NMReDATA, a standard to report the NMR assignment and parameters of organic compounds

Abstract

Even though NMR has found countless applications in the field of small molecule characterization, there is no standard file format available for the NMR data relevant to structure characterization of small molecules. A new format is therefore introduced to associate the NMR parameters extracted from 1D and 2D spectra of organic compounds to the proposed chemical structure. These NMR parameters, which we shall call NMReDATA (for nuclear magnetic resonance extracted data), include chemical shift values, signal integrals, intensities, multiplicities, scalar coupling constants, lists of 2D correlations, relaxation times, and diffusion rates. The file format is an extension of the existing Structure Data Format, which is compatible with the commonly used MOL format. The association of an NMReDATA file with the raw and spectral data from which it originates constitutes an NMR record. This format is easily readable by humans and computers and provides a simple and efficient way for disseminating results of structural chemistry investigations, allowing automatic verification of published results, and for assisting the constitution of highly needed open-source structural databases.

5α‐Cyprinol sulfate: Complete NMR assignment and revision of earlier published data, including the submission of a computer‐readable assignment in NMReDATA format

“…NMR assignments were then converted into the required NMReDATA electronic assignment format [13] after conducting the spectral analysis and structure verification using a CASE software package. Validation of the assignment by software and manual inspection of the correlation restraints did not endorse any other result, even though the 13 C chemical shift prediction by the integrated 3 | EXPERIMENTAL…”

“…Therefore, only a very few references in the scientific literature contain NMR data for this molecule, [5][6][7] all of them with limitations in terms of incomplete assignment and low resolution of 2D spectra, which to the best of our knowledge did not permit a full assignment of the proposed structure by means of NMR until now. Furthermore, some of the chemical shifts, especially in the only complete 13 C assignment that is currently available, seemed to be rather questionable. [5] When confronted with the structure verification by NMR, we therefore decided to revise the formerly published assignments.…”

“…H NMR (500 MHz) and13 C NMR (125 MHz) data for 5α-cyprinol sulfate (1), recorded at 296 K in methanol-d 4…”

Applications of Parametrized NMR Spin Systems of Small Molecules

“…GISSMO utilizes the Atom Label Assignment Tool using InChI String 2 (ALATIS) software package to generate unique and reproducible atom nomenclature within the library of parametrized compounds. The ALATIS naming convention has been adopted by the BMRB 3 small molecule NMR archive and by the NMReData initiative, 4 and ALATIS is being utilized to federate a variety of small molecule databases. 2 …”

Moleküle und Strukturbeweise teilen

“…Wissenschaftliche Rohdaten spielen im Zeitalter der digitalen Revolution eine große Rolle, weshalb die Datenbank inzwischen auch die Archivierung der originalen, elektronischen Spektren und computerlesbarer Zuordnungen ermöglicht und so experimentelle Daten auch von anderen Wissenschaftlern genutzt werden können . Mit den Rohdaten werden frühere Arbeiten nachvollziehbar.…”