(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(N-hydroxyimino)-N-({5-methyl-7-oxo-1H,2H,4H,5H,7H-furo[3,4-d][1,3]thiazin-2-yl}methyl)acetamide

• ChemBase ID: 160505
• Molecular Formular: C13H15N5O4S2
• Molecular Mass: 369.4193
• Monoisotopic Mass: 369.05654599
• SMILES: C1(NC2=C(CS1)C(OC2=O)C)CNC(=O)/C(=N\O)/c1csc(n1)N
• Canonical SMILES: O/N=C(/c1csc(n1)N)\C(=O)NCC1SCC2=C(N1)C(=O)OC2C
• InChI: InChI=1S/C13H15N5O4S2/c1-5-6-3-23-8(17-9(6)12(20)22-5)2-15-11(19)10(18-21)7-4-24-13(14)16-7/h4-5,8,17,21H,2-3H2,1H3,(H2,14,16)(H,15,19)/b18-10-
• InChIKey: PPVBFUWHFJBAJX-ZDLGFXPLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(N-hydroxyimino)-N-({5-methyl-7-oxo-1H,2H,4H,5H,7H-furo[3,4-d][1,3]thiazin-2-yl}methyl)acetamide
• IUPAC Traditional name: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(N-hydroxyimino)-N-({5-methyl-7-oxo-1H,2H,4H,5H-furo[3,4-d][1,3]thiazin-2-yl}methyl)acetamide
• Synonyms: [2RS-[2α(Z),5α]]-2-Amino-α-(hydroxyimino)-N-[(1,2,5,7-tetrahydro-5-methyl-7-oxo-4H-furo[3,4-d][1,3]thiazin-2-yl)methyl]-4-thiazoleacetamide; (Z)-2-(2-Aminothiazol-4-yl)-2-(hydroxyimino)-N-{[(2RS,5RS)-5-methyl-7-oxo-2,4,5,7-tetrahydro-1H-furo[3,4-d][1,3]thiazin-2-yl]methyl}acetamide(Mixture of 2 Diastereomers)Discontinued

Database IDs

• PubChem SID: 162254640
• PubChem CID: 71313361

CALCULATED PROPERTIES

• Acid pKa: 1.8853618
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.1562575
• LogD (pH = 7.4): -1.4528545
• Log P: 0.24235834
• Molar Refractivity: 89.649 cm^3
• Polarizability: 33.78055 Å^3
• Polar Surface Area: 138.93 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A630390

Cefdinir (C242670) impurity.

REFERENCES

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