The net dipole moment of the molecule Atenolol has amide functional group that makes it the most polar out of three drugs. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent N–C dipole, allows amides to act as H-bond acceptors. The presence of N–H dipoles allows amides to function as H-bond donors as well. Therefore, atenolol is the most polar drug and can be assigned the lowest log P value i.e. 0.16. Propanolol is the least polar drug because it contains non-polar aromatic functional group. Benzene is rendered non-polar due to its high structural symmetry of pi system of p-orbitals that distributes the charge equally along the ring. Therefore, propranolol can be assigned the highest log P value i.e. 3.21. Metoprolol is more polar than propranolol due to oxygen atom in the ether functional group. It can act as H-bond acceptor. Therefore, it can be assigned the intermediate log P value i.e.
The net dipole moment of the molecule Atenolol has amide functional group that makes it the most polar out of three drugs. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent N–C dipole, allows amides to act as H-bond acceptors. The presence of N–H dipoles allows amides to function as H-bond donors as well. Therefore, atenolol is the most polar drug and can be assigned the lowest log P value i.e. 0.16. Propanolol is the least polar drug because it contains non-polar aromatic functional group. Benzene is rendered non-polar due to its high structural symmetry of pi system of p-orbitals that distributes the charge equally along the ring. Therefore, propranolol can be assigned the highest log P value i.e. 3.21. Metoprolol is more polar than propranolol due to oxygen atom in the ether functional group. It can act as H-bond acceptor. Therefore, it can be assigned the intermediate log P value i.e.