benzyl N-[(1R)-1-{[(3R)-1-(4-nitrophenoxysulfonyl)-5-phenylpentan-3-yl]carbamoyl}-2-phenylethyl]carbamate

• ChemBase ID: 1816
• Molecular Formular: C34H35N3O8S
• Molecular Mass: 645.722
• Monoisotopic Mass: 645.2144861
• SMILES: [O-][N+](=O)c1ccc(OS(=O)(=O)CC[C@@H](CCc2ccccc2)NC(=O)[C@@H](Cc2ccccc2)NC(=O)OCc2ccccc2)cc1
• Canonical SMILES: O=C(N[C@@H](C(=O)N[C@@H](CCS(=O)(=O)Oc1ccc(cc1)[N+](=O)[O-])CCc1ccccc1)Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C34H35N3O8S/c38-33(32(24-27-12-6-2-7-13-27)36-34(39)44-25-28-14-8-3-9-15-28)35-29(17-16-26-10-4-1-5-11-26)22-23-46(42,43)45-31-20-18-30(19-21-31)37(40)41/h1-15,18-21,29,32H,16-17,22-25H2,(H,35,38)(H,36,39)/t29-,32-/m1/s1
• InChIKey: WABCRPSWXFHXDH-QLWXXVCSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1R)-1-{[(3R)-1-(4-nitrophenoxysulfonyl)-5-phenylpentan-3-yl]carbamoyl}-2-phenylethyl]carbamate
• IUPAC Traditional name: benzyl N-[(1R)-1-{[(3R)-1-(4-nitrophenoxysulfonyl)-5-phenylpentan-3-yl]carbamoyl}-2-phenylethyl]carbamate
• Synonyms: 3-[N-[Benzyloxycarbonyl]-Phenylalaninyl-Amino]-5-Phenyl-Pentane-1-Sulfonic Acid 4-Nitro-Phenyl Ester

Database IDs

• PubChem SID: 46505415; 160965271
• PubChem CID: 46936293

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.107005
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 6.230583
• LogD (pH = 7.4): 6.230582
• Log P: 6.230583
• Molar Refractivity: 172.2903 cm^3
• Polarizability: 67.35642 Å^3
• Polar Surface Area: 156.62 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.61
• LOG S: -6.74
• Solubility (Water): 1.18e-04 g/l

DETAILS

DrugBank - DB02051

Drug information: experimental