Compound Detail

CHEMBL1803084

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Cc1ccc(NC2=N/C(=C\c3ccc4c(c3)OCO4)C(=O)N2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1803084
Phase	Preclinical
Structure Type	MOL
InChI Key	ITOTZLBIDAOTGK-ZSOIEALJSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

321.3

MW (Da)

2.66

ALogP

HBA

HBD

72.0

PSA (Å²)

0.83

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	-0.55

Activity Summary

IC50 14 meas. best 7.75

EC50 1 meas. best 5.5

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	7.75	7.75	18.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	7.47	7.34	34.0	2
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	7.28	6.89	53.0	2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	7.28	7.28	53.0	1
Dual specificity protein kinase CLK4 CHEMBL1075283	IC50	7.25	7.25	56.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL5508	IC50	6.77	6.77	170.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.5	6.5	320.0	1
Dual specificity protein kinase CLK2 CHEMBL1075281	IC50	6.0	6.0	1000.0	1
Casein kinase 2 CHEMBL3832943	IC50	5.77	5.77	1700.0	1
HT-22 CHEMBL614316	EC50	5.5	5.5	3200.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	5.46	5.255	3500.0	2
Glycogen synthase kinase-3 CHEMBL2366565	IC50	5.14	5.14	7300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	18.0	nM	7.75	Inhibition of GST-fused human recombinant DYRK1A expressed in Escherichia coli u...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	34.0	nM	7.47	Inhibition of GST-fused human recombinant DYRK2 expressed in Escherichia coli us...	34928152
Dual specificity protein kinase CLK1	IC50	=	53.0	nM	7.28	Inhibition of GST-fused mouse recombinant CLK1 expressed in Escherichia coli usi...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	53.0	nM	7.28	Inhibition of GST-fused human recombinant DYRK1B expressed in Escherichia coli u...	34928152
Dual specificity protein kinase CLK4	IC50	=	56.0	nM	7.25	Inhibition of GST-fused mouse recombinant CLK4 expressed in Escherichia coli usi...	34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	61.0	nM	7.21	Inhibition of human recombinant GST-tagged DYRK2 using KKISGRLSPIMTEQ as substra...	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	170.0	nM	6.77	Inhibition of rat recombinant GST-tagged DYRK1A using KKISGRLSPIMTEQ as substrat...	21615147
Dual specificity protein kinase CLK1	IC50	=	320.0	nM	6.5	Inhibition of mouse recombinant GST-tagged CLK1 using GRSRSRSRSRSR as substrate	21615147
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	320.0	nM	6.5	Inhibition of GST-fused human recombinant DYRK3 expressed in Escherichia coli us...	34928152
Dual specificity protein kinase CLK2	IC50	=	1000.0	nM	6.0	Inhibition of mouse recombinant GST-fused CLK2 expressed in Escherichia coli usi...	34928152
Casein kinase 2	IC50	=	1700.0	nM	5.77	Inhibition of human recombinant CK2 using RRRDDDSDDD peptide as substrate incuba...	34928152
HT-22	EC50	=	3200.0	nM	5.5	Neuroprotective activity against glutamate-induced cell death in mouse HT-22 cel...	34928152
Serine/threonine-protein kinase pim-1	IC50	=	3500.0	nM	5.46	Inhibition of human recombinant Pim1 expressed in Escherichia coli using histone...	34928152
Glycogen synthase kinase-3	IC50	=	7300.0	nM	5.14	Inhibition of porcine brain GSK-3alpha/beta using YRRAAVPPSPSLSRHSSPHQpSEDEEE as...	34928152
Serine/threonine-protein kinase pim-1	IC50	=	9000.0	nM	5.05	Inhibition of human recombinant Pim1	21615147

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	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	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	Unchecked	1
21615147	10.1021/jm200274d	Glycogen synthase kinase-3	1
21615147	10.1021/jm200274d	Serine/threonine-protein kinase pim-1	1
21615147	10.1021/jm200274d	Cyclin-dependent kinase 5/CDK5 activator 1	1
21615147	10.1021/jm200274d	Dual specificity protein kinase CLK3	1
21615147	10.1021/jm200274d	Dual specificity protein kinase CLK1	1

Data from ChEMBL 36 via Core Engine