AZD9567   Click here for help

GtoPdb Ligand ID: 9812

Synonyms: AZD 9567 | AZD-9567 | compound 15 [PMID: 29424542] | example 1 [WO2016046260A1] [2]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: AZD9567 is a synthetic, selective glucocorticoid receptor (GR) partial agonist [1]. It was designed to offer an improved side-effect profile compared to conventional full agonist GR anti-inflammatory dugs. AZD9567 is one of the chemical structures claimed in patent WO2016046260A1 [2].
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 9
Topological polar surface area 77.63
Molecular weight 494.21
XLogP 5.94
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CC(C(C(c1ccccc1)Oc1ccc2c(c1)cnn2c1ccc(=O)n(c1)C)NC(=O)C(F)(F)C)C
Isomeric SMILES CC([C@@H]([C@@H](c1ccccc1)Oc1ccc2c(c1)cnn2c1ccc(=O)n(c1)C)NC(=O)C(F)(F)C)C
InChI InChI=1S/C27H28F2N4O3/c1-17(2)24(31-26(35)27(3,28)29)25(18-8-6-5-7-9-18)36-21-11-12-22-19(14-21)15-30-33(22)20-10-13-23(34)32(4)16-20/h5-17,24-25H,1-4H3,(H,31,35)/t24-,25+/m0/s1
1. Ripa L, Edman K, Dearman M, Edenro G, Hendrickx R, Ullah V, Chang HF, Lepistö M, Chapman D, Geschwindner S et al.. (2018)
Discovery of a Novel Oral Glucocorticoid Receptor Modulator (AZD9567) with Improved Side Effect Profile.
J Med Chem, 61 (5): 1785-1799. [PMID:29424542]
2. Ripa LE, Lawizt K, Lepist&oulm; MJ, Hemmerling M, Edman K, Llinas A. (2016)
1-alkyl-6-oxo-1,6-dihydropyridin-3-yl compounds and use as sgrm modulators.
Patent number: WO2016046260A1. Assignee: Astrazeneca. Priority date: 26/09/2014. Publication date: 31/03/2016.