amiselimod   Click here for help

GtoPdb Ligand ID: 9319

Synonyms: Example 1 [US20090137530] | MT-1303 | MT1303
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: 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].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 13
Topological polar surface area 75.71
Molecular weight 377.22
XLogP 4.17
No. Lipinski's rules broken 1
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Canonical SMILES CCCCCCCOc1ccc(cc1C(F)(F)F)CCC(CO)(CO)N
Isomeric SMILES CCCCCCCOc1ccc(cc1C(F)(F)F)CCC(CO)(CO)N
InChI InChI=1S/C19H30F3NO3/c1-2-3-4-5-6-11-26-17-8-7-15(12-16(17)19(20,21)22)9-10-18(23,13-24)14-25/h7-8,12,24-25H,2-6,9-11,13-14,23H2,1H3
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form amiselimod phosphate
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
10021 amiselimod
Synonyms Click here for help
Example 1 [US20090137530] | MT-1303 | MT1303
Database Links Click here for help
CAS Registry No. 942399-20-4 (source: WHO INN record)
GtoPdb PubChem SID 318164838
PubChem CID 16129483
Search Google for chemical match using the InChIKey JVCPIJKPAKAIIP-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey JVCPIJKPAKAIIP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JVCPIJKPAKAIIP-UHFFFAOYSA-N