EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:77568 - trovafloxacin mesylate

ChEBI IDCHEBI:77568
ChEBI Nametrovafloxacin mesylate
Stars
DefinitionA methanesulfonate (mesylate) salt prepared from equimolar amounts of trovafloxacin and methanesulfonic acid. A broad-spectrum antibiotic that was withdrawn from the market due to risk of liver failure.
Last Modified4 March 2014
SubmitterSteve
DownloadsMolfile
FormulaC20H15F3N4O3.CH4O3S
Net Charge0
Average Mass512.466
Monoisotopic Mass512.09774
SMILESCS(=O)(=O)O.[H][C@@]12CN(c3nc4c(cc3F)c(=O)c(C(=O)O)cn4-c3ccc(F)cc3F)C[C@]1([H])[C@H]2N
InChIInChI=1S/C20H15F3N4O3.CH4O3S/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24;1-5(2,3)4/h1-4,7,10-11,16H,5-6,24H2,(H,29,30);1H3,(H,2,3,4)/t10-,11+,16+;
InChIKeyDYNZICQDCVYXFW-AHZSKCOESA-N
Wikipedia
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
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.
hepatotoxic agent  A role played by a chemical compound exhibiting itself through the ability to induce damage to the liver in animals.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
trovafloxacin mesylate (CHEBI:77568) has part trovafloxacin(1+) (CHEBI:77569)
trovafloxacin mesylate (CHEBI:77568) has role antibacterial drug (CHEBI:36047)
trovafloxacin mesylate (CHEBI:77568) has role antimicrobial agent (CHEBI:33281)
trovafloxacin mesylate (CHEBI:77568) has role DNA synthesis inhibitor (CHEBI:59517)
trovafloxacin mesylate (CHEBI:77568) has role hepatotoxic agent (CHEBI:50908)
trovafloxacin mesylate (CHEBI:77568) has role topoisomerase IV inhibitor (CHEBI:53559)
trovafloxacin mesylate (CHEBI:77568) is a methanesulfonate salt (CHEBI:38037)
IUPAC Names 
7-[(1R,5S,6s)-6-amino-3-azabicyclo[3.1.0]hex-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid methanesulfonate
(1R,5S,6s)-3-[6-carboxy-8-(2,4-difluorophenyl)-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl]-3-azabicyclo[3.1.0]hexan-6-aminium methanesulfonate
Synonyms  Source
Trovafloxacin monomethanesulfonateChemIDplus
trovafloxacin monomesylateChEBI
trovafloxacin methanesulfonateChEBI
Brand Name  Source
TrovanKEGG DRUG
Manual XrefsDatabases
D02123KEGG DRUG
DB00685DrugBank
EP0930068Patent
NZ553119Patent
TrovafloxacinWikipedia
Registry NumbersSources
Reaxys:8180672Reaxys
CAS:147059-75-4ChemIDplus
Citations