cenerimod   

GtoPdb Ligand ID: 9824

Synonyms: ACT-334441
Compound class: Synthetic organic
Comment: Cenerimod is a potent and selective S1P1 receptor modulator with unique S1P1 receptor signaling properties and absence of broncho- and vasoconstrictor effects ex vivo and in vivo. It dose-dependently lowered circulating lymphocyte counts in rats and mice after oral administration and effectively attenuated disease parameters in a mouse experimental autoimmune encephalitis (EAE) model [2]. There is an Actelion patent where cenerimod is example 2 along with 30 EC50 values [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 110.73
Molecular weight 453.23
XLogP 4.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC(COc1c(C)cc(cc1CC)c1noc(n1)c1cc(OC)nc(c1)C1CCCC1)O
Isomeric SMILES OC[C@@H](COc1c(C)cc(cc1CC)c1noc(n1)c1cc(OC)nc(c1)C1CCCC1)O
InChI InChI=1S/C25H31N3O5/c1-4-16-10-18(9-15(2)23(16)32-14-20(30)13-29)24-27-25(33-28-24)19-11-21(17-7-5-6-8-17)26-22(12-19)31-3/h9-12,17,20,29-30H,4-8,13-14H2,1-3H3/t20-/m0/s1
InChI Key KJKKMMMRWISKRF-FQEVSTJZSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2S)-3-[4-[5-(2-cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-3-yl]-2-ethyl-6-methylphenoxy]propane-1,2-diol
Synonyms
ACT-334441
Database Links
GtoPdb PubChem SID 354702295
PubChem CID 49871973
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