cefatrizine   Click here for help

GtoPdb Ligand ID: 12204

Synonyms: BL-S640
Compound class: Synthetic organic
Comment: Cefatrizine is a semisynthetic first generation cephalosporin belonging to the β-lactam class of antibacterial compounds.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 225.13
Molecular weight 462.08
XLogP -1.55
No. Lipinski's rules broken 0
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Canonical SMILES O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1n[nH]nc1
Isomeric SMILES C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccc(cc1)O)N)C(=O)O)CSc1n[nH]nc1
InChI InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1
1. Overturf GD, Ressler RL, Marengo PB, Wilkins J. (1975)
In vitro evaluation of BL-S640, a new oral cephalosporin antibiotic.
Antimicrob Agents Chemother, 8 (3): 305-10. [PMID:1167042]
2. Vuye A, Pijck J, Soep H. (1976)
In vitro activity of BL-s640 against gram-negative bacilli and Staphylococcus aureus compared with activity of four other semisynthetic cephalosporins.
Antimicrob Agents Chemother, 9 (3): 422-32. [PMID:1259401]