Details
Stereochemistry | ACHIRAL |
Molecular Formula | C13H13BrN4S |
Molecular Weight | 337.238 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
BrC1=CN=C(NC(=S)NCCC2=CC=CC=N2)C=C1
InChI
InChIKey=HOCFDYZWQYGULA-UHFFFAOYSA-N
InChI=1S/C13H13BrN4S/c14-10-4-5-12(17-9-10)18-13(19)16-8-6-11-3-1-2-7-15-11/h1-5,7,9H,6,8H2,(H2,16,17,18,19)
Molecular Formula | C13H13BrN4S |
Molecular Weight | 337.238 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Trovirdine [LY 300046, LY 300082, PETT 1] is a NNRT inhibitor of HIV-1 RT, which progressed through Phase II trials for the treatment of HIV infection. Trovirdine inhibits HIV-1 RT with an IC50 of 7 nM. Cell culture experiments demonstrated that LY300046 was a potent inhibitor of the replication of HIV-1 in human T-cell lines and human PBL, including spread of the virus from infected to uninfected T cells. It was potent against patient isolates as well as laboratory isolates of HIV-1 but was not active against HIV-2 or simian immunodeficiency virus.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7574525
Curator's Comment: Concentrations of LY300046 in the brain were similar to those in plasma at all of the time points examined, indicating that LY300046 readily crosses the blood-brain barrier in rats.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2366516 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8669892 |
7.0 nM [IC50] |
PubMed
Title | Date | PubMed |
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Inhibition of human immunodeficiency virus type 1 wild-type and mutant reverse transcriptases by the phenyl ethyl thiazolyl thiourea derivatives trovirdine and MSC-127. | 1995 Dec |
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Phenethylthiazolethiourea (PETT) compounds, a new class of HIV-1 reverse transcriptase inhibitors. 1. Synthesis and basic structure-activity relationship studies of PETT analogs. | 1995 Dec 8 |
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Phenethylthiazolylthiourea (PETT) compounds as a new class of HIV-1 reverse transcriptase inhibitors. 2. Synthesis and further structure-activity relationship studies of PETT analogs. | 1996 Oct 11 |
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Synthesis and anti-HIV activities of urea-PETT analogs belonging to a new class of potent non-nucleoside HIV-1 reverse transcriptase inhibitors. | 1998 Jun 16 |
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Design, synthesis, SAR, and molecular modeling studies of acylthiocarbamates: a novel series of potent non-nucleoside HIV-1 reverse transcriptase inhibitors structurally related to phenethylthiazolylthiourea derivatives. | 2003 Feb 27 |
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PHI-443: a novel noncontraceptive broad-spectrum anti-human immunodeficiency virus microbicide. | 2004 Dec |
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Effect of stereo and regiochemistry towards wild and multidrug resistant HIV-1 virus: viral potency of chiral PETT derivatives. | 2004 May 15 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7574525
Rats were administered a single 20-mg/kg oral dose of Trovirdine [LY 300046].
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8669892
Trovirdine inhibits HIV-1 RT with an IC50 of 7 nM when employing heteropolymeric primer/template (oligo-DNA/ribosomal RNA)and dGTP as substrate.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:09:57 GMT 2023
by
admin
on
Fri Dec 15 16:09:57 GMT 2023
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Record UNII |
ZE3K6J8614
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Record Status |
Validated (UNII)
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Record Version |
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C97453
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C76931
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SUB11351MIG
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Related Record | Type | Details | ||
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TARGET ORGANISM->INHIBITOR |
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SALT/SOLVATE -> PARENT |
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TARGET -> INHIBITOR |
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ACTIVE MOIETY |
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