Compound Detail

CHEMBL111217

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CC(/C=C/C(F)=C(/C)c1cc(C(C)(C)C)cc(C(C)(C)C)c1OCC(F)F)=C\C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL111217
Phase	Preclinical
Structure Type	MOL
InChI Key	WDIPTEIUSFFSDV-WEMQTCASSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

438.5

MW (Da)

7.21

ALogP

HBA

HBD

46.5

PSA (Å²)

0.36

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

Ki 6 meas. best 8.11

EC50 4 meas. best 8.19

IC50 1 meas. best 8.17

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
RXR alpha/PPAR gamma CHEMBL2111394	EC50	8.19	8.19	6.4	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	EC50	8.19	7.695	6.4	2
Retinoic acid receptor RXR-alpha CHEMBL2061	EC50	8.17	8.17	6.8	1
Retinoic acid receptor RXR-alpha CHEMBL2061	IC50	8.17	8.17	6.8	1
Retinoic acid receptor RXR-alpha CHEMBL2061	Ki	8.11	8.11	7.8	2
Retinoic acid receptor RXR-beta CHEMBL1870	Ki	7.94	7.94	11.5	1
Retinoic acid receptor RXR-gamma CHEMBL2004	Ki	7.88	7.88	13.2	1
Retinoic acid receptor beta CHEMBL2008	Ki	5.25	5.25	5681.0	1
Retinoic acid receptor alpha CHEMBL2055	Ki	5.08	5.08	8300.0	1

Parameter	Value	Units	Species
AUC	17700.0	ng.hr.mL-1	Mus musculus
AUC	17760.0	ng.hr.mL-1	Mus musculus
Cmax	8414.48	nM	Mus musculus
Cmax	8410.0	nM	Mus musculus
Cmax	3.69	ug hr ml-1	Mus musculus
Tmax	3.0	hr	Mus musculus
Tmax	3.0	hr	Mus musculus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Peroxisome proliferator-activated receptor gamma	EC50	=	6.4	nM	8.19	In vitro agonistic activity against PPAR gamma along with 100 nM BRL-49653	14592510
RXR alpha/PPAR gamma	EC50	=	6.4	nM	8.19	Synergistic activation of BRL-49653 mediated PPAR gamma and retinoid X receptor ...	12951091
Retinoic acid receptor RXR-alpha	EC50	=	6.8	nM	8.17	Antagonist activity against Retinoic acid receptor RXR-alpha expressed in CV-1 c...	12951091
Retinoic acid receptor RXR-alpha	IC50	=	6.8	nM	8.17	In vitro antagonist activity against RXR alpha in CV-1 cells	14592510
Retinoic acid receptor RXR-alpha	Ki	=	7.8	nM	8.11	Binding affinity against RXR alpha receptor using [3H]9-cis-RA as radioligand in...	14592510
Retinoic acid receptor RXR-alpha	Ki	=	7.8	nM	8.11	Inhibition of 3[H]9-cis-retinoic acid binding to Retinoic acid receptor RXR-alph...	12951091
Retinoic acid receptor RXR-beta	Ki	=	11.5	nM	7.94	Displacement of [3H]9-cis-RA from RXR beta receptor in CV-1 cells	14592510
Retinoic acid receptor RXR-gamma	Ki	=	13.2	nM	7.88	Binding affinity against RXR gamma receptor using [3H]9-cis-RA as radioligand in...	14592510
Peroxisome proliferator-activated receptor gamma	EC50	=	63.0	nM	7.2	In vitro agonist efficacy against PPAR gamma along with 100 nM BRL-49653	14592510
Retinoic acid receptor beta	Ki	=	5681.0	nM	5.25	Binding affinity against RAR beta receptor using [3H]ATRA as radioligand in CV-1...	14592510
Retinoic acid receptor alpha	Ki	=	8300.0	nM	5.08	Binding affinity against RAR alpha receptor using [3H]ATRA as radioligand in CV-...	14592510

PubMed	DOI	Target Context	# Activities
14592510	10.1016/j.bmcl.2003.08.048	Retinoic acid receptor RXR-alpha	5
14592510	10.1016/j.bmcl.2003.08.048	Mus musculus	4
12951091	10.1016/s0960-894x(03)00703-0	Retinoic acid receptor RXR-alpha	4
12951091	10.1016/s0960-894x(03)00703-0	Mus musculus	3
14592510	10.1016/j.bmcl.2003.08.048	Retinoic acid receptor alpha	2
14592510	10.1016/j.bmcl.2003.08.048	Peroxisome proliferator-activated receptor gamma	2
12951091	10.1016/s0960-894x(03)00703-0	RXR alpha/PPAR gamma	2
14592510	10.1016/j.bmcl.2003.08.048	Retinoic acid receptor RXR-beta	1
14592510	10.1016/j.bmcl.2003.08.048	Retinoic acid receptor RXR-gamma	1
14592510	10.1016/j.bmcl.2003.08.048	Retinoic acid receptor beta	1
14592510	10.1016/j.bmcl.2003.08.048	Retinoic acid receptor gamma	1
12951091	10.1016/s0960-894x(03)00703-0	Retinoic acid receptor gamma	1
12951091	10.1016/s0960-894x(03)00703-0	Unchecked	1

Data from ChEMBL 36 via Core Engine