Six-membered cyclic ureas as HIV-1 protease inhibitors: A QSAR study based on CODESSA PRO approach

被引：63

作者：

Katritzky, AR

Oliferenko, A

Lomaka, A

Karelson, M

机构：

[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA

[2] Univ Tartu, Dept Chem, EE-50090 Tartu, Estonia

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 23期

关键词：

D O I：

10.1016/S0960-894X(02)00741-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Quantitative structure-activity relationships (QSAR) for HIV-1 protease inhibitory activity of substituted tetra-hydropyrimidinones have been produced using CODESSA PRO methodology and software. The best four-parameter equation (R-CV(2) = 0.847) allowed us to repeal two main structural factors which are strongly correlated with the title activity: molecular hydrophobicity and ability to form hydrogen bonds,with the target enzyme. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：3453 / 3457

页数：5

相关论文

共 20 条

[1] Heterocyclic HIV-1 protease inhibitors [J].

Baures, PW .

ORGANIC LETTERS, 1999, 1 (02) :249-252

[2] Stereospecific synthesis, structure-activity relationship, and oral bioavailability of tetrahydropyrimidin-2-one HIV protease inhibitors [J].

De Lucca, GV ;

Liang, J ;

De Lucca, I .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (01) :135-152

[3] Synthesis and evaluation of imidazolidinones as nonpeptide HIV-protease inhibitors [J].

DeLucca, GV .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (05) :495-500

[4] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].

DEWAR, MJS ;

ZOEBISCH, EG ;

HEALY, EF ;

STEWART, JJP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909

[5]

Figueiredo LJO, 2000, INT J QUANTUM CHEM, V76, P744, DOI 10.1002/(SICI)1097-461X(2000)76:6<744::AID-QUA7>3.0.CO

[6]

2-3

[7] Comparative quantitative structure-activity relationship studies on anti-HIV drugs [J].

Garg, R ;

Gupta, SP ;

Gao, H ;

Babu, MS ;

Debnath, AK ;

Hansch, C .

CHEMICAL REVIEWS, 1999, 99 (12) :3525-3601

[8] A quantitative structure-activity relationship study on some HIV-1 protease inhibitors using molecular connectivity index [J].

Gayathri, P ;

Pande, V ;

Sivakumar, R ;

Gupta, SP .

BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (11) :3059-3063

[9]

*HYP INC, 1999, HYP 5 1

[10]

Karelson M., 2000, Molecular Descriptors in QSAR/QSPR