Improving the Quality of Published Chemical Names with Nomenclature Software

Springer Science and Business Media LLC - Tập 11 Số 11 - Trang 915-928
Gernot A. Eller1
1Department of Drug Synthesis, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, 1090 Vienna, Austria

Tóm tắt

This work deals with the use of organic systematic nomenclature in scientific literature, its quality, and computerized methods for its improvement. Criteria for classification of systematic names in terms of quality/correctness are discussed and applied to a sample set of several hundred names extracted from the literature. The same structures are named with three popular state-of-the-art nomenclature programs – AutoNom 2000, ChemDraw 10.0, and ACD/Name 9.0. When comparing the results, all nomenclature tools show a significantly better performance than 'average chemists'. One program allows the generation not only of IUPAC names but also of CAS-like index names that are compared with the officially registered names. The scope and limitations of nomenclature software are discussed and a comparison of the programs' actual capabilities is given.

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'Struct=Name' is a new proprietary algorithm that replaces the AutoNom one used in earlier versions of ChemDraw.

'Use Retained Replacements', 'Advanced Enclosing Marks', No 'Forward Locants Position', Hantzsch–Widman New Stems', 'Extended Fused List', No 'New Functional Groups Names', 'Stereoconfiguration: Absolute', no 'Stereo Wedge Direction', no 'Name Preferred Tautomeric Form', 'Refuse To Name: Fused Multiparent Systems, Complex Bridged Fused Systems', Complex Multiplicative Structures', 'Use Biochemical Names: Steroids, Alkaloids, Terpenes, Carbohydrates, Amino Acids, Peptides', 'Select Language: English'. For both nomenclature tools 'Capitalization First Letter of Name'' was chosen and for ACD/Name Index [31] 'Name Preferred Tautomeric Form' was enabled.

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