[(6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy]methyl 2,2-dimethylpropanoate

• ChemBase ID: 163908
• Molecular Formular: C20H25N5O7S2
• Molecular Mass: 511.5718
• Monoisotopic Mass: 511.11954017
• SMILES: S1[C@H]2N(C(=C(C1)C)C(=O)OCOC(=O)C(C)(C)C)C(=O)[C@H]2NC(=O)/C(=N/OC)/c1csc(n1)N
• Canonical SMILES: CO/N=C(\c1csc(n1)N)/C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)OCOC(=O)C(C)(C)C)C
• InChI: InChI=1S/C20H25N5O7S2/c1-9-6-33-16-12(23-14(26)11(24-30-5)10-7-34-19(21)22-10)15(27)25(16)13(9)17(28)31-8-32-18(29)20(2,3)4/h7,12,16H,6,8H2,1-5H3,(H2,21,22)(H,23,26)/b24-11+/t12-,16-/m1/s1
• InChIKey: DASYMCLQENWCJG-VCUHZILTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy]methyl 2,2-dimethylpropanoate
• IUPAC Traditional name: [(6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy]methyl 2,2-dimethylpropanoate
• Synonyms: (E)-Cefetamet Pivoxil; (6R,7R)-7-[[(2E)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid (2,2-Dimethyl-1-oxopropoxy)methyl Ester Hydrochloride

Database IDs

• PubChem SID: 162258043
• PubChem CID: 5485222

CALCULATED PROPERTIES

• Polarizability: 47.570835 Å^3
• Polar Surface Area: 162.51 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false
• Acid pKa: 10.942633
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 2.131545
• LogD (pH = 7.4): 2.14948
• Log P: 2.1498265
• Molar Refractivity: 122.9069 cm^3

DETAILS

Toronto Research Chemicals - C242790

The E-isomer of Cefetamet Pivoxil (C242780).