usmarapride   Click here for help

GtoPdb Ligand ID: 12749

Synonyms: SUVN-D4010 | SUVND4010
Compound class: Synthetic organic
Comment: Usmarapride (SUVN-D4010) is a 5-HT4 receptor partial agonist [1]. It was developed for potential to alleviate cognitive impairment associated with Alzheimer's disease.

usmarapride 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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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 7
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 62.02
Molecular weight 383.49
XLogP 3.33
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 CC(C)N1C2=C(C=CC=C2)C(=N1)C3=NN=C(C4CCN(CCCOC)CC4)O3
Isomeric SMILES CC(N1C2=CC=CC=C2C(C3=NN=C(C4CCN(CCCOC)CC4)O3)=N1)C
InChI InChI=1S/C21H29N5O2/c1-15(2)26-18-8-5-4-7-17(18)19(24-26)21-23-22-20(28-21)16-9-12-25(13-10-16)11-6-14-27-3/h4-5,7-8,15-16H,6,9-14H2,1-3H3
InChI Key DWTFBJGTRBMHPG-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
2-[1-(3-methoxypropyl)piperidin-4-yl]-5-(1-propan-2-ylindazol-3-yl)-1,3,4-oxadiazole
International Nonproprietary Names Click here for help
INN number INN
11577 usmarapride
Synonyms Click here for help
SUVN-D4010 | SUVND4010
Database Links Click here for help
BindingDB Ligand 325561
CAS Registry No. 1428862-32-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL4297327
GtoPdb PubChem SID 483123297
PubChem CID 71508291
Search Google for chemical match using the InChIKey DWTFBJGTRBMHPG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DWTFBJGTRBMHPG
Search PubMed clinical trials usmarapride
Search PubMed titles usmarapride
Search PubMed titles/abstracts usmarapride
UniChem Compound Search for chemical match using the InChIKey DWTFBJGTRBMHPG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DWTFBJGTRBMHPG-UHFFFAOYSA-N

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MedChemExpress
Usmarapride free base (links to external site)
Cat. No. HY-116565A