CHEBI:85176 - finafloxacin

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ChEBI Name finafloxacin
ChEBI ID CHEBI:85176
Definition A quinolone that is 4-oxo-1,4-dihydroquinoline-3-carboxylic acid which is substituted at positions 1, 6, 7 and 8 by cyclopropyl, fluoro, hexahydropyrrolo[3,4-b][1,4]oxazin-6-yl and cyano groups respectively; an antibiotic used for treatment of acute otitis externa (swimmer's ear) caused by the bacteria Pseudomonas aeruginosa and Staphylococcus aureus.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H19FN4O4
Net Charge 0
Average Mass 398.38770
Monoisotopic Mass 398.13903
InChI InChI=1S/C20H19FN4O4/c21-14-5-11-17(25(10-1-2-10)7-13(19(11)26)20(27)28)12(6-22)18(14)24-8-15-16(9-24)29-4-3-23-15/h5,7,10,15-16,23H,1-4,8-9H2,(H,27,28)/t15-,16-/m0/s1
InChIKey FYMHQCNFKNMJAV-HOTGVXAUSA-N
SMILES OC(=O)c1cn(C2CC2)c2c(C#N)c(N3C[C@@H]4NCCO[C@H]4C3)c(F)cc2c1=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial drug
A drug used to treat or prevent bacterial infections.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing finafloxacin (CHEBI:85176) has role antibacterial drug (CHEBI:36047)
finafloxacin (CHEBI:85176) has role antimicrobial agent (CHEBI:33281)
finafloxacin (CHEBI:85176) is a cyclopropanes (CHEBI:51454)
finafloxacin (CHEBI:85176) is a monocarboxylic acid (CHEBI:25384)
finafloxacin (CHEBI:85176) is a nitrile (CHEBI:18379)
finafloxacin (CHEBI:85176) is a organofluorine compound (CHEBI:37143)
finafloxacin (CHEBI:85176) is a quinolone (CHEBI:23765)
finafloxacin (CHEBI:85176) is a secondary amino compound (CHEBI:50995)
finafloxacin (CHEBI:85176) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
8-cyano-1-cyclopropyl-6-fluoro-7-[(4aS,7aS)-hexahydropyrrolo[3,4-b][1,4]oxazin-6(2H)-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
INN Source
finafloxacin KEGG DRUG
Brand Name Source
Xtoro KEGG DRUG
Manual Xrefs Databases
4920 DrugCentral
D10575 KEGG DRUG
Finafloxacin Wikipedia
WO2011003091 Patent
View more database links
Registry Numbers Types Sources
14830297 Reaxys Registry Number Reaxys
209342-40-5 CAS Registry Number ChemIDplus
209342-40-5 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
20100879 PubMed citation Europe PMC
20940181 PubMed citation Europe PMC
21245444 PubMed citation Europe PMC
21358200 PubMed citation Europe PMC
21596526 PubMed citation Europe PMC
21709093 PubMed citation Europe PMC
21709094 PubMed citation Europe PMC
21948963 PubMed citation Europe PMC
25264128 PubMed citation Europe PMC
Last Modified
22 February 2017