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

CHEMBL4173846

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=C(Nc1c(F)c(F)c(-c2ccccc2)c(F)c1F)c1c(O)nn2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4173846
Phase Preclinical
Structure Type MOL
InChI Key JIIXZPWFDKPNKW-UHFFFAOYSA-N
5
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

401.3
MW (Da)
4.52
ALogP
4
HBA
2
HBD
66.6
PSA (Ų)
0.39
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H11F4N3O2
MW 401.32
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -1.12

Activity Summary

EC50 8 meas. best 7.58
IC50 7 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydroorotate dehydrogenase (quinone), mitochondrial
CHEMBL1966
 IC50 8.92 8.92 1.2 3
U-937
CHEMBL612794
 EC50 7.58 7.4875 26.0 4
THP-1
CHEMBL614245
 EC50 7.4 7.27 39.7 4
Jurkat
CHEMBL397
 IC50 6.12 5.14 750.0 2
PBMC
CHEMBL613107
 IC50 6.11 5.175 780.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 1.2 nM 8.92 Inhibition of recombinant N-terminal GST-tagged human DHODH (31 to 395 residues)... 29939742
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 1.2 nM 8.92 Inhibition of human recombinant N-terminal GST-tagged DHODH expressed in Escheri... 33844533
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 1.2 nM 8.92 Inhibition of recombinant human N-terminal GST-fusion tagged DHODH expressed in ... 36162075
U-937 EC50 = 26.0 nM 7.58 Induction of cell differentiation in human U-937 cells assessed as CD11b express... 33844533
U-937 EC50 = 26.0 nM 7.58 Induction of cell differentiation in human U-937 cells measured for 2 days by fl... 36162075
THP-1 EC50 = 39.7 nM 7.4 Induction of cell differentiation in human THP-1 cells assessed as CD14 expressi... 33844533
THP-1 EC50 = 40.0 nM 7.4 Induction of cell differentiation in human THP-1 cells measured for 2 days by fl... 36162075
U-937 EC50 = 40.0 nM 7.4 Induction of apoptosis in human U-937 cells measured after 3 days by Annexin-V-F... 36162075
U-937 EC50 = 40.4 nM 7.39 Induction of apoptosis in human U-937 cells after 3 days by Annexin-V-FITC stain... 33844533
THP-1 EC50 = 72.3 nM 7.14 Induction of apoptosis in human THP-1 cells after 3 days by Annexin-V-FITC stain... 33844533
THP-1 EC50 = 72.0 nM 7.14 Induction of apoptosis in human THP-1 cells measured after 3 days by Annexin-V-F... 36162075
Jurkat IC50 = 750.0 nM 6.12 Antiproliferative activity against human Jurkat T cells assessed as DNA content ... 29939742
PBMC IC50 = 780.0 nM 6.11 Immunosuppressive activity against human PBMC assessed as inhibition of PHA-stim... 29939742
PBMC IC50 = 57150.0 nM 4.24 Immunosuppressive activity against human PBMC assessed as inhibition of PHA-stim... 29939742
Jurkat IC50 = 68690.0 nM 4.16 Antiproliferative activity against human Jurkat T cells assessed as DNA content ... 29939742

Literature References

PubMed DOI Target Context # Activities
29939742 10.1021/acs.jmedchem.8b00373 THP-1 9
29939742 10.1021/acs.jmedchem.8b00373 U-937 7
33844533 10.1021/acs.jmedchem.0c01549 Mus musculus 6
36162075 10.1021/acs.jmedchem.2c00496 ADMET 4
36162075 10.1021/acs.jmedchem.2c00496 THP-1 4
33844533 10.1021/acs.jmedchem.0c01549 THP-1 4
29939742 10.1021/acs.jmedchem.8b00373 Jurkat 3
29939742 10.1021/acs.jmedchem.8b00373 No relevant target 3
33844533 10.1021/acs.jmedchem.0c01549 No relevant target 2
33844533 10.1021/acs.jmedchem.0c01549 ADMET 2
29939742 10.1021/acs.jmedchem.8b00373 ADMET 2
33844533 10.1021/acs.jmedchem.0c01549 U-937 2
29939742 10.1021/acs.jmedchem.8b00373 PBMC 2
36162075 10.1021/acs.jmedchem.2c00496 U-937 2
33844533 10.1021/acs.jmedchem.0c01549 Dihydroorotate dehydrogenase (quinone), mitochondrial 1
33844533 10.1021/acs.jmedchem.0c01549 Jurkat 1
36162075 10.1021/acs.jmedchem.2c00496 Dihydroorotate dehydrogenase (quinone), mitochondrial 1
36162075 10.1021/acs.jmedchem.2c00496 No relevant target 1
36162075 10.1021/acs.jmedchem.2c00496 Jurkat 1
29939742 10.1021/acs.jmedchem.8b00373 Dihydroorotate dehydrogenase (quinone), mitochondrial 1

Data from ChEMBL 36 via Core Engine