Objective This case report discusses the ADRs and drug-drug interactions encountered in a 50-year-old male with a complicated illness of type 2 diabetes treated with multiple drugs, including Cefotaxime, Clindamycin and metformin. Method The patient had high sugar levels with electrolyte imbalance and also had symptoms like polyuria, loss of taste, and hypersalivation. The initial regime includes Cefotaxime which to possibly ADR, and Clindamycin was added to the above regimen. DIPS and Naranjo’s scale scores have been used for drug interaction and risk of ADRs assessment. Result Score DIPS demonstrated probable interaction between metformin, cefotaxime and other antibiotics. Naranjo’s score proved the likelihood of side effects due to Cefotaxime. Once the drug Cefotaxime was stopped, symptoms disappeared and the patient’s condition improved indicating that drug-drug interaction caused his bad symptoms. Conclusion This case necessitates monitoring drug interaction and ADRs in diabetes patients on complex treatment regimes. Switch in the approach toward treatment such as stopping the administration of cefotaxime along with maintaining vigilance concerning blood sugar levels, proved help in minimizing the ADRs and regaining stability among patients.