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.

mesuximide is commercially available from our sponsors

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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Click here for structure editor
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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 0
Rotatable bonds 1
Topological polar surface area 37.38
Molecular weight 203.09
XLogP 1.37
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes.
IUPAC Name Click here for help
1,3-dimethyl-3-phenylpyrrolidine-2,5-dione
International Nonproprietary Names Click here for help
INN number INN
582 mesuximide
Synonyms Click here for help
Celontin® | Petinutin®
Database Links Click here for help
CAS Registry No. 77-41-8
ChEMBL Ligand CHEMBL697
DrugBank Ligand DB05246
DrugCentral Ligand 1758
GtoPdb PubChem SID 178103802
PubChem CID 6476
Search Google for chemical match using the InChIKey AJXPJJZHWIXJCJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone AJXPJJZHWIXJCJ
Search PubMed clinical trials mesuximide
Search PubMed titles mesuximide
Search PubMed titles/abstracts mesuximide
UniChem Compound Search for chemical match using the InChIKey AJXPJJZHWIXJCJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey AJXPJJZHWIXJCJ-UHFFFAOYSA-N
Wikipedia Mesuximide

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MedChemExpress
Methsuximide (links to external site)
Cat. No. HY-B1376