CHEBI:157175 - enoxacin

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ChEBI Name enoxacin
ChEBI ID CHEBI:157175
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4796
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Formula C15H17FN4O3
Net Charge 0
Average Mass 320.31890
Monoisotopic Mass 320.128
InChI InChI=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)
InChIKey IDYZIJYBMGIQMJ-UHFFFAOYSA-N
SMILES CCn1cc(C(O)=O)c(=O)c2cc(F)c(nc12)N1CCNCC1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via quinolone antibiotic )
(via heterocyclic antibiotic )
(via fluoroquinolone antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing enoxacin (CHEBI:157175) has role antibacterial drug (CHEBI:36047)
enoxacin (CHEBI:157175) has role DNA synthesis inhibitor (CHEBI:59517)
enoxacin (CHEBI:157175) is a 1,8-naphthyridine derivative (CHEBI:73537)
enoxacin (CHEBI:157175) is a N-arylpiperazine (CHEBI:46848)
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 Sources
enoxacin ChemIDplus
enoxacine ChemIDplus
enoxacino ChemIDplus
enoxacinum ChemIDplus
Synonyms Sources
1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid ChemIDplus
1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ChEMBL
Enoxacin KEGG COMPOUND
ENOXACIN ChEMBL
Database Links Databases
1013 DrugCentral
C06979 KEGG COMPOUND
D00310 KEGG DRUG
DB00467 DrugBank
Enoxacin Wikipedia
EP9425 Patent
LSM-5848 LINCS
US4352803 Patent
US4359578 Patent
View more database links
Registry Numbers Types Sources
3628995 Reaxys Registry Number Reaxys
3628995 Beilstein Registry Number Beilstein
74011-58-8 CAS Registry Number KEGG COMPOUND
74011-58-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16644219 PubMed citation ChEMBL
8741236 PubMed citation Europe PMC
Last Modified
22 February 2017