Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL183906

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C1NC(=O)/C(=C/c2cccc(C(F)(F)F)c2)S1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL183906
Phase Preclinical
Structure Type MOL
InChI Key NGJLOFCOEOHFKQ-YVMONPNESA-N
10
Targets
31
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

273.2
MW (Da)
3.03
ALogP
3
HBA
1
HBD
46.2
PSA (Ų)
0.80
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H6F3NO2S
MW 273.24
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -1.67

Activity Summary

IC50 28 meas. best 7.77
Ki 3 meas. best 7.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase pim-1
CHEMBL2147
 IC50 7.77 7.175 17.0 6
Serine/threonine-protein kinase pim-1
CHEMBL2147
 Ki 7.62 7.62 24.0 1
Serine/threonine-protein kinase pim-2
CHEMBL4523
 IC50 7.0 7.0 100.0 1
Serine/threonine-protein kinase pim-2
CHEMBL4523
 Ki 7.0 7.0 100.0 1
CDGSH iron-sulfur domain-containing protein 1
CHEMBL1795168
 Ki 6.53 6.53 297.0 1
Transthyretin
CHEMBL3194
 IC50 6.09 6.09 815.0 2
Unchecked
CHEMBL612545
 IC50 6.09 4.4983 815.0 6
CDGSH iron-sulfur domain-containing protein 1
CHEMBL1795168
 IC50 5.16 5.16 6940.0 1
PC-3
CHEMBL390
 IC50 4.77 4.77 17000.0 1
DLD-1
CHEMBL614285
 IC50 4.75 4.52 17800.0 4
HT-29
CHEMBL384
 IC50 4.5 4.3175 31400.0 4
HCT-116
CHEMBL394
 IC50 4.31 4.31 48800.0 1
HCT-8
CHEMBL613510
 IC50 4.08 4.04 82200.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase pim-1 IC50 = 17.0 nM 7.77 Inhibition of human recombinant full length N-terminal GST-tagged PIM-1 expresse... 28291344
Serine/threonine-protein kinase pim-1 IC50 = 24.0 nM 7.62 Inhibition of human recombinant Pim1 by ATP depletion assay 19072652
Serine/threonine-protein kinase pim-1 IC50 = 24.0 nM 7.62 Inhibition of Pim1 assessed as [32P] incorporation preincubated for 15 mins befo... 19414255
Serine/threonine-protein kinase pim-1 IC50 = 24.0 nM 7.62 Inhibition of human Pim-1 using 5-FAM-RSRHSSYPAGT-CONH2 as substrate preincubate... 22339127
Serine/threonine-protein kinase pim-1 Ki = 24.0 nM 7.62 Competitive inhibition of PIM1 in presence of ATP 22924342
Serine/threonine-protein kinase pim-2 IC50 = 100.0 nM 7.0 Inhibition of human recombinant Pim2 by ATP depletion assay 19072652
Serine/threonine-protein kinase pim-2 Ki = 100.0 nM 7.0 Competitive inhibition of PIM2 in presence of ATP 22924342
Serine/threonine-protein kinase pim-1 IC50 = 125.0 nM 6.9 Reduction of human recombinant Pim1-induced 4E-BP1 phosphorylation 19072652
CDGSH iron-sulfur domain-containing protein 1 Ki = 297.0 nM 6.53 Displacement of [3H]rosiglitazone from recombinant human C-terminal His-tagged M... 27687671
Transthyretin IC50 = 815.0 nM 6.09 FP Assay: The FP assay was then adapted for HTS and used to screen ~120,000 smal... -
Unchecked IC50 = 815.0 nM 6.09 The FP assay: The FP assay was then adapted for HTS and used to screen a ˜120,00... -
Transthyretin IC50 = 815.0 nM 6.09 Fluorescence Polarization Binding Assay: Table 3: The FP assay was then adapted ... -
Serine/threonine-protein kinase pim-1 IC50 = 3000.0 nM 5.52 Inhibition of human recombinant Pim1 19072652
CDGSH iron-sulfur domain-containing protein 1 IC50 = 6940.0 nM 5.16 Displacement of [3H]rosiglitazone from recombinant human C-terminal His-tagged M... 27687671
PC-3 IC50 = 17000.0 nM 4.77 Antiproliferative activity against human PC3 cells after 48 hrs by MTS assay 19072652
DLD-1 IC50 = 17800.0 nM 4.75 Inhibition of growth of DLD-1 cell line after 96 hours of exposure time with the... 15993594
HT-29 IC50 = 31400.0 nM 4.5 Inhibition of growth of HT-29 cell line after 72+72 hours of exposure time with ... 15993594
DLD-1 IC50 = 31400.0 nM 4.5 Inhibition of growth of DLD-1 cell line after 72+72 hours of exposure time with ... 15993594
DLD-1 IC50 = 37400.0 nM 4.43 Inhibition of growth of DLD-1 cell line after 72 hours of exposure time with the... 15993594
Unchecked IC50 = 36800.0 nM 4.43 Inhibition of growth of HCT116 cell line after 72+72 hours of exposure time with... 15993594

Literature References

PubMed DOI Target Context # Activities
15993594 10.1016/j.bmcl.2005.05.093 Unchecked 7
19072652 10.1021/jm800937p Serine/threonine-protein kinase pim-1 7
34958208 10.1021/acs.jmedchem.1c02019 K562 5
15993594 10.1016/j.bmcl.2005.05.093 DLD-1 4
15993594 10.1016/j.bmcl.2005.05.093 HT-29 4
15993594 10.1016/j.bmcl.2005.05.093 HCT-8 4
33691794 10.1186/s13148-021-01037-1 A549 4
19072652 10.1021/jm800937p Unchecked 3
19072652 10.1021/jm800937p Serine/threonine-protein kinase pim-2 3
19072652 10.1021/jm800937p Receptor-type tyrosine-protein kinase FLT3 2
27687671 10.1016/j.bmcl.2016.09.009 CDGSH iron-sulfur domain-containing protein 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19072652 10.1021/jm800937p RAC-beta serine/threonine-protein kinase 1
19072652 10.1021/jm800937p RAC-gamma serine/threonine-protein kinase 1
19072652 10.1021/jm800937p RAC-alpha serine/threonine-protein kinase 1
19072652 10.1021/jm800937p Tyrosine-protein kinase ABL1 1
19072652 10.1021/jm800937p Cytoplasmic tyrosine-protein kinase BMX 1
19072652 10.1021/jm800937p Tyrosine-protein kinase BTK 1
15993594 10.1016/j.bmcl.2005.05.093 Prostaglandin G/H synthase 2 1
15993594 10.1016/j.bmcl.2005.05.093 HCT-116 1

Data from ChEMBL 36 via Core Engine