Pharmacophore mapping studies were undertaken for a set of 36 aryl thioxothiazolidinones as a disintegrin and metalloproteinase with thrombospondin motifs 5 (ADAMTS-5) inhibitors. Four point pharmacophore with three hydrogen bond acceptors and one aromatic ring as pharmacophoric features was developed. Amongst them the pharmacophore hypothesis AAAR-1 yielded a statistically significant 3D-QSAR model with 0.841 as R2 value and was considered to be the best pharmacophore hypothesis. The developed pharmacophore model was externally validated by predicting the activity of test set molecules. The squared predictive correlation coefficient of 0.687 was observed between experimental and predicted activity values of test set molecules. The geometry and features of pharmacophore were expected to be useful for the design of selective ADAMTS-5 inhibitors.