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Literature summary for 3.1.26.13 extracted from
- Pharmacophore-based design of novel 3-hydroxypyrimidine-2,4-dione subtypes as inhibitors of HIV reverse transcriptase-associated RNase H tolerance of a nonflexible linker (2019), Eur. J. Med. Chem., 166, 390-399 .
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 1-hydroxy-4-[4-(quinolin-3-yl)anilino]pyrido[2,3-d]pyrimidin-2(1H)-one | - |
Human immunodeficiency virus 1 |  |
| 1-[([1,1'-biphenyl]-4-yl)methyl]-5-hydroxy-4-oxo-1,4-dihydropyridine-3-carboxylic acid | - |
Human immunodeficiency virus 1 | |
| 2-(3,5-dimethylphenyl)-2-(3-(ethoxymethyl)-1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)acetonitrile | - |
Human immunodeficiency virus 1 | |
| 2-([1,1'-biphenyl]-4-yl)-2-(3-(ethoxymethyl)-1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydro pyrimidin-4-yl)acetonitrile | - |
Human immunodeficiency virus 1 | |
| 2-[(3,4-dichlorophenyl)methyl]-5,6-dihydroxypyrimidine-4-carboxylic acid | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-(4'-(trifluoromethyl)-[1,10-biphenyl]-4-carbonyl)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-(4'-methoxy-[1,10-biphenyl]-4-carbonyl)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-(4-(trifluoromethyl)benzoyl)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-(4-methylbenzoyl)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 3-hydroxy-6-(40-methyl-[1,10-biphenyl]-4-carbonyl)pyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 4'-(1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbonyl)-[1,1'-biphenyl]-4-carbonitrile | - |
Human immunodeficiency virus 1 | |
| 4-[[4'-(aminomethyl)[1,1'-biphenyl]-4-yl]methyl]-1-hydroxy-1,8-naphthyridin-2(1H)-one | - |
Human immunodeficiency virus 1 | |
| 6-(3',4'-dimethoxy-[1,10-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-(3',5'-dimethyl-[1,10-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-(3,5-dimethylbenzoyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-(4'-chloro-3'-fluoro-[1,10-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-(4'-fluoro-3'-methyl-[1,10-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-(4'-fluoro-[1,1'-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-(4-fluorobenzoyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-([1,1'-biphenyl]-3-carbonyl)-1-(ethoxymethyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-([1,1'-biphenyl]-3-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-([1,1'-biphenyl]-4-carbonyl)-1-(ethoxymethyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-([1,1'-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-[([1,1'-biphenyl]-4-yl)amino]-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-[([1,1'-biphenyl]-4-yl)methyl]-2-hydroxyisoquinoline-1,3(2H,4H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-[([1,1'-biphenyl]-4-yl)methyl]-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-[([1,1'-biphenyl]-4-yl)oxy]-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| 6-[([1,1'-biphenyl]-4-yl)sulfanyl]-3-hydroxypyrimidine-2,4(1H,3H)-dione | - |
Human immunodeficiency virus 1 | |
| dolutegravir | - |
Human immunodeficiency virus 1 | |
| methyl 4'-(1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbonyl)-[1,10-biphenyl]-4-carboxylate | - |
Human immunodeficiency virus 1 | |
| methyl 4-(1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbonyl)benzoate | - |
Human immunodeficiency virus 1 | |
| additional information | pharmacophore-based design and sythesis of 3-hydroxypyrimidine-2,4-dione subtypes as inhibitors of HIV reverse transcriptase-associated RNase H, enzyme inhibition shows tolerance of a nonflexible linker, overview. 3-Hydroxypyrimidine-2,4-dione (HPD) subtypes with a nonflexible C-6 carbonyl linkage exhibit potent and selective biochemical inhibitory profiles with strong RNase H inhibition at low nM, weak to moderate integrase strand transfer (INST) inhibition at low micromolecular range, and no to marginal RT polymerase (pol) inhibition up to 0.010 mM. A few analogues also demonstrate significant antiviral activity without cytotoxicity. EC50 values of the compounds, overview | Human immunodeficiency virus 1 | |
| raltegravir | - |
Human immunodeficiency virus 1 | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Human immunodeficiency virus 1 | - |
HIV-1 | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| additional information | RNA/DNA duplex substrate HTS-1 (RNA 5'-gaucugagccugggagcu-3'-fluorescein annealed to DNA 3'-CTAGACTCGGACCCTCGA-5'-dabsyl) is a high sensitivity duplex assessing 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 |
|---|---|---|---|---|---|
| 0.000015 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | methyl 4'-(1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbonyl)-[1,10-biphenyl]-4-carboxylate | |
| 0.000017 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-([1,1'-biphenyl]-3-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000019 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-(4'-fluoro-3'-methyl-[1,10-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000021 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-(40-methyl-[1,10-biphenyl]-4-carbonyl)pyrimidine-2,4(1H,3H)-dione | |
| 0.000022 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-([1,1'-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000023 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-(4'-chloro-3'-fluoro-[1,10-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000024 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 4'-(1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbonyl)-[1,1'-biphenyl]-4-carbonitrile | |
| 0.000026 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-(4'-(trifluoromethyl)-[1,10-biphenyl]-4-carbonyl)pyrimidine-2,4(1H,3H)-dione | |
| 0.000027 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-(4'-fluoro-[1,1'-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000031 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | methyl 4-(1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carbonyl)benzoate | |
| 0.000063 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-(3',5'-dimethyl-[1,10-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000074 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-(3',4'-dimethoxy-[1,10-biphenyl]-4-carbonyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000081 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-(4-(trifluoromethyl)benzoyl)pyrimidine-2,4(1H,3H)-dione | |
| 0.000085 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-(4-fluorobenzoyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.00009 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-(3,5-dimethylbenzoyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.000093 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-(4-methylbenzoyl)pyrimidine-2,4(1H,3H)-dione | |
| 0.00042 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-([1,1'-biphenyl]-4-carbonyl)-1-(ethoxymethyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.00053 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 3-hydroxy-6-(4'-methoxy-[1,10-biphenyl]-4-carbonyl)pyrimidine-2,4(1H,3H)-dione | |
| 0.0007 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 1-hydroxy-4-[4-(quinolin-3-yl)anilino]pyrido[2,3-d]pyrimidin-2(1H)-one | |
| 0.00076 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 2-([1,1'-biphenyl]-4-yl)-2-(3-(ethoxymethyl)-1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydro pyrimidin-4-yl)acetonitrile | |
| 0.0011 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 6-([1,1'-biphenyl]-3-carbonyl)-1-(ethoxymethyl)-3-hydroxypyrimidine-2,4(1H,3H)-dione | |
| 0.0037 | - |
pH and temperature not specified in the publication | Human immunodeficiency virus 1 | 2-(3,5-dimethylphenyl)-2-(3-(ethoxymethyl)-1-hydroxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)acetonitrile | |
| 0.01 | - |
above, pH and temperature not specified in the publication | Human immunodeficiency virus 1 | raltegravir | |
| 0.01 | - |
above, pH and temperature not specified in the publication | Human immunodeficiency virus 1 | dolutegravir | |
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