amiselimod

Ligand id: 9319

Name: amiselimod

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 13
Topological polar surface area 75.71
Molecular weight 377.22
XLogP 4.98
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Is prodrug? Yes
Active form amiselimod phosphate
IUPAC Name
2-amino-2-[2-[4-heptoxy-3-(trifluoromethyl)phenyl]ethyl]propane-1,3-diol
International Nonproprietary Names
INN number INN
10021 amiselimod
Synonyms
Example 1 [US20090137530] | MT-1303 | MT1303
Database Links
CAS Registry No. 942399-20-4 (source: WHO INN record)
PubChem CID 16129483
Search Google for chemical match using the InChIKey JVCPIJKPAKAIIP-UHFFFAOYSA-N
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Search UniChem for chemical match using the InChIKey JVCPIJKPAKAIIP-UHFFFAOYSA-N
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Comments
Amiselimod (MT-1303) is claimed in patent US20090137530 (Compound 1-3 is the hydrochloride used experimentally) as a potential immunomodulatory agent [1]. It is a sphingosine-1-phosphate (SIP) receptor prodrug agonist, similar in action to the approved MS drug fingolimod, but with improved receptor subtype selectivity [3].
Selective SIP1 receptor agonists are being investigated for immunomodulatory/immunosuppresant action in MS and other autoimmune conditions [2].