VELNEPERIT

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H24F3N3O3S
Molecular Weight	407.451
Optical Activity	NONE
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C)S(=O)(=O)N[C@H]1CC[C@@H](CC1)C(=O)NC2=NC=C(C=C2)C(F)(F)F

InChI

InChIKey=WGEWUYACXPEFPO-AULYBMBSSA-N

InChI=1S/C17H24F3N3O3S/c1-16(2,3)27(25,26)23-13-7-4-11(5-8-13)15(24)22-14-9-6-12(10-21-14)17(18,19)20/h6,9-11,13,23H,4-5,7-8H2,1-3H3,(H,21,22,24)/t11-,13-

HIDE SMILES / InChI

Description
Sources: https://adisinsight.springer.com/drugs/800019526 | http://www.shionogi.co.jp/en/company/news/2009/pmrltj00000018xd-att/e_090217-2.pdf

Velneperit, also known as S-2367, is a once-daily, oral, centrally acting, small molecule neuropeptide Y (NPY) Y5 receptor antagonist that was discovered by Shionogi Research Laboratories. It was developed for the oral treatment of obesity. Velneperit was in phase II trials, however, development was discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Neuropeptide Y receptor type 5 5 Target ID: Q15761 Gene ID: 4889.0 Gene Symbol: NPY5R Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/29801968	Antagonist 2778		5.3 nM [Ki]

PubMed

Title	Date	PubMed
New and emerging drug molecules against obesity.	2014 Jan	24064009
Current Drug Targets in Obesity Pharmacotherapy - A Review.	2017	28245771
Future Pharmacotherapy for Obesity: New Anti-obesity Drugs on the Horizon.	2018 Jun	29504049

Sample Use Guides

In Vivo Use Guide

Obesity: tablet, 4 x 400 mg, taken once daily with morning meal, 54-weeks

Route of Administration: Oral

In Vitro Use Guide

Velneperit (S-2367) completely displaced the binding of [125I]PYY to membrane homogenates of CHO-K1 cells expressing mouse NPY Y5 receptor, with Ki value of 5.3 ± 0.4 nM. The antagonistic effect of S-2367 for the NPY Y5 receptor was determined using CHO-K1 cells expressing mouse NPY Y5 receptor in a cAMP assay. S-2367 inhibited NPY-mediated decrease in forskolin-induced cAMP formation in a concentration-dependent manner. The IC50 value of S-2367 was 169 ± 29 nM.

Name

Type

Language

VELNEPERIT

Official Name

English

Velneperit [WHO-DD]

Common Name

English

S-2367

Code

English

VELNEPERIT [USAN]

Common Name

English

velneperit [INN]

Common Name

English

CYCLOHEXANECARBOXAMIDE, 4-(((1,1-DIMETHYLETHYL)SULFONYL)AMINO)-N-(5-(TRIFLUOROMETHYL)- 2-PYRIDINYL)-, TRANS-

Common Name

English

TRANS-4-(((1,1-DIMETHYLETHYL)SULFONYL)AMINO)-N-(5-(TRIFLUOROMETHYL)PYRIDIN-2- YL)CYCLOHEXANECARBOXAMIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29728