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
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)
| 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 |
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 |
|---|---|---|
| Antiviral interactions of combinations of highly potent 2,4(1H,3H)-pyrimidinedione congeners and other anti-HIV agents. | 2011-12 |
|
| Development of dual-acting pyrimidinediones as novel and highly potent topical anti-HIV microbicides. | 2011-11 |
|
| Vaginal microbicide gel for delivery of IQP-0528, a pyrimidinedione analog with a dual mechanism of action against HIV-1. | 2011-04 |
|
| Comparative evaluation of the inhibitory activities of a series of pyrimidinedione congeners that inhibit human immunodeficiency virus types 1 and 2. | 2008-01 |
|
| The structure-activity relationships of 2,4(1H,3H)-pyrimidinedione derivatives as potent HIV type 1 and type 2 inhibitors. | 2007 |
|
| SJ-3366, a unique and highly potent nonnucleoside reverse transcriptase inhibitor of human immunodeficiency virus type 1 (HIV-1) that also inhibits HIV-2. | 2001-02 |
Patents
Sample Use Guides
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
Edited
Mon Mar 31 21:50:48 GMT 2025
by
admin
on
Mon Mar 31 21:50:48 GMT 2025
|
| Record UNII |
1Y42TZL33O
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
1367755-87-0
Created by
admin on Mon Mar 31 21:50:48 GMT 2025 , Edited by admin on Mon Mar 31 21:50:48 GMT 2025
|
SUPERSEDED | |||
|
1Y42TZL33O
Created by
admin on Mon Mar 31 21:50:48 GMT 2025 , Edited by admin on Mon Mar 31 21:50:48 GMT 2025
|
PRIMARY | |||
|
483499
Created by
admin on Mon Mar 31 21:50:48 GMT 2025 , Edited by admin on Mon Mar 31 21:50:48 GMT 2025
|
PRIMARY | |||
|
DB14888
Created by
admin on Mon Mar 31 21:50:48 GMT 2025 , Edited by admin on Mon Mar 31 21:50:48 GMT 2025
|
PRIMARY | |||
|
301297-45-0
Created by
admin on Mon Mar 31 21:50:48 GMT 2025 , Edited by admin on Mon Mar 31 21:50:48 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
TARGET ORGANISM->INHIBITOR |
EC50
|
||
|
TARGET -> INHIBITOR |
|
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |
|
