A COMPUTER AUTOMATED STRUCTURE EVALUATION (CASE) APPROACH TO CALCULATION OF PARTITION-COEFFICIENT

被引:66
作者
KLOPMAN, G
WANG, SM
机构
[1] Chemistry Department, Case Western Reserve University, Cleveland, Ohio
关键词
D O I
10.1002/jcc.540120815
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Computer Automated Structure Evaluation (CASE) approach to the calculation of partition coefficient (log P) has been developed. A linear regression equation was obtained linking the log P value of molecules to some of their fragments as identified by a CASE analysis. The relationship was obtained for a database consisting of 935 compounds (r2 = 0.93, s = 0.39, F(39, 895, 0.05) = 316.5). It was found that this approach produced accurate log P estimations even for complex molecules and, in general, gave better results than previously described techniques.
引用
收藏
页码:1025 / 1032
页数:8
相关论文
共 25 条
[1]   ACTIVITY OF CNS DEPRESSANTS RELATED TO HYDROPHOBICITY [J].
BARKER, JL .
NATURE, 1974, 252 (5478) :52-54
[2]   A NEW METHOD FOR THE ESTIMATION OF PARTITION-COEFFICIENT [J].
BODOR, N ;
GABANYI, Z ;
WONG, CK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (11) :3783-3786
[3]   VAN DER WAALS VOLUMES + RADII [J].
BONDI, A .
JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) :441-+
[4]  
BROTO P, 1984, EUR J MED CHEM, V19, P71
[5]  
CHOSE AK, 1988, J COMPUT CHEM, V9, P180
[6]  
CHOU J, 1979, CHEM INF COMPUT SCI, V19, P172
[7]   A QUANTITATIVE APPROACH TO BIOCHEMICAL STRUCTURE-ACTIVITY RELATIONSHIPS [J].
HANSCH, C .
ACCOUNTS OF CHEMICAL RESEARCH, 1969, 2 (08) :232-&
[8]  
HANSCH C, 1962, NATURE, V194, P172
[9]  
Hansch C., 1979, SUBSTITUENT CONSTANT
[10]   SIMPLE METHOD OF COMPUTING THE PARTITION-COEFFICIENT [J].
KLOPMAN, G ;
NAMBOODIRI, K ;
SCHOCHET, M .
JOURNAL OF COMPUTATIONAL CHEMISTRY, 1985, 6 (01) :28-38