International chemical identifier for reactions (RInChI)

Abstract

The IUPAC International Chemical Identifier (InChI) provides a method to generate a unique text descriptor of molecular structures. Building on this work, we report a process to generate a unique text descriptor for reactions, RInChI. By carefully selecting the information that is included and by ordering the data carefully, different scientists studying the same reaction should produce the same RInChI. If differences arise, these are most likely the minor layers of the InChI, and so may be readily handled. RInChI provides a concise description of the key data in a chemical reaction, and will help enable the rapid searching and analysis of reaction databases.

Effects of Fenton Pre‐Treatment on Waste Activated Sludge Properties

“…to convert structures to chemical names in a fully automated way42 or chemistry‐aware text mining 43. Recently, InChIs have been extended to RinChIs to depict chemical reactions unambiguously 44. Chemical Markup Language (CML) introduces and specifies particular data fields to efficiently store and retrieve chemical data 45.…”

ReactionCode: a new versatile format for searching, analysis, classification, transform, and encoding/decoding of reactions

“…The carbon atom with an atom code in orange has a higher priority because the oxygen atom in layer n+2 has a higher rank than the n+2 carbon atom (008 > 006). 19 G 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 H 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 I 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 J 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 78 79 80 K 81 82 83 84 85 86 87 88 89 90 91 92 93 6 + 1 (is a center and bond broken) 7 9 8 + 1 (is a center and bond made) 9 10 6 + 4 (bond is both broken and its order changes) A 11 10 + 1 (is a center, bond broken and order changes) B 12 8 + 4 (bond is both made and its order changes) C 13 12 + 1 (is a center, bond made and order changes) D Table S7: Bond change status encoding -1 will be increased to 0 10 will be reduced to 4 11 will be reduced to 5 12 will be reduced to 8 13 will be reduced to 9 23 Table S8: Atom symbol encoding…”

“…The Reaction International Chemical Identifier (RInChI) [11], an application of InChI [12,13] was recently developed with the objective to offer a unique reaction identifier, which can help to organize and validate reaction databases. [11] Besides the formats specifically designed to describe reaction transforms and allow easy data exchange, other more versatile formats have been developed in order to try to offer more flexibility and be utilized in different contexts related to reactions. In 1986, Fujita proposed the Imaginary Transition State (ITS) format, which aggregates reactants and products inside a pseudo-molecule in which the bond changes of a reaction are annotated.…”

Towards automation of chemical process route selection based on data mining

“…The responsibility here is necessarily born jointly by author, publisher and database provider. This discussion is being picked up in a forthcoming paper developing an extension to RInChI standard 74 to include some of the required data and make their publication and future algorithmic use more straightforward.…”