Compound ID | 1878
Class: Beta-lactam (cephalosporin, first 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 moderately against Enterobacteriaceae but high resistance rates in Enterobacteriaceae |
Description: | Semisynthetic Cephalosporin, derived from Cephalosporin C |
Year first mentioned: | 1967 |
Highest developmental phase: | Approved by FDA in 1987 |
Development status: | Approved, off-patent |
Chemical structure(s): | |
Canonical SMILES: | CC1=NN=C(SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)CN4C=NN=N4)S1 |
Isomeric SMILES: | CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O |
InChI: | InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1 |
InChI Key: | MLYYVTUWGNIJIB-BXKDBHETSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/33255 |
External links: | |
Guide to Pharmacology: | cefazolin |
Main Source: | https://pubmed.ncbi.nlm.nih.gov/1105179/ |
Citations: |
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