N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-2-(2-phenyl-1H-indol-3-yl)acetamide

• ChemBase ID: 5620
• Molecular Formular: C26H26N2O2
• Molecular Mass: 398.49684
• Monoisotopic Mass: 398.19942808
• SMILES: c1(ccc(O)cc1)CC[C@@H](C)NC(=O)Cc1c([nH]c2ccccc12)c1ccccc1
• Canonical SMILES: C[C@@H](NC(=O)Cc1c([nH]c2c1cccc2)c1ccccc1)CCc1ccc(cc1)O
• InChI: InChI=1S/C26H26N2O2/c1-18(11-12-19-13-15-21(29)16-14-19)27-25(30)17-23-22-9-5-6-10-24(22)28-26(23)20-7-3-2-4-8-20/h2-10,13-16,18,28-29H,11-12,17H2,1H3,(H,27,30)/t18-/m1/s1
• InChIKey: APLJSSOXDWUNGV-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-2-(2-phenyl-1H-indol-3-yl)acetamide
• IUPAC Traditional name: N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-2-(2-phenyl-1H-indol-3-yl)acetamide
• Synonyms: N-[(1R)-3-(4-HYDROXYPHENYL)-1-METHYLPROPYL]-2-(2-PHENYL-1H-INDOL-3-YL)ACETAMIDE

Database IDs

• PubChem SID: 160969048; 99444462
• PubChem CID: 16750040

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.5056
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 5.264386
• LogD (pH = 7.4): 5.2610564
• Log P: 5.2644286
• Molar Refractivity: 120.553 cm^3
• Polarizability: 49.06432 Å^3
• Polar Surface Area: 65.12 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.09
• LOG S: -6.09
• Solubility (Water): 3.22e-04 g/l

DETAILS

DrugBank - DB07991

Drug information: experimental