The three-dimensional quantitative structure-activity relationship (3D-QSAR) has been studied on 90 hallucinogenic @entity945 by the comparative molecular field analysis (CoMFA). Two conformations were compared during the modeling. Conformation I referred to the @entity1472 group close to ring position 6 and conformation II related to the @entity1472 group trans to the @entity15060 ring. Satisfactory results were obtained by using both conformations. There were still differences between the two models. The model based on conformation I got better statistical results than the one about conformation II. And this may suggest that conformation I be preponderant when the hallucinogenic @entity945 interact with the receptor. To further confirm the predictive capability of the CoMFA model, 18 compounds with conformation I were randomly selected as a test set and the remaining ones as training set. The best CoMFA model based on the training set had a cross-validation coefficient q (2) of 0.549 at five components and non cross-validation coefficient R (2) of 0.835, the standard error of estimation was 0.219. The model showed good predictive ability in the external test with a coefficient R (pre) (2) of 0.611. The CoMFA coefficient contour maps suggested that both steric and electrostatic interactions play an important role. The contributions from the steric and electrostatic fields were 0.450 and 0.550, respectively.

3D-QSAR study of hallucinogenic XXXX by using CoMFA approach.

@entity945 :: ('CHEBI:60977', 'Chemical') :: ['phenylalkylamines'] @entity1472 :: ('CHEBI:46882', 'Chemical') :: ['amino'] @entity15060 :: ('CHEBI:30396', 'Chemical') :: ['phenyl']
@entity945 :: (CHEBI:60977,Chemical) :: ['phenylalkylamines']
