compound 3f [Festa et al., 2019]   Click here for help

GtoPdb Ligand ID: 10187

Compound class: Synthetic organic
Comment: Compound 3f is a non-steroidal, selective farnesoid X receptor (FXR) antagonist with a novel 3,5-disubstituted oxadiazole chemotype [1]. It is proposed as a promising lead that is suitable to further the investigation of the therapeutic value of FXR antagonists in the treatment of cholestasis and related metabolic disorders. Antagonist binding to FXR renders the receptor unable to recruit the coactivators it requires for transcriptional activation, and results instead in transcriptional silencing of FXR target genes. 3f exhibits no agonistic activity toward FXR.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 50.95
Molecular weight 279.14
XLogP 3.47
No. Lipinski's rules broken 0
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Canonical SMILES N1CCC(CC1)c1onc(n1)c1ccc2c(c1)cccc2
Isomeric SMILES N1CCC(CC1)c1onc(n1)c1ccc2c(c1)cccc2
InChI InChI=1S/C17H17N3O/c1-2-4-14-11-15(6-5-12(14)3-1)16-19-17(21-20-16)13-7-9-18-10-8-13/h1-6,11,13,18H,7-10H2
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Molecular structure representations generated using Open Babel