benzyl N-[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamate

• ChemBase ID: 147563
• Molecular Formular: C18H18ClNO3
• Molecular Mass: 331.79342
• Monoisotopic Mass: 331.09752112
• SMILES: c1ccc(cc1)C[C@@H](C(=O)CCl)NC(=O)OCc1ccccc1
• Canonical SMILES: ClCC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C18H18ClNO3/c19-12-17(21)16(11-14-7-3-1-4-8-14)20-18(22)23-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,20,22)/t16-/m0/s1
• InChIKey: OYHLRJGDELITAF-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamate
• IUPAC Traditional name: benzyl N-[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamate
• Synonyms: Z-L-Phe chloromethyl ketone; ZPCK; N-Carbobenzyloxy-L-phenylalanyl chloromethyl ketone; Z-L-苯丙氨酸氯甲酮; N-苄氧羰基-L-苯丙氨酰甲基氯酮

Database IDs

• CAS Number: 26049-94-5
• EC Number: 247-432-8
• MDL Number: MFCD00037114
• PubChem SID: 24888520; 162241751
• PubChem CID: 99625

CALCULATED PROPERTIES

• Acid pKa: 13.082048
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.1071954
• LogD (pH = 7.4): 4.1071944
• Log P: 4.1071954
• Molar Refractivity: 89.1006 cm^3
• Polarizability: 34.765877 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 107-108 °C(lit.)
• Optical Rotation: [α]23/D +30°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-27-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: 98%
• Linear Formula: C6H5CH2CH(NHCO2CH2C6H5)COCH2Cl

DETAILS

Sigma Aldrich - 860794

Packaging
1 g in glass bottle
Application
Enzyme inhibitor.1