compound 25 [PMID: 32687365]   Click here for help

GtoPdb Ligand ID: 11130

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 25 is a dual agonist of the ligand-activated transcription factors, farnesoid X receptor (FXR) and peroxisome proliferator-activated receptor (PPAR) δ [1] . It was designed to explore the potential of simultaneous activation of peripheral PPARδ-mediated activity and hepatic FXR mechanisms for the treatment of nonalcoholic steatohepatitis (NASH).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 84.59
Molecular weight 558.09
XLogP 7.61
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)Cc1ccc(cc1)NCc1ccc(cc1Cl)OCc1c(onc1c1c(Cl)cccc1Cl)C(C)C
Isomeric SMILES OC(=O)Cc1ccc(cc1)NCc1ccc(cc1Cl)OCc1c(onc1c1c(Cl)cccc1Cl)C(C)C
InChI InChI=1S/C28H25Cl3N2O4/c1-16(2)28-21(27(33-37-28)26-22(29)4-3-5-23(26)30)15-36-20-11-8-18(24(31)13-20)14-32-19-9-6-17(7-10-19)12-25(34)35/h3-11,13,16,32H,12,14-15H2,1-2H3,(H,34,35)
1. Schierle S, Neumann S, Heitel P, Willems S, Kaiser A, Pollinger J, Merk D. (2020)
Design and Structural Optimization of Dual FXR/PPARδ Activators.
J Med Chem, 63 (15): 8369-8379. [PMID:32687365]