enoxacin (CHEBI:157175)

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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

Average Mass

320.31890

Monoisotopic Mass

320.12847

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 ) Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

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.

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

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

Last Modified

22 February 2017