(2R)-3-[(3,4-dimethylphenyl)sulfanyl]-2-acetamidopropanoic acid

• ChemBase ID: 159245
• Molecular Formular: C13H17NO3S
• Molecular Mass: 267.34398
• Monoisotopic Mass: 267.09291441
• SMILES: [C@@H](CSc1ccc(c(c1)C)C)(NC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)N[C@H](C(=O)O)CSc1ccc(c(c1)C)C
• InChI: InChI=1S/C13H17NO3S/c1-8-4-5-11(6-9(8)2)18-7-12(13(16)17)14-10(3)15/h4-6,12H,7H2,1-3H3,(H,14,15)(H,16,17)/t12-/m0/s1
• InChIKey: ZLJANJUVOQDAHZ-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-[(3,4-dimethylphenyl)sulfanyl]-2-acetamidopropanoic acid
• IUPAC Traditional name: (2R)-3-[(3,4-dimethylphenyl)sulfanyl]-2-acetamidopropanoic acid
• Synonyms: N-Acetyl-S-(3,4-dimethylphenyl)-L-cysteine; 3,4-DPMA; N-Acetyl-S-(3,4-dimethylbenzene)-L-cysteine

Database IDs

• CAS Number: 581076-72-4
• PubChem SID: 162253380
• PubChem CID: 46783591

CALCULATED PROPERTIES

• Acid pKa: 3.9922562
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.563503
• LogD (pH = 7.4): -1.083073
• Log P: 2.0804226
• Molar Refractivity: 72.326 cm^3
• Polarizability: 27.844156 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: Light Tan Solid
• Melting Point: 138-140°C

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Gonzalez-Reche, L., et al.: Arch. Toxicol., 77, 80 (2003)