PSN-375,963

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H23N3O
Molecular Weight	285.384
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC1CCC(CC1)C2=NC(=NO2)C3=CC=NC=C3

InChI

InChIKey=OAVLEYPTWABFLF-UHFFFAOYSA-N

InChI=1S/C17H23N3O/c1-2-3-4-13-5-7-15(8-6-13)17-19-16(20-21-17)14-9-11-18-12-10-14/h9-13,15H,2-8H2,1H3

HIDE SMILES / InChI

Molecular Formula	C17H23N3O
Molecular Weight	285.384
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16517404
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24323890

PSN375963 is agonist of GPR119 receptor. Treatment of mice islet cells with PSN375963 stimulated insuline resistance.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glucose-dependent insulinotropic receptor 13 Target ID: Q8TDV5 Gene ID: 139760.0 Gene Symbol: GPR119 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/16517404	Agonist 2752		8.4 µM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Activation of GPR119 by fatty acid agonists augments insulin release from clonal β-cells and isolated pancreatic islets and improves glucose tolerance in mice.	2014-04	24323890
Deorphanization of a G protein-coupled receptor for oleoylethanolamide and its use in the discovery of small-molecule hypophagic agents.	2006-03	16517404

Patents

Sample Use Guides

In Vivo Use Guide

In the model of insuline resistance, PSN375963 was administered to mice by intraperitoneal injection in combination with glucose. Dose of 0.1 umol/l/kg did not lead to statistically significant difference in AUC of plasma insulin.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Activity of PSN375963 towards GPR119 was measured in yeast fluorimetric assay and by increase of intracellular cAMP in HEK-OSGPR116 cells expressing GPR119. PSN375963 stimulates GPR119 with EC50 of 8.4 uM.

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:53:09 GMT 2025` Edited by `admin` on `Wed Apr 02 09:53:09 GMT 2025`
Record UNII	C9M28M425E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PSN375963

Preferred Name

English

PSN-375,963

Code

English

4-[5-(4-Butylcyclohexyl)-1,2,4-oxadiazol-3-yl]pyridine

Systematic Name

English

Pyridine, 4-[5-(4-butylcyclohexyl)-1,2,4-oxadiazol-3-yl]-

Systematic Name

English

Code System Code Type Description

FDA UNII

C9M28M425E