2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-[(2S)-1-hydroxybutan-2-yl]acetamide

• ChemBase ID: 5613
• Molecular Formular: C23H25ClN2O4
• Molecular Mass: 428.9086
• Monoisotopic Mass: 428.15028497
• SMILES: c1c(ccc2c1c(c(C)n2C(=O)c1ccc(Cl)cc1)CC(=O)N[C@@H](CC)CO)OC
• Canonical SMILES: CC[C@H](NC(=O)Cc1c(C)n(c2c1cc(OC)cc2)C(=O)c1ccc(cc1)Cl)CO
• InChI: InChI=1S/C23H25ClN2O4/c1-4-17(13-27)25-22(28)12-19-14(2)26(21-10-9-18(30-3)11-20(19)21)23(29)15-5-7-16(24)8-6-15/h5-11,17,27H,4,12-13H2,1-3H3,(H,25,28)/t17-/m0/s1
• InChIKey: GKJWXEORYGBJFS-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-[(2S)-1-hydroxybutan-2-yl]acetamide
• IUPAC Traditional name: 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-[(2S)-1-hydroxybutan-2-yl]acetamide
• Synonyms: 2-[1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL]-N-[(1S)-1-(HYDROXYMETHYL)PROPYL]ACETAMIDE

Database IDs

• PubChem SID: 99444455; 160969041
• PubChem CID: 16741228

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.629655
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.195403
• LogD (pH = 7.4): 3.195403
• Log P: 3.1954033
• Molar Refractivity: 116.7646 cm^3
• Polarizability: 46.01818 Å^3
• Polar Surface Area: 80.56 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.93
• LOG S: -5.06
• Solubility (Water): 3.71e-03 g/l

DETAILS

DrugBank - DB07984

Drug information: experimental