Compound Detail

CHEMBL1089865

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Cc1ccc(C(=O)NC2CC2)cc1-c1cc2cnn(-c3c(F)cccc3F)c2n(C)c1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1089865
Phase	Preclinical
Structure Type	MOL
InChI Key	BTFCCPKDGZFGPR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

434.4

MW (Da)

3.87

ALogP

HBA

HBD

68.9

PSA (Å²)

0.53

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 5 meas. best 9.22

Kd 4 meas. best 9.6

Ki 4 meas. best 8.85

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mitogen-activated protein kinase 14 CHEMBL260	Kd	9.6	9.6	0.2	1
THP-1 CHEMBL614245	IC50	9.22	9.22	0.6	1
Mitogen-activated protein kinase 11 CHEMBL3961	Kd	9.17	9.17	0.7	1
Mitogen-activated protein kinase 14 CHEMBL260	Ki	8.85	8.85	1.4	1
Blood CHEMBL613416	IC50	8.77	8.77	1.7	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	8.64	8.64	2.3	1
Mitogen-activated protein kinase 11 CHEMBL3961	Ki	8.6	8.6	2.5	1
MAP kinase-activated protein kinase 2 CHEMBL2208	IC50	8.37	8.37	4.3	1
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	Kd	5.96	5.96	1100.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	Kd	5.96	5.96	1100.0	1
Mitogen-activated protein kinase 13 CHEMBL2939	Ki	5.68	5.68	2100.0	1
Mitogen-activated protein kinase 12 CHEMBL4674	Ki	5.46	5.46	3500.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.44	4.44	36000.0	1

Parameter	Value	Units	Species
AUC	3990.0	ng.hr.mL-1	Rattus norvegicus
AUC	78.2	ng.hr.mL-1	Rattus norvegicus
CL	3.667	mL.min-1.kg-1	Rattus norvegicus
CL	3.667	mL.min-1.kg-1	Rattus norvegicus
Cmax	11.0	nM	Rattus norvegicus
F	43.0	%	Rattus norvegicus
T1/2	2.7	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mitogen-activated protein kinase 14	Kd	=	0.25	nM	9.6	Binding affinity to p38alpha by scintillation proximity assay	20218619
THP-1	IC50	=	0.6	nM	9.22	Inhibition of LPS-induced TNFalpha production in human THP1 cells after 3 hrs	20218619
Mitogen-activated protein kinase 11	Kd	=	0.67	nM	9.17	Binding affinity to p38beta	20218619
Mitogen-activated protein kinase 14	Ki	=	1.4	nM	8.85	Inhibition of human recombinant p38alpha-mediated AFT2 phosphorylation after 1 h...	20218619
Blood	IC50	=	1.7	nM	8.77	Inhibition of IL-8 production in TNFalpha challenged human whole blood after 16 ...	20218619
Mitogen-activated protein kinase 14	IC50	=	2.3	nM	8.64	Inhibition of P38alpha	22196117
Mitogen-activated protein kinase 11	Ki	=	2.5	nM	8.6	Inhibition of p38beta	20218619
MAP kinase-activated protein kinase 2	IC50	=	4.3	nM	8.37	Inhibition of LPS-induced MK2 phosphorylation in human whole blood treated 30 mi...	20218619
Platelet-derived growth factor receptor alpha	Kd	=	1100.0	nM	5.96	Binding affinity to PDGFRalpha	20218619
RAF proto-oncogene serine/threonine-protein kinase	Kd	=	1100.0	nM	5.96	Binding affinity to RAF1	20218619
Mitogen-activated protein kinase 13	Ki	=	2100.0	nM	5.68	Inhibition of p38delta	20218619
Mitogen-activated protein kinase 12	Ki	=	3500.0	nM	5.46	Inhibition of p38-gamma	20218619
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	36000.0	nM	4.44	Inhibition of human ERG by electrophysiology assay	20218619

PubMed	DOI	Target Context	# Activities
20218619	10.1021/jm100095x	Rattus norvegicus	12
20218619	10.1021/jm100095x	Mitogen-activated protein kinase 11	3
20218619	10.1021/jm100095x	Mitogen-activated protein kinase 14	3
20218619	10.1021/jm100095x	Nuclear receptor subfamily 1 group I member 2	2
20218619	10.1021/jm100095x	Cytochrome P450 3A4	2
20218619	10.1021/jm100095x	Plasma	2
20218619	10.1021/jm100095x	Caco-2	2
20218619	10.1021/jm100095x	Platelet-derived growth factor receptor alpha	2
20218619	10.1021/jm100095x	RAF proto-oncogene serine/threonine-protein kinase	2
20218619	10.1021/jm100095x	Cytochrome P450 2C9	2
20218619	10.1021/jm100095x	Cytochrome P450 1A2	2
20218619	10.1021/jm100095x	Mitogen-activated protein kinase 12	1
22196117	10.1016/j.bmcl.2011.11.067	Rattus norvegicus	1
20218619	10.1021/jm100095x	Cytochrome P450 2C19	1
20218619	10.1021/jm100095x	V79	1
20218619	10.1021/jm100095x	ADMET	1
20218619	10.1021/jm100095x	Voltage-gated inwardly rectifying potassium channel KCNH2	1
20218619	10.1021/jm100095x	Mitogen-activated protein kinase 13	1
20218619	10.1021/jm100095x	MAP kinase-activated protein kinase 2	1
20218619	10.1021/jm100095x	Blood	1

Data from ChEMBL 36 via Core Engine