cefotaxime   Click here for help

GtoPdb Ligand ID: 10893

Synonyms: Claforan® | Ru-24756
Approved drug PDB Ligand
cefotaxime is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Cefotaxime is a third generation semisynthetic cephalosporin antibacterial that has broad spectrum activity against Gram positive and Gram negative bacteria. The active Ingredient in medications is cefotaxime sodium.
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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 9
Topological polar surface area 227.05
Molecular weight 455.06
XLogP -2.71
No. Lipinski's rules broken 0
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Canonical SMILES CO/N=C(/c1csc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)C
Isomeric SMILES CO/N=C(/c1csc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)C
InChI InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1
Bioactivity Comments
The MIC90 vs. beta-lactamase negative and beta-lactamase positive Haemophilus influenzae is 15 ng/ml in vitro [1].