Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL3894571

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COC(=N)c1nc2ccc3ncnc(Nc4ccc(OC)cc4F)c3c2s1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3894571
Phase Preclinical
Structure Type MOL
InChI Key RYBNARZBIXTFJS-UHFFFAOYSA-N
12
Targets
31
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

383.4
MW (Da)
4.10
ALogP
8
HBA
2
HBD
93.0
PSA (Ų)
0.41
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H14FN5O2S
MW 383.41
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -1.33

Activity Summary

IC50 27 meas. best 9.44
Kd 4 meas. best 8.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 9.44 8.8783 0.4 6
Dual specificity tyrosine-phosphorylation-regulated kinase 1B
CHEMBL5543
 IC50 9.23 8.6017 0.6 6
Dual specificity tyrosine-phosphorylation-regulated kinase 2
CHEMBL4376
 IC50 8.5 7.495 3.2 2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 Kd 8.29 8.215 5.2 2
Dual specificity protein kinase CLK1
CHEMBL4224
 Kd 8.12 8.12 7.6 1
Glycogen synthase kinase-3 alpha
CHEMBL2850
 IC50 8.04 8.04 9.1 1
Dual specificity protein kinase CLK1
CHEMBL4224
 IC50 7.96 6.9467 11.0 3
Dual specificity tyrosine-phosphorylation-regulated kinase 3
CHEMBL4575
 IC50 7.68 7.68 21.1 1
Dual specificity protein kinase CLK4
CHEMBL4203
 IC50 7.5 7.3 32.0 2
Dual specificity protein kinase CLK2
CHEMBL4225
 IC50 7.49 7.49 32.5 1
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 6.84 6.055 143.0 2
Glycogen synthase kinase-3 beta
CHEMBL262
 Kd 6.8 6.8 159.9 1
Dual specificity protein kinase CLK3
CHEMBL4226
 IC50 5.85 5.85 1420.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 4
CHEMBL1075115
 IC50 5.8 5.8 1570.0 1
HT-22
CHEMBL614316
 IC50 4.67 4.67 21600.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 1.36 10^8/M Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 0.36 nM 9.44 Inhibition of human DYRK1A using [33P]-ATP incubated for 120 mins 27766861
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 0.36 nM 9.44 Inhibition of DYRK1A (unknown origin) 27766861
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 0.36 nM 9.44 Inhibition of DYRK1A (unknown origin) 34742016
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 0.36 nM 9.44 HotSpot Technology Assay: The DYRK1A and DYRK1B kinase assays to determine IC50 ... -
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 0.59 nM 9.23 HotSpot Technology Assay: The DYRK1A and DYRK1B kinase assays to determine IC50 ... -
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 0.59 nM 9.23 Inhibition of human DYRK1B using [33P]-ATP incubated for 120 mins 27766861
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 0.59 nM 9.23 Inhibition of DYRK1B (unknown origin) 27766861
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 0.59 nM 9.23 Inhibition of DYRK1B (unknown origin) 34742016
Dual specificity tyrosine-phosphorylation-regulated kinase 2 IC50 = 3.16 nM 8.5 Inhibition of DYRK2 (unknown origin) 27766861
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Kd = 5.151 nM 8.29 Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Kd = 7.3 nM 8.14 Binding affinity to DYRK1A (unknown origin) assessed as dissociation constant at... 27766861
Dual specificity protein kinase CLK1 Kd = 7.635 nM 8.12 Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea... 36876904
Glycogen synthase kinase-3 alpha IC50 = 9.11 nM 8.04 Inhibition of GSK3A (unknown origin) 27766861
Dual specificity protein kinase CLK1 IC50 = 11.0 nM 7.96 Inhibition of CLK1 (unknown origin) 27766861
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 13.8 nM 7.86 Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 3 IC50 = 21.1 nM 7.68 Inhibition of DYRK3 (unknown origin) 27766861
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 22.2 nM 7.65 Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 24.9 nM 7.6 Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt... 36876904
Dual specificity protein kinase CLK4 IC50 = 32.0 nM 7.5 Inhibition of CLK4 (unknown origin) 27766861
Dual specificity protein kinase CLK2 IC50 = 32.5 nM 7.49 Inhibition of CLK2 (unknown origin) 27766861

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 262
- 10.6019/CHEMBL4689842 Fibroblast 260
- 10.6019/CHEMBL4689842 U2OS 260
27766861 10.1021/acs.jmedchem.6b01083 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 5
36876904 10.1021/acs.jmedchem.2c02068 Unchecked 5
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity protein kinase CLK1 4
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 4
32787076 10.1021/acs.jmedchem.0c00898 Unchecked 4
36876904 10.1021/acs.jmedchem.2c02068 Glycogen synthase kinase-3 beta 3
27766861 10.1021/acs.jmedchem.6b01083 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2
27766861 10.1021/acs.jmedchem.6b01083 Glycogen synthase kinase-3 beta 2
27766861 10.1021/acs.jmedchem.6b01083 Dual specificity protein kinase CLK1 2
27766861 10.1021/acs.jmedchem.6b01083 Dual specificity tyrosine-phosphorylation-regulated kinase 2 2
27766861 10.1021/acs.jmedchem.6b01083 Glycogen synthase kinase-3 alpha 1
27766861 10.1021/acs.jmedchem.6b01083 Dual specificity protein kinase CLK3 1
27766861 10.1021/acs.jmedchem.6b01083 Dual specificity protein kinase CLK2 1
36876904 10.1021/acs.jmedchem.2c02068 HT-22 1
27766861 10.1021/acs.jmedchem.6b01083 Dual specificity tyrosine-phosphorylation-regulated kinase 3 1
32787076 10.1021/acs.jmedchem.0c00898 Dual specificity protein kinase CLK2 1

Data from ChEMBL 36 via Core Engine