tepilamide fumarate   

GtoPdb Ligand ID: 9770

Synonyms: XP 23829 | XP-23829 | XP23829
Compound class: Synthetic organic
Comment: Tepilamide fumarate (XP23829) is a small-molecule fumaric acid ester prodrug of monomethyl fumarate (MMF). It is being developed by Arbor Pharmaceuticals (formerly XenoPort) as a potential treatment for autoinflammatory diseases.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 72.91
Molecular weight 243.11
XLogP 0.39
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCN(C(=O)COC(=O)C=CC(=O)OC)CC
Isomeric SMILES CCN(C(=O)COC(=O)/C=C/C(=O)OC)CC
InChI InChI=1S/C11H17NO5/c1-4-12(5-2)9(13)8-17-11(15)7-6-10(14)16-3/h6-7H,4-5,8H2,1-3H3/b7-6+
InChI Key AKUGRXRLHCCENI-VOTSOKGWSA-N
No information available.
Summary of Clinical Use
XP23829 has completed a Phase 2 clinical trial in patients with moderate-to-severe chronic plaque-type psoriasis (see NCT02173301). It has also been suggested as a treatment for relapsing-remitting multiple sclerosis, given approval of another MMF prodrug, dimethyl fumarate, for MS.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT02173301 A Study to Assess the Efficacy and Safety of XP23829 in Subjects With Moderate-to-Severe Chronic Plaque-Type Psoriasis Phase 2 Interventional XenoPort, Inc.