norfloxacin (CHEBI:100246)

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ChEBI Name	norfloxacin

ChEBI ID	CHEBI:100246

Definition	A quinolinemonocarboxylic acid with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:7629

Supplier Information	We are unable to retrieve the vendor information for this entry at this time. Please try again later.

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Formula

C16H18FN3O3

Net Charge

Average Mass

319.33080

Monoisotopic Mass

319.13322

InChI

InChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23)

InChIKey

OGJPXUAPXNRGGI-UHFFFAOYSA-N

SMILES

CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCNCC1

Roles Classification
Chemical Role(s):	environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects. 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. xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. 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	norfloxacin (CHEBI:100246) has role antibacterial drug (CHEBI:36047) norfloxacin (CHEBI:100246) has role DNA synthesis inhibitor (CHEBI:59517) norfloxacin (CHEBI:100246) has role environmental contaminant (CHEBI:78298) norfloxacin (CHEBI:100246) has role xenobiotic (CHEBI:35703) norfloxacin (CHEBI:100246) is a N-arylpiperazine (CHEBI:46848) norfloxacin (CHEBI:100246) is a fluoroquinolone antibiotic (CHEBI:87211) norfloxacin (CHEBI:100246) is a quinolinemonocarboxylic acid (CHEBI:26512) norfloxacin (CHEBI:100246) is a quinolone (CHEBI:23765) norfloxacin (CHEBI:100246) is a quinolone antibiotic (CHEBI:86324)

IUPAC Name

1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

Synonyms	Sources
1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid	ChemIDplus
1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsäure	ChemIDplus
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid	ChemIDplus
NFLX	KEGG DRUG

Last Modified

22 February 2017