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Compound Detail

CHEMBL261641

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Cc1[nH]c(/C=C2\C(=O)Nc3ccc(S(=O)(=O)N(C)c4cccc(Cl)c4)cc32)c(C)c1C(=O)N1CCN(C)CC1

Basic Information

ChEMBL ID CHEMBL261641
Phase Preclinical
Structure Type MOL
InChI Key FPYJSJDOHRDAMT-KQWNVCNZSA-N
16
Targets
28
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

568.1
MW (Da)
3.99
ALogP
5
HBA
2
HBD
105.8
PSA (Ų)
0.45
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C28H30ClN5O4S
MW 568.10
Aromatic Rings 3
Heavy Atoms 39
NP-Likeness -1.48

Activity Summary

IC50 26 meas. best 8.0
Ki 2 meas. best 7.98

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatocyte growth factor receptor
CHEMBL3717
IC50 8.0 7.315 10.0 8
Protein-tyrosine kinase 2-beta
CHEMBL5469
Ki 7.98 7.98 10.5 1
Hepatocyte growth factor receptor
CHEMBL2046265
IC50 6.7 6.7 200.0 1
Plasmodium falciparum
CHEMBL364
IC50 6.64 6.4625 228.0 4
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
Ki 6.31 6.31 489.8 1
BaF3
CHEMBL614524
IC50 6.28 5.735 530.0 2
SNU-5
CHEMBL614934
IC50 6.1 6.1 800.0 1
MKN-45
CHEMBL614354
IC50 5.89 5.89 1300.0 1
NIH3T3
CHEMBL614822
IC50 5.7 5.7 2000.0 1
MCF7
CHEMBL387
IC50 5.21 5.21 6200.0 1
SNU1
CHEMBL614931
IC50 5.16 5.16 7000.0 1
NCI-H1993
CHEMBL1075527
IC50 5.14 5.14 7300.0 1
MDA-MB-231
CHEMBL400
IC50 4.96 4.96 11000.0 1
SARS-CoV-2
CHEMBL4303835
IC50 4.96 4.96 10870.0 2
NCI-H441
CHEMBL1075542
IC50 4.89 4.89 13000.0 1
BXPC-3
CHEMBL614530
IC50 4.8 4.8 16000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatocyte growth factor receptor IC50 = 10.0 nM 8.0 Inhibition of human GST tagged c-Met CD expressed in Sf9 cells using poly(Glu:Ty... 37262349
Hepatocyte growth factor receptor IC50 = 10.0 nM 8.0 Inhibition of human recombinant c-MET kinase in A549 cells assessed as inhibitio... 21812414
Protein-tyrosine kinase 2-beta Ki = 10.47 nM 7.98 Inhibition of human recombinant PYK2 by ESI-MS analysis 22289061
Hepatocyte growth factor receptor IC50 = 14.0 nM 7.85 Inhibition of purified recombinant c-Met after 60 mins by ELISA 21405128
Hepatocyte growth factor receptor IC50 = 20.0 nM 7.7 Inhibition of Met kinase 18077363
Hepatocyte growth factor receptor IC50 = 20.0 nM 7.7 Inhibition of human c-MET 21641696
Hepatocyte growth factor receptor IC50 = 152.0 nM 6.82 Inhibition of Met-mediated scattering in HGF-stimulated human MDCK cells pre-inc... 22138308
Hepatocyte growth factor receptor IC50 = 200.0 nM 6.7 Inhibition of Met-triggered cell scattering in HGF-stimulated MDCK cells preincu... 22738633
Plasmodium falciparum IC50 = 228.0 nM 6.64 Antimalarial activity against Plasmodium falciparum W2mef ring form by hoechst 3... 19666223
Hepatocyte growth factor receptor IC50 = 228.0 nM 6.64 Inhibition of Met-mediated tumorigenesis in HGF-stimulated human GTL16 cells ass... 22138308
Plasmodium falciparum IC50 = 320.0 nM 6.5 Antimalarial activity against Plasmodium falciparum W2mef assessed as DNA positi... 19666223
Plasmodium falciparum IC50 = 317.0 nM 6.5 Antimalarial activity against Plasmodium falciparum W2mef schizont form by hoech... 19666223
Cyclin-dependent kinase 2/cyclin E1 Ki = 489.78 nM 6.31 Inhibition of human recombinant CDK2/CycE using HHASPRK as substrate by ESI-MS a... 22289061
BaF3 IC50 = 530.0 nM 6.28 Antiproliferative activity against mouse BAF3 cells expressing TPR-Met after 72 ... 21405128
Plasmodium falciparum IC50 = 620.0 nM 6.21 Antimalarial activity against Plasmodium falciparum W2mef trophozoite form by ho... 19666223
SNU-5 IC50 = 800.0 nM 6.1 Antiproliferative activity against human SNU5 cells after 72 hrs 21405128
MKN-45 IC50 = 1300.0 nM 5.89 Antiproliferative activity against human MKN45 cells after 72 hrs 21405128
Hepatocyte growth factor receptor IC50 = 1561.0 nM 5.81 Inhibition of Met-mediated tumorigenesis in HGF-stimulated human HepG2 cells ass... 22138308
NIH3T3 IC50 = 2000.0 nM 5.7 Antiproliferative activity against mouse NIH/3T3 cells expressing TPR-Met after ... 21405128
MCF7 IC50 = 6200.0 nM 5.21 Antiproliferative activity against human MCF7 cells after 72 hrs 21405128

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 U2OS 343
- 10.6019/CHEMBL4689842 HEK-293T 342
- 10.6019/CHEMBL4689842 Fibroblast 340
18077363 10.1073/pnas.0708800104 Unchecked 8
19666223 10.1016/j.bmcl.2009.07.095 Plasmodium falciparum 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
17595299 10.1073/pnas.0703205104 Unchecked 4
22138308 10.1016/j.ejmech.2011.10.051 Hepatocyte growth factor receptor 3
17595299 10.1073/pnas.0703205104 DLD-1 3
17595299 10.1073/pnas.0703205104 Mitogen-activated protein kinase 14 2
21405128 10.1021/jm101340q BaF3 2
21405128 10.1021/jm101340q NIH3T3 2
17595299 10.1073/pnas.0703205104 c-Jun N-terminal kinase, JNK 2
- 10.6019/CHEMBL4495565 ADMET 2
- 10.6019/CHEMBL4495565 Vero C1008 2
18077363 10.1073/pnas.0708800104 Ribosomal protein S6 kinase alpha-3 2
26692349 10.1016/j.bmc.2015.11.038 Hepatocyte growth factor receptor 2
18077363 10.1073/pnas.0708800104 Serine/threonine-protein kinase 26 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
21405128 10.1021/jm101340q MKN-45 1

Data from ChEMBL 36 via Core Engine