benzyl N-[(1S)-1-{[(2S,3S)-2-hydroxy-1-methoxy-5-methylhexan-3-yl]carbamoyl}-3-methylbutyl]carbamate

• ChemBase ID: 6136
• Molecular Formular: C22H36N2O5
• Molecular Mass: 408.53164
• Monoisotopic Mass: 408.26242226
• SMILES: c1cc(ccc1)COC(=O)N[C@H](C(=O)N[C@H]([C@H](O)COC)CC(C)C)CC(C)C
• Canonical SMILES: COC[C@H]([C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C)CC(C)C)O
• InChI: InChI=1S/C22H36N2O5/c1-15(2)11-18(20(25)14-28-5)23-21(26)19(12-16(3)4)24-22(27)29-13-17-9-7-6-8-10-17/h6-10,15-16,18-20,25H,11-14H2,1-5H3,(H,23,26)(H,24,27)/t18-,19-,20+/m0/s1
• InChIKey: LHCNZPLAATYYPI-SLFFLAALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-1-{[(2S,3S)-2-hydroxy-1-methoxy-5-methylhexan-3-yl]carbamoyl}-3-methylbutyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-1-{[(2S,3S)-2-hydroxy-1-methoxy-5-methylhexan-3-yl]carbamoyl}-3-methylbutyl]carbamate
• Synonyms: CARBOBENZYLOXY-(L)-LEUCINYL-(L)LEUCINYL METHOXYMETHYLKETONE

Database IDs

• PubChem SID: 160969561; 99444997
• PubChem CID: 5289332

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.383446
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.248118
• LogD (pH = 7.4): 3.2481174
• Log P: 3.248118
• Molar Refractivity: 111.6682 cm^3
• Polarizability: 44.224068 Å^3
• Polar Surface Area: 96.89 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.26
• LOG S: -4.02
• Solubility (Water): 3.93e-02 g/l

DETAILS

DrugBank - DB08526

Drug information: experimental