(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(2H3)methoxyimino]acetic acid

• ChemBase ID: 160103
• Molecular Formular: C6H7N3O3S
• Molecular Mass: 201.20308
• Monoisotopic Mass: 201.0208121
• SMILES: c1(scc(n1)/C(=N/OC)/C(=O)O)N
• Canonical SMILES: CO/N=C(/c1csc(n1)N)\C(=O)O
• InChI: InChI=1S/C6H7N3O3S/c1-12-9-4(5(10)11)3-2-13-6(7)8-3/h2H,1H3,(H2,7,8)(H,10,11)/b9-4-
• InChIKey: NLARCUDOUOQRPB-WTKPLQERSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(^2H₃)methoxyimino]acetic acid
• IUPAC Traditional name: (2Z)-(2-amino-1,3-thiazol-4-yl)[(^2H₃)methoxyimino]acetic acid
• Synonyms: 2-(2-Amino-4-thiazolyl)-(Z)-2-methoxyiminoacetic Acid-d3; Thiazoximic Acid-d3; syn-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetic Acid-d3; syn-Thiazoximic Acid-d3; 2-Amino-α-(methoxyimino)-4-thiazoleacetic Acid-d3

Database IDs

• PubChem SID: 162254238
• PubChem CID: 71313228

CALCULATED PROPERTIES

• Acid pKa: 1.7195702
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.9326149
• LogD (pH = 7.4): -2.7207625
• Log P: -0.67329943
• Molar Refractivity: 45.5698 cm^3
• Polarizability: 16.95045 Å^3
• Polar Surface Area: 97.8 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; DMSO
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A611967

Intermediate in the preparation of labelled Cephem compounds.

REFERENCES

• Nukaga, M., et al.: J. Biol. Chem., 279, 9344 (2004)
• Kumar, S., et al.: Biochem., 43, 2664 (2004)