cefpimizole   Click here for help

GtoPdb Ligand ID: 10779

Synonyms: CPIZ | U 63196E | U-63,196 | U-63196E
Compound class: Synthetic organic
Comment: Cefpimizole (U 63196E) is a third-generation cephalosporin antibacterial with activity against Gram-positive and Gram-negative bacilli [1-2].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 5
Rotatable bonds 14
Topological polar surface area 276.55
Molecular weight 670.12
XLogP 0.92
No. Lipinski's rules broken 2
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Canonical SMILES O=C([C@@H](c1ccccc1)NC(=O)c1nc[nH]c1C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C[n+]1ccc(cc1)CCS(=O)(=O)[O-]
Isomeric SMILES O=C([C@@H](c1ccccc1)NC(=O)c1nc[nH]c1C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C[n+]1ccc(cc1)CCS(=O)(=O)[O-]
InChI InChI=1S/C28H26N6O10S2/c35-23(18(16-4-2-1-3-5-16)31-24(36)19-20(27(38)39)30-14-29-19)32-21-25(37)34-22(28(40)41)17(13-45-26(21)34)12-33-9-6-15(7-10-33)8-11-46(42,43)44/h1-7,9-10,14,18,21,26H,8,11-13H2,(H5-,29,30,31,32,35,36,38,39,40,41,42,43,44)/t18-,21-,26-/m1/s1
No information available.
Summary of Clinical Use Click here for help
Clinical development was not progressed beyond Phase 1 as cefpimizole had a similar activity spectrum to other cephalosporins and suffered from a poor plasma half-life [1].