encukalner   Click here for help

GtoPdb Ligand ID: 12650

Synonyms: Example 11 [WO2008024398A2] | XEN-1101 | XEN1101
Compound class: Synthetic organic
Comment: Encukalner (XEN1101) is a clinical stage voltage-gated potassium channel (Kv7) activator [1], that was developed as a potential anti-epileptic drug, or for the treatment of major depressive disorder.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 32.34
Molecular weight 368.49
XLogP 3.72
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CC1=C(C(=CC(=C1)N2CCC3=CC(=CC=C3C2)F)C)NC(=O)CC(C)(C)C
Isomeric SMILES CC1=CC(=CC(=C1NC(=O)CC(C)(C)C)C)N2CCC3=C(C2)C=CC(=C3)F
InChI InChI=1S/C23H29FN2O/c1-15-10-20(11-16(2)22(15)25-21(27)13-23(3,4)5)26-9-8-17-12-19(24)7-6-18(17)14-26/h6-7,10-12H,8-9,13-14H2,1-5H3,(H,25,27)
InChI Key FJNPZKZPWVVSON-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
A number of advanced clinical studies are ongoing to determine XEN1101's anti-seizure and anti-depressive efficacies.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT05718817 An Open-label Study of XEN1101 in Epilepsy Phase 3 Interventional Xenon Pharmaceuticals Inc.
NCT05667142 A Study to Evaluate XEN1101 as Adjunctive Therapy in Primary Generalized Tonic-Clonic Seizures Phase 3 Interventional Xenon Pharmaceuticals Inc.
NCT04827901 XEN1101 for Major Depressive Disorder Phase 2 Interventional Icahn School of Medicine at Mount Sinai
NCT05376150 A Study to Evaluate the Safety, Tolerability and Efficacy of XEN1101 in Major Depressive Disorder Phase 2 Interventional Xenon Pharmaceuticals Inc.