This paper presents a retargetable compiled assembly simulation technique for fast ASIP(application specific instruction processor) simulation. Development of ASIP which satisfies design requirements in various fields of applications such as telecommunication, wireless network, etc. needs formal design methodology and high-performance relevant software environments such as compiler and simulator In this paper, we employ the architecture description language(ADL) named ${HiXR}^2$ to automatically synthesize an instruction-level compiled assembly simulator. A compiled simulation has benefit of time efficiency to interpretive one because it performs instruction fetching and decoding at compile time. Especially, in case of assembly simulation, instruction decoding is usually a time-consuming job(string operation), so the compiled simulation of assembly simulation is more efficient than that of binary simulation. Performance improvement of the compiled assembly simulation based on ${HiXR}^2$ is exemplified with an ARM9 architecture and a CalmRISC32 architecture. As a result, the compiled simulation is about 150 times faster than interpretive one.