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Compound Detail

CHEMBL34704

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N#CC(=C(/N)Sc1ccccc1N)/C(C#N)=C(\N)Sc1ccccc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL34704
Phase Preclinical
Structure Type MOL
InChI Key DVEXZJFMOKTQEZ-JYFOCSDGSA-N
20
Targets
53
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

380.5
MW (Da)
3.12
ALogP
8
HBA
4
HBD
151.7
PSA (Ų)
0.27
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 C18H16N6S2
MW 380.50
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.25

Activity Summary

IC50 44 meas. best 7.24
EC50 9 meas. best 5.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dual specificity mitogen-activated protein kinase kinase 2
CHEMBL2964
 IC50 7.24 7.235 58.0 4
Dual specificity mitogen-activated protein kinase kinase 1
CHEMBL3587
 IC50 7.16 6.8114 70.0 7
Dual specificity mitogen-activated protein kinase kinase; MEK1/2
CHEMBL2111289
 IC50 6.7 6.1083 200.0 6
Unchecked
CHEMBL612545
 IC50 6.68 5.45 210.0 5
Serine/threonine-protein kinase B-raf
CHEMBL5145
 IC50 6.6 6.6 250.0 1
Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK)
CHEMBL2111351
 IC50 6.54 6.54 290.0 1
HL-60
CHEMBL383
 IC50 6.52 6.52 300.0 1
HCT-116
CHEMBL394
 IC50 6.03 6.03 940.0 1
COS-7
CHEMBL614564
 IC50 6.0 6.0 1000.0 1
A-375
CHEMBL613859
 IC50 5.96 5.96 1100.0 1
DLD-1
CHEMBL614285
 IC50 5.94 5.94 1140.0 1
Influenza A virus
CHEMBL613740
 EC50 5.92 4.9733 1200.0 6
Plasmodium falciparum
CHEMBL364
 IC50 5.7 5.4429 1995.3 7
Caenorhabditis elegans
CHEMBL613135
 EC50 5.7 5.7 2000.0 1
Dengue virus
CHEMBL613757
 IC50 4.85 4.85 14200.0 1
A549
CHEMBL392
 IC50 4.49 4.49 32200.0 1
MAP kinase-activated protein kinase 5
CHEMBL3094
 IC50 4.3 4.3 50000.0 2
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 4.26 4.26 55000.0 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
 IC50 4.22 4.22 60000.0 1
Malate dehydrogenase
CHEMBL4255
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dual specificity mitogen-activated protein kinase kinase 2 IC50 = 58.0 nM 7.24 Inhibition of MEK2 18077363
Dual specificity mitogen-activated protein kinase kinase 2 IC50 = 58.0 nM 7.24 Inhibition of MEK2 (unknown origin) 33539089
Dual specificity mitogen-activated protein kinase kinase 2 IC50 = 58.0 nM 7.24 Inhibition of MEK2 (unknown origin) 33970631
Dual specificity mitogen-activated protein kinase kinase 2 IC50 = 60.0 nM 7.22 Inhibition of the dual specificity kinase MEK-2 9873633
Dual specificity mitogen-activated protein kinase kinase 1 IC50 = 70.0 nM 7.16 Inhibition of the dual specificity kinase MEK-1 9873633
Dual specificity mitogen-activated protein kinase kinase 1 IC50 = 70.0 nM 7.16 Inhibitory potency against mitogen activated protein kinase kinase 1 15006386
Dual specificity mitogen-activated protein kinase kinase 1 IC50 = 72.0 nM 7.14 Inhibition of MEK1 (unknown origin) 33970631
Dual specificity mitogen-activated protein kinase kinase 1 IC50 = 72.0 nM 7.14 Inhibition of MEK1 18077363
Dual specificity mitogen-activated protein kinase kinase 1 IC50 = 72.0 nM 7.14 Inhibition of MEK1 (unknown origin) 33539089
Dual specificity mitogen-activated protein kinase kinase 1 IC50 = 89.0 nM 7.05 Inhibition of recombinant full length human N-terminal GST-tagged C-terminal His... 27515719
Dual specificity mitogen-activated protein kinase kinase; MEK1/2 IC50 = 200.0 nM 6.7 AP-1 suppression activity using freshly prepared DMSO stock 9873633
Unchecked IC50 = 210.0 nM 6.68 Inhibition of recombinant N-terminal GST-tagged human BRAF (433-726 residues) ex... 31252285
Serine/threonine-protein kinase B-raf IC50 = 250.0 nM 6.6 Inhibition of N-terminal GST-tagged human BRAF/MEK1/RAF1 Y340D/Y341D double muta... 27288186
Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK) IC50 = 290.0 nM 6.54 Inhibition of EGF-stimulated Elk1-luciferase reporter assay in HeLa cells 15225706
HL-60 IC50 = 300.0 nM 6.52 Antiproliferative activity against human HL60 cells assessed as cell viability i... 31252285
Dual specificity mitogen-activated protein kinase kinase; MEK1/2 IC50 = 300.0 nM 6.52 AP-1 suppression activity using one week old DMSO stock 9873633
Dual specificity mitogen-activated protein kinase kinase; MEK1/2 IC50 = 300.0 nM 6.52 AP-1 suppression activity using one month old DMSO stock 9873633
Dual specificity mitogen-activated protein kinase kinase; MEK1/2 IC50 = 500.0 nM 6.3 AP-1 suppression activity using two months old DMSO stock 9873633
HCT-116 IC50 = 940.0 nM 6.03 Anticancer activity against human HCT-116 cells assessed as reduction in cell vi... 33445154
Dual specificity mitogen-activated protein kinase kinase; MEK1/2 IC50 = 1000.0 nM 6.0 Ability to antagonise AP-1 transcriptional activity 9873633

Literature References

PubMed DOI Target Context # Activities
20081824 10.1038/nchembio.282 Caenorhabditis elegans 17
33539089 10.1021/acs.jmedchem.0c01467 Influenza A virus 9
10998351 10.1042/0264-6021:3510095 Unchecked 7
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
9873633 10.1016/s0960-894x(98)00522-8 Dual specificity mitogen-activated protein kinase kinase; MEK1/2 6
24507826 10.1016/j.bmc.2014.01.005 Unchecked 5
31252285 10.1016/j.ejmech.2019.06.027 Unchecked 5
21345685 10.1016/j.bmc.2011.01.059 Nuclear factor erythroid 2-related factor 2 4
35152092 10.1016/j.ejmech.2022.114166 Bel-7402 4
22770610 10.1016/j.ejmech.2012.06.007 Myelin transcription factor 1 3
33970631 10.1021/acs.jmedchem.1c00302 Influenza A virus 3
28254699 10.1016/j.ejmech.2017.02.049 HT-29 2
10998351 10.1042/0264-6021:3510095 MAP kinase-activated protein kinase 5 2
20965737 10.1016/j.bmc.2010.09.017 Dual specificity mitogen-activated protein kinase kinase 5 2
20965737 10.1016/j.bmc.2010.09.017 Dual specificity mitogen-activated protein kinase kinase; MEK1/2 2
17506585 10.1021/np0603424 Streptomyces 2
15225706 10.1016/j.bmcl.2004.05.048 HCT-116 2
33539089 10.1021/acs.jmedchem.0c01467 Borna disease virus 2
12672248 10.1021/jm020427b Beta-lactamase 2
27288186 10.1016/j.bmc.2016.05.055 Unchecked 2

Data from ChEMBL 36 via Core Engine