|
|
| Abstract |
Year: 2003 Volume: 2 - Issue: 5
| Title: | Comparative QSPR Studies with Molecular Connectivity, Molecular Negentropy and TAU Indices. Part 2. Lipid-Water Partition Coefficient of Diverse Functional Acyclic Compounds |
| Author: | Kunal Roy ; Achintya Saha |
| Abstract: | In late eighties, topochemically arrived unique (TAU) scheme was described by Pal et al. in valence electron mobile (VEM) environment and this index was claimed to have power to decode chemical information in somewhat better way than molecular connectivity index (MCI). The TAU scheme is unique in that it unravels specific contributions of functionality, branching, shape and size factors to the physicochemical property or biological activity while other indices give mainly a global contribution of the molecule. Subsequently, several papers described QSAR and QSPR with TAU index to show the diagnostic potential of the parameter, but much work has not been done on the index. Thus, a comparison among the relations involving these indices may explore relative suitability of the schemes in describing physicochemical parameters. The present communication attempts to correlate lipid-water partition coefficient (log P) of 168 diverse functional acyclic compounds with TAU indices and to compare those with relations involving molecular negentropy (I) and first order valence molecular connectivity (1χv) indices to explore the diagnostic feature of TAU scheme. This study shows that TAU indices can unravel specific contributions of molecular bulk (size), functionality, branching and shape parameters to the lipophilicity of diverse functional compounds. In general, lipophilicity increases with increase in molecular bulk and skeletal index value, and decreases with increase in branching and functionality. The TAU index is an important tool in exploring structure-property relationship studies in view of its potential to unravel specific contribution of different structural parameters like molecular bulk, shape factors, branching, functionality and carbon skeletal structure. |
| Journal: | Internet Electronic Journal of Molecular Design |
| Issn: | 15386414 |
| EIssn: | |
| Year: | 2003 |
| Volume: | 2 |
| Issue: | 5 |
| pages/rec.No: | 288-305 |
| Key words | quantitative structure-property relationships ; QSPR ; topochemically arrived unique (TAU) scheme ; molecular connectivity index ; structural descriptor ; topological index ; molecular graph ; molecular negentropy ; octanol-water partition coefficient ; log P |
|
|
