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Compound Detail

CHEMBL219586

GW590735
🧪 Phase II
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🧪 Phase II
Cc1nc(-c2ccc(C(F)(F)F)cc2)sc1C(=O)NCc1ccc(OC(C)(C)C(=O)O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL219586
Name GW590735
Phase Phase II
Structure Type MOL
InChI Key ILUPZUOBHCUBKB-UHFFFAOYSA-N

Known Names

GW-590735 Gw590735
6
Targets
23
Activities
2
Assay Types
6
PK Parameters
20
Publications
2
Known Names
1
Indications
1
Mechanisms

Molecular Properties

478.5
MW (Da)
5.31
ALogP
5
HBA
2
HBD
88.5
PSA (Ų)
0.48
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Extended Properties

Molecular Formula C23H21F3N2O4S
MW 478.49
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.54

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Peroxisome proliferator-activated receptor alpha agonist AGONIST Peroxisome proliferator-activated receptor alpha ✓ ✓

Indications

Lipid Metabolism Disorders

Activity Summary

EC50 22 meas. best 8.4
Kd 1 meas. best 6.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor alpha
CHEMBL239
 EC50 8.4 8.1933 4.0 9
Peroxisome proliferator-activated receptor alpha
CHEMBL2128
 EC50 7.82 7.76 15.0 2
Peroxisome proliferator-activated receptor delta
CHEMBL3979
 EC50 6.8 5.7683 160.0 6
Peroxisome proliferator-activated receptor alpha
CHEMBL239
 Kd 6.77 6.77 170.0 1
Peroxisome proliferator-activated receptor delta
CHEMBL2458
 EC50 6.0 5.885 1000.0 2
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 EC50 5.01 5.01 9700.0 2
Peroxisome proliferator-activated receptor gamma
CHEMBL2459
 EC50 5.01 5.01 9700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.0 mL.min-1.kg-1 Rattus norvegicus
CL 13.0 mL.min-1.kg-1 Canis lupus familiaris
F 47.0 % Rattus norvegicus
F 85.0 % Canis lupus familiaris
T1/2 2.4 hr Rattus norvegicus
T1/2 2.6 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peroxisome proliferator-activated receptor alpha EC50 = 4.0 nM 8.4 Agonist activity at human PPARalpha assessed as receptor activation by cell base... 18060776
Peroxisome proliferator-activated receptor alpha EC50 = 4.0 nM 8.4 Agonist activity at human PPARalpha receptor by cell based transient transfectio... 18947994
Peroxisome proliferator-activated receptor alpha EC50 = 4.0 nM 8.4 Agonist activity at human PPARalpha 22260081
Peroxisome proliferator-activated receptor alpha EC50 = 4.0 nM 8.4 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Peroxisome proliferator-activated receptor alpha EC50 = 4.0 nM 8.4 Agonist potency at PPARalpha in CV1 cells by cell based transient transfection a... 17243659
Peroxisome proliferator-activated receptor alpha EC50 = 10.0 nM 8.0 Transactivation of Gal4-fused human PPARalpha DNA binding domain expressed in af... 21112784
Peroxisome proliferator-activated receptor alpha EC50 = 10.0 nM 8.0 Agonist activity at human PPARalpha-LBD expressed in CV1 cells co-transfected wi... 21515063
Peroxisome proliferator-activated receptor alpha EC50 = 12.0 nM 7.92 Agonist activity at human PPARalpha after 22 to 24 hrs by luciferase reporter ge... 29628329
Peroxisome proliferator-activated receptor alpha EC50 = 15.0 nM 7.82 Agonist potency at mouse PPARalpha 17243659
Peroxisome proliferator-activated receptor alpha EC50 = 15.0 nM 7.82 Agonist activity at human PPARalpha expressed in nonhuman mammalian cells assess... 32096640
Peroxisome proliferator-activated receptor alpha EC50 = 20.0 nM 7.7 Agonist activity at mouse PPARalpha assessed as receptor activation by cell base... 18060776
Peroxisome proliferator-activated receptor delta EC50 = 160.0 nM 6.8 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Peroxisome proliferator-activated receptor alpha Kd = 170.0 nM 6.77 Binding affinity to His-tagged PPARalpha LBD (unknown origin) expressed in Esche... 32096640
Peroxisome proliferator-activated receptor delta EC50 = 1000.0 nM 6.0 Agonist potency at mouse PPARdelta 17243659
Peroxisome proliferator-activated receptor delta EC50 = 1700.0 nM 5.77 Agonist activity at mouse PPARdelta assessed as receptor activation by cell base... 18060776
Peroxisome proliferator-activated receptor delta EC50 = 2600.0 nM 5.58 Transactivation of Gal4-fused human PPARdelta DNA binding domain expressed in af... 21112784
Peroxisome proliferator-activated receptor delta EC50 = 2600.0 nM 5.58 Agonist activity at human PPARdelta-LBD expressed in CV1 cells co-transfected wi... 21515063
Peroxisome proliferator-activated receptor delta EC50 = 2830.0 nM 5.55 Agonist potency at PPARdelta in CV1 cells by cell based transient transfection a... 17243659
Peroxisome proliferator-activated receptor delta EC50 = 2800.0 nM 5.55 Agonist activity at human PPARdelta assessed as receptor activation by cell base... 18060776
Peroxisome proliferator-activated receptor delta EC50 = 2830.0 nM 5.55 Agonist activity at human PPARdelta receptor by cell based transient transfectio... 18947994

Literature References

PubMed DOI Target Context # Activities
17243659 10.1021/jm058056x Mus musculus 12
32096640 10.1021/acs.jmedchem.9b01189 Peroxisome proliferator-activated receptor alpha 7
- 10.6019/CHEMBL5303304 HEK-293T 6
- 10.6019/CHEMBL5303304 Fibroblast 6
17243659 10.1021/jm058056x Rattus norvegicus 5
17243659 10.1021/jm058056x Canis familiaris 5
- 10.6019/CHEMBL5303304 U2OS 5
- 10.6019/CHEMBL5724696 TERT-RPE1 4
18060776 10.1016/j.bmcl.2007.11.053 Peroxisome proliferator-activated receptor alpha 4
18060776 10.1016/j.bmcl.2007.11.053 Peroxisome proliferator-activated receptor delta 4
18060776 10.1016/j.bmcl.2007.11.053 Peroxisome proliferator-activated receptor gamma 4
17243659 10.1021/jm058056x Peroxisome proliferator-activated receptor alpha 3
17243659 10.1021/jm058056x Peroxisome proliferator-activated receptor delta 3
22260081 10.1021/jm101360s Unchecked 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
17243659 10.1021/jm058056x Peroxisome proliferator-activated receptor gamma 2
21112784 10.1016/j.bmcl.2010.11.030 Peroxisome proliferator-activated receptor delta 1
21112784 10.1016/j.bmcl.2010.11.030 Peroxisome proliferator-activated receptor alpha 1
18947994 10.1016/j.bmcl.2008.09.094 Peroxisome proliferator-activated receptor gamma 1
18947994 10.1016/j.bmcl.2008.09.094 Peroxisome proliferator-activated receptor delta 1

Data from ChEMBL 36 via Core Engine