Substituent effects are ubiquitous in chemistry and the most fundamental is the inductive effect. In this study, the so-called inductive effect was probed in derivatives of bicyclo[1.1.1]pentane-1-carboxylic acid using the isodesmic reaction energy of the acid-base deprotonation, calculated at the PBE0/6-31++G(d,p) level of theory (used throughout). Although structure, molecular orbitals, and nuclear magnetic shielding parameters are discussed, the main focus of this study is the use of the quantum theory of atoms in molecules to analyze the electron density distribution. It was observed that the effect propagates via the manipulation of atomic dipole moments controlled by that of the substituent. As the dipole moment conforms to the principle of atomic transferability, it is found that the substituent dipole determined in simple systems (e.g., R-H) can be used to describe the effect upon the bicyclo[1.1.1]pentane-1-carboxylic acid system.