(2S)-2-(2-sulfanylpropanamido)propanoic acid

• ChemBase ID: 172682
• Molecular Formular: C6H11NO3S
• Molecular Mass: 177.22144
• Monoisotopic Mass: 177.04596422
• SMILES: C(C(=O)N[C@H](C(=O)O)C)(S)C
• Canonical SMILES: C[C@@H](C(=O)O)NC(=O)C(S)C
• InChI: InChI=1S/C6H11NO3S/c1-3(6(9)10)7-5(8)4(2)11/h3-4,11H,1-2H3,(H,7,8)(H,9,10)/t3-,4?/m0/s1
• InChIKey: OLUPPFVCOICYML-WUCPZUCCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-sulfanylpropanamido)propanoic acid
• IUPAC Traditional name: (2S)-2-(2-sulfanylpropanamido)propanoic acid
• Synonyms: N-(2-Mercapto-1-oxopropyl)-L-alanine

Database IDs

• CAS Number: 26843-61-8
• PubChem SID: 164228592
• PubChem CID: 22799779

CALCULATED PROPERTIES

• Acid pKa: 3.9338067
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.5377182
• LogD (pH = 7.4): -3.1648505
• Log P: 0.035464954
• Molar Refractivity: 42.2642 cm^3
• Polarizability: 16.664467 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M225390

Tiopronin alanine analog.

REFERENCES

• Elghanian, R., et al.: Science, 277, 1078 (1997)
• Donkers, R., et al.: Langmuir, 20, 1945 (1997)