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Compound Detail

CHEMBL574646

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O=C1/C(=C/c2ccccn2)CNC/C1=C\c1ccccn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL574646
Phase Preclinical
Structure Type MOL
InChI Key GXFKPANENAOEOK-UTLPMFLDSA-N
18
Targets
19
Activities
1
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

277.3
MW (Da)
2.12
ALogP
4
HBA
1
HBD
54.9
PSA (Ų)
0.85
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H15N3O
MW 277.33
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.57

Activity Summary

IC50 19 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAC-beta serine/threonine-protein kinase
CHEMBL2431
 IC50 7.7 7.7 20.0 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
 IC50 7.7 7.7 20.0 1
HeLa
CHEMBL399
 IC50 6.7 6.7 200.0 1
Serine/threonine-protein kinase Nek1
CHEMBL5855
 IC50 6.3 6.3 500.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 6.18 6.18 660.0 1
Peroxiredoxin-1
CHEMBL5315
 IC50 6.02 6.02 950.0 1
L1210
CHEMBL386
 IC50 6.0 6.0 1000.0 1
MDA-MB-435
CHEMBL614697
 IC50 6.0 6.0 1000.0 1
Dual specificity mitogen-activated protein kinase kinase 1
CHEMBL3587
 IC50 5.96 5.96 1100.0 1
Inhibitor of nuclear factor kappa-B kinase subunit beta
CHEMBL1991
 IC50 5.96 5.96 1100.0 1
Ribosomal protein S6 kinase beta-1
CHEMBL4501
 IC50 5.85 5.85 1400.0 1
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1
CHEMBL2111345
 IC50 5.82 5.82 1500.0 1
RAF proto-oncogene serine/threonine-protein kinase
CHEMBL1906
 IC50 5.8 5.8 1600.0 1
CCRF-CEM
CHEMBL382
 IC50 5.72 5.72 1900.0 1
Unchecked
CHEMBL612545
 IC50 5.72 5.535 1920.0 2
Mitogen-activated protein kinase 1
CHEMBL4040
 IC50 5.4 5.4 4000.0 1
MAP kinase-activated protein kinase 2
CHEMBL2208
 IC50 5.17 5.17 6700.0 1
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 4.46 4.46 35000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 13.29 ng.hr.mL-1 Mus musculus
AUC 2875.91 ng.hr.mL-1 Mus musculus
Cmax 3847.4 nM Mus musculus
T1/2 0.01667 hr Mus musculus
T1/2 2.2 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAC-alpha serine/threonine-protein kinase IC50 = 20.0 nM 7.7 Inhibition of recombinant AKT1 (unknown origin) by FRET-based Z'-LYTE assay 23550937
RAC-beta serine/threonine-protein kinase IC50 = 20.0 nM 7.7 Inhibition of recombinant AKT2 (unknown origin) by FRET-based Z'-LYTE assay 23550937
HeLa IC50 = 200.0 nM 6.7 Cytostatic activity against human HeLa cells 25577711
Serine/threonine-protein kinase Nek1 IC50 = 500.0 nM 6.3 Inhibition of recombinant NEK1 (unknown origin) by FRET-based Z'-LYTE assay 23550937
Vascular endothelial growth factor receptor 2 IC50 = 660.0 nM 6.18 Inhibition of recombinant KDR (unknown origin) by FRET-based Z'-LYTE assay 23550937
Peroxiredoxin-1 IC50 = 950.0 nM 6.02 Inhibition of PRDX1 in human PMA-differentiated LPS-stimulated THP1 cells assess... 31699536
MDA-MB-435 IC50 = 1000.0 nM 6.0 Cytotoxicity against human MDA-MB-435 cells 19854644
L1210 IC50 = 1000.0 nM 6.0 Cytostatic activity against mouse L1210 cells 25577711
Inhibitor of nuclear factor kappa-B kinase subunit beta IC50 = 1100.0 nM 5.96 Inhibition of recombinant IKBKB (unknown origin) by FRET-based Z'-LYTE assay 23550937
Dual specificity mitogen-activated protein kinase kinase 1 IC50 = 1100.0 nM 5.96 Inhibition of recombinant MEK1 (unknown origin) by cascade reaction assay 23550937
Ribosomal protein S6 kinase beta-1 IC50 = 1400.0 nM 5.85 Inhibition of recombinant RPS6K1 (unknown origin) by FRET-based Z'-LYTE assay 23550937
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 IC50 = 1500.0 nM 5.82 Inhibition of recombinant AMPK A1/B1/G1 (unknown origin) by FRET-based Z'-LYTE a... 23550937
RAF proto-oncogene serine/threonine-protein kinase IC50 = 1600.0 nM 5.8 Inhibition of recombinant RAF1 (unknown origin) by cascade reaction assay 23550937
CCRF-CEM IC50 = 1900.0 nM 5.72 Cytostatic activity against human CEM cells 25577711
Unchecked IC50 = 1920.0 nM 5.72 Inhibition of LPS-induced IkappaB activation in mouse RAW264.7 cells assessed as... 36966653
Mitogen-activated protein kinase 1 IC50 = 4000.0 nM 5.4 Inhibition of recombinant ERK2 (unknown origin) by FRET-based Z'-LYTE assay 23550937
Unchecked IC50 = 4500.0 nM 5.35 Inhibition of LPS-induced NFkappaB activation in mouse RAW264.7 cells assessed a... 36966653
MAP kinase-activated protein kinase 2 IC50 = 6700.0 nM 5.17 Inhibition of recombinant MAPKAPK2 (unknown origin) by FRET-based Z'-LYTE assay 23550937
Mitogen-activated protein kinase 14 IC50 = 35000.0 nM 4.46 Inhibition of recombinant MAPK14 (unknown origin) by FRET-based Z'-LYTE assay 23550937

Literature References

PubMed DOI Target Context # Activities
25618016 10.1016/j.ejmech.2015.01.020 Mus musculus 5
23550937 10.1021/jm4002692 Mitogen-activated protein kinase 1 3
25577711 10.1016/j.bmc.2014.12.042 No relevant target 3
36966653 10.1016/j.ejmech.2023.115280 Unchecked 3
25577711 10.1016/j.bmc.2014.12.042 ADMET 2
23550937 10.1021/jm4002692 RAC-alpha serine/threonine-protein kinase 2
23550937 10.1021/jm4002692 Inhibitor of nuclear factor kappa-B kinase subunit beta 2
23550937 10.1021/jm4002692 Ribosomal protein S6 kinase beta-1 2
23550937 10.1021/jm4002692 AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 2
23550937 10.1021/jm4002692 Serine/threonine-protein kinase Nek1 2
23550937 10.1021/jm4002692 Vascular endothelial growth factor receptor 2 2
23550937 10.1021/jm4002692 Mitogen-activated protein kinase 14 2
23550937 10.1021/jm4002692 MAP kinase-activated protein kinase 2 2
23550937 10.1021/jm4002692 RAF proto-oncogene serine/threonine-protein kinase 1
23550937 10.1021/jm4002692 RAC-beta serine/threonine-protein kinase 1
23550937 10.1021/jm4002692 Receptor tyrosine-protein kinase erbB-2 1
23550937 10.1021/jm4002692 Serine/threonine-protein kinase PLK1 1
23550937 10.1021/jm4002692 Epidermal growth factor receptor 1
23550937 10.1021/jm4002692 Cyclin-dependent kinase 2/cyclin A 1
23550937 10.1021/jm4002692 Activin receptor type-1B 1

Data from ChEMBL 36 via Core Engine