phensuximide   Click here for help

GtoPdb Ligand ID: 7612

Synonyms: Lifene® | Milontin®
Compound class: Synthetic organic
Comment: Phensuximide is a racemic mixture of enantiomers; R-phensuximide and S-phensuximide. We show the non-stereo molecule to represent the mixture. One tautomer is also recognised, with PubChem CID 53881854

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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 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 189.08
XLogP 0.66
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)c1ccccc1
Isomeric SMILES CN1C(=O)CC(C1=O)c1ccccc1
InChI InChI=1S/C11H11NO2/c1-12-10(13)7-9(11(12)14)8-5-3-2-4-6-8/h2-6,9H,7H2,1H3
InChI Key WLWFNJKHKGIJNW-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
IUPAC Name Click here for help
1-methyl-3-phenylpyrrolidine-2,5-dione
International Nonproprietary Names Click here for help
INN number INN
513 phensuximide
Synonyms Click here for help
Lifene® | Milontin®
Database Links Click here for help
CAS Registry No. 86-34-0
ChEMBL Ligand CHEMBL797
DrugBank Ligand DB00832
DrugCentral Ligand 2139
GtoPdb PubChem SID 223365947
PubChem CID 6839
Search Google for chemical match using the InChIKey WLWFNJKHKGIJNW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WLWFNJKHKGIJNW
Search PubMed clinical trials phensuximide
Search PubMed titles phensuximide
Search PubMed titles/abstracts phensuximide
UniChem Compound Search for chemical match using the InChIKey WLWFNJKHKGIJNW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WLWFNJKHKGIJNW-UHFFFAOYSA-N
Wikipedia Phensuximide

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MedChemExpress
Phensuximide (links to external site)
Cat. No. HY-B1730