1.0 2016-05-22 03:28:43 UTC 2026-08-18 16:38:42 UTC Nalidixic acid SmallMolecule Nalidixic acid is an organic compound with the formula C12H12N2O3 and an average molecular weight of 232.24 g/mol. Nalidixic acid belongs to the naphthyridines, a subclass of diazanaphthalenes within the organic compounds. It is categorized as an organoheterocyclic compound. The compound is found in or released from 23 recorded sources across several sectors. In healthcare, pharmaceuticals, and veterinary products, it is used as an antibiotic and among quinolone antibacterials. It is associated with food, food processing, and cookware, specifically in food preservation, the processing of meats, and the preparation of vinegar. It is also linked to household cleaning and consumer products, including bleaching agents, pipe accessories, perfumes within detergents and soaps, cigar cigarettes, and non-electric simulated smoking devices. Within electrical and electronic equipment, sources include electrodes, antennas, electrically stimulated smoking devices, electric hearing aids, and discharge tubes with liquid pool cathodes, among four other sources. Additionally, it is found in building and construction materials such as ladders. Recorded exposure routes for the compound include oral and inhalation. At the molecular level, nalidixic acid acts on four recorded protein targets. It functions as an inhibitor of DNA gyrase subunit A (gyrA) and DNA gyrase subunit B (gyrB). Furthermore, it targets DNA topoisomerase 2-alpha (TOP2A) and DNA topoisomerase 2-beta (TOP2B). Human Neurotoxin 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid Tannase C12H12N2O3 232.2353 232.08479226 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid nalidixic acid 389-08-2 CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C)C=C2 InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17) MHWLWQUZZRMNGJ-UHFFFAOYSA-N Organic compounds Organoheterocyclic compounds Diazanaphthalenes Naphthyridines Naphthyridine carboxylic acids and derivatives Azacyclic compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Methylpyridines Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Pyridinecarboxylic acids Vinylogous amides Aromatic heteropolycyclic compound Azacycle Carboxylic acid Carboxylic acid derivative Heteroaromatic compound Hydrocarbon derivative Methylpyridine Monocarboxylic acid or derivatives Naphthyridine carboxylic acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyridine Pyridine carboxylic acid Pyridine carboxylic acid or derivatives Vinylogous amide Aromatic heteropolycyclic compounds 1,8-naphthyridine derivative 4-Quinolones monocarboxylic acid quinolone antibiotic Detected and Not Quantified Nalidixic acid Drug Metabolism Action Pathway SMP0143220 Nalidixic acid Predicted Metabolism Pathway SMP0174549 logp 0.79 logp 0.95 ALOGPS logs -2.00 ALOGPS solubility 2.30e+00 g/l ALOGPS logp 1.01 ChemAxon pka_strongest_acidic 5.95 ChemAxon pka_strongest_basic 4.68 ChemAxon iupac 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid ChemAxon average_mass 232.2353 ChemAxon mono_mass 232.08479226 ChemAxon smiles CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C)C=C2 ChemAxon formula C12H12N2O3 ChemAxon inchi InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17) ChemAxon inchikey MHWLWQUZZRMNGJ-UHFFFAOYSA-N ChemAxon polar_surface_area 70.5 ChemAxon refractivity 62.82 ChemAxon polarizability 23.65 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7224cd1908> DB00779 4421 4268 BE0008382 BE0000799 BE0000742 BE0002425