English

All SMILES Variational Autoencoder

Machine Learning 2019-06-04 v2 Machine Learning

Abstract

Variational autoencoders (VAEs) defined over SMILES string and graph-based representations of molecules promise to improve the optimization of molecular properties, thereby revolutionizing the pharmaceuticals and materials industries. However, these VAEs are hindered by the non-unique nature of SMILES strings and the computational cost of graph convolutions. To efficiently pass messages along all paths through the molecular graph, we encode multiple SMILES strings of a single molecule using a set of stacked recurrent neural networks, pooling hidden representations of each atom between SMILES representations, and use attentional pooling to build a final fixed-length latent representation. By then decoding to a disjoint set of SMILES strings of the molecule, our All SMILES VAE learns an almost bijective mapping between molecules and latent representations near the high-probability-mass subspace of the prior. Our SMILES-derived but molecule-based latent representations significantly surpass the state-of-the-art in a variety of fully- and semi-supervised property regression and molecular property optimization tasks.

Keywords

Cite

@article{arxiv.1905.13343,
  title  = {All SMILES Variational Autoencoder},
  author = {Zaccary Alperstein and Artem Cherkasov and Jason Tyler Rolfe},
  journal= {arXiv preprint arXiv:1905.13343},
  year   = {2019}
}

Comments

Expanded acronym in title

R2 v1 2026-06-23T09:34:14.760Z