Molecular Properties and Spectra in Solution

Karelson, Mati

doi:10.1007/978-94-009-0039-4_10

Cited by 2 publications

(2 citation statements)

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“…The polarity/polarizability is also reflecting intramolecular forces and interactions between molecules. The formation of a cavity in the solvent is related to the surface area of the molecule [ 13 , 14 ], which in its simplest form is described with molecular weight [ 76 ]. This effect is usually indirectly included into polarity/polarizability-related descriptors through the volume and polarizability (

), presence of polar atoms in a molecule (

), and polarity (

) or hydrophobicity (different

-s).…”

Section: Discussionmentioning

confidence: 99%

See 1 more Smart Citation

Intrinsic Aqueous Solubility: Mechanistically Transparent Data-Driven Modeling of Drug Substances

Oja

Sild²,

Piir³

et al. 2022

Pharmaceutics

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Intrinsic aqueous solubility is a foundational property for understanding the chemical, technological, pharmaceutical, and environmental behavior of drug substances. Despite years of solubility research, molecular structure-based prediction of the intrinsic aqueous solubility of drug substances is still under active investigation. This paper describes the authors’ systematic data-driven modelling in which two fit-for-purpose training data sets for intrinsic aqueous solubility were collected and curated, and three quantitative structure–property relationships were derived to make predictions for the most recent solubility challenge. All three models perform well individually, while being mechanistically transparent and easy to understand. Molecular descriptors involved in the models are related to the following key steps in the solubility process: dissociation of the molecule from the crystal, formation of a cavity in the solvent, and insertion of the molecule into the solvent. A consensus modeling approach with these models remarkably improved prediction capability and reduced the number of strong outliers by more than two times. The performance and outliers of the second solubility challenge predictions were analyzed retrospectively. All developed models have been published in the QsarDB.org repository according to FAIR principles and can be used without restrictions for exploring, downloading, and making predictions.

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), presence of polar atoms in a molecule (

), and polarity (

) or hydrophobicity (different

-s).…”

Section: Discussionmentioning

confidence: 99%

“…Over decades of research, various data-driven [ 11 , 12 ] and physics-based [ 13 , 14 ] computational approaches have been proposed for estimating aqueous solubility from the chemical structure. Among them, more common are the data-driven quantitative structure–property relationships (QSPRs) [ 2 , 11 , 12 , 15 , 16 ].…”

Section: Introductionmentioning

confidence: 99%