CHEBI:75250 - pipemidic acid

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ChEBI Name pipemidic acid
Definition A pyridopyrimidine that is 5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid substituted at position 2 by a piperazin-1-yl group and at position 8 by an ethyl group. A synthetic broad-spectrum antibacterial, it is used for treatment of gastrointestinal, biliary, and urinary infections.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H17N5O3
Net Charge 0
Average Mass 303.31650
Monoisotopic Mass 303.133
InChI InChI=1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)
SMILES CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCNCC1
Roles Classification
Chemical Role(s): 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.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via quinolone antibiotic )
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pipemidic acid (CHEBI:75250) has role antibacterial drug (CHEBI:36047)
pipemidic acid (CHEBI:75250) has role DNA synthesis inhibitor (CHEBI:59517)
pipemidic acid (CHEBI:75250) is a N-arylpiperazine (CHEBI:46848)
pipemidic acid (CHEBI:75250) is a amino acid (CHEBI:33709)
pipemidic acid (CHEBI:75250) is a monocarboxylic acid (CHEBI:25384)
pipemidic acid (CHEBI:75250) is a pyridopyrimidine (CHEBI:38932)
pipemidic acid (CHEBI:75250) is a quinolone antibiotic (CHEBI:86324)
-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid
INNs Sources
acide pipemidique ChemIDplus
acido pipemidico ChemIDplus
acidum pipemidicum ChemIDplus
pipemidic acid KEGG DRUG
Synonyms Sources
5,8-Dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid ChemIDplus
8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid ChemIDplus
Manual Xrefs Databases
1904 VSDB
2184 DrugCentral
HMDB0041989 HMDB
Pipemidic_acid Wikipedia
View more database links
Registry Numbers Types Sources
51940-44-4 CAS Registry Number ChemIDplus
51940-44-4 CAS Registry Number KEGG DRUG
626575 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16259938 PubMed citation Europe PMC
16908137 PubMed citation Europe PMC
20872568 PubMed citation Europe PMC
23799358 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
7178752 PubMed citation Europe PMC
Last Modified
19 June 2017