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Compound Detail

CHEMBL4749646

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CC(C)c1ccn2ncnc(N[C@H]3CC[C@@H](N4CCN(C(=O)CCC(=O)N5CCC(CCN6CCN(c7ccc8c(c7)C(=O)N(C7CCC(=O)NC7=O)C8=O)CC6)CC5)CC4)CC3)c12

Basic Information

ChEMBL ID CHEMBL4749646
Phase Preclinical
Structure Type MOL
InChI Key ZUODKONSNNHSAJ-AMLBMYBGSA-N
9
Targets
13
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

878.1
MW (Da)
3.35
ALogP
13
HBA
2
HBD
176.1
PSA (Ų)
0.25
QED
2
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C47H63N11O6
MW 878.09
Aromatic Rings 3
Heavy Atoms 64
NP-Likeness -1.02

Activity Summary

IC50 8 meas. best 8.3
Kd 5 meas. best 7.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Interleukin-1 receptor-associated kinase 3
CHEMBL5081
IC50 8.3 8.3 5.0 1
Cyclin-C/Cyclin-dependent kinase 19
CHEMBL3883323
IC50 7.8 7.8 16.0 1
Interleukin-1 receptor-associated kinase 3
CHEMBL5081
Kd 7.47 7.47 34.0 1
CDK8/Cyclin C
CHEMBL3038474
IC50 7.44 7.44 36.0 1
NT-3 growth factor receptor
CHEMBL5608
IC50 7.0 7.0 100.0 1
Serine/threonine-protein kinase haspin
CHEMBL1075163
IC50 6.96 6.96 110.0 1
Protein cereblon
CHEMBL3763008
IC50 6.34 6.34 460.0 1
Serine/threonine-protein kinase haspin
CHEMBL1075163
Kd 6.11 6.11 780.0 1
Interleukin-1 receptor-associated kinase 4
CHEMBL3778
IC50 5.85 5.85 1400.0 1
Cyclin-dependent kinase 8
CHEMBL5719
Kd 5.85 5.85 1400.0 1
Interleukin-1 receptor-associated kinase 1
CHEMBL3357
IC50 5.64 5.64 2300.0 1
Interleukin-1 receptor-associated kinase 1
CHEMBL3357
Kd 5.55 5.55 2800.0 1
Interleukin-1 receptor-associated kinase 4
CHEMBL3778
Kd 5.44 5.44 3600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Interleukin-1 receptor-associated kinase 3 IC50 = 5.0 nM 8.3 Inhibition of kinase tracer 236 binding to recombinant human full-length GST-tag... 32803978
Cyclin-C/Cyclin-dependent kinase 19 IC50 = 16.0 nM 7.8 Inhibition of CDK11/cyclin C (unknown origin) 32803978
Interleukin-1 receptor-associated kinase 3 Kd = 34.0 nM 7.47 Displacement of polymer supported probe 25 binding to IRAK3 in human THP-1 cell ... 32803978
CDK8/Cyclin C IC50 = 36.0 nM 7.44 Inhibition of CDK8/cyclin C (unknown origin) 32803978
NT-3 growth factor receptor IC50 = 100.0 nM 7.0 Inhibition of NTRK3 (unknown origin) 32803978
Serine/threonine-protein kinase haspin IC50 = 110.0 nM 6.96 Inhibition of GSG2 (unknown origin) 32803978
Protein cereblon IC50 = 460.0 nM 6.34 Inhibition of CRBN (unknown origin) 32803978
Serine/threonine-protein kinase haspin Kd = 780.0 nM 6.11 Displacement of polymer supported probe 25 binding to GSG2 in human THP-1 cell l... 32803978
Interleukin-1 receptor-associated kinase 4 IC50 = 1400.0 nM 5.85 Inhibition of recombinant human full-length His-tagged IRAK4 expressed in baculo... 32803978
Cyclin-dependent kinase 8 Kd = 1400.0 nM 5.85 Displacement of polymer supported probe 25 binding to CDK8 in human THP-1 cell l... 32803978
Interleukin-1 receptor-associated kinase 1 IC50 = 2300.0 nM 5.64 Inhibition of recombinant human N-terminal GST-tagged IRAK1 (194 to 712 residues... 32803978
Interleukin-1 receptor-associated kinase 1 Kd = 2800.0 nM 5.55 Displacement of polymer supported probe 25 binding to IRAK1 in human THP-1 cell ... 32803978
Interleukin-1 receptor-associated kinase 4 Kd = 3600.0 nM 5.44 Displacement of polymer supported probe 25 binding to IRAK4 in human THP-1 cell ... 32803978

Literature References

PubMed DOI Target Context # Activities
32803978 10.1021/acs.jmedchem.0c01125 Protein cereblon/IRAK3 12
32803978 10.1021/acs.jmedchem.0c01125 Unchecked 6
32803978 10.1021/acs.jmedchem.0c01125 Interleukin-1 receptor-associated kinase 3 3
32803978 10.1021/acs.jmedchem.0c01125 Serine/threonine-protein kinase haspin 3
32803978 10.1021/acs.jmedchem.0c01125 Interleukin-1 receptor-associated kinase 1 2
32803978 10.1021/acs.jmedchem.0c01125 NT-3 growth factor receptor 2
32803978 10.1021/acs.jmedchem.0c01125 CDK8/Cyclin C 2
32803978 10.1021/acs.jmedchem.0c01125 Cyclin-C/Cyclin-dependent kinase 19 2
32803978 10.1021/acs.jmedchem.0c01125 Interleukin-1 receptor-associated kinase 4 2
32803978 10.1021/acs.jmedchem.0c01125 Protein cereblon 1
32803978 10.1021/acs.jmedchem.0c01125 BDNF/NT-3 growth factors receptor 1
32803978 10.1021/acs.jmedchem.0c01125 Cyclin-dependent kinase 8 1
32803978 10.1021/acs.jmedchem.0c01125 Cyclin-dependent kinase 19 1
32803978 10.1021/acs.jmedchem.0c01125 Protein cereblon/Delta(24)-sterol reductase 1
32803978 10.1021/acs.jmedchem.0c01125 Protein cereblon/IRAK1 1
32803978 10.1021/acs.jmedchem.0c01125 Protein cereblon/IRAK4 1
32803978 10.1021/acs.jmedchem.0c01125 Delta(24)-sterol reductase 1
32803978 10.1021/acs.jmedchem.0c01125 Cereblon/Ikaros 1
32803978 10.1021/acs.jmedchem.0c01125 Protein cereblon/GSPT1 1

Data from ChEMBL 36 via Core Engine