mesuximide   Click here for help

GtoPdb Ligand ID: 7228

Synonyms: Celontin® | Petinutin®
Approved drug
mesuximide is an approved drug
Compound class: Synthetic organic
Comment: Mesuximide is marketed as a racemic mixture of stereoisomers; (R)-mesuximide and (S)-mesuximide. We show the non-stereo structure to represent the mixture.
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 37.38
Molecular weight 203.09
XLogP 1.37
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

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.

✖
Canonical SMILES CN1C(=O)CC(C1=O)(C)c1ccccc1
Isomeric SMILES CN1C(=O)CC(C1=O)(C)c1ccccc1
InChI InChI=1S/C12H13NO2/c1-12(9-6-4-3-5-7-9)8-10(14)13(2)11(12)15/h3-7H,8H2,1-2H3
InChI Key AJXPJJZHWIXJCJ-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Mesuximide is an anticonvulsant drug used to control petit mal seizures. However, there is no information regarding approval for clinical use of this drug on the US FDA website. Other national approval agencies may have granted marketing authorisation
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Mesuximide blocks activity of transient (T-type) voltage gated calcium channels. CACNA1E, CACNA1H and CACNA1I alpha subunits are detailed in this database, in the voltage-gated calcium channels section. See the DrugBank link for further details explaining the predicted molecular mechanism of action of this drug.