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Compound Detail

CHEMBL5077508

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CCn1c(CO)nn(-c2cc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(F)cccc3Cl)cc2F)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5077508
Phase Preclinical
Structure Type MOL
InChI Key KNVJMHHAXCPZHF-JTQLQIEISA-N
4
Targets
9
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

520.8
MW (Da)
4.06
ALogP
7
HBA
2
HBD
98.4
PSA (Ų)
0.46
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H18ClF5N4O4
MW 520.84
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.39

Activity Summary

IC50 7 meas. best 9.4
EC50 2 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Raji
CHEMBL614628
 IC50 9.4 9.4 0.4 1
L02
CHEMBL4296457
 IC50 8.96 8.96 1.1 1
Dihydroorotate dehydrogenase (quinone), mitochondrial
CHEMBL1966
 IC50 8.92 8.456 1.2 5
THP-1
CHEMBL614245
 EC50 8.62 8.545 2.4 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Raji IC50 = 0.4 nM 9.4 Antiproliferative activity against human Raji cells assessed as cell growth inhi... 34905371
L02 IC50 = 1.1 nM 8.96 Cytotoxicity against human L02 cells assessed as cell growth inhibition incubate... 34905371
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 1.2 nM 8.92 Inhibition of His fused human DHODH expressed in Escherichia coli using DHO as s... 35925768
THP-1 EC50 = 2.4 nM 8.62 Induction of cell differentiation in human THP-1 cells assessed as CD14 expressi... 33844533
THP-1 EC50 = 3.4 nM 8.47 Induction of apoptosis in human THP-1 cells after 3 days by Annexin-V-FITC stain... 33844533
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 4.2 nM 8.38 Inhibition of human DHODH using dihydroorotate substrate preincubated for 30 min... 34905371
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 4.17 nM 8.38 Enzymatic Assay: Assay 1: The enzymatic assay couples DHODH activity with bleach... -
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 4.17 nM 8.38 Enzymatic Assay—1: The enzymatic assay couples DHODH activity with bleaching of ... -
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 6.0 nM 8.22 Inhibition of human recombinant N-terminal GST-tagged DHODH expressed in Escheri... 33844533

Literature References

PubMed DOI Target Context # Activities
36115209 10.1016/j.ejmech.2022.114737 ADMET 4
34905371 10.1021/acs.jmedchem.1c01711 Dihydroorotate dehydrogenase (quinone), mitochondrial 3
33844533 10.1021/acs.jmedchem.0c01549 No relevant target 2
33844533 10.1021/acs.jmedchem.0c01549 THP-1 2
33844533 10.1021/acs.jmedchem.0c01549 U-937 2
34905371 10.1021/acs.jmedchem.1c01711 Raji 2
33844533 10.1021/acs.jmedchem.0c01549 Dihydroorotate dehydrogenase (quinone), mitochondrial 1
33844533 10.1021/acs.jmedchem.0c01549 ADMET 1
33844533 10.1021/acs.jmedchem.0c01549 Jurkat 1
34905371 10.1021/acs.jmedchem.1c01711 L02 1
34905371 10.1021/acs.jmedchem.1c01711 ADMET 1
34905371 10.1021/acs.jmedchem.1c01711 Mus musculus 1
35925768 10.1021/acs.jmedchem.2c00788 Dihydroorotate dehydrogenase (quinone), mitochondrial 1
36115209 10.1016/j.ejmech.2022.114737 Raji 1
36115209 10.1016/j.ejmech.2022.114737 HCT-116 1
36115209 10.1016/j.ejmech.2022.114737 Mus musculus 1

Data from ChEMBL 36 via Core Engine