benzyl N-[(2S)-6-amino-1-(benzylsulfanyl)-1-oxohexan-2-yl]carbamate hydrochloride

• ChemBase ID: 155301
• Molecular Formular: C21H27ClN2O3S
• Molecular Mass: 422.96868
• Monoisotopic Mass: 422.14309141
• SMILES: c1ccc(cc1)COC(=O)N[C@@H](CCCCN)C(=O)SCc1ccccc1.Cl
• Canonical SMILES: NCCCC[C@@H](C(=O)SCc1ccccc1)NC(=O)OCc1ccccc1.Cl
• InChI: InChI=1S/C21H26N2O3S.ClH/c22-14-8-7-13-19(20(24)27-16-18-11-5-2-6-12-18)23-21(25)26-15-17-9-3-1-4-10-17;/h1-6,9-12,19H,7-8,13-16,22H2,(H,23,25);1H/t19-;/m0./s1
• InChIKey: PNDSXGXPDJRQAV-FYZYNONXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(2S)-6-amino-1-(benzylsulfanyl)-1-oxohexan-2-yl]carbamate hydrochloride
• IUPAC Traditional name: benzyl N-[(2S)-6-amino-1-(benzylsulfanyl)-1-oxohexan-2-yl]carbamate hydrochloride
• Synonyms: N-α-Cbz-L-lysine thiobenzyl ester hydrochloride; Z-L-Lys-SBzl hydrochloride

Database IDs

• CAS Number: 69861-89-8
• MDL Number: MFCD00058089
• PubChem SID: 162249439; 24892633
• PubChem CID: 155227

CALCULATED PROPERTIES

• Acid pKa: 13.655373
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.94923073
• LogD (pH = 7.4): 1.3690485
• Log P: 3.9732175
• Molar Refractivity: 109.2161 cm^3
• Polarizability: 43.09694 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C21H26N2O3S · HCl

DETAILS

Sigma Aldrich - C3647

Biochem/physiol Actions
N-α-Cbz-L-lysine thiobenzyl ester (Z-L-Lys-SBzl) is used to identify and characterize specific protease/esterase/granzyme activities associated with lymphocyte cytoplasmic granules.