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Compound Detail

CHEMBL4278882

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CC(=O)N1CCN([C@H]2CC[C@H](Nc3ncnn4ccc(C(C)C)c34)CC2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4278882
Phase Preclinical
Structure Type MOL
InChI Key FQBRQRVXPUQKLG-IYARVYRRSA-N
9
Targets
15
Activities
1
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

384.5
MW (Da)
2.74
ALogP
6
HBA
1
HBD
65.8
PSA (Ų)
0.88
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 C21H32N6O
MW 384.53
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.26

Activity Summary

IC50 15 meas. best 7.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Interleukin-1 receptor-associated kinase 1
CHEMBL3357
 IC50 7.68 7.48 21.0 2
Interleukin-1 receptor-associated kinase 4
CHEMBL3778
 IC50 7.66 7.3067 21.9 6
Interleukin-1 receptor-associated kinase 3
CHEMBL5081
 IC50 7.51 7.51 31.0 1
CDK8/Cyclin C
CHEMBL3038474
 IC50 7.37 7.37 43.0 1
Dual specificity protein kinase CLK4
CHEMBL4203
 IC50 6.83 6.83 147.0 1
Dual specificity protein kinase CLK2
CHEMBL4225
 IC50 6.76 6.76 175.0 1
Dual specificity protein kinase CLK1
CHEMBL4224
 IC50 6.3 6.3 502.0 1
CDK9/cyclin T1
CHEMBL2111389
 IC50 6.05 6.05 890.0 1
CDK7/Cyclin H/MNAT1
CHEMBL3038473
 IC50 5.64 5.64 2310.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 63.0 mL.min-1.kg-1 Rattus norvegicus
CL 10.0 mL.min-1.kg-1 Canis lupus familiaris
F 11.0 % Rattus norvegicus
Fu 0.28 - Rattus norvegicus
Fu 0.39 - Canis lupus familiaris
Fu 0.24 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Interleukin-1 receptor-associated kinase 1 IC50 = 21.0 nM 7.68 Inhibition of recombinant human N-terminal His6-tagged IRAK1 (194 to end residue... 29398441
Interleukin-1 receptor-associated kinase 4 IC50 = 22.0 nM 7.66 Inhibition of recombinant full length His-tagged human IRAK4 expressed in baculo... 29398441
Interleukin-1 receptor-associated kinase 4 IC50 = 22.0 nM 7.66 Inhibition of recombinant human N-terminal His6-tagged full length IRAK4 express... 29398441
Interleukin-1 receptor-associated kinase 4 IC50 = 21.88 nM 7.66 Inhibition of recombinant full length His-tagged human IRAK4 expressed in baculo... 29398441
Interleukin-1 receptor-associated kinase 3 IC50 = 31.0 nM 7.51 Inhibition of kinase tracer 236 binding to recombinant human full-length GST-tag... 32803978
Interleukin-1 receptor-associated kinase 4 IC50 = 36.0 nM 7.44 Inhibition of recombinant human full-length His-tagged IRAK4 expressed in baculo... 32803978
CDK8/Cyclin C IC50 = 43.0 nM 7.37 Inhibition of recombinant human full length His-tagged CDK8/cyclin C expressed i... 29398441
Interleukin-1 receptor-associated kinase 1 IC50 = 52.0 nM 7.28 Inhibition of recombinant human N-terminal GST-tagged IRAK1 (194 to 712 residues... 32803978
Dual specificity protein kinase CLK4 IC50 = 147.0 nM 6.83 Inhibition of recombinant human full length GST-tagged CLK4 expressed in baculov... 29398441
Dual specificity protein kinase CLK2 IC50 = 175.0 nM 6.76 Inhibition of recombinant human GST-tagged CLK2 catalytic domain (137 to 498 res... 29398441
Interleukin-1 receptor-associated kinase 4 IC50 = 195.0 nM 6.71 Inhibition of IRAK4 in human KARPAS299 cells assessed as reduction in IL-1 stimu... 29398441
Interleukin-1 receptor-associated kinase 4 IC50 = 194.98 nM 6.71 Inhibition of IRAK4 in human KARPAS299 cells assessed as reduction in IL-1 stimu... 29398441
Dual specificity protein kinase CLK1 IC50 = 502.0 nM 6.3 Inhibition of recombinant human GST-tagged CLK1 catalytic domain (129 to 484 res... 29398441
CDK9/cyclin T1 IC50 = 890.0 nM 6.05 Inhibition of recombinant human C-terminal 6His-tagged full length CDK9/untagged... 29398441
CDK7/Cyclin H/MNAT1 IC50 = 2310.0 nM 5.64 Inhibition of recombinant human full length C-terminal His6-tagged CDK7/recombin... 29398441

Literature References

PubMed DOI Target Context # Activities
29398441 10.1016/j.bmc.2018.01.008 Unchecked 13
29398441 10.1016/j.bmc.2018.01.008 Interleukin-1 receptor-associated kinase 4 8
29398441 10.1016/j.bmc.2018.01.008 ADMET 7
29398441 10.1016/j.bmc.2018.01.008 CDK9/cyclin T1 4
29398441 10.1016/j.bmc.2018.01.008 CDK7/Cyclin H/MNAT1 4
29398441 10.1016/j.bmc.2018.01.008 Proto-oncogene tyrosine-protein kinase Src 3
29398441 10.1016/j.bmc.2018.01.008 Dual specificity protein kinase CLK1 3
29398441 10.1016/j.bmc.2018.01.008 Hepatocyte 3
29398441 10.1016/j.bmc.2018.01.008 Proto-oncogene tyrosine-protein kinase receptor Ret 3
29398441 10.1016/j.bmc.2018.01.008 Mus musculus 2
29398441 10.1016/j.bmc.2018.01.008 Epidermal growth factor receptor 2
32803978 10.1021/acs.jmedchem.0c01125 Unchecked 2
29398441 10.1016/j.bmc.2018.01.008 Fibroblast growth factor receptor 1 2
29398441 10.1016/j.bmc.2018.01.008 3-phosphoinositide-dependent protein kinase 1 2
29398441 10.1016/j.bmc.2018.01.008 Rattus norvegicus 2
29398441 10.1016/j.bmc.2018.01.008 No relevant target 2
29398441 10.1016/j.bmc.2018.01.008 Dual specificity protein kinase CLK3 1
29398441 10.1016/j.bmc.2018.01.008 Dual specificity protein kinase CLK2 1
29398441 10.1016/j.bmc.2018.01.008 Interleukin-1 receptor-associated kinase 1 1
32803978 10.1021/acs.jmedchem.0c01125 ADMET 1

Data from ChEMBL 36 via Core Engine