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

• ChemBase ID: 3528
• Molecular Formular: C29H40N6O7
• Molecular Mass: 584.6639
• Monoisotopic Mass: 584.29584765
• SMILES: CC(C)C[C@@H](NC(=O)OCc1ccccc1)C(=O)NNC(=O)NNC(=O)[C@@H](CC(C)C)NC(=O)OCc1ccccc1
• Canonical SMILES: CC(C[C@H](C(=O)NNC(=O)NNC(=O)[C@H](NC(=O)OCc1ccccc1)CC(C)C)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C29H40N6O7/c1-19(2)15-23(30-28(39)41-17-21-11-7-5-8-12-21)25(36)32-34-27(38)35-33-26(37)24(16-20(3)4)31-29(40)42-18-22-13-9-6-10-14-22/h5-14,19-20,23-24H,15-18H2,1-4H3,(H,30,39)(H,31,40)(H,32,36)(H,33,37)(H2,34,35,38)/t23-,24-/m1/s1
• InChIKey: HGDUWJVGIGLVOH-DNQXCXABSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1R)-1-[({[(2R)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanehydrazido]carbonyl}amino)carbamoyl]-3-methylbutyl]carbamate
• IUPAC Traditional name: benzyl N-[(1R)-1-[({[(2R)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanehydrazido]carbonyl}amino)carbamoyl]-3-methylbutyl]carbamate
• Synonyms: 1,5-Bis(N-Benzyloxycarbonyl-L-Leucinyl)Carbohydrazide

Database IDs

• PubChem SID: 46505828; 160966967
• PubChem CID: 46936822

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.26431
• H Acceptors: 5
• H Donor: 6
• LogD (pH = 5.5): 3.579912
• LogD (pH = 7.4): 3.5747514
• Log P: 3.5799782
• Molar Refractivity: 153.2888 cm^3
• Polarizability: 59.870266 Å^3
• Polar Surface Area: 175.99 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.07
• LOG S: -5.16
• Solubility (Water): 4.06e-03 g/l

DETAILS

DrugBank - DB03891

Drug information: experimental