Hydrogen bonding affects the partitioning of organic compounds between environmental and biological compartments as well as the three-dimensional shape of macromolecules. Using the semiempirical quantum chemical AMI level of calculation, we have developed a model to predict the site-specific hydrogen bond (HB) acceptor strength from ground-state properties of the individual Compounds. At present, the model parametrization is confined to compounds with one HB acceptor site of the following atom types: N, O, S, F, Cl, and Br that act as lone-pair HB acceptors, and pi-electron (aromatic or conjugated) systems with the associated C atoms as particularly weak HB acceptors. The HB acceptor strength is expressed in terms of the Abraham parameter B and calculated from local molecular parameters, taking into account electrostatic, polarizability, and charge transfer contributions according to the Morokuma concept. For a data set of 383 compounds, the squared Correlation coefficient r(2) is 0.97 when electrostatic potential (ESP) derived net atomic charges are employed, and the root-mean-square (rms) error is 0.04 that is in the range of experimental uncertainty. The model is validated using an extended leave-50%-out approach, and its performance is comparatively analyzed with the ones of earlier introduced ab initio (HF/6-31G**) and density functional theory (B3LYP/6-31G**) models as well as of two increment methods with respect to the total compound set as well as HB acceptor type subsets. The discussion includes an explorative model application to amides and organophosphates that demonstrates the robustness of the approach, and further opportunities for model extensions.