CHEBI:32019 - piromidic acid

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ChEBI Name piromidic acid
ChEBI ID CHEBI:32019
Definition A pyridopyrimidine that is 5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid, substituted at position 2 by a pyrrolidin-1-yl group and at position 8 by an ethyl group. A synthetic antibacterial which is used for the treatment of urinary tract and intestinal infections.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:94597
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Formula C14H16N4O3
Net Charge 0
Average Mass 288.302
Monoisotopic Mass 288.122
InChI InChI=1S/C14H16N4O3/c1-2-17-8-10(13(20)21)11(19)9-7-15-14(16-12(9)17)18-5-3-4-6-18/h7-8H,2-6H2,1H3,(H,20,21)
InChIKey RCIMBBZXSXFZBV-UHFFFAOYSA-N
SMILES CCN1C=C(C(=O)C2=CN=C(N=C21)N3CCCC3)C(O)=O
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): 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 piromidic acid (CHEBI:32019) has role antibacterial drug (CHEBI:36047)
piromidic acid (CHEBI:32019) has role DNA synthesis inhibitor (CHEBI:59517)
piromidic acid (CHEBI:32019) is a monocarboxylic acid (CHEBI:25384)
piromidic acid (CHEBI:32019) is a pyridopyrimidine (CHEBI:38932)
piromidic acid (CHEBI:32019) is a pyrrolidines (CHEBI:38260)
piromidic acid (CHEBI:32019) is a quinolone antibiotic (CHEBI:86324)
piromidic acid (CHEBI:32019) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
8-ethyl-5-oxo-2-(pyrrolidin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid
INNs Sources
acide piromidique WHO MedNet
ácido piromídico WHO MedNet
acidum piromidicum WHO MedNet
piromidic acid WHO MedNet
Synonyms Sources
8-ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid ChemIDplus
pyromidic acid DrugCentral
Brand Names Sources
Actrun C ChemIDplus
Bactramyl ChemIDplus
Enterol ChemIDplus
Gastrurol ChemIDplus
Panacid KEGG DRUG
Reelon ChemIDplus
Septural ChemIDplus
Uropir ChemIDplus
Manual Xrefs Databases
2209 DrugCentral
D01431 KEGG DRUG
LSM-5506 LINCS
Piromidic_acid Wikipedia
View more database links
Registry Numbers Types Sources
19562-30-2 CAS Registry Number DrugCentral
19562-30-2 CAS Registry Number ChemIDplus
625004 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1021250 PubMed citation Europe PMC
1274382 PubMed citation Europe PMC
3227506 PubMed citation Europe PMC
346547 PubMed citation Europe PMC
4939730 PubMed citation Europe PMC
526354 PubMed citation Europe PMC
535334 PubMed citation Europe PMC
5535400 PubMed citation Europe PMC
589722 PubMed citation Europe PMC
6222321 PubMed citation Europe PMC
670126 PubMed citation Europe PMC
772246 PubMed citation Europe PMC
975416 PubMed citation Europe PMC
975418 PubMed citation Europe PMC
Last Modified
26 October 2018