Compound Detail

CHEMBL4550702

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Cn1cc(-c2cnc3c(-c4csc(C(=O)NCC(F)(F)F)c4)cnn3c2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4550702
Phase	Preclinical
Structure Type	MOL
InChI Key	UEFCSGDOOJJXTN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

406.4

MW (Da)

3.15

ALogP

HBA

HBD

77.1

PSA (Å²)

0.56

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H13F3N6OS
MW	406.39
Aromatic Rings	4
Heavy Atoms	28
NP-Likeness	-2.26

Activity Summary

IC50 73 meas. best 8.22

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	IC50	8.22	8.22	6.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.96	7.96	11.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.82	7.82	15.0	1
NUAK family SNF1-like kinase 1 CHEMBL5784	IC50	7.72	7.72	19.0	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	IC50	7.72	7.72	19.0	1
Testis-specific serine/threonine-protein kinase 1 CHEMBL6003	IC50	7.7	7.7	20.0	1
Misshapen-like kinase 1 CHEMBL5518	IC50	7.66	7.66	22.0	1
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 CHEMBL2111345	IC50	7.58	7.58	26.0	1
Ephrin type-A receptor 8 CHEMBL4134	IC50	7.54	7.54	29.0	1
Tyrosine-protein kinase HCK CHEMBL3234	IC50	7.48	7.48	33.0	1
CDK9/cyclin T1 CHEMBL2111389	IC50	7.46	7.46	35.0	1
Ephrin type-B receptor 2 CHEMBL3290	IC50	7.44	7.44	36.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	7.43	7.43	37.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	7.38	7.38	42.0	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	IC50	7.28	7.28	53.0	1
Cyclin-dependent kinase 7 CHEMBL3055	IC50	7.28	7.28	53.0	1
Ephrin type-A receptor 3 CHEMBL4954	IC50	7.28	7.28	52.0	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL4523387	IC50	7.22	7.22	60.0	1
Serine/threonine-protein kinase Sgk1 CHEMBL2343	IC50	7.2	7.2	63.0	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	IC50	7.19	7.19	64.0	1
Unchecked CHEMBL612545	IC50	7.17	6.745	68.0	2
Glycogen synthase kinase-3 beta CHEMBL262	IC50	7.08	7.08	84.0	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	7.04	7.04	92.0	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	IC50	7.03	7.03	94.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	7.0	7.0	100.0	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	IC50	6.96	6.96	110.0	1
NT-3 growth factor receptor CHEMBL5608	IC50	6.92	6.92	120.0	1
Glycogen synthase kinase-3 alpha CHEMBL2850	IC50	6.89	6.89	130.0	1
Activin receptor type-1B CHEMBL5310	IC50	6.77	6.77	170.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	IC50	6.77	6.77	170.0	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	IC50	6.72	6.72	190.0	1
Serine/threonine-protein kinase Nek4 CHEMBL5819	IC50	6.62	6.62	240.0	1
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	6.57	6.57	270.0	1
Serine/threonine-protein kinase 26 CHEMBL5941	IC50	6.54	6.54	290.0	1
Tyrosine-protein kinase BTK CHEMBL5251	IC50	6.44	6.44	360.0	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	IC50	6.42	6.42	380.0	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	IC50	6.38	6.38	420.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.37	6.37	430.0	1
High affinity nerve growth factor receptor CHEMBL2815	IC50	6.27	6.27	540.0	1
Rho-associated protein kinase 2 CHEMBL2973	IC50	6.25	6.25	560.0	1
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	6.25	6.25	560.0	1
Casein kinase I isoform alpha CHEMBL2793	IC50	6.2	6.2	630.0	1
Tyrosine-protein kinase SYK CHEMBL2599	IC50	6.12	6.12	750.0	1
Rho-associated protein kinase 1 CHEMBL3231	IC50	6.11	6.11	780.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	6.09	6.09	810.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	5.92	5.92	1200.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	5.82	5.82	1500.0	1
PI3-kinase p110-delta/p85-alpha CHEMBL2111432	IC50	5.82	5.82	1500.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	5.77	5.77	1700.0	1
Protein kinase C zeta type CHEMBL3438	IC50	5.75	5.75	1800.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	7.4	mL.min-1.kg-1	Rattus norvegicus
F	53.0	%	Rattus norvegicus
Vd	0.77	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	=	6.0	nM	8.22	Inhibition of full-length recombinant human GST-tagged MARK3 expressed in baculo...	27491711
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	11.0	nM	7.96	Inhibition of full-length recombinant human GST-tagged DYRK1A expressed in bacul...	27491711
Vascular endothelial growth factor receptor 2	IC50	=	15.0	nM	7.82	Inhibition of recombinant human His-tagged cytoplasmic KDR expressed in baculovi...	27491711
Interleukin-1 receptor-associated kinase 1	IC50	=	19.0	nM	7.72	Inhibition of recombinant human GST-tagged IRAK1 (194 to 712 residues) catalytic...	27491711
NUAK family SNF1-like kinase 1	IC50	=	19.0	nM	7.72	Inhibition of full-length recombinant human His-tagged NUAK1 expressed in baculo...	27491711
Testis-specific serine/threonine-protein kinase 1	IC50	=	20.0	nM	7.7	Inhibition of full-length recombinant human His-tagged STK22D expressed in bacul...	27491711
Misshapen-like kinase 1	IC50	=	22.0	nM	7.66	Inhibition of recombinant human His-tagged MINK1 catalytic domain expressed in b...	27491711
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1	IC50	=	26.0	nM	7.58	Inhibition of full-length recombinant human GST and His-tagged AMPK alpha1/beta1...	27491711
Ephrin type-A receptor 8	IC50	=	29.0	nM	7.54	Inhibition of recombinant human GST-tagged cytoplasmic EPHA8 expressed in baculo...	27491711
Tyrosine-protein kinase HCK	IC50	=	33.0	nM	7.48	Inhibition of full-length human N-terminal GST-tagged HCK expressed in baculovir...	27491711
CDK9/cyclin T1	IC50	=	35.0	nM	7.46	Inhibition of full-length recombinant human His-tagged CDK9/cyclin T1 expressed ...	27491711
Ephrin type-B receptor 2	IC50	=	36.0	nM	7.44	Inhibition of recombinant human GST-tagged cytoplasmic EPHB2 expressed in baculo...	27491711
Tyrosine-protein kinase Lck	IC50	=	37.0	nM	7.43	Inhibition of full-length recombinant human His-tagged LCK expressed in baculovi...	27491711
Proto-oncogene tyrosine-protein kinase Src	IC50	=	42.0	nM	7.38	Inhibition of full-length recombinant human His-tagged SRC expressed in baculovi...	27491711
Cyclin-dependent kinase 7	IC50	=	53.0	nM	7.28	Inhibition of full-length recombinant human His-tagged CDK7 expressed in baculov...	27491711
3-phosphoinositide-dependent protein kinase 1	IC50	=	53.0	nM	7.28	Inhibition of full-length recombinant human His-tagged PDK1 expressed in baculov...	27491711
Ephrin type-A receptor 3	IC50	=	52.0	nM	7.28	Inhibition of recombinant human His-tagged cytoplasmic EPHA3 expressed in baculo...	27491711
MAP/microtubule affinity-regulating kinase 4	IC50	=	60.0	nM	7.22	Inhibition of MARK4 in mouse cortical neurons assessed as inhibition of okadaic ...	27491711
Serine/threonine-protein kinase Sgk1	IC50	=	63.0	nM	7.2	Inhibition of recombinant human GST-tagged SGK catalytic domain expressed in bac...	27491711
Interleukin-1 receptor-associated kinase 4	IC50	=	64.0	nM	7.19	Inhibition of full-length recombinant human His-tagged IRAK4 expressed in baculo...	27491711

Literature References

PubMed	DOI	Target Context	# Activities
27491711	10.1016/j.bmcl.2016.02.003	ADMET	4
27491711	10.1016/j.bmcl.2016.02.003	Mitogen-activated protein kinase 8	2
27491711	10.1016/j.bmcl.2016.02.003	No relevant target	2
27491711	10.1016/j.bmcl.2016.02.003	Unchecked	2
27491711	10.1016/j.bmcl.2016.02.003	ATP-dependent translocase ABCB1	2
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	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	Cytoplasmic tyrosine-protein kinase BMX	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
27491711	10.1016/j.bmcl.2016.02.003	Beta-adrenergic receptor kinase 1	1

Data from ChEMBL 36 via Core Engine