IQP-0528

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H24N2O3
Molecular Weight	340.4162
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)C1=C(N(CC2CC2)C(=O)NC1=O)C(=O)C3=CC(C)=CC(C)=C3

InChI

InChIKey=UCOAKFIVSAVHLC-UHFFFAOYSA-N

InChI=1S/C20H24N2O3/c1-11(2)16-17(18(23)15-8-12(3)7-13(4)9-15)22(10-14-5-6-14)20(25)21-19(16)24/h7-9,11,14H,5-6,10H2,1-4H3,(H,21,24,25)

HIDE SMILES / InChI

Molecular Formula	C20H24N2O3
Molecular Weight	340.4162
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/21245437 | https://www.ncbi.nlm.nih.gov/pubmed/11158731 | https://clinicaltrials.gov/ct2/show/NCT03082690

IQP-0528 is an antiretroviral pyrimidinedione derivative with activity against human immunodeficiency virus (HIV) in the nanomolar range. It is a non-nucleoside reverse transcriptase inhibitor that also inhibits HIV entry through an unknown mechanism thought to target a conformational epitope formed prior to the fusion of the viral envelope with the host cellular membrane. IQP-0528 is under clinical development for HIV prevention.

Originator

Approval Year

PubMed

Title	Date	PubMed
The structure-activity relationships of 2,4(1H,3H)-pyrimidinedione derivatives as potent HIV type 1 and type 2 inhibitors.	2007	18046959
Antiviral interactions of combinations of highly potent 2,4(1H,3H)-pyrimidinedione congeners and other anti-HIV agents.	2011 Dec	22036651
Development of dual-acting pyrimidinediones as novel and highly potent topical anti-HIV microbicides.	2011 Nov	21896906

Patents

Sample Use Guides

In Vitro Use Guide

IQP-0528 (SJ-3366) exhibited a Ki value of 3.2 nM, with a mixed mechanism of inhibition against human immunodeficiency virus type 1 (HIV-1) reverse transcriptase, but it did not inhibit HIV-2 reverse transcriptase. SJ-3366 also inhibited the entry of both HIV-1 and HIV-2 into target cells.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:02:45 GMT 2023` Edited by `admin` on `Sat Dec 16 08:02:45 GMT 2023`
Record UNII	1Y42TZL33O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IQP-0528

Common Name

English

IQP-528

Code

English

2,4(1H,3H)-PYRIMIDINEDIONE, 1-(CYCLOPROPYLMETHYL)-6-(3,5-DIMETHYLBENZOYL)-5-(1-METHYLETHYL)-

Systematic Name

English

Code System Code Type Description

CAS

1367755-87-0