Compound ID | 2030

Enoxacin

Synonym(s): Penetrex

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. Mostly topical use.
Institute where first reported: Sanofi Aventis US
Year first mentioned: 1983
Highest developmental phase: Approved by FDA in 1991
Development status: Discontinued
Reason Dropped: Phototoxicity
Chemical structure(s):
Canonical SMILES: CCN1C=C(C(=O)C2=C1N=C(C(=C2)F)N3CCNCC3)C(=O)O
Isomeric SMILES: CCN1C=C(C(=O)C2=CC(=C(N=C21)N3CCNCC3)F)C(=O)O
InChI: InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)
InChI Key: IDYZIJYBMGIQMJ-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/3229
External links:
Guide to Pharmacology: enoxacin
Main Source: https://pubmed.ncbi.nlm.nih.gov/8652079/
Citation: https://pubmed.ncbi.nlm.nih.gov/15917145/

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