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Compound Detail

CHEMBL5179655

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CN1CCN(c2ccc(NC3=N/C(=C\c4ccc5c(c4)OCO5)C(=O)N3)cc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5179655
Phase Preclinical
Structure Type MOL
InChI Key JKXDWZBWZQHPCO-PDGQHHTCSA-N
16
Targets
20
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

405.5
MW (Da)
2.11
ALogP
7
HBA
2
HBD
78.4
PSA (Ų)
0.76
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H23N5O3
MW 405.46
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -0.85

Activity Summary

IC50 20 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 7.92 7.92 12.0 2
Dual specificity tyrosine-phosphorylation-regulated kinase 1B
CHEMBL5543
 IC50 7.85 7.85 14.0 2
Dual specificity protein kinase CLK4
CHEMBL1075283
 IC50 7.8 7.8 16.0 1
Dual specificity protein kinase CLK4
CHEMBL4203
 IC50 7.8 7.8 16.0 1
Dual specificity protein kinase CLK1
CHEMBL1075280
 IC50 7.64 7.64 23.0 1
Dual specificity protein kinase CLK1
CHEMBL4224
 IC50 7.64 7.64 23.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 3
CHEMBL4575
 IC50 7.6 7.26 25.0 2
Dual specificity protein kinase CLK2
CHEMBL1075281
 IC50 7.46 7.46 35.0 1
Dual specificity protein kinase CLK2
CHEMBL4225
 IC50 7.46 7.46 35.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 2
CHEMBL4376
 IC50 7.3 7.3 50.0 2
Glycogen synthase kinase-3
CHEMBL2366565
 IC50 6.92 6.92 120.0 1
Dual specificity protein kinase CLK3
CHEMBL1075282
 IC50 6.1 6.1 800.0 1
Dual specificity protein kinase CLK3
CHEMBL4226
 IC50 6.1 6.1 800.0 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
 IC50 5.96 5.96 1100.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 5.92 5.92 1200.0 1
Casein kinase 2
CHEMBL3832943
 IC50 5.92 5.92 1200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 12.0 nM 7.92 Inhibition of human DYRK1A using RBERCHKtide and [gamma33P]ATP as substrate incu... 37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 12.0 nM 7.92 Inhibition of GST-fused human recombinant DYRK1A expressed in Escherichia coli u... 34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 14.0 nM 7.85 Inhibition of GST-fused human recombinant DYRK1B expressed in Escherichia coli u... 34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 1B IC50 = 14.0 nM 7.85 Inhibition of human DYRK1B using RBERCHKtide and [gamma33P]ATP as substrate incu... 37487467
Dual specificity protein kinase CLK4 IC50 = 16.0 nM 7.8 Inhibition of GST-fused mouse recombinant CLK4 expressed in Escherichia coli usi... 34928152
Dual specificity protein kinase CLK4 IC50 = 16.0 nM 7.8 Inhibition of human CLK4 using MBP and [gamma33P]ATP as substrate incubated for ... 37487467
Dual specificity protein kinase CLK1 IC50 = 23.0 nM 7.64 Inhibition of GST-fused mouse recombinant CLK1 expressed in Escherichia coli usi... 34928152
Dual specificity protein kinase CLK1 IC50 = 23.0 nM 7.64 Inhibition of N-terminal GST/His6-fused human full length CLK1 (1 to 484 residue... 37487467
Dual specificity tyrosine-phosphorylation-regulated kinase 3 IC50 = 25.0 nM 7.6 Inhibition of GST-fused human recombinant DYRK3 expressed in Escherichia coli us... 34928152
Dual specificity protein kinase CLK2 IC50 = 35.0 nM 7.46 Inhibition of human CLK2 using GSK3(14-27) peptide and [gamma33P]ATP as substrat... 37487467
Dual specificity protein kinase CLK2 IC50 = 35.0 nM 7.46 Inhibition of mouse recombinant GST-fused CLK2 expressed in Escherichia coli usi... 34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 2 IC50 = 50.0 nM 7.3 Inhibition of GST-fused human recombinant DYRK2 expressed in Escherichia coli us... 34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 2 IC50 = 50.0 nM 7.3 Inhibition of human DYRK2 using RBERIRStide and [gamma33P]ATP as substrate incub... 37487467
Glycogen synthase kinase-3 IC50 = 120.0 nM 6.92 Inhibition of porcine brain GSK-3alpha/beta using YRRAAVPPSPSLSRHSSPHQpSEDEEE as... 34928152
Dual specificity tyrosine-phosphorylation-regulated kinase 3 IC50 = 120.0 nM 6.92 Inhibition of human DYRK3 using RBERIRStide and [gamma33P]ATP as substrate incub... 37487467
Dual specificity protein kinase CLK3 IC50 = 800.0 nM 6.1 Inhibition of GST-fused mouse recombinant CLK3 expressed in Escherichia coli usi... 34928152
Dual specificity protein kinase CLK3 IC50 = 800.0 nM 6.1 Inhibition of human full length CLK3 (1 to 490 residues) expressed in Sf9 cells ... 37487467
Serine/threonine-protein kinase pim-1 IC50 = 1100.0 nM 5.96 Inhibition of human recombinant Pim1 expressed in Escherichia coli using histone... 34928152
Casein kinase 2 IC50 = 1200.0 nM 5.92 Inhibition of human recombinant CK2 using RRRDDDSDDD peptide as substrate incuba... 34928152
Glycogen synthase kinase-3 beta IC50 = 1200.0 nM 5.92 Inhibition of N-terminal GST/His6-fused human full length GSK-3-beta (1 to 420 r... 37487467

Literature References

PubMed DOI Target Context # Activities
34928152 10.1021/acs.jmedchem.1c01141 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 2
34928152 10.1021/acs.jmedchem.1c01141 Unchecked 2
34928152 10.1021/acs.jmedchem.1c01141 Casein kinase 2 1
37487467 10.1021/acs.jmedchem.3c00884 Glycogen synthase kinase-3 beta 1
37487467 10.1021/acs.jmedchem.3c00884 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 1
37487467 10.1021/acs.jmedchem.3c00884 Dual specificity protein kinase CLK4 1
37487467 10.1021/acs.jmedchem.3c00884 Dual specificity protein kinase CLK3 1
37487467 10.1021/acs.jmedchem.3c00884 Dual specificity protein kinase CLK2 1
37487467 10.1021/acs.jmedchem.3c00884 Dual specificity protein kinase CLK1 1
34928152 10.1021/acs.jmedchem.1c01141 ADMET 1
34928152 10.1021/acs.jmedchem.1c01141 Cannabinoid receptor 1 1
34928152 10.1021/acs.jmedchem.1c01141 HT-22 1
34928152 10.1021/acs.jmedchem.1c01141 Glycogen synthase kinase-3 1
34928152 10.1021/acs.jmedchem.1c01141 Serine/threonine-protein kinase pim-1 1
34928152 10.1021/acs.jmedchem.1c01141 Dual specificity tyrosine-phosphorylation-regulated kinase 3 1
34928152 10.1021/acs.jmedchem.1c01141 Dual specificity tyrosine-phosphorylation-regulated kinase 2 1
34928152 10.1021/acs.jmedchem.1c01141 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 1
34928152 10.1021/acs.jmedchem.1c01141 Dual specificity protein kinase CLK2 1
34928152 10.1021/acs.jmedchem.1c01141 Dual specificity protein kinase CLK1 1
34928152 10.1021/acs.jmedchem.1c01141 Dual specificity protein kinase CLK3 1

Data from ChEMBL 36 via Core Engine