Compound Detail

CHEMBL4568087

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Cn1cc(-c2cnc3c(-c4csc(C(=O)N[C@@H]5CCCC[C@@H]5N)c4)cnn3c2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4568087
Phase	Preclinical
Structure Type	MOL
InChI Key	LYADGAGFYYXXIO-ZWKOTPCHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

421.5

MW (Da)

2.86

ALogP

HBA

HBD

103.1

PSA (Å²)

0.53

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H23N7OS
MW	421.53
Aromatic Rings	4
Heavy Atoms	30
NP-Likeness	-1.58

Activity Summary

IC50 90 meas. best 8.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	8.89	8.89	1.3	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.72	8.72	1.9	1
Death-associated protein kinase 1 CHEMBL2558	IC50	8.72	8.72	1.9	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL4523387	IC50	8.7	8.7	2.0	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	IC50	8.66	8.66	2.2	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	8.66	8.66	2.2	1
Tyrosine-protein kinase HCK CHEMBL3234	IC50	8.55	8.55	2.8	1
Ephrin type-A receptor 8 CHEMBL4134	IC50	8.54	8.54	2.9	1
Ephrin type-B receptor 2 CHEMBL3290	IC50	8.54	8.54	2.9	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	8.52	8.52	3.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	IC50	8.51	8.51	3.1	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	8.49	8.49	3.2	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	8.48	8.48	3.3	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.46	8.46	3.5	1
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	8.46	8.46	3.5	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	8.41	8.41	3.9	1
Cyclin-dependent kinase 7 CHEMBL3055	IC50	8.39	8.39	4.1	1
NUAK family SNF1-like kinase 1 CHEMBL5784	IC50	8.38	8.38	4.2	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	8.36	8.36	4.4	1
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 CHEMBL2111345	IC50	8.34	8.34	4.6	1
Unchecked CHEMBL612545	IC50	8.34	8.15	4.6	2
Misshapen-like kinase 1 CHEMBL5518	IC50	8.22	8.22	6.0	1
Serine/threonine-protein kinase 26 CHEMBL5941	IC50	8.2	8.2	6.3	1
Inhibitor of nuclear factor kappa-B kinase subunit epsilon CHEMBL3529	IC50	8.15	8.15	7.1	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	IC50	8.1	8.1	8.0	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	IC50	8.05	8.05	9.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	IC50	7.96	7.96	11.0	1
CDK9/cyclin T1 CHEMBL2111389	IC50	7.92	7.92	12.0	1
NT-3 growth factor receptor CHEMBL5608	IC50	7.89	7.89	13.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.85	7.85	14.0	1
Rho-associated protein kinase 1 CHEMBL3231	IC50	7.77	7.77	17.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	7.72	7.72	19.0	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	IC50	7.7	7.7	20.0	1
Ephrin type-A receptor 3 CHEMBL4954	IC50	7.66	7.66	22.0	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	IC50	7.64	7.64	23.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	7.64	7.64	23.0	1
Serine/threonine-protein kinase PAK 1 CHEMBL4600	IC50	7.62	7.62	24.0	1
Serine/threonine-protein kinase Chk2 CHEMBL2527	IC50	7.62	7.62	24.0	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	IC50	7.58	7.58	26.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	IC50	7.57	7.57	27.0	1
Aurora kinase B CHEMBL2185	IC50	7.55	7.55	28.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	7.48	7.48	33.0	1
Protein kinase C iota type CHEMBL2598	IC50	7.43	7.43	37.0	1
Mitogen-activated protein kinase 13 CHEMBL2939	IC50	7.41	7.41	39.0	1
Protein kinase C zeta type CHEMBL3438	IC50	7.4	7.4	40.0	1
Glycogen synthase kinase-3 alpha CHEMBL2850	IC50	7.38	7.38	42.0	1
Tyrosine-protein kinase SYK CHEMBL2599	IC50	7.38	7.38	42.0	1
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	7.32	7.32	48.0	1
Serine/threonine-protein kinase Nek4 CHEMBL5819	IC50	7.32	7.32	48.0	1
High affinity nerve growth factor receptor CHEMBL2815	IC50	7.3	7.3	50.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Vd	29.0	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase ABL1	IC50	=	1.3	nM	8.89	Inhibition of full-length human His-tagged ABL1 expressed in baculovirus express...	27491711
Receptor-type tyrosine-protein kinase FLT3	IC50	=	1.9	nM	8.72	Inhibition of recombinant human His-tagged cytoplasmic FLT3 expressed in baculov...	27491711
Death-associated protein kinase 1	IC50	=	1.9	nM	8.72	Inhibition of recombinant human GST-tagged DAPK1 catalytic domain expressed in b...	27491711
MAP/microtubule affinity-regulating kinase 4	IC50	=	2.0	nM	8.7	Inhibition of MARK4 in mouse cortical neurons assessed as inhibition of okadaic ...	27491711
Cyclin-dependent kinase 2	IC50	=	2.2	nM	8.66	Inhibition of full-length recombinant human His-tagged CDK2 expressed in baculov...	27491711
Serine/threonine-protein kinase Chk1	IC50	=	2.2	nM	8.66	Inhibition of full-length recombinant human His-tagged CHEK1 expressed in baculo...	27491711
Tyrosine-protein kinase HCK	IC50	=	2.8	nM	8.55	Inhibition of full-length human N-terminal GST-tagged HCK expressed in baculovir...	27491711
Ephrin type-A receptor 8	IC50	=	2.9	nM	8.54	Inhibition of recombinant human GST-tagged cytoplasmic EPHA8 expressed in baculo...	27491711
Ephrin type-B receptor 2	IC50	=	2.9	nM	8.54	Inhibition of recombinant human GST-tagged cytoplasmic EPHB2 expressed in baculo...	27491711
Proto-oncogene tyrosine-protein kinase Src	IC50	=	3.0	nM	8.52	Inhibition of full-length recombinant human His-tagged SRC expressed in baculovi...	27491711
Leucine-rich repeat serine/threonine-protein kinase 2	IC50	=	3.1	nM	8.51	Inhibition of recombinant human GST-tagged LRRK2 catalytic domain expressed in b...	27491711
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	3.2	nM	8.49	Inhibition of full-length recombinant human GST-tagged DYRK1A expressed in bacul...	27491711
Macrophage colony-stimulating factor 1 receptor	IC50	=	3.3	nM	8.48	Inhibition of recombinant human His-tagged cytoplasmic CSF1R expressed in baculo...	27491711
Vascular endothelial growth factor receptor 2	IC50	=	3.5	nM	8.46	Inhibition of recombinant human His-tagged cytoplasmic KDR expressed in baculovi...	27491711
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	3.5	nM	8.46	Inhibition of full-length recombinant human His-tagged BMX expressed in baculovi...	27491711
Tyrosine-protein kinase Lck	IC50	=	3.9	nM	8.41	Inhibition of full-length recombinant human His-tagged LCK expressed in baculovi...	27491711
Cyclin-dependent kinase 7	IC50	=	4.1	nM	8.39	Inhibition of full-length recombinant human His-tagged CDK7 expressed in baculov...	27491711
NUAK family SNF1-like kinase 1	IC50	=	4.2	nM	8.38	Inhibition of full-length recombinant human His-tagged NUAK1 expressed in baculo...	27491711
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	4.4	nM	8.36	Inhibition of full-length recombinant human GST and His-tagged CDK5/P25 expresse...	27491711
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1	IC50	=	4.6	nM	8.34	Inhibition of full-length recombinant human GST and His-tagged AMPK alpha1/beta1...	27491711

Literature References

PubMed	DOI	Target Context	# Activities
27491711	10.1016/j.bmcl.2016.02.003	Mitogen-activated protein kinase 8	2
27491711	10.1016/j.bmcl.2016.02.003	ADMET	2
27491711	10.1016/j.bmcl.2016.02.003	ATP-dependent translocase ABCB1	2
27491711	10.1016/j.bmcl.2016.02.003	Unchecked	2
27491711	10.1016/j.bmcl.2016.02.003	Activin receptor type-1B	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	AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1	1
27491711	10.1016/j.bmcl.2016.02.003	No relevant target	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
27491711	10.1016/j.bmcl.2016.02.003	Tyrosine-protein kinase ABL1	1
27491711	10.1016/j.bmcl.2016.02.003	MAP/microtubule affinity-regulating kinase 4	1

Data from ChEMBL 36 via Core Engine