cenerimod   Click here for help

GtoPdb Ligand ID: 9824

Synonyms: ACT-334441
PDB Ligand Immunopharmacology Ligand
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].
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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 9
Topological polar surface area 110.73
Molecular weight 453.23
XLogP 4.6
No. Lipinski's rules broken 0
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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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
Database Links Click here for help
Specialist databases
GPCRdb Ligand cenerimod
Other databases
GtoPdb PubChem SID 354702295
PubChem CID 49871973
Search Google for chemical match using the InChIKey KJKKMMMRWISKRF-FQEVSTJZSA-N
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UniChem Compound Search for chemical match using the InChIKey KJKKMMMRWISKRF-FQEVSTJZSA-N
UniChem Connectivity Search for chemical match using the InChIKey KJKKMMMRWISKRF-FQEVSTJZSA-N