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Compound Detail

CHEMBL4441465

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COc1ccc(-c2ccc(Cn3cc(-c4cccc(N)c4)nn3)cc2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4441465
Phase Preclinical
Structure Type MOL
InChI Key MIIRGIJHJBFFEA-UHFFFAOYSA-N
11
Targets
11
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

357.4
MW (Da)
3.65
ALogP
6
HBA
1
HBD
78.8
PSA (Ų)
0.55
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19N5O
MW 357.42
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -1.70

Activity Summary

IC50 11 meas. best 9.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Angiopoietin-1 receptor
CHEMBL4128
 IC50 9.14 9.14 0.7 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 8.73 8.73 1.9 1
Ephrin type-B receptor 4
CHEMBL5147
 IC50 8.52 8.52 3.0 1
A-431
CHEMBL614069
 IC50 7.16 7.16 70.0 1
LoVo
CHEMBL614721
 IC50 7.0 7.0 100.0 1
A549
CHEMBL392
 IC50 6.75 6.75 180.0 1
SMMC-7721
CHEMBL613831
 IC50 6.62 6.62 240.0 1
HeLa
CHEMBL399
 IC50 6.54 6.54 290.0 1
MCF7
CHEMBL387
 IC50 6.46 6.46 350.0 1
PANC-1
CHEMBL614139
 IC50 6.31 6.31 490.0 1
EA.hy 926
CHEMBL4296410
 IC50 4.84 4.84 14490.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Angiopoietin-1 receptor IC50 = 0.73 nM 9.14 Inhibition of TIE2 (unknown origin) after 4 hrs by ADP-Glo reagent based lumines... 30503935
Vascular endothelial growth factor receptor 2 IC50 = 1.85 nM 8.73 Inhibition of VEGFR2 (unknown origin) after 1 hr by ADP-Glo reagent based lumine... 30503935
Ephrin type-B receptor 4 IC50 = 2.99 nM 8.52 Inhibition of EPHB4 (unknown origin) after 4 hrs by ADP-Glo reagent based lumine... 30503935
A-431 IC50 = 70.0 nM 7.16 Antiproliferative activity against human A431 cells 30503935
LoVo IC50 = 100.0 nM 7.0 Antiproliferative activity against human LoVo cells 30503935
A549 IC50 = 180.0 nM 6.75 Antiproliferative activity against human A549 cells 30503935
SMMC-7721 IC50 = 240.0 nM 6.62 Antiproliferative activity against human SMMC7721 cells 30503935
HeLa IC50 = 290.0 nM 6.54 Antiproliferative activity against human HeLa cells 30503935
MCF7 IC50 = 350.0 nM 6.46 Antiproliferative activity against human MCF7 cells 30503935
PANC-1 IC50 = 490.0 nM 6.31 Antiproliferative activity against human PANC1 cells 30503935
EA.hy 926 IC50 = 14490.0 nM 4.84 Anti-angiogenic activity against human EAhy926 after 24 hrs by CCK-8 assay 30503935

Literature References

PubMed DOI Target Context # Activities
30503935 10.1016/j.ejmech.2018.11.042 Vascular endothelial growth factor receptor 2 1
30503935 10.1016/j.ejmech.2018.11.042 Angiopoietin-1 receptor 1
30503935 10.1016/j.ejmech.2018.11.042 Ephrin type-B receptor 4 1
30503935 10.1016/j.ejmech.2018.11.042 SMMC-7721 1
30503935 10.1016/j.ejmech.2018.11.042 MCF7 1
30503935 10.1016/j.ejmech.2018.11.042 A-431 1
30503935 10.1016/j.ejmech.2018.11.042 A549 1
30503935 10.1016/j.ejmech.2018.11.042 LoVo 1
30503935 10.1016/j.ejmech.2018.11.042 PANC-1 1
30503935 10.1016/j.ejmech.2018.11.042 HeLa 1
30503935 10.1016/j.ejmech.2018.11.042 EA.hy 926 1
35051748 10.1016/j.ejmech.2022.114120 Unchecked 1
35051748 10.1016/j.ejmech.2022.114120 EA.hy 926 1
35051748 10.1016/j.ejmech.2022.114120 HEK293 1

Data from ChEMBL 36 via Core Engine