icanbelimod   Click here for help

GtoPdb Ligand ID: 12098

Synonyms: compound 2 [WO2015039587A1] | S1p-receptor-agonist-1 | YUN88562
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Icanbelimod (chemical structure extracted from WHO proposed INN list 127) is a S1P receptor agonist that has immunomodulatory action. The structure can be found in patent WO2015039587A1 (Suzhou Kangnaide Biopharmaceutical) [1]. Icanbelimod is selective for S1P1 receptor compared to S1P3 receptor,
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 79.46
Molecular weight 409.18
XLogP 5.19
No. Lipinski's rules broken 1
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Canonical SMILES CC(Cc1ccc(cc1)c1onc(n1)c1ccc(c(c1)F)CN1CC(C1)C(=O)O)C
Isomeric SMILES Fc1c(ccc(c1)c1noc(n1)c1ccc(cc1)CC(C)C)CN1CC(C1)C(=O)O
InChI InChI=1S/C23H24FN3O3/c1-14(2)9-15-3-5-16(6-4-15)22-25-21(26-30-22)17-7-8-18(20(24)10-17)11-27-12-19(13-27)23(28)29/h3-8,10,14,19H,9,11-13H2,1-2H3,(H,28,29)
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
S1P1 receptor Hs Agonist Agonist 8.0 pEC50 - 1
pEC50 8.0 (EC50 9.83x10-9 M) [1]