5-chloro-N-[(2R)-2-[cyclopentyl(2-hydroxyethyl)amino]-2-hydroxyethyl]-1H-indole-2-carboxamide

• ChemBase ID: 2980
• Molecular Formular: C18H24ClN3O3
• Molecular Mass: 365.85446
• Monoisotopic Mass: 365.15061932
• SMILES: c12c([nH]c(c1)C(=O)NC[C@H](N(C1CCCC1)CCO)O)ccc(c2)Cl
• Canonical SMILES: OCCN(C1CCCC1)[C@@H](CNC(=O)c1cc2c([nH]1)ccc(c2)Cl)O
• InChI: InChI=1S/C18H24ClN3O3/c19-13-5-6-15-12(9-13)10-16(21-15)18(25)20-11-17(24)22(7-8-23)14-3-1-2-4-14/h5-6,9-10,14,17,21,23-24H,1-4,7-8,11H2,(H,20,25)/t17-/m1/s1
• InChIKey: VXABTOCIIZSEPD-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-[(2R)-2-[cyclopentyl(2-hydroxyethyl)amino]-2-hydroxyethyl]-1H-indole-2-carboxamide
• IUPAC Traditional name: 5-chloro-N-[(2R)-2-[cyclopentyl(2-hydroxyethyl)amino]-2-hydroxyethyl]-1H-indole-2-carboxamide
• Synonyms: 5-Chloro-1h-Indole-2-Carboxylic Acid{[Cyclopentyl-(2-Hydroxy-Ethyl)-Carbamoyl]-Methyl}-Amide

Database IDs

• PubChem SID: 160966427; 46504671
• PubChem CID: 46936633

CALCULATED PROPERTIES

JChem

• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.24405992
• LogD (pH = 7.4): 1.4758546
• Log P: 1.9893904
• Molar Refractivity: 97.5564 cm^3
• Polarizability: 38.852325 Å^3
• Polar Surface Area: 88.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 12.20511

ALOGPS 2.1

• Log P: 2.24
• LOG S: -3.11
• Solubility (Water): 2.87e-01 g/l

DETAILS

DrugBank - DB03288

Drug information: experimental