Repositioning Candidate Details

Candidate ID: R0296
Source ID: DB00827
Source Type: approved; investigational; withdrawn
Compound Type: small molecule
Compound Name: Cinoxacin
Synonyms: 1-ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylic acid; 5-Ethyl-8-oxo-5,8-dihydro-1,3-dioxa-5,6-diaza-cyclopenta[b]naphthalene-7-carboxylic acid
Molecular Formula: C12H10N2O5
SMILES: CCN1N=C(C(O)=O)C(=O)C2=CC3=C(OCO3)C=C12
Structure:
DrugBank Description: Synthetic antimicrobial related to oxolinic acid and nalidixic acid and used in urinary tract infections.
CAS Number: 28657-80-9
Molecular Weight: 262.2182
DrugBank Indication: For the treatment of initial and recurrent urinary tract infections in adults caused by the following susceptible microorganisms: <i>Escherichia coli</i>, <i>Proteus mirabilis</i>, <i>Proteus vulgaris</i>, <i>Klebsiella</i> species (including <i>K. pneumoniae</i>), and <i>Enterobacter</i> species.
DrugBank Pharmacology: Cinoxacin is a synthetic antibacterial agent with <i>in vitro</i> activity against many gram-negative aerobic bacteria, particularly strains of the Enterobacteriaceae family. Cinoxacin inhibits bacterial deoxyribonucleic acid (DNA) synthesis, is bactericidal, and is active over the entire urinary pH range. Cross resistance with nalidixic acid has been demonstrated.
DrugBank MoA: Evidence exists that cinoxacin binds strongly, but reversibly, to DNA, interfering with synthesis of RNA and, consequently, with protein synthesis. It appears to also inhibit DNA gyrase. This enzyme is necessary for proper replicated DNA separation. By inhibiting this enzyme, DNA replication and cell division is inhibited.
Targets: DNA gyrase subunit A inhibitor; DNA intercalation
Inclusion Criteria: Indication associated