TUG-1375   Click here for help

GtoPdb Ligand ID: 10107

Synonyms: compound 31 [PMID: 30247908] | TUG1375
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: TUG-1375 was designed as a selective free fatty acid receptor 2 (FFA2/GPR43) agonist, as a pharmacological tool that is suitable for the study of FFA2 receptor function in vitro and in vivo [1]. FFA2 is known to be involved in regulation of metabolism, appetite, fat accumulation and inflammatory responses.
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 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 108.94
Molecular weight 442.08
XLogP 4.89
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES O=C(N1C(CSC1c1ccccc1Cl)C(=O)O)c1ccc(cc1)c1c(C)noc1C
Isomeric SMILES O=C(N1[C@H](CS[C@H]1c1ccccc1Cl)C(=O)O)c1ccc(cc1)c1c(C)noc1C
InChI InChI=1S/C22H19ClN2O4S/c1-12-19(13(2)29-24-12)14-7-9-15(10-8-14)20(26)25-18(22(27)28)11-30-21(25)16-5-3-4-6-17(16)23/h3-10,18,21H,11H2,1-2H3,(H,27,28)/t18-,21+/m1/s1
Bioactivity Comments
TUG-1375 is selective for FFA2 over the related receptors FFA1, FFA3 and FFA4 [1]. In vitro, it inhibits lipolysis in mouse adipocytes.
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
FFA2 receptor Primary target of this compound Hs Agonist Agonist 6.7 pKi - 1
pKi 6.7 (Ki 2.04x10-7 M) [1]
Description: Binding affinity for hFFA2.
FFA2 receptor Primary target of this compound Hs Agonist Agonist 6.1 – 7.1 pEC50 - 1
pEC50 7.1 (EC50 7.76x10-8 M) [1]
Description: Agonist activity in a cAMP inhibition assay.
pEC50 6.1 (EC50 7.94x10-7 M) [1]
Description: Agonist activity in a BRET-based β-arrestin-2 recruitment assay.
FFA2 receptor Mm Agonist Agonist 6.4 pEC50 - 1
pEC50 6.4 (EC50 3.63x10-7 M) [1]