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

CHEMBL255489

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
Cc1cc2occ(CN(C)CCN(C)Cc3cn(-c4cccc(C(F)(F)F)c4)c4ccccc34)c(=O)c2cc1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL255489
Phase Preclinical
Structure Type MOL
InChI Key JZNXLPPJRFFECJ-UHFFFAOYSA-N
3
Targets
24
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

547.6
MW (Da)
6.94
ALogP
5
HBA
0
HBD
41.6
PSA (Ų)
0.21
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H32F3N3O2
MW 547.62
Aromatic Rings 5
Heavy Atoms 40
NP-Likeness -0.92

Activity Summary

Kd 15 meas. best 8.42
IC50 9 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tumor necrosis factor
CHEMBL1825
 Kd 8.42 5.28 3.8 14
Tumor necrosis factor ligand superfamily member 11
CHEMBL2364162
 IC50 6.0 6.0 1000.0 1
Tumor necrosis factor
CHEMBL1825
 IC50 5.92 5.2214 1200.0 7
Tumor necrosis factor ligand superfamily member 11
CHEMBL2364162
 Kd 4.86 4.86 13800.0 1
Tumor necrosis factor receptor superfamily member 1A
CHEMBL3378
 IC50 4.66 4.66 22000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tumor necrosis factor Kd = 3.81 nM 8.42 Binding affinity to TNF-alpha (unknown origin) 24974349
Tumor necrosis factor ligand superfamily member 11 IC50 = 1000.0 nM 6.0 Inhibition of human RANKL-induced osteoclastogenesis in RANKL cultured mouse bon... 32955874
Tumor necrosis factor IC50 = 1200.0 nM 5.92 Binding affinity to human TNF-alpha soluble domain assessed as decrease in compl... 28300404
Tumor necrosis factor IC50 = 1300.0 nM 5.89 Binding affinity to human TNF-alpha soluble domain assessed as decrease in compl... 28300404
Tumor necrosis factor IC50 = 5000.0 nM 5.3 Inhibition of human TNF assessed as reduction in TNF-induced cell death of actin... -
Tumor necrosis factor IC50 = 5000.0 nM 5.3 Binding affinity to recombinant human TNF assessed as inhibition of TNF-TNFR1 in... -
Tumor necrosis factor Kd = 5360.0 nM 5.27 Binding affinity to GST-tagged human TNF-alpha in 10 mM citrate-phosphate at pH ... 24900576
Tumor necrosis factor Kd = 5360.0 nM 5.27 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 5750.0 nM 5.24 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 5700.0 nM 5.24 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 6180.0 nM 5.21 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 7340.0 nM 5.13 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 7510.0 nM 5.12 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 8300.0 nM 5.08 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 8440.0 nM 5.07 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 9770.0 nM 5.01 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 11810.0 nM 4.93 Binding affinity to GST-tagged human TNF-alpha by fluorescence assay in presence... 24900576
Tumor necrosis factor Kd = 13000.0 nM 4.89 Binding affinity to TNF 18075579
Tumor necrosis factor ligand superfamily member 11 Kd = 13800.0 nM 4.86 Binding affinity to GST-fused human RANKL extracellular domain (Lys159 to Asp317... 32955874
Tumor necrosis factor IC50 = 15000.0 nM 4.82 Inhibition of human TNFalpha induced NFkappaB activation in HEK293T cells after ... -

Literature References

PubMed DOI Target Context # Activities
24900576 10.1021/ml300380h No relevant target 19
24900576 10.1021/ml300380h Tumor necrosis factor 13
32955874 10.1021/acs.jmedchem.0c01316 Tumor necrosis factor ligand superfamily member 11 4
- 10.1039/C5MD00023H Tumor necrosis factor 3
28300404 10.1021/acs.jmedchem.6b01836 Tumor necrosis factor 2
35960655 10.1021/acs.jmedchem.2c00081 Unchecked 2
32955874 10.1021/acs.jmedchem.0c01316 BMMC 2
- 10.1039/C5MD00549C ADMET 1
28300404 10.1021/acs.jmedchem.6b01836 No relevant target 1
18075579 10.1038/nature06526 Tumor necrosis factor 1
29173945 10.1016/j.bmcl.2017.11.026 Tumor necrosis factor 1
32667202 10.1021/acs.jmedchem.0c00377 Tumor necrosis factor 1
- 10.1039/C5MD00549C Tumor necrosis factor 1
32955874 10.1021/acs.jmedchem.0c01316 ADMET 1
25659754 10.1016/j.ejmech.2015.01.060 Tumor necrosis factor receptor superfamily member 1A 1
33766762 10.1016/j.bmcl.2021.127982 Tumor necrosis factor 1
24974349 10.1016/j.ejmech.2014.06.037 Tumor necrosis factor 1
35960655 10.1021/acs.jmedchem.2c00081 BMDM 1

Data from ChEMBL 36 via Core Engine