Compound Detail

CHEMBL4284209

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CC(C)c1cnn2c(NCc3ccc(-c4ccccn4)cc3)nc(N[C@H]3CC[C@H](N)CC3)nc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4284209
Phase	Preclinical
Structure Type	MOL
InChI Key	PRJNNPMIUGYOST-MEMLXQNLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

456.6

MW (Da)

4.60

ALogP

HBA

HBD

106.0

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H32N8
MW	456.60
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.35

Activity Summary

IC50 25 meas. best 8.54

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK3 CHEMBL4226	IC50	8.54	8.54	2.9	1
IMR-32 CHEMBL614585	IC50	8.3	8.3	5.0	1
A549 CHEMBL392	IC50	7.99	7.99	10.3	1
Unchecked CHEMBL612545	IC50	7.89	7.505	13.0	4
OVCAR-3 CHEMBL614213	IC50	7.62	7.62	24.0	1
SH-SY5Y CHEMBL614910	IC50	7.46	7.46	35.0	1
CDK9/cyclin T1 CHEMBL2111389	IC50	7.31	7.31	49.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	7.3	7.3	50.0	1
CDK2/Cyclin A2 CHEMBL3038469	IC50	7.17	7.17	68.0	1
SK-OV-3 CHEMBL614925	IC50	7.15	7.15	71.0	1
Dual specificity protein kinase CLK4 CHEMBL1075283	IC50	7.05	7.05	89.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	IC50	7.05	7.05	89.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	7.0	7.0	100.0	1
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	7.0	7.0	100.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	6.96	6.96	110.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	6.92	6.92	120.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	6.92	6.92	120.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	IC50	6.89	6.89	130.0	1
Dual specificity protein kinase CLK2 CHEMBL1075281	IC50	6.89	6.89	130.0	1
Glycogen synthase kinase-3 CHEMBL2366565	IC50	6.5	6.5	320.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	6.42	6.42	380.0	1
Dual specificity protein kinase CLK3 CHEMBL1075282	IC50	5.54	5.54	2900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK3	IC50	=	2.9	nM	8.54	Inhibition of human CLK3	34519506
IMR-32	IC50	=	5.0	nM	8.3	Antiproliferative activity against human IMR32 cells after 2 days by XTT assay	30199702
A549	IC50	=	10.3	nM	7.99	Antiproliferative activity against human A549 cells after 3 days by XTT assay	30199702
Unchecked	IC50	=	13.0	nM	7.89	Antiproliferative activity against human SC2 cells after 2 days by XTT assay	30199702
Unchecked	IC50	=	15.0	nM	7.82	Antiproliferative activity against human SC1 cells after 2 days by XTT assay	30199702
OVCAR-3	IC50	=	24.0	nM	7.62	Antiproliferative activity against human OVCAR3 cells after 2 days by XTT assay	30199702
SH-SY5Y	IC50	=	35.0	nM	7.46	Antiproliferative activity against human SH-SY5Y cells after 2 days by XTT assay	30199702
CDK9/cyclin T1	IC50	=	49.0	nM	7.31	Inhibition of recombinant human CDK9/cyclin T expressed in insect cells using CD...	30199702
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	50.0	nM	7.3	Inhibition of recombinant human CDK5/p25 after 30 mins in presence of [gamma-33P...	30199702
CDK2/Cyclin A2	IC50	=	68.0	nM	7.17	Inhibition of recombinant human CDK2/cyclin A after 30 mins in presence of [gamm...	30199702
Unchecked	IC50	=	70.0	nM	7.16	Inhibition of M-phase starfish oocytes CDK1/cyclin B after 30 mins in presence o...	30199702
SK-OV-3	IC50	=	71.0	nM	7.15	Antiproliferative activity against human Scov3 cells after 2 days by XTT assay	30199702
Unchecked	IC50	=	71.0	nM	7.15	Inhibition of porcine brain CK1delta/CK1epsilon using CKS peptide as substrate a...	30199702
Dual specificity protein kinase CLK4	IC50	=	89.0	nM	7.05	Inhibition of recombinant GST-tagged mouse CLK4 expressed in Escherichia coli us...	30199702
Dual specificity protein kinase CLK4	IC50	=	89.0	nM	7.05	Inhibition of human CLK4	34519506
Dual specificity protein kinase CLK1	IC50	=	100.0	nM	7.0	Inhibition of recombinant GST-tagged mouse CLK1 expressed in Escherichia coli us...	30199702
Dual specificity protein kinase CLK1	IC50	=	100.0	nM	7.0	Inhibition of human CLK1	34519506
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	110.0	nM	6.96	Inhibition of recombinant GST-tagged human DYRK1B expressed in Escherichia coli ...	30199702
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	120.0	nM	6.92	Inhibition of recombinant GST-tagged human DYRK1A expressed in Escherichia coli ...	30199702
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	120.0	nM	6.92	Inhibition of recombinant GST-tagged human DYRK2 expressed in Escherichia coli u...	30199702

Literature References

PubMed	DOI	Target Context	# Activities
30199702	10.1016/j.ejmech.2018.08.100	Unchecked	6
30199702	10.1016/j.ejmech.2018.08.100	OVCAR-3	2
30199702	10.1016/j.ejmech.2018.08.100	SK-OV-3	2
30199702	10.1016/j.ejmech.2018.08.100	IMR-32	2
30199702	10.1016/j.ejmech.2018.08.100	SH-SY5Y	2
30199702	10.1016/j.ejmech.2018.08.100	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
34519506	10.1021/acs.jmedchem.1c00985	Dual specificity protein kinase CLK4	1
34519506	10.1021/acs.jmedchem.1c00985	Dual specificity protein kinase CLK1	1
34519506	10.1021/acs.jmedchem.1c00985	Dual specificity protein kinase CLK3	1
30199702	10.1016/j.ejmech.2018.08.100	A549	1
30199702	10.1016/j.ejmech.2018.08.100	Glycogen synthase kinase-3	1
30199702	10.1016/j.ejmech.2018.08.100	Dual specificity tyrosine-phosphorylation-regulated kinase 3	1
30199702	10.1016/j.ejmech.2018.08.100	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	1
30199702	10.1016/j.ejmech.2018.08.100	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1
30199702	10.1016/j.ejmech.2018.08.100	Dual specificity protein kinase CLK4	1
30199702	10.1016/j.ejmech.2018.08.100	Dual specificity protein kinase CLK3	1
30199702	10.1016/j.ejmech.2018.08.100	Dual specificity protein kinase CLK2	1
30199702	10.1016/j.ejmech.2018.08.100	Dual specificity protein kinase CLK1	1
30199702	10.1016/j.ejmech.2018.08.100	CDK9/cyclin T1	1
30199702	10.1016/j.ejmech.2018.08.100	Cyclin-dependent kinase 5/CDK5 activator 1	1

Data from ChEMBL 36 via Core Engine