5-chloro-N-[(1R,2S)-2-[4-(2-oxo-1,2-dihydropyridin-1-yl)benzamido]cyclopentyl]thiophene-2-carboxamide

• ChemBase ID: 5801
• Molecular Formular: C22H20ClN3O3S
• Molecular Mass: 441.9305
• Monoisotopic Mass: 441.0913902
• SMILES: C(=O)(c1ccc(s1)Cl)N[C@@H]1CCC[C@@H]1NC(=O)c1ccc(cc1)n1ccccc1=O
• Canonical SMILES: Clc1ccc(s1)C(=O)N[C@@H]1CCC[C@@H]1NC(=O)c1ccc(cc1)n1ccccc1=O
• InChI: InChI=1S/C22H20ClN3O3S/c23-19-12-11-18(30-19)22(29)25-17-5-3-4-16(17)24-21(28)14-7-9-15(10-8-14)26-13-2-1-6-20(26)27/h1-2,6-13,16-17H,3-5H2,(H,24,28)(H,25,29)/t16-,17+/m0/s1
• InChIKey: QCPYHSAHOYXXQK-DLBZAZTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-[(1R,2S)-2-[4-(2-oxo-1,2-dihydropyridin-1-yl)benzamido]cyclopentyl]thiophene-2-carboxamide
• IUPAC Traditional name: 5-chloro-N-[(1R,2S)-2-[4-(2-oxopyridin-1-yl)benzamido]cyclopentyl]thiophene-2-carboxamide
• Synonyms: 5-CHLORO-N-((1R,2S)-2-(4-(2-OXOPYRIDIN-1(2H)-YL)BENZAMIDO) CYCLOPENTYL)THIOPHENE-2-CARBOXAMIDE

Database IDs

• PubChem SID: 160969228; 99444645
• PubChem CID: 9954980

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.700063
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.501671
• LogD (pH = 7.4): 3.501672
• Log P: 3.5016723
• Molar Refractivity: 117.0958 cm^3
• Polarizability: 43.917645 Å^3
• Polar Surface Area: 78.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.47
• LOG S: -5.66
• Solubility (Water): 9.69e-04 g/l

DETAILS

DrugBank - DB08174

Drug information: experimental