lesinurad   Click here for help

GtoPdb Ligand ID: 7673

Synonyms: RDEA-594 | RDEA594 | Zurampic®
Approved drug
lesinurad is an approved drug (FDA (2015), EMA (2016))
Compound class: Synthetic organic
Comment: Lesinurad is an orally available inhibitor of URAT1, the renal transporter that regulates uric acid excretion from the body [1-2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 92.79
Molecular weight 403
XLogP 5.93
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)CSc1nnc(n1c1ccc(c2c1cccc2)C1CC1)Br
Isomeric SMILES OC(=O)CSc1nnc(n1c1ccc(c2c1cccc2)C1CC1)Br
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)
1. Burns CM, Wortmann RL. (2011)
Gout therapeutics: new drugs for an old disease.
Lancet, 377 (9760): 165-77. [PMID:20719377]
2. Yeh L, Shen Z and Kerr B. (2009)
RDEA594: a potent URAT1 inhibitor without affecting other important renal transporters, OAT1 and OAT 3 [abstract].
Ann Rheum Dis, 68: A320.