yaInChI

Modified InChI string scheme for line notation of chemical structures

Y. S. Cho, K. T. No, K. H. Cho

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)237-255
Number of pages19
JournalSAR and QSAR in Environmental Research
Volume23
Issue number3-4
DOIs
Publication statusPublished - 2012 Apr 1

Fingerprint

Chemical Databases
Organometallic Compounds
Stereochemistry
Protonation
Organometallics
Parity
Hydrogen
Ligands
Atoms
Molecules

All Science Journal Classification (ASJC) codes

  • Bioengineering
  • Molecular Medicine
  • Drug Discovery

Cite this

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title = "yaInChI: Modified InChI string scheme for line notation of chemical structures",
abstract = "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.",
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yaInChI : Modified InChI string scheme for line notation of chemical structures. / Cho, Y. S.; No, K. T.; Cho, K. H.

In: SAR and QSAR in Environmental Research, Vol. 23, No. 3-4, 01.04.2012, p. 237-255.

Research output: Contribution to journalArticle

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