2-chloro-N-[(3R)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide

• ChemBase ID: 4719
• Molecular Formular: C16H12ClN3O2S
• Molecular Mass: 345.80338
• Monoisotopic Mass: 345.03387532
• SMILES: Clc1cc2cc([nH]c2s1)C(=O)N[C@@H]1Cc2ccccc2NC1=O
• Canonical SMILES: O=C1Nc2ccccc2C[C@H]1NC(=O)c1cc2c([nH]1)sc(c2)Cl
• InChI: InChI=1S/C16H12ClN3O2S/c17-13-7-9-6-12(20-16(9)23-13)15(22)19-11-5-8-3-1-2-4-10(8)18-14(11)21/h1-4,6-7,11,20H,5H2,(H,18,21)(H,19,22)/t11-/m1/s1
• InChIKey: LJAHIGGEXIWVJG-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-[(3R)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide
• IUPAC Traditional name: 2-chloro-N-[(3R)-2-oxo-3,4-dihydro-1H-quinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide
• Synonyms: 2-CHLORO-N-[(3R)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL]-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE

Database IDs

• PubChem SID: 99443537; 160968151
• PubChem CID: 15991547

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.4738865
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 3.136201
• LogD (pH = 7.4): 3.1330419
• Log P: 3.1362414
• Molar Refractivity: 88.4089 cm^3
• Polarizability: 33.917538 Å^3
• Polar Surface Area: 73.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.24
• LOG S: -4.79
• Solubility (Water): 5.60e-03 g/l

DETAILS

DrugBank - DB07066

Drug information: experimental