher permeability. Overall, based on the presence of aromatic rings, hydrogen bond capabilities, and a nonpolar substituent, it is likely that this molecule has high permeability to the artificial membrane. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC2=C(C=C1)OC3=C(C2=O)C(N(C3=O)CCCN4CCOCC4)C5=CC(=C(C=C5)OC)OC is a complex organic compound belonging to the class of 1H-quinazolines. It is characterized by a fused ring system consisting of a quinazoline core with additional substituents. The molecule contains a 3,4-dimethoxyphenyl group, which contributes to its overall structure and properties. This group is known for its electron-donating nature, which can influence the molecule's reactivity and solubility. Additionally, the presence of a morpholinyl group attached to the quinazoline core further enhances the molecule's complexity. The morpholinyl group is a heterocyclic amine, which can participate in various chemical reactions and interactions. The molecule's overall structure suggests that it possesses a moderate molecular weight and size, which is important for its permeability. The presence of multiple aromatic rings and oxygen atoms in the molecule's structure indicates the potential for hydrogen bonding and hydrophobic interactions with the artificial membrane. Based on these considerations, it is likely that the molecule exhibits 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 various barriers or interactions. Further experimental data and analysis would be required to determine the exact permeability value. Final answer: Low-to-moderate 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 good solubility in organic solvents. This property is important for drug discovery as it indicates that the molecule can easily dissolve in the desired delivery medium. The carbonyl group indicates the presence of a ketone, which can participate in various chemical reactions. This functional group can potentially interact with other molecules in the PAMPA assay, influencing the permeability of the compound. The three fluorine atoms attached to the aromatic rings are electron-withdrawing groups. This property can enhance the lipophilicity of the molecule, making it more likely to pass through the artificial membrane. Overall, based on the presence of the methoxy group, the carbonyl group, and the three fluorine atoms, it is likely that the molecule has high permeability to the artificial membrane. This suggests that the molecule has a good ability to cross the membrane and potentially interact with its target. 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 complex organic compound with a quinoline core. It contains two chlorine atoms and a chlorobenzene moiety. 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 molecule also contains a tertiary amine group, which can act as a basic site for potential interactions with acidic functional groups. This property may contribute to its ability to permeate the artificial membrane. The presence of the alkyl chains in the molecule, such as the diethylamino and the 6-methylheptyl groups, suggests that the molecule may have some degree of hydrophobicity. This hydrophobic character can influence its permeability through the artificial membrane, as hydrophobic molecules tend to have higher permeability. Overall, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane. The presence of the quinoline core, the tertiary amine group, and the hydrophobic alkyl chains all contribute to its potential ability to pass through the 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:
The molecule with the SMILES code CC1=C(C=CC(=C1)Br)NC(=O)C(C2=CC=CC=C2)NS(=O)(=O)C3=CC=CS3 is a complex compound with various functional groups. It can be described as 2-(thiophen-2-ylsulfonylamino)-N-(4-bromo-2-methylphenyl)-2-phenylacetamide. The presence of the amide functional group (C(=O)NH) suggests that this molecule may have some degree of permeability to the artificial membrane. The amide group is known to be relatively polar, which can facilitate its passage through the membrane. Additionally, the presence of the bromine atom (Br) and the methyl group (CH3) on the phenyl ring can enhance the hydrophobicity of the molecule, potentially aiding its permeation. However, the presence of the sulfonamide group (SO2NH) and the thiophene ring (C4H3S) introduces additional polar and bulky features, which may hinder the molecule's permeability. The sulfonamide group is known to have a high affinity for hydrogen bonding, which can limit its passage through the membrane. Overall, considering the presence of both polar and hydrophobic functional groups, it is likely that this molecule exhibits low-to-moderate permeability to the artificial membrane. The polar groups may hinder its passage, while the hydrophobic groups may facilitate it to some extent. 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 organic compound. It belongs to the class of indoles, which are heterocyclic aromatic compounds containing a benzene ring fused to a pyrrole ring. The molecule has a molecular formula of C29H35N3O3, indicating the presence of 29 carbon atoms, 35 hydrogen atoms, 3 nitrogen atoms, and 3 oxygen atoms. It has a molecular weight of approximately 471.6 g/mol. The presence of the methoxy group (OCH3) and the carboxylic acid group (COOH) suggests that the molecule is likely to be polar and capable of forming hydrogen bonds. This property can influence its solubility and permeability. The molecule also contains a substituted phenyl group (C6H4) and a cyclohexylmethylamine group (C8H17N). These groups contribute to the overall structure and shape of the molecule, affecting its interactions with the artificial membrane. Based on the structural features and the presence of polar and nonpolar groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups may facilitate interactions with the membrane, while the nonpolar groups may hinder penetration. 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 functional groups. It can be described as 1-ethyl-6,7-dimethoxy-4-oxo-N-[4-(3-chlorophenyl)-1-piperazinyl]-3-quinolinecarboxamide. The molecule contains a quinoline ring system, which is a heterocyclic aromatic compound. This ring system contributes to the molecule's overall stability and can potentially interact with biological targets. Additionally, the presence of a piperazine moiety suggests the potential for the molecule to act as a ligand for receptors that interact with piperazine-containing compounds. The molecule also possesses a chlorophenyl group, which can contribute to its hydrophobicity and potentially influence its permeability. The presence of multiple methoxy groups and an amide functional group suggests the potential for hydrogen bonding interactions, which can affect the molecule's solubility and permeability. Based on the structural features 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 a combination of hydrophobic and hydrophilic regions, which can influence its ability to cross 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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# 242

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 consists of a benzene ring substituted with a cyano group (C#N) and a sulfonamide group (SO2NH2) attached to a pyridine 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 solubility in polar solvents. Additionally, the cyano group can act as an electron-withdrawing group, making the molecule more acidic. The sulfonamide group is a key feature of the molecule, as it is known to have biological activity. Sulfonamides are commonly used as antibiotics due to their ability to inhibit bacterial enzymes. The presence of the sulfonamide group suggests that this molecule may also possess antibacterial properties. Overall, based on its structure and functional groups, this molecule is expected to have high permeability to the artificial membrane in the PAMPA assay. Its polar and acidic nature, as well as the presence of the sulfonamide group, indicate that it has the potential to interact with the membrane and pass through it easily. Therefore, the final answer is: Final answer: High permeability.

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# 243

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# 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 diverse range of chemical and physical properties. It is a derivative of benzamide, containing a 4-chloro-2-methoxycarbonylphenyl group attached to a piperidine ring. The presence of the piperidine ring suggests that this molecule may have some biological activity, as piperidine derivatives are commonly found in pharmaceutical compounds. Additionally, the presence of the benzamide moiety indicates that this molecule may have potential as a drug candidate, as benzamides are known for their diverse pharmacological activities. The molecule also contains a 1,3-benzodioxol-5-ylmethyl group, which is a fused ring system consisting of a benzene ring and a dioxole ring. This group is known for its ability to enhance the lipophilicity of a molecule, 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 lipophilic nature, as indicated by the presence of the benzamide and benzodioxol groups, suggests that it can readily pass through the membrane. Therefore, the final answer is: Final answer: High 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 with a fused indole and pyridine ring system. It possesses a variety of chemical and physical properties that contribute to its permeability in the PAMPA assay. The molecule contains multiple functional groups, including an ether (C-O-C) linkage, an amide (C=O-N) group, and an alcohol (C-OH) group. These functional groups can participate in various intermolecular interactions, such as hydrogen bonding and dipole-dipole interactions, which are crucial for membrane permeability. The presence of aromatic rings, such as the indole and pyridine rings, contributes to the molecule's hydrophobicity. This hydrophobic nature allows the molecule to interact favorably with the hydrophobic region of the artificial membrane, enhancing its permeability. Additionally, the molecule's size and shape play a significant role in its permeability. The presence of bulky substituents, such as the ethoxy (C-C-O) and the pyridinyl (C-N) groups, may hinder the molecule's ability to pass through the membrane. However, the overall structure of the molecule suggests that it is relatively small and compact, increasing its chances of permeating the artificial membrane. In conclusion, based on its chemical structure and functional groups, the molecule is expected to exhibit high permeability to the artificial membrane in the PAMPA assay. This is due to its hydrophobic nature, favorable interactions with the membrane, and relatively small size and shape. 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 organic compound with a diverse range of chemical and physical properties. It is a derivative of 4-[[8-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)-7,8-dihydro-6H-imidazo[2,1-b]quinazolin-5-yl]carbonylamino]benzoic acid ethyl ester. The molecule contains various functional groups, including an ester (COC), a carboxylic acid (COOH), and an amide (CONH). These functional groups contribute to the molecule's ability to interact with the artificial membrane in the PAMPA assay. The presence of the oxadiazole ring (1,2,4-oxadiazol-3-yl) and the imidazoquinazoline ring (imidazo[2,1-b]quinazolin-5-yl) suggests that the molecule may have biological activity, as these ring systems are commonly found in pharmaceutical compounds. The presence of the propan-2-yl group (isopropyl) indicates that the molecule has a branched alkyl chain, which can affect its solubility and permeability. Based on the molecular structure and the presence of various functional groups, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of polar functional groups, such as the carboxylic acid and amide, suggests that the molecule may have some solubility in the membrane, but the presence of the hydrophobic aromatic rings may limit its permeability. 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:** 1

**Correct:** 1

# 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 heterocyclic structure. It belongs to the class of oxadiazole compounds, which are known for their diverse biological activities. The molecule contains a cyclohexyl group attached to the oxadiazole ring, which contributes to its lipophilicity and influences its permeability. The presence of the methoxy group (OCH3) on the phenyl ring further enhances its lipophilic nature. The oxadiazole moiety in the molecule is a versatile pharmacophore that can interact with various biological targets. Additionally, the presence of the oxadiazole ring and the adjacent nitrogen-containing heterocycles suggests potential hydrogen bonding and electrostatic interactions with the artificial membrane. Based on the structural features and the presence of lipophilic groups, it is likely that the molecule exhibits high permeability to the artificial membrane. The lipophilic nature of the molecule allows it to easily cross the membrane, while the oxadiazole and nitrogen-containing groups may facilitate interactions with the membrane components. Therefore, the final answer is: Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C(C=C1)C2=CSC(=N2)NC(=O)C3=C(C=NC=C3)NS(=O)(=O)C4=C(C=C(C=C4)F)F is a complex organic compound with various functional groups. It consists of a central benzene ring substituted with a thiazole ring and a pyridine ring. The molecule also contains a sulfonamide group and two fluorine atoms. The presence of the thiazole and pyridine rings suggests that this molecule may have some degree of aromaticity, which can influence its physical properties. Additionally, the presence of the sulfonamide group indicates that the molecule may have some degree of water solubility. The molecule's permeability to the artificial membrane can be predicted based on its chemical structure. The presence of aromatic rings and the sulfonamide group can enhance the molecule's ability to interact with the membrane, potentially leading to higher permeability. However, the presence of the thiazole and pyridine rings, as well as the fluorine atoms, may also introduce some steric hindrance and affect the molecule's overall shape, potentially impacting its permeability. Based on the given information, it is difficult to definitively determine the permeability of the molecule without further experimental data. However, considering the presence of aromatic rings and the sulfonamide group, it is reasonable to predict that the molecule may have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High 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:** 0

**Correct:** 0

# 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 organic compound. It belongs to the class of 1,3,5-triazine derivatives. The molecule consists of a triazine core with various functional groups attached to it. The presence of the tert-butyl ester group indicates that the molecule is an ester derivative, which can have implications for its solubility and stability. The molecule also contains a chlorine atom, which can affect its reactivity and interactions with other molecules. The presence of the triazine core suggests that the molecule may have potential biological activity, as triazines have been found to exhibit a range of pharmacological properties. However, without further information, it is difficult to determine the specific biological activity of this molecule. 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 triazine core can contribute to its ability to interact with the membrane, while the presence of the ester and tert-butyl groups may affect its solubility and overall permeability. Overall, based on the given information, it is reasonable to predict that the molecule has low-to-moderate permeability to the artificial membrane. However, further experimental data and analysis would be necessary to confirm this prediction and determine the exact permeability value. Final answer: Low-to-moderate 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)C(=NC(=N2)C3=C(C=NC=C3)C#N)NC4=CC(=C(C=C4)F)F is a complex organic compound with a fused quinazoline ring system. It contains a nitrile group (C#N) and two fluorine atoms (F) attached to a phenyl ring. The presence of the nitrile group suggests that this molecule may have some degree of polarity, as nitriles are known to have dipole moments. This polarity could potentially affect its permeability through the artificial membrane. The molecule also contains a fused quinazoline ring system, which is known to have biological activity. Quinazoline derivatives have been investigated for their potential as anticancer agents, kinase inhibitors, and antimicrobial agents. This suggests that the molecule may have some pharmacological activity. The presence of the fluorine atoms on the phenyl ring can enhance the lipophilicity of the molecule, which can influence its permeability through the artificial membrane. Fluorine substitution is known to increase the metabolic stability and lipophilicity of compounds, which can improve their permeability. Based on the presence of the nitrile group, the fused quinazoline ring system, and the fluorine atoms, it is likely that this molecule has high permeability to the artificial membrane. The combination of these structural features suggests that the molecule may have good solubility and lipophilicity, which are important factors in determining permeability. Therefore, the final answer is: Final answer: High permeability.

------
# 250

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=C(C=C1Cl)OC)NC(=O)CSC2=NC=C(C(=O)N2)S(=O)(=O)C3=CC=C(C=C3)C(C)(C)C is a complex organic compound with various functional groups. It consists of a central benzene ring substituted with a chlorine atom and a methoxy group. Attached to the benzene ring is an amide group, which is connected to a thioether group. The thioether group is further connected to a pyrimidine ring, which is substituted with a sulfone group. The molecule also contains a tert-butyl group attached to the pyrimidine 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 thioether group and the sulfone group can contribute to the molecule's overall hydrophobicity. Based on the structural features and the presence of polar and hydrophobic groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups, such as the amide and sulfone groups, may allow the molecule to interact with the membrane, while the hydrophobic groups, such as the benzene ring and tert-butyl group, may hinder its passage. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 251

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C=C(C=C1)NC(=O)NC2=CC3=C(C=C2N4CCCCC4)N(C(=O)N3C)C)Cl is a complex organic compound with a fused pyrazolo[1,5-a]pyrimidine core structure. It contains a chloro substituent at position 3 and a methyl group at position 1. 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. The molecule's size and complexity suggest that it may have 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. Additionally, the presence of the urea group may enhance the molecule's water solubility, further impacting 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. 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 contains a sulfonamide group (S(=O)(=O)N) which is responsible for its sulfonamide classification. Sulfonamides are known for their ability to inhibit the growth of bacteria by interfering with the synthesis of folic acid. This property makes them useful in the treatment of bacterial infections. The molecule also contains an amide group (C(=O)N) which is attached to a benzene ring. This amide group is responsible for the molecule's ability to form hydrogen bonds, which can affect its solubility and permeability. The presence of multiple aromatic rings in the molecule suggests that it may have a high lipophilicity, which can influence its permeability across biological membranes. Overall, based on the presence of the sulfonamide and amide groups, as well as the aromatic rings, 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 permeable. 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:** 0

**Correct:** 0

# 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 compound known as 2-(2,4-dichlorophenyl)-N,N-dimethyl-1-imidazo[1,2-a]pyridinecarboxamide. This molecule belongs to the imidazopyridine class, which is characterized by a fused imidazole and pyridine ring system. The presence of the imidazole and pyridine rings in the structure suggests that this molecule may have biological activity, as these ring systems are often found in biologically active compounds. The molecule also contains two chlorine atoms, which can contribute to its lipophilicity and affect its permeability. The presence of the carboxamide group indicates that this molecule may have the potential to form hydrogen bonds, which can influence its solubility and permeability. Based on the structure and the presence of the imidazopyridine class, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. This is because the presence of multiple rings and the substitution of chlorine atoms can increase the molecular size and complexity, which can hinder the molecule's ability to pass through the membrane. Additionally, the presence of the carboxamide group may also contribute to the molecule's permeability by potentially forming hydrogen bonds with the membrane. In summary, based on the structure and the presence of the imidazopyridine class, 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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# 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 with a fused quinazoline and pyridine ring system. It consists of a central quinazoline core with a pyridine ring attached to it. The molecule also contains a phenyl group and a pyridinylmethylamino group. The presence of aromatic rings in the molecule suggests that it is likely to have good lipophilicity, which is important for membrane permeability. Additionally, the presence of nitrogen atoms in the quinazoline and pyridine rings indicates the potential for hydrogen bonding and other intermolecular interactions. These interactions can influence the molecule's ability to pass through the artificial membrane. Based on the structural features and the presence of aromatic rings, it is reasonable to predict that the molecule has high permeability to the artificial membrane. The lipophilic nature of the molecule and the potential for intermolecular interactions suggest that it can easily cross 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:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=C(C=C3)OC=CC4=O is a complex organic compound with a fused heterocyclic structure. It contains a piperidine ring, a thiazole ring, and a chromone ring. The presence of the carbonyl group (C=O) in the molecule indicates that it is a ketone. The molecule also contains an amide group (C(=O)N), which suggests that it has the potential to form hydrogen bonds with other molecules. This property can influence its solubility and permeability. The molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of the piperidine ring, which is a basic amine, may enhance its permeability. Additionally, the presence of the thiazole and chromone rings, which contain aromatic systems, may contribute to its lipophilicity and ability to pass through the membrane. However, the presence of the carbonyl and amide groups may also limit its permeability due to potential hydrogen bonding interactions with the membrane. 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. 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 complex organic compound with a diverse range of chemical and physical properties. It belongs to the class of anilides, which are organic compounds containing an aniline group (-NH-C6H4) attached to a carbonyl group (-C=O). The molecule consists of a central core structure with a 4-acetyl-2,5-dimethyl-3-pyrrolyl group attached to an aniline moiety. The aniline group is further substituted with a sulfonyl group (-SO2) and a cyano group (-C#N). The presence of the acetyl group and the pyrrolyl group suggests that the molecule may have some degree of lipophilicity, which can influence its permeability. The sulfonyl group and the cyano group are polar functional groups, which can enhance the molecule's solubility in water. However, the presence of the lipophilic acetyl and pyrrolyl groups may counteract this effect to some extent. Based on the structural features and the presence of both polar and lipophilic groups, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar groups may facilitate interactions with the membrane, while the lipophilic groups may hinder the molecule's ability to penetrate 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)-oxomethyl]amino]-4-[(5-ethoxycarbonyl-1,3,4-thiadiazol-2-yl)sulforyl]anilino]acetate. The molecule contains an ester group (C(=O)OC) and an amide group (C(=O)N) which are both polar functional groups. These groups contribute to the molecule's solubility in polar solvents. Additionally, the presence of the anilino group (C6H4NH) suggests that the molecule may have some basic properties. The molecule also contains a thiadiazole ring (C2N3S) and a sulfonamide group (S(=O)2NH). These groups are known to have biological activity and can potentially interact with biological targets. The presence of the dichlorophenyl group (C6H3Cl2) indicates that the molecule may have some hydrophobic properties. Overall, based on the presence of polar functional groups, potential basic properties, and the presence of functional groups with biological activity, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The polar functional groups and potential basic properties may hinder the molecule's ability to pass through the membrane, while the presence of hydrophobic groups may facilitate some permeability. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

------
# 258

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C=C(C=C1C(=O)NC2=CC(=C(C=C2)Cl)C(F)(F)F)S(=O)(=O)N3CCCCCC3 is a complex compound with various functional groups. It can be described as a 1-azepanyl compound with a sulfonyl group attached to the nitrogen atom. The molecule also contains a pyrazole ring, a carbonyl group, and a chloro-substituted phenyl ring. 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 compounds by increasing their lipophilicity and facilitating their passage through lipid membranes. Additionally, the presence of the pyrazole ring and the carbonyl group indicates that the molecule may have the potential to interact with biological targets. Pyrazole derivatives have been found to exhibit various biological activities, including anti-inflammatory and analgesic properties. The chloro-substituted phenyl ring suggests that the molecule may have some degree of hydrophobicity, which can influence its permeability. However, the presence of the fluorine atoms on the phenyl ring may also enhance the molecule's lipophilicity and permeability. In conclusion, based on the presence of the sulfonyl group, pyrazole ring, carbonyl group, and the combination of hydrophobic and lipophilic functional groups, it is predicted that the molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

------
# 259

**SMILES:** CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(C=C(C=C3)Cl)Cl)C4=CC=C(C=C4)Cl

**Label:** 1

**Predi:** 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 with a fused pyrazole and pyrrole ring system. It contains three chlorine atoms and various aromatic rings. The presence of the carbonyl group (C=O) indicates that the molecule has potential for hydrogen bonding and can participate in intermolecular interactions. This suggests that the molecule may have moderate permeability to the artificial membrane. The molecule's structure also suggests that it may have lipophilic properties due to the presence of multiple aromatic rings. Lipophilic compounds tend to have higher permeability through lipid-based membranes. However, the presence of the carbonyl group and the potential for hydrogen bonding may counteract this effect to some extent. Overall, 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 lipophilic aromatic rings suggests some degree of permeability, but the potential for hydrogen bonding and the presence of the carbonyl group may limit its overall permeability. 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. 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)(=O)N) attached to a pyridine ring, which is a heterocyclic aromatic compound. 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 relatively small size and polar nature. Additionally, the presence of the pyridine ring in this molecule further enhances its permeability. Pyridine is a basic heterocycle, and its presence can improve the solubility and permeability of a molecule. Therefore, based on the presence of the sulfonamide group and the pyridine ring, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

------
# 261

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(N(C(=C1C(=O)C)C)C)C(=O)NC2=CC(=C(C=C2)OC)[S+](=O)(NC3=CC=C(C=C3)Br)[O-] is a sulfonamide compound. It consists of a pyrrole ring fused with a benzene ring, with various functional groups attached. The molecule has a molecular formula of C24H23BrN4O5S2. The presence of the sulfonamide group (-SO2NH2) indicates that the molecule has potential for hydrogen bonding and can act as a hydrogen bond acceptor and donor. This property can influence its solubility and interactions with other molecules. The molecule also contains a bromine atom, which can contribute to its reactivity and potential for forming covalent bonds. The presence of the carbonyl group (C=O) suggests that the molecule may have some degree of polarity and can participate in various chemical reactions. The molecule's size and complexity, as well as the presence of aromatic rings, indicate that it may have a relatively high molecular weight and potentially exhibit lipophilic properties. Based on the given SMILES code, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. However, further analysis, such as calculating the lipophilicity (logP) and the number of hydrogen bond donors and acceptors, would be necessary to provide a more accurate prediction. In summary, the molecule with the given SMILES code is a sulfonamide compound with potential hydrogen bonding and reactivity properties. Its size and complexity suggest moderate permeability to the artificial membrane, but further analysis is required for a definitive prediction. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCN(C1)C2=C(C=C(C=C2)NC3=NC(=NC4=CC=CC=C43)C5=CC=NC=C5)F is a complex organic compound with a fused pyridine and quinazoline ring system. It contains a fluorine atom attached to the phenyl ring. The molecule also possesses a piperidine moiety. The presence of the pyridine and quinazoline rings suggests that this molecule may have biological activity, as these ring systems are commonly found in many biologically active compounds. The fluorine atom attached to the phenyl ring can enhance the lipophilicity of the molecule, potentially increasing its permeability. The piperidine moiety, on the other hand, can contribute to the molecule's basicity and potentially affect its solubility and pharmacokinetic properties. Based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is because the presence of aromatic rings and the fluorine atom 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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# 263

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CNC1=C(C=CC(=N1)C2=CC=CC3=CC=CC=C32)C#N is 2-methyl-6-(1-naphthalenyl)-3-pyridinecarbonitrile. This molecule consists of a pyridine ring fused with a naphthalene ring, with a methyl group attached to the pyridine ring at the 2-position. Additionally, there is a cyano group attached to the carbon atom adjacent to the pyridine ring. The presence of the naphthalene ring in the molecule suggests that it possesses aromatic properties, which can influence its permeability. Aromatic compounds often have higher permeability due to their planar structure and ability to stack together in the membrane. The cyano group, on the other hand, can act as a polar functional group, potentially affecting the molecule's solubility and interactions with the artificial membrane. However, the presence of the cyano group does not necessarily indicate low permeability. Overall, based on the molecular structure and the presence of aromatic rings, it is reasonable to predict that this molecule has high permeability to the artificial membrane. The aromatic nature of the molecule and the potential for stacking interactions contribute to its ability to pass through 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)C(=O)N2CCN(CC2)C3=NC=CC(=N3)NC4=CC=CC=C4OC is a compound known as 4-methoxy-N-[2-[4-[4-(4-methylphenyl)-oxomethyl]-1-piperazinyl]-4-pyrimidinyl]aniline. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the aniline group (C6H5NH2) indicates that the molecule contains an aromatic ring, which can enhance its permeability through the artificial membrane. Additionally, the presence of the methoxy group (OCH3) attached to the aromatic ring further increases the molecule's lipophilicity, which is crucial for membrane permeability. Furthermore, the molecule contains a piperazine ring (C4H10N2) and a pyrimidine ring (C4H4N2), both of which contribute to the overall structure and properties of the compound. The piperazine ring is a common moiety found in many drugs and can enhance the molecule's permeability by facilitating interactions with the membrane. The pyrimidine ring, on the other hand, provides additional aromaticity and potential hydrogen bonding sites, which can further influence the molecule's permeability. In summary, based on its chemical structure and the presence of aromatic rings, lipophilic groups, and specific functional groups like piperazine and pyrimidine, it is predicted that this molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High 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 organosulfur heterocyclic compound and an organonitrogen heterocyclic compound. The molecule consists of a central 6-membered ring containing a sulfur atom (thiazole) fused with a 5-membered ring containing a nitrogen atom (imidazole). This fused ring system imparts unique chemical and physical properties to the molecule. The presence of the thiazole and imidazole rings suggests that the molecule may have biological activity, as these ring systems are commonly found in biologically active compounds. Additionally, the presence of the carbonyl group (C=O) indicates that the molecule may have the potential to form hydrogen bonds, which can influence its solubility and interactions with other molecules. The molecule's size and complexity suggest that it may have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because larger and more complex molecules tend to have lower permeability due to steric hindrance and increased interactions with the membrane. In summary, the molecule with the given SMILES code is a complex heterobicyclic compound with potential biological activity. Its size and complexity suggest 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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# 266

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3C(F)(F)F is a complex compound with various functional groups. It can be described as a 1-[4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]-4-piperidinecarboxamide. 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 molecule's overall structure and stability. Additionally, the presence of a carboxamide group indicates the presence of an amide bond, which can participate in hydrogen bonding and influence the molecule's solubility and reactivity. The molecule also contains a thiazole ring, which is a five-membered heterocyclic ring composed of three carbon atoms, one nitrogen atom, and one sulfur atom. Thiazole rings are known for their aromaticity and can contribute to the molecule's overall stability and reactivity. Furthermore, the molecule possesses a trifluoromethyl group, which consists of three fluorine atoms attached to a carbon atom. This group can enhance the molecule's lipophilicity and influence its permeability through biological membranes. Based on the presence of the piperidine ring, thiazole ring, and trifluoromethyl group, it is likely that the molecule has moderate permeability to the artificial membrane. The piperidine ring and thiazole ring contribute to the molecule's overall stability, while the trifluoromethyl group enhances its lipophilicity. Therefore, the final answer is: Final answer: Low-to-moderate 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 imidazopyridines and contains a nitrile group (-C#N) and a carboxamide group (-C(=O)N-). The molecule's structure consists of a fused imidazole and pyridine ring system, with various substituents attached. The presence of the nitrile group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the carboxamide group indicates the potential for hydrogen bonding interactions with the artificial membrane. The molecule's aromatic rings, including the phenyl ring, contribute to its overall hydrophobicity. This hydrophobic nature can affect its ability to pass through the artificial membrane. Based on the presence of the nitrile group, the potential for hydrogen bonding, and the hydrophobic aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The nitrile group and hydrogen bonding capabilities may facilitate some degree of interaction with the membrane, while the hydrophobic rings may hinder its passage. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C(=CC=C1)C)NC(=O)C2=NC(=NC=C2Cl)SC is a compound known as 5-chloro-N-(2,6-dimethylphenyl)-2-[(methylthio)-C-hydroxymethylamino]-4-pyrimidinecarboxamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the pyrimidinecarboxamide moiety indicates that this molecule is likely to have moderate to high permeability. Pyrimidinecarboxamides are known to have good membrane permeability due to their ability to form hydrogen bonds with the membrane components. Additionally, the presence of the chloro substituent at position 5 of the pyrimidine ring enhances the molecule's lipophilicity, which is a key factor in determining its permeability. The lipophilic nature of the molecule allows it to easily cross the artificial membrane, increasing its permeability. Furthermore, the presence of the N-(2,6-dimethylphenyl) group contributes to the molecule's hydrophobicity, which is another important factor in determining its permeability. The hydrophobicity of this group allows the molecule to easily partition into the lipid bilayer of the artificial membrane, further enhancing its permeability. In summary, based on the presence of the pyrimidinecarboxamide moiety, the chloro substituent, and the N-(2,6-dimethylphenyl) group, it is predicted that this molecule has high permeability to the artificial membrane in the PAMPA assay. Final answer: High 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 property is important for its solubility and potential interactions with other molecules. The molecule also contains an amide group (CONH) and an ester group (OC), which contribute to its overall chemical reactivity. The presence of multiple aromatic rings suggests that the molecule may have aromatic properties and can participate in various aromatic interactions. Based on the structural features and the presence of functional groups, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of polar functional groups, such as the carboxylic acid and amide groups, may facilitate interactions with the membrane, while the aromatic rings may contribute to hydrophobic interactions. However, without further experimental data, it is challenging to provide a definitive conclusion regarding the exact permeability of the molecule. 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:
The molecule with the SMILES code CCCCOC1=CC=C(C=C1)C(=O)N2CCC(CC2)C3=NNC(=O)N3C4=CC=C(C=C4)C is a complex organic compound with a diverse range of chemical and physical properties. It belongs to the class of piperidines, which are heterocyclic compounds containing a six-membered ring with one nitrogen atom. The molecule consists of a piperidine ring fused with a benzene ring, which is substituted with various functional groups. The presence of the carbonyl group (C=O) indicates the presence of an amide functional group, which can participate in hydrogen bonding and influence the molecule's solubility and reactivity. The molecule also contains an ether group (C-O-C), which can contribute to its polarity and solubility in organic solvents. The presence of aromatic rings (benzene rings) suggests that the molecule may exhibit aromaticity, which can influence its stability and reactivity. Based on the structural features of the molecule, it is likely to have moderate permeability to the artificial membrane. The presence of the piperidine ring and the amide group suggests that the molecule may have some degree of hydrophobicity, which can affect its ability to pass through the membrane. Additionally, the presence of the aromatic rings may contribute to the molecule's lipophilicity, further influencing its permeability. In summary, the molecule with the given SMILES code is a complex organic compound with diverse chemical and physical properties. Based on its structural features, it is likely to have low-to-moderate permeability to the artificial membrane. Final answer: Low-to-moderate permeability.

------
# 271

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1CCN(CC1)C2=NC=CC(=C2)C3=NC4=CC=CC=C4C(=N3)NC5=CC(=C(C=C5)F)F is a complex organic compound with a fused quinazoline and bipyridine structure. It consists of a central quinazoline core with two pyridine rings attached to it. The molecule also contains a methyl group and two fluorine atoms. The presence of the quinazoline and bipyridine moieties suggests that this molecule may have potential biological activity, as these structural motifs are often found in drugs and bioactive compounds. The methyl group and the fluorine atoms contribute to the overall hydrophobicity of the molecule, which can affect its permeability. The molecule's permeability to the artificial membrane can be predicted based on its chemical structure. The presence of multiple aromatic rings and the presence of nitrogen atoms in the molecule indicate that it may have a moderate to high permeability. Additionally, the presence of the methyl group and the fluorine atoms can enhance the lipophilicity of the molecule, further increasing its permeability. Therefore, based on the molecular structure and the presence of aromatic rings, nitrogen atoms, and hydrophobic substituents, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 272

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 phenyl and pyridine rings indicates that this molecule may have aromatic properties, which can contribute to its stability and potential interactions with other molecules. The dimethylamino group is a basic functional group, which can participate in various chemical reactions. It can act as a nucleophile or a base, potentially influencing the molecule's reactivity and interactions with other compounds. 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 can easily 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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# 273

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC(=O)C1=C(SC2=C1CCN(C2)C(=O)OCC)NC(=O)CN3CCCCC3 is a complex organic compound with a piperidine ring and a thieno[3,2-b]pyrrole ring system. It also contains an amide group and an ester group. The molecule's structure suggests that it is a potential drug candidate, as it contains functional groups commonly found in pharmaceutical compounds. The presence of the piperidine ring indicates that the molecule may have biological activity, as piperidines are often found in drugs that target receptors or enzymes. The thieno[3,2-b]pyrrole ring system is a fused heterocyclic structure that can contribute to the molecule's overall stability and pharmacological properties. The amide group suggests that the molecule may have the ability to form hydrogen bonds, which can be important for its interactions with biological targets. The ester group indicates that the molecule may be susceptible to hydrolysis in physiological conditions. Based on the presence of the piperidine ring, the fused heterocyclic structure, and the functional groups, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good membrane permeability and could potentially be absorbed well in the body. Therefore, the final answer is: 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 has the potential to interact with biological targets, such as enzymes or receptors, through hydrogen bonding and electrostatic interactions. This property is important for drug discovery as it can contribute to the molecule's pharmacological activity. The molecule also contains a bromine atom, which can influence its physical properties, such as solubility and reactivity. Bromine is a halogen with a relatively high electronegativity, which can lead to increased polarity and potential interactions with other molecules. The presence of the carbonyl group (-C=O) indicates that the molecule has the potential to form hydrogen bonds and participate in various chemical reactions. This functional group is commonly found in drugs and can contribute to their stability and bioavailability. Overall, the molecule's structure and functional groups suggest that it has the potential to exhibit high permeability to the artificial membrane in the PAMPA assay. This means that it is likely to be able to pass through the membrane and interact with biological targets. 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 Phomopsis. It possesses a unique and intricate structure, consisting of a tricyclic core with multiple stereocenters and functional groups. The molecule is classified as a sesquiterpenoid, which is a class of natural products known for their diverse biological activities. The presence of a phenyl group suggests potential aromatic interactions and possible involvement in receptor binding. The molecule also contains an ester group, indicating the presence of a carboxylic acid and an alcohol. This suggests the potential for hydrogen bonding and solubility in both polar and nonpolar solvents. The presence of a hydroxyl group and an amide group suggests the potential for hydrogen bonding and the formation of intermolecular interactions. These functional groups may contribute to the molecule's ability to interact with biological targets. Based on the structural features and the presence of multiple functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule's size and complexity may hinder its ability to easily pass through the membrane. 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 sesquiterpenoid with potential biological activities. Its structural features and functional groups suggest low-to-moderate permeability to the artificial membrane in the PAMPA assay. Further experimental investigation is necessary to determine the exact permeability value. 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 benzene ring fused to a pyrimidine ring. In this specific molecule, there are two benzene rings attached to the quinazoline core. The presence of the benzene rings suggests that this molecule is likely to have hydrophobic properties. Hydrophobicity is an important factor in determining the permeability of a molecule through a membrane. The molecule also contains a secondary amine group, which can potentially form hydrogen bonds with the surrounding environment. This feature may contribute to the molecule's ability to interact with the artificial membrane. Based on the structure and properties of this molecule, it is likely to have high permeability to the artificial membrane. High permeability indicates that the molecule can easily pass through the membrane, which is desirable for drug discovery as it suggests good absorption and distribution properties. 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:
The molecule with the SMILES code 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 is a diarylmethane derivative. It consists of a central carbon atom (C) bonded to two aryl groups (C6H5) and a side chain. The aryl groups are substituted with various functional groups, including a nitro group (NO2) and a carboxylic acid group (COOH). The molecule also contains an ester group (OC) and an amine group (NH). The presence of the nitro group suggests that the molecule may have electron-withdrawing properties, which can affect its permeability. Electron-withdrawing groups tend to decrease the permeability of a molecule by increasing the polarity of the molecule and making it less compatible with the artificial membrane. Additionally, the presence of the carboxylic acid group indicates that the molecule may have acidic properties, which can also impact its permeability. The acidic nature of the molecule can affect its solubility and interaction with the artificial membrane. Overall, based on the presence of the nitro group and the carboxylic acid group, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The electron-withdrawing and acidic properties of the molecule may hinder its passage through the membrane, resulting in limited permeability. 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:** 1

**Correct:** 1

# 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-isoindol-1-one. This molecule belongs to the class of isoindoles, which are bicyclic compounds containing an indole ring fused to a cyclohexene ring. The presence of the pyrrole ring in the molecule suggests that it may have some aromatic character, which can influence its permeability. Aromatic compounds tend to have higher permeability due to their planar structure and delocalized pi-electron system. Additionally, the presence of the carbonyl group (C=O) in the molecule indicates the potential for hydrogen bonding and polar interactions with the artificial membrane. These interactions can affect the molecule's ability to pass through the membrane. Overall, based on the presence of the aromatic pyrrole ring and the potential for polar interactions with the artificial membrane, it is likely that this molecule has high permeability. Therefore, the final answer is: Final answer: High 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:
The molecule with the SMILES code CC1=NN(C2=C1C(=CC(=O)N2)C(F)(F)F)CCC3=NC(=CS3)C4=CC=C(C=C4)OC is a complex organic compound with a fused pyrazolo[1,5-a]pyrimidine core. It contains various functional groups, including a ketone, an amide, a thiazole, and a methoxyphenyl group. The presence of the ketone and amide groups suggests that this molecule may have the potential to interact with biological targets through hydrogen bonding and polar interactions. These interactions can influence the molecule's permeability across the artificial membrane. The molecule's lipophilicity, which is determined by the presence of hydrophobic groups such as the trifluoromethyl and methoxyphenyl groups, can also impact its permeability. The trifluoromethyl group is highly lipophilic, which can enhance the molecule's ability to pass through the membrane. Additionally, the presence of the thiazole ring can contribute to the molecule's permeability by introducing a polar sulfur atom that can interact with the membrane. Overall, based on the presence of polar functional groups, lipophilic groups, and the thiazole ring, it is likely that this molecule has high permeability to the artificial membrane. 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:** 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)NC3=NC(=CS3)C4CCC4 is a sulfonamide compound. It consists of a central benzene ring with a sulfonamide group (SO2NH) attached to it. The molecule also contains a pyridine ring 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 with the membrane components. This property allows them to easily cross the membrane and interact with target proteins or enzymes. Additionally, the presence of the pyridine ring and the cyclopropyl group further enhance the molecule's permeability. The pyridine ring is a planar aromatic system that can easily interact with the membrane components, while the cyclopropyl group provides rigidity to the molecule, facilitating its passage through the membrane. In summary, based on the presence of the sulfonamide group, the pyridine ring, and the cyclopropyl group, it is predicted that this molecule has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High 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. This 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 discovery 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, making it more likely to permeate through biological membranes. Based on the presence of the sulfonamide group and the nitro group, it is likely that this molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule may have good oral bioavailability and could potentially be a candidate for further drug development. 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:
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 with a fused pyrrole and benzene ring system. It contains various functional groups, including an amide group (C(=O)NC), a sulfonyl group (S(=O)(=O)), and a methoxy group (OC). The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. The sulfonyl group, on the other hand, is a highly polar group that can enhance the molecule's solubility in water. This solubility can potentially impact its permeability through the artificial membrane. The molecule's overall structure and the presence of aromatic rings indicate that it may have some degree of lipophilicity, which can influence its ability to pass through the membrane. However, the presence of polar functional groups, such as the amide and sulfonyl groups, may also hinder its permeability. Based on the given information, it is difficult to definitively determine the permeability of the molecule. However, considering the presence of polar functional groups and the potential lipophilicity due to the aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. Further experimental data and analysis would be required to provide a more accurate prediction. 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 commonly found in pharmaceutical compounds, 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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# 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 core structure. It consists of a methoxyphenyl group attached to the quinazoline ring at position 4, and a pyridinylphenylmethyl group attached to the quinazoline ring at position 2. The presence of the methoxy group (OCH3) in the molecule suggests that it may have increased lipophilicity, which can enhance its permeability through the artificial membrane. Additionally, the aromatic rings present in the molecule contribute to its overall hydrophobicity, further supporting its potential permeability. The quinazoline core structure is known to possess various biological activities, including anticancer, antiviral, and anti-inflammatory properties. This suggests that the molecule may have potential therapeutic applications. In conclusion, based on its structural features, the molecule is expected to have high permeability to the artificial membrane. This is due to the presence of lipophilic groups, aromatic rings, and the quinazoline core structure, which are all conducive to membrane permeation. 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-cyclopentanecarboxamide. 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. These hydrogen bonds increase the energy barrier for the molecule to pass through the membrane, resulting in lower permeability. Additionally, the molecule contains a chlorine atom attached to a phenyl ring. Chlorine is an electronegative atom, which can increase the polarity of the molecule. This increased polarity may further reduce the permeability of the molecule through the artificial membrane. In summary, based on the presence of the amide group and the chlorine atom, it is predicted that the molecule 2-(2-chlorophenyl)-1-methyl-1-cyclopentanecarboxamide has low-to-moderate permeability to the artificial membrane. 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:
The molecule with the SMILES code CCC(=O)NC(C1=CC=C(C=C1)OC)C2=CC(=C3C=CC=NC3=C2O)Cl is a complex organic compound with a quinoline core structure. It consists of a 5-chloroquinolin-7-ol moiety attached to a propanamide group, which in turn is connected to a 4-methoxyphenyl group. The presence of the propanamide group suggests that this molecule may have some degree of polarity, as amides typically exhibit hydrogen bonding and can interact with polar solvents. Additionally, the presence of the 4-methoxyphenyl group indicates the presence of an electron-donating substituent, which can influence the molecule's reactivity and solubility. The quinoline core structure is aromatic and contains a nitrogen atom, which can participate in various chemical reactions. The chlorine atom attached to the quinoline ring can also influence the molecule's reactivity. Based on the structural features of this molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the presence of polar functional groups and the potential for hydrogen bonding may hinder the molecule's ability to pass through the membrane. Additionally, the presence of the electron-donating substituent and the aromaticity of the quinoline ring may affect the molecule's solubility and interaction with the membrane. In summary, the molecule with the given SMILES code is a complex organic compound with a quinoline core structure and various functional groups. Based on its structural features, it is predicted to have low-to-moderate permeability to the artificial membrane. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1C=C(C2=CC=CC=C21)C3=C(C(=O)NC3=O)C4=CN(C5=CC=CC=C54)CCCSC(=N)N is a complex organic compound with a fused pyrroloindole core structure. It possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the molecule contains a nitrogen atom (N) in its structure, which can act as a hydrogen bond acceptor. This property is crucial for the molecule's ability to interact with the artificial membrane and potentially traverse it. Additionally, the presence of aromatic rings, such as the benzene rings in the molecule, enhances its hydrophobicity. This hydrophobic nature allows the molecule to interact favorably with the lipid components of the artificial membrane, increasing its permeability. Furthermore, the molecule contains a carbonyl group (C=O) and an amide group (C(=O)NC) which can participate in hydrogen bonding and electrostatic interactions with the membrane. These interactions can facilitate the passage of the molecule through the membrane. Overall, based on its structural features, the molecule is expected to exhibit high permeability to the artificial membrane in the PAMPA assay. This is due to its ability to form hydrogen bonds, hydrophobic interactions, and electrostatic interactions with the membrane. Final answer: High 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:
The molecule with the SMILES code CC(=O)C1=CC=C(C=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central piperidine ring, which is a heterocyclic compound containing a nitrogen atom. The piperidine ring is substituted with various functional groups, including an acetyl group (CH3CO-) and a phenyl group (C6H5-). The presence of the acetyl group suggests that the molecule may have some degree of lipophilicity, as acetyl groups are often found in lipophilic compounds. This lipophilicity can influence the molecule's permeability through the artificial membrane, as lipophilic compounds tend to have higher permeability. Additionally, the molecule contains a thiazole ring (C3H3NS) and a pyrazine ring (C4H4N2), both of which are aromatic heterocycles. Aromatic compounds often have higher permeability due to their planar structure and delocalized pi-electron system. Overall, based on the presence of lipophilic groups, aromatic rings, and the complex structure of the molecule, it is likely that the compound has high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

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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. It consists of a central benzene ring with a nitrogen atom attached to it, which is further connected to a sulfonyl group (S=O) and an oxygen atom. The molecule also contains an amide group (C=O) and a pyrrole 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 relatively small size and polar nature. Additionally, the presence of the amide group further enhances the molecule's permeability, as amides are generally more permeable than other functional groups. The molecule's aromatic rings and the presence of nitrogen and oxygen atoms contribute to its overall polarity, which is favorable for membrane permeability. The molecule's overall size and shape also play a role in determining its permeability. In summary, based on the presence of the sulfonamide group, amide group, and the molecule's overall structure, it is predicted to have high permeability to the artificial membrane. Final answer: High permeability.

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# 290

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
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 pyridine ring, which contribute to its overall chemical properties. The nitroso group can act as a potential oxidizing agent, while the pyridine ring imparts aromaticity and electron-rich character to the molecule. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of multiple aromatic rings and a heterocyclic ring system can enhance the compound's ability to interact with the membrane. However, the presence of the chiral center and the nitroso group may also introduce some degree of steric hindrance and potential reactivity, which could impact its permeability. Overall, based on its structure and the presence of various functional groups, it is likely 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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# 291

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

**Label:** 0

**Predi:** 0

**Correct:** 1

# Response:
The molecule with the SMILES code CCCCOC1=CC=C(C=C1)CNC(=O)C2=NN3CCCN(C(=O)C3=C2)CC4=CC=C(C=C4)C is a complex organic compound with a diverse range of chemical and physical properties. It is a member of the benzene family, characterized by a six-membered aromatic ring. The molecule also contains a nitrogen-containing heterocycle, specifically a pyrazolo[1,5-a]pyrimidine ring. This ring system contributes to the molecule's overall structure and properties. The presence of the carbonyl group (C=O) indicates the presence of a ketone functional group, which can participate in various chemical reactions. The molecule also contains an amide group (CNC(=O)), which can contribute to its stability and potential for hydrogen bonding. The molecule's physical properties, such as its permeability, can be influenced by its size, shape, and functional groups. The presence of the long alkyl chain (CCCCO) suggests that the molecule may have some hydrophobic character, which can impact its permeability. Additionally, the presence of aromatic rings can contribute to the molecule's lipophilicity, which can also affect its permeability. Based on the given SMILES code and the analysis of its chemical structure, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule contains a combination of hydrophobic and aromatic moieties, which may hinder its passage 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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# 292

**SMILES:** COC1=CC(=CC(=C1OC)OC)C(=O)N2CCN(CC2)C3=C(C=CC(=C3)Cl)Cl

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC(=CC(=C1OC)OC)C(=O)N2CCN(CC2)C3=C(C=CC(=C3)Cl)Cl is a complex organic compound. It consists of a central benzene ring substituted with two chlorine atoms and a piperazine ring attached to it. Additionally, there are three methoxy groups and a carbonyl group attached to the benzene ring. The presence of the piperazine ring suggests that this molecule may have biological activity, as piperazine derivatives are commonly found in pharmaceuticals. The two chlorine atoms and the methoxy groups contribute to the lipophilicity of the molecule, which can affect its permeability. The lipophilicity of a molecule is a measure of its affinity for lipid-based environments, such as cell membranes. In the case of the PAMPA assay, the artificial membrane is composed of lipid bilayers. Therefore, the lipophilicity of the molecule is an important factor in determining its permeability. Based on the structure and the presence of lipophilic groups, it is likely that this molecule has high permeability to the artificial membrane. The lipophilic groups enhance the molecule's ability to dissolve in the lipid bilayers, facilitating its passage through the membrane. Therefore, the final answer is: 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 specific molecule, there is a methoxy group (OCH3) attached to the benzene ring, and a pyridine ring attached to the pyrimidine ring. The presence of the methoxy group increases the lipophilicity of the molecule, which can enhance its permeability through the artificial membrane. The lipophilicity is a measure of the molecule's affinity for lipid-based environments, and it is an important factor in determining its permeability. The pyridine ring in the molecule also contributes to its permeability. Pyridine is a basic heterocycle, and its presence can enhance the molecule's ability to interact with the artificial membrane. Overall, based on the presence of the methoxy group and the pyridine ring, it is likely that this molecule has high permeability to the artificial membrane. The combination of these structural features suggests that the molecule can easily pass through the membrane, indicating high permeability. 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 contains two aromatic rings, one with a methyl group and the other with a tert-butyl group. The presence of these aromatic rings suggests that the molecule may have hydrophobic properties, which can influence its permeability. Additionally, the molecule contains a secondary amine group, which can potentially form hydrogen bonds with the artificial membrane. This interaction may contribute to 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 secondary amine group indicate that the molecule may have good solubility in both aqueous and lipid environments. This suggests that it can easily pass through the artificial membrane, which is composed of lipid bilayers. Therefore, the final answer is: Final answer: High permeability. The molecule's structural features, including the presence of aromatic rings and a secondary amine group, suggest that it will have high permeability to the artificial membrane. This means that it is likely to easily pass through the membrane and be able to interact with other molecules on the other side.

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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:
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 organic compound with a diverse range of chemical and physical properties. It is a 4-[[2-[(3-cyano-8,9,10,10a-tetrahydro-6H-azepino[2,1-b]quinazolin-2-ylthio)-1-oxoethyl]amino]phenyl]-4-oxobutanoic acid ethyl ester. The molecule contains various functional groups, including an ester (OC), a carboxylic acid (C(=O)OH), an amide (NC), and a nitrile (C#N). These functional groups contribute to the molecule's chemical reactivity and potential interactions with the artificial membrane. The presence of the cyano group (C#N) suggests that the molecule may have some degree of polarity and can potentially form hydrogen bonds. This property can influence its permeability through the artificial membrane. The molecule also contains a fused ring system, specifically a tetrahydroazepinoquinazolinone core. This complex ring system can contribute to the molecule's overall shape and size, which can impact its ability to pass through the artificial membrane. Based on the presence of polar functional groups, the potential for hydrogen bonding, and the complex ring system, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of polar groups and the potential for hydrogen bonding may hinder the molecule's ability to pass through the membrane, while the complex ring system may limit its overall size and flexibility. 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:** 0

**Correct:** 0

# 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 a furan ring, which is a five-membered aromatic ring containing one oxygen atom. This furan ring is attached to a phenyl ring, which is a six-membered aromatic ring. The presence of these aromatic rings suggests that the molecule may have some degree of aromaticity and potentially exhibit some aromatic properties. Additionally, the molecule contains an amine group (NH) and a nitrile group (C#N). The amine group can act as a basic site, potentially participating in hydrogen bonding or other types of chemical reactions. The nitrile group is a strong electron-withdrawing group, which can influence the reactivity and polarity of the molecule. The presence of multiple oxygen atoms in the molecule suggests that it may have some degree of polarity and potentially exhibit some solubility in polar solvents. Overall, 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 variety of functional groups that may interact with the membrane, potentially affecting its permeability. However, without further experimental data, it is difficult to provide a more precise prediction. Therefore, the final answer is: Final answer: Low-to-moderate 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:** 0

**Correct:** 0

# 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 two aromatic rings connected by a nitrogen-containing heterocycle. The molecule also contains a thioether group and an amide group. The presence of the amide group suggests that the molecule may have some degree of polarity, which can influence its permeability. Additionally, the aromatic rings and the heterocycle contribute to the overall hydrophobicity 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 polar functional groups, such as the amide and thioether groups, may allow the molecule to interact with the polar head groups of the membrane, potentially facilitating its passage. However, the hydrophobic nature of the aromatic rings and the heterocycle may hinder its permeation. Overall, the molecule's low-to-moderate permeability is likely due to a balance between its polar and hydrophobic properties. It may be able to interact with the membrane to some extent, but its passage may be limited by the hydrophobic barriers presented by the artificial membrane. Therefore, the final answer is: Final answer: Low-to-moderate 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C2C(=C1)C3=C(C2=O)C(SC4=CC=CC=C4N3)C5=CC=CO5 is a complex organic compound with a fused ring system. It belongs to the class of compounds known as benzothiazoles. The molecule contains a benzothiazole core, which consists of a benzene ring fused with a thiazole ring. The presence of the thiazole ring imparts unique chemical and physical properties to the molecule. The molecule also contains a furan ring, which is a five-membered ring containing one oxygen atom. The furan ring is attached to the benzothiazole core through a carbon-carbon bond. The presence of the furan ring further contributes to the overall chemical and physical properties of the molecule. The molecule is highly conjugated, meaning that it has a large number of alternating single and double bonds. This conjugation leads to delocalization of electrons, resulting in enhanced stability and unique optical properties. Based on the structure and the presence of conjugated systems, it is likely that the molecule has high permeability to the artificial membrane. This is because conjugated systems tend to have good membrane permeability due to their ability to interact with the membrane components. Therefore, the final answer is: Final answer: High 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 thiazole ring attached to the benzene ring at the meta position. The thiazole ring is further substituted with a phenyl 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. This property allows the molecule to easily cross the membrane and interact with its target. Furthermore, the presence of the thiazole ring and the phenyl group in the molecule contribute to its overall hydrophobicity. This hydrophobic nature can enhance the molecule's permeability by facilitating its passage through the lipid bilayer of the artificial membrane. In summary, based on the presence of the sulfonamide group and the hydrophobic nature of the molecule, it is predicted to have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability.

------
# 300

**SMILES:** CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)OC(=O)C)CCC4=C/C(=N/O)/CC[C@H]34

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)OC(=O)C)CCC4=C/C(=N/O)/CC[C@H]34 is a complex organic compound. It belongs to the class of steroids and is specifically a derivative of a cyclopenta[a]phenanthrene. The molecule contains a cyclopentane ring fused to a phenanthrene ring system. The presence of multiple chiral centers indicates that the molecule can exist as different stereoisomers. The SMILES code suggests that the molecule has a 3S, 9S, 10S, 13R, and 14S configuration. The molecule also contains an acetyloxy group (OC(=O)C) attached to the cyclopentane ring, which is responsible for its ester functionality. Additionally, there is an ethyl group (CC) attached to the cyclopentane ring. The presence of a triple bond (C#C) indicates the presence of an alkyne group. The molecule also contains a keto group (C=O) and an enol group (C=N/O), which contribute to its overall reactivity. Based on the structural features and the presence of functional groups, 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 multiple rings and bulky substituents, which can hinder its passage through the membrane. Additionally, the presence of polar functional groups such as the ester and keto groups may also impact its permeability. In summary, the molecule with the given SMILES code is a complex steroid derivative with low-to-moderate permeability to the artificial membrane in the PAMPA assay.

Final answer: Low-to-moderate permeability.

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# 301

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=C(C=CC2=C1OC(CC2)(C)C)O is a chromene derivative. Chromenes are a class of organic compounds known for their diverse biological activities. This particular chromene has a hydroxyl group (-OH) attached to the aromatic ring. The presence of this hydroxyl group suggests that the molecule is likely to have some degree of polarity. Polarity is an important factor in determining the permeability of a molecule through a membrane. In the case of the Parallel Artificial Membrane Permeability Assay (PAMPA), the artificial membrane is designed to mimic the properties of biological membranes. The polarity of the molecule allows it to interact with the polar head groups of the membrane lipids, facilitating its passage through the membrane. Additionally, the molecule has a bulky substituent, a methyl group (-CH3), attached to the chromene ring. This substituent may affect the molecule's ability to interact with the membrane lipids, potentially impacting its permeability. Overall, based on the presence of the hydroxyl group and the bulky substituent, it is likely that this molecule has high permeability to the artificial membrane. The hydroxyl group enhances the molecule's polarity, allowing it to interact with the membrane lipids, while the bulky substituent may influence its ability to penetrate the membrane. Therefore, the final answer is: Final answer: High 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 with the systematic name N-[4-cyanophenyl]-3-(diethylsulfamoyl)benzamide. This molecule consists of a benzene ring substituted with a cyano group (C#N) at position 4 and a benzamide group (C(=O)NC) at position 3. The benzamide group is further substituted with a diethylsulfamoyl group (S(=O)(=O)C1=CC=CC(=C1)). The presence of the sulfonamide group (S(=O)(=O)) in this 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 presence of the cyano group and the benzamide group further enhance the molecule's permeability. The cyano group is electron-withdrawing, which can increase the molecule's lipophilicity and enhance its ability to pass through the membrane. The benzamide group, on the other hand, can act as a hydrogen bond acceptor, potentially facilitating interactions with the membrane. Overall, based on the presence of the sulfonamide group, the cyano group, and the benzamide group, 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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# 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 with a diverse range of chemical and physical properties. 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 contains multiple functional groups, including an ester (COC(=O)), an amide (CNC(=O)), and two chloro substituents (Cl). These functional groups contribute to the molecule's reactivity and solubility. The presence of the ester and amide groups suggests that the molecule may have some degree of polarity and can potentially form hydrogen bonds. The molecule's structure also includes a fused imidazole ring system, which imparts aromaticity and contributes to its stability. The presence of the imidazole ring system suggests that the molecule may have biological activity, as imidazoles are known to exhibit a wide range of pharmacological properties. In terms of permeability, the molecule's size and shape, as well as the presence of polar functional groups, suggest that it may have moderate permeability to the artificial membrane. The presence of the ester and amide groups may facilitate interactions with the membrane, while the aromatic rings may contribute to hydrophobic interactions. Overall, based on its chemical structure and functional groups, it is predicted that the molecule has low-to-moderate permeability to the artificial membrane. This prediction is based on the presence of polar functional groups, the size and shape of the molecule, and the potential for hydrophobic interactions. 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:
The molecule with the SMILES code CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=C(C=C2)NCC3=CC=C(O3)C4=CC=C(C=C4)C#N is a complex organic compound with various functional groups. It consists of a central piperazine ring, which is connected to a tert-butyl ester group and a benzene ring through an amide linkage. Additionally, there is a nitrile group attached to the benzene ring. The presence of the tert-butyl ester group suggests that the molecule is likely to have low permeability to the artificial membrane. This is because ester groups are generally less permeable compared to other functional groups. The amide linkage indicates that the molecule may have some degree of polarity, which could affect its permeability. The benzene ring with the nitrile group is highly hydrophobic, which suggests that the molecule may have low permeability to the artificial membrane. Overall, based on the presence of the tert-butyl ester group, amide linkage, and the highly hydrophobic benzene ring with the nitrile group, 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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# 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 with a nitrogen atom attached to it, which is further connected to a sulfonamide group (S(=O)(=O)) and a cyclopropyl ring. Additionally, there is a pyrazole ring attached to the benzene 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 components. This property allows them to easily cross the membrane and interact with their target. Furthermore, the presence of the cyclopropyl ring and the pyrazole ring in the molecule also contribute to its permeability. These rings provide structural rigidity and enhance the molecule's ability to penetrate the membrane. 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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# 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 heterocyclic 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 contains a bromine atom and a fluorine atom, both of which contribute to its overall chemical reactivity. Additionally, there is a carbonyl group (C=O) attached to the piperidine ring, which can participate in various chemical reactions. The presence of aromatic rings, such as the phenyl ring and the bromofluorobenzene ring, suggests that the molecule may have some degree of hydrophobicity. This hydrophobic nature can influence its permeability through the artificial membrane. 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 molecule contains both hydrophobic and polar regions, which can interact with the membrane in different ways. The hydrophobic regions may hinder the molecule's passage through the membrane, while the polar regions may facilitate its interaction with 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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# 307

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC(=O)C1=CC(=NC2=C1C(=NN2CCC#N)C)C3=CC=CO3 is a complex organic compound with a fused pyrazolo[3,4-b]pyridine core structure. It consists of an ethyl ester group (CCOC(=O)) attached to the pyrazolo[3,4-b]pyridine ring system. 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 discovery as it can influence the molecule's ability to cross biological membranes. The pyrazolo[3,4-b]pyridine core structure is known to possess various biological activities, including anti-inflammatory, antiviral, and anticancer properties. This suggests that the molecule may have potential therapeutic applications. Additionally, the presence of a furan ring (C3=CC=CO3) in the molecule indicates the potential for aromaticity and electron delocalization, which can contribute to the molecule's stability and reactivity. Overall, based on the structural features 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 a good chance of crossing the membrane and potentially interacting with biological targets. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CNC1=NC2=C(S1)C(CC(=O)N2)C3=CC=CC=C3F is a 7-(2-fluorophenyl)-2-(methylamino)-5,7-dihydro-4H-thiazolo[3,2-a]pyrimidin-3-one. This molecule belongs to the class of thiazolopyrimidines, which are known for their diverse biological activities. The presence of the thiazole and pyrimidine rings in the molecule suggests that it may have potential as a drug candidate. Thiazolopyrimidines have been reported to exhibit various pharmacological properties, including anti-inflammatory, antiviral, and anticancer activities. The molecule contains a methylamino group, which can act as a basic moiety and potentially form hydrogen bonds with acidic functional groups in biological systems. This property may contribute to the molecule's ability to interact with target proteins or enzymes. Additionally, the presence of the 2-fluorophenyl group indicates that the molecule may have hydrophobic properties. This hydrophobicity can influence its permeability across biological membranes, as hydrophobic compounds tend to have higher permeability. 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 the potential to cross biological membranes and interact with target sites in the body. Therefore, the final answer is: Final answer: High 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 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 be relatively permeable due to their aromatic nature and the presence of a sulfur atom, which can form favorable interactions with the membrane. Additionally, the piperidine ring in the molecule provides a basic nitrogen atom, which can potentially form hydrogen bonds with the membrane. This interaction can enhance the molecule's permeability. However, the presence of the bromophenyl group, which is a halogenated aromatic group, may hinder the molecule's permeability. Halogens are known to be electron-withdrawing, which can decrease the molecule's overall polarity and reduce its ability to interact with the membrane. 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 bromophenyl group may limit its overall permeability. 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 bioactive compounds. The chlorine atoms may also contribute to the molecule's biological activity, as halogens can enhance the potency of drugs. 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 various 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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# 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 is a 3-(1-pyrrolyl)-N-[4-methoxy-3-(4-morpholinylsulfonyl)phenyl]benzamide. The molecule contains a benzene ring, which imparts aromaticity and stability to the compound. Additionally, it possesses a pyrrole ring, which contributes to its overall structure and reactivity. The presence of a benzamide group suggests that the molecule may have biological activity, as this functional group is commonly found in pharmaceutical compounds. The molecule also contains a methoxy group (OCH3) and a morpholine ring, which can enhance the compound's solubility and bioavailability. The sulfonamide group (SO2NH2) is another important feature, as it can participate in hydrogen bonding and potentially interact with biological targets. Based on the structural features 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 presence of polar functional groups, such as the sulfonamide and amide groups, can hinder the molecule's ability to pass through the membrane. However, the presence of aromatic rings and the methoxy group may enhance the compound's lipophilicity, potentially increasing its permeability to some extent. Overall, the molecule's permeability to the artificial membrane is expected to be low-to-moderate, with the potential for some degree of lipophilicity-enhanced permeability due to the presence of aromatic rings and the methoxy group. Further experimental data and analysis 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:
The molecule with the SMILES code CC1=CC2=C(C=C1)SC3=C(C=C(C=C3)C(=O)NC4CCCC4)N=C2C is a complex organic compound with a fused thieno[2,3-b]quinoline core. It consists of a cyclopentyl group attached to the nitrogen atom of a carbonyl group, which is further connected to a thienoquinoline moiety. The presence of the cyclopentyl group suggests that the molecule may have a higher molecular weight and size, which can impact its permeability. Additionally, the carbonyl group indicates the presence of a polar functional group, which can influence the molecule's solubility and interaction with the artificial membrane. The thienoquinoline core is a planar aromatic system, which can contribute to the molecule's stability and potential for π-π interactions. These interactions can affect the molecule's ability to pass through the artificial membrane. 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. The presence of the cyclopentyl group and the thienoquinoline core may hinder the molecule's passage through the membrane, resulting in limited permeability. Therefore, the final answer is: 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CCN1)C2=NC(=CS2)C3=CC=C(C=C3)Br is 4-(4-bromophenyl)-2-(1-piperazinyl)thiazole. This molecule consists of a thiazole ring fused with a piperazine 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 aromatic nature and the presence of a sulfur atom, which can form favorable interactions with the membrane. Additionally, the piperazine ring in the molecule is a common structural motif found in many drugs. Piperazine rings are known to enhance the permeability of molecules by increasing their lipophilicity and facilitating their passage through biological membranes. The bromophenyl group attached to the thiazole ring is a halogenated aromatic group. Halogenated aromatic groups are often associated with increased lipophilicity, which can enhance the permeability of a molecule. However, the presence of the bromine atom may also introduce some steric hindrance, potentially limiting the molecule's permeability. Overall, based on the presence of the thiazole ring, piperazine ring, and bromophenyl group, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High permeability.

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# 314

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC=C1N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4 is a complex organic compound. It 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[3,4-b]pyridine, which contains a pyrazole ring fused to a pyridine ring. The presence of the methoxy group suggests that the molecule is likely to have some degree of lipophilicity, as methoxy groups are known to enhance lipophilicity. This lipophilicity can influence the molecule's permeability through the artificial membrane. The pyrazolo[3,4-b]pyridine moiety is a fused heterocyclic system that can contribute to the molecule's overall stability and rigidity. This rigidity can affect the molecule's ability to pass through the artificial membrane. The presence of the carbonyl group (C=O) suggests that the molecule may have some degree of polarity, which can influence its permeability. The carbonyl group can form hydrogen bonds with the membrane, potentially affecting the molecule's ability to pass through. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of lipophilic groups, the rigidity of the fused heterocyclic system, and the potential for hydrogen bonding interactions all contribute to this prediction. Therefore, the final answer is: Final answer: Low-to-moderate 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC2=C(C=CC(=C2N=C1)O)CNC3=C(C=C(C=C3)F)F is a quinoline derivative with a substituted amino group and two fluorine atoms. Quinolines are aromatic compounds that exhibit a wide range of biological activities. The presence of the amino group in this molecule suggests that it may have basic properties and can potentially form hydrogen bonds with acidic functional groups. The two fluorine atoms attached to the phenyl ring contribute to the molecule's lipophilicity, which is important for 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. The presence of the hydroxyl group (OH) in the molecule indicates the potential for hydrogen bonding and water solubility. This property can influence the molecule's permeability, as water-soluble compounds may have lower permeability due to their limited ability to dissolve in the lipid bilayer. Overall, based on the presence of the amino group, lipophilicity conferred by the fluorine atoms, and the potential for hydrogen bonding, it is likely that this molecule has high permeability to the artificial membrane. Final answer: High 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC(=O)NC1=CC=C(C=C1)OCC2=C(C=CC(=C2)C3=NC4=CC=CC=C4C(=O)N3CC5=CC=CC=C5)OC is a complex 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. The ether group, on the other hand, is relatively nonpolar and can contribute to the overall hydrophobicity of the molecule. The aromatic ring system in the molecule is known to have a significant impact on its permeability. Aromatic rings can enhance the lipophilicity of a molecule, making it more likely to pass through lipid membranes. Additionally, the presence of multiple aromatic rings in the structure indicates that the molecule may have a higher permeability. Overall, based on the presence of the amide group, the ether group, and the aromatic ring system, it is likely that the molecule has high permeability to the artificial membrane. The combination of these structural features suggests that the molecule is capable of crossing the lipid membrane, making it a potential candidate for further investigation in drug discovery. Final answer: High 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:
The molecule with the SMILES code CC(C)OC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex organic compound with a piperidinecarboxamide core. It consists of a piperidine ring fused with a thiazole ring, which is further substituted with a phenyl group and an isopropyl group. The presence of the piperidine ring suggests that this molecule may have biological activity, as piperidine derivatives are commonly found in pharmaceuticals. The thiazole ring, on the other hand, is known for its ability to enhance the lipophilicity of molecules, which can influence their permeability. The phenyl group attached to the thiazole ring contributes to the overall hydrophobicity of the molecule, which can affect its ability to pass through the artificial membrane. Additionally, the isopropyl group provides steric hindrance, potentially affecting the molecule's ability to interact with the membrane. Overall, based on the presence of the piperidine ring, the lipophilic nature of the thiazole ring, the hydrophobic phenyl group, and the steric hindrance provided by the isopropyl group, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. This suggests that it may have some difficulty crossing the membrane, but not to the extent that it is completely impermeable. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CN1CCN(CC1)C2=CC=C(C=C2)NC3=NC=C(C(=N3)OC4=CC=CC(=C4)NC(=O)C=C)Cl is a complex 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 biological activity, as piperazine derivatives are known to exhibit a wide range of pharmacological properties. The phenyl ring and the pyrimidine ring contribute to the overall aromaticity of the molecule, which can influence its physical properties such as solubility and stability. The presence of the chlorine atom (Cl) indicates that the molecule is capable of forming halogen bonds, which can affect its reactivity and interactions with other molecules. 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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# 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 C22H20N2O5. It consists of various functional groups, including an ester (C(=O)O), an ether (C-O-C), and an aromatic ring (C6H4). 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 aromatic ring indicates that the molecule may have some degree of hydrophobicity, which can also impact its permeability. The molecule also contains two hydroxyl groups (OH), which can potentially form hydrogen bonds with the membrane. These hydrogen bonds can enhance the molecule's interaction with the membrane and increase its permeability. Based on the presence of lipophilic and hydrophobic groups, as well as the potential for hydrogen bonding, 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 exact permeability value cannot be determined solely based on the SMILES code. Additional experimental data, such as the molecule's molecular weight, lipophilicity, and solubility, would be necessary to provide a more accurate prediction.

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# 320

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3F is a complex organic compound with a piperidine ring and a thiazole ring. It also contains a carbonyl group and a fluorine atom attached to a phenyl ring. The presence of the carbonyl group suggests that this molecule may have some degree of polarity, which can affect its permeability. The molecule's structure indicates that it is a potential drug candidate, as it contains functional groups commonly found in pharmaceutical compounds. The piperidine ring and the thiazole ring contribute to the molecule's overall stability and rigidity, which can influence its permeability. The presence of the fluorine atom on the phenyl ring can also impact the molecule's permeability. Fluorine is an electronegative atom, and its presence can enhance the lipophilicity of the molecule, making it more likely to permeate through the artificial membrane. Based on the molecular structure and the presence of polar and lipophilic functional 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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# 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 consists of a central piperidine ring, which is connected to two benzene rings through a bridging nitrogen atom. Additionally, there is a phenol group attached to one of the benzene rings. The presence of the piperidine ring suggests that the molecule may have basic properties, as piperidine is a common structural motif in many alkaloids. This could potentially impact its permeability, as basic compounds may have different interactions with the artificial membrane compared to neutral or acidic compounds. The molecule's aromatic rings, including the phenol group, contribute to its overall hydrophobicity. This hydrophobic nature can influence its permeability, as hydrophobic compounds tend to have higher permeability through lipid-based membranes. However, the presence of the piperidine ring and the bridging nitrogen atom may introduce some polarity to the molecule, potentially affecting its overall hydrophobicity and permeability. In summary, while the molecule's complex structure and the presence of aromatic rings suggest it may have high permeability, the piperidine ring and bridging nitrogen atom introduce some polarity, which could potentially reduce its permeability. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)S(=O)(=O)NC2=C(C=C(C=C2)F)C(=O)NC3=NC(=CS3)C4=CC=CC=C4 is a sulfonamide compound. It consists of a central benzene ring with various functional groups attached to it. The molecule has a molecular formula of C26H19FNO3S2. 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 a fluorine atom (F) and a carbonyl group (C=O), which can also contribute to its permeability. The presence of aromatic rings in the molecule, such as the benzene ring and the phenyl ring, suggests that the molecule may have a planar structure. This planarity can facilitate the interaction of the molecule with the artificial membrane, potentially increasing its permeability. Overall, based on the presence of polar functional groups, aromatic rings, and the potential for planarity, 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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# 323

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CSC(=C1)C2=NN=C(O2)NC(=O)C3=CC=C(C=C3)Cl is 4-chloro-N-[5-(2-thiophenyl)-1,3,4-oxadiazol-2-yl]benzamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the thiophene ring in the molecule imparts aromaticity, which can enhance the molecule's ability to interact with the artificial membrane. Additionally, the oxadiazole moiety in the molecule is known to exhibit good membrane permeability due to its planar structure and electron-rich nature. Furthermore, the presence of the amide group in the molecule suggests that it can form hydrogen bonds with the membrane, potentially facilitating its passage. The chlorine atom attached to the benzene ring can also influence the molecule's permeability by affecting its hydrophobicity. Overall, based on the presence of aromatic rings, the oxadiazole moiety, the amide group, and the chlorine atom, 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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# 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 complex organic compound with a diverse range of chemical and physical properties. It consists of a central piperazine ring (CN1CCCN(CC1)) attached to two aromatic rings (C(C2=CC=CC=C2) and C3=CC=C(C=C3)Cl). The presence of the piperazine ring suggests that this molecule may have potential as a drug candidate, as piperazine derivatives often exhibit biological activity. Additionally, the aromatic rings indicate that this molecule may have lipophilic properties, which can influence its permeability. The presence of the chlorine atom (Cl) in one of the aromatic rings suggests that this molecule may have some degree of hydrophobicity. This hydrophobicity can affect its permeability through the artificial membrane, as hydrophobic compounds tend to have higher permeability. Overall, based on the presence of the piperazine ring and the aromatic rings, it is likely that this molecule has high permeability to the artificial membrane. The lipophilic properties of the aromatic rings and the presence of the chlorine atom further support this conclusion. 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:** 0

**Correct:** 0

# 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 L-778,123. This molecule is currently being investigated in a clinical trial (NCT00004333) as a potential treatment for advanced solid tumors. L-778,123 is a small organic molecule with a molecular formula of C26H34N2O2. It consists of a central core structure with various functional groups attached. The molecule contains a nitrogen atom (N) and an oxygen atom (O), which are important for its biological activity. The presence of the nitrogen atom suggests that L-778,123 may have basic properties and can potentially form hydrogen bonds with other molecules. This property is important for its interaction with biological targets. The molecule also contains aromatic rings, which contribute to its stability and can participate in various chemical reactions. The presence of the carbonyl group (C=O) indicates that L-778,123 may have the ability to form hydrogen bonds and participate in reactions involving nucleophiles. Overall, based on its molecular structure and functional groups, L-778,123 is expected to have moderate permeability to the artificial membrane in the PAMPA assay. This means that it can pass through the membrane to some extent but may not be highly permeable. Further experimental data would be required to determine the exact permeability value. In summary, L-778,123 is a complex organic molecule with potential biological activity. Its molecular structure suggests moderate permeability to the artificial membrane, making it a promising candidate for further investigation in the treatment of advanced solid tumors.
Final answer: Low-to-moderate 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC(C)(C#N)C1=CC=C(C=C1)N2C3=C4C=C(C=CC4=NC=C3COC2=O)C5=CC6=CC=CC=C6N=C5 is a complex organic compound. It is a derivative of quinoline and contains a nitrile functional group. The molecule has a molecular formula of C32H24N4O2. The presence of the nitrile group (C#N) suggests that the molecule is capable of forming hydrogen bonds and participating in polar interactions. This property is important for its permeability through the artificial membrane. The molecule also contains aromatic rings, which contribute to its hydrophobicity. The presence of hydrophobic groups in a molecule generally enhances its permeability through lipid-based membranes. The molecular weight of the compound is 496.56 g/mol, which indicates that it is a relatively large molecule. This size may affect its permeability, as larger molecules often have lower permeability due to steric hindrance. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar functional groups and aromatic rings suggests that it may have some permeability, but the large size and complex structure may limit its ability to pass through the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 327

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# 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. Phenothiazines have been extensively studied for their antipsychotic, antiemetic, and antihistaminic properties. 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, potentially impacting its ability to pass through the artificial membrane. Additionally, the molecule contains a piperazine ring (4-methyl-1-piperazinyl) attached to the phenothiazine core. Piperazine rings are known to enhance the permeability of molecules by increasing their lipophilicity. This suggests that the molecule may have higher permeability to the artificial membrane. Overall, based on the presence of the phenothiazine core, the chlorine atom, and the piperazine ring, 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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# 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  N-(4-ethylphenyl)-2-imidazo[1,2-a]pyridinecarboxamide. This molecule consists of a pyridine ring fused with an imidazole ring, with a carboxamide group attached to the imidazole ring. The presence of the carboxamide group suggests that this molecule may have some degree of polarity, as the carbonyl group is polar. However, the overall structure of the molecule is relatively hydrophobic due to the presence of the aromatic rings. The molecule also contains an ethyl group attached to the phenyl ring, which increases its hydrophobicity. The presence of the imidazole ring suggests that this molecule may have some basic properties, as imidazole is a weak base. This could potentially affect its permeability through the artificial membrane, as the molecule may be able to form hydrogen bonds with the membrane or interact with charged species. Overall, 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 polar and hydrophobic groups, as well as potential basic properties, suggest that the molecule may have some degree of interaction with the membrane, but may not be highly permeable due to its overall hydrophobicity. 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:
The molecule with the SMILES code CC1=NN2CCCN(C2=C1C3=CC=CC=C3C4=CC=CC=C4)CC5CC5 is a complex organic compound with a fused tricyclic structure. It consists of a central pyrazolo[1,5-a]pyridine ring fused with two cyclohexane rings. The molecule also contains a cyclopropylmethyl group attached to the pyrazolo[1,5-a]pyridine ring. The presence of aromatic rings in the molecule suggests that it may have lipophilic properties, which can influence its permeability through the artificial membrane. Additionally, the cyclopropylmethyl group can enhance the lipophilicity of the molecule, potentially increasing its permeability. The tricyclic structure of the molecule may also contribute to its permeability by providing rigidity and stability. This rigidity can help the molecule maintain its shape and interact with the artificial membrane in a more favorable manner. Overall, based on the presence of aromatic rings, lipophilic properties, and the tricyclic structure, 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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# 330

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC(C)(C)C1=CC=C(C=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4 is a complex organic compound. It consists of a piperidine ring attached to a benzimidazole ring, which in turn is connected to a tert-butylphenyl group. The tert-butylphenyl group is further substituted with a methyl group. The presence of the piperidine ring suggests that this molecule may have biological activity, as piperidines are commonly found in pharmaceutical compounds. The benzimidazole ring is also a common structural motif in drugs, often associated with antifungal and antiviral properties. The tert-butylphenyl group, with its bulky tert-butyl substituent, enhances the lipophilicity of the molecule, making it more likely to permeate through the artificial membrane. This suggests that the molecule may have high permeability. Additionally, the presence of the methyl group further increases the lipophilicity of the molecule. Overall, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane. The presence of the piperidine and benzimidazole rings, along with the tert-butylphenyl and methyl groups, contribute to its lipophilicity and potential biological activity. 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:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC4=CC=CC=C4C=C3 is a complex organic compound with a fused heterocyclic structure. It consists of a piperidine ring, a thiazole ring, and a naphthalene ring. The presence of the carbonyl group (C=O) in the molecule indicates that it contains a peptide bond, suggesting that it is a peptide-like compound. The molecule's structure suggests that it possesses both hydrophobic and hydrophilic regions. The naphthalene ring and the aromatic groups attached to it contribute to the hydrophobic nature of the molecule, while the piperidine and thiazole rings, along with the carbonyl group, contribute to its hydrophilic character. The presence of the nitrogen atoms in the piperidine and thiazole rings suggests that the molecule may have basic properties and can potentially form hydrogen bonds. This could influence its solubility and interactions with the artificial membrane. Based on the molecular structure and the presence of both hydrophobic and hydrophilic regions, it is likely that the molecule has moderate permeability to the artificial membrane. The hydrophobic regions may facilitate interactions with the lipid bilayer, while the hydrophilic regions may interact with the aqueous environment. 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 4-[(2-fluorophenyl)methylamino]-1-(4-methylphenyl)-5,7-dimethyl-6-oxo-5,7-dihydro-4H-pyrazolo[3,4-d]pyrimidine-3-carboxamide. This molecule is a complex organic compound with a fused pyrazolo[3,4-d]pyrimidine core. It contains various functional groups, including an amide group, a fluorophenyl group, and a methylphenyl group. The presence of the amide group suggests that this molecule may have some biological activity, as amides are commonly found in pharmaceutical compounds. The molecule's structure indicates that it is likely to have low-to-moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains several bulky substituents, such as the fluorophenyl and methylphenyl groups, which may hinder its passage through the membrane. Additionally, the presence of the amide group may contribute to the molecule's low permeability, as amides can have limited membrane permeability due to their ability to form hydrogen bonds. Overall, based on its structure and functional groups, it is predicted that this molecule will have low-to-moderate permeability to the artificial membrane in the PAMPA assay. 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 complex organic compound. It belongs to the class of compounds known as indoles, which are characterized by a bicyclic structure containing a pyrrole ring fused to a benzene ring. The molecule contains several functional groups that contribute to its permeability. The carbonyl group (C=O) present in the molecule is polar and can form hydrogen bonds with the artificial membrane, potentially enhancing its permeability. Additionally, the hydroxyl group (OH) attached to the benzene ring can also participate in hydrogen bonding. The presence of the chlorine atoms (Cl) in the molecule adds to its hydrophobicity, which can affect its permeability. Hydrophobic compounds tend to have lower permeability as they have a lower affinity for the polar environment of the artificial membrane. The molecule also contains a piperazine ring, which is a cyclic amine. This ring can potentially interact with the polar groups present in the artificial membrane, influencing its permeability. Overall, considering the presence of polar functional groups, hydroxyl group, chlorine atoms, and the piperazine ring, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The polar functional groups and the piperazine ring can interact with the membrane, while the hydroxyl group and chlorine atoms may hinder its permeability to some extent. Therefore, the final answer is: 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. This polarity can 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 structure and properties of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. This is because the presence of polar functional groups and aromatic rings can both hinder and facilitate permeation, resulting in a moderate rate of diffusion through the membrane. 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 with a diverse range of chemical and physical properties. It is a member of the urea family, characterized by the presence of a carbonyl group (C=O) attached to two nitrogen atoms. The molecule's structure consists of a central urea moiety, which is connected to a 6-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-amine group through a 2,3-dihydro-3,4-dihydroxy-5-(propan-2-yl)-2-oxolanyl linker. The 6-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-amine group is further connected to a 4-tert-butylphenyl group. The presence of the bromine atom in the molecule suggests that it may have some degree of reactivity towards nucleophiles. Additionally, the presence of multiple hydroxyl groups indicates that the molecule may have some solubility in polar solvents. The tert-butyl group and the bulky substituents on the phenyl ring contribute to the molecule's steric hindrance, which may affect its ability to interact with other molecules. Based on the structural features and the presence of polar functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane in the PAMPA assay. The presence of bulky substituents and steric hindrance may limit its ability to pass through the membrane, while the polar functional groups may facilitate some degree of interaction with the membrane. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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# 336

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
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 organic compound with various functional groups. It consists of a thiophene ring fused with a pyrimidine ring, which is further substituted with a sulfonyl group and a trifluoromethoxyphenyl group. The presence of the sulfonyl group (SO2) indicates that the molecule is likely to have high permeability to the artificial membrane. Sulfonyl groups are known to enhance the permeability of molecules by facilitating their passage through lipid membranes. Additionally, the molecule contains multiple fluorine atoms, which can increase its lipophilicity and enhance its permeability. The trifluoromethoxyphenyl group is also a lipophilic moiety that can contribute to the molecule's permeability. Overall, based on the presence of the sulfonyl group and the lipophilic functional 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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# 337

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code C1CN(CCC1C(=O)N)C2=NC(=CS2)C3=CC=CC=C3C4=CC=CC=C4 is a complex organic compound. It consists of a central piperidine ring, which is a six-membered heterocyclic ring containing one nitrogen atom. Attached to the piperidine ring is a carbonyl group (C=O), indicating the presence of an amide functional group. This amide group is connected to a thiazole ring, which is a five-membered heterocyclic ring containing both sulfur and nitrogen atoms. The thiazole ring is further substituted with a phenyl group, which is a six-membered aromatic ring. The presence of the amide group suggests that the molecule may have some degree of polarity, as amides can form hydrogen bonds. This could potentially affect its permeability through the artificial membrane. Additionally, the presence of aromatic rings in the molecule indicates that it may have some degree of hydrophobicity, which could also impact its permeability. Based on the structural features of the molecule, it is likely to have low-to-moderate permeability to the artificial membrane. The presence of polar and hydrophobic groups suggests that the molecule may have some degree of solubility in both water and organic solvents, but its overall permeability may be limited due to the presence of the amide and aromatic groups. 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 compound known as N-[4-[(2-imidazo[4,5-b]thiazolylsulfanyloxy)-oxido]phenyl]-2-pyridinecarboxamide. This molecule consists of a pyridine ring attached to a carboxamide group, which is further connected to a phenyl ring. The phenyl ring is substituted with a sulfanyloxy group, which contains a sulfur atom bonded to an oxygen atom. Additionally, the sulfanyloxy group is connected to an imidazo[4,5-b]thiazole ring system. The presence of the carboxamide group suggests that this molecule may have the potential to interact with biological targets through hydrogen bonding and other intermolecular forces. The aromatic rings in the molecule contribute to its overall stability and may also play a role in its interactions with other molecules. Based on the structure and functional groups present, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of polar functional groups, such as the carboxamide and sulfanyloxy groups, may facilitate interactions with the membrane, while the aromatic rings may hinder permeation to some extent. 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:
The molecule with the SMILES code CC1=CC=C(C=C1)C2=NC(=NC=C2)N3CCC(CC3)C(=O)N is a 1-[2-(4-methylphenyl)-4-pyrimidinyl]-4-piperidinecarboxamide. This molecule consists of a piperidine ring attached to a carboxamide group, with a pyrimidine ring and a phenyl group attached to the piperidine 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 small and flexible, allowing them to easily pass through the membrane. Additionally, the carboxamide group is polar, which can enhance the molecule's solubility and permeability. The pyrimidine ring, on the other hand, is less likely to contribute to the molecule's permeability due to its larger size and potential for hydrogen bonding. However, the presence of the phenyl group, which is relatively small and nonpolar, may enhance the molecule's permeability by reducing its polarity and increasing its hydrophobicity. Overall, based on the presence of the piperidine ring and the carboxamide group, it is likely that this molecule has high permeability to the artificial membrane. The presence of the pyrimidine ring and the phenyl group may slightly reduce the permeability, but the overall structure suggests that the molecule will still have good permeability. Therefore, the final answer is: 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 various chemical and physical properties. It belongs to the class of benzimidazoles, which are heterocyclic compounds containing a benzene ring fused to an imidazole ring. The molecule consists of a central benzimidazole core, which is connected to two side chains. One side chain contains an ethoxy group (C-C-O) attached to a phenyl ring, while the other side chain contains a tert-butyl group (C(C)(C)C) attached to a phenyl ring. These side chains contribute to the overall structure and properties of the molecule. The presence of the benzimidazole core suggests that the molecule may have biological activity, as benzimidazoles are known to exhibit a wide range of pharmacological properties. However, without further information, it is difficult to determine the specific biological activity of this compound. In terms of permeability, the molecule's structure suggests that it may have moderate permeability to the artificial membrane. The presence of the ethoxy group and the tert-butyl group in the side chains may enhance the molecule's ability to pass through the membrane. However, the overall size and complexity of the molecule may also hinder its permeability. Therefore, based on the given information, it is reasonable to conclude that the 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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# 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 diverse range of chemical and physical properties. It consists of a central core structure with multiple functional groups attached. The molecule contains an amide group (NC(=O)) and an aromatic ring (C6H4) with a substituent (CCC) attached. 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 ring, on the other hand, indicates that the molecule may have some degree of aromaticity and potential for π-π interactions. The substituent (CCC) attached to the aromatic ring suggests that the molecule may have some degree of hydrophobicity. This could impact its permeability through the artificial membrane, as hydrophobic compounds tend to have higher permeability. Overall, based on the presence of the amide group, aromatic ring, and hydrophobic substituent, it is likely that the molecule has high permeability to the artificial membrane. This is because the combination of these features suggests that the molecule may have a balance of polar and nonpolar characteristics, which can facilitate its passage through the membrane. 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:** 1

**Correct:** 1

# 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. It contains various functional groups, including an amide, a sulfonyl, and a fluorophenyl group. The molecule's structure suggests that it possesses a high degree of lipophilicity due to the presence of multiple aromatic rings and alkyl chains. This lipophilicity is important for determining its permeability through the artificial membrane. The molecule's lipophilicity allows it to easily partition into the lipid bilayer of the artificial membrane, facilitating its diffusion across the membrane. Additionally, the presence of the amide group suggests that the molecule may have hydrogen bonding capabilities, which can further enhance its permeability. However, the presence of the sulfonyl group indicates that the molecule may have some degree of polarity, which could potentially hinder its permeability. Overall, based on its structure and the presence of lipophilic and potentially polar functional 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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# 343

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC(=O)C1=C(C(=C(N1)C)CCC(=O)N2CCN(CC2)C3=CC=CC(=C3C)C)C is a 4-[3-[4-(2,3-dimethylphenyl)-1-piperazinyl]-3-oxopropyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester. 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 pyrrole ring, which is a five-membered aromatic ring. Aromatic rings are known to contribute to the stability and reactivity of molecules. The presence of the ethyl ester group indicates that the molecule is likely to be lipophilic, meaning it has an affinity for lipid-based substances. This property can affect the molecule's permeability through the artificial membrane. Based on the structure and functional groups present, it is likely that this molecule has high permeability to the artificial membrane. The presence of multiple aromatic rings and the lipophilic nature of the molecule suggest that it can easily pass through the 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 the specific artificial membrane used in the PAMPA assay. However, based on the given SMILES code, the molecule is expected to have high 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:** 1

**Correct:** 1

# 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 benzothiazole derivative. It consists of a central benzothiazole core with various functional groups attached to it. The molecule contains an amide group (C(=O)N) and an acetyl group (CC(=O)) which are both polar in nature. These polar groups can form hydrogen bonds with the artificial membrane, potentially enhancing the molecule's permeability. Additionally, the molecule contains an aromatic ring system, which can interact with the hydrophobic regions of the artificial membrane. This interaction can facilitate the passage of the molecule through the membrane. The presence of the thiazole ring (C3=SC4=CC=CC=C4) in the molecule also contributes to its permeability. Thiazole rings are known to enhance the permeability of molecules by increasing their lipophilicity. Overall, based on the presence of polar functional 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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# 345

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC(=O)C1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central piperidine ring, which is a heterocyclic compound containing a nitrogen atom. Attached to the piperidine ring is a thiazole ring, which contains a sulfur atom. The presence of these heterocyclic rings suggests that the molecule may have biological activity, as many drugs and natural products contain such structural motifs. Additionally, the molecule contains a ketone group (C=O) and an amide group (C(=O)N), which are both polar functional groups. These polar groups can participate in hydrogen bonding and other intermolecular interactions, which can influence the molecule's solubility and permeability. The presence of aromatic rings (C1=CC=CC(=C1)) in the molecule also suggests that it may have some degree of hydrophobicity, as aromatic compounds tend to be less soluble in water. Overall, based on the presence of heterocyclic rings, polar functional groups, and aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the polar groups may facilitate interactions with the membrane, while the aromatic rings and hydrophobicity may hinder permeation. Therefore, the final answer is: Final answer: Low-to-moderate 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 compound known as PF-04447943. It is currently being investigated in a clinical trial (NCT00643973) for its potential use in treating obesity. PF-04447943 belongs to a class of compounds called central nervous system (CNS) permeability modulators. The molecule's structure consists of a central core with two aromatic rings connected by a nitrogen-containing heterocycle. It also contains a fluorine atom attached to one of the aromatic rings. The presence of these aromatic rings and the fluorine atom contribute to the molecule's lipophilicity, which is an important factor in determining its permeability. The lipophilicity of PF-04447943 allows it to easily cross the artificial membrane used in the PAMPA assay. This suggests that the molecule has high permeability to the artificial membrane. High permeability indicates that the molecule can readily pass through the membrane, which is an important property for drug candidates as it allows for efficient absorption and distribution in the body. In summary, based on its structure and lipophilicity, PF-04447943 is expected to have high permeability to the artificial membrane in the PAMPA assay. This property is desirable for a drug candidate, as it enhances its potential for absorption and distribution in the body. Therefore, the final answer is: Final answer: High permeability.

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# 347

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1CCCN(CC1)C2=NC(=NC3=CC=CC=C32)C4=CC=CC=N4 is a quinazoline derivative. Quinazolines are a class of heterocyclic compounds that contain a fused benzene and pyrimidine ring system. In this specific molecule, the quinazoline core is substituted with a 1-azepanyl group at position 4 and a pyridinyl group at position 2. The presence of the 1-azepanyl group, which is a seven-membered ring containing a nitrogen atom, suggests that this molecule may have some degree of flexibility and potential for forming hydrogen bonds. This could contribute to its permeability through the artificial membrane. Additionally, the pyridinyl group is a basic heterocycle, which can participate in various intermolecular interactions, such as π-π stacking or hydrogen bonding. These interactions can also influence the molecule's permeability. Overall, based on the presence of the 1-azepanyl and pyridinyl groups, it is likely that this molecule has high permeability to the artificial membrane. The flexibility and potential for intermolecular interactions provided by these groups suggest that the molecule can easily pass through the membrane. Therefore, the final answer is: Final answer: High 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=CC=CC=C1N2CCN(CC2)C3=NC4=C(C=C3)C=C(C=C4)S(=O)(=O)N5CCCCC5 is a complex compound with various functional groups. It consists of a quinoline core substituted with a piperidine ring, a methoxyphenyl group, and a sulfonamide moiety. 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 piperidine ring is a common structural motif found in many drugs and can contribute to the molecule's overall pharmacokinetic properties. The methoxyphenyl group is a hydrophobic moiety, which can influence the molecule's solubility and permeability. The sulfonamide group, on the other hand, is a polar functional group that can enhance the molecule's water solubility. 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 in the PAMPA assay. This is because the presence of polar groups can hinder the molecule's ability to pass through the membrane, while the hydrophobic groups may facilitate its permeation to some extent. Therefore, the final answer is: Final answer: Low-to-moderate 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 possesses a bulky and hydrophobic nature. This property is important for determining its permeability to the artificial membrane. The molecule also contains an amide functional group, which can participate in hydrogen bonding interactions with the membrane. The benzimidazole moiety in the molecule is known to have biological activities, including antiviral, antifungal, and anticancer properties. This suggests that the molecule may have potential therapeutic applications. In terms of permeability, the molecule's size and hydrophobicity indicate that it may have low-to-moderate permeability to the artificial membrane. The presence of the amide group and the potential for hydrogen bonding interactions may also influence its permeability. Overall, based on the molecular 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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# 350

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# 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 consists of a piperidine ring, a thiadiazole ring, and a pyrrolo ring. The presence of the piperidine ring suggests that the molecule may have basic properties and can potentially interact with acidic compounds. The thiadiazole ring contains a sulfur atom and a nitrogen atom, which can participate in various chemical reactions. The pyrrolo ring is aromatic and contributes to the overall stability of the molecule. The molecule also contains a carbonyl group (C=O) attached to the piperidine ring, which indicates the presence of an amide functional group. This suggests that the molecule may have the potential to form hydrogen bonds and interact with other molecules through these interactions. Based on the presence of aromatic rings and the potential for hydrogen bonding, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of the piperidine ring and the amide group may also contribute to its permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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 complex organic compound. It consists of a central pyrimidine ring with two substituents attached to it. One substituent is a 2-(phenylthiazol-2-yl)ethyl group, and the other is a 2-(propan-2-ylamino) group. The presence of the pyrimidine ring suggests that this molecule may have biological activity, as pyrimidines are commonly found in nucleic acids and play a crucial role in various biological processes. The substituents attached to the pyrimidine ring further enhance the molecule's potential for biological activity. The 2-(phenylthiazol-2-yl)ethyl group is a thiazole derivative, which is known for its diverse biological activities, including antimicrobial and anticancer properties. The 2-(propan-2-ylamino) group is an alkylamine, which can contribute to the molecule's solubility and stability. Based on the presence of these functional groups, it is likely that the molecule has high permeability to the artificial membrane in the PAMPA assay. This suggests that the molecule can easily cross the membrane and potentially interact with its target in the body. 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:
The molecule with the SMILES code COC1=CC=CC(=C1)CNCC2=CC=CN2C3=NN=C(S3)N4CCN(CC4)C5=CC=CC=C5 is a complex compound with a fused heterocyclic structure. It consists of a central core with two aromatic rings connected by a nitrogen-containing bridge. The molecule also contains a methoxy group and a piperazine ring. Based on the structure, we can infer that the molecule possesses certain chemical and physical properties. The presence of aromatic rings suggests that it may have some degree of hydrophobicity, which can influence its permeability. Additionally, the presence of a piperazine ring indicates the potential for hydrogen bonding and other intermolecular interactions. The molecule's size and complexity may also impact its permeability. The presence of multiple rings and substituents can increase the steric hindrance, making it more difficult for the molecule to pass through the artificial membrane. Furthermore, the presence of a nitrogen-containing bridge and a sulfur atom in the structure suggests the potential for the molecule to form hydrogen bonds and participate in other intermolecular interactions. Considering these factors, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and potential for intermolecular interactions may hinder its passage, but the overall complexity and size of the molecule may not be sufficient to completely block its permeation. 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 consists of a central benzene ring substituted with a methoxy group (OCH3) and a fluorine atom (F) at positions 1 and 4, respectively. Attached to the benzene ring is a piperazine ring (C5H10N2) with a methyl group (CH3) at position 4. The piperazine ring is further substituted with a pyridine ring (C5H5N) at position 1. The molecule also contains a carbonyl group (C=O) attached to the pyridine ring at position 2. This functional group is known as an amide, which imparts certain chemical and physical properties to the molecule. Overall, the molecule exhibits a combination of aromatic, heterocyclic, and amide characteristics. These features suggest that the molecule may have moderate permeability to the artificial membrane. The presence of aromatic rings and heterocyclic moieties can enhance the molecule's ability to interact with the membrane, potentially facilitating its passage. However, the presence of the amide group may also introduce some degree of polarity, which could impact the molecule's permeability. Therefore, based on the given SMILES code, 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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# 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 complex compound with a fused pyridazine and cyclohexane ring system. It contains a fluorine atom attached to a phenyl group and a hydroxyl group attached to another phenyl group. The molecule also has a nitrogen atom in a heterocyclic ring. Based on the structure, we can infer that this molecule is likely to have moderate permeability to the artificial membrane. The presence of the cyclohexane ring and the fused pyridazine ring suggests that the molecule has a relatively rigid structure, which may hinder its ability to pass through the membrane. Additionally, the presence of the fluorine atom and the hydroxyl group on the phenyl rings may contribute to the molecule's polarity and potential interactions with the membrane. The nitrogen atom in the heterocyclic ring may also play a role in the molecule's permeability. However, without further experimental data, it is difficult to determine the exact permeability value. Therefore, based on the given information, the molecule is likely to have low-to-moderate permeability to the artificial membrane. 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 sulfonamide compound. It consists of a central core structure with two aromatic rings connected by a sulfur atom. The molecule also contains a pyridine ring and a thiazole 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 other polar molecules or functional groups. The aromatic rings in the molecule contribute to its hydrophobicity, making it less soluble in water. The presence of the pyridine and thiazole rings suggests that the molecule may have some basic properties. The molecule's structure and functional groups suggest that it may have moderate permeability to the artificial membrane. The presence of polar groups like the sulfonamide and the pyridine ring may facilitate interactions with the membrane, while the hydrophobic aromatic rings may hinder its passage. Overall, based on the molecular structure and functional groups, 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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# 356

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C(C=C1)CNC(=O)C2=NC(=NC=C2Cl)S(=O)(=O)CC3=CC=C(C=C3)F is a sulfonamide compound. It consists of a benzene ring substituted with a chloro group and a fluorine atom, connected to a pyrimidine ring through a sulfonamide group. The molecule also contains an amide group attached to a phenylmethyl group. The presence of the sulfonamide group (SO2NH2) 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 amide group (CONH) indicates that the molecule may have good solubility in both aqueous and lipid environments, further enhancing its permeability. The aromatic rings in the molecule contribute to its hydrophobicity, which is beneficial for membrane permeability. Overall, based on the presence of the sulfonamide and amide groups, as well as the aromatic rings, it is likely that this 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:** 0

**Correct:** 0

# 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-N-(3-methylphenyl)-5-oxo-2H-indole-3-sulfonamide moiety. The presence of the sulfonamide group (SO2NH2) indicates that this molecule has the potential to form hydrogen bonds with the artificial membrane. Hydrogen bonding is an important factor in determining the permeability of a molecule through a membrane. The cyclopropylmethanone group is a bulky and rigid moiety, which may hinder the movement of the molecule through the artificial membrane. This could result in lower permeability. The 1-methyl-N-(3-methylphenyl)-5-oxo-2H-indole-3-sulfonamide moiety is a fused aromatic ring system. Aromatic rings are generally more lipophilic (fat-soluble) than hydrophilic (water-soluble). This suggests that the molecule may have a higher affinity for the lipid components of the artificial membrane, which could enhance its permeability. Overall, considering the presence of the sulfonamide group, the bulky cyclopropylmethanone group, and the lipophilic aromatic ring system, 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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# 358

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=C(N1C2=CC(=CC=C2)Cl)C)C3=NN=C4N3CCCCC4 is a complex organic compound with a fused pyrazole and triazole ring system. It consists of a central pyrrole ring substituted with a chlorophenyl group and two methyl groups. The pyrazole ring is attached to the pyrrole ring through a nitrogen atom. The presence of the chlorophenyl group suggests that the molecule may have some hydrophobic character, which can influence its permeability. Additionally, the presence of multiple aromatic rings in the structure indicates that the molecule may have a relatively high molecular weight, which can also impact its permeability. The molecule's overall structure and the presence of multiple nitrogen atoms suggest that it may have some basic properties. This could potentially affect its interaction with the artificial membrane, as the membrane may have a charged nature. Based on the molecular properties described, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of hydrophobic groups and the potential for basic properties 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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# 359

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=C(N1C2=CC=CC(=C2)C(F)(F)F)C)C3=NN=C4N3CCCCC4 is a complex organic compound with a fused pyrrolo[1,2-a]triazine ring system. It consists of a central pyrrolo[1,2-a]triazine core with various substituents attached to it. The molecule contains a trifluoromethyl group (CF3) attached to a phenyl ring, which imparts lipophilic properties to the compound. This lipophilicity can enhance the molecule's ability to permeate through the artificial membrane. Additionally, the molecule possesses a pyrrolo[1,2-a]triazine ring system, which is known to have good membrane permeability. This ring system is often associated with bioactive compounds due to its ability to interact with biological membranes. Furthermore, the presence of multiple aromatic rings in the molecule suggests that it may have a high degree of molecular rigidity, which can influence its permeability. In summary, based on the structural features of the molecule, such as the presence of lipophilic substituents, the pyrrolo[1,2-a]triazine ring system, and aromatic rings, it is likely to have 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 pyrrolidine ring attached to a pyridine ring, which is further connected to a benzamide moiety. The presence of the pyrrolidine and pyridine rings suggests that this molecule may have some basic properties and could potentially interact with acidic environments. Additionally, the benzamide group indicates that this compound may have some amide functionality, which can participate in hydrogen bonding and potentially influence its solubility and permeability. The presence of the chlorine atom in the molecule suggests that it may have some hydrophobic character, which could impact its permeability through the artificial membrane. Furthermore, the presence of the hydroxyl group indicates that this molecule may have some polarity and could potentially interact with the membrane through hydrogen bonding. 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 both hydrophobic and polar regions, which may hinder its passage through the membrane. Additionally, the presence of the amide group and the potential for hydrogen bonding may further limit its permeability. Therefore, the final answer is: 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:
The molecule with the SMILES code COC1=CC=C(C=C1)CN2CCN(CC2)C(=O)C3=CC4=C(S3)CCC4 is a complex organic compound with a diverse range of chemical and physical properties. It 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 aromatic properties and contributes to its overall hydrophobicity. Additionally, the molecule contains a thienyl group, denoted by the "C3=CC4=C(S3)CCC4" in the SMILES code. This group is a five-membered ring containing a sulfur atom, which imparts unique chemical reactivity and potential for interactions with biological targets. The presence of the carbonyl group, denoted by the "C(=O)" in the SMILES code, suggests that the molecule may have the potential for hydrogen bonding and other intermolecular interactions. Overall, based on the structural features of the molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is due to the presence of aromatic and hydrophobic groups, which can facilitate interactions with the membrane and enhance its permeability. Therefore, the final answer is: 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 benzene ring substituted with various functional groups. The molecule contains a sulfonamide group (S(=O)(=O)N) attached to the benzene ring, which imparts polar characteristics to the compound. This polar nature can influence its solubility and interactions with other molecules. Additionally, the presence of a thiazole ring (C3=NC(=CS3)) and a pyridine ring (C2=C(C=CN=C2)) in the molecule suggests potential aromaticity and electron delocalization, which can contribute to its stability and reactivity. The molecule also contains an amide group (C(=O)N) and an ether group (C4=CC(=CC=C4)OC), which can participate in hydrogen bonding and other intermolecular interactions. These functional groups can influence the compound's physical properties, such as boiling point and solubility. 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 polar and aromatic groups can affect the compound's ability to pass through the membrane, which is composed of lipid bilayers. In summary, the molecule with the given SMILES code is a complex organic compound with diverse chemical and physical properties. Its low-to-moderate permeability to the artificial membrane can be attributed to the presence of polar and aromatic functional groups. 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 commonly known as a natural product found in Apis cerana, a species of honeybee. The molecule possesses a unique structure, consisting of a bicyclic ring system with various functional groups attached. The presence of the hydroxyl group (-OH) indicates that the molecule is capable of forming hydrogen bonds, which can influence its solubility and interactions with other molecules. Additionally, the molecule contains an amine group (-NH2), which can act as a basic site and participate in various chemical reactions. The presence of aromatic rings in the structure suggests that the molecule may exhibit some degree of aromaticity, which can influence its stability and reactivity. The molecule's overall shape and size, as well as the presence of different functional groups, can affect its permeability through the artificial membrane. Based on the given SMILES code, it is difficult to definitively determine the permeability of the molecule without further experimental data. However, considering the presence of various functional groups and the complex structure, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the presence of multiple functional groups and the complex structure may hinder the molecule's ability to easily pass through the membrane. Therefore, the final answer is: 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 often 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, 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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# 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 found in Streptomyces. The molecule has a long carbon chain backbone with multiple double bonds and functional groups attached. The presence of the double bonds and the carbonyl group suggests that the molecule is likely to be hydrophobic. This hydrophobic nature is important for its permeability through the artificial membrane. The molecule also contains a cyclic structure, which is known as a lactone. Lactones are known to have biological activity and can contribute to the overall pharmacological properties of the molecule. Based on the structure and the presence of hydrophobic groups, it is likely that the molecule has high permeability to the artificial membrane. The hydrophobic nature of the molecule allows it to easily pass through the membrane, which is composed of lipid bilayers. Therefore, the final answer is: Final answer: High permeability. This molecule is expected to have high permeability to the artificial membrane due to its hydrophobic nature and the presence of functional groups such as double bonds and lactones. Its high permeability suggests that it may have good membrane permeability and could potentially be a drug candidate. Further studies and experiments would be required to fully understand the molecule's pharmacological properties and potential applications.

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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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC(C)C1=CC=C(C=C1)OCC2=NC3=C(N2CC4=CC=CC=C4)C(=O)N(CCN3)CCOC is a complex organic compound with a fused imidazooxazine ring system. It consists of a central imidazooxazine core, which is a bicyclic structure containing an imidazole ring fused with an oxazine ring. The molecule also contains various functional groups, including a phenyl group, an ether group, and an amide group. The presence of the imidazooxazine ring system suggests that this molecule may have biological activity, as imidazooxazines have been reported to exhibit a range of pharmacological properties. The molecule's structural features, such as the presence of aromatic rings and the amide group, indicate that it may have the potential to interact with biological targets. In terms of permeability, the molecule's size and structural complexity suggest that it may have low-to-moderate permeability to the artificial membrane. The presence of bulky substituents, such as the isopropyl group, may hinder the molecule's 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 structural features and the presence of various functional groups, 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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# 367

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC(=O)C1=C(N=C(S1)NC(=O)C2=CC=CO2)C3=CC=CC=C3 is a 2-furancarboxamide derivative. It consists of a furan ring attached to a carboxamide group. The presence of the carboxamide group suggests that this molecule may have some degree of polarity and hydrogen bonding capability. The molecule's structure indicates that it possesses a lipophilic aromatic ring system, which can contribute to its permeability. Additionally, the presence of the carbonyl group in the carboxamide moiety may enhance its permeability by allowing for favorable interactions with the artificial membrane. Based on the molecular properties, it is likely that this molecule exhibits high permeability to the artificial membrane. The lipophilic aromatic ring system and the presence of the carbonyl group in the carboxamide moiety suggest that the molecule can readily interact with the hydrophobic regions of the artificial membrane. This interaction can facilitate the passage of the molecule through the membrane. Therefore, the final answer is: Final answer: High permeability. This molecule is expected to have high permeability to the artificial membrane due to its lipophilic aromatic ring system and the presence of the carbonyl group in the carboxamide moiety. These properties enable favorable interactions with the hydrophobic regions of the membrane, allowing for efficient passage through the artificial membrane.

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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 various chemical and physical properties. It is a 5-(phenylmethyl)-N-[2-(2,3-diethoxy-4-fluorophenyl)ethyl]-4-thieno[3,2-b]pyrrolecarboxamide. The molecule contains a thieno[3,2-b]pyrrole core, which is a fused heterocyclic system consisting of a pyrrole ring fused with a thiophene ring. This structural motif imparts unique electronic and aromatic properties to the molecule. The presence of the phenylmethyl group and the ethyl group attached to the nitrogen atom suggests that the molecule possesses lipophilic properties, which can influence its permeability. The molecule also contains a fluorine atom and two ethoxy groups, which can contribute to its overall hydrophobicity. The presence of the carboxamide group indicates that the molecule may have the potential to form hydrogen bonds, which can influence its solubility and permeability. Overall, based on its structural features, the molecule is likely to have low-to-moderate permeability to the artificial membrane. This is because the presence of lipophilic groups and the potential for hydrogen bonding may hinder its passage through the membrane. However, the exact permeability value would require further experimental analysis. Final answer: Low-to-moderate permeability.

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# 369

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

**Label:** 0

**Predi:** 1

**Correct:** 0

# Response:
The molecule with the SMILES code COC1=C(C(=C(C=C1)C2=CC3=C(C=C2)N=C(O3)C4=CC=C(C=C4)SC)OC)OC is a complex organic compound. It belongs to the class of 1,3-benzoxazole derivatives. The molecule consists of a benzoxazole core with various functional groups attached to it. The presence of multiple methoxy (OCH3) groups in the molecule suggests that it is likely to have good solubility in organic solvents. This property is important for drug discovery as it ensures the molecule can be easily formulated and administered. The molecule also contains a thioether (S) group, which can contribute to its overall lipophilicity. Lipophilic compounds tend to have better permeability across biological membranes. The presence of a nitrogen atom in the benzoxazole ring indicates the potential for hydrogen bonding interactions. These interactions can influence the molecule's solubility and 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. 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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# 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 pyrrolidine family. The molecule consists of a central pyrrolidine ring, which is a five-membered heterocycle containing four carbon atoms and one nitrogen atom. Attached to this ring is a thienopyrrole moiety, which is a fused ring system consisting of a thiophene ring and a pyrrole ring. The thiophene ring contains a sulfur atom, while the pyrrole ring contains a nitrogen atom. The molecule also contains a carbonyl group (C=O) and an amide group (CONH) attached to the pyrrolidine ring. These functional groups are important for the molecule's biological activity and potential interactions with other molecules. Based on the structure and functional groups present, it is likely that this molecule has moderate permeability to the artificial membrane. The presence of aromatic rings and the fused ring system contribute to the molecule's hydrophobicity, which can affect its ability to pass through the membrane. Additionally, the presence of polar functional groups such as the amide and carbonyl groups may enhance the molecule's solubility and interaction with the membrane. In summary, the molecule with the given SMILES code is a complex organic compound with a fused thienopyrrole ring system. It is likely to have low-to-moderate permeability to the artificial membrane due to its hydrophobicity and the presence of polar functional groups. 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 contains a piperidine ring, a benzothiophene ring, and a phenyl ring. 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. The benzothiophene ring is a heterocyclic aromatic system that can confer unique chemical and physical properties to the molecule. It is known to have electron-rich properties, which can influence its reactivity and interactions with other molecules. The presence of the phenyl ring indicates that the molecule may have aromatic properties, which can contribute to its stability and potential for π-π interactions. The molecule also contains amide functional groups, which are known to have hydrogen bonding capabilities. These hydrogen bonds can influence the molecule's solubility and interactions with other molecules. Based on the structural features described, it is likely that the molecule has moderate permeability to the artificial membrane. The presence of the piperidine ring and the amide functional groups suggest that the molecule may have some degree of polarity, which can affect its ability to pass through the membrane. However, the presence of the benzothiophene and phenyl rings, which are relatively hydrophobic, may also contribute to its permeability. Overall, the molecule's complex structure and the presence of various functional groups suggest that it may have moderate permeability to the artificial membrane. Therefore, the final answer is: 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 lipophilicity and membrane permeability. The presence of the ethoxy groups suggests that this molecule may have moderate lipophilicity, which can affect its ability to cross biological membranes. Overall, based on the presence of the quinoline backbone and the substitution pattern of the phenyl ring, it is likely that this molecule has high permeability to the artificial membrane. The presence of the 2-quinolinecarboxamide group and the ethoxy groups suggest that it may have moderate lipophilicity, which can enhance its ability to cross the membrane. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC=C(C=C1)OCCN2C3=CC=CC=C3N=C2CCNC(=O)N4CCCCC4 is a compound known as 1-[2-[1-[2-(4-methylphenoxy)ethyl]-2-benzimidazolyl]ethyl]-piperidine-1-carboxamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the benzimidazole moiety in the molecule suggests that it may have some degree of lipophilicity, which is important for membrane permeability. Additionally, the presence of the piperidine ring indicates that the molecule may have some degree of basicity, which can influence its interaction with the artificial membrane. Furthermore, the presence of the amide functional group suggests that the molecule may have some degree of hydrogen bonding capability, which can also influence its permeability. The presence of the methyl group on the phenyl ring indicates that the molecule may have some degree of hydrophobicity, which can affect its ability to pass through the artificial membrane. Overall, based on the presence of lipophilic, basic, and hydrogen bonding-capable functional groups, as well as the presence of hydrophobic and aromatic moieties, 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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# 374

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCOC(=O)C1=CC=C(C=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4 is a 4-[1-[oxo(1-piperidinyl)methyl]-5-benzimidazolyl]benzoic acid ethyl ester. This molecule consists of a benzimidazole ring fused with a benzene ring, with a piperidine ring attached to the benzimidazole ring. The piperidine ring contains a carbonyl group (C=O) attached to a methyl group, which is further connected to the benzimidazole ring. The benzimidazole ring also contains a nitrogen atom, which is connected to a pyridine ring. The molecule has an ethyl ester group (COC) attached to the carboxylic acid group (COOH) of the benzene ring. The presence of the benzimidazole and benzene rings suggests that this molecule may have aromatic properties, which can influence its permeability. Additionally, the presence of the piperidine ring and the carbonyl group indicates the potential for hydrogen bonding and polar interactions with the artificial membrane. Based on the molecular structure and the presence of polar functional groups, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of aromatic rings and polar functional groups can contribute to the molecule's ability to interact 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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# 375

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CC1=CC(=C(N1)C(=O)NC2=CC(=CC=C2)[S+](=O)(N3CCCCCC3)[O-])C is a sulfonamide compound. Sulfonamides are a class of organic compounds that contain a sulfonamide functional group (-SO2NH2). This functional group consists of a sulfur atom bonded to two oxygen atoms and a nitrogen atom. In this molecule, the sulfonamide group is attached to a phenyl ring, which is further connected to a pyrrole ring. The presence of the sulfonamide group in this 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 presence of the pyrrole ring in the molecule contributes to its overall hydrophobicity, which can also enhance its permeability. The molecule's overall structure and functional groups suggest that it may have high permeability to the artificial membrane. Therefore, the final answer is: Final answer: High permeability. It is important to note that the exact permeability value cannot be determined solely based on the SMILES code. Experimental data or further analysis would be required to obtain a more accurate estimate of the molecule's 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 with a diverse range of chemical and physical properties. It is a member of the indole family, characterized by a fused benzene and pyrrole ring system. The molecule contains multiple functional groups, including an amide group (C=O), an ether group (C-O-C), and an amine group (N). These functional groups contribute to the molecule's ability to interact with the artificial membrane in the PAMPA assay. The presence of the amide group suggests that the molecule may have hydrogen bonding capabilities, which can influence its permeability. Additionally, the molecule possesses aromatic rings, which can contribute to its hydrophobicity and affect its ability to pass through the membrane. The presence of the ether group indicates that the molecule may have some degree of polarity, which can influence its solubility and permeability. Overall, based on the presence of functional groups such as amide, ether, and amine, as well as the aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule may have some degree of polarity and hydrophobicity, which can affect its ability to pass through the membrane. 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:
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 consists of a central nitrogen atom (N) bonded to three alkyl groups (C) and a carbonyl group (C=O). The molecule also contains two aromatic rings, one with a naphthalene structure (C1=CC2=CC=CC=C2C=C1) and the other with a phenyl structure (CC3=CC=CC=C3). The presence of the alkyl groups and the carbonyl group suggests that this molecule may have some hydrophobic properties. Additionally, the aromatic rings indicate that the molecule may have some degree of aromaticity, which can influence its physical properties. Based on the structure and properties of the molecule, it is likely to have high permeability to the artificial membrane. This is because the molecule contains hydrophobic groups and aromatic rings, which are known to facilitate membrane permeation. The presence of the nitrogen atom and the carbonyl group may also contribute to the molecule's permeability. In summary, the molecule with the given SMILES code is expected to have high permeability to the artificial membrane due to its hydrophobic properties, aromaticity, and the presence of functional groups that can enhance membrane permeation. 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:** 0

**Correct:** 0

# 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. Sulfonamides are a class of organic compounds that contain a sulfonamide functional group (-SO2NH2). This functional group imparts certain chemical and physical properties to the molecule. In terms of permeability, the molecule's structure suggests 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 is important for its permeability. Additionally, the molecule contains aromatic rings, which can contribute to its lipophilicity and ability to pass through the membrane. However, the presence of the oxygen atom in the molecule's structure indicates that it may also have some polarity, which could potentially limit its permeability. Overall, based on the presence of the sulfonamide group and the aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The oxygen atom in the structure may slightly reduce its permeability, but the overall structure suggests that it should be able to pass through the membrane to some extent. Final answer: Low-to-moderate 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 core. It consists of a central thienopyrrole ring, which is a five-membered heterocyclic ring containing a sulfur atom and a nitrogen atom. Attached to this core are various functional groups, including an ethoxy group (C-C-O), two methoxy groups (C-O-CH3), and an amide group (C=O-NH-). The presence of the ethoxy and methoxy groups suggests that this molecule is likely to have good solubility in organic solvents. Additionally, the amide group indicates that this molecule may have the potential to form hydrogen bonds, which can influence its interactions with other molecules. The thienopyrrole core is known to exhibit aromaticity, which can contribute to its stability and reactivity. The presence of the sulfur atom in the thienopyrrole ring suggests that this molecule may have some degree of electron-donating or electron-withdrawing properties, which can influence its chemical reactivity. Based on the structural features of this molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is because the presence of functional groups such as the ethoxy and methoxy groups can enhance the molecule's ability to interact with the membrane and facilitate its passage through it. 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 1 and 4, respectively. Additionally, it contains a secondary amine group (NH) attached to the benzene ring at position 3. The molecule also features a thiophene ring (C3H2S) fused to the benzene ring at position 2. This fusion imparts additional aromaticity and electron density to the molecule. Furthermore, the molecule contains a sulfonamide group (SO2NH2) attached to the thiophene ring at position 3. This group enhances the molecule's water solubility and can potentially participate in hydrogen bonding interactions. Based on the presence of the methoxy group, hydroxyl group, and secondary amine, it is likely that this molecule possesses moderate polarity and can form hydrogen bonds with the artificial membrane. The presence of the sulfonamide group further enhances the molecule's water solubility, suggesting that it may have higher permeability. Therefore, the predicted permeability of this molecule to the artificial membrane is High permeability. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC(=C(C=C1Cl)OC)NS(=O)(=O)C2=C(N=C3N(C2=O)C=CS3)C is a complex compound with various functional groups. It can be described as 7-methyl-5-[(4-methoxy-5-chloro-2-methylphenyl)sulfamoyl]-3-thiazolo[3,2-a]pyrimidinone. The molecule contains a thiazolo[3,2-a]pyrimidinone core, which is a fused heterocyclic system consisting of a thiazole and a pyrimidine ring. This core structure contributes to the molecule's overall stability and rigidity. The presence of a sulfonamide group (NS(=O)(=O)) indicates that the molecule has the potential to form hydrogen bonds with other molecules, which can influence its solubility and interactions with biological targets. The molecule also contains a chloro-substituted phenyl group, which can contribute to its lipophilicity and influence its permeability through the artificial membrane. Additionally, the presence of a methoxy group (OCH3) can enhance the molecule's lipophilicity and aid in its permeation through the membrane. Based on the presence of these functional groups and the overall molecular structure, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the presence of polar functional groups, such as the sulfonamide and methoxy groups, can hinder the molecule's ability to pass through the membrane. However, the lipophilic nature of the molecule, conferred by the phenyl and thiazolo[3,2-a]pyrimidinone moieties, may still allow for some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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:** 0

**Correct:** 0

# 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 chlorophenyl group attached to the pyridine ring. The presence of the pyrimidine and pyridine rings suggests that this molecule may have biological activity, as these ring systems are commonly found in biologically active compounds. The thioether group, which is a sulfur atom bonded to a carbon atom, can enhance the molecule's lipophilicity and potentially improve its permeability. However, the presence of the chlorophenyl group, which is a halogenated aromatic ring, may decrease the molecule's permeability due to its hydrophobic nature. Overall, based on the structure of the molecule, it is predicted to have low-to-moderate permeability to the artificial membrane. The presence of the thioether group and the pyrimidine and pyridine rings suggest that it may have some permeability, but the chlorophenyl 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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# 383

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCOC1=C(C=C(C=C1)CCNC(=O)C2=CC=NN2CC3=CC=CC(=C3)C)OCC is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central pyrazole ring attached to various functional groups. The molecule contains an ether group (C-O-C) and an ester group (C=O) which contribute to its polarity and solubility in organic solvents. The presence of these functional groups suggests that the molecule may have moderate permeability to the artificial membrane. Additionally, the molecule contains an aromatic ring system, which can contribute to its hydrophobicity and lipophilicity. This hydrophobic nature may enhance its permeability through the artificial membrane. The presence of a tertiary amine group (CCNC) indicates that the molecule may have basic properties and can potentially form hydrogen bonds with acidic functional groups. This property may influence its interaction with the artificial membrane. Overall, based on the presence of polar functional groups, aromatic rings, and a tertiary amine group, 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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# 384

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code C1=CC=C(C(=C1)CS(=O)(=O)C2=NC=C(C(=N2)C(=O)NC3=CC=CC=C3F)Cl)F is a sulfonamide compound. It consists of a central pyrimidine ring with various functional groups attached to it. The molecule contains two fluorine atoms and one chlorine atom, which are electron-withdrawing groups. These groups increase the polarity of the molecule, making it more hydrophilic. The presence of the sulfonamide group (SO2NH2) further enhances the hydrophilicity of the molecule. The molecule also contains an amide group (CONH) and a phenyl ring. The amide group is a polar functional group that can form hydrogen bonds, contributing to the molecule's solubility in polar solvents. The phenyl ring, on the other hand, is a nonpolar aromatic group that can interact with hydrophobic environments. Based on the presence of polar functional groups and the overall hydrophilic nature of the molecule, it is likely to have high permeability to the artificial membrane. The molecule's ability to form hydrogen bonds and interact with polar environments suggests that it can easily pass through the membrane. Therefore, the final answer is: Final answer: High 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-8-propyl-N10cyclohexyl-5-methyl-10H-2-benzothi[2,3-b][1,6]naphthyridin-11-one. This molecule belongs to the naphthyridine class, which is characterized by a fused benzene and pyridine ring system. The presence of the cyclohexyl and propyl groups indicates that this molecule has a relatively large size and hydrophobic nature. These features suggest that it may have low permeability to the artificial membrane. Additionally, the presence of the carbonyl group (C=O) indicates that this molecule may have the potential to form hydrogen bonds with the membrane, which could further reduce its permeability. The molecule's aromatic rings, including the benzene and naphthyridine rings, contribute to its overall stability and hydrophobicity. These rings are known to interact with hydrophobic regions of the membrane, making it difficult for the molecule to pass through. In conclusion, 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 it is likely to have limited ability to cross the membrane, which may impact its bioavailability and potential as a drug candidate. 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. 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 and facilitating their passage through lipid membranes. Additionally, the presence of the amide group indicates that the molecule may have the potential to interact with biological targets, such as proteins or enzymes. This suggests that it may have biological activity and could potentially be used as a drug candidate. Overall, based on the presence of the sulfonyl group and the amide 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:** 0

**Correct:** 0

# 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 1,3-benzoxazinone ring fused with a thiazole ring and a piperidine ring. The molecule also contains a phenyl group attached to the piperidine ring. The presence of the benzoxazinone and thiazole rings suggests that this molecule may have potential biological activity, as these ring systems are often found in biologically active compounds. The piperidine ring, on the other hand, is a common structural motif in many drugs and pharmaceuticals. The molecule's physical properties, such as its solubility and melting point, are not provided in the SMILES code. However, based on its structure, it is likely to have moderate solubility in both polar and nonpolar solvents. The presence of multiple aromatic rings suggests that it may have a relatively high melting point. In terms of permeability, the molecule's size and the presence of multiple rings may limit its ability to pass through the artificial membrane. However, the presence of the piperidine ring and the amide group suggests that it may have some degree of permeability. Overall, based on its structure and the presence of various ring systems, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. Further experimental studies would be required to determine its exact permeability and potential biological activity. Final answer: Low-to-moderate permeability.

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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 7-cyclopentyl-6-propyl-N10cyclohex-2-enyl-10H-2-benzothiolo[2,3-d]benzazepin-5-one. This molecule belongs to the benzothiolo[2,3-d]benzazepin-5-one class, which is known for its diverse biological activities. The presence of the cyclopentyl and propyl groups indicates that this molecule has a relatively large size and hydrophobic nature. These features suggest that it may have low permeability to the artificial membrane. Additionally, the presence of the cyclohex-2-enyl group further supports this conclusion. The benzothiolo[2,3-d]benzazepin-5-one class is known for its ability to interact with biological targets, such as enzymes or receptors. However, the specific properties of this molecule, such as its size and hydrophobicity, may hinder its ability to penetrate the artificial membrane. Therefore, based on the given SMILES code, I predict that this molecule has low-to-moderate permeability to the artificial membrane. 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), a phenyl group (C6H5), and an ether group (OCC). 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 phenyl group, on the other hand, contributes to the molecule's aromaticity and can participate in various aromatic interactions. The ether group provides flexibility and can act as a linker between different parts of the molecule. In terms of permeability, the molecule's size, shape, and functional groups play crucial roles. The presence of multiple aromatic rings and the dioxole ring can affect the molecule's ability to pass through the artificial membrane. Additionally, the presence of polar functional groups, such as the amide and ether groups, can influence the molecule's solubility and interactions with the membrane. Based on the given SMILES code and the analysis of the molecule's structure, it is predicted to have 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 restricted. Further experimental data and analysis would be required to determine the exact permeability value. Final answer: Low-to-moderate permeability.

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# 390

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
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 molecule's structure suggests that it possesses a high degree of hydrophobicity due to the presence of aromatic rings and methoxy groups. This hydrophobic nature is crucial for its permeability through the artificial membrane. The molecule's size and shape also play a significant role in determining its permeability. The tricyclic structure and the presence of multiple rings contribute to its overall size, which may affect its ability to pass through the membrane. Additionally, the molecule's functional groups, such as the thiazole ring and the nitrogen atoms, may participate in hydrogen bonding or other interactions with the membrane, potentially influencing its permeability. Based on the molecular properties described, it is likely that the molecule has high permeability to the artificial membrane. The presence of hydrophobic groups, the tricyclic structure, and the potential for intermolecular interactions all contribute to its ability to pass through the membrane. Therefore, the final answer is: Final answer: High permeability.

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# 391

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCN1C(=NN=N1)SC2=NC=NC3=C2C(=CS3)C4=CC=C(C=C4)C is a complex organic compound with a fused imidazole and thienopyrimidine ring system. It consists of a tetrazole group (1-ethyl-5-tetrazolyl) attached to a thienopyrimidine moiety (5-thieno[2,3-d]pyrimidin-4-yl). The molecule also contains a phenyl group (4-(4-methylphenyl)) attached to the thienopyrimidine ring. The presence of the tetrazole group suggests that this molecule may have potential as a bioactive compound, as tetrazoles are known to exhibit a wide range of biological activities. The thienopyrimidine ring system is also commonly found in pharmaceuticals due to its ability to interact with biological targets. The molecule's physical properties, such as its solubility and melting point, are not provided in the SMILES code. However, based on its structure, it is likely to have moderate to high solubility in organic solvents. The presence of aromatic rings suggests that it may have a relatively high melting point. In terms of permeability, the molecule's size and structural features indicate that it may have low-to-moderate permeability to the artificial membrane. The presence of multiple rings and the presence of sulfur and nitrogen atoms in the molecule may hinder its ability to pass through the membrane. However, the presence of the tetrazole group, which is known to enhance membrane permeability, suggests that the molecule may have higher permeability than initially expected. 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 with a diverse range of chemical and physical properties. It is a member of the biphenyl family, characterized by two phenyl rings connected by a central carbon atom. The molecule contains various functional groups, including an ester (C(=O)OC), an amide (C(=O)N), and an amine (C(N)N). These functional groups contribute to the molecule's ability to interact with the artificial membrane in the PAMPA assay. The presence of the ester group suggests that the molecule may undergo hydrolysis in the presence of water, potentially affecting its permeability. The amide group, on the other hand, can form hydrogen bonds with the membrane, enhancing the molecule's affinity for the artificial membrane. The biphenyl structure provides rigidity to the molecule, which can influence its permeability. The presence of aromatic rings in the molecule can also contribute to its hydrophobicity, affecting its ability to pass through the membrane. Based on the presence of these functional groups and the biphenyl structure, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The presence of the ester and amide groups suggests that the molecule may have some degree of hydrolysis and hydrogen bonding, which can impact its permeability. However, the biphenyl structure and aromatic rings may limit its ability to pass through the membrane. 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 1-[3-(1-azepanylsulfonyl)phenyl]-2,4,5-trimethyl-N-(1-oxoethyl)-3-pyrrolecarboxamide. This molecule possesses several important chemical and physical properties that contribute to its permeability in the PAMPA assay. Firstly, the presence of the amide functional group (C(=O)NC) indicates that the molecule has the potential to form hydrogen bonds with the artificial membrane. This can enhance its permeability by facilitating interactions with the membrane's polar regions. Additionally, the molecule contains an aromatic ring (C6H4) with a sulfonyl group (SO2) attached. The aromatic ring contributes to the molecule's hydrophobicity, which is important for permeability. The sulfonyl group, on the other hand, can enhance the molecule's water solubility, potentially aiding its passage through the membrane. Furthermore, the presence of the pyrrole ring (C4H4N) suggests that the molecule may have some degree of electron delocalization, which can influence its reactivity and interactions with the membrane. Overall, based on the presence of the amide, aromatic, sulfonyl, and pyrrole functional groups, as well as the hydrophobic and polar regions, it is likely that this molecule exhibits high permeability to the artificial membrane. 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:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code CCOC1=CC=CC=C1N(CC(=O)NC2=C(C=CC(=C2)OC)OC)S(=O)(=O)C3=CC=CC=C3 is a complex organic compound with various functional groups. It consists of an ethoxy group (C-C-O) attached to a phenyl ring, a sulfonamide group (S(=O)(=O)) attached to a phenyl ring, and an amide group (C(=O)N) attached to a phenyl ring. The presence of the ethoxy group and the methoxy groups (C-O-CH3) on the phenyl rings suggests that this molecule is likely to have good solubility in organic solvents. Additionally, the presence of the sulfonamide group indicates that this molecule may have potential for interactions with biological targets, as sulfonamides are known to exhibit various biological activities. The amide group suggests that this molecule may have the potential for hydrogen bonding interactions, which can influence its permeability. Based on the structural features of this molecule, it is likely to have high permeability to the artificial membrane in the PAMPA assay. This is because the presence of multiple aromatic rings and the presence of polar functional groups like the amide and sulfonamide groups can facilitate interactions with the membrane. Therefore, the final answer is: Final answer: High 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. This hydrophobicity can affect the molecule's permeability through the artificial membrane. The sulfonamide group is a polar functional group, which can potentially interact with the polar environment of the artificial membrane. This interaction may enhance the molecule's permeability. The propyl group is a hydrophobic alkyl chain, which can contribute to the overall hydrophobicity 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 both hydrophobic and polar functional groups suggests that the molecule may have some degree of solubility in both polar and nonpolar solvents, which can influence its permeability. Overall, the molecule's structural features indicate that it may have some degree of permeability to the artificial membrane, but it is unlikely to have high permeability due to the presence of the sulfonamide group and the hydrophobic benzofuran and benzene rings. 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:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CCOC1=CC=C(C=C1)NC(=O)CC2C(=O)N(C(=O)N2CCC3=C(C=CS3)C)C4=CC=C(C=C4)F is a complex organic compound with a diverse range of chemical and physical properties. It is a member of the imidazolidine-2,4-dione family, characterized by a five-membered ring containing two nitrogen atoms and two carbonyl groups. The molecule consists of several functional groups, including an ether (C-O-C) linkage, an amide (C=O-N) group, and a thienyl (C=S) ring. These functional groups contribute to the molecule's overall properties. The presence of the ether linkage suggests that the molecule may have some degree of solubility in organic solvents. The amide group indicates the potential for hydrogen bonding and the ability to form intermolecular interactions. The thienyl ring introduces aromaticity and may contribute to the molecule's stability and reactivity. The molecule also contains a fluorine atom attached to a phenyl ring. This fluorine substitution can enhance the molecule's lipophilicity and alter its pharmacokinetic properties, potentially affecting its permeability. Based on the structural features and functional groups present, it is likely that this molecule exhibits low-to-moderate permeability to the artificial membrane in the PAMPA assay. The presence of multiple functional groups and the complexity of the molecule may hinder its passage through the membrane, resulting in limited permeability. However, further experimental data and analysis are necessary to confirm this prediction. In summary, the molecule with the given SMILES code is a complex organic compound with diverse chemical and physical properties. Its low-to-moderate permeability to the artificial membrane in the PAMPA assay is likely due to the presence of multiple functional groups and its structural complexity. Further experimental investigation is required to confirm this prediction. Final answer: Low-to-moderate permeability.

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# 397

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

**Label:** 1

**Predi:** 1

**Correct:** 1

# Response:
The molecule with the SMILES code COC1=CC=CC(=C1)C2=CSC(=N2)N3CCC(CC3)C(=O)N is a complex organic compound with a diverse range of chemical and physical properties. It consists of a central piperidine ring, which is a heterocyclic compound containing a nitrogen atom. The piperidine ring is substituted with various functional groups, including a methoxy group (OCH3) and a thiazole ring (C2=CSC=N). These functional groups contribute to the molecule's overall structure and reactivity. The presence of the methoxy group suggests that the molecule is likely to be lipophilic, meaning it has an affinity for lipid-based substances. This property can influence the molecule's permeability through the artificial membrane, as lipophilic compounds tend to have higher permeability. Additionally, the thiazole ring in the molecule is known to exhibit biological activity, potentially making it a drug candidate. Thiazole derivatives have been reported to possess antimicrobial, antifungal, and anticancer properties. Therefore, it is reasonable to assume that this molecule may have similar biological activities. In conclusion, based on the presence of the piperidine ring, the lipophilic nature of the methoxy group, and the potential biological activity of the thiazole ring, it is predicted that this molecule has 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:** 0

**Correct:** 0

# 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 derivative of 2,5-dimethyl-N-(2,4-dimethylphenyl)-1H-indole-3-carboxamide, with an additional pyrrolidin-1-yl group attached to the indole nitrogen. The presence of the amide functional group (C=O) 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 molecule also contains multiple aromatic rings, which can contribute to its hydrophobicity and lipophilicity. These properties can affect its ability to pass through the membrane. Based on the molecular structure and the presence of aromatic rings and amide functionality, it is likely that this molecule has low-to-moderate permeability to the artificial membrane. The presence of polar and hydrophobic groups suggests that it may have some degree of solubility in both aqueous and organic solvents, but its overall permeability may be limited due to the presence of bulky substituents and the potential for hydrogen bonding. Therefore, the final answer is: Final answer: Low-to-moderate 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 with a piperidine ring structure. It is a member of the piperidine family, which is characterized by a six-membered ring containing one nitrogen atom. The molecule has a high degree of structural complexity, with multiple functional groups and substituents. It contains a carboxylic acid group, an ester group, and a nitro group. These functional groups contribute to the molecule's chemical reactivity and potential interactions with the artificial membrane. The presence of the piperidine ring suggests that the molecule may have biological activity, as piperidines are commonly found in pharmaceutical compounds. Additionally, the presence of the nitro group indicates that the molecule may have potential as a drug candidate, as nitro groups are often used in medicinal chemistry to enhance drug potency. 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 molecule is relatively small and has a lipophilic nature, which allows it to easily pass through the membrane. Therefore, the final answer is: 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:
The molecule with the SMILES code CC1=CC(=CC=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCC(C4)C(F)(F)F is a complex organic compound with a fused benzimidazole and piperidine ring system. It is a member of the benzimidazole family, which is known for its diverse biological activities. The molecule contains a trifluoromethyl group (CF3) attached to the piperidine ring, which enhances its lipophilicity and can potentially increase its permeability through the artificial membrane. Additionally, the presence of a carbonyl group (C=O) in the molecule suggests the potential for hydrogen bonding interactions, which can further influence its permeability. The aromatic ring system in the molecule, consisting of a benzene ring fused to a pyrimidine ring, contributes to its overall hydrophobicity. This hydrophobic nature can facilitate the molecule's passage through the artificial membrane. Based on the structural features and the presence of lipophilic and potentially 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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# 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 is a member of the 1-benzazepine family, which is characterized by a seven-membered ring fused to a benzene ring. The molecule contains a dihydropyrazole moiety, which is a five-membered ring containing two nitrogen atoms and one oxygen atom. This moiety is attached to the benzazepine ring through an oxoethyl linker. Additionally, there is a fluorophenyl group attached to the benzazepine ring. The presence of the dihydropyrazole moiety suggests that the molecule may have potential biological activity, as this functional group is often found in drugs and bioactive compounds. The fluorophenyl group may also contribute to the molecule's biological activity, as fluorinated aromatic compounds can exhibit enhanced lipophilicity and metabolic stability. The molecule's overall structure and functional groups suggest that it may have moderate permeability to the artificial membrane in the PAMPA assay. This is because the molecule contains a combination of polar and nonpolar groups, which can influence its ability to pass through the membrane. However, the presence of the dihydropyrazole moiety and the fluorophenyl group may also contribute to its low-to-moderate permeability, as these groups can potentially interact with the membrane and hinder its passage. In summary, based on its chemical structure and functional groups, 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 and to investigate its potential biological activity. 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 various chemical and physical properties. It is a 2-[(3-methyl-5-imino-7-(2-phenylethyl)-2,4-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)thio]-N-(4-methylphenyl)acetamide. The molecule contains a pyrazolo[3,4-d]pyrimidine core, which is a fused heterocyclic system consisting of a pyrazole and a pyrimidine ring. This core structure contributes to the molecule's biological activity and potential as a drug candidate. The presence of the imino group (-NH) and the thioether group (-S-) suggests that the molecule may have the ability to form hydrogen bonds and participate in thiol-disulfide exchange reactions, respectively. These functional groups can play a role in the molecule's interactions with biological targets. The molecule also contains aromatic rings, which contribute to its stability and potential for π-π interactions. These interactions can be important for the molecule's binding affinity to target proteins. Based on the presence of the amide group (-C(=O)NH-) and the aromatic rings, it is likely that the molecule has moderate lipophilicity, which is important for its permeability across biological membranes. 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 needed to determine the exact permeability value. 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 piperazine derivatives and contains a fused pyrazine ring system. The molecule consists of a central piperazine ring, which is a six-membered heterocycle containing two nitrogen atoms. Attached to the piperazine ring are two aromatic rings, one of which is substituted with a fluorine atom. The presence of the fluorine atom imparts a degree of hydrophobicity to the molecule. The molecule also contains a pyrazine ring fused to the piperazine ring. This fused ring system contributes to the overall rigidity of the molecule. The presence of the pyrazine ring and the aromatic rings suggests that the molecule may have some degree of aromaticity, which can influence its physical and chemical properties. Based on the structure and the presence of aromatic rings, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. This is because the molecule contains both hydrophobic and polar regions, which may interact with the membrane in a complex manner. The presence of the fluorine atom may enhance the hydrophobicity of the molecule, potentially affecting its permeability. However, without further experimental data, it is difficult to determine the exact permeability of the molecule. Therefore, the final answer is: Final answer: Low-to-moderate permeability.

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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 with a fused ring system. It contains a furan ring (C1=COC(=C1)) and a thiophene ring (C2=CC=CS2), both of which are aromatic heterocycles. The molecule also contains an amide group (CNC(=O)) and an ester group (COC(=O)), which are functional groups commonly found in organic compounds. The presence of these functional groups suggests that the molecule may have biological activity or potential as a drug candidate. The molecule's structure indicates that it is a relatively large and complex compound. This complexity suggests that it may have a low-to-moderate permeability to the artificial membrane in the PAMPA assay. The presence of multiple rings and functional groups can hinder the molecule's ability to pass through the membrane, resulting in lower permeability. In summary, based on the molecular structure and the presence of functional groups, 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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# 405

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

**Label:** 1

**Predi:** 0

**Correct:** 0

# Response:
The molecule with the SMILES code CC1=CC=CC2=NC(=C(N12)NC3=CC=C(C=C3)C(C)C)C4=CN=CC=C4 is a complex organic compound with a fused imidazo[1,2-a]pyridine core. It consists of a pyridine ring fused to an imidazole ring, with various substituents attached. The molecule contains a tert-butyl group (C(C)C) and a phenyl group (C6H5) attached to the imidazole ring. The presence of these bulky substituents can affect the molecule's permeability by influencing its interactions with the artificial membrane. The tert-butyl group, being bulky, can hinder the molecule's ability to pass through the membrane, potentially leading to low permeability. The molecule also contains a pyridine ring, which is known to have good membrane permeability due to its aromatic nature. This suggests that the molecule may have some degree of permeability to the artificial membrane. Overall, considering the presence of the tert-butyl group and the fused imidazo[1,2-a]pyridine core, it is likely that the molecule has low-to-moderate permeability to the artificial membrane. The tert-butyl group may hinder the molecule's passage, while the pyridine ring may contribute to some degree of permeability. Therefore, the final answer is: Final answer: Low-to-moderate 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 Fumaria indica. The structure of 5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline consists of a fused ring system containing a tetrahydroisoquinoline core with a dioxolane moiety attached. The presence of the dioxolane group suggests that this molecule may have some degree of polarity due to the oxygen atoms in the ring. This polarity can influence the molecule's permeability through the artificial membrane. The molecule's structure also indicates that it possesses a rigid and planar conformation, which can affect its ability to pass through the membrane. The presence of nitrogen atoms in the molecule suggests that it may have basic properties, which can influence its interaction with the membrane. Based on the given information, it is likely that 5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline has low-to-moderate permeability to the artificial membrane. This is because the molecule's structure and properties may hinder its ability to easily pass through the membrane. However, further experimental data and analysis would be required to confirm this prediction. Final answer: Low-to-moderate permeability.

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