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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL595
CHEMBL595
Compound Name PIOGLITAZONE
ChEMBL Synonyms U-72107A | Duetact | PIOGLITAZONE | Actos | ACTOS | PIOGLITAZONE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names ACTOS | PIOGLITAZONE HYDROCHLORIDE
Molecular Formula C19H20N2O3S

Additional synonyms for CHEMBL595 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCc1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1
Standard InChI InChI=1S/C19H20N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4- ...
Download InChI
Standard InChI Key HYAFETHFCAUJAY-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Deposited Supplementary Bioactivity Data
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL595

Molecule Features

CHEMBL595 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Peroxisome proliferator-activated receptor gamma agonist Peroxisome proliferator-activated receptor gamma DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
DIABETES MELLITUS, TYPE 2D003924EFO:0001360TYPE II DIABETES MELLITUS4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA2ClinicalTrials
LEUKOPLAKIA, ORALD007972HP:0002745ORAL LEUKOPLAKIA2ClinicalTrials
NON-ALCOHOLIC FATTY LIVER DISEASED065626EFO:0003095NON-ALCOHOLIC FATTY LIVER DISEASE1ClinicalTrials
RENAL INSUFFICIENCY, CHRONICD051436EFO:0003884CHRONIC KIDNEY DISEASE2ClinicalTrials

Clinical Data

ClinicalTrials.gov PIOGLITAZONE
The Cochrane Collaboration PIOGLITAZONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL595. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL2459 Peroxisome proliferator-activated receptor gamma Mus musculus 1.000
CHEMBL4422 Free fatty acid receptor 1 Homo sapiens 0.999
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.998
CHEMBL239 Peroxisome proliferator-activated receptor alpha Homo sapiens 0.756

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4422 Free fatty acid receptor 1 Homo sapiens 1.000
CHEMBL2459 Peroxisome proliferator-activated receptor gamma Mus musculus 1.000
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.999
CHEMBL239 Peroxisome proliferator-activated receptor alpha Homo sapiens 0.888

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
356.4 356.1195 3.91 7 93.58 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
6.35 5.53 3.5 2.45 2 25 0.81

Structural Alerts

There are 2 structural alerts for CHEMBL595. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A10 - DRUGS USED IN DIABETES
A10B - BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
A10BG - Thiazolidinediones
A10BG03 - pioglitazone

ChemSpider ChemSpider:HYAFETHFCAUJAY-UHFFFAOYSA-N
DailyMed pioglitazone hydrochloride
PubChem SID: 137275816 SID: 174007207 SID: 26756476
Wikipedia Pioglitazone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL595



ACToR 105355-27-9 111025-46-8
Atlas pioglitazone
Brenda 6203 83443
ChEBI 8228
DrugBank DB01132
DrugCentral 2179
eMolecules 902308
EPA CompTox Dashboard DTXSID3037129
Guide to Pharmacology 2694
Human Metabolome Database HMDB0015264
KEGG Ligand C07675
LINCS LSM-1592
Mcule MCULE-2346786634
MolPort MolPort-028-603-922
Nikkaji J277.717G
PharmGKB PA450970
PubChem 4829
PubChem: Drugs of the Future 22395182
PubChem: Thomson Pharma 14828061
Selleck pioglitazone-actos
SureChEMBL SCHEMBL4121

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/HYAFETHFCAUJAY-UHFFFAOYSA-N spacer
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