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Compound Detail

CHEMBL494685

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O=C1Nc2cc(Br)ccc2/C1=C1/Nc2ccccc2/C1=N\OCCN1CCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL494685
Phase Preclinical
Structure Type MOL
InChI Key KNGAOBKKLCKYNZ-OQBIKMBDSA-N
8
Targets
11
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

453.3
MW (Da)
4.05
ALogP
5
HBA
2
HBD
66.0
PSA (Ų)
0.42
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 C22H21BrN4O2
MW 453.34
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.38

Activity Summary

IC50 11 meas. best 8.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 8.31 8.31 4.9 1
Unchecked
CHEMBL612545
 IC50 7.58 7.235 26.0 2
Aurora kinase A
CHEMBL4722
 IC50 7.1 7.1 79.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
 IC50 6.97 6.155 106.5 2
KCL-22
CHEMBL4296452
 IC50 6.51 6.34 310.0 2
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
 IC50 6.3 6.3 500.0 1
SH-SY5Y
CHEMBL614910
 IC50 5.26 5.26 5500.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 5.13 5.13 7463.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Proto-oncogene tyrosine-protein kinase Src IC50 = 4.9 nM 8.31 Inhibition of recombinant c-Src (unknown origin) after 120 mins in presence of [... 27726390
Unchecked IC50 = 26.0 nM 7.58 Inhibition of pig GSK3alpha/beta 18816110
Aurora kinase A IC50 = 79.0 nM 7.1 Inhibition of recombinant Aurora A (unknown origin) after 120 mins in presence o... 27726390
Tyrosine-protein kinase ABL1 IC50 = 106.5 nM 6.97 Inhibition of recombinant ABL1 (unknown origin) after 120 mins in presence of [3... 27726390
Unchecked IC50 = 130.0 nM 6.89 Inhibition of human recombinant CDK5/p25 expressed in Escherichia coli 18816110
KCL-22 IC50 = 310.0 nM 6.51 Cytotoxicity against human KCL22 cells harboring ABL1 T315I mutant assessed as r... 27726390
Cyclin-dependent kinase 1/cyclin B1 IC50 = 500.0 nM 6.3 Inhibition of CDK1/cyclin B 18816110
KCL-22 IC50 = 670.0 nM 6.17 Cytotoxicity against human KCL22 cells assessed as reduction in cell viability a... 27726390
Tyrosine-protein kinase ABL1 IC50 = 4564.0 nM 5.34 Inhibition of recombinant ABL1 T315I mutant (unknown origin) after 120 mins in p... 27726390
SH-SY5Y IC50 = 5500.0 nM 5.26 Cytotoxicity against human SH-SY5Y cells after 48 hrs by MTS reduction assay 18816110
Tyrosine-protein kinase JAK2 IC50 = 7463.0 nM 5.13 Inhibition of recombinant JAK2 (unknown origin) after 120 mins in presence of [3... 27726390

Literature References

PubMed DOI Target Context # Activities
27726390 10.1021/acs.jnatprod.6b00285 KCL-22 4
18816110 10.1021/jm800648y Unchecked 2
24697244 10.1021/jm401740w Polyunsaturated fatty acid 5-lipoxygenase 2
27726390 10.1021/acs.jnatprod.6b00285 Tyrosine-protein kinase ABL1 2
18816110 10.1021/jm800648y Cyclin-dependent kinase 1/cyclin B1 1
18816110 10.1021/jm800648y SH-SY5Y 1
27726390 10.1021/acs.jnatprod.6b00285 Aurora kinase A 1
27726390 10.1021/acs.jnatprod.6b00285 Proto-oncogene tyrosine-protein kinase Src 1
27726390 10.1021/acs.jnatprod.6b00285 Tyrosine-protein kinase JAK2 1

Data from ChEMBL 36 via Core Engine