Compound ID | 2026

Levofloxacin

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, L-isomer of ofloxacin. Oral, intravenous and topical application.
Year first mentioned: 1985
Development status: Approved, off-patent
Chemical structure(s):
Canonical SMILES: C[C@H]1COC2=C(C(=CC3=C2N1C=C(C3=O)C(=O)O)F)N4CCN(C)CC4
Isomeric SMILES: C[C@H]1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O
InChI: InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m0/s1
InChI Key: GSDSWSVVBLHKDQ-JTQLQIEISA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/149096
External links:
Guide to Pharmacology: levofloxacin
Main Source: https://pubs.acs.org/doi/10.1021/bi5000564
Citations:
  • https://www.ema.europa.eu/en/medicines/human/referrals/quinolone-fluoroquinolone-containing-medicinal-products
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC90866/
  • https://www.tandfonline.com/doi/abs/10.1517/14740338.2013.796362?journalCode=ieds20
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