NALIDIXIC ACID

Search structure
Trade Names:
Synonyms:
Status: Approved (1964)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J01MB02
UNII: 3B91HWA56M

Structure
InChI Key MHWLWQUZZRMNGJ-UHFFFAOYSA-N
Smile CCn1cc(C(=O)O)c(=O)c2ccc(C)nc21
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C12H12N2O3
Molecular Weight 232.24
AlogP 1.42
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 72.19
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 17.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial DNA gyrase inhibitor FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 1
Enzyme Isomerase
- 100000 - - -
Enzyme Oxidoreductase
- - - - 34
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 63
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 57500 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Osteomyelitis 0 D010019 ClinicalTrials

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Infections and infestations
19.05
Gastrointestinal disorders
14.81
General disorders and administration site conditions
12.7
Nervous system disorders
12.7
Psychiatric disorders
8.99
Injury, poisoning and procedural complications
4.76
Vascular disorders
4.76
Ear and labyrinth disorders
3.7
Cardiac disorders
3.17
Skin and subcutaneous tissue disorders
3.17
Respiratory, thoracic and mediastinal disorders
2.65
Hepatobiliary disorders
2.12
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
2.12

Cross References

Resources Reference
CAS NUMBER 389-08-2
ChEBI 100147
ChEMBL CHEMBL5
DrugBank DB00779
DrugCentral 1875
EPA CompTox DTXSID3020912
FDA SRS 3B91HWA56M
Human Metabolome Database HMDB0014917
KEGG C05079
PDB NIX
PharmGKB PA164746384
PubChem 4421
SureChEMBL SCHEMBL21736
ZINC ZINC000000057421
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