New Benchmark for Chemical Nomenclature Software

We propose a new, robust benchmark, called Percentage
Round Tripping of Canonical Isomeric SMILES (%RTCS), for assessing
the ability of chemical nomenclature software to convert chemical
structures to names and chemical names to structures. The benchmark
is based on a string comparison between canonical isomeric SMILES
generated from the original structure and the resultant structure
from round tripping. Using the latest version of the OpenEye chemical
nomenclature toolkit, Lexichem v2.1.0, we report %RTCS values of over
92% on average for a variety of challenging compound collections.