(2R)-4-[4-(4-chlorophenyl)phenyl]-4-oxo-2-[(phenylsulfanyl)methyl]butanoic acid

• ChemBase ID: 178073
• Molecular Formular: C23H19ClO3S
• Molecular Mass: 410.91316
• Monoisotopic Mass: 410.07434315
• SMILES: S(C[C@H](CC(=O)c1ccc(cc1)c1ccc(cc1)Cl)C(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)[C@@H](CC(=O)c1ccc(cc1)c1ccc(cc1)Cl)CSc1ccccc1
• InChI: InChI=1S/C23H19ClO3S/c24-20-12-10-17(11-13-20)16-6-8-18(9-7-16)22(25)14-19(23(26)27)15-28-21-4-2-1-3-5-21/h1-13,19H,14-15H2,(H,26,27)/t19-/m0/s1
• InChIKey: JXAGDPXECXQWBC-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-4-[4-(4-chlorophenyl)phenyl]-4-oxo-2-[(phenylsulfanyl)methyl]butanoic acid
• IUPAC Traditional name: (2R)-4-[4-(4-chlorophenyl)phenyl]-4-oxo-2-[(phenylsulfanyl)methyl]butanoic acid
• Synonyms: BAY 12-9566, (S)-4’-Chloro-g-oxo-a-[(phenylthio)methyl][1,1’-biphenyl]-4-butanoic Acid; Tanomastat

Database IDs

• CAS Number: 179545-77-8
• PubChem SID: 164233983
• PubChem CID: 12001323

CALCULATED PROPERTIES

• Acid pKa: 4.1819215
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.5496936
• LogD (pH = 7.4): 2.8398275
• Log P: 5.8855033
• Molar Refractivity: 114.2491 cm^3
• Polarizability: 45.548912 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; DMF; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 110-112°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T006900

A Matrix Metalloproteinase inhibitor. An angiogenesis inhibitor.Optical Rotation +82° (C 1.5 acetone).