Compound Detail

CHEMBL3421968

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COc1cc(N2CCN(C)CC2)ccc1Nc1nccc(-c2cn(C)c3cnccc23)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3421968
Phase	Preclinical
Structure Type	MOL
InChI Key	ZYVXTMKTGDARKR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

429.5

MW (Da)

3.53

ALogP

HBA

HBD

71.3

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C24H27N7O
MW	429.53
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-1.35

Activity Summary

IC50 23 meas. best 8.52

Kd 2 meas. best 8.59

Ki 2 meas. best 8.36

EC50 1 meas. best 5.47

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	8.59	8.59	2.6	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	8.52	7.765	3.0	6
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	8.36	8.36	4.4	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	8.13	8.13	7.4	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	Ki	7.95	7.95	11.2	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.77	6.706	17.0	5
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	6.76	6.505	175.0	2
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	6.39	6.39	403.1	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	6.12	6.12	764.3	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	6.11	6.11	779.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.98	5.98	1058.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.91	5.91	1220.0	1
Schistosoma mansoni CHEMBL612893	EC50	5.47	5.47	3403.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	5.46	5.46	3503.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	5.35	5.35	4473.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 4 CHEMBL1075115	IC50	5.2	5.2	6246.0	1
HT-22 CHEMBL614316	IC50	4.56	4.56	27800.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	27.0	mL.min-1.kg-1	Rattus norvegicus
F	22.0	%	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	2.573	nM	8.59	Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	3.0	nM	8.52	Inhibition of recombinant Dyrk1B (unknown origin) using FITC-Asp-His-Thr-Gly-Phe...	25738750
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Ki	=	4.4	nM	8.36	Inhibition of human DYRK1A incubated for 90 mins in presence of ATP by Z-LYTE ba...	35504513
Dual specificity protein kinase CLK1	Kd	=	7.353	nM	8.13	Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	8.3	nM	8.08	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	Ki	=	11.2	nM	7.95	Inhibition of human DYRK1B incubated for 130 mins in presence of ATP by ADP-Glo ...	35504513
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	17.0	nM	7.77	Inhibition of DYRK1A (unknown origin)	30243157
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	17.0	nM	7.77	Inhibition of DYRK1B (unknown origin)	30243157
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	17.9	nM	7.75	Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	19.1	nM	7.72	Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	42.0	nM	7.38	Inhibition of human full length C-terminal c-Myc tagged Dyrk1B phosphorylation o...	25738750
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	81.0	nM	7.09	Inhibition of NanoLuc-fused human DYRK1B expressed in HEK293T cells using Nano-G...	35504513
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	153.0	nM	6.82	Inhibition of NanoLuc-fused human DYRK1A expressed in HEK293 cells using Nano-Gl...	35504513
Dual specificity protein kinase CLK1	IC50	=	175.0	nM	6.76	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	199.9	nM	6.7	Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f...	36876904
Dual specificity protein kinase CLK4	IC50	=	403.1	nM	6.39	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK1	IC50	=	567.6	nM	6.25	Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	764.3	nM	6.12	Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo...	36876904
Insulin-like growth factor 1 receptor	IC50	=	779.0	nM	6.11	Inhibition of human recombinant N-terminal His6-tagged IGF-1R using fluorescence...	25738750
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	1058.0	nM	5.98	Inhibition of recombinant human CDK5/p25 expressed in Sf9 insect cells incubated...	36876904

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	U2OS	320
-	10.6019/CHEMBL5724801	Fibroblast	320
-	10.6019/CHEMBL5724801	HEK-293T	320
36876904	10.1021/acs.jmedchem.2c02068	Unchecked	5
-	10.6019/CHEMBL5096127	Schistosoma mansoni	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity protein kinase CLK1	4
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	4
-	10.6019/CHEMBL5303304	HEK-293T	3
-	10.6019/CHEMBL5058564	HEK-293T	3
-	10.6019/CHEMBL5058564	U2OS	3
-	10.6019/CHEMBL5303304	U2OS	3
36876904	10.1021/acs.jmedchem.2c02068	Glycogen synthase kinase-3 beta	3
25738750	10.1021/acs.jmedchem.5b00098	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	3
-	10.6019/CHEMBL5303304	Fibroblast	2
36876904	10.1021/acs.jmedchem.2c02068	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
35504513	10.1016/j.bmcl.2022.128764	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL5058564	Fibroblast	2

Data from ChEMBL 36 via Core Engine