Fig. 8: Accessing 3D chemical space through aza-Paternò-Büchi reactions. | Nature Communications

Fig. 8: Accessing 3D chemical space through aza-Paternò-Büchi reactions.

From: Accessing ladder-shape azetidine-fused indoline pentacycles through intermolecular regiodivergent aza-Paternò–Büchi reactions

Fig. 8

a Normalized PMI analysis of 8532 chemical entities from the DrugBank plotted within a triangular array with vertices corresponding to idealized 1D, 2D, and 3D structures. The degree of 3-dimensionality is described by 3D score defined as the sum of normalized PMI values (I1/I3 + I2/I3). 79.4% of assessed DrugBank entries are distributed within region I (3D score <1.2). Of 16 representative products obtained in this study, 9 compounds occupy the previously underexplored highly 3D space (3D score > 1.4). b The effect of regioisomeric structure, substituents, and heteroatoms provides access to azetidine-fused pentacycles with 3D topological diversity.

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