Development of Fast Evaluation of Potential Synthesis Routes using Transition State Data

Abstract

We have been investigating a method which evaluates potential synthesis routes using transition state (TS) structures for similar mechanisms accumulated in the transition state data base. We are participating in Funatsu project concerning with usage of big data for drug development. Our subproject includes constructing two data bases and accumulating their data. The data bases use two types of search engines. One is the Open babel program calculating Tanimoto coefficients. The other developed by Tabei is the gWT program which evaluate cosine similarities of molecular fingerprints. We developed a program which utilizes coordinates in TSDB as templates for finding TS structures of target compounds. Three atoms in a reference TS structure are used for constructing a candidate structure for TS optimization. This is the key procedure to make good candidate coordinates and to shorten CPU times evaluating possibilities of synthesis routes from synthesis route development programs. In the present study, we report a new program, the achievement of the two data bases at present.