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Compound Detail

CHEMBL212581

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CN(C)CCO/N=C1/C(c2c(O)[nH]c3c(Br)cccc23)=Nc2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL212581
Phase Preclinical
Structure Type MOL
InChI Key CYXGVPFAWCPIFH-HKOYGPOVSA-N
12
Targets
14
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

427.3
MW (Da)
4.05
ALogP
5
HBA
2
HBD
73.2
PSA (Ų)
0.48
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H19BrN4O2
MW 427.30
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.26

Activity Summary

IC50 14 meas. best 5.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SH-SY5Y
CHEMBL614910
 IC50 5.82 5.6367 1500.0 3
B16
CHEMBL381
 IC50 5.26 5.26 5500.0 1
HCT-116
CHEMBL394
 IC50 5.19 5.19 6500.0 1
Glycogen synthase kinase-3
CHEMBL2095188
 IC50 5.1 5.1 8000.0 1
HEK293
CHEMBL614818
 IC50 4.84 4.84 14400.0 1
BP8
CHEMBL613843
 IC50 4.71 4.71 19500.0 1
Huh-7
CHEMBL614039
 IC50 4.71 4.71 19600.0 1
HT-29
CHEMBL384
 IC50 4.66 4.66 21800.0 1
A549
CHEMBL392
 IC50 4.66 4.66 21800.0 1
Aryl hydrocarbon receptor
CHEMBL3201
 IC50 4.6 4.6 25000.0 1
MDA-MB-231
CHEMBL400
 IC50 4.58 4.58 26400.0 1
PC-3
CHEMBL390
 IC50 4.57 4.57 27200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SH-SY5Y IC50 = 1500.0 nM 5.82 Death of human SH-SY5Y cells in absence of 20 uM Q-VD-OPh by MTS reduction assay 16854069
SH-SY5Y IC50 = 2000.0 nM 5.7 Survival of human SH-SY5Y cells after 48 hrs by MTS reduction assay 16854069
SH-SY5Y IC50 = 4100.0 nM 5.39 Survival of human SH-SY5Y cells after 24 hrs by MTS reduction assay 16854069
B16 IC50 = 5500.0 nM 5.26 Survival of mouse F1 cells after 48 hrs by MTS reduction assay 16854069
HCT-116 IC50 = 6500.0 nM 5.19 Survival of human HCT116 cells after 48 hrs by MTS reduction assay 16854069
Glycogen synthase kinase-3 IC50 = 8000.0 nM 5.1 Inhibition of porcine brain GSK3alpha/beta 16854069
HEK293 IC50 = 14400.0 nM 4.84 Survival of human HEK293 cells after 48 hrs by MTS reduction assay 16854069
Huh-7 IC50 = 19600.0 nM 4.71 Survival of human Huh7 cells after 48 hrs by MTS reduction assay 16854069
BP8 IC50 = 19500.0 nM 4.71 Survival of mouse AhR -/- BP8 cells after 48 hrs by MTS reduction assay 16854069
A549 IC50 = 21800.0 nM 4.66 Survival of human A549 cells after 48 hrs by MTS reduction assay 16854069
HT-29 IC50 = 21800.0 nM 4.66 Survival of human HT29 cells after 48 hrs by MTS reduction assay 16854069
Aryl hydrocarbon receptor IC50 = 25000.0 nM 4.6 Survival of mouse AhR +/+ 5L cells after 48 hrs by MTS reduction assay 16854069
MDA-MB-231 IC50 = 26400.0 nM 4.58 Survival of human MDA-MB-231 cells after 48 hrs by MTS reduction assay 16854069
PC-3 IC50 = 27200.0 nM 4.57 Survival of human PC3 cells after 48 hrs by MTS reduction assay 16854069

Literature References

PubMed DOI Target Context # Activities
16854069 10.1021/jm060314i SH-SY5Y 6
16854069 10.1021/jm060314i HEK293 1
16854069 10.1021/jm060314i Huh-7 1
16854069 10.1021/jm060314i B16 1
16854069 10.1021/jm060314i BP8 1
16854069 10.1021/jm060314i Aryl hydrocarbon receptor 1
16854069 10.1021/jm060314i PC-3 1
16854069 10.1021/jm060314i A549 1
16854069 10.1021/jm060314i MDA-MB-231 1
16854069 10.1021/jm060314i HCT-116 1
16854069 10.1021/jm060314i HT-29 1
16854069 10.1021/jm060314i Glycogen synthase kinase-3 1
16854069 10.1021/jm060314i Cyclin-dependent kinase 5/CDK5 activator 1 1
16854069 10.1021/jm060314i Unchecked 1

Data from ChEMBL 36 via Core Engine