English

E(3)-equivariant models cannot learn chirality: Field-based molecular generation

Machine Learning 2025-04-21 v2 Chemical Physics Biomolecules

Abstract

Obtaining the desired effect of drugs is highly dependent on their molecular geometries. Thus, the current prevailing paradigm focuses on 3D point-cloud atom representations, utilizing graph neural network (GNN) parametrizations, with rotational symmetries baked in via E(3) invariant layers. We prove that such models must necessarily disregard chirality, a geometric property of the molecules that cannot be superimposed on their mirror image by rotation and translation. Chirality plays a key role in determining drug safety and potency. To address this glaring issue, we introduce a novel field-based representation, proposing reference rotations that replace rotational symmetry constraints. The proposed model captures all molecular geometries including chirality, while still achieving highly competitive performance with E(3)-based methods across standard benchmarking metrics.

Keywords

Cite

@article{arxiv.2402.15864,
  title  = {E(3)-equivariant models cannot learn chirality: Field-based molecular generation},
  author = {Alexandru Dumitrescu and Dani Korpela and Markus Heinonen and Yogesh Verma and Valerii Iakovlev and Vikas Garg and Harri Lähdesmäki},
  journal= {arXiv preprint arXiv:2402.15864},
  year   = {2025}
}

Comments

ICLR 2025

R2 v1 2026-06-28T14:59:09.618Z