CHEBI:50199 - pefloxacin

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ChEBI Name pefloxacin
ChEBI ID CHEBI:50199
Definition A quinolone that is 4-oxo-1,4-dihydroquinoline which is substituted at positions 1, 3, 6 and 7 by ethyl, carboxy, fluorine, and 4-methylpiperazin-1-yl groups, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H20FN3O3
Net Charge 0
Average Mass 333.35740
Monoisotopic Mass 333.149
InChI InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)
InChIKey FHFYDNQZQSQIAI-UHFFFAOYSA-N
SMILES CCn1cc(C(O)=O)c(=O)c2cc(F)c(cc12)N1CCN(C)CC1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
antibacterial drug
A drug used to treat or prevent bacterial infections.
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): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pefloxacin (CHEBI:50199) has role antibacterial drug (CHEBI:36047)
pefloxacin (CHEBI:50199) has role antiinfective agent (CHEBI:35441)
pefloxacin (CHEBI:50199) has role DNA synthesis inhibitor (CHEBI:59517)
pefloxacin (CHEBI:50199) is a N-alkylpiperazine (CHEBI:46845)
pefloxacin (CHEBI:50199) is a N-arylpiperazine (CHEBI:46848)
pefloxacin (CHEBI:50199) is a fluoroquinolone antibiotic (CHEBI:87211)
pefloxacin (CHEBI:50199) is a monocarboxylic acid (CHEBI:25384)
pefloxacin (CHEBI:50199) is a quinolone (CHEBI:23765)
pefloxacin (CHEBI:50199) is a quinolone antibiotic (CHEBI:86324)
Incoming pefloxacin mesylate (CHEBI:50194) has part pefloxacin (CHEBI:50199)
IUPAC Name
1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
INNs Sources
pefloxacin ChemIDplus
pefloxacino ChemIDplus
pefloxacinum ChemIDplus
Synonyms Sources
Pefloxacine ChemIDplus
perfloxacin
Note: (2015-04-15) Rare variant spelling.
ChEBI
PFLX DrugBank
Brand Name Source
Labocton ChEBI
Manual Xrefs Databases
2071 DrugCentral
D02306 KEGG DRUG
DB00487 DrugBank
DE2840910 Patent
HMDB0014630 HMDB
LSM-5653 LINCS
Pefloxacin Wikipedia
US4292317 Patent
US5095112 Patent
View more database links
Registry Numbers Types Sources
567618 Reaxys Registry Number Reaxys
567618 Beilstein Registry Number Beilstein
70458-92-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
25879817 PubMed citation Europe PMC
26292292 PubMed citation Europe PMC
26963935 PubMed citation Europe PMC
7622257 PubMed citation Europe PMC
8713436 PubMed citation Europe PMC
Last Modified
22 February 2017