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Compound Detail

CHEMBL5070553

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Cc1nc2ccc(-c3cc(N)nc(N)c3)nc2n1CC(F)(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5070553
Phase Preclinical
Structure Type MOL
InChI Key QHTJZFWEQYRYQE-UHFFFAOYSA-N
15
Targets
26
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

322.3
MW (Da)
2.53
ALogP
6
HBA
2
HBD
95.6
PSA (Ų)
0.76
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H13F3N6
MW 322.29
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -1.30

Activity Summary

IC50 24 meas. best 8.96
Kd 2 meas. best 10.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 Kd 10.07 10.07 0.1 1
Dual specificity protein kinase CLK1
CHEMBL4224
 Kd 9.49 9.49 0.3 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B
CHEMBL5543
 IC50 8.96 8.765 1.1 2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 8.7 8.1725 2.0 4
Dual specificity tyrosine-phosphorylation-regulated kinase 2
CHEMBL4376
 IC50 8.22 8.14 6.0 2
Dual specificity protein kinase CLK1
CHEMBL4224
 IC50 8.09 8.085 8.1 2
A2780
CHEMBL614004
 IC50 7.89 6.925 13.0 2
Dual specificity protein kinase CLK4
CHEMBL4203
 IC50 7.79 7.79 16.2 1
C-33-A
CHEMBL2366313
 IC50 7.68 6.81 21.0 2
Dual specificity protein kinase CLK2
CHEMBL4225
 IC50 7.61 7.61 24.7 1
SK-N-MC
CHEMBL614163
 IC50 7.51 6.7 31.0 2
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
 IC50 6.38 6.38 413.6 1
Dual specificity tyrosine-phosphorylation-regulated kinase 4
CHEMBL1075115
 IC50 6.37 6.37 425.5 1
Dual specificity protein kinase CLK3
CHEMBL4226
 IC50 5.96 5.96 1109.0 1
Casein kinase I isoform epsilon
CHEMBL4937
 IC50 5.75 5.75 1767.0 1
Cyclin-dependent kinase 9
CHEMBL3116
 IC50 5.24 5.24 5700.0 1
HT-22
CHEMBL614316
 IC50 5.11 5.11 7700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Kd = 0.086 nM 10.07 Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m... 36876904
Dual specificity protein kinase CLK1 Kd = 0.326 nM 9.49 Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 1.1 nM 8.96 Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 2.0 nM 8.7 Inhibition of DYRK1A (unknown origin) using Ulight-MBP as substrate and ATP as c... 33975430
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 2.7 nM 8.57 Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells incubated f... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 4.6 nM 8.34 Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2 IC50 = 6.0 nM 8.22 Inhibition of DYRK2 (unknown origin) using Ulight-MBP as substrate and ATP as co... 33975430
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 8.0 nM 8.1 Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt... 36876904
Dual specificity protein kinase CLK1 IC50 = 8.1 nM 8.09 Inhibition of recombinant human CLK1 expressed in Sf9 insect cells using myelin ... 36876904
Dual specificity protein kinase CLK1 IC50 = 8.4 nM 8.08 Inhibition of recombinant human CLK1 expressed in Sf9 insect cells incubated for... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 2 IC50 = 8.8 nM 8.06 Inhibition of recombinant human DYRK2 expressed in Sf9 insect cells incubated fo... 36876904
A2780 IC50 = 13.0 nM 7.89 Antiproliferative activity against human A2780 cells assessed as reduction in ce... 33975430
Dual specificity protein kinase CLK4 IC50 = 16.2 nM 7.79 Inhibition of recombinant human CLK4 expressed in Sf9 insect cells incubated for... 36876904
C-33-A IC50 = 21.0 nM 7.68 Antiproliferative activity against human C-33-A cells assessed as reduction in c... 33975430
Dual specificity protein kinase CLK2 IC50 = 24.7 nM 7.61 Inhibition of recombinant human CLK2 expressed in Sf9 insect cells incubated for... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 28.0 nM 7.55 Inhibition of wild type full length DYRK1A (unknown origin) in human U2OS cells ... 33975430
SK-N-MC IC50 = 31.0 nM 7.51 Antiproliferative activity against human SK-N-MC cells assessed as reduction in ... 33975430
Cyclin-dependent kinase 5/CDK5 activator 1 IC50 = 413.6 nM 6.38 Inhibition of recombinant human CDK5/p25 expressed in Sf9 insect cells incubated... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 4 IC50 = 425.5 nM 6.37 Inhibition of recombinant human DYRK4 expressed in Sf9 insect cells incubated fo... 36876904
A2780 IC50 = 1099.0 nM 5.96 Antiproliferative activity against human A2780 cells assessed as reduction in ce... 33975430

Literature References

PubMed DOI Target Context # Activities
36876904 10.1021/acs.jmedchem.2c02068 Unchecked 5
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 4
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity protein kinase CLK1 4
36876904 10.1021/acs.jmedchem.2c02068 Glycogen synthase kinase-3 beta 3
33975430 10.1021/acs.jmedchem.1c00023 C-33-A 2
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2
33975430 10.1021/acs.jmedchem.1c00023 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 2
33975430 10.1021/acs.jmedchem.1c00023 SK-N-MC 2
33975430 10.1021/acs.jmedchem.1c00023 A2780 2
33975430 10.1021/acs.jmedchem.1c00023 RS4-11 2
33975430 10.1021/acs.jmedchem.1c00023 Dual specificity protein kinase CLK4 1
36876904 10.1021/acs.jmedchem.2c02068 Cyclin-dependent kinase 5/CDK5 activator 1 1
36876904 10.1021/acs.jmedchem.2c02068 Casein kinase I isoform epsilon 1
33975430 10.1021/acs.jmedchem.1c00023 Dual specificity protein kinase CLK2 1
36876904 10.1021/acs.jmedchem.2c02068 HT-22 1
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity protein kinase CLK3 1
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity protein kinase CLK4 1
33975430 10.1021/acs.jmedchem.1c00023 Dual specificity protein kinase CLK1 1
33975430 10.1021/acs.jmedchem.1c00023 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 1
33975430 10.1021/acs.jmedchem.1c00023 Dual specificity tyrosine-phosphorylation-regulated kinase 2 1

Data from ChEMBL 36 via Core Engine