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Literature summary for 3.1.26.13 extracted from
- 6-Arylthio-3-hydroxypyrimidine-2,4-diones potently inhibited HIV reverse transcriptase-associated RNase H with antiviral activity (2018), Eur. J. Med. Chem., 156, 652-665 .
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 3-hydroxy-6-((2-(trifluoromethyl)phenyl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 |  |
| 3-hydroxy-6-((2-methoxyphenyl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((3'-(trifluoromethyl)-[1,1'-biphenyl]-3-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((3'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((3'-methoxy-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((3-(trifluoromethyl)phenyl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((3-methoxyphenyl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4'-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4'-(trifluoromethyl)-[1,1'-biphenyl]-3-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4'-hydroxy-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4'-methoxy-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4-(trifluoromethyl)phenyl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4-hydroxyphenyl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4-methoxyphenyl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((4-nitrophenyl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-((40-methyl-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-(naphthalen-1-ylthio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-(p-tolylthio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-(phenylthio)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 5-bromo-6-((4-bromophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((2-bromophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((2-ethylphenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((2-fluorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3',4'-dimethoxy-[1,10-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3',5'-dimethoxy-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3'-chloro-4'-fluoro-[1,1'-biphenyl]-3-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3'-fluoro-4'-methoxy-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3'-fluoro-[1,1'-biphenyl]-3-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3'-fluoro-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3-bromophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3-chlorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((3-fluorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4'-chloro-[1,1'-biphenyl]-3-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4'-chloro-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4'-fluoro-3'-methyl-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4'-fluoro-[1,1'-biphenyl]-2-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4'-fluoro-[1,1'-biphenyl]-3-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4'-fluoro-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4-bromophenyl)thio)-3-hydroxy-5-iodopyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4-bromophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4-chlorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4-ethylphenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-((4-fluorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-([1,1'-biphenyl]-4-ylthio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| additional information | major chemotypes reported as HIV RNase H active site inhibitors, overview. Design, synthesis, biochemical and antiviral evaluations of a 6-arylthio subtype of the 3-hydroxypyrimidine-2,4-dione (HPD) chemotype as inhibitors of the enzyme. The analogues inhibit RT RNase H in single-digit nanomolar range without inhibiting RT polymerase (pol) at concentrations up to 0.01 mM showing high inhibitory selectivity. Many of the analogues also inhibit integrase strand transfer (INST) activity in low to sub micromolar range. Most analogues inhibit HIV progression in low micromolar range without cytotoxicity. Molecular docking and modelling | Human immunodeficiency virus 1 |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Human immunodeficiency virus 1 | - |
HIV | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| additional information | RNA/DNA duplex substrate HTS-1 (RNA 5'-gaucugagccuggagcu-3'-fluorescein annealed to DNA 3'-CTAGACTCGGACCCTCGA-5'-dabsyl) is a high sensitivity duplex that assesses non-specific internal cleavage | Human immunodeficiency virus 1 | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| HIV reverse transcriptase-associated RNase H | - |
Human immunodeficiency virus 1 |
| HIV RNase H | - |
Human immunodeficiency virus 1 |
| HIV RT-associated RNase H | - |
Human immunodeficiency virus 1 |
| human immunodeficiency virus reverse transcriptase-associated RNase H | - |
Human immunodeficiency virus 1 |
| human immunodeficiency virus RT-associated RNase H | - |
Human immunodeficiency virus 1 |
| RT RNase H | - |
Human immunodeficiency virus 1 |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.000004 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4'-hydroxy-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000004 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3',4'-dimethoxy-[1,10-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000004 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3'-fluoro-4'-methoxy-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000005 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((3'-methoxy-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000005 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3'-chloro-4'-fluoro-[1,1'-biphenyl]-3-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000005 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3'-fluoro-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000005 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4'-chloro-[1,1'-biphenyl]-3-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000005 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4'-fluoro-[1,1'-biphenyl]-3-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000005 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4'-fluoro-3'-methyl-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000006 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4'-methoxy-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000006 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((40-methyl-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000006 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3',5'-dimethoxy-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000006 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3'-fluoro-[1,1'-biphenyl]-3-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000006 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4'-fluoro-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000007 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((3'-(trifluoromethyl)-[1,1'-biphenyl]-3-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000007 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4'-(trifluoromethyl)-[1,1'-biphenyl]-3-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000007 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-(naphthalen-1-ylthio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000007 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4'-chloro-[1,1'-biphenyl]-4-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000008 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((3'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000008 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((2-bromophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.00001 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((2-ethylphenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.00001 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4-bromophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.00001 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4-ethylphenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000011 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4-hydroxyphenyl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000011 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3-bromophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000011 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3-chlorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000012 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((2-(trifluoromethyl)phenyl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000012 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4-methoxyphenyl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000012 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4-nitrophenyl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000012 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4'-fluoro-[1,1'-biphenyl]-2-yl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000012 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4-chlorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000013 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((3-(trifluoromethyl)phenyl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000013 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((3-methoxyphenyl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000013 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4'-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000014 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((3-fluorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000015 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((2-fluorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000016 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-(phenylthio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000017 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((2-methoxyphenyl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000031 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4-(trifluoromethyl)phenyl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000033 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-(p-tolylthio)pyrimidine-2,4(1H,3H)-dione | |
| 0.000037 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4-fluorophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000039 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-((4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)thio)pyrimidine-2,4(1H,3H)-dione | |
| 0.00007 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 5-bromo-6-((4-bromophenyl)thio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.00009 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-([1,1'-biphenyl]-4-ylthio)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.00012 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-((4-bromophenyl)thio)-3-hydroxy-5-iodopyrimidine-2,4(1H,3H)-dione | |
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