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Compound Detail

CHEMBL5086263

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CN1Cc2nn(C)c(C#N)c2-c2cnc3[nH]c(F)c(c3c2)-c2cn(nc2C(F)(F)F)CCCC1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5086263
Phase Preclinical
Structure Type MOL
InChI Key YVQOYBIBWBAHKH-UHFFFAOYSA-N
17
Targets
28
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

486.4
MW (Da)
3.61
ALogP
7
HBA
1
HBD
108.4
PSA (Ų)
0.38
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H18F4N8O
MW 486.43
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -0.77

Activity Summary

IC50 25 meas. best 8.52
Kd 3 meas. best 8.93

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 Kd 8.93 8.93 1.2 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 8.52 7.8575 3.0 4
Dual specificity tyrosine-phosphorylation-regulated kinase 1B
CHEMBL5543
 IC50 8.3 7.14 5.0 4
Ribosomal protein S6 kinase alpha-6
CHEMBL4924
 IC50 7.43 7.43 37.0 1
Dual specificity protein kinase CLK1
CHEMBL4224
 Kd 7.38 7.38 41.8 1
Ribosomal protein S6 kinase alpha-2
CHEMBL3906
 IC50 7.21 7.21 61.0 1
Ribosomal protein S6 kinase alpha-3
CHEMBL2345
 IC50 7.1 6.92 80.0 2
Ribosomal protein S6 kinase alpha-1
CHEMBL2553
 IC50 7.09 7.09 82.0 1
Focal adhesion kinase 1
CHEMBL2695
 IC50 7.05 6.865 90.0 2
Misshapen-like kinase 1
CHEMBL5518
 IC50 6.94 6.94 115.0 1
Dual specificity mitogen-activated protein kinase kinase 4
CHEMBL2897
 IC50 6.88 6.88 132.0 1
Serine/threonine-protein kinase Sgk1
CHEMBL2343
 IC50 6.16 6.16 690.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 Kd 6.03 6.03 935.9 1
Mitogen-activated protein kinase 9
CHEMBL4179
 IC50 5.96 5.96 1100.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 2
CHEMBL4376
 IC50 5.96 5.96 1095.0 1
Mitogen-activated protein kinase 8
CHEMBL2276
 IC50 5.95 5.95 1130.0 1
Dual specificity protein kinase CLK1
CHEMBL4224
 IC50 5.95 5.95 1118.0 1
Mitogen-activated protein kinase kinase kinase 19
CHEMBL6191
 IC50 5.79 5.79 1620.0 1
Dual specificity protein kinase CLK2
CHEMBL4225
 IC50 5.6 5.6 2499.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 5.47 5.47 3395.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5770.3 ng.hr.mL-1 Mus musculus
AUC 8947.2 ng.hr.mL-1 Mus musculus
CL 29.3 mL.min-1.kg-1 Mus musculus
CL 5.9 mL.min-1.kg-1 Mus musculus
Cmax 6400.0 nM Mus musculus
Cmax 34100.0 nM Mus musculus
F 12.3 % Mus musculus
T1/2 2.4 hr Mus musculus
T1/2 1.2 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Kd = 1.163 nM 8.93 Binding affinity to human DYRK1A assessed as equilibrium dissociation constant m... 36876904
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 3.0 nM 8.52 Inhibition of DYRK1A (unknown origin) at 1 uM by kinomescan method 35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 3.0 nM 8.52 Inhibition of DYRK1A (unknown origin) measured after 6 hrs in presence of ATP by... 35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 5.0 nM 8.3 Inhibition of DYRK1B (unknown origin) at 1 uM by kinomescan method 35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 5.0 nM 8.3 Inhibition of DYRK1B (unknown origin) measured after 6 hrs in presence of ATP by... 35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 26.2 nM 7.58 Inhibition of recombinant human DYRK1A expressed in Sf9 insect cells incubated f... 36876904
Ribosomal protein S6 kinase alpha-6 IC50 = 37.0 nM 7.43 Inhibition of RSK4 (unknown origin) at 1 uM by kinome scan method 35450378
Dual specificity protein kinase CLK1 Kd = 41.81 nM 7.38 Binding affinity to human CLK1 assessed as equilibrium dissociation constant mea... 36876904
Ribosomal protein S6 kinase alpha-2 IC50 = 61.0 nM 7.21 Inhibition of RSK3 (unknown origin) in human CAL-27 cells measured after 6 hrs b... 35450378
Ribosomal protein S6 kinase alpha-3 IC50 = 80.0 nM 7.1 Inhibition of RSK2 (unknown origin) in human CAL-27 cells measured after 6 hrs b... 35450378
Ribosomal protein S6 kinase alpha-1 IC50 = 82.0 nM 7.09 Inhibition of RSK1 (unknown origin) in human CAL-27 cells measured after 6 hrs b... 35450378
Focal adhesion kinase 1 IC50 = 90.0 nM 7.05 Inhibition of FAK (unknown origin) in human CAL-27 cells measured after 6 hrs by... 35450378
Misshapen-like kinase 1 IC50 = 115.0 nM 6.94 Inhibition of MINK1 (unknown origin) at 1 uM by kinome scan method 35450378
Dual specificity mitogen-activated protein kinase kinase 4 IC50 = 132.0 nM 6.88 Inhibition of MEK4 (unknown origin) at 1 uM by kinome scan method 35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 153.7 nM 6.81 Inhibition of recombinant human DYRK1A expressed in Escherichia coli using DYRKt... 36876904
Ribosomal protein S6 kinase alpha-3 IC50 = 182.0 nM 6.74 Inhibition of RSK2 (unknown origin) at 1 uM by kinome scan method 35450378
Focal adhesion kinase 1 IC50 = 210.0 nM 6.68 Inhibition of FAK (unknown origin) at 1 uM by kinome scan method 35450378
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 366.5 nM 6.44 Inhibition of recombinant human DYRK1B expressed in Sf9 insect cells using DYRKt... 36876904
Serine/threonine-protein kinase Sgk1 IC50 = 690.0 nM 6.16 Inhibition of SGK (unknown origin) at 1 uM by kinome scan method 35450378
Glycogen synthase kinase-3 beta Kd = 935.91 nM 6.03 Binding affinity to human GSK-3beta assessed as equilibrium dissociation constan... 36876904

Literature References

PubMed DOI Target Context # Activities
35450378 10.1021/acsmedchemlett.1c00630 CAL-27 16
35450378 10.1021/acsmedchemlett.1c00630 ADMET 9
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 5
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity protein kinase CLK1 4
36876904 10.1021/acs.jmedchem.2c02068 Unchecked 4
36876904 10.1021/acs.jmedchem.2c02068 Glycogen synthase kinase-3 beta 3
35450378 10.1021/acsmedchemlett.1c00630 Focal adhesion kinase 1 2
35450378 10.1021/acsmedchemlett.1c00630 Ribosomal protein S6 kinase alpha-3 2
35450378 10.1021/acsmedchemlett.1c00630 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2
36876904 10.1021/acs.jmedchem.2c02068 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2
35450378 10.1021/acsmedchemlett.1c00630 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 2
35450378 10.1021/acsmedchemlett.1c00630 Mitogen-activated protein kinase kinase kinase 19 1
35450378 10.1021/acsmedchemlett.1c00630 Ribosomal protein S6 kinase alpha-6 1
35450378 10.1021/acsmedchemlett.1c00630 Dual specificity mitogen-activated protein kinase kinase 4 1
35450378 10.1021/acsmedchemlett.1c00630 Mitogen-activated protein kinase 8 1
35450378 10.1021/acsmedchemlett.1c00630 Mitogen-activated protein kinase 9 1
35450378 10.1021/acsmedchemlett.1c00630 Mitogen-activated protein kinase 10 1
35450378 10.1021/acsmedchemlett.1c00630 Ribosomal protein S6 kinase alpha-1 1
36876904 10.1021/acs.jmedchem.2c02068 HT-22 1
35450378 10.1021/acsmedchemlett.1c00630 HEK-293T 1

Data from ChEMBL 36 via Core Engine