(2R)-2-(acetylsulfanyl)-3-phenylpropanoic acid

• ChemBase ID: 159500
• Molecular Formular: C11H12O3S
• Molecular Mass: 224.27618
• Monoisotopic Mass: 224.05071524
• SMILES: c1ccccc1C[C@H](C(=O)O)SC(=O)C
• Canonical SMILES: OC(=O)[C@@H](Cc1ccccc1)SC(=O)C
• InChI: InChI=1S/C11H12O3S/c1-8(12)15-10(11(13)14)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,13,14)/t10-/m1/s1
• InChIKey: UOVSNFYJYANSNI-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(acetylsulfanyl)-3-phenylpropanoic acid
• IUPAC Traditional name: (2R)-2-(acetylsulfanyl)-3-phenylpropanoic acid
• Synonyms: (αR)-α-(Acetylthio)benzenepropanoic Acid; (2R)-2-Acetylthio-3-phenylpropionic Acid; D-2-Thioacetyl-3-phenylpropionic Acid; (R)-2-Acetylthio-3-phenylpropionic Acid; (αS)-α-(Acetylthio)benzenepropanoic Acid; (S)-2-Acetylsulfanyl-3-phenylpropionic Acid; (2S)-2-Acetylthio-3-phenylpropionic Acid; (S)-2-Acetylthio-3-phenylpropionic Acid

Database IDs

• CAS Number: 57359-76-9; 76932-17-7
• PubChem SID: 162253635
• PubChem CID: 9813292

CALCULATED PROPERTIES

• Acid pKa: 4.0725627
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6289658
• LogD (pH = 7.4): -1.0470654
• Log P: 2.068918
• Molar Refractivity: 59.0536 cm^3
• Polarizability: 23.235003 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: N/A; White Solid
• Melting Point: 41-43°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A188805

A IMP-1 metallo-β-lactamase inhibitor.

Toronto Research Chemicals - A188810

A IMP-1 metallo-β-lactamase inhibitor.

REFERENCES

• Greenlee, M.L., et al.: Boorg. Med. Chem. Lett., 9, 17, 2549 (1999)
• Greenlee, M.L., et al.: Boorg. Med. Chem. Lett., 9, 17, 2549 (1999)
• Deaton, D., et al.: Bioorg. Med. Chem. Lett., 18, 732 (1999)