EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:77568 - trovafloxacin mesylate

Default Structure
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 A broad-spectrum antibiotic that was withdrawn from the market due to risk of liver failure.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:
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.
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
hepatotoxic agent  A role played by a chemical compound exhibiting itself through the ability to induce damage to the liver in animals.
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)
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 
(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
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
Synonyms  Source
CP-99,219-27ChEMBL
CP-99219-27ChEMBL
trovafloxacin methanesulfonateChEBI
trovafloxacin monomesylateChEBI
Trovafloxacin monomethanesulfonateChemIDplus
Brand Names  Source
TrovanKEGG DRUG
Trovan mesylateChEMBL
Manual XrefsDatabases
D02123KEGG DRUG
DB00685DrugBank
EP0930068Patent
NZ553119Patent
TrovafloxacinWikipedia
Registry NumbersSources
Reaxys:8180672Reaxys
CAS:147059-75-4ChemIDplus
Citations