yaInChI: Modified InChI string scheme for line notation of chemical structures

A modified InChI (International Chemical Identifier) string scheme, yaInChI (yet another InChI), is suggested as a method for including the structural information of a given molecule, making it straightforward and more easily readable. The yaInChI theme is applicable for checking the structural identity with higher sensitivity and generating three-dimensional (3-D) structures from the one-dimensional (1-D) string with less ambiguity than the general InChI method. The modifications to yaInChI provide non-rotatable single bonds, stereochemistry of organometallic compounds, allene and cumulene, and parity of atoms with a lone pair. Additionally, yaInChI better preserves the original information of the given input file (SDF) using the protonation information, hydrogen count +1, and original bond type, which are not considered or restrictively considered in InChI and SMILES. When yaInChI is used to perform a duplication check on a 3D chemical structure database, Ligand.Info, it shows more discriminating power than InChI. The structural information provided by yaInChI is in a compact format, making it a promising solution for handling large chemical structure databases.

Keywords: line notationduplication checkInChIchemical databaseSMILES
Content Type OER
Uploaded By Andrew Cornell
DOI https://doi.org/10.1080/1062936X.2012.657677
Content Link https://www.tandfonline.com/doi/full/10.1080/1062936X.2012.657677
License Copyright © 2019 Informa UK Limited
Content Status publish
Number of Comments No Comments
Date Published April 2, 2012
Content Tags Algorithm, Audience, Content type, Curricular Material, Document, English, File Type, Graduate, HTML, InChI Algorithm and Description, InChI Application, Language, Organic Chemistry, PDF, Publication, Researcher, Search