ArticleChemical science2026
Modular assembly and property profiling of an expansive, shape-defined library of pentacyclic saturated N-heterocycles.
Article in Chemical science, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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13 authors.
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Abstract
Small-molecule drug discovery is increasingly applied to targets historically classified as "undruggable", such as non-coding RNAs and biomolecular interactions. These complex interfaces demand ligands with greater three-dimensional complexity and preferred physicochemical profiles that are deficient in typical small molecule chemical libraries housed in large pharmaceutical companies or commercial suppliers. Inspired by the need for novel libraries that might hypothetically address these target classes, we report the design, iterative synthesis, and comprehensive property profiling of a novel chemical library of shape-defined, morpholine-containing pentacycles. Utilizing iterative Stannyl Amine Protocol (iSnAP) reagents, we divergently assembled rigid, 3D-diverse scaffolds that exhibit a chameleonic basic character at physiological pH, elegantly balancing aqueous solubility with membrane permeability. Computational analysis of the 2400-member virtual library confirmed that it occupies a distinct, three-dimensional chemical space. Furthermore, high-throughput experimental profiling of the synthesized compounds revealed promising drug-like properties, including broad aqueous solubility, metabolic stability, low cytochrome P450 inhibition, and tunable membrane permeability. Although no bioactivity has yet been discovered from this library, the compounds offer a robust chemical foundation for future evaluations in ligand screenings targeting emerging therapeutic modalities.
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