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Compound Detail

CHEMBL1267

LERIGLITAZONE
🧪 Phase III
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🧪 Phase III
CC(O)c1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1267
Name LERIGLITAZONE
Phase Phase III
Structure Type MOL
InChI Key OXVFDZYQLGRLCD-UHFFFAOYSA-N

Known Names

Hydroxypioglitazone Leriglitazona Leriglitazone Min-102
1
Targets
6
Activities
4
Assay Types
0
PK Parameters
2
Publications
4
Known Names
3
Indications
1
Mechanisms

Molecular Properties

372.4
MW (Da)
2.65
ALogP
6
HBA
2
HBD
88.5
PSA (Ų)
0.78
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -glitazone
USAN Year 2019

Extended Properties

Molecular Formula C19H20N2O4S
MW 372.45
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.25

Mechanism of Action

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

Indications

Adrenoleukodystrophy Adrenoleukodystrophy Friedreich Ataxia

ATC Classification

A16AX23
leriglitazone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: OTHER ALIMENTARY TRACT AND METABOLISM PRODUCTS

Activity Summary

EC50 3 meas. best 6.17
IC50 1 meas. best 4.89
Kd 1 meas. best 6.15
Ki 1 meas. best 5.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 EC50 6.17 5.9133 680.0 3
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 Kd 6.15 6.15 708.0 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 Ki 5.92 5.92 1200.0 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 IC50 4.89 4.89 13000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peroxisome proliferator-activated receptor gamma EC50 = 680.0 nM 6.17 Transactivation of full length human PPARgamma2 expressed in HEK293T cells co-ex... 30676741
Peroxisome proliferator-activated receptor gamma Kd = 708.0 nM 6.15 Binding affinity to human 6His-tagged PPARgamma LBD expressed in Escherichia col... 30676741
Peroxisome proliferator-activated receptor gamma Ki = 1200.0 nM 5.92 Displacement of fluormone PanPPAR green tracer ligand from human 6His-tagged PPA... 30676741
Peroxisome proliferator-activated receptor gamma EC50 = 1300.0 nM 5.89 Transactivation of chimeric Gal4 yeast DBD fused-PPARgamma LBD (unknown origin) ... 30676741
Peroxisome proliferator-activated receptor gamma EC50 = 2100.0 nM 5.68 Activation of human 6His-tagged PPARgamma isoform 1 LBD (203 to 477 residues) ex... 30676741
Peroxisome proliferator-activated receptor gamma IC50 = 13000.0 nM 4.89 Displacement of FITC-NCoR1 peptide from human 6His-tagged PPARgamma isoform 1 LB... 30676741

Literature References

PubMed DOI Target Context # Activities
30676741 10.1021/acs.jmedchem.8b01573 Peroxisome proliferator-activated receptor gamma 9
8978836 10.1021/jm9605694 Mus musculus 1

Data from ChEMBL 36 via Core Engine