2-chloro-N-[(3S)-1-{[(2-hydroxyethyl)carbamoyl]methyl}-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide

• ChemBase ID: 5427
• Molecular Formular: C20H19ClN4O4S
• Molecular Mass: 446.90726
• Monoisotopic Mass: 446.08155379
• SMILES: O=C(NCCO)CN1C(=O)[C@H](Cc2c1cccc2)NC(=O)c1[nH]c2c(c1)cc(s2)Cl
• Canonical SMILES: OCCNC(=O)CN1C(=O)[C@@H](NC(=O)c2cc3c([nH]2)sc(c3)Cl)Cc2c1cccc2
• InChI: InChI=1S/C20H19ClN4O4S/c21-16-9-12-8-13(24-19(12)30-16)18(28)23-14-7-11-3-1-2-4-15(11)25(20(14)29)10-17(27)22-5-6-26/h1-4,8-9,14,24,26H,5-7,10H2,(H,22,27)(H,23,28)/t14-/m0/s1
• InChIKey: VUKPNWLGSLOHIF-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-[(3S)-1-{[(2-hydroxyethyl)carbamoyl]methyl}-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide
• IUPAC Traditional name: 2-chloro-N-[(3S)-1-{[(2-hydroxyethyl)carbamoyl]methyl}-2-oxo-3,4-dihydroquinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide
• Synonyms: (S)-2-CHLORO-N-(1-(2-(2-HYDROXYETHYLAMINO)-2-OXOETHYL)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL)-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE

Database IDs

• PubChem SID: 99444263; 160968855
• PubChem CID: 11987874

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.473975
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.2048818
• LogD (pH = 7.4): 1.2017233
• Log P: 1.2049222
• Molar Refractivity: 110.6206 cm^3
• Polarizability: 43.17825 Å^3
• Polar Surface Area: 114.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.81
• LOG S: -4.8
• Solubility (Water): 7.12e-03 g/l

DETAILS

DrugBank - DB07792

Drug information: experimental