StereoMolGraph: Stereochemistry-Aware Molecular and Reaction Graphs

ChemRxiv

Abstract

Conventional molecular graphs often are unable to reliably encode stereochemistry, especially for symmetric molecules, non-tetrahedral centers, and transition states. To overcome this, we present StereoMolGraph, an open source Python library implementing a stereochemistry-aware graph representation for molecules and condensed graphs of reactions. Our method uses permutation invariant local stereodescriptors, grounded in group theory, to provide an extensible representation of chirality. Based on this we introduce methods allowingfor robust comparison of stereoisomers, including the identification of enantiomerism and diastereomerism, and supports the of fleeting stereochemistry in transition states. We demonstrate the library’s utility for complex organic molecules and metal complexes and analysis of distinct chiral reaction pathways. With RDKit interoperability and visualization features, StereoMolGraph offers a practical and transparent tool for advanced stereochemically aware chemoinformatics workflows.

Authors 2

1. Maxim Papusha Aachen

   RWTH Aachen University

   Affiliation as printed

   RWTH Aachen University

2. Kai O. Leonhard Aachen

   RWTH Aachen University

   Affiliation as printed

   RWTH Aachen University