QSAR for cycloaliphatic alcohols with qualitatively defined sandalwood odour characteristics

QSAR's are set up for a series of up to 53 cycloaliphatic alcohols with qua litatively defined sandalwood odour characteristics: i-inactive, w-weak, s- strong, and vs-very strong. "Central" values (0, 1, 2, and 3) were attached to these qualitative characteristics, as well as intervals (<0.5; 0.5-1.5; 1.5-2.5; >2.5). The superposition procedure of the MTD method was used to define the probable active conformation. Conformational energies and log P- oct values were also calculated using HyperChem-2 and Chemicalc-2. A correl ational equations were set up using delta, D and D-2-with delta = 1 for OH groups in favourable position and D-the distance between the gravity centre of the hydrophobic moiety and the osmophoric OH-group. The MTD method was used only for a series of N = 15 rigid molecules, because a too large numbe r of vertices for the whole series appear. fighter central values or interv als were used as biologic activities. The delta, D and D-2-equations set up for N = 31 molecules allow a good classification of the training set and a lso of the rest of molecules, considered as test set. An osmophoric recepto r with a hydrophylic part (2 or 3 OH-groups) and a relatively large hydroph obic pocket is suggested, which produces also some steric misfit with regar d to these molecules.