Compound Detail

CHEMBL288436

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Cc1cc2c(cc1C1(c3ccc(C(=O)O)cn3)CC1)C(C)(C)CCC2(C)C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL288436
Phase	Preclinical
Structure Type	MOL
InChI Key	SLXTWXQUEZSSTJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

363.5

MW (Da)

5.52

ALogP

HBA

HBD

50.2

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C24H29NO2
MW	363.50
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	0.16

Activity Summary

Ki 16 meas. best 8.52

EC50 12 meas. best 8.52

Kd 3 meas. best 8.52

IC50 2 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	EC50	8.52	7.76	3.0	2
Retinoic acid receptor RXR-alpha CHEMBL2061	Kd	8.52	8.52	3.0	1
Retinoic acid receptor RXR-alpha CHEMBL2061	Ki	8.52	8.0533	3.0	3
Retinoic acid receptor RXR-gamma CHEMBL4402	Kd	8.52	8.52	3.0	1
Retinoic acid receptor RXR-beta CHEMBL4047	EC50	8.52	8.52	3.0	1
Retinoic acid receptor RXR-beta CHEMBL4047	Kd	8.52	8.52	3.0	1
Retinoic acid receptor RXR-alpha CHEMBL2061	EC50	8.4	7.8825	4.0	4
Retinoic acid receptor RXR-gamma CHEMBL4402	EC50	8.4	8.4	4.0	1
Retinoic acid receptor RXR-beta CHEMBL1870	Ki	8.12	7.62	7.5	2
Retinoic acid receptor RXR-alpha CHEMBL2061	IC50	8.1	8.1	8.0	1
Retinoic acid receptor RXR-alpha CHEMBL4431	EC50	7.96	7.96	11.0	1
Retinoic acid receptor RXR-gamma CHEMBL2004	Ki	7.92	7.92	12.0	2
Retinoic acid receptor RXR-alpha CHEMBL4431	Ki	7.75	7.75	18.0	1
Retinoic acid receptor RXR-gamma CHEMBL4277	Ki	7.75	7.75	18.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	EC50	7.73	7.26	18.6	2
Retinoic acid receptor RXR-beta CHEMBL2805	Ki	7.7	7.7	20.0	1
RXR alpha/PPAR gamma CHEMBL2111394	EC50	7.42	7.42	38.0	1
Retinoic acid receptor alpha CHEMBL2055	Ki	5.81	5.685	1550.0	2
Retinoic acid receptor RXR-beta CHEMBL4047	Ki	5.45	5.45	3515.0	1
Retinoic acid receptor beta CHEMBL2008	Ki	5.0	5.0	9901.0	1
Retinoic acid receptor gamma CHEMBL2003	Ki	5.0	5.0	9901.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	EC50	=	3.0	nM	8.52	Inhibition of RXR (unknown origin)	34251209
Retinoic acid receptor RXR-alpha	Ki	=	3.0	nM	8.52	Binding affinity against Retinoic acid receptor RXR-alpha by [3H]9-cis-RA displa...	15006411
Retinoic acid receptor RXR-gamma	Kd	=	3.0	nM	8.52	Binding affinity to Retinoic acid receptor RXR-gamma was evaluated in a competit...	7636877
Retinoic acid receptor RXR-beta	Kd	=	3.0	nM	8.52	Binding affinity to Retinoic acid receptor RXR-beta was determined in a competit...	7636877
Retinoic acid receptor RXR-alpha	Kd	=	3.0	nM	8.52	Ability to bind directly to Retinoic acid receptor RXR-alpha was evaluated in a ...	7636877
Retinoic acid receptor RXR-beta	EC50	=	3.0	nM	8.52	Ability to activate gene expression at Retinoic acid receptor RXR-beta was evalu...	7636877
Retinoic acid receptor RXR-gamma	EC50	=	4.0	nM	8.4	Ability to activate gene expression at Retinoic acid receptor RXR-gamma was eval...	7636877
Retinoic acid receptor RXR-alpha	EC50	=	4.0	nM	8.4	Ability to activate gene expression at Retinoic acid receptor RXR-alpha was eval...	7636877
Retinoic acid receptor RXR-beta	Ki	=	7.5	nM	8.12	Displacement of [3H]9-cis-RA from Retinoic X receptor beta	15006411
Retinoic acid receptor RXR-alpha	IC50	=	8.0	nM	8.1	Antagonist activity for Retinoic X receptor alpha in CV1 cells	15006411
Retinoic acid receptor RXR-alpha	EC50	=	11.0	nM	7.96	Inhibition of Retinoic acid receptor RXR-alpha agonist activity in vitro	12801232
Retinoic acid receptor RXR-alpha	EC50	=	11.0	nM	7.96	In vitro transcriptional activation in CV-1 cells expressing RXR-alpha	12954061
Retinoic acid receptor RXR-gamma	Ki	=	12.0	nM	7.92	Displacement of [3H]9-cis-RA from retinoic X receptor gamma	15006411
Retinoic acid receptor RXR-gamma	Ki	=	12.0	nM	7.92	Binding affinity against RXR gamma receptor using [3H]9-cis-RA as radioligand in...	14592510
Retinoic acid receptor RXR-alpha	Ki	=	12.9	nM	7.89	Binding affinity against RXR alpha receptor using [3H]9-cis-RA as radioligand in...	14592510
Retinoic acid receptor RXR-alpha	EC50	=	17.0	nM	7.77	In vitro agonistic activity against RXR alpha in CV-1 cells	14592510
Retinoic acid receptor RXR-alpha	Ki	=	18.0	nM	7.75	Binding affinity for Retinoic acid receptor RXR-alpha was determined by competin...	12954061
Retinoic acid receptor RXR-gamma	Ki	=	18.0	nM	7.75	Binding affinity for Retinoic acid receptor RXR-gamma was determined by competin...	12954061
Retinoic acid receptor RXR-alpha	Ki	=	18.0	nM	7.75	Binding affinity against Retinoic acid receptor RXR-alpha was determined in vitr...	12801232
Peroxisome proliferator-activated receptor gamma	EC50	=	18.6	nM	7.73	In vitro agonistic activity against PPAR gamma along with 100 nM BRL-49653	14592510

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	10
-	10.6019/CHEMBL4689842	Fibroblast	10
-	10.6019/CHEMBL4689842	U2OS	8
12954061	10.1021/jm020401k	Retinoic acid receptor RXR-alpha	6
15006411	10.1016/j.bmcl.2003.12.089	Retinoic acid receptor RXR-alpha	5
12801232	10.1021/jm020340q	Retinoic acid receptor RXR-alpha	5
14592510	10.1016/j.bmcl.2003.08.048	Retinoic acid receptor RXR-alpha	4
12954061	10.1021/jm020401k	Unchecked	4
14592510	10.1016/j.bmcl.2003.08.048	Peroxisome proliferator-activated receptor gamma	2
7636877	10.1021/jm00016a018	Retinoic acid receptor RXR-alpha	2
7636877	10.1021/jm00016a018	Retinoic acid receptor RXR-beta	2
7636877	10.1021/jm00016a018	Retinoic acid receptor RXR-gamma	2
15006411	10.1016/j.bmcl.2003.12.089	Retinoic acid receptor RXR-beta	2
15006411	10.1016/j.bmcl.2003.12.089	Retinoic acid receptor RXR-gamma	2
23472886	10.1021/jm400026k	Retinoic acid receptor RXR-alpha	2
12801232	10.1021/jm020340q	RXR alpha/PPAR gamma	2
14592510	10.1016/j.bmcl.2003.08.048	Retinoic acid receptor alpha	2
12801232	10.1021/jm020340q	Unchecked	2
12801232	10.1021/jm020340q	Rattus norvegicus	2
12954061	10.1021/jm020401k	Rattus norvegicus	2

Data from ChEMBL 36 via Core Engine