CHEBI:157175 - enoxacin

ChEBI IDCHEBI:157175
ChEBI Nameenoxacin
Stars
DefinitionA 1,8-naphthyridine derivative that is 1,4-dihydro-1,8-naphthyridine with an ethyl group at the 1 position, a carboxy group at the 3-position, an oxo sustituent at the 4-position, a fluoro substituent at the 5-position and a piperazin-1-yl group at the 7 position. An antibacterial, it is used in the treatment of urinary-tract infections and gonorrhoea.
Secondary ChEBI IDCHEBI:4796
Last Modified22 February 2017
DownloadsMolfile
FormulaC15H17FN4O3
Net Charge0
Average Mass320.324
Monoisotopic Mass320.12847
SMILESCCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCNCC3)nc21
InChIInChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)
InChIKeyIDYZIJYBMGIQMJ-UHFFFAOYSA-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:
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
antibacterial drug  A drug used to treat or prevent bacterial infections.
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)
enoxacin (CHEBI:157175) has role antibacterial drug (CHEBI:36047)
enoxacin (CHEBI:157175) has role DNA synthesis inhibitor (CHEBI:59517)
enoxacin (CHEBI:157175) is a N-arylpiperazine (CHEBI:46848)
enoxacin (CHEBI:157175) is a 1,8-naphthyridine derivative (CHEBI:73537)
enoxacin (CHEBI:157175) is a amino acid (CHEBI:33709)
enoxacin (CHEBI:157175) is a fluoroquinolone antibiotic (CHEBI:87211)
enoxacin (CHEBI:157175) is a monocarboxylic acid (CHEBI:25384)
enoxacin (CHEBI:157175) is a quinolone antibiotic (CHEBI:86324)
IUPAC Name 
1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
INNs  Source
enoxacinumChemIDplus
enoxacinChemIDplus
enoxacineChemIDplus
enoxacinoChemIDplus
Synonyms  Source
EnoxacinKEGG COMPOUND
1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acidChEMBL
ENOXACINChEMBL
1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acidChemIDplus
Manual XrefsDatabases
C06979KEGG COMPOUND
D00310KEGG DRUG
EP9425Patent
US4352803Patent
US4359578Patent
DB00467DrugBank
EnoxacinWikipedia
LSM-5848LINCS
1013DrugCentral
1896VSDB
Registry NumbersSources
Reaxys:3628995Reaxys
CAS:74011-58-8KEGG COMPOUND
CAS:74011-58-8ChemIDplus
Citations