Abstract: Comprehensive matching allows for automated conversion from runtime policy rules to build time rules that can be applied to an IaC configuration file(s). API specifications of a CSP and resource models defined in an IaC configuration file(s) are parsed and tokenized. The tokenized API specifications are evaluated to identify, for each resource model, a most appropriate API specification for mapping fields. Based on the evaluation and token matching, tokens of the API specifications are mapped to the tokens of the IaC resource models to form a mapping model. In an implementation phase, a runtime policy rule converter replaces tokens of a runtime security policy rule query with IaC tokens based on the mapping index to convert the runtime security policy rule query into a buildtime security policy rule query that can be applied against the IaC configuration files.