• Digital technologies introduced new challenges for the communication of chemical information
• Databases used [often proprietary] registry lookup identifiers that made correlation of chemical information difficult
•. Non-canonical line notations resulted in redundant structural representations that complicated information processing.
• Chemical nomenclature needed to be extended to the digital representation of chemical structural information
Digital Representation of Chemicals: Hack-a-Mol
A structure such as caffeine can be drawn in 2D, compared with its 3D structure, and also view its structured data in a variety of formats. It can also be entered through a variety of chemical identifiers: a chemical name, a SMILES string, or a Chemical Abstracts Register Number, for instance.
|NONONNRFGiCNOSFClBrIPXJSME Molecular Editor by Peter Ertl and Bruno Bienfait||labels console info clear no info|
Extensions to InChI:
InChI Trust Working Group Initiatives
RInChI – Reaction InChI2
MInChI – Mixtures InChI3
Isotopologues & Isotopomers4
•extend the isotopic layer to include mixtures ofisotopologues and isotopomers
Tautomerizer – Introduction
Introduction | Form | Individual Rule Pages | Rules Sources | Help
Experimental service that allows you to test a set of tautomeric transforms with your own molecules. The predefined set of transforms comprises both the current 20 standard rules used by the chemoinformatics toolkit CACTVS and 45+ additional rules compiled in the context of the IUPAC project “Redesign of the Handling of Tautomerism in InChI V2”8.
Web tool created by the NCI CADD Group in the context of the InChI project “Redesign of the Handling of Tautomerism in InChI V2”. https://upac.ora/projects/project-details/?proiect+n=2012-023-2-8008
NinChi – InChI for Nanomaterials6
Layer 1 (version); Layer 2 (composition, morphology, size, crystal phase, chirality); Layer 3 – organisation of the constituents
VinChi – Variable / Markush InChI7
 Hanson, Bob, Hack-a-Mol, this poster.
 Grethe, G., Blanke, H., Kraut, H. & Goodman, J.M., International Chemical Identifier for Reactions (RInChI), J. Cheminformatics 2018, 10, 22. DOI: https://doi.org/10.1186/s13321-018-0277-8
 Clark, A.M., McEwen, L.R., Gedeck, P. et al. J Cheminformatics (2019) 11: 33. https://doi.org/10.1186/s13321-019-0357-4
 Tautomerizer – Introduction: https://cactus.nci.nih.gov/tautomerizer/tautomerizer_intro.html
 Lynch, et. a.l., Can an InChI for Nano Address the Need for a Simplified Representation of Complex Nanomaterials across Experimental and Nanoinformatics Studies. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7764592/
 Goodman, J.M. https://www-jmg.ch.cam.ac.uk/inchi/Variable_InChI.pdf
 Redesign Tautomerism for InChI: https://iupac.org/project/2012-023-2-800/
This work is supported by IUPAC (project 2018-012-3-024) and the InChI Trust.
Content including text and graphics on this page originally appeared on a poster presented by:
Robert E. Belford1*, Jordi Cuadros2*, Ehren C. Bucholtz3, Andrew P. Cornell1 & Tanya Gupta4
1University of Arkansas Little Rock, 2IQS Univ. Ramon Llull, 3University of Health Sciences and Pharamcy, 4South Dakota State University
* firstname.lastname@example.org (author for correspondence)
LINK to original poster (coming soon)