(R)-16 [PMID: 32267688]   Click here for help

GtoPdb Ligand ID: 10751

PDB Ligand
Compound class: Synthetic organic
Comment: (R)-16 is a modulator of the nuclear peroxisome proliferator-activated receptor γ (PPARγ) [1]. Its chemical structure is a novel chemotype for this receptor, and it binds in the orthosteric PPARγ ligand-binding site in a pose that is distinct from existing modulators.
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 6
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 158.28
Molecular weight 532.01
XLogP 6.29
No. Lipinski's rules broken 2
Click here for help
Canonical SMILES CCCCCC[C@H](C(=O)O)Sc1nc2c(s1)cc(cc2)NS(=O)(=O)c1ccc(cc1Cl)Cl
Isomeric SMILES CCCCCC[C@H](C(=O)O)Sc1nc2c(s1)cc(cc2)NS(=O)(=O)c1ccc(cc1Cl)Cl
InChI InChI=1S/C21H22Cl2N2O4S3/c1-2-3-4-5-6-17(20(26)27)30-21-24-16-9-8-14(12-18(16)31-21)25-32(28,29)19-10-7-13(22)11-15(19)23/h7-12,17,25H,2-6H2,1H3,(H,26,27)/t17-/m1/s1
1. Hanke T, Cheung SY, Kilu W, Heering J, Ni X, Planz V, Schierle S, Faudone G, Friedrich M, Wanior M et al.. (2020)
A Selective Modulator of Peroxisome Proliferator-Activated Receptor γ with an Unprecedented Binding Mode.
J Med Chem, 63 (9): 4555-4561. [PMID:32267688]