solabegron   Click here for help

GtoPdb Ligand ID: 9512

Synonyms: compound 38 [PMID: 16640337] | GW427353
Compound class: Synthetic organic
Comment: Solabegron (GW427353) is a highly potent and selective β3-adrenoceptor agonist [4]. β3 agonists (e.g. mirabegron and solabegron) failed to show efficacy for their original clinical indication, obesity/type 2 diabetes, but have been repurposed/repositioned for the treatment of the overactive bladder syndrome [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 9
Topological polar surface area 81.59
Molecular weight 410.14
XLogP 4.56
No. Lipinski's rules broken 0
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Canonical SMILES Clc1cccc(c1)C(CNCCNc1cccc(c1)c1cccc(c1)C(=O)O)O
Isomeric SMILES Clc1cccc(c1)[C@H](CNCCNc1cccc(c1)c1cccc(c1)C(=O)O)O
InChI InChI=1S/C23H23ClN2O3/c24-20-8-2-6-18(13-20)22(27)15-25-10-11-26-21-9-3-5-17(14-21)16-4-1-7-19(12-16)23(28)29/h1-9,12-14,22,25-27H,10-11,15H2,(H,28,29)/t22-/m0/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
β3-adrenoceptor Primary target of this compound Hs Agonist Agonist 8.4 pEC50 - 4
pEC50 8.4 [4]
β2-adrenoceptor Hs Agonist Agonist 5.9 pEC50 - 4
pEC50 5.9 [4]
β1-adrenoceptor Hs Agonist Agonist 5.4 pEC50 - 4
pEC50 5.4 [4]