Compound ID | 2045

Piromidic acid

Class: Quinolone

Spectrum of activity: Gram-negative
Details of activity: Binds to type II topoisomerases, gyrase and topoisomerase IV and thus, inhibits DNA cleavage and ligation reactions. It kills bacterial cells by increasing the concentration of enzyme–DNA cleavage complexes, thereby inhibiting cell replication.
Description: Synthetic pyridopyrimidine derivative, closely related to oxolinic acid and nalidixic acid
Year first mentioned: 1967
Development status: Approved, withdrawn in most countries
Chemical structure(s):
Canonical SMILES: CCN1C=C(C(=O)C2=C1N=C(N=C2)N3CCCC3)C(=O)O
Isomeric SMILES: CCN1C=C(C(=O)C2=CN=C(N=C21)N3CCCC3)C(=O)O
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)
InChI Key: RCIMBBZXSXFZBV-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/4855
External links:
Guide to Pharmacology: piromidic acid
Main Source: https://academic.oup.com/jambio/article-abstract/44/2/191/6729064?redirectedFrom=fulltext

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