vidofludimus   Click here for help

GtoPdb Ligand ID: 9860

Synonyms: 4SC-101 | IMU-838 (vidofludimus calcium) | SC12267
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Vidofludimus (4SC-101) is a small molecule dihydroorotate dehydrogenase (DHOD) inhibitor that was developed for immunosuppressive potential [3]. It has an improved toxicity profile in comparison to the clinically used disease modifying anti-rheumatic drug (DMARD) leflunomide.
Since its initial development, vidofludimus has been superceded by IMU-838 which is an orally active polymorph of vidofludimus calcium (PubChem CID: 56944639) [5].SARS-CoV-2 and COVID-19: The target of vidofludimus, DHODH, plays a role in the metabolism of activated T cells and B cells to regulate the inflammatory response. It has been advanced to clinical trial in patients with severe COVID-19, to as attempt to block the release of pro-inflammatory cytokines and temper hyperinflammation in these patients.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 75.63
Molecular weight 355.12
XLogP 3.34
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cccc(c1)c1ccc(c(c1)F)NC(=O)C1=C(CCC1)C(=O)O
Isomeric SMILES COc1cccc(c1)c1ccc(c(c1)F)NC(=O)C1=C(CCC1)C(=O)O
InChI InChI=1S/C20H18FNO4/c1-26-14-5-2-4-12(10-14)13-8-9-18(17(21)11-13)22-19(23)15-6-3-7-16(15)20(24)25/h2,4-5,8-11H,3,6-7H2,1H3,(H,22,23)(H,24,25)
InChI Key XPRDUGXOWVXZLL-UHFFFAOYSA-N
Bioactivity Comments
Vidofludimus (4SC-101) exhibited immunosuppressive activity in rodent models of systemic lupus erythematosus [3] and inflammatory bowel disease [1]. 4SC-101 inhibits proliferation of human PBMCs with an IC50 of 4.6 μM [3].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
dihydroorotate dehydrogenase (quinone) Hs Inhibitor Inhibition 7.3 pIC50 - 3
pIC50 7.3 (IC50 4.8x10-8 M) [3]
Description: Determined in an indirect in vitro enzyme assay which measures the reduced co-substrate ubiquinone.
dihydroorotate dehydrogenase (quinone) Rn Inhibitor Inhibition 6.3 pIC50 - 3
pIC50 6.3 (IC50 4.6x10-7 M) [3]
dihydroorotate dehydrogenase (quinone) Mm Inhibitor Inhibition 5.4 pIC50 - 3
pIC50 5.4 (IC50 3.8x10-6 M) [3]