Compound Detail

CHEMBL4071413

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CC[C@@H](CO)NC(=O)c1cccc(-c2cnc3ccc(N[C@@H](CC)CO)nn23)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4071413
Phase	Preclinical
Structure Type	MOL
InChI Key	KCXBBJNHGRCSQQ-IRXDYDNUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

397.5

MW (Da)

2.08

ALogP

HBA

HBD

111.8

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H27N5O3
MW	397.48
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-1.26

Activity Summary

IC50 14 meas. best 6.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK4 CHEMBL1075283	IC50	6.77	6.77	170.0	1
Dual specificity protein kinase CLK1 CHEMBL1075280	IC50	6.68	6.68	210.0	1
Dual specificity protein kinase CLK2 CHEMBL1075281	IC50	6.21	6.21	610.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	IC50	5.92	5.92	1200.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	IC50	5.85	5.85	1400.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 2 CHEMBL4376	IC50	5.6	5.6	2500.0	1
Dual specificity protein kinase CLK3 CHEMBL1075282	IC50	5.39	5.39	4100.0	1
Unchecked CHEMBL612545	IC50	5.39	5.2575	4100.0	4
CDK2/Cyclin A2 CHEMBL3038469	IC50	5.33	5.33	4700.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.21	5.21	6100.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 3 CHEMBL4575	IC50	5.09	5.09	8100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity protein kinase CLK4	IC50	=	170.0	nM	6.77	Inhibition of GST tagged recombinant mouse CLK4 expressed in Escherichia coli us...	27721154
Dual specificity protein kinase CLK1	IC50	=	210.0	nM	6.68	Inhibition of GST tagged recombinant mouse CLK1 expressed in Escherichia coli us...	27721154
Dual specificity protein kinase CLK2	IC50	=	610.0	nM	6.21	Inhibition of GST tagged recombinant mouse CLK2 expressed in Escherichia coli us...	27721154
Dual specificity tyrosine-phosphorylation-regulated kinase 1B	IC50	=	1200.0	nM	5.92	Inhibition of GST tagged recombinant human DYRK1B expressed in Escherichia coli ...	27721154
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	IC50	=	1400.0	nM	5.85	Inhibition of GST tagged recombinant human DYRK1A expressed in Escherichia coli ...	27721154
Dual specificity tyrosine-phosphorylation-regulated kinase 2	IC50	=	2500.0	nM	5.6	Inhibition of GST tagged recombinant human DYRK2 expressed in Escherichia coli u...	27721154
Dual specificity protein kinase CLK3	IC50	=	4100.0	nM	5.39	Inhibition of GST tagged recombinant mouse CLK3 expressed in Escherichia coli us...	27721154
Unchecked	IC50	=	4100.0	nM	5.39	Inhibition of recombinant Leishmania donovani DYRK1B expressed in Escherichia co...	27721154
CDK2/Cyclin A2	IC50	=	4700.0	nM	5.33	Inhibition of human recombinant CDK2/cyclin A after 30 mins by [gamma-33P]ATP ba...	27721154
Unchecked	IC50	=	4900.0	nM	5.31	Inhibition of recombinant Plasmodium falciparum CLK1 expressed in Escherichia co...	27721154
Unchecked	IC50	=	5400.0	nM	5.27	Inhibition of M-phase starfish oocytes CDK1/cyclin B after 30 mins by [gamma-33P...	27721154
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	6100.0	nM	5.21	Inhibition of human recombinant CDK5/p25 after 30 mins by [gamma-33P]ATP based s...	27721154
Dual specificity tyrosine-phosphorylation-regulated kinase 3	IC50	=	8100.0	nM	5.09	Inhibition of GST tagged recombinant human DYRK3 expressed in Escherichia coli u...	27721154
Unchecked	IC50	=	8700.0	nM	5.06	Inhibition of recombinant Cryptosporidium parvum CLK1 expressed in Escherichia c...	27721154

Literature References

PubMed	DOI	Target Context	# Activities
27721154	10.1016/j.ejmech.2016.09.064	Unchecked	14
27721154	10.1016/j.ejmech.2016.09.064	Leishmania amazonensis	3
27721154	10.1016/j.ejmech.2016.09.064	SH-SY5Y	2
27721154	10.1016/j.ejmech.2016.09.064	CDK2/Cyclin A2	1
27721154	10.1016/j.ejmech.2016.09.064	Cyclin-dependent kinase 5/CDK5 activator 1	1
27721154	10.1016/j.ejmech.2016.09.064	CDK9/cyclin T1	1
27721154	10.1016/j.ejmech.2016.09.064	Dual specificity protein kinase CLK1	1
27721154	10.1016/j.ejmech.2016.09.064	Dual specificity protein kinase CLK2	1
27721154	10.1016/j.ejmech.2016.09.064	Dual specificity protein kinase CLK3	1
27721154	10.1016/j.ejmech.2016.09.064	Dual specificity protein kinase CLK4	1
27721154	10.1016/j.ejmech.2016.09.064	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1
27721154	10.1016/j.ejmech.2016.09.064	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	1
27721154	10.1016/j.ejmech.2016.09.064	Dual specificity tyrosine-phosphorylation-regulated kinase 2	1
27721154	10.1016/j.ejmech.2016.09.064	Dual specificity tyrosine-phosphorylation-regulated kinase 3	1

Data from ChEMBL 36 via Core Engine