Compound Detail

CHEMBL89241

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CC(/C=C/C=C(\C)c1cc(C(C)(C)C)cc(C(C)(C)C)c1)=C\C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL89241
Phase	Preclinical
Structure Type	MOL
InChI Key	JMPZTWDLOGTBPM-OUQSKUGOSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

340.5

MW (Da)

6.27

ALogP

HBA

HBD

37.3

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H32O2
MW	340.51
Aromatic Rings	1
Heavy Atoms	25
NP-Likeness	0.71

Activity Summary

Ki 12 meas. best 9.15

EC50 9 meas. best 9.47

IC50 1 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Retinoic acid receptor gamma CHEMBL2003	EC50	9.47	8.635	0.3	2
Retinoic acid receptor beta CHEMBL2008	Ki	9.15	8.1	0.7	2
ME-180 CHEMBL1075499	IC50	9.0	9.0	1.0	1
Retinoic acid receptor alpha CHEMBL2055	Ki	8.96	8.08	1.1	2
Retinoic acid receptor gamma CHEMBL2003	Ki	8.72	7.815	1.9	2
Retinoic acid receptor beta CHEMBL2008	EC50	8.66	8.14	2.2	2
Retinoic acid receptor alpha CHEMBL2055	EC50	8.4	7.795	4.0	2
Retinoic acid receptor RXR-alpha CHEMBL2061	Ki	8.34	7.495	4.6	2
Retinoic acid receptor RXR-gamma CHEMBL2004	Ki	8.03	7.265	9.3	2
Retinoic acid receptor RXR-beta CHEMBL1870	Ki	7.99	7.12	10.2	2
Retinoic acid receptor RXR-gamma CHEMBL2004	EC50	7.11	7.11	77.0	1
Retinoic acid receptor RXR-beta CHEMBL1870	EC50	7.06	7.06	87.0	1
Retinoic acid receptor RXR-alpha CHEMBL2061	EC50	6.87	6.87	134.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Retinoic acid receptor gamma	EC50	=	0.34	nM	9.47	Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR g...	8709094
Retinoic acid receptor beta	Ki	=	0.7	nM	9.15	Inhibition of [3H]ATRA binding to Retinoic acid receptor RAR beta	8709094
ME-180	IC50	=	1.0	nM	9.0	Antiproliferative activity against human ME-180 cells assessed as inhibition of ...	33895500
Retinoic acid receptor alpha	Ki	=	1.1	nM	8.96	Inhibition of [3H]ATRA binding to Retinoic acid receptor RAR alpha	8709094
Retinoic acid receptor gamma	Ki	=	1.9	nM	8.72	Inhibition of [3H]ATRA binding to Retinoic acid receptor RAR gamma	8709094
Retinoic acid receptor beta	EC50	=	2.2	nM	8.66	Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR b...	8709094
Retinoic acid receptor alpha	EC50	=	4.0	nM	8.4	Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR a...	8709094
Retinoic acid receptor RXR-alpha	Ki	=	4.6	nM	8.34	Inhibition of [3H]9-cis-RA binding to Retinoid X receptor RXR alpha	8709094
Retinoic acid receptor RXR-gamma	Ki	=	9.3	nM	8.03	Inhibition of [3H]9-cis-RA binding to Retinoid X receptor RXR gamma	8709094
Retinoic acid receptor RXR-beta	Ki	=	10.2	nM	7.99	Inhibition of [3H]9-cis-RA binding to Retinoid X receptor RXR beta	8709094
Retinoic acid receptor gamma	EC50	=	16.0	nM	7.8	Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR g...	8709094
Retinoic acid receptor beta	EC50	=	24.0	nM	7.62	Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR b...	8709094
Retinoic acid receptor alpha	Ki	=	63.5	nM	7.2	Inhibition of [3H]ATRA binding to Retinoic acid receptor RAR alpha	8709094
Retinoic acid receptor alpha	EC50	=	65.0	nM	7.19	Transcriptional activation in CV-1 cells expressing Retinoic acid receptor RAR a...	8709094
Retinoic acid receptor RXR-gamma	EC50	=	77.0	nM	7.11	Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR gamm...	8709094
Retinoic acid receptor RXR-beta	EC50	=	87.0	nM	7.06	Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR beta	8709094
Retinoic acid receptor beta	Ki	=	90.0	nM	7.05	Inhibition of [3H]ATRA binding to Retinoic acid receptor RAR beta	8709094
Retinoic acid receptor gamma	Ki	=	124.0	nM	6.91	Inhibition of [3H]ATRA binding to Retinoic acid receptor RAR gamma	8709094
Retinoic acid receptor RXR-alpha	EC50	=	134.0	nM	6.87	Transcriptional activation in CV-1 cells expressing Retinoid X receptor RXR alph...	8709094
Retinoic acid receptor RXR-alpha	Ki	=	223.0	nM	6.65	Inhibition of [3H]9-cis-RA binding to Retinoid X receptor RXR alpha	8709094

Literature References

PubMed	DOI	Target Context	# Activities
8709094	10.1021/jm960285j	Retinoic acid receptor alpha	6
8709094	10.1021/jm960285j	Retinoic acid receptor beta	6
8709094	10.1021/jm960285j	Retinoic acid receptor gamma	6
8709094	10.1021/jm960285j	Retinoic acid receptor RXR-alpha	5
8709094	10.1021/jm960285j	Retinoic acid receptor RXR-beta	5
8709094	10.1021/jm960285j	Retinoic acid receptor RXR-gamma	5
33895500	10.1016/j.ejmech.2021.113451	ME-180	1

Data from ChEMBL 36 via Core Engine