tropifexor   Click here for help

GtoPdb Ligand ID: 9725

Synonyms: compound 1 [PMID: 29148806] | LJN452
PDB Ligand
Compound class: Synthetic organic
Comment: Tropifexor (LJN452) is a potent non-bile acid agonist of the ligand-activated nuclear farnesoid X receptor (FXR) [1] that is being developed by Novartis.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 126.16
Molecular weight 603.15
XLogP 6.82
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)c1cc(F)c2c(c1)sc(n2)N1C2CCC1CC(C2)OCc1c(onc1c1ccccc1OC(F)(F)F)C1CC1
Isomeric SMILES OC(=O)c1cc(F)c2c(c1)sc(n2)N1[C@@H]2CC[C@H]1C[C@H](C2)OCc1c(onc1c1ccccc1OC(F)(F)F)C1CC1
InChI InChI=1S/C29H25F4N3O5S/c30-21-9-15(27(37)38)10-23-25(21)34-28(42-23)36-16-7-8-17(36)12-18(11-16)39-13-20-24(35-41-26(20)14-5-6-14)19-3-1-2-4-22(19)40-29(31,32)33/h1-4,9-10,14,16-18H,5-8,11-13H2,(H,37,38)/t16-,17+,18+
1. Tully DC, Rucker PV, Chianelli D, Williams J, Vidal A, Alper PB, Mutnick D, Bursulaya B, Schmeits J, Wu X et al.. (2017)
Discovery of Tropifexor (LJN452), a Highly Potent Non-bile Acid FXR Agonist for the Treatment of Cholestatic Liver Diseases and Nonalcoholic Steatohepatitis (NASH).
J Med Chem, 60 (24): 9960-9973. [PMID:29148806]