Compound ID | 1894

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Cefotetan

Class: Beta-lactam (cephalosporin, second generation)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria and against many Enterobacteriaceae; it is less vulnerable to extended-spectum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporin (cephamycin), derived from Cephalosporin C
Year first mentioned: 1981
Development status: Approved, off-patent
Chemical structure(s):
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Molecular weight: 575.62
Iso. SMILES: CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)O)S4)OC)SC2)C(=O)O
InChI Key: SRZNHPXWXCNNDU-RHBCBLIFSA-N
Can. SMILES: CN1C(=NN=N1)SCC2=C(C(=O)O)N3C(=O)[C@]([C@H]3SC2)(NC(=O)C4SC(=C(C(=O)N)C(=O)O)S4)OC
InChI: InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30)/t13?,15-,17+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/53025
Guide to Pharmacology: cefotetan
Citation: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8552722/

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