compound 76 [PMID: 28657314]   Click here for help

GtoPdb Ligand ID: 9609

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: This is the most potent compound developed via a pharmacophore and docking-based virtual screening campaign aimed at the discovery of small molecule inhibitors of the IL-15/IL-15R interaction [2]. Specifically, the investigators were searching for compounds that inhibit IL-15 binding to the IL-2Rβ subunit which together with the γ subunit, forms the signal transducing component of the IL-15R complex. Although the compound was found to be non-selective for IL-15 over IL-2, as a first in vitro SAR study it provides crucial information on the key binding interactions of IL-15 with its IL-2Rβ binding site, that will be useful for futher compound optimisation.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 16
Topological polar surface area 146.3
Molecular weight 576.25
XLogP 7.29
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCOC(=O)c1cccc(c1)NC(=O)CCCCCCCSc1nnc(n1C)Cc1nn(C)c(=O)c2c1cccc2
Isomeric SMILES CCOC(=O)c1cccc(c1)NC(=O)CCCCCCCSc1nnc(n1C)Cc1nn(C)c(=O)c2c1cccc2
InChI InChI=1S/C30H36N6O4S/c1-4-40-29(39)21-13-12-14-22(19-21)31-27(37)17-8-6-5-7-11-18-41-30-33-32-26(35(30)2)20-25-23-15-9-10-16-24(23)28(38)36(3)34-25/h9-10,12-16,19H,4-8,11,17-18,20H2,1-3H3,(H,31,37)
InChI Key GWNFQAKCJYEJEW-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
ethyl 3-[8-({4-methyl-5-[(3-methyl-4-oxo-3,4-dihydrophthalazin-1-yl)methyl]-4H-1,2,4-triazol-3-yl}sulfanyl)octanamido]benzoate
Database Links Click here for help
GtoPdb PubChem SID 340590239
Search Google for chemical match using the InChIKey GWNFQAKCJYEJEW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GWNFQAKCJYEJEW
Search UniChem for chemical match using the InChIKey GWNFQAKCJYEJEW-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GWNFQAKCJYEJEW