Compound ID | 2039

Pefloxacin

Class: Fluoroquinolone

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to type II topoisomerases, gyrase and topoisomerase IV and thus, inhibits DNA cleavage and ligation reactions. It kills bacterial cells by increasing the concentration of enzyme–DNA cleavage complexes, thereby inhibiting cell replication.
Description: Synthetic quinoline derivative.
Year first mentioned: 1979
Development status: Approved, off-patent, not available in many countries
Chemical structure(s):
Canonical SMILES: CCN1C=C(C(=O)C2=C1C=C(C(=C2)F)N3CCN(C)CC3)C(=O)O
Isomeric SMILES: CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCN(CC3)C)F)C(=O)O
InChI: InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)
InChI Key: FHFYDNQZQSQIAI-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/51081
External links:
Guide to Pharmacology: pefloxacin
Main Source: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC89784/
Citation: https://www.ema.europa.eu/en/news/disabling-potentially-permanent-side-effects-lead-suspension-restrictions-quinolone-fluoroquinolone

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