Hydrophobic coatings, such as octadecyltrichlorosilane or n-alkyl monolayers, enhance the slippage of liquids on solid walls. For a given alkyl chain length, the main structural parameter for homogeneous coatings is the tilt angle between coating molecules and the surface normal. In this paper, ab initio calculations are used to calculate the equilibrium configuration of coating molecules, showing that the tilt angle easily changes from 0 ° to 30 ° depending on the specific head group binding the solid substrate. These values are used to set up classical molecular dynamics of water slippage over the coatings using different water models (Transferable Intermolecular Potential 3 point (TIP3P), Transferable Intermolecular Potential 4 point (TIP4P) and TIP4P/2005). The slippage is found to be robust with respect to the coating tilting, while a slight dependence on the water model is observed.