Document Type: Original Research Article

Authors

1 Department of chemistry Arak Branch, Islamic Azad University

2 Department of Chemistry, Arak Branch, Islamic Azad University, P.O. Box 38135-567, Arak, Iran

Abstract

In the present investigation the applicability of various topological indices are tested for the QSPR study on 80 amino acids derivatives. Relationship between the Randic' (1X), Balaban (J), Szeged (Sz), Harary (H), Wiener (W), Hyper-Wiener (WW) and Wiener Polarity (WP) indices to the thermodynamic Properties such as thermal energy Eth (J/mol) and heat capacity (CV J/mol. K) of amino acids is represented. The thermodynamic properties are taken from HF level using the ab initio 6-31G basis sets from the program package Gaussian 98. We have used Multiple Linear Regression (MLR) techniques and followed back ward regression analysis for obtaining properties. By analyzing the correlation between the indices in suitable models, the most suitable indicators for modeling properties were determined. The predictive powers of the models were discussed using leave-one-out (LOO) cross-validation. The obtained results show that combining of the two descriptors (J, 1X) could be used successfully for modeling and predicting the heat capacity (CV), and thermal energy (Eth) of amino acids derivatives.

Graphical Abstract

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Main Subjects

[1] H.D. Jakube, H. Jeschkeit, Eine Einführung, Akademie-Verlag, Berlin., 1982, 26, 838-839.

[2] N. Ahmadinejad , M. Talebi Tari, J. Chem. Method., 2019, 3, 55-66.

[3] M. Nabati , M. alsadat Kermanian, H. Mohammadnejad-Mehrabani, H. Rahbar Kafshboran, M. Mehmannavaz, S. Sarshar, J. Chem. Method., 2018, 2, 128-140.

[4] A.T. Balaban, T.S. Balaban, J. Math. Chem., 1991, 8, 383-397.

[5] P.J. Hansen, P.C. Jurs, J. Chem. edu., 1988, 65, 574-580.

[6] G. Rucker, C. Rucker, J. Chem. Inf. Comput. Sci., 1999, 39, 788-802.

[7] M. Shahpar, S. Esmaeilpoor,   A. J.  Green Chem., 2017, 1, 116-129.

[8] Y.  Boukarai, F. Khalil, M. Bouachrine, J. Chem. Method., 2017, 1, 173-193.

[9] M.P. Gonzales, A.M. Helguera, M.A. Cabrera, Bioorg. Med. Chem., 2005, 13, 1775-1781.

[10] M. Randic', S.C. Basak, SAR. QSAR.  Environ. Res., 2000, 11, 1-23.

[11] O. Ivanciuc, T. Ivanciuc, D. Cabrol-Bass, A.T. Balaban, J. Chem. Inf. Comput. Sci., 2000, 40, 631-643.

[12] M.  Nabati, J. Chem. Method., 2017, 1, 121-135.

[13] A.R. Katritzky, V.S. Lobanov, M. Karelson, Chem. Soc. Rev., 1995, 24, 279-287.

[14] A. R.Katritzky, U. Maran, V.S. Lobanov, M. Karelson, J. Chem. Inf. Comput. Sci., 2000, 40, 1-18.

[15] Y.P. Du, Y.Z. Liang, B.Y. Li, C.J. Xu, J. Chem. Inf. Comput. Sci., 2002, 42, 1128-1138.

[16] Z. Slanina, F. Uhlik, S.L. Lee, E. Osawa, MATCH Commun. Math. Comput. Chem., 2001, 44, 335-348.

[17] Yi. Gao, M.  Farahani, W.  Nazeer, J. Chem. Method., 2018, 2, 39-46.

[18] A.T. Balaban, J. Chem. Inf. Comput. Sci., 1995, 35, 339-350.

[19] M. Randić, J. Math. Chem., 1991, 7, 155-168.

[20] H. Wiener, J. American. Chem. Soc., 1947, 69, 17-20.

[21] A.T. Balaban, J. Chem. Inf. Comput. Sci., 1985, 25, 334-343.

[22] A.R. Nizami, T. Farman, J. Appl. Comput. Math., 2018, 7, 1-5.

[23] F. Shafiei, Iranian J. Math. Chem., 2015, 6, 15-28.

[24] D. Bonchev, J. Chem. Inf. Comput. Sci., 2000, 40, 934-941.

[25] S. Liu, H. Liu, Z. Xia, C. Cao, Z. Li, J. Chem. Inf. Comput. Sci., 1999, 39, 951-957.

[26] O. Ivanciuc, T. Ivanciuc, D.J. Klein, W.A. Seitz, A.T. Balaban, J. Chem. Inf. Comput. Sci., 2001, 41, 536-549.

[27] A. Alaghebandi, F. Shafiei, Iranian J. Math. Chem., 2016, 7, 235-251.

[28] Elizabeth R. Collantes, and William J. Dunn III, J. Med. Chem., 1995, 38, 2705-2713.

[29] R.  Beigzadeh, J. Chem. Method., 2019, 3, 67-82.

[30] Li. Yang, Mao. Shu, Kaiwang. Ma, Hu. Mei, Yongjun. Jiang, Zhiliang. Li, Amino Acids., 2010, 38, 805–816.

[31] S. Sahoo, M. Kuanar, S. Patel, B.K. Mishra, Indian. J. chem., 2014, 53A, 1324-1331.

[32] A. Kidera, Y. konishi, M. Oka, T. Ooi, H. Scheraga, J. Protein Chem., 1985, 4, 23–55.

[33] Web search engine developed by ChemAxon; software available at http:// WWW. Chemicalize. Org.

[34] M. Randić, Acta. Chim. Slov., 2002, 49, 483–496.

[35] B. Zhou, I. Gutman, Chem. Phys. Lett., 2004, 394, 93-95.

[36] D.J. Klein, W. Yan, Y.N. Yeh, INT. J. QUANTUM. CHEM., 2006, 106, 1756-1761.

[37] M. Liu, B. Liu, MATCH Commun. Math. Comput. Chem., 2011, 66, 293-304.

[38] M. Randić, X. Guo, T. Oxley, H. Krishnapriyan, J. Chem. Inf. Comput. Sci., 1994, 34, 361-367.

[39] A.T. Balaban, Chem. Phys. Lett., 1982, 89, 399-404.

[40] K.C. Das, B. Zhou, N. Trinajstić, J. Math. Chem., 2009, 46, 1369-1376.

[41] I. Gutman, S. Klavžar, J.Chem. Inf. Comput. Sci., 1995, 35, 1011-1014.

[42] P.V. Khadikar, N.V. Deshpande, P.P. Kale, A. Dobrynin, I. Gutman, G. Dömötör, J. Chem. Inf. Comput. Sci., 1995, 35, 547-550.