Towards a Universal SMILES representation - A standard method to generate canonical SMILES based on the InChI.

ABSTRACT:

Unlabelled

Background

There are two line notations of chemical structures that have established themselves in the field: the SMILES string and the InChI string. The InChI aims to provide a unique, or canonical, identifier for chemical structures, while SMILES strings are widely used for storage and interchange of chemical structures, but no standard exists to generate a canonical SMILES string.

Results

I describe how to use the InChI canonicalisation to derive a canonical SMILES string in a straightforward way, either incorporating the InChI normalisations (Inchified SMILES) or not (Universal SMILES). This is the first description of a method to generate canonical SMILES that takes stereochemistry into account. When tested on the 1.1 m compounds in the ChEMBL databas

SUBMITTER: O'Boyle NM 

PROVIDER: S-EPMC3495655 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature