BindingDB BDBM50103521 Actos::CHEBI:8228::Duetact::Pioglitazone::US20240091210, Compound Pioglitazone

BDBM50103521 Actos::CHEBI:8228::Duetact::Pioglitazone::US20240091210, Compound Pioglitazone

SMILES CCc1ccc(nc1)CCOc2ccc(cc2)C[C@@H]3C(=O)NC(=O)S3

InChI Key InChIKey=HYAFETHFCAUJAY-UHFFFAOYSA-N

Data 11 KI 21 IC50 2 Kd 29 EC50

PDB links: 3 PDB IDs match this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 21 hits for monomerid = 50103521

Bile salt export pump(Human)
Norman Drug Discovery Training and Consulting

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 260nMAssay Description:Inhibition of human BSEP expressed in HEK293 cell membrane vesicles assessed as reduction in 3H-TCA uptake incubated for 5 mins by radiodetection met...More data for this Ligand-Target Pair

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Date in BDB:
3/21/2022
Entry Details Article
PubMed

Bile salt export pump(Human)
Norman Drug Discovery Training and Consulting

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 262nMAssay Description:Inhibition of human BSEP expressed in baculovirus transfected fall armyworm Sf21 cell membranes vesicles assessed as reduction in ATP-dependent [3H]-...More data for this Ligand-Target Pair

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Date in BDB:
9/28/2019
Entry Details Article
PubMed

Amine oxidase [flavin-containing] B(Human)
Comsats University Islamabad

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 298nMAssay Description:Inhibition of recombinant human MAO-BMore data for this Ligand-Target Pair

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Date in BDB:
6/26/2023
Entry Details
PubMed PDB

3D Structure (crystal)

Bile salt export pump(Human)
Norman Drug Discovery Training and Consulting

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 300nMAssay Description:Inhibition of human BSEP expressed in plasma membrane vesicles of Sf21 cells assessed as inhibition of ATP-dependent [3H]taurocholate uptakeMore data for this Ligand-Target Pair

PDB
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Date in BDB:
5/8/2016
Entry Details Article
PubMed

Bile salt export pump(Human)
Norman Drug Discovery Training and Consulting

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 400nMAssay Description:Inhibition of human BSEP expressed in fall armyworm sf9 cell plasma membrane vesicles assessed as reduction in vesicle-associated [3H]-taurocholate t...More data for this Ligand-Target Pair

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Date in BDB:
8/17/2019
Entry Details Article
PubMed

Bile salt export pump(Human)
Norman Drug Discovery Training and Consulting

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 400nMAssay Description:Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-taurocholate in presence of ATP measured after 15 to ...More data for this Ligand-Target Pair

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Date in BDB:
11/3/2019
Entry Details Article
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Bile salt export pump(Human)
Norman Drug Discovery Training and Consulting

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 400nMAssay Description:Inhibition of recombinant human BSEP expressed in baculovirus infected sf9 cell plasma membrane vesicles assessed as reduction in ATP-dependent [3H]-...More data for this Ligand-Target Pair

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Date in BDB:
8/19/2019
Entry Details Article
PubMed

Peroxisome proliferator-activated receptor gamma(Human)
Seoul National University

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 720nMAssay Description:Agonist activity at PPARgamma (unknown origin)More data for this Ligand-Target Pair

PDB KEGG
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Date in BDB:
11/11/2016
Entry Details Article
PubMed PDB

3D Structure (crystal)

CDGSH iron-sulfur domain-containing protein 1(Rat)
Northeastern Ohio Universities

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 1.00E+3nMAssay Description:Displacement of [3H]rosiglitazone from rat liver mitochondrial mitoNEET by scintillation countingMore data for this Ligand-Target Pair

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Date in BDB:
8/27/2020
Entry Details Article
PubMed

Peroxisome proliferator-activated receptor alpha(Mouse)
Terns Pharmaceuticals

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 1.15E+3nMAssay Description:Activation of mouse liver PPARalphaMore data for this Ligand-Target Pair

PDB KEGG
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Date in BDB:
2/20/2021
Entry Details Article
PubMed

Peroxisome proliferator-activated receptor gamma(Human)
Seoul National University

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 1.70E+3nMAssay Description:Displacement of FITC-NCoR1 peptide from human 6His-tagged PPARgamma isoform 1 LBD (203 to 477 residues) expressed in Escherichia coli BL21(DE3) after...More data for this Ligand-Target Pair

PDB KEGG
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Date in BDB:
2/26/2021
Entry Details Article
PubMed PDB

3D Structure (crystal)

Peroxisome proliferator-activated receptor gamma(Human)
Seoul National University

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

PDB KEGG
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Date in BDB:
2/26/2021
Entry Details Article
PubMed PDB

3D Structure (crystal)

Peroxisome proliferator-activated receptor gamma(Human)
Seoul National University

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 1.79E+3nMAssay Description:Competitive displacement of fluorescently labelled PPAR tracer ligand from GST-tagged human PPARgamma ligand binding domain after 1 hr in dark by TR-...More data for this Ligand-Target Pair

PDB KEGG
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Date in BDB:
8/18/2020
Entry Details Article
PubMed PDB

3D Structure (crystal)

Bile salt export pump(Rat)
Astrazeneca

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 2.00E+3nMAssay Description:Inhibition of Sprague-Dawley rat Bsep expressed in plasma membrane vesicles of Sf21 cells assessed as inhibition of ATP-dependent [3H]taurocholate up...More data for this Ligand-Target Pair

KEGG
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Date in BDB:
5/8/2016
Entry Details Article
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CDGSH iron-sulfur domain-containing protein 2(Human)
West Virginia University

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 4.80E+3nMAssay Description:Binding affinity to recombinant human N-terminal His6-tagged NAF1 expressed in Escherichia coli by scintillation proximity assayMore data for this Ligand-Target Pair

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Date in BDB:
2/22/2021
Entry Details Article
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CDGSH iron-sulfur domain-containing protein 1(Human)
West Virginia University

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 8.65E+3nMAssay Description:Displacement of [3H]rosiglitazone from recombinant human C-terminal His-tagged MitoNEET cytosolic domain (32 to 108 residues) expressed in Escherichi...More data for this Ligand-Target Pair

PDB KEGG
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Date in BDB:
7/20/2018
Entry Details Article
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Peroxisome proliferator-activated receptor gamma(Human)
Seoul National University

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 2.20E+4nMAssay Description:Transrepression activity at human PPARgamma expressed in HEK293 cells assessed as inhibition of TNFalpha induced NF-kappaB promoter activity pretreat...More data for this Ligand-Target Pair

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Date in BDB:
10/15/2019
Entry Details Article
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3D Structure (crystal)

ATP-binding cassette sub-family C member 4(Human)
Amgen

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 4.95E+4nMAssay Description:Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ATP and...More data for this Ligand-Target Pair

PDB KEGG
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Date in BDB:
11/3/2019
Entry Details Article
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Mitochondrial pyruvate carrier 1/2(Human)
Minoryx Therapeutics

US Patent

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 1.00E+5nMAssay Description:The MPC is a heterodimer composed of two subunits, MPC1 and MPC2. MPC1 and MPC2 interact to form an active carrier. In the assay, MPC2 was fused to R...More data for this Ligand-Target Pair

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Date in BDB:
6/4/2024
Entry Details
US Patent

ATP-binding cassette sub-family C member 3(Human)
Amgen

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 1.33E+5nMAssay Description:Inhibition of human MRP3 overexpressed in Sf9 insect cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ...More data for this Ligand-Target Pair

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Date in BDB:
11/3/2019
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Tyrosine-protein phosphatase non-receptor type 1(Human)
University of Kwazulu-Natal

Curated by ChEMBL

BDBM50103521(CHEBI:8228 | Actos | Duetact | Pioglitazone | US20...)

IC50: 2.20E+5nMAssay Description:Inhibition of PTP1B (unknown origin)More data for this Ligand-Target Pair

PDB KEGG
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Date in BDB:
4/21/2024
Entry Details
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Filter my 66 hits

Targets 10▿
- Peroxisome proliferator-activated receptor gamma 48
- Bile salt export pump 7
- CDGSH iron-sulfur domain-containing protein 1 3
- Peroxisome proliferator-activated receptor alpha 2
- ATP-binding cassette sub-family C member 3 1
- ATP-binding cassette sub-family C member 4 1
- Mitochondrial pyruvate carrier 1/2 1
- Amine oxidase [flavin-containing] B 1
- Tyrosine-protein phosphatase non-receptor type 1 1
- CDGSH iron-sulfur domain-containing protein 2 1
Publications 38▿
- J Med Chem 62: 2008-2023 (2019) 12
- J Nat Prod 86: 138-148 (2023) 5
- Toxicol Sci 136: 216-41 (2013) 3
- J Med Chem 63: 5031-5073 (2020) 3
- J Nat Prod 85: 2804-2816 (2022) 2
- Eur J Med Chem 124: 49-62 (2016) 2
- Bioorg Med Chem Lett 26: 5350-5353 (2016) 2
- Drug Metab Dispos 40: 130-8 (2011) 2
- Bioorg Med Chem Lett 9: 3329-34 (2000) 2
- Bioorg Med Chem 26: 5870-5884 (2018) 2
- Bioorg Med Chem Lett 27: 2776-2780 (2017) 2
- ACS Med Chem Lett 14: 425-431 (2023) 2
- Bioorg Med Chem Lett 76: (2022) 1
- J Med Chem 63: 16012-16027 (2020) 1
- J Med Chem 63: 11397-11419 (2020) 1
- Eur J Med Chem 152: 436-488 (2018) 1
- Bioorg Med Chem 27: 2948-2958 (2019) 1
- Eur J Med Chem 195: (2020) 1
- Eur J Med Chem 261: 1
- Bioorg Med Chem Lett 25: 2907-12 (2015) 1
- J Med Chem 66: 4961-4978 (2023) 1
- J Nat Prod 82: 259-264 (2019) 1
- Eur J Med Chem 258: 1
- US Patent US20240091210 (2024) 1
- J Med Chem 59: 61-81 (2016) 1
- Eur J Med Chem 126: 590-603 (2017) 1
- Hepatology 60: 1015-22 (2014) 1
- Eur J Med Chem 187: (2020) 1
- Eur J Med Chem 185: (2020) 1
- Eur J Med Chem 124: 138-152 (2016) 1
- Bioorg Med Chem Lett 29: 901-904 (2019) 1
- Eur J Med Chem 269: 1
- Bioorg Med Chem 26: 4153-4167 (2018) 1
- Drug Metab Dispos 40: 2332-41 (2012) 1
- Bioorg Med Chem Lett 20: 819-23 (2010) 1
- J Med Chem 61: 10067-10083 (2018) 1
- Toxicol Sci 118: 485-500 (2010) 1
- J Nat Prod 81: 2419-2428 (2018) 1
Institutions 25▿
- Seoul National University 14
- The Scripps Research Institute 12
- University of Innsbruck 5
- Amgen 4
- Astrazeneca 3
- Terns Pharmaceuticals 3
- West Virginia University 3
- Sptanis Pharmachem Consulting 2
- The University of Tokyo 2
- Glaxo Wellcome Research and Development 2
- Comsats University Islamabad 1
- ISF College of Pharmacy 1
- Pfizer 1
- Goethe-University Frankfurt 1
- Minoryx Therapeutics 1
- Fuji Research Park, R&D Division 1
- Vienna University of Technology 1
- Norman Drug Discovery Training and Consulting 1
- University of Kwazulu-Natal 1
- Genentech 1
- Fudan University 1
- Northeastern Ohio Universities 1
- Southwest University 1
- Universit£T Innsbruck 1
- National Research Centre 1
Affinity: 62 to 2.2E+5 nM▿
- Ki 11
- IC50 21
- Kd 2
- EC50 32
- Affinity ≤ nM
Xtal structures: 1
Docked structures: 0
Catalog Cmpds: 1