Compound Detail

CHEMBL3263640

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Cc1c(NC(=O)c2ccc(C(C)(C)C)cc2)cccc1-c1nc(Nc2ccc(C(=O)N3CCOCC3)cc2)c2nc[nH]c2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3263640
Phase	Preclinical
Structure Type	MOL
InChI Key	IGXJXMLDIIGDNE-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

589.7

MW (Da)

6.09

ALogP

HBA

HBD

125.1

PSA (Å²)

0.22

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C34H35N7O3
MW	589.70
Aromatic Rings	5
Heavy Atoms	44
NP-Likeness	-1.48

Activity Summary

IC50 26 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase BTK CHEMBL5251	IC50	8.1	7.7171	8.0	7
Tyrosine-protein kinase Tec CHEMBL4246	IC50	7.85	7.85	14.0	2
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	7.44	7.435	36.0	2
Tyrosine-protein kinase ITK/TSK CHEMBL2959	IC50	7.28	7.28	52.0	1
Tyrosine-protein kinase TXK CHEMBL4367	IC50	7.26	7.26	55.0	1
Tyrosine-protein kinase BTK CHEMBL3259478	IC50	6.95	6.95	112.0	1
MAP kinase-activated protein kinase 3 CHEMBL4670	IC50	6.67	6.67	213.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	6.4	6.4	400.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.32	6.32	479.0	1
Cytochrome P450 2C8 CHEMBL3721	IC50	5.85	5.85	1400.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	5.61	5.61	2434.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	5.51	5.51	3068.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	5.47	5.47	3400.0	1
Insulin receptor CHEMBL1981	IC50	5.04	5.04	9142.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.01	5.01	9800.0	1
MAP kinase-activated protein kinase 2 CHEMBL2208	IC50	4.88	4.88	13330.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	4.75	4.75	17910.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	4.47	4.47	33740.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	19147.56	ng.hr.mL-1	Mus musculus
Cmax	3802.0	nM	Mus musculus
T1/2	4.3	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase BTK	IC50	=	8.0	nM	8.1	Inhibition of BTK-mediated proliferation in human tonsilar B cells assessed as [...	24685542
Tyrosine-protein kinase BTK	IC50	=	8.0	nM	8.1	Inhibition of BTK (unknown origin)	29631132
Tyrosine-protein kinase BTK	IC50	=	8.0	nM	8.1	Inhibition of full length human wild type his-tagged BTK expressed in Sf9 cells ...	24685542
Tyrosine-protein kinase BTK	IC50	=	9.0	nM	8.05	Inhibition of BTK-induced calcium flux in human Ramos cells	24685542
Tyrosine-protein kinase Tec	IC50	=	14.0	nM	7.85	Inhibition of TEC (unknown origin)	24685542
Tyrosine-protein kinase Tec	IC50	=	14.0	nM	7.85	Inhibition of TEC (unknown origin)	29631132
Tyrosine-protein kinase BTK	IC50	=	30.0	nM	7.52	Inhibition of BTK in human tonsilar B cells assessed as inhibition of IL6 expres...	24685542
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	36.0	nM	7.44	Inhibition of BMX (unknown origin)	29631132
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	37.0	nM	7.43	Inhibition of BMX (unknown origin)	24685542
Tyrosine-protein kinase BTK	IC50	=	50.0	nM	7.3	Inhibition of BTK phosphorylation in human Ramos cells by Western blotting	24685542
Tyrosine-protein kinase ITK/TSK	IC50	=	52.0	nM	7.28	Inhibition of ITK (unknown origin)	24685542
Tyrosine-protein kinase TXK	IC50	=	55.0	nM	7.26	Inhibition of TXK (unknown origin)	24685542
Tyrosine-protein kinase BTK	IC50	=	112.0	nM	6.95	Inhibition of BTK-mediated CD86 surface expression in mouse splenic B cells afte...	24685542
Tyrosine-protein kinase BTK	IC50	=	142.0	nM	6.85	Inhibition of BTK-mediated CD86 surface expression in human peripheral blood mon...	24685542
MAP kinase-activated protein kinase 3	IC50	=	213.0	nM	6.67	Inhibition of MAPKAPK3 (unknown origin)	24685542
Cytochrome P450 2C9	IC50	=	400.0	nM	6.4	Inhibition of CYP2C9 (unknown origin)	24685542
Receptor-type tyrosine-protein kinase FLT3	IC50	=	479.0	nM	6.32	Inhibition of FLT3 (unknown origin)	24685542
Cytochrome P450 2C8	IC50	=	1400.0	nM	5.85	Inhibition of CYP2C8 (unknown origin)	24685542
Proto-oncogene tyrosine-protein kinase Src	IC50	=	2434.0	nM	5.61	Inhibition of SRC (unknown origin)	24685542
Tyrosine-protein kinase JAK2	IC50	=	3068.0	nM	5.51	Inhibition of JAK2 (unknown origin)	24685542

Literature References

PubMed	DOI	Target Context	# Activities
24685542	10.1016/j.bmcl.2014.02.075	Tyrosine-protein kinase BTK	7
24685542	10.1016/j.bmcl.2014.02.075	Unchecked	5
24685542	10.1016/j.bmcl.2014.02.075	Mus musculus	4
24685542	10.1016/j.bmcl.2014.02.075	No relevant target	3
24685542	10.1016/j.bmcl.2014.02.075	Cytochrome P450 3A4	2
24685542	10.1016/j.bmcl.2014.02.075	Liver microsome	2
24685542	10.1016/j.bmcl.2014.02.075	Caco-2	2
24685542	10.1016/j.bmcl.2014.02.075	MAP kinase-activated protein kinase 3	1
24685542	10.1016/j.bmcl.2014.02.075	Proto-oncogene tyrosine-protein kinase Src	1
29631132	10.1016/j.ejmech.2018.03.062	Tyrosine-protein kinase BTK	1
24685542	10.1016/j.bmcl.2014.02.075	Tyrosine-protein kinase JAK3	1
24685542	10.1016/j.bmcl.2014.02.075	Epidermal growth factor receptor	1
24685542	10.1016/j.bmcl.2014.02.075	Insulin receptor	1
24685542	10.1016/j.bmcl.2014.02.075	MAP kinase-activated protein kinase 2	1
24685542	10.1016/j.bmcl.2014.02.075	Inhibitor of nuclear factor kappa-B kinase subunit alpha	1
24685542	10.1016/j.bmcl.2014.02.075	Inhibitor of nuclear factor kappa-B kinase subunit beta	1
24685542	10.1016/j.bmcl.2014.02.075	Tyrosine-protein kinase TXK	1
24685542	10.1016/j.bmcl.2014.02.075	Glycogen synthase kinase-3 beta	1
24685542	10.1016/j.bmcl.2014.02.075	Tyrosine-protein kinase Tec	1
24685542	10.1016/j.bmcl.2014.02.075	Tyrosine-protein kinase ITK/TSK	1

Data from ChEMBL 36 via Core Engine