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Literature summary for 3.4.23.16 extracted from
- Modification and biological evaluation of novel 4-hydroxy-pyrone derivatives as non-peptidic HIV-1 protease inhibitors (2011), Med. Chem. Res., 20, 200-209.
No PubMed abstract available
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 3-(2,5-diethoxyphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | most potent inhibitor | Human immunodeficiency virus 1 |  |
| 3-(2,5-diethoxyphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2,5-diethoxyphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2-chlorophenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2-chlorophenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2-chlorophenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(benzylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(benzylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(benzylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | - |
Human immunodeficiency virus 1 | |
| 3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| 5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenyl-3-(phenylthio)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| 5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenyl-3-(phenylthio)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| 5,6-dihydro-4-hydroxy-6-phenyl-3-(phenylthio)-6-((phenylthio)methyl)pyran-2-one | - |
Human immunodeficiency virus 1 | |
| indinavir | - |
Human immunodeficiency virus 1 | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| Gag polyprotein + H2O | Human immunodeficiency virus 1 | - |
? | - |
? | |
| Gag-Pol polyprotein + H2O | Human immunodeficiency virus 1 | - |
? | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Human immunodeficiency virus 1 | - |
- |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| Gag polyprotein + H2O | - |
Human immunodeficiency virus 1 | ? | - |
? | |
| Gag-Pol polyprotein + H2O | - |
Human immunodeficiency virus 1 | ? | - |
? | |
| Lys-Ala-Arg-Val-Leu-Phe(NO2)-Glu-Ala-Met + H2O | - |
Human immunodeficiency virus 1 | Lys-Ala-Arg-Val-Leu + Phe(NO2)-Glu-Ala-Met | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| HIV-1 PR | - |
Human immunodeficiency virus 1 |
| HIV-1 protease | - |
Human immunodeficiency virus 1 |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.0000035 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2,5-diethoxyphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.0000092 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2,5-diethoxyphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000022 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000024 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2,5-diethoxyphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | |
| 0.000032 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(benzylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | |
| 0.000059 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2-chlorophenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000061 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000064 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000065 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.00007 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2-chlorophenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | |
| 0.000073 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(benzylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000089 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2-chlorophenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.0001 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000126 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000126 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 5,6-dihydro-4-hydroxy-6-((naphthalen-2-yloxy)methyl)-6-phenyl-3-(phenylthio)pyran-2-one | |
| 0.000128 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(benzylthio)-5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenylpyran-2-one | |
| 0.000159 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 5,6-dihydro-4-hydroxy-6-((naphthalen-1-yloxy)methyl)-6-phenyl-3-(phenylthio)pyran-2-one | |
| 0.000196 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | |
| 0.000238 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(2-ethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | |
| 0.00024 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one | |
| 0.000258 | - |
in 0.1 M MES, 0.2 M NaCl, 5 mM EDTA, pH 5.5, temperature not specified in the publication | Human immunodeficiency virus 1 | 5,6-dihydro-4-hydroxy-6-phenyl-3-(phenylthio)-6-((phenylthio)methyl)pyran-2-one | |
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