compound 43 [PMID: 26751273]   Click here for help

GtoPdb Ligand ID: 9492

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 43 [PMID: 26751273] is an orally active tetrahydropyrazolopyridine sphingosine 1-phosphate receptor 3 (S1P3R)-sparing S1P1R agonist [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 121.09
Molecular weight 461.13
XLogP 4.29
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCN1CCc2c(C1)c(C)n(n2)c1nnc(s1)c1ccc(c(c1)Cl)OC(C)C
Isomeric SMILES OC(=O)CCN1CCc2c(C1)c(C)n(n2)c1nnc(s1)c1ccc(c(c1)Cl)OC(C)C
InChI InChI=1S/C21H24ClN5O3S/c1-12(2)30-18-5-4-14(10-16(18)22)20-23-24-21(31-20)27-13(3)15-11-26(9-7-19(28)29)8-6-17(15)25-27/h4-5,10,12H,6-9,11H2,1-3H3,(H,28,29)
InChI Key BGAJNPLDJJBRHK-UHFFFAOYSA-N
Bioactivity Comments
Compound 43 is active in vivo [1].
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
S1P1 receptor Primary target of this compound Hs Agonist Agonist 8.8 pEC50 - 1
pEC50 8.8 [1]
Description: In β-arrestin and receptor internalisation assays.
S1P5 receptor Hs Agonist Agonist 7.8 pEC50 - 1
pEC50 7.8 (EC50 1.66x10-8 M) [1]
Description: In an aequorin calcium accumulation assay.
S1P3 receptor Hs Agonist Agonist 5.1 pEC50 - 1
pEC50 5.1 (EC50 7.943x10-6 M) [1]
Description: In a GTPγS assay.
S1P2 receptor Hs Agonist Agonist >4.5 pEC50 - 1
pEC50 >4.5 (EC50 <3.163x10-5 M) [1]
Description: In a S1P2R yeast reporter assay.
S1P4 receptor Hs Agonist Agonist >4.4 pEC50 - 1
pEC50 >4.4 (EC50 <3.981x10-5 M) [1]
Description: In an aequorin calcium accumulation assay.