compound 16 [PMID: 26794040]   Click here for help

GtoPdb Ligand ID: 9223

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 16 is a novel, potent and selective sphingosine-1-phosphate receptor 2 (S1P2 receptor) antagonist [1]. The series of compounds including 16 is claimed in patent WO2013047701 [2].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 108.33
Molecular weight 550.25
XLogP 5.86
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES Fc1ccc(cc1)Oc1cc(Oc2ccc(cc2)C(C(=O)O)(C)C)cc(c1)NC(=O)N1CCC(C1)(O)CC(C)C
Isomeric SMILES Fc1ccc(cc1)Oc1cc(Oc2ccc(cc2)C(C(=O)O)(C)C)cc(c1)NC(=O)N1CCC(C1)(O)CC(C)C
InChI InChI=1S/C31H35FN2O6/c1-20(2)18-31(38)13-14-34(19-31)29(37)33-23-15-26(17-27(16-23)40-25-11-7-22(32)8-12-25)39-24-9-5-21(6-10-24)30(3,4)28(35)36/h5-12,15-17,20,38H,13-14,18-19H2,1-4H3,(H,33,37)(H,35,36)
Bioactivity Comments
Binding IC50s for S1P1, S1P3, S1P4 and S1P5 receptors are all >10000nM [1].
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
S1P2 receptor Primary target of this compound Hs Antagonist Antagonist 8.1 pIC50 - 1
pIC50 8.1 (IC50 8.2x10-9 M) [1]