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Compound Detail

CHEMBL1715

PIOGLITAZONE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CCc1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1.Cl

Basic Information

ChEMBL ID CHEMBL1715
Name PIOGLITAZONE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key GHUUBYQTCDQWRA-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL595
Active Moiety CHEMBL595

Known Names

Actos Diabiom Glidipion Glidipion (previously pioglitazone actavis group) Glizofar Glustin NSC-758876 Paglitaz Pioglitazone (as hydrochloride) Pioglitazone accord Pioglitazone actavis Pioglitazone hcl +12 more
3
Targets
3
Activities
2
Assay Types
0
PK Parameters
20
Publications
24
Known Names
8
Indications
1
Mechanisms

Molecular Properties

356.4
MW (Da)
3.16
ALogP
5
HBA
1
HBD
68.3
PSA (Ų)
0.83
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1999
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Black Box Warning
USAN Stem -glitazone
USAN Year 1989

Extended Properties

Molecular Formula C19H21ClN2O3S
MW 392.91
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.47

Mechanism of Action

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

Indications

Diabetes Mellitus, Type 2 Carcinoma, Non-Small-Cell Lung Depressive Disorder, Major Leukoplakia, Oral Renal Insufficiency, Chronic Amyotrophic Lateral Sclerosis Non-alcoholic Fatty Liver Disease Pancreatic Neoplasms

Drug Warnings

Black Box Warning
cardiotoxicity
Country: United States

Activity Summary

EC50 2 meas. best 6.31
IC50 1 meas. best 4.63

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RXR alpha/PPAR gamma
CHEMBL2111394
EC50 6.31 6.31 490.0 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
EC50 5.12 5.12 7600.0 1
Unchecked
CHEMBL612545
IC50 4.63 4.63 23250.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22836190 10.1016/j.bmc.2012.06.049 Mus musculus 3
- 10.1007/s00044-010-9359-5 Rattus norvegicus 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
1635060 10.1021/jm00092a012 Mus musculus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
34555615 10.1016/j.ejmech.2021.113847 Transthyretin 1
- 10.6019/CHEMBL4513141 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
11906293 10.1021/jm010490l Unchecked 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
10714503 10.1016/s0960-894x(00)00003-2 Mus musculus 1
10714503 10.1016/s0960-894x(00)00003-2 Peroxisome proliferator-activated receptor gamma 1
11906293 10.1021/jm010490l RXR alpha/PPAR gamma 1
11906293 10.1021/jm010490l Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine