QSPR Prediction of the Stability Constants of Gadolinium(III) Complexes for Magnetic Resonance Imaging

Gadolinium­(III) complexes constitute the largest class of compounds used as contrast agents for Magnetic Resonance Imaging (MRI). A quantitative structure–property relationship (QSPR) machine-learning based method is applied to predict the thermodynamic stability constants of these complexes (log K...

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Bibliographic Details
Published in:Journal of chemical information and modeling 2014-10, Vol.54 (10), p.2718-2731
Main Authors: Dioury, Fabienne, Duprat, Arthur, Dreyfus, Gérard, Ferroud, Clotilde, Cossy, Janine
Format: Article
Language:English
Subjects:
Animals
Artificial Intelligence
Carboxylic Acids - chemistry
Chelating Agents - chemical synthesis
Chemical elements
Chemical Sciences
Cheminformatics
Contrast Media - chemical synthesis
Coordination chemistry
Coordination Complexes - chemical synthesis
Databases, Chemical
Estimating techniques
Gadolinium - chemistry
Humans
Kinetics
Ligands
Magnetic Resonance Imaging - methods
Polyamines - chemistry
Predictions
Quantitative Structure-Activity Relationship
Regression analysis
Thermodynamics
Toxicity
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Summary:Gadolinium­(III) complexes constitute the largest class of compounds used as contrast agents for Magnetic Resonance Imaging (MRI). A quantitative structure–property relationship (QSPR) machine-learning based method is applied to predict the thermodynamic stability constants of these complexes (log K GdL), a property commonly associated with the toxicity of such organometallic pharmaceuticals. In this approach, the log K GdL value of each complex is predicted by a graph machine, a combination of parametrized functions that encodes the 2D structure of the ligand. The efficiency of the predictive model is estimated on an independent test set; in addition, the method is shown to be effective (i) for estimating the stability constants of uncharacterized, newly synthesized polyamino−polycarboxylic compounds and (ii) for providing independent log K GdL estimations for complexants for which conflicting or questionable experimental data were reported. The exhaustive database of log K GdL values for 158 complexants, reported for potential application as contrast agents for MRI and used in the present study, is available in the Supporting Information (122 primary literature sources).
ISSN:1549-9596
1549-960X
DOI:10.1021/ci500346w