Compound Detail

CHEMBL477119

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CCCCCCCN(CCc1ccc(O[C@@](C)(CC)C(=O)O)cc1)c1nc2ccccc2o1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL477119
Phase	Preclinical
Structure Type	MOL
InChI Key	QPKIEBNVIOELIR-MHZLTWQESA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

452.6

MW (Da)

6.48

ALogP

HBA

HBD

75.8

PSA (Å²)

0.28

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H36N2O4
MW	452.60
Aromatic Rings	3
Heavy Atoms	33
NP-Likeness	-0.31

Activity Summary

EC50 4 meas. best 7.25

IC50 3 meas. best 4.77

Kd 2 meas. best 5.7

Ki 2 meas. best 6.01

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Peroxisome proliferator-activated receptor alpha CHEMBL239	EC50	7.25	7.25	56.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	EC50	6.68	6.38	208.0	3
Peroxisome proliferator-activated receptor gamma CHEMBL235	Ki	6.01	6.01	971.0	2
Peroxisome proliferator-activated receptor gamma CHEMBL235	Kd	5.7	5.7	1978.0	2
LoVo CHEMBL614721	IC50	4.77	4.77	17000.0	1
HCT-15 CHEMBL612263	IC50	4.68	4.68	21000.0	1
HT-29 CHEMBL384	IC50	4.3	4.3	50000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Peroxisome proliferator-activated receptor alpha	EC50	=	56.0	nM	7.25	Agonist activity at human GAL4-fused PPARalpha ligand binding domain expressed i...	22081932
Peroxisome proliferator-activated receptor gamma	EC50	=	208.0	nM	6.68	Activation of wild type PPAR-gamma-mediated transcriptional activity assessed as...	17403688
Peroxisome proliferator-activated receptor gamma	EC50	=	593.0	nM	6.23	Activation of human PPARgamma ligand binding domain-mediated transcriptional act...	17403688
Peroxisome proliferator-activated receptor gamma	EC50	=	590.0	nM	6.23	Agonist activity at human GAL4-fused PPARgamma ligand binding domain expressed i...	22081932
Peroxisome proliferator-activated receptor gamma	Ki	=	971.0	nM	6.01	Displacement of [3H]rosiglitazone from histidine-tagged PPARgamma ligand binding...	17403688
Peroxisome proliferator-activated receptor gamma	Ki	=	971.0	nM	6.01	Displacement of [3H]rosiglitazone from N-terminal His-tagged human PPARgamma lig...	22081932
Peroxisome proliferator-activated receptor gamma	Kd	=	1978.0	nM	5.7	Agonist activity at histidine-tagged PPARgamma ligand binding domain by cell fre...	17403688
Peroxisome proliferator-activated receptor gamma	Kd	=	2000.0	nM	5.7	Binding affinity to PPARgamma ligand binding domain by isothermal titration calo...	22081932
LoVo	IC50	=	17000.0	nM	4.77	Antitumor activity against human LoVo cells assessed as inhibition of cell proli...	22081932
HCT-15	IC50	=	21000.0	nM	4.68	Antitumor activity against human HCT15 cells assessed as inhibition of cell prol...	22081932
HT-29	IC50	=	50000.0	nM	4.3	Antitumor activity against human HT-29 cells assessed as inhibition of cell prol...	22081932

Literature References

PubMed	DOI	Target Context	# Activities
22081932	10.1021/jm201306q	Mus musculus	14
22081932	10.1021/jm201306q	HT-29	9
22081932	10.1021/jm201306q	Peroxisome proliferator-activated receptor gamma	8
17403688	10.1074/jbc.m702316200	Peroxisome proliferator-activated receptor gamma	7
22081932	10.1021/jm201306q	LoVo	6
22081932	10.1021/jm201306q	HCT-15	6
17403688	10.1074/jbc.m702316200	Peroxisome proliferator-activated receptor delta	2
22081932	10.1021/jm201306q	3T3-L1	2
22081932	10.1021/jm201306q	Peroxisome proliferator-activated receptor delta	2
22081932	10.1021/jm201306q	Peroxisome proliferator-activated receptor alpha	2
17403688	10.1074/jbc.m702316200	Peroxisome proliferator-activated receptor alpha	1
17403688	10.1074/jbc.m702316200	Unchecked	1

Data from ChEMBL 36 via Core Engine