(4R)-5-[4-(benzyloxy)phenyl]-4-(7-phenylheptanamido)pentanoic acid

• ChemBase ID: 3896
• Molecular Formular: C31H37NO4
• Molecular Mass: 487.62978
• Monoisotopic Mass: 487.27225867
• SMILES: OC(=O)CC[C@H](Cc1ccc(OCc2ccccc2)cc1)NC(=O)CCCCCCc1ccccc1
• Canonical SMILES: OC(=O)CC[C@H](Cc1ccc(cc1)OCc1ccccc1)NC(=O)CCCCCCc1ccccc1
• InChI: InChI=1S/C31H37NO4/c33-30(16-10-2-1-5-11-25-12-6-3-7-13-25)32-28(19-22-31(34)35)23-26-17-20-29(21-18-26)36-24-27-14-8-4-9-15-27/h3-4,6-9,12-15,17-18,20-21,28H,1-2,5,10-11,16,19,22-24H2,(H,32,33)(H,34,35)/t28-/m1/s1
• InChIKey: KWLUIYFCMHKLKY-MUUNZHRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-5-[4-(benzyloxy)phenyl]-4-(7-phenylheptanamido)pentanoic acid
• IUPAC Traditional name: (4R)-5-[4-(benzyloxy)phenyl]-4-(7-phenylheptanamido)pentanoic acid
• Synonyms: (S)-5-(4-Benzyloxy-Phenyl)-4-(7-Phenyl-Heptanoylamino)-Pentanoic Acid

Database IDs

• PubChem SID: 160967331; 46505081
• PubChem CID: 46936942

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.260861
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.6326337
• LogD (pH = 7.4): 3.9027698
• Log P: 6.8939314
• Molar Refractivity: 142.7421 cm^3
• Polarizability: 55.78178 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.79
• LOG S: -7.18
• Solubility (Water): 3.21e-05 g/l

DETAILS

DrugBank - DB04287

Drug information: experimental