[(1S)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl][(2R)-2-{[(1R)-1-carbamoyl-2-(indol-3-yl)ethyl]carbamoyl}-2-(3-phenylpropyl)ethyl]phosphinic acid

• ChemBase ID: 3922
• Molecular Formular: C39H43N4O6P
• Molecular Mass: 694.755681
• Monoisotopic Mass: 694.29202175
• SMILES: NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](CCCc1ccccc1)C[P@](=O)(O)[C@@H](Cc1ccccc1)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@@H]([P@](=O)(C[C@@H](C(=O)N[C@@H](C(=O)N)Cc1c[nH]c2c1cccc2)CCCc1ccccc1)O)Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C39H43N4O6P/c40-37(44)35(24-32-25-41-34-22-11-10-21-33(32)34)42-38(45)31(20-12-19-28-13-4-1-5-14-28)27-50(47,48)36(23-29-15-6-2-7-16-29)43-39(46)49-26-30-17-8-3-9-18-30/h1-11,13-18,21-22,25,31,35-36,41H,12,19-20,23-24,26-27H2,(H2,40,44)(H,42,45)(H,43,46)(H,47,48)/t31-,35+,36-/m0/s1
• InChIKey: YQEMFOGNUTYMTJ-NUHNATIRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl][(2R)-2-{[(1R)-1-carbamoyl-2-(indol-3-yl)ethyl]carbamoyl}-2-(3-phenylpropyl)ethyl]phosphinic acid
• IUPAC Traditional name: (1S)-1-{[(benzyloxy)carbonyl]amino}-2-phenylethyl(2R)-2-{[(1R)-1-carbamoyl-2-(indol-3-yl)ethyl]carbamoyl}-2-(3-phenylpropyl)ethylphosphinic acid
• Synonyms: 1-Benzyloxycarbonylamino-2-Phenyl-Ethyl)-{2-[1-Carbamoyl-2-(1h-Indol-3-Yl)-Ethylcarbamoyl]-5-Phenyl-Pentyl}-Phosphinic Acid

Database IDs

• PubChem SID: 160967357; 46504852
• PubChem CID: 46936947

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5434463
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 3.165071
• LogD (pH = 7.4): 3.2040017
• Log P: 3.1889815
• Molar Refractivity: 191.2791 cm^3
• Polarizability: 75.890976 Å^3
• Polar Surface Area: 160.71 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.02
• LOG S: -6.29
• Solubility (Water): 3.59e-04 g/l

DETAILS

DrugBank - DB04318

Drug information: experimental