LECIMIBIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C34H40F2N4OS
Molecular Weight	590.769
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCN(CCCCCSC1=NC(=C(N1)C2=CC=CC=C2)C3=CC=CC=C3)C(=O)NC4=C(F)C=C(F)C=C4

InChI

InChIKey=TVXOXGBTADZYCZ-UHFFFAOYSA-N

InChI=1S/C34H40F2N4OS/c1-2-3-4-5-13-22-40(34(41)37-30-21-20-28(35)25-29(30)36)23-14-8-15-24-42-33-38-31(26-16-9-6-10-17-26)32(39-33)27-18-11-7-12-19-27/h6-7,9-12,16-21,25H,2-5,8,13-15,22-24H2,1H3,(H,37,41)(H,38,39)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7932580 | https://www.genome.jp/dbget-bin/www_bget?dr:D03735 | https://www.ncbi.nlm.nih.gov/pubmed/8033496

LECIMIBIDE is an intestinally active acyl-CoA:cholesterol acyltransferase inhibitor. It was under development as an antihyperlipidemic drug. However, information about the current status of this compound is not available.

Originator

Approval Year

PubMed

Title	Date	PubMed
Effect of the acyl-CoA:cholesterol acyltransferase inhibitor DuP 128 on cholesterol absorption and serum cholesterol in humans.	1994 Jul	8033496
Acyl CoA:cholesterol acyltransferase (ACAT) inhibitors: synthesis and structure-activity relationship studies of a new series of trisubstituted imidazoles.	1994 Oct 14	7932580
Molecular cloning and characterization of two isoforms of Saccharomyces cerevisiae acyl-CoA:sterol acyltransferase.	1996 Sep 27	8798656
Inhibition of cholesterol esterification by DuP 128 decreases hepatic apolipoprotein B secretion in vivo: effect of dietary fat and cholesterol.	1998 Jul 31	9714740

Sample Use Guides

In Vitro Use Guide

Lecimibide is a potent acyl-CoA:cholesterol acyltransferase inhibitor with an IC50 = 10 nM (in rat hepatic microsomes).

Name

Type

Language

LECIMIBIDE

Official Name

English

UREA, N'-(2,4-DIFLUOROPHENYL)-N-(5-((4,5-DIPHENYL-1H-IMIDAZOL-2-YL)THIO)PENTYL)-N-HEPTYL-

Systematic Name

English

LECIMIBIDE [USAN]

Common Name

English

DUP 128

Code

English

Lecimibide [WHO-DD]

Common Name

English

3-(2,4-Difluorophenyl)-1-[5-[(4,5-diphenylimidazol-2-yl)thio]pentyl]-1-heptylurea

Systematic Name

English

DUP-128

Code

English

lecimibide [INN]

Common Name

English

Code System Code Type Description

USAN

EE-8