Skip to main content
SpringerLink
Log in

Index of Ideality of Correlation: new possibilities to validate QSAR: a case study

  • Original Research
  • Published:
Structural Chemistry Aims and scope Submit manuscript

Abstract

New criterion of the predictive potential of quantitative structure – property/activity relations (QSPRs/QSARs) named Index of Ideality of Correlation (IIC) is suggested. This criterion is calculated using the correlation coefficient between experimental and calculated values of an endpoint for the calibration set, taking into account positive and negative differences between experimental and calculated values of the endpoint. Using this criterion improves the predictive potential of QSAR models of toxicity towards fathead minnow (Pimephales promelas). Comparison of IIC with other metrics of predictive potential shows that (i) the IIC is not identic to other metrics; and (ii) the IIC seems more reliable criterion at least for examined data on toxicity towards fathead minnow.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Veselinović AM, Velimorović D, Kaličanin B, Toropova AP, Toropov AA, Veselinović J (2017) Talanta 168:257–262

    Article  Google Scholar 

  2. Toropov AA, Achary PGR, Toropova AP (2016) Chem Phys Lett 660:107–110

    Article  CAS  Google Scholar 

  3. Veselinović AM, Veselinović JB, Nikolić GM, Toropova AP, Toropov AA (2016) Struct Chem 27:821–828

    Article  Google Scholar 

  4. Carbó-Dorca R (2014) J Math Chem 52(7):1848–1856

    Article  Google Scholar 

  5. Carbó-Dorca R (2013) J Comput Chem 34(9):766–779

    Article  Google Scholar 

  6. Gallegos A, Carbó-Dorca R, Ponec R, Waisser K (2004) Int J Pharm 269(1):51–60

    Article  CAS  Google Scholar 

  7. Gobbi M, Beeg M, Toropova MA, Toropov AA, Salmona M (2016) Toxicol Lett 250-251:42–46

    Article  CAS  Google Scholar 

  8. Basant N, Gupta S, Singh KP (2016) Toxicol Res 5(4):1029–1038

    Article  CAS  Google Scholar 

  9. Worachartcheewan A, Nantasenamat C, Isarankura-Na-Ayudhya C, Prachayasittikul V (2014) Lett Drug Des Discovery 11(4):420–427

    Article  CAS  Google Scholar 

  10. Toropova AP, Toropov AA (2017) Sci Total Environ 586:466–472

    Article  CAS  Google Scholar 

  11. Toropov AA, Toropova AP (2017) Mutat Res-Genet Toxicol Environ 819:31–37

    Article  CAS  Google Scholar 

  12. Mitra I, Roy PP, Kar S, Ojha PK, Roy K (2010) J Chemom 24(1):22–33

    Article  CAS  Google Scholar 

  13. Golbraikh A, Tropsha A (2002) J Mol Graph Model 20(4):269–276

    Article  CAS  Google Scholar 

  14. Cassotti M, Ballabio D, Todeschini R, Consonni V (2015) SAR QSAR Environ Res 26(3):217–243

    Article  CAS  Google Scholar 

  15. Bertinetto C, Duce C, Solaro R, Tiné MR, Micheli A, Héberger K, Miličević A, Nikolić S (2013) Match 70(3):1005–1021

    CAS  Google Scholar 

  16. Toropova AP, Toropov AA, Lombardo A, Roncaglioni A, Benfenati E, Gini G (2012) J Comput Chem 33(12):1218–1223

    CAS  Google Scholar 

  17. Stadnicka J, Schirmer K, Ashauer R (2012) Environ Sci Technol 46(6):3273–3280

    Article  CAS  Google Scholar 

  18. Lyakurwa F, Yang X, Li X, Qiao X, Chen J (2014) Chemosphere 96:188–194

    Article  CAS  Google Scholar 

  19. Toropov AA, Toropova AP, Benfenati E, Fanelli R (2016) Anti-Infect Agents 14(1):3–10

    Article  CAS  Google Scholar 

  20. Toropova AP, Toropov AA, Veselinović JB, Veselinović AM (2015) Environ Sci Pollut Res Int 22(11):8264–8271

    Article  Google Scholar 

  21. Toropova AP, Toropov AA, Benfenati E, Leszczynska D, Leszczynski J (2015) Bioorg Med Chem 23(6):1223–1230

    Article  CAS  Google Scholar 

  22. Veselinović JB, Veselinović AM, Toropova AP, Toropov AA (2016) Eur J Med Chem 116:71–75

    Article  Google Scholar 

  23. Toropov AA, Toropova AP, Puzyn T, Benfenati E, Leszczynska D, Leszczynski J (2013) Chemosphere 92(1):31–37

    Article  CAS  Google Scholar 

  24. I-Kuei Lin L (1989) Biometrics 45(1):255–268

    Article  Google Scholar 

  25. Zadeh LA (1978) Fuzzy Sets Syst 1(1):3–28

    Article  Google Scholar 

Download references

Acknowledgements

Authors thank the LIFE-COMBASE contract (LIFE15 ENV/ES/000416) for financial support.

Author information

Authors and Affiliations

  1. Department of Environmental Health Science, Laboratory of Environmental Chemistry and Toxicology, IRCCS-Istituto di Ricerche Farmacologiche Mario Negri, Via La Masa 19, 20156, Milan, Italy

    Andrey A. Toropov & Alla P. Toropova

  2. SQQM-CERT and Institute of Computational Chemistry and Catalysis, University of Girona, Campus Montilivi, 17071, Girona, Spain

    Ramon Carbó-Dorca

Authors
  1. Andrey A. Toropov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Ramon Carbó-Dorca
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Alla P. Toropova
    View author publications

    You can also search for this author in PubMed Google Scholar

Contributions

Authors have equivalent contributions into the development of suggested models, preparation of the text, and design of Tables.

Corresponding author

Correspondence to Alla P. Toropova.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interest.

Electronic supplementary material

ESM 1

(XLSX 91 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Toropov, A.A., Carbó-Dorca, R. & Toropova, A.P. Index of Ideality of Correlation: new possibilities to validate QSAR: a case study. Struct Chem 29, 33–38 (2018). https://doi.org/10.1007/s11224-017-0997-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11224-017-0997-9

Keywords

Search

Navigation