relutrigine   Click here for help

GtoPdb Ligand ID: 12643

Synonyms: PRAX-562 | PRAX562
Compound class: Synthetic organic
Comment: Relutrigine (PRAX-562) is an orally active, clinical stage Nav1.8 channel inhibitor [1]. It has demonstrated anticonvulsant activity in preclinical evaluations.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 71.14
Molecular weight 407.27
XLogP 3.58
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(C1=NN=C2C=NC(=CN21)C3=CN=C(C(=C3)F)OCC(F)(F)F)(F)F
Isomeric SMILES CCOC(C1=NN=C2N1C=C(N=C2)C3=CC(=C(N=C3)OCC(F)(F)F)F)(F)F
InChI InChI=1S/C15H11F6N5O2/c1-2-28-15(20,21)13-25-24-11-5-22-10(6-26(11)13)8-3-9(16)12(23-4-8)27-7-14(17,18)19/h3-6H,2,7H2,1H3
InChI Key BFXBSYMVTNEFRF-UHFFFAOYSA-N
References
1. Kahlig KM, Scott L, Hatch RJ, Griffin A, Martinez Botella G, Hughes ZA, Wittmann M. (2022)
The novel persistent sodium current inhibitor PRAX-562 has potent anticonvulsant activity with improved protective index relative to standard of care sodium channel blockers.
Epilepsia, 63 (3): 697-708. [PMID:35037706]