Compound ID | 1904

Cefdinir

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: 1979
Development status: Approved, off-patent
Chemical structure(s):
Canonical SMILES: C=CC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)/C(=N\O)/C3=CSC(=N3)N
Isomeric SMILES: C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\O)/C3=CSC(=N3)N)SC1)C(=O)O
InChI: InChI=1S/C14H13N5O5S2/c1-2-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24)6-4-26-14(15)16-6/h2,4,8,12,24H,1,3H2,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1
InChI Key: RTXOFQZKPXMALH-GHXIOONMSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/6915944
External links:
Guide to Pharmacology: cefdinir
Main Source: https://pubmed.ncbi.nlm.nih.gov/12017394/
Citation: https://pubmed.ncbi.nlm.nih.gov/15212560/

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