GNE684   Click here for help

GtoPdb Ligand ID: 13107

Synonyms: GNE-684
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GNE684 is an oral preclinical inhibitor of receptor interacting serine/threonine kinase 1 (RIPK1) [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 98.96
Molecular weight 432.48
XLogP 0.95
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CN1C2=C(CC[C@@H](C1=O)NC(=O)C3=NN4[C@@H](CCC4=N3)C5=CC=CC=C5)C=C(N=C2)OC
Isomeric SMILES CN1C2=CN=C(C=C2CC[C@@H](C1=O)NC(=O)C3=NN4[C@@H](CCC4=N3)C5=CC=CC=C5)OC
InChI InChI=1S/C23H24N6O3/c1-28-18-13-24-20(32-2)12-15(18)8-9-16(23(28)31)25-22(30)21-26-19-11-10-17(29(19)27-21)14-6-4-3-5-7-14/h3-7,12-13,16-17H,8-11H2,1-2H3,(H,25,30)/t16-,17-/m0/s1
InChI Key JXFYROJRZJPKTQ-IRXDYDNUSA-N
Bioactivity Comments
In a kinome screening panel 10 μM GNE684 inhibits several off-target kinases by >50 %; RIOK2 (72%), LIMK2 (68%), PIK3CAE542K (59%), JAK1 and DSTYK/RIPK5 (52%), and BLK and PIK3CAQ546K (51%) [2].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
receptor interacting serine/threonine kinase 1 Hs Inhibitor Inhibition 7.7 pKi - 2
pKi 7.7 (Ki 2.1x10-8 M) [2]
receptor interacting serine/threonine kinase 1 Mm Inhibitor Inhibition 6.7 pKi - 2
pKi 6.7 (Ki 1.89x10-7 M) [2]
receptor interacting serine/threonine kinase 1 Rn Inhibitor Inhibition 6.2 pKi - 2
pKi 6.2 (Ki 6.91x10-7 M) [2]