0000000001035078

AUTHOR

Max Rieger

showing 10 related works from this author

Protocol for rational design of covalently interacting inhibitors.

2014

The inhibition potencies of covalent inhibitors mainly result from the formation of a covalent bond to the enzyme during the inhibition mechanism. This class of inhibitors has essentially been ignored in previous target-directed drug discovery projects because of concerns about possible side effects. However, their advantages, such as higher binding energies and longer drug-target residence times moved them into the focus of recent investigations. While the rational design of non-covalent inhibitors became standard the corresponding design of covalent inhibitors is still in its early stages. Potent covalent inhibitors can be retrieved from large compound libraries by covalent docking approa…

Drug discoveryChemistryRational designHybrid approachCombinatorial chemistryAtomic and Molecular Physics and OpticsEnzymesQM/MMMolecular Docking SimulationNitrophenolsHIV ProteaseDocking (molecular)Covalent bondCatalytic DomainDrug DesignEpoxy CompoundsHumansQuantum TheoryPhysical and Theoretical ChemistryBinding siteEnzyme InhibitorsChemphyschem : a European journal of chemical physics and physical chemistry
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Vinyl sulfone building blocks in covalently reversible reactions with thiols

2015

In the present study we use quantum-chemical calculations to investigate how the reactivity of vinyl sulfone-based compounds can be modified from an irreversible to a reversible reaction with thiols. Based on the predictions from theory, an array of nine different vinyl sulfones with systematically varying substitution pattern was synthesized and their crystal structures were determined. Subsequent Hirshfeld surface analyses employing the principle of electrostatic complementarity aid the understanding of the crystal packing of the synthesized compounds. Reactivity studies against the nucleophile 2-phenylethanethiol mirror the properties predicted by the quantum-chemical computations in sol…

010405 organic chemistryChemistrytechnology industry and agricultureGeneral ChemistryCrystal structureVinyl sulfone010402 general chemistry01 natural sciencesCombinatorial chemistryCatalysisReversible reaction0104 chemical sciencesCrystalNucleophileCovalent bondPolymer chemistryMaterials ChemistryReactivity (chemistry)New Journal of Chemistry
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CCDC 897063: Experimental Crystal Structure Determination

2015

Related Article: Thomas H. Schneider, Max Rieger, Kay Ansorg, Alexandre N. Sobolev, Tanja Schirmeister, Bernd Engels, Simon Grabowsky|2015|New J.Chem.|39|5841|doi:10.1039/C5NJ00368G

Space GroupCrystallography3-anilino-3-(methylsulfanyl)-2-(phenylsulfonyl)acrylonitrileCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 897056: Experimental Crystal Structure Determination

2015

Related Article: Thomas H. Schneider, Max Rieger, Kay Ansorg, Alexandre N. Sobolev, Tanja Schirmeister, Bernd Engels, Simon Grabowsky|2015|New J.Chem.|39|5841|doi:10.1039/C5NJ00368G

Space GroupCrystallographyCrystal System3-(ethylamino)-3-(methylsulfanyl)-2-(phenylsulfonyl)acrylonitrileCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 897057: Experimental Crystal Structure Determination

2015

Related Article: Thomas H. Schneider, Max Rieger, Kay Ansorg, Alexandre N. Sobolev, Tanja Schirmeister, Bernd Engels, Simon Grabowsky|2015|New J.Chem.|39|5841|doi:10.1039/C5NJ00368G

3-((4-methylphenyl)amino)-3-(methylsulfanyl)-2-(phenylsulfonyl)acrylonitrileSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 897062: Experimental Crystal Structure Determination

2015

Related Article: Thomas H. Schneider, Max Rieger, Kay Ansorg, Alexandre N. Sobolev, Tanja Schirmeister, Bernd Engels, Simon Grabowsky|2015|New J.Chem.|39|5841|doi:10.1039/C5NJ00368G

3-((4-iodophenyl)amino)-3-(methylsulfanyl)-2-(phenylsulfonyl)acrylonitrileSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 897061: Experimental Crystal Structure Determination

2015

Related Article: Thomas H. Schneider, Max Rieger, Kay Ansorg, Alexandre N. Sobolev, Tanja Schirmeister, Bernd Engels, Simon Grabowsky|2015|New J.Chem.|39|5841|doi:10.1039/C5NJ00368G

Space GroupCrystallographyCrystal SystemCrystal Structure3-((4-methoxyphenyl)amino)-3-(methylsulfanyl)-2-(phenylsulfonyl)acrylonitrileCell ParametersExperimental 3D Coordinates
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CCDC 897060: Experimental Crystal Structure Determination

2015

Related Article: Thomas H. Schneider, Max Rieger, Kay Ansorg, Alexandre N. Sobolev, Tanja Schirmeister, Bernd Engels, Simon Grabowsky|2015|New J.Chem.|39|5841|doi:10.1039/C5NJ00368G

Space GroupCrystallography3-(methylsulfanyl)-3-((4-nitrophenyl)amino)-2-(phenylsulfonyl)acrylonitrile hydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 897059: Experimental Crystal Structure Determination

2015

Related Article: Thomas H. Schneider, Max Rieger, Kay Ansorg, Alexandre N. Sobolev, Tanja Schirmeister, Bernd Engels, Simon Grabowsky|2015|New J.Chem.|39|5841|doi:10.1039/C5NJ00368G

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters3-((4-fluorophenyl)amino)-3-(methylsulfanyl)-2-(phenylsulfonyl)acrylonitrileExperimental 3D Coordinates
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CCDC 897058: Experimental Crystal Structure Determination

2015

Related Article: Thomas H. Schneider, Max Rieger, Kay Ansorg, Alexandre N. Sobolev, Tanja Schirmeister, Bernd Engels, Simon Grabowsky|2015|New J.Chem.|39|5841|doi:10.1039/C5NJ00368G

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters3-(benzylamino)-3-(methylsulfanyl)-2-(phenylsulfonyl)acrylonitrileExperimental 3D Coordinates
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