compound 3a [Pipionne et al, 2018]   Click here for help

GtoPdb Ligand ID: 9965

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 3a was identified and optimised in a hit-to-lead study to identify inhibitors of the non-canonical NF-κB cascade in tumour cells [1]. 3a inhibits activity of the NF-κB-inducing kinase, NIK (MAP3K14), and is a representative example of a series of compounds with NIK selectivity, the most potent of which was 3e (biochemical IC50 2.9 μM).
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 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 60.91
Molecular weight 283.03
XLogP 3.75
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES Cc1nn(c(c1c1ccc(c(c1)Cl)Cl)N)C(=O)C
Isomeric SMILES Cc1nn(c(c1c1ccc(c(c1)Cl)Cl)N)C(=O)C
InChI InChI=1S/C12H11Cl2N3O/c1-6-11(12(15)17(16-6)7(2)18)8-3-4-9(13)10(14)5-8/h3-5H,15H2,1-2H3
1. Pippione AC, Sainas S, Federico A, Lupino E, Piccinini M, Kubbutat M, Contreras JM, Morice C, Barge A, Ducime A et al.. (2018)
N-Acetyl-3-aminopyrazoles block the non-canonical NF-kB cascade by selectively inhibiting NIK.
Medchemcomm, 9 (6): 963-968. DOI: 10.1039/C8MD00068A [PMID:30108985]