These efforts resulted in three libraries: 1) 8528 carboxylic acids from 71,324 unique conformers condensed into 275 molecular descriptors, 2) 4272 primary alkyl amines from 41,452 conformers described by 170 molecular descriptors, and 3) 3849 secondary alkyl amines encompassing 39,207 unique conformers to provide 145 molecular descriptors. All conformer properties and ensemble descriptors are provided on Figshare. To evaluate models for these DFT-level descriptors, each library was randomly divided into a training, a validation, and a test set, with the Enamine-and Drug Repurposing Hub-derived 36, 37 external validation set held back for final model evaluation (acids: 7301/480/476/149, 51 primary amines: 3209/500/500/63, secondary amines 2798/500/500/51, combined amines 6007/1000/1000/114). The dimensionality reduction technique uniform manifold approximation and projection (UMAP) was used to provide a 2D chemical space representation of each of these libraries (Figure ). The external validation sets of medicinally relevant acids and amines were mapped onto their respective chemical spaces, showing that such molecules are similar to those in our libraries.