This thesis is concerned with the quantitative assessment of security in software. More specifically, it tackles the problem of efficient computation of channel capacity, the maximum amount of confidential information leaked by software, measured in Shannon entropy or Rényi's min-entropy. Most approaches to computing channel capacity are either efficient and return only (possibly very loose) upper bounds, or alternatively are inefficient but precise; few target realistic programs. In this thesis, we present a novel approach to the problem by reducing it to a model counting problem on first-order logic, which we name Model Counting Modulo Theories or #SMT for brevity. For quantitative security, our contribution is twofold. First, on the theoretical side we establish the connections between measuring confidentiality leaks and fundamental verification algorithms like Symbolic Execution, SMT solvers and DPLL. Second, exploiting these connections, we develop novel #SMT-based techniques to compute channel capacity, which achieve both accuracy and efficiency. These techniques are scalable to real-world programs, and illustrative case studies include C programs from Linux kernel, a Java program from a European project and anonymity protocols. For formal verification, our contribution is also twofold. First, we introduce and study a new research problem, namely #SMT, which has other potential applications beyond computing channel capacity, such as returning multiple-counterexamples for Bounded Model Checking or automated test generation. Second, we propose an alternative approach for Bounded Model Checking using classical Symbolic Execution, which can be parallelised to leverage modern multi-core and distributed architecture.