Compound Detail

CHEMBL1803069

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CN1C(=O)/C(=C/c2ccc3c(c2)OCO3)N=C1Nc1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1803069
Phase	Preclinical
Structure Type	MOL
InChI Key	OQGLPYHETIJRBX-ZROIWOOFSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

321.3

MW (Da)

2.70

ALogP

HBA

HBD

63.2

PSA (Å²)

0.86

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H15N3O3
MW	321.34
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	-0.52

Activity Summary

IC50 15 meas. best 7.1

EC50 1 meas. best 4.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.1	6.72	80.0	2
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	7.08	6.965	84.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.03	7.03	93.0	1
Dual specificity protein kinase CLK4 CHEMBL1075283	IC50	6.96	6.96	110.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL5508	IC50	6.51	6.51	310.0	1
Dual specificity protein kinase CLK2 CHEMBL1075281	IC50	6.3	6.3	500.0	1
Glycogen synthase kinase-3 CHEMBL2366565	IC50	6.12	6.12	750.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.06	6.06	870.0	1
Dual specificity protein kinase CLK3 CHEMBL1075282	IC50	5.85	5.595	1400.0	2
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	5.58	5.58	2600.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	5.5	5.5	3200.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.37	5.37	4300.0	1
HT-22 CHEMBL614316	EC50	4.85	4.85	14000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	80.0	nM	7.1	Inhibition of GST-fused human recombinant DYRK2 expressed in Escherichia coli us...	34928152
Dual specificity protein kinase CLK1	IC50	=	84.0	nM	7.08	Inhibition of mouse recombinant GST-tagged CLK1 using GRSRSRSRSRSR as substrate	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	93.0	nM	7.03	Inhibition of GST-fused human recombinant DYRK1A expressed in Escherichia coli u...	34928152
Dual specificity protein kinase CLK4	IC50	=	110.0	nM	6.96	Inhibition of GST-fused mouse recombinant CLK4 expressed in Escherichia coli usi...	34928152
Dual specificity protein kinase CLK1	IC50	=	140.0	nM	6.85	Inhibition of GST-fused mouse recombinant CLK1 expressed in Escherichia coli usi...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	310.0	nM	6.51	Inhibition of rat recombinant GST-tagged DYRK1A using KKISGRLSPIMTEQ as substrat...	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	460.0	nM	6.34	Inhibition of human recombinant GST-tagged DYRK2 using KKISGRLSPIMTEQ as substra...	21615147
Dual specificity protein kinase CLK2	IC50	=	500.0	nM	6.3	Inhibition of mouse recombinant GST-fused CLK2 expressed in Escherichia coli usi...	34928152
Glycogen synthase kinase-3	IC50	=	750.0	nM	6.12	Inhibition of porcine brain GSK-3alpha/beta using YRRAAVPPSPSLSRHSSPHQpSEDEEE as...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	870.0	nM	6.06	Inhibition of GST-fused human recombinant DYRK3 expressed in Escherichia coli us...	34928152
Dual specificity protein kinase CLK3	IC50	=	1400.0	nM	5.85	Inhibition of GST-fused mouse recombinant CLK3 expressed in Escherichia coli usi...	34928152
Serine/threonine-protein kinase pim-1	IC50	=	2600.0	nM	5.58	Inhibition of human recombinant Pim1	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	3200.0	nM	5.5	Inhibition of GST-fused human recombinant DYRK1B expressed in Escherichia coli u...	34928152
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	4300.0	nM	5.37	Inhibition of human recombinant CDK5/p25	21615147
Dual specificity protein kinase CLK3	IC50	=	4600.0	nM	5.34	Inhibition of mouse recombinant GST-tagged CLK3 using GRSRSRSRSRSR as substrate	21615147
HT-22	EC50	=	14000.0	nM	4.85	Neuroprotective activity against glutamate-induced cell death in mouse HT-22 cel...	34928152

Literature References

PubMed	DOI	Target Context	# Activities
34928152	10.1021/acs.jmedchem.1c01141	Unchecked	2
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	2
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK3	1
34928152	10.1021/acs.jmedchem.1c01141	ADMET	1
34928152	10.1021/acs.jmedchem.1c01141	Casein kinase 2	1
34928152	10.1021/acs.jmedchem.1c01141	Serine/threonine-protein kinase pim-1	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 3	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK2	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK1	1
21615147	10.1021/jm200274d	Cyclin-dependent kinase 5/CDK5 activator 1	1
34928152	10.1021/acs.jmedchem.1c01141	Dual specificity protein kinase CLK4	1
34928152	10.1021/acs.jmedchem.1c01141	Glycogen synthase kinase-3	1
21615147	10.1021/jm200274d	Dual specificity protein kinase CLK3	1
21615147	10.1021/jm200274d	Dual specificity protein kinase CLK1	1
21615147	10.1021/jm200274d	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
21615147	10.1021/jm200274d	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1
21615147	10.1021/jm200274d	Unchecked	1
21615147	10.1021/jm200274d	Glycogen synthase kinase-3	1

Data from ChEMBL 36 via Core Engine