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Compound Detail

CHEMBL2105720

LESINURAD
💊 Approved Drug
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💊 Approved Drug
O=C(O)CSc1nnc(Br)n1-c1ccc(C2CC2)c2ccccc12

Basic Information

ChEMBL ID CHEMBL2105720
Name LESINURAD
Phase Approved
Structure Type MOL
InChI Key FGQFOYHRJSUHMR-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Lesinurad Lesinurad component of duzallo RDEA 594 RDEA-594 RDEA594 Zurampic
8
Targets
41
Activities
1
Assay Types
30
PK Parameters
20
Publications
6
Known Names
2
Indications
1
Mechanisms

Molecular Properties

404.3
MW (Da)
4.24
ALogP
5
HBA
1
HBD
68.0
PSA (Ų)
0.64
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2015
Availability Discontinued
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -inurad
USAN Year 2010

Extended Properties

Molecular Formula C17H14BrN3O2S
MW 404.29
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -1.14

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Solute carrier family 22 member 12 inhibitor INHIBITOR Solute carrier family 22 member 12

Indications

Gout Hyperuricemia

ATC Classification

M04AB05
lesinurad
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIGOUT PREPARATIONS

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 41 meas. best 5.69

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 22 member 11
CHEMBL2073677
IC50 5.69 5.42 2030.0 3
Solute carrier family 22 member 12
CHEMBL6120
IC50 5.45 4.995 3530.0 24
Cytochrome P450 2C19
CHEMBL3622
IC50 4.97 4.7167 10600.0 3
Unchecked
CHEMBL612545
IC50 4.94 4.94 11500.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 4.76 4.61 17300.0 3
Cytochrome P450 2C9
CHEMBL3397
IC50 4.51 4.305 31200.0 2
Cytochrome P450 3A4
CHEMBL340
IC50 4.51 4.3767 31000.0 3
Cytochrome P450 2D6
CHEMBL289
IC50 4.49 4.265 32600.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 5821.78 ng.hr.mL-1 Rattus norvegicus
AUC 6064.35 ng.hr.mL-1 Rattus norvegicus
AUC 18961.2 ng.hr.mL-1 Rattus norvegicus
AUC 13220.28 ng.hr.mL-1 Rattus norvegicus
AUC 3840.76 ng.hr.mL-1 Rattus norvegicus
AUC 3598.18 ng.hr.mL-1 Rattus norvegicus
AUC 16939.75 ng.hr.mL-1 Rattus norvegicus
AUC 14392.72 ng.hr.mL-1 Rattus norvegicus
AUC 5862.2 ng.hr.mL-1 Macaca fascicularis
AUC 4042.9 ng.hr.mL-1 Macaca fascicularis
AUC 40186.43 ng.hr.mL-1 Macaca fascicularis
AUC 11400.98 ng.hr.mL-1 Macaca fascicularis
AUC 10794.54 ng.hr.mL-1 Macaca fascicularis
AUC 7762.37 ng.hr.mL-1 Macaca fascicularis
AUC 33919.93 ng.hr.mL-1 Macaca fascicularis
AUC 15080.02 ng.hr.mL-1 Macaca fascicularis
AUC 144648.0 ng.hr.mL-1 Mus musculus
AUC 143855.0 ng.hr.mL-1 Mus musculus
AUC 7118.0 ng.hr.mL-1 Mus musculus
AUC 7079.0 ng.hr.mL-1 Mus musculus
CL 5.8 mL.min-1.kg-1 Rattus norvegicus
CL 5.5 mL.min-1.kg-1 Rattus norvegicus
CL 9.0 mL.min-1.kg-1 Rattus norvegicus
CL 9.4 mL.min-1.kg-1 Rattus norvegicus
CL 5.9 mL.min-1.kg-1 Macaca fascicularis
CL 8.8 mL.min-1.kg-1 Macaca fascicularis
CL 3.3 mL.min-1.kg-1 Macaca fascicularis
CL 4.7 mL.min-1.kg-1 Macaca fascicularis
Cmax 65472.8 nM Mus musculus
Cmax 3702.79 nM Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Solute carrier family 22 member 11 IC50 = 2030.0 nM 5.69 Inhibition of human OAT4 expressed in HEK293 cells by assessed as [14C]urate upt... 31774679
Solute carrier family 22 member 12 IC50 = 3530.0 nM 5.45 Inhibition of human URAT1 expressed in HEK293T cells by assessed as [14C]urate u... 31774679
Solute carrier family 22 member 11 IC50 = 3700.0 nM 5.43 Inhibition of OAT4 (unknown origin) 36335742
Solute carrier family 22 member 12 IC50 = 3700.0 nM 5.43 Inhibition of URAT1 (unknown origin) 30769179
Solute carrier family 22 member 12 IC50 = 4400.0 nM 5.36 Inhibition of human URAT1 expressed in HEK293 cells assessed as inhibition of [1... 28337320
Solute carrier family 22 member 12 IC50 = 5540.0 nM 5.26 Inhibition of human URAT1 mediated 14C-uric acid uptake expressed in HEK293 cell... 35084182
Solute carrier family 22 member 12 IC50 = 5540.0 nM 5.26 Inhibition of human URAT1 expressed in HEK293T cells using 14C- uric acid assess... 38482820
Solute carrier family 22 member 12 IC50 = 6700.0 nM 5.17 Inhibition of URAT1 (unknown origin) -
Solute carrier family 22 member 11 IC50 = 7300.0 nM 5.14 Inhibition of OAT4 (unknown origin) 30769179
Solute carrier family 22 member 12 IC50 = 7180.0 nM 5.14 IC50 for Inhibition of the Test Compounds on URAT1: After trypsin digestion, the... -
Solute carrier family 22 member 12 IC50 = 7180.0 nM 5.14 Inhibition of URAT1 (unknown origin) 39142150
Solute carrier family 22 member 12 IC50 = 7180.0 nM 5.14 Inhibition of human URAT1 transfected in HEK293 cells by measuring 14C-uric acid... 39142150
Solute carrier family 22 member 12 IC50 = 7300.0 nM 5.14 Inhibition of URAT1 (unknown origin) 36335742
Solute carrier family 22 member 12 IC50 = 7300.0 nM 5.14 Inhibition of human URAT1 30579795
Solute carrier family 22 member 12 IC50 = 7200.0 nM 5.14 Inhibition of human URAT1 expressed in HEK293 cells assessed as reduction in [8-... 30579795
Solute carrier family 22 member 12 IC50 = 7300.0 nM 5.14 Inhibition of human URAT1 expressed in HEK293 cells assessed as inhibition of [1... 28337320
Solute carrier family 22 member 12 IC50 = 7560.0 nM 5.12 Inhibition of human URAT1 stably overexpressing in human HEK293 cells assessed a... 36001935
Solute carrier family 22 member 12 IC50 = 9380.0 nM 5.03 Inhibition of human URAT1 mediated 14C-uric acid uptake expressed in HEK293 cell... 36219903
Cytochrome P450 2C19 IC50 = 10600.0 nM 4.97 Inhibition of CYP2C19 (unknown origin) 28337320
Cytochrome P450 2C19 IC50 = 10800.0 nM 4.97 Inhibition of CYP2C19 (unknown origin) 28337320

Literature References

Data from ChEMBL 36 via Core Engine