4-chloro-S-(4-methylphenyl)-3-oxo-1-phenylbutane-2-sulfonamido

• ChemBase ID: 102798
• Molecular Formular: C17H18ClNO3S
• Molecular Mass: 351.84772
• Monoisotopic Mass: 351.06959212
• SMILES: Cc1ccc(cc1)S(=O)(=O)NC(Cc1ccccc1)C(=O)CCl
• Canonical SMILES: ClCC(=O)C(NS(=O)(=O)c1ccc(cc1)C)Cc1ccccc1
• InChI: InChI=1S/C17H18ClNO3S/c1-13-7-9-15(10-8-13)23(21,22)19-16(17(20)12-18)11-14-5-3-2-4-6-14/h2-10,16,19H,11-12H2,1H3
• InChIKey: MQUQNUAYKLCRME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-S-(4-methylphenyl)-3-oxo-1-phenylbutane-2-sulfonamido
• IUPAC Traditional name: 4-chloro-S-(4-methylphenyl)-3-oxo-1-phenylbutane-2-sulfonamido
• Synonyms: T.P.C.K., N-tosyl-L-phenylalanine chloromethyl ketone; L-1-TOSYLAMIDE-2-PHENYLETHYLCHLOROMETHYL KETONE

Database IDs

• CAS Number: 329-30-6
• PubChem SID: 162088753
• PubChem CID: 9824

CALCULATED PROPERTIES

• Acid pKa: 10.168556
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.8864121
• LogD (pH = 7.4): 3.886004
• Log P: 3.8864174
• Molar Refractivity: 91.6556 cm^3
• Polarizability: 36.23309 Å^3
• Polar Surface Area: 63.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 98-100°C

Safety Information

• Storage Condition: 0°C
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: R:36
• Safety Statements: S:26

DETAILS

MP Biomedicals - 02103094

An enzyme inhibitor that inactivates chymotrypsin but not trypsin.

REFERENCES

• Schoeliman, Biochem. , 2 : 252, (1963).