2-[2-(methylsulfanyl)propanamido]acetic acid

• ChemBase ID: 174346
• Molecular Formular: C6H11NO3S
• Molecular Mass: 177.22144
• Monoisotopic Mass: 177.04596422
• SMILES: CC(C(=O)NCC(=O)O)SC
• Canonical SMILES: CC(C(=O)NCC(=O)O)SC
• InChI: InChI=1S/C6H11NO3S/c1-4(11-2)6(10)7-3-5(8)9/h4H,3H2,1-2H3,(H,7,10)(H,8,9)
• InChIKey: MYXILMBGSNHKTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(methylsulfanyl)propanamido]acetic acid
• IUPAC Traditional name: [2-(methylsulfanyl)propanamido]acetic acid
• Synonyms: N-[2-(Methylthio)-1-oxopropyl]glycine; S-Methyl Tiopronin

Database IDs

• CAS Number: 87254-91-9
• PubChem SID: 164230256
• PubChem CID: 135904

CALCULATED PROPERTIES

• Acid pKa: 3.9620178
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.6922705
• LogD (pH = 7.4): -3.3267386
• Log P: -0.14629008
• Molar Refractivity: 42.4213 cm^3
• Polarizability: 16.668566 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Crystalline Solid

DETAILS

Toronto Research Chemicals - M330280

A metabolite of Tiopronin.

REFERENCES

• Chiba, T., et al.: J. Pharm. Sci. Jpn., 92, 757 (1972)
• Hercelin, B., et al.: Eur. J. Clin. Pharmacol., 43, 93 (1972)
• Carlsson, M., et al.: Drug Invest., 7, 41 (1994)