On the use of H-1 and C-13 1D NMR spectra as QSPR descriptors

EL Willighagen; HMGW Denissen; R Wehrens; LMC Buydens

doi:10.1021/ci050282s

On the use of H-1 and C-13 1D NMR spectra as QSPR descriptors

EL Willighagen
, HMGW Denissen
, R Wehrens
, LMC Buydens^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

Recently, 1D NMR and IR spectra have been proposed as descriptors containing 3D information. And, as such, said to be suitable for making QSAR and QSPR models where 3D molecular geometries matter, for example, in binding affinities. This paper presents a study on the predictive power of ID NMR spectra-based QSPR models using simulated proton and carbon I D NMR spectra. It shows that the spectra-based models are outperformed by models based on theoretical molecular descriptors and that spectra-based models are not easy to interpret. We therefore conclude that the use of such NMR spectra offers no added value.

Original language	English
Pages (from-to)	487-494
Number of pages	8
Journal	Journal of Chemical Information and Modeling
Volume	46
Issue number	2
DOIs	https://doi.org/10.1021/ci050282s
Publication status	Published - 2006
Externally published	Yes
Event	7th International Conference on Chemical Structures - Noordwijkerhout, Netherlands Duration: 5 Jun 2005 → 9 Jun 2005

Keywords

MOLECULAR-FIELD ANALYSIS
POLYCHLORINATED DIBENZODIOXINS
SPECTROMETRIC DATA
BIPHENYLS BINDING
ORGANIC-COMPOUNDS
STEROID-BINDING
MODELS
PREDICTION
QSAR
DIBENZOFURANS

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Cite this

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title = "On the use of H-1 and C-13 1D NMR spectra as QSPR descriptors",

abstract = "Recently, 1D NMR and IR spectra have been proposed as descriptors containing 3D information. And, as such, said to be suitable for making QSAR and QSPR models where 3D molecular geometries matter, for example, in binding affinities. This paper presents a study on the predictive power of ID NMR spectra-based QSPR models using simulated proton and carbon I D NMR spectra. It shows that the spectra-based models are outperformed by models based on theoretical molecular descriptors and that spectra-based models are not easy to interpret. We therefore conclude that the use of such NMR spectra offers no added value.",

keywords = "MOLECULAR-FIELD ANALYSIS, POLYCHLORINATED DIBENZODIOXINS, SPECTROMETRIC DATA, BIPHENYLS BINDING, ORGANIC-COMPOUNDS, STEROID-BINDING, MODELS, PREDICTION, QSAR, DIBENZOFURANS",

author = "EL Willighagen and HMGW Denissen and R Wehrens and LMC Buydens",

year = "2006",

doi = "10.1021/ci050282s",

language = "English",

volume = "46",

pages = "487--494",

journal = "Journal of Chemical Information and Modeling",

issn = "1549-9596",

publisher = "American Chemical Society",

number = "2",

note = "7th International Conference on Chemical Structures ; Conference date: 05-06-2005 Through 09-06-2005",

}

TY - JOUR

T1 - On the use of H-1 and C-13 1D NMR spectra as QSPR descriptors

AU - Willighagen, EL

AU - Denissen, HMGW

AU - Wehrens, R

AU - Buydens, LMC

PY - 2006

Y1 - 2006

N2 - Recently, 1D NMR and IR spectra have been proposed as descriptors containing 3D information. And, as such, said to be suitable for making QSAR and QSPR models where 3D molecular geometries matter, for example, in binding affinities. This paper presents a study on the predictive power of ID NMR spectra-based QSPR models using simulated proton and carbon I D NMR spectra. It shows that the spectra-based models are outperformed by models based on theoretical molecular descriptors and that spectra-based models are not easy to interpret. We therefore conclude that the use of such NMR spectra offers no added value.

AB - Recently, 1D NMR and IR spectra have been proposed as descriptors containing 3D information. And, as such, said to be suitable for making QSAR and QSPR models where 3D molecular geometries matter, for example, in binding affinities. This paper presents a study on the predictive power of ID NMR spectra-based QSPR models using simulated proton and carbon I D NMR spectra. It shows that the spectra-based models are outperformed by models based on theoretical molecular descriptors and that spectra-based models are not easy to interpret. We therefore conclude that the use of such NMR spectra offers no added value.

KW - MOLECULAR-FIELD ANALYSIS

KW - POLYCHLORINATED DIBENZODIOXINS

KW - SPECTROMETRIC DATA

KW - BIPHENYLS BINDING

KW - ORGANIC-COMPOUNDS

KW - STEROID-BINDING

KW - MODELS

KW - PREDICTION

KW - QSAR

KW - DIBENZOFURANS

U2 - 10.1021/ci050282s

DO - 10.1021/ci050282s

M3 - Article

C2 - 16562976

SN - 1549-9596

VL - 46

SP - 487

EP - 494

JO - Journal of Chemical Information and Modeling

JF - Journal of Chemical Information and Modeling

IS - 2

T2 - 7th International Conference on Chemical Structures

Y2 - 5 June 2005 through 9 June 2005

ER -

On the use of H-1 and C-13 1D NMR spectra as QSPR descriptors

Abstract

Keywords

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