2-chloro-N-[(1R,2R)-1-hydroxy-2,3-dihydro-1H-inden-2-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide

• ChemBase ID: 4639
• Molecular Formular: C16H13ClN2O2S
• Molecular Mass: 332.80462
• Monoisotopic Mass: 332.03862635
• SMILES: O[C@@H]1c2c(cccc2)C[C@H]1NC(=O)c1cc2c(sc(c2)Cl)[nH]1
• Canonical SMILES: Clc1cc2c(s1)[nH]c(c2)C(=O)N[C@@H]1Cc2c([C@H]1O)cccc2
• InChI: InChI=1S/C16H13ClN2O2S/c17-13-7-9-6-12(19-16(9)22-13)15(21)18-11-5-8-3-1-2-4-10(8)14(11)20/h1-4,6-7,11,14,19-20H,5H2,(H,18,21)/t11-,14-/m1/s1
• InChIKey: LRHOLHTVXXSIMG-BXUZGUMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-[(1R,2R)-1-hydroxy-2,3-dihydro-1H-inden-2-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide
• IUPAC Traditional name: 2-chloro-N-[(1R,2R)-1-hydroxy-2,3-dihydro-1H-inden-2-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide
• Synonyms: 2-CHLORO-N-[(1R,2R)-1-HYDROXY-2,3-DIHYDRO-1H-INDEN-2-YL]-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE

Database IDs

• PubChem SID: 99443457; 160968071
• PubChem CID: 15991546

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.021412
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 3.1659038
• LogD (pH = 7.4): 3.165814
• Log P: 3.1659052
• Molar Refractivity: 84.547 cm^3
• Polarizability: 33.33335 Å^3
• Polar Surface Area: 65.12 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.95
• LOG S: -4.71
• Solubility (Water): 6.46e-03 g/l

DETAILS

DrugBank - DB06986

Drug information: experimental