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Compound Detail

CHEMBL373834

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O=Nc1c(-c2c(O)[nH]c3c(Br)cccc23)[nH]c2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL373834
Phase Preclinical
Structure Type MOL
InChI Key HYMACPDEJIEMST-UHFFFAOYSA-N
21
Targets
25
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

356.2
MW (Da)
5.18
ALogP
3
HBA
3
HBD
81.2
PSA (Ų)
0.43
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H10BrN3O2
MW 356.18
Aromatic Rings 4
Heavy Atoms 22
NP-Likeness 0.29

Activity Summary

IC50 25 meas. best 6.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aurora kinase C
CHEMBL3935
 IC50 6.16 6.16 700.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 2
CHEMBL4376
 IC50 5.89 5.89 1300.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL5508
 IC50 5.72 5.72 1900.0 1
Aurora kinase B
CHEMBL2185
 IC50 5.34 5.34 4600.0 1
HCT-116
CHEMBL394
 IC50 5.21 5.21 6200.0 1
SH-SY5Y
CHEMBL614910
 IC50 5.16 5.1425 7000.0 4
B16
CHEMBL381
 IC50 5.1 5.1 8000.0 1
Huh-7
CHEMBL614039
 IC50 5.05 5.05 9000.0 1
MDA-MB-231
CHEMBL400
 IC50 4.98 4.98 10500.0 1
HEK293
CHEMBL614818
 IC50 4.91 4.91 12300.0 1
BP8
CHEMBL613843
 IC50 4.71 4.71 19400.0 1
PC-3
CHEMBL390
 IC50 4.7 4.7 19800.0 1
Aryl hydrocarbon receptor
CHEMBL3201
 IC50 4.7 4.7 20000.0 1
HT-29
CHEMBL384
 IC50 4.67 4.67 21200.0 1
A549
CHEMBL392
 IC50 4.66 4.66 21800.0 1
Cyclin-dependent kinase 1
CHEMBL308
 IC50 4.66 4.66 22000.0 1
Unchecked
CHEMBL612545
 IC50 4.66 4.58 22000.0 2
Glycogen synthase kinase-3
CHEMBL2095188
 IC50 4.5 4.5 32000.0 1
Cyclin-dependent kinase 5
CHEMBL4036
 IC50 4.48 4.48 33000.0 1
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
 IC50 4.48 4.48 33000.0 1
Aurora kinase A
CHEMBL4722
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aurora kinase C IC50 = 700.0 nM 6.16 Inhibition of human recombinant aurora C kinase 17665890
Dual specificity tyrosine-phosphorylation-regulated kinase 2 IC50 = 1300.0 nM 5.89 Inhibition of human recombinant GST-fused DYRK2 expressed in Escherichia coli us... 23336033
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 1900.0 nM 5.72 Inhibition of rat recombinant GST-fused DYRK1A expressed in Escherichia coli usi... 23336033
Aurora kinase B IC50 = 4600.0 nM 5.34 Inhibition of human recombinant aurora B kinase 17665890
HCT-116 IC50 = 6200.0 nM 5.21 Survival of human HCT116 cells after 48 hrs by MTS reduction assay 16854069
SH-SY5Y IC50 = 7000.0 nM 5.16 Death of human SH-SY5Y cells in presence of 20 uM Q-VD-OPh by MTS reduction assa... 16854069
SH-SY5Y IC50 = 7000.0 nM 5.16 Death of human SH-SY5Y cells in absence of 20 uM Q-VD-OPh by MTS reduction assay 16854069
SH-SY5Y IC50 = 7100.0 nM 5.15 Survival of human SH-SY5Y cells after 48 hrs by MTS reduction assay 16854069
B16 IC50 = 8000.0 nM 5.1 Survival of mouse F1 cells after 48 hrs by MTS reduction assay 16854069
SH-SY5Y IC50 = 8000.0 nM 5.1 Survival of human SH-SY5Y cells after 24 hrs by MTS reduction assay 16854069
Huh-7 IC50 = 9000.0 nM 5.05 Survival of human Huh7 cells after 48 hrs by MTS reduction assay 16854069
MDA-MB-231 IC50 = 10500.0 nM 4.98 Survival of human MDA-MB-231 cells after 48 hrs by MTS reduction assay 16854069
HEK293 IC50 = 12300.0 nM 4.91 Survival of human HEK293 cells after 48 hrs by MTS reduction assay 16854069
BP8 IC50 = 19400.0 nM 4.71 Survival of mouse AhR -/- BP8 cells after 48 hrs by MTS reduction assay 16854069
Aryl hydrocarbon receptor IC50 = 20000.0 nM 4.7 Survival of mouse AhR +/+ 5L cells after 48 hrs by MTS reduction assay 16854069
PC-3 IC50 = 19800.0 nM 4.7 Survival of human PC3 cells after 48 hrs by MTS reduction assay 16854069
HT-29 IC50 = 21200.0 nM 4.67 Survival of human HT29 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
Unchecked IC50 = 22000.0 nM 4.66 Inhibition of starfish CDK1/cyclin B in presence of 15 uM ATP 16854069
Cyclin-dependent kinase 1 IC50 = 22000.0 nM 4.66 Inhibition of CDK1 19994845

Literature References

PubMed DOI Target Context # Activities
16854069 10.1021/jm060314i SH-SY5Y 6
16854069 10.1021/jm060314i HT-29 1
23336033 10.1021/ml300207a Cyclin-dependent kinase 5 1
19994845 10.1021/np9003905 Cyclin-dependent kinase 5 1
19994845 10.1021/np9003905 Cyclin-dependent kinase 1 1
19994845 10.1021/np9003905 Unchecked 1
17665890 10.1021/jm070077z Aurora kinase C 1
17665890 10.1021/jm070077z Aurora kinase B 1
17665890 10.1021/jm070077z Aurora kinase A 1
16854069 10.1021/jm060314i Unchecked 1
16854069 10.1021/jm060314i Cyclin-dependent kinase 5/CDK5 activator 1 1
16854069 10.1021/jm060314i Glycogen synthase kinase-3 1
16854069 10.1021/jm060314i HCT-116 1
16854069 10.1021/jm060314i MDA-MB-231 1
16854069 10.1021/jm060314i A549 1
16854069 10.1021/jm060314i PC-3 1
16854069 10.1021/jm060314i Aryl hydrocarbon receptor 1
16854069 10.1021/jm060314i BP8 1
16854069 10.1021/jm060314i B16 1
16854069 10.1021/jm060314i Huh-7 1

Data from ChEMBL 36 via Core Engine