Compound Detail

CHEMBL1474834

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Cc1nc(CN(C)c2ncnc3ccc(-c4ccc5c(c4)OCO5)cc23)cs1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1474834
Phase	Preclinical
Structure Type	MOL
InChI Key	PMDAVRLCSZSLRH-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

390.5

MW (Da)

4.43

ALogP

HBA

HBD

60.4

PSA (Å²)

0.51

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H18N4O2S
MW	390.47
Aromatic Rings	4
Heavy Atoms	28
NP-Likeness	-1.20

Activity Summary

Kd 13 meas. best 8.3

IC50 6 meas. best 7.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK4 CHEMBL4203	Kd	8.3	8.3	5.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.96	7.96	11.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	7.89	7.89	13.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.85	7.85	14.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	7.75	7.75	18.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.7	7.7	20.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.6	7.6	25.0	1
Phosphatidylinositol 3-kinase C2 domain-containing subunit gamma CHEMBL1163120	Kd	7.4	7.4	40.0	1
Dual specificity mitogen-activated protein kinase kinase 5 CHEMBL4948	Kd	7.33	7.33	47.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	Kd	7.23	7.23	59.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	6.73	6.73	186.0	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	6.72	6.72	190.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	Kd	6.52	6.52	300.0	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	Kd	6.47	6.47	340.0	1
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma CHEMBL1770034	Kd	6.44	6.44	360.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	Kd	6.43	6.43	370.0	1
Mitogen-activated protein kinase 15 CHEMBL5198	Kd	6.37	6.37	430.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	Kd	6.32	6.32	480.0	1
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	5.72	5.72	1924.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK4	Kd	=	5.0	nM	8.3	Binding affinity to human Clk4	21450467
Dual specificity protein kinase CLK4	IC50	=	11.0	nM	7.96	Inhibition of Clk4 kinase using ATP as substrate by 33P radiolabeled kinase assa...	21450467
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	13.0	nM	7.89	Binding affinity to human Dyrk1A	21450467
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	14.0	nM	7.85	Inhibition of Dyrk1A kinase using ATP as substrate by 33P radiolabeled kinase as...	21450467
Dual specificity protein kinase CLK1	Kd	=	18.0	nM	7.75	Binding affinity to human Clk1	21450467
Dual specificity protein kinase CLK1	IC50	=	20.0	nM	7.7	Inhibition of Clk1 kinase using ATP as substrate by 33P radiolabeled kinase assa...	21450467
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	25.0	nM	7.6	Inhibition of Dyrk1B kinase using ATP as substrate by 33P radiolabeled kinase as...	21450467
Phosphatidylinositol 3-kinase C2 domain-containing subunit gamma	Kd	=	40.0	nM	7.4	Binding affinity to human PIK3C2G	21450467
Dual specificity mitogen-activated protein kinase kinase 5	Kd	=	47.0	nM	7.33	Binding affinity to human Mek5	21450467
Dual specificity protein kinase CLK2	Kd	=	59.0	nM	7.23	Binding affinity to human Clk2	21450467
Dual specificity protein kinase CLK2	IC50	=	186.0	nM	6.73	Inhibition of Clk2 kinase using ATP as substrate by 33P radiolabeled kinase assa...	21450467
Mitogen-activated protein kinase kinase kinase 19	Kd	=	190.0	nM	6.72	Binding affinity to human Ysk4	21450467
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	Kd	=	300.0	nM	6.52	Binding affinity to human Dyrk1B	21450467
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	Kd	=	340.0	nM	6.47	Binding affinity to human PIK3C2B	21450467
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma	Kd	=	360.0	nM	6.44	Binding affinity to human PIP5K2C	21450467
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	Kd	=	370.0	nM	6.43	Binding affinity to human PIK3CG	21450467
Mitogen-activated protein kinase 15	Kd	=	430.0	nM	6.37	Binding affinity to human Erk8	21450467
Dual specificity tyrosine-phosphorylation-regulated kinase 2	Kd	=	480.0	nM	6.32	Binding affinity to human Dyrk2	21450467
Dual specificity protein kinase CLK3	IC50	=	1924.0	nM	5.72	Inhibition of Clk3 kinase using ATP as substrate by 33P radiolabeled kinase assa...	21450467

Literature References

PubMed	DOI	Target Context	# Activities
21450467	10.1016/j.bmcl.2011.02.114	No relevant target	2
21450467	10.1016/j.bmcl.2011.02.114	Dual specificity protein kinase CLK4	2
21450467	10.1016/j.bmcl.2011.02.114	Caco-2	2
21450467	10.1016/j.bmcl.2011.02.114	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2
21450467	10.1016/j.bmcl.2011.02.114	Dual specificity protein kinase CLK1	2
21450467	10.1016/j.bmcl.2011.02.114	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
21450467	10.1016/j.bmcl.2011.02.114	Dual specificity protein kinase CLK2	2
21450467	10.1016/j.bmcl.2011.02.114	Dual specificity protein kinase CLK3	1
21450467	10.1016/j.bmcl.2011.02.114	Phosphatidylinositol 3-kinase C2 domain-containing subunit gamma	1
21450467	10.1016/j.bmcl.2011.02.114	Dual specificity mitogen-activated protein kinase kinase 5	1
21450467	10.1016/j.bmcl.2011.02.114	Mitogen-activated protein kinase kinase kinase 19	1
21450467	10.1016/j.bmcl.2011.02.114	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	1
21450467	10.1016/j.bmcl.2011.02.114	Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma	1
21450467	10.1016/j.bmcl.2011.02.114	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
21450467	10.1016/j.bmcl.2011.02.114	Mitogen-activated protein kinase 15	1
21450467	10.1016/j.bmcl.2011.02.114	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1

Data from ChEMBL 36 via Core Engine