benzyl N-[(1R)-1-{[(3R)-1-[(2R)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoyl]-4-oxopyrrolidin-3-yl]carbamoyl}-3-methylbutyl]carbamate

• ChemBase ID: 3084
• Molecular Formular: C32H42N4O7
• Molecular Mass: 594.69848
• Monoisotopic Mass: 594.3053497
• SMILES: CC(C)C[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H]1CN(CC1=O)C(=O)[C@@H](CC(C)C)NC(=O)OCc1ccccc1
• Canonical SMILES: CC(C[C@H](C(=O)N[C@@H]1CN(CC1=O)C(=O)[C@H](NC(=O)OCc1ccccc1)CC(C)C)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C32H42N4O7/c1-21(2)15-25(34-31(40)42-19-23-11-7-5-8-12-23)29(38)33-27-17-36(18-28(27)37)30(39)26(16-22(3)4)35-32(41)43-20-24-13-9-6-10-14-24/h5-14,21-22,25-27H,15-20H2,1-4H3,(H,33,38)(H,34,40)(H,35,41)/t25-,26-,27-/m1/s1
• InChIKey: GXENQLUSOCKXDN-ZONZVBGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1R)-1-{[(3R)-1-[(2R)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoyl]-4-oxopyrrolidin-3-yl]carbamoyl}-3-methylbutyl]carbamate
• IUPAC Traditional name: benzyl N-[(1R)-1-{[(3R)-1-[(2R)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoyl]-4-oxopyrrolidin-3-yl]carbamoyl}-3-methylbutyl]carbamate
• Synonyms: 1-[N[(Phenylmethoxy)Carbonyl]-L-Leucyl-4-[[N/N-[(Phenylmethoxy)Carbonyl]-/Nl-Leucyl]Amino]-3-Pyrrolidinone/N

Database IDs

• PubChem SID: 46506182; 160966528
• PubChem CID: 46936663

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.304538
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.2825317
• LogD (pH = 7.4): 4.282527
• Log P: 4.2825317
• Molar Refractivity: 158.8892 cm^3
• Polarizability: 62.35319 Å^3
• Polar Surface Area: 143.14 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.89
• LOG S: -5.12
• Solubility (Water): 4.50e-03 g/l

DETAILS

DrugBank - DB03405

Drug information: experimental