compound 41 [PMID: 25000588]   Click here for help

GtoPdb Ligand ID: 9349

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 41 [PMID: 25000588] is a selective and orally active inhibitor of protein kinase Cθ (PKCθ), identified using structure-based drug design [1]. PKCθ is a drug target for autoimmune diseases including rheumatoid arthritis (RA), inflammatory bowel disease (IBD), and psoriasis. It was tested in preclinical studies.
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 3
Rotatable bonds 3
Topological polar surface area 77.99
Molecular weight 369.14
XLogP 2.57
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES O=C1NN=C2N(C1C)c1cc(NC3(C)CNC3)c(cc1OC2)C(F)(F)F
Isomeric SMILES O=C1NN=C2N([C@@H]1C)c1cc(NC3(C)CNC3)c(cc1OC2)C(F)(F)F
InChI InChI=1S/C16H18F3N5O2/c1-8-14(25)23-22-13-5-26-12-3-9(16(17,18)19)10(4-11(12)24(8)13)21-15(2)6-20-7-15/h3-4,8,20-21H,5-7H2,1-2H3,(H,23,25)/t8-/m1/s1
1. George DM, Breinlinger EC, Friedman M, Zhang Y, Wang J, Argiriadi M, Bansal-Pakala P, Barth M, Duignan DB, Honore P et al.. (2015)
Discovery of selective and orally bioavailable protein kinase Cθ (PKCθ) inhibitors from a fragment hit.
J Med Chem, 58 (1): 222-36. [PMID:25000588]