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CHEBI:85176 - finafloxacin

ChEBI IDCHEBI:85176
ChEBI Namefinafloxacin
Stars
DefinitionA 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.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC20H19FN4O4
Net Charge0
Average Mass398.394
Monoisotopic Mass398.13903
SMILES[H][C@]12CN(c3c(F)cc4c(=O)c(C(=O)O)cn(C5CC5)c4c3C#N)C[C@]1([H])OCCN2
InChIInChI=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
InChIKeyFYMHQCNFKNMJAV-HOTGVXAUSA-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:
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:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
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
finafloxacinKEGG DRUG
Brand Name  Source
XtoroKEGG DRUG
Manual XrefsDatabases
D10575KEGG DRUG
FinafloxacinWikipedia
WO2011003091Patent
4920DrugCentral
Registry NumbersSources
Reaxys:14830297Reaxys
CAS:209342-40-5KEGG DRUG
CAS:209342-40-5ChemIDplus
Citations