A numerical control system detects a state amount indicating an operation state of a machine tool, creates a characteristic amount that characterizes the state of a machining operation from the detected state amount, infers an evaluation value of the operation state of the machine tool from the characteristic amount, and detects an abnormality in the operation state of the machine tool on the basis of the inferred evaluation value. The numerical control system generates and updates a learning model by machine learning that uses the characteristic amount, and stores the learning model in correlation with a combination of conditions of the machining operation of the machine tool.