In this session, lessons learned from implementation of pharmacologic clinical decision support (CDS), its integration into an electronic health record (EHR), and introduction of an artificial intelligence-based (AI) assistant to facilitate query formulation in natural language are shared. Pharmacologic CDS can optimize provider and patient prescribing experiences. CDS must be integrated into EHRs to improve efficiency at the point-of-care and in the pharmacy. We describe implementation of a pharmacologic CDS and AI-based assistant in five settings: outpatient clinic, ED, OR, hospital wards, and pharmacy. The AI-based assistant allowed users to ask questions in natural language without leaving the EHR. The system resolved ambiguous queries with a conversational approach and provided links to the knowledge base with detailed drug information and associated evidence. Integration alone was not sufficient to drive usage of the AI-based assistant; training was designed to increase adoption.