Compound Detail

CHEMBL4754195

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Cn1cc(-c2ccc3occ(-c4cccc(-c5ccncc5)c4)c3n2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4754195
Phase	Preclinical
Structure Type	MOL
InChI Key	HEAGNKNMQVIVMM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

352.4

MW (Da)

4.96

ALogP

HBA

HBD

56.7

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C22H16N4O
MW	352.40
Aromatic Rings	5
Heavy Atoms	27
NP-Likeness	-1.12

Activity Summary

IC50 59 meas. best 8.1

Ki 6 meas. best 7.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	8.1	7.2344	8.0	9
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.92	7.0488	12.0	8
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	7.7	6.9213	20.0	8
Homeodomain-interacting protein kinase 2 CHEMBL4576	IC50	7.64	7.5733	23.0	3
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	7.64	7.64	23.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Ki	7.08	7.08	84.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	Ki	7.04	7.04	91.0	1
Homeodomain-interacting protein kinase 3 CHEMBL4577	IC50	6.8	6.8	159.0	2
Homeodomain-interacting protein kinase 1 CHEMBL5427	IC50	6.73	6.73	187.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.67	6.2813	213.0	8
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	6.02	5.9214	956.0	7
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	5.92	5.8271	1200.0	7
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	Ki	5.77	5.77	1700.0	1
HT-22 CHEMBL614316	IC50	5.58	5.58	2600.0	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	5.54	5.54	2863.0	1
MCF7 CHEMBL387	IC50	5.34	5.34	4600.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	IC50	5.27	5.27	5410.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Ki	5.18	5.18	6580.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	Ki	5.0	5.0	10000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK1	IC50	=	8.0	nM	8.1	Inhibition of human CLK1 by radiometric assay	32787076
Dual specificity protein kinase CLK1	IC50	=	8.0	nM	8.1	Affinity Biochemical interaction: (Eurofins radiometric assay) EUB0000008b CLK1	-
Dual specificity protein kinase CLK1	IC50	=	8.0	nM	8.1	Inhibition of human CLK1	34519506
Dual specificity protein kinase CLK1	IC50	=	8.0	nM	8.1	Inhibition of Clk1 (unknown origin)	36780830
Dual specificity protein kinase CLK1	IC50	=	8.0	nM	8.1	Inhibition of human recombinant CLK1 using ERMRPRKRQGSVR substrate by radiometri...	33636538
Dual specificity protein kinase CLK4	IC50	=	12.0	nM	7.92	Inhibition of human CLK4 by radiometric assay	32787076
Dual specificity protein kinase CLK4	IC50	=	12.0	nM	7.92	Inhibition of human recombinant CLK4 using YRRAAVPPSPSLS substrate by radiometri...	33636538
Dual specificity protein kinase CLK4	IC50	=	12.0	nM	7.92	Inhibition of human CLK4	34519506
Dual specificity protein kinase CLK4	IC50	=	12.0	nM	7.92	Affinity Biochemical interaction: (Eurofins radiometric assay) EUB0000008b CLK4	-
Dual specificity protein kinase CLK2	IC50	=	20.0	nM	7.7	Inhibition of human CLK2	34519506
Dual specificity protein kinase CLK2	IC50	=	20.0	nM	7.7	Inhibition of human recombinant CLK2 using YRRAAVPPSPSLSR substrate by radiometr...	33636538
Dual specificity protein kinase CLK2	IC50	=	20.0	nM	7.7	Inhibition of human CLK2 by radiometric assay	32787076
Dual specificity protein kinase CLK2	IC50	=	20.0	nM	7.7	Affinity Biochemical interaction: (Eurofins radiometric assay) EUB0000008b CLK2	-
Homeodomain-interacting protein kinase 2	IC50	=	23.0	nM	7.64	Selectivity interaction (Eurofins binding assay) EUB0000008b HIPK2	-
Dual specificity protein kinase CLK4	Ki	=	23.0	nM	7.64	Affinity On-target Cellular interaction: (NanoBRET assay (in HEK293T cells)) EUB...	-
Homeodomain-interacting protein kinase 2	IC50	=	29.0	nM	7.54	Inhibition of human HIPK2 by radiometric assay	32787076
Homeodomain-interacting protein kinase 2	IC50	=	29.0	nM	7.54	Inhibition of human recombinant HIPK2 using myelin substrate by radiometric scin...	33636538
Dual specificity protein kinase CLK4	IC50	=	83.9	nM	7.08	Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for...	36876904
Dual specificity protein kinase CLK1	Ki	=	84.0	nM	7.08	Affinity On-target Cellular interaction: (NanoBRET assay (in HEK293T cells)) EUB...	-
Dual specificity protein kinase CLK2	Ki	=	91.0	nM	7.04	Affinity On-target Cellular interaction: (NanoBRET assay (in HEK293T cells)) EUB...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
-	10.6019/CHEMBL5058564	U2OS	9
-	10.6019/CHEMBL5303304	U2OS	9
-	10.6019/CHEMBL5058564	HEK-293T	8
-	10.6019/CHEMBL5303304	Fibroblast	8
-	10.6019/CHEMBL5058564	Fibroblast	8
-	10.6019/CHEMBL5303304	HEK-293T	8
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
-	10.1158/2159-8290.CD-23-0050	Colon cancer organoid	5
-	10.6019/CHEMBL5444388	Dual specificity protein kinase CLK4	3
-	10.6019/CHEMBL5444388	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	3
-	10.6019/CHEMBL5444388	Dual specificity tyrosine-phosphorylation-regulated kinase 2	3
-	10.6019/CHEMBL5444388	Dual specificity protein kinase CLK2	3
-	10.6019/CHEMBL5465560	Homeodomain-interacting protein kinase 2	3
-	10.6019/CHEMBL5444388	Dual specificity protein kinase CLK1	3
36876904	10.1021/acs.jmedchem.2c02068	Unchecked	3
-	10.6019/CHEMBL5444388	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	3
32787076	10.1021/acs.jmedchem.0c00898	Dual specificity protein kinase CLK1	2
32787076	10.1021/acs.jmedchem.0c00898	Homeodomain-interacting protein kinase 3	2

Data from ChEMBL 36 via Core Engine