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Pioglitazone, (R)-

E3L045802

Internal ID: BDB045802

Activity data available Local docking-ready structure

Dock with P37231 Dock with Q07869

Structure

/e3_file/ligand_db/generated/BDB045802/BDB045802.sdf

Basic Properties

Compound ID

E3L045802

Internal ID

BDB045802

Molecular formula

C19H20N2O3S

Molecular weight

356.447000

Exact mass

356.119463

XLogP

3.1596

TPSA

68.2900

HBA / HBD

5 / 1

Rotatable bonds

Heavy atoms / rings

25 / 3

Activity summary

Ki unknown 62.00000000 nM
49 activity record(s) imported

InChIKey

HYAFETHFCAUJAY-QGZVFWFLSA-N

SMILES

CCc1ccc(CCOc2ccc(C[C@H]3SC(=O)NC3=O)cc2)nc1

Aliases

BDBM50103521 (preferred) Pioglitazone, (R)- (source_name) BDBM50103521 (source_id)

E3 Relation

E3 UniProt	Gene / protein	Relation type	Ligand role	Direct	Functional	Docking	Source	Evidence
P37231	PPARG;NR1C3 Peroxisome proliferator-activated receptor gamma	reported_binder	bindingdb_reported	Yes	No	low	BindingDB:BDBM50103521	medium ; target=Peroxisome proliferator-activated receptor gamma
Q07869	PPARA;NR1C1;PPAR Peroxisome proliferator-activated receptor alpha	reported_binder	bindingdb_reported	Yes	No	low	BindingDB:BDBM50103521	medium ; target=Peroxisome proliferator-activated receptor alpha

Sources and Literature

Source	Source ID	Source URL	Download URL	DOI / PMID
BindingDB	BDBM50103521	Open	-	10.1016/s0960-894x(99)00603-4; 10.1021/acs.jnatprod.8b00635; 10.1021/acs.jmedchem.8b01573; 10.1016/j.bmc.2019.05.028; 10.1021/acs.jmedchem.0c01874; 10.7270/Q2G44VDK; 10.7270/Q2MS3XZ0; 10.7270/Q2930ZFV; 10.1021/acs.jmedchem.2c02071; 10.1016/j.bmcl.2015.05.055; 10.1016/j.bmcl.2017.04.061; 10.1016/j.bmc.2018.10.033; 10.1021/acs.jmedchem.5b01239; 10.1016/j.ejmech.2016.08.027; 10.1016/j.ejmech.2016.07.072; 10.1016/j.ejmech.2016.11.051; 10.1016/j.bmc.2018.07.005; 10.1021/acs.jnatprod.8b00439; 10.1021/acs.jmedchem.8b01200; 10.1007/s00044-010-9428-9; 10.1021/acs.jmedchem.9b01701; 10.1016/j.ejmech.2019.111748; 10.1016/j.ejmech.2020.112258; 10.7270/Q2571H79; 10.7270/Q2TM7GQ4; 10.7270/Q2862N4K; 10.7270/Q2JW8KMP PMID: 10612594; 30672698; 30676741; 31128991; 33325691; 36475432; 36529937; 37077388; 36967575; 26048793; 28465099; 30429097; 26595749; 27569195; 27560282; 27918994; 30001846; 30362739; 30351933; 31930920; 31648125; 32272420; 31865018; 38460271; 37336069; 37793328
PubChem	CID29010894	Open	-

Structure Files

Kind	Format	Status	Docking use	File / link	Preparation note
canonical_2d	SMILES	raw	Docking-ready	CCc1ccc(CCOc2ccc(C[C@H]3SC(=O)NC3=O)cc2)nc1	keep_bindingdb_unique
generated_3d	SDF	prepared	Docking-ready	public/e3_file/ligand_db/generated/BDB045802/BDB045802.sdf	Generated from canonical SMILES
generated_3d	MOL2	prepared	Docking-ready	public/e3_file/ligand_db/generated/BDB045802/BDB045802.mol2	Generated from canonical SMILES
docking_ready	PDBQT	prepared	Docking-ready	public/e3_file/ligand_db/generated/BDB045802/BDB045802.pdbqt	Generated from canonical SMILES
image	PNG	prepared	Reference	public/e3_file/ligand_db/generated/BDB045802/BDB045802.png	Generated from canonical SMILES
image	SVG	prepared	Reference	public/e3_file/ligand_db/generated/BDB045802/BDB045802.svg	Generated from canonical SMILES

Activity

Target	Source	Assay	Result	Potency	Literature	Records
Peroxisome proliferator-activated receptor alpha Q07869 E3 ligase component	BindingDB:BDBM50103521	EC50	6700 nM	Low	DOI: 10.1021/acs.jmedchem.9b01701 PMID: 31930920	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	IC50	1700 nM	Low	DOI: 10.1021/acs.jmedchem.8b01573 PMID: 30676741	2 source records
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	IC50	1790 nM	Low	DOI: 10.1016/j.bmc.2018.10.033 PMID: 30429097	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	IC50	22000 nM	Low	DOI: 10.1016/j.bmcl.2017.04.061 PMID: 28465099	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	IC50	720 nM	Moderate	DOI: 10.1016/j.bmcl.2015.05.055 PMID: 26048793	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	350 nM	Moderate	DOI: 10.1021/acs.jmedchem.8b01573 PMID: 30676741	2 source records
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	900 nM	Moderate	DOI: 10.7270/Q2MS3XZ0 PMID: 36529937	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	575 nM	Moderate	DOI: 10.7270/Q2JW8KMP PMID: 37793328	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	3300 nM	Low	DOI: 10.7270/Q2MS3XZ0 PMID: 36529937	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	260 nM	Moderate	DOI: 10.1021/acs.jmedchem.8b01573 PMID: 30676741	2 source records
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	1400 nM	Low	DOI: 10.1016/j.ejmech.2019.111748 PMID: 31648125	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	970 nM	Moderate	DOI: 10.1021/acs.jmedchem.9b01701 PMID: 31930920	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	200 nM	Moderate	DOI: 10.1021/acs.jmedchem.5b01239 PMID: 26595749	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	320 nM	Moderate	DOI: 10.1016/j.ejmech.2016.08.027 PMID: 27569195	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	589 nM	Moderate	DOI: 10.1016/s0960-894x(99)00603-4 PMID: 10612594	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	1600 nM	Low	DOI: 10.1016/j.ejmech.2020.112258 PMID: 32272420	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	600 nM	Moderate	DOI: 10.1007/s00044-010-9428-9	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	500 nM	Moderate	DOI: 10.1016/j.ejmech.2016.07.072 PMID: 27560282	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	6700 nM	Low	DOI: 10.7270/Q2G44VDK PMID: 36475432	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	3500 nM	Low	DOI: 10.7270/Q2MS3XZ0 PMID: 36529937	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	390 nM	Moderate	DOI: 10.7270/Q2571H79 PMID: 31865018	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	200 nM	Moderate	DOI: 10.7270/Q2MS3XZ0 PMID: 36529937	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	17700 nM	Low	DOI: 10.7270/Q2930ZFV PMID: 37077388	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	380 nM	Moderate	DOI: 10.1016/j.ejmech.2016.11.051 PMID: 27918994	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	720 nM	Moderate	DOI: 10.7270/Q2862N4K PMID: 37336069	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	650 nM	Moderate	DOI: 10.7270/Q2TM7GQ4 PMID: 38460271	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	250 nM	Moderate	DOI: 10.1021/acs.jmedchem.8b01573 PMID: 30676741	2 source records
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	2053 nM	Low	DOI: 10.1021/acs.jmedchem.8b01200 PMID: 30351933	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	240 nM	Moderate	DOI: 10.1016/j.bmc.2018.07.005 PMID: 30001846	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	1100 nM	Low	DOI: 10.1016/j.bmcl.2017.04.061 PMID: 28465099	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	100 nM	High	DOI: 10.1021/acs.jnatprod.8b00439 PMID: 30362739	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	1600 nM	Low	DOI: 10.1016/j.ejmech.2016.07.072 PMID: 27560282	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	EC50	98 nM	High	DOI: 10.1016/j.bmc.2018.10.033 PMID: 30429097	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Kd	871 nM	Moderate	DOI: 10.1021/acs.jmedchem.8b01573 PMID: 30676741	2 source records
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	420 nM	Moderate	DOI: 10.1021/acs.jmedchem.8b01573 PMID: 30676741	2 source records
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	340 nM	Moderate	DOI: 10.1016/j.bmc.2019.05.028 PMID: 31128991	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	150 nM	Moderate	DOI: 10.1021/acs.jmedchem.2c02071 PMID: 36967575	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	300 nM	Moderate	DOI: 10.7270/Q2930ZFV PMID: 37077388	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	62 nM	High	DOI: 10.1021/acs.jnatprod.8b00635 PMID: 30672698	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	96 nM	High	DOI: 10.1021/acs.jmedchem.0c01874 PMID: 33325691	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	1230 nM	Low	DOI: 10.1016/s0960-894x(99)00603-4 PMID: 10612594	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	600 nM	Moderate	DOI: 10.7270/Q2G44VDK PMID: 36475432	1
Peroxisome proliferator-activated receptor gamma P37231 E3 ligase component	BindingDB:BDBM50103521	Ki	300 nM	Moderate	DOI: 10.7270/Q2MS3XZ0 PMID: 36529937	1