Compound ID | 1905

Cefditoren

Class: Beta-lactam (cephalosporin, third 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 but vulnerable to extended-spectum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporine, derived from Cephalosporin C. Oral application
Year first mentioned: 1984
Development status: Approved, off-patent
Chemical structure(s):
Canonical SMILES: CC1=C(/C=C\C2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC=N1
Isomeric SMILES: CC1=C(SC=N1)/C=C\C2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O
InChI: InChI=1S/C19H18N6O5S3/c1-8-11(33-7-21-8)4-3-9-5-31-17-13(16(27)25(17)14(9)18(28)29)23-15(26)12(24-30-2)10-6-32-19(20)22-10/h3-4,6-7,13,17H,5H2,1-2H3,(H2,20,22)(H,23,26)(H,28,29)/b4-3-,24-12-/t13-,17-/m1/s1
InChI Key: KMIPKYQIOVAHOP-YLGJWRNMSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/9870843
External links:
Guide to Pharmacology: cefditoren
Main Source: https://pubmed.ncbi.nlm.nih.gov/11817976/
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/19321284/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3518207/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6214181/
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