Description of molecular stereostructure is critical for the machine learning prediction of asymmetric catalysis. Herein we report a spherical projection descriptor of molecular stereostructure (SPMS), which allows precise representation of the molecular van der Waals (vdW) surface. The key features of SPMS descriptor are presented using the examples of chiral phosphoric acid, and the machine learning application is demonstrated in Denmark’s dataset of asymmetric thiol addition to N-acylimines. In addition, SPMS descriptor also offers a color-coded diagram that provides straightforward chemical interpretation of the steric environment.

中文翻译：

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基于球面投影的分子立体结构描述符

分子立体结构的描述对于不对称催化的机器学习预测至关重要。在此，我们报告了分子立体结构 (SPMS) 的球形投影描述符，它允许精确表示分子范德华 (vdW) 表面。使用手性磷酸的例子展示了 SPMS 描述符的主要特征，并且机器学习应用在丹麦的 N-酰基亚胺不对称硫醇加成数据集中得到了证明。此外，SPMS 描述符还提供了一个颜色编码图，可提供空间环境的直接化学解释。