Structure-activity correlation study of HIV-1 inhibitors: Electronic and molecular parameters

被引:29
作者
Hannongbua, S
Lawtrakul, L
Limtrakul, J
机构
[1] Department of Chemistry, Faculty of Science, Kasetsart University
关键词
semiempirical AMI method; atomic net charges; hydration energy; molar refractivity; QSAR; HEPT;
D O I
10.1007/BF00402822
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Quantitative structure-activity relationships (QSARs) for 40 HIV-1 inhibitors, 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine and its derivatives, were studied. Fully optimized geometries, based on the semiempirical AMI method, were used to calculate electronic and molecular properties of all compounds. In order to examine the relation between biological activities and structural properties, multiple linear regression models were employed. A suitable QSAR model was obtained, showing not only statistical significance, but also predictive ability. The significant molecular descriptors used were atomic charges of two substituted carbon atoms in the thymine ring, hydration energies and molar refractivities of the molecules. These descriptors allowed a physical explanation of electronic and molecular properties contributing to HIV-I inhibitory potency.
引用
收藏
页码:145 / 152
页数:8
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