Compound Detail

CHEMBL255930

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Cc1oc(-c2ccccc2)nc1CCOc1ccc(C[C@@H]2CN(c3nccc(C(F)(F)F)n3)C[C@@H]2C(=O)O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL255930
Phase	Preclinical
Structure Type	MOL
InChI Key	ABIFPJDABNXEMK-GGAORHGYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

552.5

MW (Da)

5.46

ALogP

HBA

HBD

101.6

PSA (Å²)

0.29

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C29H27F3N4O4
MW	552.55
Aromatic Rings	4
Heavy Atoms	40
NP-Likeness	-0.95

Activity Summary

EC50 6 meas. best 7.52

IC50 6 meas. best 7.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Peroxisome proliferator-activated receptor gamma CHEMBL235	IC50	7.7	7.61	20.0	2
Peroxisome proliferator-activated receptor gamma CHEMBL235	EC50	7.52	6.66	30.0	3
Peroxisome proliferator-activated receptor alpha CHEMBL239	EC50	7.52	7.285	30.0	2
Peroxisome proliferator-activated receptor alpha CHEMBL239	IC50	6.13	6.075	740.0	2
Cytochrome P450 2C9 CHEMBL3397	IC50	5.5	5.5	3200.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	5.06	5.06	8800.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	65.0	%	Rattus norvegicus
T1/2	1.54	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Peroxisome proliferator-activated receptor gamma	IC50	=	20.0	nM	7.7	Binding affinity to PPARgamma (unknown origin) using fluorescein-tagged dual PPA...	25686852
Peroxisome proliferator-activated receptor gamma	EC50	=	30.0	nM	7.52	Agonist activity at GAL4 tagged human PPARgamma ligand binding domain expressed ...	25686852
Peroxisome proliferator-activated receptor alpha	EC50	=	30.0	nM	7.52	Agonist activity at GAL4 tagged human PPARalpha ligand binding domain expressed ...	25686852
Peroxisome proliferator-activated receptor gamma	IC50	=	30.0	nM	7.52	Binding affinity to PPARgamma (unknown origin) using fluorescein-tagged dual PPA...	25686852
Peroxisome proliferator-activated receptor gamma	EC50	=	50.0	nM	7.3	Agonist activity at GAL4 tagged human PPARgamma ligand binding domain expressed ...	25686852
Peroxisome proliferator-activated receptor alpha	EC50	=	90.0	nM	7.05	Agonist activity at GAL4 tagged human PPARalpha ligand binding domain expressed ...	25686852
Peroxisome proliferator-activated receptor alpha	IC50	=	740.0	nM	6.13	Binding affinity to PPARalpha (unknown origin) using fluorescein-tagged dual PPA...	25686852
Peroxisome proliferator-activated receptor alpha	IC50	=	960.0	nM	6.02	Binding affinity to PPARalpha (unknown origin) using fluorescein-tagged dual PPA...	25686852
Cytochrome P450 2C9	IC50	=	3200.0	nM	5.5	Inhibition of CYP2C9 (unknown origin)	25686852
Peroxisome proliferator-activated receptor gamma	EC50	=	7000.0	nM	5.16	Agonist activity at human PPARgamma expressed in HEK293 cells assessed as lucife...	18511276
Cytochrome P450 2C19	IC50	=	8800.0	nM	5.06	Inhibition of CYP2C19 (unknown origin)	25686852

Literature References

PubMed	DOI	Target Context	# Activities
25686852	10.1016/j.bmcl.2015.01.066	Peroxisome proliferator-activated receptor gamma	7
25686852	10.1016/j.bmcl.2015.01.066	Peroxisome proliferator-activated receptor alpha	7
25686852	10.1016/j.bmcl.2015.01.066	Rattus norvegicus	3
25686852	10.1016/j.bmcl.2015.01.066	Mus musculus	2
18511276	10.1016/j.bmcl.2008.05.014	Peroxisome proliferator-activated receptor gamma	1
18511276	10.1016/j.bmcl.2008.05.014	Peroxisome proliferator-activated receptor alpha	1
25686852	10.1016/j.bmcl.2015.01.066	Cytochrome P450 2C9	1
25686852	10.1016/j.bmcl.2015.01.066	Cytochrome P450 2C19	1

Data from ChEMBL 36 via Core Engine