2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid

C21H22N4O8S2 — CID 57265957

About 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid

2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid (PubChem CID 57265957) has the molecular formula C21H22N4O8S2 and a molecular weight of 522.56 g/mol. Its IUPAC name is 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid.

Molecular Properties

• Compound Name: 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid
• PubChem CID: 57265957
• Molecular Formula: C21H22N4O8S2
• Molecular Weight: 522.56 g/mol
• Exact Mass: 522.09
• IUPAC Name: 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid
• SMILES: CCOC(=O)c1csc(NC(=O)[C@@H]2C[C@@H](CC(=O)S)CN2C(=O)OCc2ccc([N+](=O)[O-])cc2)n1
• InChI: InChI=1S/C21H22N4O8S2/c1-2-32-19(28)15-11-35-20(22-15)23-18(27)16-7-13(8-17(26)34)9-24(16)21(29)33-10-12-3-5-14(6-4-12)25(30)31/h3-6,11,13,16H,2,7-10H2,1H3,(H,26,34)(H,22,23,27)/t13-,16-/m0/s1
• InChIKey: YOWRDBVQDFTNEJ-BBRMVZONSA-N
• XLogP: 3.04
• TPSA: 158.04 Ų
• H-Bond Donors: 2
• H-Bond Acceptors: 10
• Rotatable Bonds: 9
• Heavy Atoms: 35
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	522.56
LogP ≤ 5	3.04
H-Bond Donors ≤ 5	2
H-Bond Acceptors ≤ 10	10

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'nitro_group', 'substructure': 'N/A'}, {'alert_name': 'Oxygen-nitrogen_single_bond', 'substructure': 'N/A'}, {'alert_name': 'thioester', 'substructure': 'N/A'}, {'alert_name': 'thiol_2', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid?

The IUPAC name of 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid (CID 57265957) is 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid.

What is the SMILES notation for 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid?

The canonical SMILES for 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid is CCOC(=O)c1csc(NC(=O)[C@@H]2C[C@@H](CC(=O)S)CN2C(=O)OCc2ccc([N+](=O)[O-])cc2)n1.

What is the InChIKey of 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid?

The InChIKey is YOWRDBVQDFTNEJ-BBRMVZONSA-N. The full InChI is InChI=1S/C21H22N4O8S2/c1-2-32-19(28)15-11-35-20(22-15)23-18(27)16-7-13(8-17(26)34)9-24(16)21(29)33-10-12-3-5-14(6-4-12)25(30)31/h3-6,11,13,16H,2,7-10H2,1H3,(H,26,34)(H,22,23,27)/t13-,16-/m0/s1.

What are the key properties of 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid?

2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid has a molecular weight of 522.56 g/mol, XLogP of 3.04, 9 rotatable bonds, 2 hydrogen bond donors, and 10 hydrogen bond acceptors.

Where does this data come from?

All data for 2-[(3S,5S)-5-[(4-ethoxycarbonyl-1,3-thiazol-2-yl)carbamoyl]-1-[(4-nitrophenyl)methoxycarbonyl]pyrrolidin-3-yl]ethanethioic S-acid is sourced from PubChem (CID 57265957), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).