CHEBI:101853 - gemifloxacin

ChEBI IDCHEBI:101853
ChEBI Namegemifloxacin
Stars
DefinitionA 1,4-dihydro-1,8-naphthyridine with a carboxy group at the 3-position, an oxo sustituent at the 4-position, a fluoro substituent at the 5-position and a substituted pyrrolin-1-yl group at the 7-position.
Last Modified22 February 2017
DownloadsMolfile
FormulaC18H20FN5O4
Net Charge0
Average Mass389.387
Monoisotopic Mass389.14993
SMILESCO/N=C1\CN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)CC1CN
InChIInChI=1S/C18H20FN5O4/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4-11-15(25)12(18(26)27)7-24(10-2-3-10)16(11)21-17/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27)/b22-14+
InChIKeyZRCVYEYHRGVLOC-HYARGMPZSA-N
Wikipedia
Roles Classification
Chemical Role:
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.
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.
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)
gemifloxacin (CHEBI:101853) has role antibacterial drug (CHEBI:36047)
gemifloxacin (CHEBI:101853) has role antimicrobial agent (CHEBI:33281)
gemifloxacin (CHEBI:101853) has role topoisomerase IV inhibitor (CHEBI:53559)
gemifloxacin (CHEBI:101853) is a 1,8-naphthyridine derivative (CHEBI:73537)
gemifloxacin (CHEBI:101853) is a fluoroquinolone antibiotic (CHEBI:87211)
gemifloxacin (CHEBI:101853) is a monocarboxylic acid (CHEBI:25384)
gemifloxacin (CHEBI:101853) is a quinolone antibiotic (CHEBI:86324)
Incoming Relation(s)
gemifloxacin mesylate (CHEBI:53749) has part gemifloxacin (CHEBI:101853)
IUPAC Name 
7-[3-(aminomethyl)-4-(methoxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
INN  Source
gemifloxacinKEGG DRUG
Manual XrefsDatabases
D08012KEGG DRUG
DB01155DrugBank
EP688772Patent
US5633262Patent
GemifloxacinWikipedia
1286DrugCentral
Registry NumbersSources
Beilstein:8361408Beilstein
CAS:175463-14-6DrugBank
CAS:175463-14-6ChemIDplus