DMSO solubility assessment for fragment-based screening

We report comprehensive experimental and chemoinformatics analysis of solubility of small organic molecules (“fragments”) in dimethyl sulfoxide (DMSO) in the context of their ability to be tested in screening experiments. Here, DMSO solubility of 939 fragments has been measured experimentally using NMR technique. Support Vector Classification model was built on the obtained data using the ISIDA fragment descriptors. The analysis revealed 34 outliers: experimental issues were retrospectively identified for 28 of them. The updated model performs well in 5-fold cross-validation (balanced accuracy = 0.78). The datasets are available here and the model is available at http://infochim.u-strasbg.fr/cgi-bin/predictor2.cgi.

The provided datasets are:

- pict: the chemical structures of molecular fragments and their solubility in DMSO at a nominal concentration of 1mM.

- enamine: the chemical structures of organic  fragment-like compounds and their solubility in DMSO at a nominal concentration of 10 mM. It is a subset of previously published data (see ref).

In a nutshell, nominal concentration are prepared and effective concentration are measured in NMR. The effective concentration can only inferior to nominal concentration; in that case the compound is considered as insoluble. NMR concentrations are given in µM when available, they are precise up to 50 µM.

The SDF field "Comment", when available for a compound, contains annotations about the measure when an unusual event occurred that may compromise the reported value.