‘Ring Breaker’: Neural Network Driven Synthesis Prediction of the Ring System Chemical Space

21 April 2020, Version 3
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Ring systems in pharmaceuticals, agrochemicals and dyes are ubiquitous chemical motifs. Whilst the synthesis of common ring systems is well described, and novel ring systems can be readily computationally enumerated, the synthetic accessibility of unprecedented ring systems remains a challenge. ‘Ring Breaker’ uses a data-driven approach to enable the prediction of ring-forming reactions, for which we have demonstrated its utility on frequently found and unprecedented ring systems, in agreement with literature syntheses. We demonstrate the performance of the neural network on a range of ring fragments from the ZINC and DrugBank databases and highlight its potential for incorporation into computer aided synthesis planning tools. These approaches to ring formation and retrosynthetic disconnection offer opportunities for chemists to explore and select more efficient syntheses/synthetic routes.


Keywords

retrosynthetic analysis
retrosynthetic disconnection
Machine Learning
Computer Aided Synthesis
Computer Aided Synthesis Planning
Retrosynthetic Reaction Prediction
Retrosynthetic Prediction
Chemistry Data
Chemistry
reaction data
organic synthesis
Drug discovery
drug discovery applications
synthesis planning
Synthetic chemistry
synthesis planning tools
predictive models
ring formation reactions
heterocycles

Supplementary materials

Title
Description
Actions
Title
Ringbreaker Manuscript Revision Thakkar Supplementary v2
Description
Actions
Title
SI common ringformations
Description
Actions
Title
TOC
Description
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.