(2Z)-2-(2-amino-1,3-thiazol-4-yl)-N-(2,2-dihydroxyethyl)-2-(N-hydroxyimino)acetamide

• ChemBase ID: 160503
• Molecular Formular: C7H10N4O4S
• Molecular Mass: 246.2437
• Monoisotopic Mass: 246.04227582
• SMILES: C(CNC(=O)/C(=N\O)/c1csc(n1)N)(O)O
• Canonical SMILES: O/N=C(/c1csc(n1)N)\C(=O)NCC(O)O
• InChI: InChI=1S/C7H10N4O4S/c8-7-10-3(2-16-7)5(11-15)6(14)9-1-4(12)13/h2,4,12-13,15H,1H2,(H2,8,10)(H,9,14)/b11-5-
• InChIKey: VRXTXNVEOQTWAG-WZUFQYTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-N-(2,2-dihydroxyethyl)-2-(N-hydroxyimino)acetamide
• IUPAC Traditional name: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-N-(2,2-dihydroxyethyl)-2-(N-hydroxyimino)acetamide
• Synonyms: (Z)-2-Amino-N-(2,2-dihydroxyethyl)-α-(hydroxyimino)-4-thiazoleacetamide; (Z)-2-(2-Aminothiazol-4-yl)-N-(2,2-dihydroxyethyl)-2-(hydroxyimino)acetamide

Database IDs

• CAS Number: 178422-40-7
• PubChem SID: 162254638
• PubChem CID: 57453230

CALCULATED PROPERTIES

• Acid pKa: 1.6518474
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -2.8600812
• LogD (pH = 7.4): -3.076042
• Log P: -1.237658
• Molar Refractivity: 55.1286 cm^3
• Polarizability: 20.799505 Å^3
• Polar Surface Area: 141.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A630380

Cefdinir (C242670) impurity.

REFERENCES

• Inamoto, Y., et al.: J. Antibiot., 41, 828 (1988)
• Ternansky, R., et al.: J. Antibiot., 46, 1897 (1988)