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Compound Detail

CHEMBL3647964

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C=CC(=O)N1CCC[C@H](n2nc(-c3ccc(Oc4ccccc4)cc3)c3c(N)ncnc32)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3647964
Phase Preclinical
Structure Type MOL
InChI Key XYFPWWZEPKGCCK-SFHVURJKSA-N
11
Targets
17
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

440.5
MW (Da)
4.22
ALogP
7
HBA
1
HBD
99.2
PSA (Ų)
0.47
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C25H24N6O2
MW 440.51
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -0.80

Activity Summary

IC50 17 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytoplasmic tyrosine-protein kinase BMX
CHEMBL3834
 IC50 9.4 9.4 0.4 1
Tyrosine-protein kinase BTK
CHEMBL5251
 IC50 9.4 8.8283 0.4 6
Epidermal growth factor receptor
CHEMBL203
 IC50 8.92 8.92 1.2 1
TMD8
CHEMBL4296503
 IC50 8.82 8.82 1.5 1
Tyrosine-protein kinase ITK/TSK
CHEMBL2959
 IC50 8.05 8.005 8.9 2
Tyrosine-protein kinase Tec
CHEMBL4246
 IC50 7.11 7.11 78.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
 IC50 6.7 6.7 200.0 1
Fibroblast growth factor receptor 2
CHEMBL4142
 IC50 6.55 6.55 280.0 1
HEK-293T
CHEMBL3706568
 IC50 5.65 5.65 2241.0 1
MOLM-13
CHEMBL3706572
 IC50 5.4 5.4 3953.0 1
Ramos
CHEMBL614629
 IC50 4.94 4.94 11451.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytoplasmic tyrosine-protein kinase BMX IC50 = 0.4 nM 9.4 Inhibition of N-terminal GST-tagged BMX (1 to 675 residues) (unknown origin) exp... 34391034
Tyrosine-protein kinase BTK IC50 = 0.4 nM 9.4 Inhibition of full-length N-terminal GST tagged BTK (1 to 659 residues) (unknown... 34391034
Tyrosine-protein kinase BTK IC50 = 0.5 nM 9.3 Inhibition of BTK (unknown origin) by FRET assay 29631132
Epidermal growth factor receptor IC50 = 1.2 nM 8.92 Inhibition of N-terminal DYKDDDD-tagged EGFR (669 to 1210 residues) (unknown ori... 34391034
Tyrosine-protein kinase BTK IC50 = 1.4 nM 8.85 In Vitro Inhibition Assay: Measurements were performed in a reaction volume of 5... -
Tyrosine-protein kinase BTK IC50 = 1.4 nM 8.85 Time-Resolved Fluorescence Resonance Energy Transfer Assay: Btk kinase activity ... -
Tyrosine-protein kinase BTK IC50 = 1.4 nM 8.85 Inhibition of BTK (unknown origin) after 60 mins by FRET assay 31550151
TMD8 IC50 = 1.5 nM 8.82 Antiproliferative activity against human TMD8 cells assessed as reduction in cel... 34391034
Tyrosine-protein kinase ITK/TSK IC50 = 8.9 nM 8.05 Inhibition of N-terminal GST-tagged ITK (2 to 620 residues) (unknown origin) exp... 34391034
Tyrosine-protein kinase ITK/TSK IC50 = 11.0 nM 7.96 Inhibition of ITK (unknown origin) by FRET assay 29631132
Tyrosine-protein kinase BTK IC50 = 19.0 nM 7.72 Inhibition of human BTK using poly (Glu,Tyr) as substrate in presence of ATP and... 33340912
Tyrosine-protein kinase Tec IC50 = 78.0 nM 7.11 Inhibition of TEC (unknown origin) by FRET assay 29631132
Tyrosine-protein kinase Lyn IC50 = 200.0 nM 6.7 Inhibition of LYN (unknown origin) by FRET assay 29631132
Fibroblast growth factor receptor 2 IC50 = 280.0 nM 6.55 Measurement of Inhibitory Effect on FGFR2 Kinase Activity: When setting conditio... -
HEK-293T IC50 = 2241.0 nM 5.65 Antiproliferative activity against human HEK293T cells assessed as reduction in ... 34391034
MOLM-13 IC50 = 3953.0 nM 5.4 Antiproliferative activity against human MOLM-13 cells assessed as reduction in ... 34391034
Ramos IC50 = 11451.0 nM 4.94 Antiproliferative activity against human Ramos cells assessed as reduction in ce... 34391034

Literature References

PubMed DOI Target Context # Activities
34391034 10.1016/j.ejmech.2021.113724 TMD8 9
34391034 10.1016/j.ejmech.2021.113724 Unchecked 3
34391034 10.1016/j.ejmech.2021.113724 Tyrosine-protein kinase ITK/TSK 2
34391034 10.1016/j.ejmech.2021.113724 Epidermal growth factor receptor 2
33340912 10.1016/j.ejmech.2020.113094 Unchecked 2
33340912 10.1016/j.ejmech.2020.113094 Tyrosine-protein kinase Fyn 1
33340912 10.1016/j.ejmech.2020.113094 Rec1 1
34391034 10.1016/j.ejmech.2021.113724 Tyrosine-protein kinase Blk 1
33340912 10.1016/j.ejmech.2020.113094 Ramos 1
33340912 10.1016/j.ejmech.2020.113094 Tyrosine-protein kinase ABL1 1
33340912 10.1016/j.ejmech.2020.113094 Receptor-type tyrosine-protein kinase FLT3 1
28933546 10.1021/acs.jmedchem.7b01066 Unchecked 1
33340912 10.1016/j.ejmech.2020.113094 Tyrosine-protein kinase SYK 1
33340912 10.1016/j.ejmech.2020.113094 Cyclin-dependent kinase 2 1
33340912 10.1016/j.ejmech.2020.113094 Tyrosine-protein kinase BTK 1
31550151 10.1021/acs.jmedchem.9b00640 Tyrosine-protein kinase BTK 1
29631132 10.1016/j.ejmech.2018.03.062 Tyrosine-protein kinase BTK 1
29631132 10.1016/j.ejmech.2018.03.062 Tyrosine-protein kinase ITK/TSK 1
29631132 10.1016/j.ejmech.2018.03.062 Tyrosine-protein kinase Tec 1
29631132 10.1016/j.ejmech.2018.03.062 Tyrosine-protein kinase Lyn 1

Data from ChEMBL 36 via Core Engine