1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-({[1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl]oxy}imino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium

• ChemBase ID: 163935
• Molecular Formular: C26H30N6O7S2
• Molecular Mass: 602.6824
• Monoisotopic Mass: 602.16173933
• SMILES: [C@@H]12N(C(=C(CS1)C[n+]1ccccc1)C(=O)[O-])C(=O)[C@H]2NC(=O)/C(=N\OC(C(=O)OC(C)(C)C)(C)C)/c1nc(sc1)N
• Canonical SMILES: O=C1[C@@H](NC(=O)/C(=N\OC(C(=O)OC(C)(C)C)(C)C)/c2csc(n2)N)[C@@H]2N1C(=C(CS2)C[n+]1ccccc1)C(=O)[O-]
• InChI: InChI=1S/C26H30N6O7S2/c1-25(2,3)38-23(37)26(4,5)39-30-16(15-13-41-24(27)28-15)19(33)29-17-20(34)32-18(22(35)36)14(12-40-21(17)32)11-31-9-7-6-8-10-31/h6-10,13,17,21H,11-12H2,1-5H3,(H3-,27,28,29,33,35,36)/b30-16-/t17-,21-/m1/s1
• InChIKey: KRTGQDGIPNXUGP-ZLQBWVSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-({[1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl]oxy}imino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium
• IUPAC Traditional name: 1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-({[1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl]oxy}imino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium
• Synonyms: 1-[[(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-2-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridinium Inner Salt; Ceftazidime t-Butyl Ester

Database IDs

• CAS Number: 102772-66-7
• PubChem SID: 162258070
• PubChem CID: 13673468

CALCULATED PROPERTIES

• Acid pKa: 2.862115
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -2.4094882
• LogD (pH = 7.4): -2.3904915
• Log P: -2.759689
• Molar Refractivity: 162.4556 cm^3
• Polarizability: 57.90435 Å^3
• Polar Surface Area: 180.22 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C244115

Ceftazidime t-Butyl ester is an impurity of Ceftazidime (C244100). Ceftazidime impurity C.

REFERENCES

• Miyake, A., et al.: Antimicrob. Agents Chemother., 486, 182 (1989)
• Seibert, G., et al.: Arzneim.-Forsch., 33, 1084 (1989)