LESINURAD

Search structure
Trade Names:
Synonyms:
Status: Approved (2015)
Entry Type: Small molecule
Molecule Category: Parent
ATC: M04AB05
UNII: 09ERP08I3W

Structure
InChI Key FGQFOYHRJSUHMR-UHFFFAOYSA-N
Smile O=C(O)CSc1nnc(Br)n1-c1ccc(C2CC2)c2ccccc12
InChI
InChI=1S/C17H14BrN3O2S/c18-16-19-20-17(24-9-15(22)23)21(16)14-8-7-11(10-5-6-10)12-3-1-2-4-13(12)14/h1-4,7-8,10H,5-6,9H2,(H,22,23)

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H14BrN3O2S
Molecular Weight 404.29
AlogP 4.24
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 68.01
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 24.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Solute carrier family 22 member 12 inhibitor FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- 17300-39300 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 10600-61700 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 31200-78700 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 32600-92100 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 31000-74400 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 3530-15100 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Gout 4 D006073 ClinicalTrials
Hyperuricemia 4 D033461 FDA

Related Entries

Scaffolds

Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
9.69
Cardiac disorders
8.67
Musculoskeletal and connective tissue disorders
8.16
Renal and urinary disorders
8.16
Skin and subcutaneous tissue disorders
8.16
Gastrointestinal disorders
7.65
Injury, poisoning and procedural complications
7.65
Investigations
6.63
Metabolism and nutrition disorders
6.63
Nervous system disorders
6.63
Vascular disorders
6.12
Infections and infestations
4.08
Psychiatric disorders
3.57
Respiratory, thoracic and mediastinal disorders
3.06
Immune system disorders
2.04

Cross References

Resources Reference
CAS NUMBER 878672-00-5
ChEBI 90929
ChEMBL CHEMBL2105720
DrugBank DB11560
DrugCentral 5075
FDA SRS 09ERP08I3W
Guide to Pharmacology 7673
PharmGKB PA166160006
PubChem 53465279
SureChEMBL SCHEMBL842962
ZINC ZINC000084757007
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