(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)-N-(2-oxoethyl)acetamide

• ChemBase ID: 178038
• Molecular Formular: C8H10N4O3S
• Molecular Mass: 242.255
• Monoisotopic Mass: 242.0473612
• SMILES: C(=O)(/C(=N\OC)/c1csc(n1)N)NCC=O
• Canonical SMILES: O=CCNC(=O)/C(=N\OC)/c1csc(n1)N
• InChI: InChI=1S/C8H10N4O3S/c1-15-12-6(7(14)10-2-3-13)5-4-16-8(9)11-5/h3-4H,2H2,1H3,(H2,9,11)(H,10,14)/b12-6-
• InChIKey: NZKHCGFKLHLKCP-SDQBBNPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)-N-(2-oxoethyl)acetamide
• IUPAC Traditional name: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)-N-(2-oxoethyl)acetamide
• Synonyms: (Z)-2-Amino-α-(methoxyimino)-N-(2-oxoethyl)-4-thiazoleacetamide; THR 221V; T 2588G

Database IDs

• CAS Number: 104301-63-5
• PubChem SID: 164233948
• PubChem CID: 14312738

CALCULATED PROPERTIES

• Acid pKa: 11.485292
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.5015048
• LogD (pH = 7.4): -0.48623466
• Log P: -0.48600435
• Molar Refractivity: 57.4479 cm^3
• Polarizability: 21.366203 Å^3
• Polar Surface Area: 106.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T003100

A metabolite of Cefditorin (ME1207) (C242700), a new oral cephem.

REFERENCES

• Sugioka, T., et al.: Chem. Pharmaceut. Bull., 38, 1998 (1990)