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nivasorexant   Click here for help

GtoPdb Ligand ID: 12719

Synonyms: ACT-539313 | ACT539313
Compound class: Synthetic organic
Comment: Nivasorexant an orally active, selective and reversible orexin OX1 receptor antagonist (1-SORA). The chemical structure for nivasorexant matches that for Idorsia Pharmaceuticals' former clinical lead ACT-539313 [1]. ACT-539313's discovery was disclosed in February 2024 [2].

nivasorexant 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 9
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 85.46
Molecular weight 429.48
XLogP 3.01
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 CC1=CC=C(C(=C1)N2N=CC=N2)C(=O)N3CCOC[C@H]3CC4=CC=CC(=C4)N5N=CC=N5
Isomeric SMILES CC1=CC(=C(C=C1)C(=O)N2CCOC[C@H]2CC3=CC(=CC=C3)N4N=CC=N4)N5N=CC=N5
InChI InChI=1S/C23H23N7O2/c1-17-5-6-21(22(13-17)30-26-9-10-27-30)23(31)28-11-12-32-16-20(28)15-18-3-2-4-19(14-18)29-24-7-8-25-29/h2-10,13-14,20H,11-12,15-16H2,1H3/t20-/m1/s1
InChI Key GKPHAIOJCHBZCT-HXUWFJFHSA-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
[4-methyl-2-(triazol-2-yl)phenyl]-[(3R)-3-[[3-(triazol-2-yl)phenyl]methyl]morpholin-4-yl]methanone
International Nonproprietary Names Click here for help
INN number INN
12194 nivasorexant
Synonyms Click here for help
ACT-539313 | ACT539313
Database Links Click here for help
BindingDB Ligand 183990
CAS Registry No. 1435480-40-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL3892369
GtoPdb PubChem SID 483123267
PubChem CID 71566267
Search Google for chemical match using the InChIKey GKPHAIOJCHBZCT-HXUWFJFHSA-N
Search Google for chemicals with the same backbone GKPHAIOJCHBZCT
Search PubMed clinical trials nivasorexant
Search PubMed titles nivasorexant
Search PubMed titles/abstracts nivasorexant
UniChem Compound Search for chemical match using the InChIKey GKPHAIOJCHBZCT-HXUWFJFHSA-N
UniChem Connectivity Search for chemical match using the InChIKey GKPHAIOJCHBZCT-HXUWFJFHSA-N

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MedChemExpress
Nivasorexant (links to external site)
Cat. No. HY-147294