benzyl N-[(1S)-1-{[(2S)-4-chloro-3-oxobutan-2-yl]carbamoyl}-2-phenylethyl]carbamate

• ChemBase ID: 106467
• Molecular Formular: C21H23ClN2O4
• Molecular Mass: 402.87132
• Monoisotopic Mass: 402.13463491
• SMILES: C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(=O)CCl
• Canonical SMILES: ClCC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C21H23ClN2O4/c1-15(19(25)13-22)23-20(26)18(12-16-8-4-2-5-9-16)24-21(27)28-14-17-10-6-3-7-11-17/h2-11,15,18H,12-14H2,1H3,(H,23,26)(H,24,27)/t15-,18-/m0/s1
• InChIKey: YAWCSFNDFRSZKD-YJBOKZPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-1-{[(2S)-4-chloro-3-oxobutan-2-yl]carbamoyl}-2-phenylethyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-1-{[(2S)-4-chloro-3-oxobutan-2-yl]carbamoyl}-2-phenylethyl]carbamate
• Synonyms: Z-Phe-Ala-CMK; Z-FA-CMK; Z-Phe-Ala-Chloromethylketone

Database IDs

• PubChem SID: 162105580
• PubChem CID: 15017722

CALCULATED PROPERTIES

• Acid pKa: 12.167207
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.570676
• LogD (pH = 7.4): 3.5706697
• Log P: 3.5706763
• Molar Refractivity: 106.398 cm^3
• Polarizability: 41.520657 Å^3
• Polar Surface Area: 84.5 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03CK009

A negative control of CMK products