Flumequine

Class: Fluoroquinolone

Spectrum of activity:	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. Used for uncomplicated urinary tract infections
Year first mentioned:	1973
Development status:	Approved, off-patent, discontinued in most countries
Reason Dropped:	Ocular toxicity, liver toxicity, genotoxic carcinogen

Chemical structure(s):
Canonical SMILES:	CC1CCC2=C3C(=CC(=C2)F)C(=O)C(=CN13)C(=O)O
Isomeric SMILES:	CC1CCC2=C3N1C=C(C(=O)C3=CC(=C2)F)C(=O)O
InChI:	InChI=1S/C14H12FNO3/c1-7-2-3-8-4-9(15)5-10-12(8)16(7)6-11(13(10)17)14(18)19/h4-7H,2-3H2,1H3,(H,18,19)
InChI Key:	DPSPPJIUMHPXMA-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/3374

External links:
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399897/
Citation:	https://www.ema.europa.eu/en/documents/mrl-report/flumequine-summary-report-2-committee-veterinary-medicinal-products_en.pdf