(2R)-2-(2-methyl-2-sulfanylpropanamido)-3-sulfanylpropanoic acid

• ChemBase ID: 163080
• Molecular Formular: C7H13NO3S2
• Molecular Mass: 223.31302
• Monoisotopic Mass: 223.03368528
• SMILES: SC[C@H](NC(=O)C(S)(C)C)C(=O)O
• Canonical SMILES: SC[C@@H](C(=O)O)NC(=O)C(S)(C)C
• InChI: InChI=1S/C7H13NO3S2/c1-7(2,13)6(11)8-4(3-12)5(9)10/h4,12-13H,3H2,1-2H3,(H,8,11)(H,9,10)/t4-/m0/s1
• InChIKey: VUAFHZCUKUDDBC-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(2-methyl-2-sulfanylpropanamido)-3-sulfanylpropanoic acid
• IUPAC Traditional name: bucillamine
• Synonyms: N-(2-Mercapto-2-methyl-1-oxopropyl)-L-cysteine; N-(2-Mercaptoisobutyryl)cysteine; Rimatil; SA 96; Thiobutarit; Tiobutarit; Bucillamine

Database IDs

• CAS Number: 65002-17-7
• PubChem SID: 162257215
• PubChem CID: 656604

CALCULATED PROPERTIES

• Acid pKa: 3.9650803
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -1.0263333
• LogD (pH = 7.4): -2.6685624
• Log P: 0.5167828
• Molar Refractivity: 54.7038 cm^3
• Polarizability: 21.546032 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: Off-White Solid
• Melting Point: 119-123°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B689375

An antirheumatic agent.

REFERENCES

• Masutani, K., et al.: Clin. Nephrol., 70, 464 (2008)
• Kobata, Y., et al.: Modern Rheumatol., 19, 629 (2008)
• Oki, K., et al.: Inflam. Res., 58, 571 (2008)