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 Modified14 May 2026
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:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antiviral agent  A substance that destroys or inhibits replication of viruses.
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.
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.
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.
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:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
vasodilator agent  A drug used to cause dilation of the blood vessels.
antidiarrhoeal drug  Any drug found useful in the symptomatic treatment of diarrhoea.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
antibacterial drug  A drug used to treat or prevent bacterial infections.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
ChEBI Ontology
Outgoing Relation(s)
ciprofloxacin (CHEBI:100241) has role anti-ulcer drug (CHEBI:49201)
ciprofloxacin (CHEBI:100241) has role antibacterial agent (CHEBI:33282)
ciprofloxacin (CHEBI:100241) has role antibacterial drug (CHEBI:36047)
ciprofloxacin (CHEBI:100241) has role antidiarrhoeal drug (CHEBI:55323)
ciprofloxacin (CHEBI:100241) has role antiinfective agent (CHEBI:35441)
ciprofloxacin (CHEBI:100241) has role antimicrobial agent (CHEBI:33281)
ciprofloxacin (CHEBI:100241) has role antimicrobial agent (CHEBI:33281)
ciprofloxacin (CHEBI:100241) has role antineoplastic agent (CHEBI:35610)
ciprofloxacin (CHEBI:100241) has role antirheumatic drug (CHEBI:35842)
ciprofloxacin (CHEBI:100241) has role antiviral agent (CHEBI:22587)
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 ophthalmology drug (CHEBI:66981)
ciprofloxacin (CHEBI:100241) has role topoisomerase IV inhibitor (CHEBI:53559)
ciprofloxacin (CHEBI:100241) has role vasodilator agent (CHEBI:35620)
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)
N-acetylciprofloxacin (CHEBI:747742) 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
Brand Names  Source
CetraxalChEMBL
CiproChEMBL
Ciprofloxacin component of ciprodexChEMBL
OtiprioChEMBL
VelmonitChEMBL
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