CHEBI:100246 - norfloxacin

ChEBI IDCHEBI:100246
ChEBI Namenorfloxacin
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:7629
Last Modified22 February 2017
DownloadsMolfile
FormulaC16H18FN3O3
Net Charge0
Average Mass319.336
Monoisotopic Mass319.13322
SMILESCCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCNCC3)cc21
InChIInChI=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)
InChIKeyOGJPXUAPXNRGGI-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
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:
antibacterial drug  A drug used to treat or prevent bacterial infections.
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
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.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
ChEBI Ontology
Outgoing Relation(s)
norfloxacin (CHEBI:100246) has role antibacterial agent (CHEBI:33282)
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 hepatoprotective agent (CHEBI:62868)
norfloxacin (CHEBI:100246) has role ophthalmology drug (CHEBI:66981)
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
INNs  Source
norfloxacinKEGG DRUG
norfloxacineChemIDplus
norfloxacinoChemIDplus
norfloxacinumChemIDplus
Synonyms  Source
1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acidChemIDplus
1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsäureChemIDplus
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acidChemIDplus
MK-366ChEMBL
NFLXKEGG DRUG
NSC-757250ChEMBL
Brand Names  Source
BaccidalChEMBL
ChibroxinChEMBL
NoroxinChEMBL
QuinabicChEMBL
UtinorChEMBL
Manual XrefsDatabases
1831VSDB
1967DrugCentral
BE863429Patent
C06687KEGG COMPOUND
D00210KEGG DRUG
DB01059DrugBank
DE2840910Patent
HMDB0015192HMDB
LSM-5286LINCS
NorfloxacinWikipedia
US4146719Patent
US4292317Patent
Registry NumbersSources
Gmelin:1576626Gmelin
Reaxys:567897Reaxys
CAS:70458-96-7KEGG COMPOUND
CAS:70458-96-7ChemIDplus
Citations