Compound ID | 1880

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Cephaloridine

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: 1962
Highest developmental phase: Approved
Development status: Discontinued
Chemical structure(s):
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Molecular weight: 415.49
Iso. SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CS3)C(=O)[O-])C[N+]4=CC=CC=C4
InChI Key: CZTQZXZIADLWOZ-CRAIPNDOSA-N
Can. SMILES: C1=CC=[N+](C=C1)CC2=C(C(=O)[O-])N3C(=O)[C@H]([C@H]3SC2)NC(=O)CC4=CC=CS4
InChI: InChI=1S/C19H17N3O4S2/c23-14(9-13-5-4-8-27-13)20-15-17(24)22-16(19(25)26)12(11-28-18(15)22)10-21-6-2-1-3-7-21/h1-8,15,18H,9-11H2,(H-,20,23,25,26)/t15-,18-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5773
Guide to Pharmacology: cefaloridine
Citation: https://pubmed.ncbi.nlm.nih.gov/5359967/

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