Principles of QSAR models validation: internal and external

The recent REACH Policy of the European Union has led to scientists and regulators to focus their attention on establishing general validation principles for QSAR models in the context of chemical regulation (previously known as the Setubal, nowadays, the OECD principles). This paper gives a brief a...

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Published inQSAR & combinatorial science Vol. 26; no. 5; pp. 694 - 701
Main Author Gramatica, Paola
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.05.2007
WILEY‐VCH Verlag
Subjects
Online AccessGet full text
ISSN1611-020X
1611-0218
1611-0218
DOI10.1002/qsar.200610151

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Abstract The recent REACH Policy of the European Union has led to scientists and regulators to focus their attention on establishing general validation principles for QSAR models in the context of chemical regulation (previously known as the Setubal, nowadays, the OECD principles). This paper gives a brief analysis of some principles: unambiguous algorithm, Applicability Domain (AD), and statistical validation. Some concerns related to QSAR algorithm reproducibility and an example of a fast check of the applicability domain for MLR models are presented. Common myths and misconceptions related to popular techniques for verifying internal predictivity, particularly for MLR models (for instance cross‐validation, bootstrap), are commented on and compared with commonly used statistical techniques for external validation. The differences in the two validating approaches are highlighted, and evidence is presented that only models that have been validated externally, after their internal validation, can be considered reliable and applicable for both external prediction and regulatory purposes.
AbstractList The recent REACH Policy of the European Union has led to scientists and regulators to focus their attention on establishing general validation principles for QSAR models in the context of chemical regulation (previously known as the Setubal, nowadays, the OECD principles). This paper gives a brief analysis of some principles: unambiguous algorithm, Applicability Domain (AD), and statistical validation. Some concerns related to QSAR algorithm reproducibility and an example of a fast check of the applicability domain for MLR models are presented. Common myths and misconceptions related to popular techniques for verifying internal predictivity, particularly for MLR models (for instance cross‐validation, bootstrap), are commented on and compared with commonly used statistical techniques for external validation. The differences in the two validating approaches are highlighted, and evidence is presented that only models that have been validated externally, after their internal validation, can be considered reliable and applicable for both external prediction and regulatory purposes.
Author Gramatica, Paola
Author_xml – sequence: 1
  givenname: Paola
  surname: Gramatica
  fullname: Gramatica, Paola
  email: paola.gramatica@uninsubria.it
  organization: QSAR Research Unit in Environmental Chemistry and Ecotoxicology, Department of Structural and Functional Biology, University of Insubria, via Dunant 3, 21100 Varese, Italy
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1985
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2005; 33
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References_xml – reference: W. Tong , H. Fang , H. Hong , Q. Xie , R. Perkins , D. M. Sheehan , in: Predicting Chemical Toxicity and Fate, M. C. Cronin, D. J. Livingstone (Eds.), CRC Press, Boca Raton, 2004, pp. 285-314.
– reference: I. Kahn , D. Fara , M. Karelson , U. Maran , P. L. Andersson , J. Chem. Inf. Model. 2005, 45, 94-105.
– reference: A. Golbraikh , A. Tropsha. J. Mol. Graph. Model. 2002, 20, 269-276.
– reference: D. M. Hawkins , S. C. Basak , D. Mills , J. Chem. Inf. Comp. Sci. 2003, 43, 579-586.
– reference: P. Gramatica , E. Papa , QSAR Comb. Sci. 2003, 22, 374-385.
– reference: E. Marengo , R. Todeschini , Chemom. Int. Lab. Syst. 1992, 16, 37-44.
– reference: L. Eriksson , J. Jaworska , A. P. Worth , M. T. D. Cronin , R. M. McDowell , P. Gramatica , Environ. Health Perspect. 2003, 111, 1361-1375.
– reference: E. Papa , F. Villa , P. Gramatica , J. Chem. Inf. Model. 2005, 45, 1256-1266.
– reference: A. Tropsha , P. Gramatica , V. K. Gombar , QSAR Comb. Sci. 2003, 22, 69-76.
– reference: J. Tunkel , K. Mayo , C. Austin , A. Hickerson , P. Howard , Environ. Sci. Technol. 2005, 39, 2188-2199.
– reference: A. Golbraikh , A. Tropsha , J. Comput-Aided Mol. Design. 2002, 16, 357-369.
– reference: R. Leardi , R. Boggia , M. Terrile , J. Chemom. 1992, 6, 267-281.
– reference: J. C. Dearden , N. M. Shinnawei , SAR QSAR Environ. Res. 2004, 15, 449-455.
– reference: T. I. Netzeva , A. P. Worth , T. Aldenberg , R. Benigni , M. T. D. Cronin , P. Gramatica , J. S. Jaworska , S. Kahn , G. Klopman , C. A. Marchant , G. Myatt , N. Nikolova-Jeliazkova , G. Y. Patlewicz , R. Perkins , D. W. Roberts , T. W. Schultz , D. T. Stanton , J. J. M. van de Sandt , W. Tong , G. Veith , C. Yang , ATLA 2005, 33, 155-173.
– reference: S. Wold , L. Eriksson , in: Chemometric Methods in Molecular Design, H. van de Waterbeend (Ed.), VCH, NY, 1995, pp. 309-318.
– reference: T. Oberg , Chem Res. Toxicol. 2004, 17, 1630-1637.
– reference: J. Jaworska , N. Nikolova-Jeliazkova , T. Aldenberg , ATLA 2005, 33, 445-459.
– reference: E. Benfenati , G. Gini , N. Piclin , A. Roncaglioni , M. R. Varý , Chemosphere 2003, 53, 1155-1164.
– reference: L. He , P. C. Jurs. J. Mol. Graph. Model. 2005, 23, 503-523.
– reference: D. M. Hawkins , J. Chem. Inf. Comput. Sci. 2004, 44, 1-12.
– reference: A. Golbraikh , M. Shen , Z. Xiao , Y. Xiao , K. Lee , A. Tropsha , J. Comput-Aided Mol. Design, 2003, 17, 241-253.
– reference: P. Gramatica , V. Consonni , M. Pavan , SAR QSAR Environ. Res. 2003, 14, 237-250.
– reference: R. Guha , J. R. Serra , P. C. Jurs , J. Mol. Graph. Model. 2004, 23, 1-14.
– reference: P. Gramatica , P. Pilutti , E. Papa , SAR QSAR Environ. Res. 2007, 18, 169-178.
– reference: R. Wehrens , H. Putter , L. M. C. Buydens , Chemom. Int. Lab. Syst. 2000, 54, 35-52.
– reference: J. Zupan , M. Novic , I. Ruisánchez , Chemom. Int. Lab. Syst. 1997, 38, 1-23.
– reference: T. W. Schultz , T. I. Netzeva , in: Predicting Chemical Toxicity and Fate, M. C. Cronin, D. J. Livingstone (Eds.), CRC Press, Boca Raton, 2004, pp. 265-284.
– reference: J. Gasteiger , J. Zupan , Angew. Chem. Int. Ed. Engl. 1993, 32, 503-527.
– reference: H. Kubinyi , Quant. Struct-Act. Relat. 2002, 21, 348-356.
– reference: M. Sjostrom , L. Eriksson , in: Chemometric Methods in Molecular Design, H. van de Waterbeend (Ed.), VCH, NY, 1995, Vol. 2, p. 63.
– reference: N. S. Zefirov , V. A. Palyulin , J. Chem. Inf. Comp. Sci. 2001, 41, 1022-1027.
– reference: P. Gramatica , P. Pilutti , E. Papa , J. Chem. Inf. Comp. Sci. 2004, 44, 1794-1802.
– reference: J. Shao , J. Am. Stat. Assoc. 1993, 88, 486-494.
– reference: A. C. Atkinson , Plots, Transformations and Regression, Clarendon Press, Oxford, 1985.
– reference: K. Baumann , N. Stiefl , J. Comput-Aided Mol. Design 2004, 18, 549-562.
– reference: P. Gramatica , P. Pilutti , E. Papa , Atmos. Environ. 2003, 37, 3115-3124.
– reference: C. Helma , SAR QSAR Environ. Res. 2004, 15, 367-383.
– reference: S. Ren , J. Chem. Inf. Comp. Sci. 2003, 43, 1679-1687.
– reference: R. Perkins , H. Fang , W. D. Tong , W. J. Welsh , Environ. Tox. Chem. 2003, 22, 1666-1679.
– reference: P. Gramatica , E. Giani , E. Papa , J. Mol. Graph. Model. 2007, 25, 755-766.
– reference: E. M. Hulzebos , E. Posthumus , SAR QSAR Environ. Res. 2003, 14, 285-316.
– reference: P. Gramatica , P. Pilutti , E. Papa , QSAR Comb. Sci. 2003, 22, 364-373.
– reference: J. Jaworska , M. Comber , C. Auer , C. J. van Leeuwen , Environ. Health Perspect. 2003, 111, 1358-1360.
– reference: J. J. Kraker , D. M. Hawkins , S. C. Basak , R. Nataralan , D. Mills , Chemom. Intell. Lab. Syst. 2006, online, doi:10.1016/j.chemolab.2006.03.001.
– reference: T. Oberg , Atmos. Environ. 2005, 39, 2189-2200.
– reference: R. Renner , Environ. Sci. Technol. 2002, 36, 410-413.
– reference: K. Baumann , TrAC 2003, 22, 395-406.
– reference: P. Gramatica , P. Pilutti , E. Papa , SAR QSAR Environ. Res. 2002, 13, 743-753.
– reference: P. Gramatica , P. Pilutti , E. Papa , Atmos. Environ. 2004, 38, 6167-6175.
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– reference: P. Gramatica , E. Papa , QSAR Comb. Sci. 2005, 24, 953-960.
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SubjectTerms External validation
Internal validation
OECD principles
Predictivity
Quantitative structure - activity relationships (QSAR)
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Title Principles of QSAR models validation: internal and external
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