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CHEBI:31810 - fleroxacin

ChEBI IDCHEBI:31810
ChEBI Namefleroxacin
Stars
DefinitionA 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC17H18F3N3O3
Net Charge0
Average Mass369.343
Monoisotopic Mass369.13003
SMILESCN1CCN(c2c(F)cc3c(=O)c(C(=O)O)cn(CCF)c3c2F)CC1
InChIInChI=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)
InChIKeyXBJBPGROQZJDOJ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
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.
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
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
fleroxacinChemIDplus
Synonyms  Source
fleroxacinoDrugBank
fleroxacinumDrugBank
fleroxacineDrugBank
6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid-ChEBI
Manual XrefsDatabases
C13179KEGG COMPOUND
D01716KEGG DRUG
LSM-6633LINCS
FleroxacinWikipedia
DB04576DrugBank
US4398029Patent
1177DrugCentral
Registry NumbersSources
Reaxys:4300996Reaxys
CAS:79660-72-3KEGG COMPOUND
CAS:79660-72-3ChemIDplus
Citations