Compound ID | 1906

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Cefetamet

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Binds to bacterial penicillin-binding proteins (PBP); PBP inhibitor
Target Pathogen: Active against Gram-positive bacteria and against many Enterobacteriaceae but vulnerable to extended-spectrum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporine, derived from Cephalosporin C. Oral application as prodrug (cefetamet pivoxil)
Year first mentioned: 1985
Highest development stage: Approved
Development status: Approved
Chemical structure(s):
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Molecular weight: 397.43
Iso. SMILES: CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O
InChI Key: MQLRYUCJDNBWMV-GHXIOONMSA-N
Can. SMILES: CC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)/C(=N\OC)/C3=CSC(=N3)N
InChI: InChI=1S/C14H15N5O5S2/c1-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24-2)6-4-26-14(15)16-6/h4,8,12H,3H2,1-2H3,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5487888
Guide to Pharmacology: cefetamet
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/8222459/
  • https://link.springer.com/article/10.2165/00003495-199345040-00009

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