Estrogenic Active Stilbene Derivatives as Anti-Cancer Agents: A DFT and QSAR Study.

Exploring different quantum chemical quantities for lead compounds is an ongoing approach in identifying crucial structural activity related features that are contributing into their biological activities. Herein, activity-related quantum chemical calculations were performed for the selected estrogenic stilbene derivatives using density functional theory (DFT) with B3LYP functional and 6-311++G** basis set. In addition, specific activity-related geometry-independent drug-like properties are discussed for these derivatives. To obtain the mathematical model that correlates the chemical descriptors with their measured estrogenic activities, the quantitative structure activity relationship (QSAR) is established using multiple linear regression (MLR) and support vector regression (SVR) methods. Satisfactory fit with a reasonable regression correlation coefficient (${\rm{R}}^{2}= 0.78$R2=0.78) between predicted and experimental $pEC_{50}$pEC50 values is observed using MLR method. The present study identifies the essential physicochemical descriptors that effectively contribute in the estrogenic activity. The applied approach provides helpful insight into the designing novel estrogenic agents with improved anticancer activities.

2-Acetyl-phenyl (2E)-3-(4-fluoro-phen-yl)acrylate.

In the title compound, C(17)H(13)FO(3), the dihedral angle between the benzene rings is 70.34 (5)°. In the crystal, molecules are linked via pairs of bifurcated C-H⋯(O,O) hydrogen bonds, forming inversion dimers. These dimers are linked via C-H⋯O and C-H⋯F inter-actions, forming a three-dimensional structure.

6-Hy-droxy-2H-1,3-benzodioxole-5-carbaldehyde.

The title compound, C(8)H(6)O(4), crystallizes with two independent mol-ecules in the asymmetric unit. The benzodioxole ring system is almost planar in each mol-ecule, with maximum deviations of 0.008 (1) and 0.007 (1) Å. The mol-ecular structure is characterized by strong electrostatic intra-molecular O⋯O contacts [2.649 (3) Å] and intra-molecular O-H⋯O hydrogen-bonding inter-actions. Inter-molecular O⋯O inter-actions [3.001 (2) Å] are observed in the crystal structure.