CHEBI:100241 - ciprofloxacin

ChEBI IDCHEBI:100241
ChEBI Nameciprofloxacin
Stars
DefinitionA quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.
Secondary ChEBI IDsCHEBI:3717, CHEBI:41638, CHEBI:102718
Last Modified24 August 2022
DownloadsMolfile
FormulaC17H18FN3O3
Net Charge0
Average Mass331.347
Monoisotopic Mass331.13322
SMILESO=C(O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O
InChIInChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
InChIKeyMYSWGUAQZAJSOK-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:
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.
antibacterial drug  A drug used to treat or prevent bacterial infections.
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
topoisomerase IV inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase IV, which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor  A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
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:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
ciprofloxacin (CHEBI:100241) has role antibacterial drug (CHEBI:36047)
ciprofloxacin (CHEBI:100241) has role antiinfective agent (CHEBI:35441)
ciprofloxacin (CHEBI:100241) has role antimicrobial agent (CHEBI:33281)
ciprofloxacin (CHEBI:100241) has role DNA synthesis inhibitor (CHEBI:59517)
ciprofloxacin (CHEBI:100241) has role EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
ciprofloxacin (CHEBI:100241) has role environmental contaminant (CHEBI:78298)
ciprofloxacin (CHEBI:100241) has role topoisomerase IV inhibitor (CHEBI:53559)
ciprofloxacin (CHEBI:100241) has role xenobiotic (CHEBI:35703)
ciprofloxacin (CHEBI:100241) is a N-arylpiperazine (CHEBI:46848)
ciprofloxacin (CHEBI:100241) is a aminoquinoline (CHEBI:36709)
ciprofloxacin (CHEBI:100241) is a cyclopropanes (CHEBI:51454)
ciprofloxacin (CHEBI:100241) is a fluoroquinolone antibiotic (CHEBI:87211)
ciprofloxacin (CHEBI:100241) is a quinolinemonocarboxylic acid (CHEBI:26512)
ciprofloxacin (CHEBI:100241) is a quinolone (CHEBI:23765)
ciprofloxacin (CHEBI:100241) is a quinolone antibiotic (CHEBI:86324)
ciprofloxacin (CHEBI:100241) is conjugate base of ciprofloxacin(1+) (CHEBI:192486)
ciprofloxacin (CHEBI:100241) is tautomer of ciprofloxacin zwitterion (CHEBI:192484)
Incoming Relation(s)
3-oxociprofloxacin (CHEBI:192773) has functional parent ciprofloxacin (CHEBI:100241)
sulfociprofloxacin (CHEBI:192798) has functional parent ciprofloxacin (CHEBI:100241)
ciprofloxacin hydrochloride (anhydrous) (CHEBI:310388) has part ciprofloxacin (CHEBI:100241)
ciprofloxacin(1+) (CHEBI:192486) is conjugate acid of ciprofloxacin (CHEBI:100241)
ciprofloxacin zwitterion (CHEBI:192484) is tautomer of ciprofloxacin (CHEBI:100241)
IUPAC Name 
1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
INNs  Source
ciprofloxacinChemIDplus
ciprofloxacineChemIDplus
ciprofloxacinoChemIDplus
ciprofloxacinumChemIDplus
Synonyms  Source
1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acidChemIDplus
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acidChEMBL
1-CYCLOPROPYL-6-FLUORO-4-OXO-7-PIPERAZIN-1-YL-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACIDPDBeChem
1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acidChEMBL
1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acidChEMBL
1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acidChEMBL
Manual XrefsDatabases
1763VSDB
659DrugCentral
C05349KEGG COMPOUND
CiprofloxacinWikipedia
CPFPDBeChem
D00186KEGG DRUG
DB00537DrugBank
DE3142854Patent
HMDB0014677HMDB
LSM-5226LINCS
US4670444Patent
Registry NumbersSources
Reaxys:3568352Reaxys
CAS:85721-33-1ChemIDplus
CAS:85721-33-1KEGG COMPOUND
Citations