CHEBI:31810 - fleroxacin

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ChEBI Name fleroxacin
ChEBI ID CHEBI:31810
Definition A fluoroquinolone antibiotic that is 4-oxo-1,4-dihydroquinoline which is substituted at positions 1, 3, 6, 7 and 8 by 2-fluoroethyl, carboxy, fluoro, 4-methylpiperazin-1-yl and fluoro groups, respectively. It is active against many Gram-positive and Gram-negative bacteria.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H18F3N3O3
Net Charge 0
Average Mass 369.339
Monoisotopic Mass 369.130
InChI InChI=1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)
InChIKey XBJBPGROQZJDOJ-UHFFFAOYSA-N
SMILES C12=C(N(C=C(C(O)=O)C1=O)CCF)C(=C(N3CCN(CC3)C)C(F)=C2)F
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
topoisomerase IV inhibitor
A topoisomerase inhibitor that inhibits DNA topoisomerase IV, which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via fluoroquinolone antibiotic )
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fleroxacin (CHEBI:31810) has role antibacterial drug (CHEBI:36047)
fleroxacin (CHEBI:31810) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
fleroxacin (CHEBI:31810) has role topoisomerase IV inhibitor (CHEBI:53559)
fleroxacin (CHEBI:31810) is a N-alkylpiperazine (CHEBI:46845)
fleroxacin (CHEBI:31810) is a difluorobenzene (CHEBI:38582)
fleroxacin (CHEBI:31810) is a fluoroquinolone antibiotic (CHEBI:87211)
fleroxacin (CHEBI:31810) is a monocarboxylic acid (CHEBI:25384)
fleroxacin (CHEBI:31810) is a quinolines (CHEBI:26513)
IUPAC Name
6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
INN Source
fleroxacin ChemIDplus
Synonyms Sources
6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid- ChEBI
fleroxacine DrugBank
fleroxacino DrugBank
fleroxacinum DrugBank
Manual Xrefs Databases
1177 DrugCentral
C13179 KEGG COMPOUND
D01716 KEGG DRUG
DB04576 DrugBank
Fleroxacin Wikipedia
LSM-6633 LINCS
US4398029 Patent
View more database links
Registry Numbers Types Sources
4300996 Reaxys Registry Number Reaxys
4300996 Beilstein Registry Number ChemIDplus
79660-72-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
25143490 PubMed citation Europe PMC
26963935 PubMed citation Europe PMC
27301999 PubMed citation Europe PMC
3095363 PubMed citation Europe PMC
Last Modified
22 February 2017