ceftazidime   Click here for help

GtoPdb Ligand ID: 10762

Synonyms: CAZ | Fortaz® | Fortum® | GR 20263 | GR-20263 | GR20263 | LY-139381 | LY139381 | Pentacef® | Tazicef®
Approved drug
ceftazidime is an approved drug (UK (1983), FDA (1985))
Compound class: Synthetic organic
Comment: Ceftazidime is a third generation cephalosporin bactericidal antibacterial [1]. The clinically administered drug is the pentahydrate form.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 244.76
Molecular weight 546.1
XLogP -1.19
No. Lipinski's rules broken 0
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Canonical SMILES O=C1[C@@H](NC(=O)/C(=N\OC(C(=O)O)(C)C)/c2csc(n2)N)[C@@H]2N1C(=C(CS2)C[n+]1ccccc1)C(=O)[O-]
Isomeric SMILES O=C1[C@@H](NC(=O)/C(=N\OC(C(=O)O)(C)C)/c2csc(n2)N)[C@@H]2N1C(=C(CS2)C[n+]1ccccc1)C(=O)[O-]
InChI InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34)/b26-13-/t14-,18-/m1/s1
1. O'Callaghan CH, Acred P, Harper PB, Ryan DM, Kirby SM, Harding SM. (1980)
GR 20263, a new broad-spectrum cephalosporin with anti-pseudomonal activity.
Antimicrob Agents Chemother, 17 (5): 876-83. [PMID:6994642]
2. Wise R, Andrews JM, Bedford KA. (1980)
Comparison of in vitro activity of GR 20263, a novel cephalosporin derivative, with activities of other beta-lactam compounds.
Antimicrob Agents Chemother, 17 (5): 884-9. [PMID:6772097]