InChI-based optimal descriptors: QSAR analysis of fullerene[C60]-based HIV-1 PR inhibitors by correlation balance

Andrey A. Toropov; Alla P. Toropova; Emilio Benfenati; Danuta Leszczynska; Jerzy Leszczynski

doi:10.1016/j.ejmech.2009.12.037

InChI-based optimal descriptors: QSAR analysis of fullerene[C60]-based HIV-1 PR inhibitors by correlation balance

Andrey A. Toropov, Alla P. Toropova, Emilio Benfenati, Danuta Leszczynska, Jerzy Leszczynski

Istituto di Ricerche Farmacologiche "Mario Negri"

Research output: Contribution to journal › Article › peer-review

Abstract

The International Chemical Identifier (InChI) has been used to construct InChI-based optimal descriptors to model the binding affinity for fullerene[C60]-based inhibitors of human immunodeficiency virus type 1 aspartic protease (HIV-1 PR). Statistical characteristics of the one-variable model obtained by the balance of correlations are as follows: n = 8, r² = 0.9769, q² _LOO = 0.9646, s = 0.099, F = 254 (subtraining set); n = 7, r² = 0.7616, s = 0.681, F = 16 (calibration set); n = 5, r² = 0.9724, s = 0.271, F = 106, R_m ² = 0.9495 (test set). Predictability of this approach has been checked with three random splits of the data: into the subtraining set, calibration set, and test set.

Original language	English
Pages (from-to)	1387-1394
Number of pages	8
Journal	European Journal of Medicinal Chemistry
Volume	45
Issue number	4
DOIs	https://doi.org/10.1016/j.ejmech.2009.12.037
Publication status	Published - Apr 2010

Keywords

Correlation balance
Fullerene
HIV-1 PR
InChI
Optimal descriptor
QSAR

ASJC Scopus subject areas

Drug Discovery
Organic Chemistry
Pharmacology

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title = "InChI-based optimal descriptors: QSAR analysis of fullerene[C60]-based HIV-1 PR inhibitors by correlation balance",

abstract = "The International Chemical Identifier (InChI) has been used to construct InChI-based optimal descriptors to model the binding affinity for fullerene[C60]-based inhibitors of human immunodeficiency virus type 1 aspartic protease (HIV-1 PR). Statistical characteristics of the one-variable model obtained by the balance of correlations are as follows: n = 8, r2 = 0.9769, q2 LOO = 0.9646, s = 0.099, F = 254 (subtraining set); n = 7, r2 = 0.7616, s = 0.681, F = 16 (calibration set); n = 5, r2 = 0.9724, s = 0.271, F = 106, Rm 2 = 0.9495 (test set). Predictability of this approach has been checked with three random splits of the data: into the subtraining set, calibration set, and test set.",

keywords = "Correlation balance, Fullerene, HIV-1 PR, InChI, Optimal descriptor, QSAR",

author = "Toropov, {Andrey A.} and Toropova, {Alla P.} and Emilio Benfenati and Danuta Leszczynska and Jerzy Leszczynski",

year = "2010",

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doi = "10.1016/j.ejmech.2009.12.037",

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AU - Toropov, Andrey A.

AU - Toropova, Alla P.

AU - Benfenati, Emilio

AU - Leszczynska, Danuta

AU - Leszczynski, Jerzy

PY - 2010/4

Y1 - 2010/4

N2 - The International Chemical Identifier (InChI) has been used to construct InChI-based optimal descriptors to model the binding affinity for fullerene[C60]-based inhibitors of human immunodeficiency virus type 1 aspartic protease (HIV-1 PR). Statistical characteristics of the one-variable model obtained by the balance of correlations are as follows: n = 8, r2 = 0.9769, q2 LOO = 0.9646, s = 0.099, F = 254 (subtraining set); n = 7, r2 = 0.7616, s = 0.681, F = 16 (calibration set); n = 5, r2 = 0.9724, s = 0.271, F = 106, Rm 2 = 0.9495 (test set). Predictability of this approach has been checked with three random splits of the data: into the subtraining set, calibration set, and test set.

AB - The International Chemical Identifier (InChI) has been used to construct InChI-based optimal descriptors to model the binding affinity for fullerene[C60]-based inhibitors of human immunodeficiency virus type 1 aspartic protease (HIV-1 PR). Statistical characteristics of the one-variable model obtained by the balance of correlations are as follows: n = 8, r2 = 0.9769, q2 LOO = 0.9646, s = 0.099, F = 254 (subtraining set); n = 7, r2 = 0.7616, s = 0.681, F = 16 (calibration set); n = 5, r2 = 0.9724, s = 0.271, F = 106, Rm 2 = 0.9495 (test set). Predictability of this approach has been checked with three random splits of the data: into the subtraining set, calibration set, and test set.

KW - Correlation balance

KW - Fullerene

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KW - InChI

KW - Optimal descriptor

KW - QSAR

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