(4R)-3-acetyl-1,3-thiazolidine-4-carboxylic acid

• ChemBase ID: 160092
• Molecular Formular: C6H9NO3S
• Molecular Mass: 175.20556
• Monoisotopic Mass: 175.03031415
• SMILES: S1C[C@H](N(C1)C(=O)C)C(=O)O
• Canonical SMILES: CC(=O)N1CSC[C@H]1C(=O)O
• InChI: InChI=1S/C6H9NO3S/c1-4(8)7-3-11-2-5(7)6(9)10/h5H,2-3H2,1H3,(H,9,10)/t5-/m0/s1
• InChIKey: WXTBYSIPOKXCPM-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-3-acetyl-1,3-thiazolidine-4-carboxylic acid
• IUPAC Traditional name: (4R)-3-acetyl-1,3-thiazolidine-4-carboxylic acid
• Synonyms: (4R)-3-Acetyl-4-thiazolidinecarboxylic Acid; (R)-3-Acetylthiazolidine-4-carboxylic Acid; N-Acetyl-L-thiaproline; N-Acetyl-L-thioproline; (R)-ATCA; (R)-Aminofol

Database IDs

• CAS Number: 54323-50-1
• PubChem SID: 162254227
• PubChem CID: 197107

CALCULATED PROPERTIES

• Acid pKa: 3.6729534
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.4517303
• LogD (pH = 7.4): -3.942964
• Log P: -0.6267953
• Molar Refractivity: 40.39 cm^3
• Polarizability: 15.969985 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A609645

A cysteine derivative as potential antitumor agent.

REFERENCES

• Paul, B., et al.: J. Med. Chem., et al.: 19, 1002 (1976)