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

CHEMBL300058

BREQUINAR SODIUM
🧪 Phase II
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
🧪 Phase II
Cc1c(-c2ccc(-c3ccccc3F)cc2)nc2ccc(F)cc2c1C(=O)[O-].[Na+]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL300058
Name BREQUINAR SODIUM
Phase Phase II
Structure Type MOL
InChI Key PZOHOALJQOFNTB-UHFFFAOYSA-M
Parent Compound CHEMBL38434
Active Moiety CHEMBL38434

Known Names

Brequinar sodium Brequinar sodium salt DUP 785 DUP-785 NSC-368390
6
Targets
15
Activities
3
Assay Types
0
PK Parameters
16
Publications
5
Known Names
1
Indications

Molecular Properties

375.4
MW (Da)
5.85
ALogP
2
HBA
1
HBD
50.2
PSA (Ų)
0.49
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Year 1987

Extended Properties

Molecular Formula C23H14F2NNaO2
MW 397.36
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -0.90

Indications

Severe Acute Respiratory Syndrome

Activity Summary

IC50 12 meas. best 8.1
Ki 2 meas. best 7.92
EC50 1 meas. best 7.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydroorotate dehydrogenase (quinone), mitochondrial
CHEMBL1966
 IC50 8.1 7.9067 8.0 3
Dihydroorotate dehydrogenase (quinone), mitochondrial
CHEMBL1966
 Ki 7.92 7.92 12.0 2
ADMET
CHEMBL612558
 IC50 7.82 7.82 15.0 2
Dihydroorotate dehydrogenase (quinone), mitochondrial
CHEMBL1966
 EC50 7.26 7.26 55.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.8 5.5725 158.0 4
A-375
CHEMBL613859
 IC50 5.09 5.09 8100.0 1
MDA-MB-231
CHEMBL400
 IC50 4.91 4.91 12450.0 1
HT-29
CHEMBL384
 IC50 4.85 4.85 13980.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 8.0 nM 8.1 Inhibition of recombinant human DHODH by DCIP-based assay -
Dihydroorotate dehydrogenase (quinone), mitochondrial Ki = 12.0 nM 7.92 Inhibition of human recombinant dihydroorotate dehydrogenase (DHODase) 9871675
Dihydroorotate dehydrogenase (quinone), mitochondrial Ki = 12.0 nM 7.92 Immunosuppressive effect in an isolated enzyme assay using partially purified Di... 9873427
ADMET IC50 = 15.0 nM 7.82 Concentration required to inhibit proliferation in a mixture of human lymphocyte... 9871675
ADMET IC50 = 15.0 nM 7.82 Ability to inhibit proliferation in a mixture of human lymphocytes from two unre... 9873427
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 15.0 nM 7.82 Inhibition of recombinant human DHODH activity after 20 mins by DCIP dye based c... 24929289
Dihydroorotate dehydrogenase (quinone), mitochondrial IC50 = 16.0 nM 7.8 Inhibition of human recombinant N-terminal His-tagged DHODH (31 to 395 residues)... 30738663
Dihydroorotate dehydrogenase (quinone), mitochondrial EC50 = 54.95 nM 7.26 Inhibition of DHODH in human HEK-293 cells transfected with ISRE-luciferase repo... 31740051
NON-PROTEIN TARGET IC50 = 158.0 nM 6.8 Cytotoxicity against human HCT116 cells assessed as decrease in cell proliferati... -
NON-PROTEIN TARGET IC50 = 940.0 nM 6.03 Cytotoxicity against human BxPC3 cells assessed as decrease in cell proliferatio... -
A-375 IC50 = 8100.0 nM 5.09 Antiproliferative activity against human A375 cells for 24 hrs by MTT assay 24929289
NON-PROTEIN TARGET IC50 = 10220.0 nM 4.99 Antiproliferative activity against human Hep3B cells for 24 hrs by MTT assay 24929289
MDA-MB-231 IC50 = 12450.0 nM 4.91 Antiproliferative activity against human MDA-MB-231 cells after 48 hrs by MTT as... 30738663
HT-29 IC50 = 13980.0 nM 4.85 Antiproliferative activity against human HT-29 cells after 48 hrs by MTT assay 30738663
NON-PROTEIN TARGET IC50 = 33954.0 nM 4.47 Cytotoxicity against human WI38 cells assessed as decrease in cell proliferation... -

Literature References

PubMed DOI Target Context # Activities
24929289 10.1016/j.ejmech.2014.05.064 A-375 11
24929289 10.1016/j.ejmech.2014.05.064 NON-PROTEIN TARGET 11
- 10.1039/C6MD00179C NON-PROTEIN TARGET 3
24929289 10.1016/j.ejmech.2014.05.064 Dihydroorotate dehydrogenase (quinone), mitochondrial 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
9871675 10.1016/s0960-894x(98)00010-9 Dihydroorotate dehydrogenase (quinone), mitochondrial 1
9871675 10.1016/s0960-894x(98)00010-9 ADMET 1
9873427 10.1016/s0960-894x(98)00308-4 Dihydroorotate dehydrogenase (quinone), mitochondrial 1
9873427 10.1016/s0960-894x(98)00308-4 ADMET 1
- 10.1039/C6MD00179C Dihydroorotate dehydrogenase (quinone), mitochondrial 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
30738663 10.1016/j.bmcl.2019.01.038 Dihydroorotate dehydrogenase (quinone), mitochondrial 1
30738663 10.1016/j.bmcl.2019.01.038 HT-29 1
30738663 10.1016/j.bmcl.2019.01.038 MDA-MB-231 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
31740051 10.1016/j.ejmech.2019.111855 Dihydroorotate dehydrogenase (quinone), mitochondrial 1

Data from ChEMBL 36 via Core Engine