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Compound Detail

CHEMBL2338333

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CN1C/C(=C\c2ccccn2)C(=O)/C(=C/c2ccccn2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2338333
Phase Preclinical
Structure Type MOL
InChI Key VCLPNFMJSSBBKX-WFYKWJGLSA-N
15
Targets
19
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

291.4
MW (Da)
2.46
ALogP
4
HBA
0
HBD
46.1
PSA (Ų)
0.80
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 C18H17N3O
MW 291.35
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.71

Activity Summary

IC50 19 meas. best 6.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HT-29
CHEMBL384
 IC50 6.21 6.21 620.0 1
HCT-116
CHEMBL394
 IC50 6.21 6.21 620.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 5.89 5.89 1300.0 1
RAC-beta serine/threonine-protein kinase
CHEMBL2431
 IC50 5.72 5.72 1900.0 1
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1
CHEMBL2111345
 IC50 5.6 5.6 2500.0 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
 IC50 5.58 5.58 2600.0 1
Serine/threonine-protein kinase Nek1
CHEMBL5855
 IC50 5.46 5.46 3500.0 1
Inhibitor of nuclear factor kappa-B kinase subunit beta
CHEMBL1991
 IC50 5.4 5.4 4000.0 1
Mycobacterium tuberculosis
CHEMBL360
 IC50 5.4 5.065 4000.0 4
Mycobacterium marinum
CHEMBL614987
 IC50 5.4 5.2 4000.0 2
Ribosomal protein S6 kinase beta-1
CHEMBL4501
 IC50 5.22 5.22 6000.0 1
RAF proto-oncogene serine/threonine-protein kinase
CHEMBL1906
 IC50 5.19 5.19 6500.0 1
Dual specificity mitogen-activated protein kinase kinase 1
CHEMBL3587
 IC50 5.05 5.05 9000.0 1
MAP kinase-activated protein kinase 2
CHEMBL2208
 IC50 5.01 5.01 9800.0 1
Mitogen-activated protein kinase 1
CHEMBL4040
 IC50 4.57 4.57 27000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1.083 ng.hr.mL-1 Mus musculus
AUC 222.97 ng.hr.mL-1 Mus musculus
Cmax 449.63 nM Mus musculus
T1/2 0.1333 hr Macaca fascicularis
T1/2 0.6333 hr Mus musculus
T1/2 0.15 hr Homo sapiens
T1/2 0.3 hr Homo sapiens
T1/2 4.0 hr Mus musculus
T1/2 3.7 hr Mus musculus
Tmax 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HT-29 IC50 = 620.0 nM 6.21 Antiproliferative activity against human HT-29 cells assessed as cell viability ... 32172081
HCT-116 IC50 = 620.0 nM 6.21 Antiproliferative activity against human HCT-116 cells assessed as cell viabilit... 32172081
Vascular endothelial growth factor receptor 2 IC50 = 1300.0 nM 5.89 Inhibition of recombinant KDR (unknown origin) by FRET-based Z'-LYTE assay 23550937
RAC-beta serine/threonine-protein kinase IC50 = 1900.0 nM 5.72 Inhibition of recombinant AKT2 (unknown origin) by FRET-based Z'-LYTE assay 23550937
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 IC50 = 2500.0 nM 5.6 Inhibition of recombinant AMPK A1/B1/G1 (unknown origin) by FRET-based Z'-LYTE a... 23550937
RAC-alpha serine/threonine-protein kinase IC50 = 2600.0 nM 5.58 Inhibition of recombinant AKT1 (unknown origin) by FRET-based Z'-LYTE assay 23550937
Serine/threonine-protein kinase Nek1 IC50 = 3500.0 nM 5.46 Inhibition of recombinant NEK1 (unknown origin) by FRET-based Z'-LYTE assay 23550937
Mycobacterium marinum IC50 = 4000.0 nM 5.4 Antituberculosis activity against rifampicin-resistant Mycobacterium marinum ass... 25618016
Mycobacterium tuberculosis IC50 = 4000.0 nM 5.4 Antituberculosis activity against Mycobacterium tuberculosis H37Rv assessed as z... 25618016
Inhibitor of nuclear factor kappa-B kinase subunit beta IC50 = 4000.0 nM 5.4 Inhibition of recombinant IKBKB (unknown origin) by FRET-based Z'-LYTE assay 23550937
Ribosomal protein S6 kinase beta-1 IC50 = 6000.0 nM 5.22 Inhibition of recombinant RPS6K1 (unknown origin) by FRET-based Z'-LYTE assay 23550937
RAF proto-oncogene serine/threonine-protein kinase IC50 = 6500.0 nM 5.19 Inhibition of recombinant RAF1 (unknown origin) by cascade reaction assay 23550937
Mycobacterium tuberculosis IC50 = 7000.0 nM 5.16 Antituberculosis activity against rifampicin-resistant Mycobacterium tuberculosi... 25618016
Dual specificity mitogen-activated protein kinase kinase 1 IC50 = 9000.0 nM 5.05 Inhibition of recombinant MEK1 (unknown origin) by cascade reaction assay 23550937
MAP kinase-activated protein kinase 2 IC50 = 9800.0 nM 5.01 Inhibition of recombinant MAPKAPK2 (unknown origin) by FRET-based Z'-LYTE assay 23550937
Mycobacterium tuberculosis IC50 = 10000.0 nM 5.0 Antituberculosis activity against Mycobacterium tuberculosis H37Rv assessed as g... 25618016
Mycobacterium marinum IC50 = 10000.0 nM 5.0 Antituberculosis activity against Mycobacterium marinum assessed as growth inhib... 25618016
Mycobacterium tuberculosis IC50 = 20000.0 nM 4.7 Antituberculosis activity against Mycobacterium tuberculosis Beijing F2 assessed... 25618016
Mitogen-activated protein kinase 1 IC50 = 27000.0 nM 4.57 Inhibition of recombinant ERK2 (unknown origin) by FRET-based Z'-LYTE assay 23550937

Literature References

PubMed DOI Target Context # Activities
24900828 10.1021/ml4002453 ADMET 13
25618016 10.1016/j.ejmech.2015.01.020 Mus musculus 5
25618016 10.1016/j.ejmech.2015.01.020 Mycobacterium tuberculosis 4
25618016 10.1016/j.ejmech.2015.01.020 Mycobacterium marinum 3
23550937 10.1021/jm4002692 RAC-beta serine/threonine-protein kinase 1
32172081 10.1016/j.ejmech.2020.112177 HT-29 1
24900828 10.1021/ml4002453 Mus musculus 1
24900828 10.1021/ml4002453 Blood 1
24900828 10.1021/ml4002453 Liver 1
24900828 10.1021/ml4002453 NON-PROTEIN TARGET 1
23550937 10.1021/jm4002692 RAC-alpha serine/threonine-protein kinase 1
23550937 10.1021/jm4002692 MAP kinase-activated protein kinase 2 1
23550937 10.1021/jm4002692 Inhibitor of nuclear factor kappa-B kinase subunit beta 1
23550937 10.1021/jm4002692 Ribosomal protein S6 kinase beta-1 1
23550937 10.1021/jm4002692 AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1 1
23550937 10.1021/jm4002692 RAF proto-oncogene serine/threonine-protein kinase 1
23550937 10.1021/jm4002692 Dual specificity mitogen-activated protein kinase kinase 1 1
23550937 10.1021/jm4002692 Mitogen-activated protein kinase 1 1
23550937 10.1021/jm4002692 Serine/threonine-protein kinase Nek1 1
23550937 10.1021/jm4002692 Vascular endothelial growth factor receptor 2 1

Data from ChEMBL 36 via Core Engine