GNE-131   Click here for help

GtoPdb Ligand ID: 10003

Synonyms: compound 13 [PMID: 29737846] | GNE 131 | GNE131
Compound class: Synthetic organic
Comment: GNE-131 is a potent and selective hNaV1.7 inhibitor that was designed for the treatment of pain [1]. Site-directed mutagenesis experiments show that GNE-131 binds within the anion binding pocket of the channel (around reside R1608).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 93.97
Molecular weight 442.2
XLogP 7.16
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=S(=O)(C1CC1)Nc1nnc2n1cc(C1CC1)c(c2)OCC12CC3CC(C2)CC(C1)C3
Isomeric SMILES O=S(=O)(C1CC1)Nc1nnc2n1cc(C1CC1)c(c2)OCC12CC3CC(C2)CC(C1)C3
InChI InChI=1S/C23H30N4O3S/c28-31(29,18-3-4-18)26-22-25-24-21-8-20(19(12-27(21)22)17-1-2-17)30-13-23-9-14-5-15(10-23)7-16(6-14)11-23/h8,12,14-18H,1-7,9-11,13H2,(H,25,26)
InChI Key FPERPEQIXLOVIK-UHFFFAOYSA-N
References
1. Focken T, Chowdhury S, Zenova A, Grimwood ME, Chabot C, Sheng T, Hemeon I, Decker SM, Wilson M, Bichler P et al.. (2018)
Design of Conformationally Constrained Acyl Sulfonamide Isosteres: Identification of N-([1,2,4]Triazolo[4,3- a]pyridin-3-yl)methane-sulfonamides as Potent and Selective hNaV1.7 Inhibitors for the Treatment of Pain.
J. Med. Chem., 61 (11): 4810-4831. [PMID:29737846]