QSAR studies with E-state index: predicting pharmacophore signals for estrogen receptor binding affinity of triphenylacrylonitriles.
In connection to developing non-steroidal estrogen analogs, the present study explores the pharmacophore of triphenylacrylonitriles (Fig. 1) for binding affinity to estrogen receptor using Electrotopological State (E-State) indices of constituting atoms. The analysis shows the efficacy of E-State index in developing statistically acceptable model, which defines the electronic environment and topological states of diverse atoms in a molecule. The investigation concluded that electrophilic substitutions at C6 and C18 of the phenyl rings (A and C rings respectively) attached to C2 and C1 of ethylenic moiety, along with presence of hydroxyl substitution at C12 (ring B) and no. of non-hydrogen free terminal atoms of the molecule have influence on the binding affinity to the estrogen receptor.
Mukherjee
Subhendu
S
Department of Chemical Technology, University of Calcutta, Kolkata, India.
Mukherjee
Arup
A
Saha
Achintya
A
D000181:Acrylonitrile / Q000031:analogs & derivatives* / Q000378:metabolism*; D005544:Forecasting; D011485:Protein Binding / Q000502:physiology; D021281:Quantitative Structure-Activity Relationship; D011960:Receptors, Estrogen / Q000378:metabolism*
D011960:Receptors, Estrogen; D000181:Acrylonitrile