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mesdopetam   Click here for help

GtoPdb Ligand ID: 10811

Synonyms: IRL790
Compound class: Synthetic organic
Comment: Mesdopetam (IRL790) is an experimental small molecule compound with psychomotor stabilizing properties. The primary target is the dopamine D3 receptor, a target implicated in the generation of levodopa-induced dyskinesia, a side-effect frequently occurring with long-term levodopa treatment in patients with Parkinson's disease.
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 1
Rotatable bonds 7
Topological polar surface area 63.78
Molecular weight 275.1
XLogP 2.01
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 CCCNCCOc1cc(F)cc(c1)S(=O)(=O)C
Isomeric SMILES CCCNCCOc1cc(F)cc(c1)S(=O)(=O)C
InChI InChI=1S/C12H18FNO3S/c1-3-4-14-5-6-17-11-7-10(13)8-12(9-11)18(2,15)16/h7-9,14H,3-6H2,1-2H3
InChI Key OSBPYFBXSLJHCR-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
N-[2-(3-fluoro-5-methylsulfonylphenoxy)ethyl]propan-1-amine
International Nonproprietary Names Click here for help
INN number INN
11066 mesdopetam
Synonyms Click here for help
IRL790
Database Links Click here for help
CAS Registry No. 1403894-72-3
GtoPdb PubChem SID 405560252
PubChem CID 70980485
Search Google for chemical match using the InChIKey OSBPYFBXSLJHCR-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OSBPYFBXSLJHCR
Search PubMed clinical trials mesdopetam
Search PubMed titles mesdopetam
Search PubMed titles/abstracts mesdopetam
UniChem Compound Search for chemical match using the InChIKey OSBPYFBXSLJHCR-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OSBPYFBXSLJHCR-UHFFFAOYSA-N