Compound Detail

CHEMBL565591

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Cc1cn(Cc2ccc(Cl)cc2Cl)c2c(/C=C/C(=O)NS(=O)(=O)c3cc(Cl)c(Cl)s3)cc(F)cc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL565591
Phase	Preclinical
Structure Type	MOL
InChI Key	BFBTVZNKWXWKNZ-HWKANZROSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

592.3

MW (Da)

7.33

ALogP

HBA

HBD

68.2

PSA (Å²)

0.24

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H15Cl4FN2O3S2
MW	592.33
Aromatic Rings	4
Heavy Atoms	35
NP-Likeness	-1.26

Activity Summary

IC50 13 meas. best 8.34

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Prostaglandin E2 receptor EP3 subtype CHEMBL3710	IC50	8.34	8.31	4.6	4
Prostaglandin E2 receptor EP3 subtype CHEMBL4336	IC50	7.96	7.96	11.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	7.52	7.52	30.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.66	6.66	218.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.82	5.47	1500.0	2
Prostaglandin E2 receptor EP2 subtype CHEMBL1881	IC50	5.38	5.38	4169.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	5.18	5.18	6600.0	1
Prostaglandin E2 receptor EP4 subtype CHEMBL1836	IC50	5.09	5.09	8039.0	1
Prostacyclin receptor CHEMBL1995	IC50	4.84	4.84	14414.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	18100.0	nM	Canis lupus familiaris
Cmax	2700.0	nM	Rattus norvegicus
F	54.0	%	Canis lupus familiaris
F	27.0	%	Rattus norvegicus
T1/2	3.1	hr	Canis lupus familiaris
T1/2	4.1	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Prostaglandin E2 receptor EP3 subtype	IC50	=	4.6	nM	8.34	Displacement of [3H]PGE2 from human EP3 receptor after 60 mins repeated washing ...	19957930
Prostaglandin E2 receptor EP3 subtype	IC50	=	4.6	nM	8.34	Displacement of [3H]PGE2 from human EP3 receptor after 1 hr by liquid scintillat...	19957930
Prostaglandin E2 receptor EP3 subtype	IC50	=	4.6	nM	8.34	Displacement of [3H]PGE2 from human EP3 receptor	19836233
Prostaglandin E2 receptor EP3 subtype	IC50	=	6.0	nM	8.22	Displacement of [3H]PGE2 from human EP3 receptor after 1 hr by liquid scintillat...	19957930
Prostaglandin E2 receptor EP3 subtype	IC50	=	11.0	nM	7.96	Displacement of [3H]PGE2 from mouse EP3 receptor after 1 hr by liquid scintillat...	19957930
Cytochrome P450 2C9	IC50	=	30.0	nM	7.52	Inhibition of human CYP2C9	19957930
NON-PROTEIN TARGET	IC50	=	218.0	nM	6.66	Antiplatelet activity against human platelet rich plasma assessed as inhibition ...	19957930
Cytochrome P450 3A4	IC50	=	1500.0	nM	5.82	Inhibition of human CYP3A4 using 7-benzyloxy-4-trifluoromethylcoumarin as substr...	19957930
Prostaglandin E2 receptor EP2 subtype	IC50	=	4169.0	nM	5.38	Displacement of [3H]PGE2 from human EP2 receptor after 1 hr by liquid scintillat...	19957930
Cytochrome P450 2C19	IC50	=	6600.0	nM	5.18	Inhibition of human CYP2C19	19957930
Cytochrome P450 3A4	IC50	=	7600.0	nM	5.12	Inhibition of human CYP3A4 using dibenzylfluorescein as substrate	19957930
Prostaglandin E2 receptor EP4 subtype	IC50	=	8039.0	nM	5.09	Displacement of [3H]PGE2 from human EP4 receptor after 1 hr by liquid scintillat...	19957930
Prostacyclin receptor	IC50	=	14414.0	nM	4.84	Displacement of [3H]iloprost from human IP receptor after 1 hr by liquid scintil...	19957930

Literature References

PubMed	DOI	Target Context	# Activities
19957930	10.1021/jm9005912	Prostaglandin E2 receptor EP3 subtype	6
19957930	10.1021/jm9005912	Unchecked	5
19957930	10.1021/jm9005912	Rattus norvegicus	4
19957930	10.1021/jm9005912	ADMET	4
19957930	10.1021/jm9005912	Canis familiaris	4
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
19836233	10.1016/j.bmcl.2009.09.084	Prostaglandin E2 receptor EP3 subtype	2
19957930	10.1021/jm9005912	Liver microsomes	2
19957930	10.1021/jm9005912	Cytochrome P450 3A4	2
19957930	10.1021/jm9005912	Mus musculus	2
19957930	10.1021/jm9005912	Prostacyclin receptor	1
19957930	10.1021/jm9005912	Prostaglandin E2 receptor EP4 subtype	1
19957930	10.1021/jm9005912	Prostaglandin E2 receptor EP2 subtype	1
19957930	10.1021/jm9005912	Prostaglandin E2 receptor EP1 subtype	1
19957930	10.1021/jm9005912	Cytochrome P450 2D6	1
19957930	10.1021/jm9005912	Cytochrome P450 2C9	1
19957930	10.1021/jm9005912	Cytochrome P450 2C19	1
19957930	10.1021/jm9005912	Cytochrome P450 1A2	1
19957930	10.1021/jm9005912	NON-PROTEIN TARGET	1
19957930	10.1021/jm9005912	Caco-2	1

Data from ChEMBL 36 via Core Engine