Compound Detail

CHEMBL4569508

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O=C(NCC(F)(F)F)c1cc(-c2cnn3cc(-c4ccc(OCCN5CCCCC5)cc4)cnc23)cs1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4569508
Phase	Preclinical
Structure Type	MOL
InChI Key	QNABDSWBQJKBHK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

529.6

MW (Da)

5.28

ALogP

HBA

HBD

71.8

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H26F3N5O2S
MW	529.59
Aromatic Rings	4
Heavy Atoms	37
NP-Likeness	-1.84

Activity Summary

IC50 86 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	IC50	9.0	9.0	1.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	7.92	7.92	12.0	1
Misshapen-like kinase 1 CHEMBL5518	IC50	7.89	7.89	13.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	IC50	7.85	7.85	14.0	1
NUAK family SNF1-like kinase 1 CHEMBL5784	IC50	7.82	7.82	15.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	7.72	7.72	19.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	7.72	7.72	19.0	1
Ephrin type-A receptor 8 CHEMBL4134	IC50	7.68	7.68	21.0	1
Unchecked CHEMBL612545	IC50	7.6	7.585	25.0	2
Tyrosine-protein kinase ITK/TSK CHEMBL2959	IC50	7.58	7.58	26.0	1
Serine/threonine-protein kinase Sgk1 CHEMBL2343	IC50	7.57	7.57	27.0	1
Cyclin-dependent kinase 7 CHEMBL3055	IC50	7.52	7.52	30.0	1
Tyrosine-protein kinase HCK CHEMBL3234	IC50	7.52	7.52	30.0	1
Aurora kinase B CHEMBL2185	IC50	7.48	7.48	33.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	7.43	7.43	37.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	7.39	7.39	41.0	1
CDK9/cyclin T1 CHEMBL2111389	IC50	7.35	7.35	45.0	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL4523387	IC50	7.3	7.3	50.0	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	IC50	7.24	7.24	57.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	IC50	7.16	7.16	70.0	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	7.12	7.12	75.0	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	IC50	7.06	7.06	88.0	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	IC50	6.89	6.89	130.0	1
Serine/threonine-protein kinase Nek4 CHEMBL5819	IC50	6.8	6.8	160.0	1
Ephrin type-A receptor 3 CHEMBL4954	IC50	6.75	6.75	180.0	1
Activin receptor type-1B CHEMBL5310	IC50	6.7	6.7	200.0	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	IC50	6.68	6.68	210.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	6.66	6.66	220.0	1
Casein kinase I isoform alpha CHEMBL2793	IC50	6.64	6.64	230.0	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	IC50	6.58	6.58	260.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.55	6.55	280.0	1
Tyrosine-protein kinase BTK CHEMBL5251	IC50	6.54	6.54	290.0	1
High affinity nerve growth factor receptor CHEMBL2815	IC50	6.51	6.51	310.0	1
Glycogen synthase kinase-3 alpha CHEMBL2850	IC50	6.44	6.44	360.0	1
Rho-associated protein kinase 1 CHEMBL3231	IC50	6.44	6.44	360.0	1
NT-3 growth factor receptor CHEMBL5608	IC50	6.42	6.42	380.0	1
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	6.39	6.39	410.0	1
Rho-associated protein kinase 2 CHEMBL2973	IC50	6.37	6.37	430.0	1
Tyrosine-protein kinase SYK CHEMBL2599	IC50	6.36	6.36	440.0	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	IC50	6.35	6.35	450.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	6.26	6.26	550.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	6.23	6.23	590.0	1
Beta-adrenergic receptor kinase 1 CHEMBL4079	IC50	6.21	6.21	610.0	1
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	6.2	6.2	630.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	6.07	6.07	850.0	1
Epidermal growth factor receptor CHEMBL203	IC50	5.96	5.96	1100.0	1
Serine/threonine-protein kinase 26 CHEMBL5941	IC50	5.96	5.96	1100.0	1
Serine/threonine-protein kinase MRCK alpha CHEMBL4516	IC50	5.92	5.92	1200.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	5.92	5.92	1200.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	5.85	5.85	1400.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	32.0	mL.min-1.kg-1	Rattus norvegicus
F	46.0	%	Rattus norvegicus
Vd	14.2	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MAP/microtubule affinity-regulating kinase 3	IC50	=	1.0	nM	9.0	Inhibition of full-length recombinant human GST-tagged MARK3 expressed in baculo...	27491711
Cyclin-dependent kinase 2	IC50	=	12.0	nM	7.92	Inhibition of full-length recombinant human His-tagged CDK2 expressed in baculov...	27491711
Misshapen-like kinase 1	IC50	=	13.0	nM	7.89	Inhibition of recombinant human His-tagged MINK1 catalytic domain expressed in b...	27491711
Leucine-rich repeat serine/threonine-protein kinase 2	IC50	=	14.0	nM	7.85	Inhibition of recombinant human GST-tagged LRRK2 catalytic domain expressed in b...	27491711
NUAK family SNF1-like kinase 1	IC50	=	15.0	nM	7.82	Inhibition of full-length recombinant human His-tagged NUAK1 expressed in baculo...	27491711
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	19.0	nM	7.72	Inhibition of full-length recombinant human GST and His-tagged CDK5/P25 expresse...	27491711
Tyrosine-protein kinase Lck	IC50	=	19.0	nM	7.72	Inhibition of full-length recombinant human His-tagged LCK expressed in baculovi...	27491711
Ephrin type-A receptor 8	IC50	=	21.0	nM	7.68	Inhibition of recombinant human GST-tagged cytoplasmic EPHA8 expressed in baculo...	27491711
Unchecked	IC50	=	25.0	nM	7.6	Inhibition of full-length recombinant human GST and His-tagged AMPK alpha2/beta1...	27491711
Tyrosine-protein kinase ITK/TSK	IC50	=	26.0	nM	7.58	Inhibition of full-length recombinant human GST-tagged ITK expressed in baculovi...	27491711
Unchecked	IC50	=	27.0	nM	7.57	Inhibition of full-length recombinant human GST-tagged PKG2 expressed in baculov...	27491711
Serine/threonine-protein kinase Sgk1	IC50	=	27.0	nM	7.57	Inhibition of recombinant human GST-tagged SGK catalytic domain expressed in bac...	27491711
Cyclin-dependent kinase 7	IC50	=	30.0	nM	7.52	Inhibition of full-length recombinant human His-tagged CDK7 expressed in baculov...	27491711
Tyrosine-protein kinase HCK	IC50	=	30.0	nM	7.52	Inhibition of full-length human N-terminal GST-tagged HCK expressed in baculovir...	27491711
Aurora kinase B	IC50	=	33.0	nM	7.48	Inhibition of full-length recombinant human His-tagged AURKB expressed in baculo...	27491711
Proto-oncogene tyrosine-protein kinase Src	IC50	=	37.0	nM	7.43	Inhibition of full-length recombinant human His-tagged SRC expressed in baculovi...	27491711
Macrophage colony-stimulating factor 1 receptor	IC50	=	41.0	nM	7.39	Inhibition of recombinant human His-tagged cytoplasmic CSF1R expressed in baculo...	27491711
CDK9/cyclin T1	IC50	=	45.0	nM	7.35	Inhibition of full-length recombinant human His-tagged CDK9/cyclin T1 expressed ...	27491711
MAP/microtubule affinity-regulating kinase 4	IC50	=	50.0	nM	7.3	Inhibition of MARK4 in mouse cortical neurons assessed as inhibition of okadaic ...	27491711
Serine/threonine-protein kinase Chk1	IC50	=	57.0	nM	7.24	Inhibition of full-length recombinant human His-tagged CHEK1 expressed in baculo...	27491711

Literature References

PubMed	DOI	Target Context	# Activities
27491711	10.1016/j.bmcl.2016.02.003	ADMET	3
27491711	10.1016/j.bmcl.2016.02.003	Unchecked	2
27491711	10.1016/j.bmcl.2016.02.003	Mitogen-activated protein kinase 8	2
27491711	10.1016/j.bmcl.2016.02.003	Cytoplasmic tyrosine-protein kinase BMX	1
27491711	10.1016/j.bmcl.2016.02.003	MAP/microtubule affinity-regulating kinase 4	1
27491711	10.1016/j.bmcl.2016.02.003	Tyrosine-protein kinase ZAP-70	1
27491711	10.1016/j.bmcl.2016.02.003	Cyclin-dependent kinase 5/CDK5 activator 1	1
27491711	10.1016/j.bmcl.2016.02.003	Cyclin-dependent kinase 2	1
27491711	10.1016/j.bmcl.2016.02.003	Serine/threonine-protein kinase MRCK alpha	1
27491711	10.1016/j.bmcl.2016.02.003	Calcium/calmodulin-dependent protein kinase type IV	1
27491711	10.1016/j.bmcl.2016.02.003	Tyrosine-protein kinase BTK	1
27491711	10.1016/j.bmcl.2016.02.003	Serine/threonine-protein kinase B-raf	1
27491711	10.1016/j.bmcl.2016.02.003	Tyrosine-protein kinase ABL1	1
27491711	10.1016/j.bmcl.2016.02.003	Aurora kinase B	1
27491711	10.1016/j.bmcl.2016.02.003	MAP/microtubule affinity-regulating kinase 3	1
27491711	10.1016/j.bmcl.2016.02.003	AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1	1
27491711	10.1016/j.bmcl.2016.02.003	Activin receptor type-1B	1
27491711	10.1016/j.bmcl.2016.02.003	RAC-gamma serine/threonine-protein kinase	1
27491711	10.1016/j.bmcl.2016.02.003	RAC-beta serine/threonine-protein kinase	1
27491711	10.1016/j.bmcl.2016.02.003	RAC-alpha serine/threonine-protein kinase	1

Data from ChEMBL 36 via Core Engine