5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide

• ChemBase ID: 4966
• Molecular Formular: C17H15ClN2O3
• Molecular Mass: 330.7656
• Monoisotopic Mass: 330.07712003
• SMILES: c1(NC(=O)c2[nH]c3c(c2)cc(cc3)Cl)ccc(cc1)[C@H](CO)O
• Canonical SMILES: OC[C@@H](c1ccc(cc1)NC(=O)c1cc2c([nH]1)ccc(c2)Cl)O
• InChI: InChI=1S/C17H15ClN2O3/c18-12-3-6-14-11(7-12)8-15(20-14)17(23)19-13-4-1-10(2-5-13)16(22)9-21/h1-8,16,20-22H,9H2,(H,19,23)/t16-/m0/s1
• InChIKey: SHCHFGSUYJUEBR-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide
• IUPAC Traditional name: 5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide
• Synonyms: 5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide

Database IDs

• PubChem SID: 160968398; 99443786
• PubChem CID: 24883477

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.709326
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): 2.2902534
• LogD (pH = 7.4): 2.2902348
• Log P: 2.2902536
• Molar Refractivity: 90.1387 cm^3
• Polarizability: 34.926575 Å^3
• Polar Surface Area: 85.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.6
• LOG S: -3.98
• Solubility (Water): 3.47e-02 g/l

DETAILS

DrugBank - DB07315

Drug information: experimental