Neural networks as a method for elucidating structure-property relationships for organic compounds

Russian Chemical Reviews

Volumn 72, Issue 7, 2003, Pages 629-649

  Halberstam, N M ^a,b   Baskin, I I ^a   Palyulin, V A ^a   Zefirov, N S ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748373826     PISSN: 0036021X     EISSN: 14684837     Source Type: Journal    
DOI: 10.1070/RC2003v072n07ABEH000754     Document Type: Review

References (160)

1. J Zupan, J Gasteiger Anal. Chim. Acta 248 1 (1991)
2. J Gasteiger, J Zupan Angew. Chem., Int. Ed. Engl. 105 503 (1993)
3. T Aoyama, H Ichikawa Chem. Pharm. Bull. 39 358 (1991)
4. J A Burns, G M Whitesides Chem. Rev. 93 2583 (1993)
5. J Zupan, J Gasteiger Neural Networks in Chemistry (Weinheim: Wiley-VCH, 1999)
6. I V Zaentsev Neironnye Seti: Osnovnye Modeli (Neural Networks: Basic Models) (Voronezh: Voronezh State University, 1999)
7. M Lehtokangas, J Saarinen Neurocomputing 20 265 (1998)
8. J Y F Yam, T W S Chow Neurocomputing 30 219 (2000)
9. I Kovesdi, M F Dominguez-Rodrigues, L Orfi, G Naray-Szabo, A Varro, J G Papp, P Matyus Med. Res. Rev. 19 249 (1999)
10. J Devillers (Ed.) Neural Networks in QSAR and Drug Design (London: Academic Press, 1996)
11. A N Gorban' Obuchenie Neironnykh Setei (Teaching of Neural Networks) (Moscow: ParaGraf, 1990)
12. D E Rumelhart, G E Hinton, R J Williams, in Parallel Data Processing Vol. 1 (Eds D E Rumelhart, J L McClelland) (Cambridge, MA: M.I.T. Press, 1986) p. 318
13. Stuttgart Neural Network Simulator User Manual, Version 4.0, 1995
14. MatLab User Manual, Version 6.0, 2000
15. T P Vogl, J K Mangis, A K Rigler, W T Zink, D L Alkon Biol. Cybern. 59 256 (1988)
16. L M Patnaik, K Rajan Neurocomputing 35 123 (2000)
17. M Riedmiller, H Braun, in Proceedings of the IEEE International Conference on Neural Networks, San Francisco, CA, 1993 p. 586
18. J Dennis, R B Schnabel Numerical Methods for Unconstrained Optimization and Nonlinear Equations (Englewood Cliffs, NJ: Prentice-Hall, 1983)
19. M J Lee, J T Chen Ind. Eng. Chem. Res. 32 995 (1993)
20. Ajay J. Med. Chem. 36 3565 (1993)
21. L Dolmatova, V Tchistiakov, K Ruckebusch, N Dupuy, J-P Huvenne, P Legrand J. Chem. Inf. Comput. Sci. 39 1027 (1999)
22. V Kvasnicka, S Sklenak, J Pospichal J. Chem. Inf. Comput. Sci. 32 742 (1992)
23. V Kvasnicka, J Pospichal J. Mol. Struct. (Theochem) 235 227 (1991)
24. V Kvasnicka J. Math. Chem. 6 63 (1991)
25. D B Kireev J. Chem. Inf. Comput. Sci. 35 175 (1995)
26. a
27. I I Baskin, V A Palyulin, N S Zefirov J. Chem. Inf. Comput. Sci. 37 715 (1997)
28. B Bienfait J. Chem. Inf. Comput. Sci. 34 890 (1994)
29. J Polanski J. Chem. Inf. Comput. Sci. 36 694 (1996)
30. J Polanski J. Chem. Inf. Comput. Sci. 37 553 (1997)
31. R Kocjancic, J Zupan J. Chem. Inf. Comput. Sci. 37 985 (1997)
32. V S Rose, I F Croall, H J MacFie Quantum Struct.-Act. Relat. 10 6 (1991)
33. R Hecht-Nielsen Appl. Opt. 26 4979 (1987)
34. R Hecht-Nielsen Neural Netw. 1 131 (1988)
35. M Novic, Z Nikolovska-Coleska, T Solmajer J. Chem. Inf. Comput. Sci. 37 990 (1997)
36. M Vracko J. Chem. Inf. Comput. Sci. 37 1037 (1997)
37. K L Peterson Anal. Chem. 64 379 (1992)
38. K L Peterson J. Chem. Inf. Comput. Sci. 35 896 (1995)
39. H Lohninger J. Chem. Inf. Comput. Sci. 33 736 (1993)
40. J Tetteh, T Suzuki, E Metcalfe, S Howells J. Chem. Inf. Comput. Sci. 39 491 (1999)
41. C H Wan, P de B Harrington J. Chem. Inf. Comput. Sci. 39 1049 (1999)
42. G Espinosa, D Yaffe, Y Cohen, A Arenas, F Giralt J. Chem. Inf. Comput. Sci. 40 859 (2000)
43. Q Liu, S Hirono, I Moriguchi Chem. Pharm. Bull. 40 2962 (1992)
44. W Y Choy, B C Sanctuary, G Zhu J. Chem. Inf. Comput. Sci. 37 1086 (1997)
45. C Cai, P de B Harrington J. Chem. Inf. Comput. Sci. 39 874 (1999)
46. V V Kovalishyn, I V Tetko, A I Luik, V V Kholodovych, A E P Villa, D J Livingstone J. Chem. Inf. Comput. Sci. 38 651 (1998)
47. A Micheli, A Sperduti, A Starita, A M Bianucci J. Chem. Inf. Comput. Sci. 41 202 (2001)
48. R Todeschini, V Consonni Handbook of Molecular Descriptors (Weinheim: Wiley-VCH, 2000)
49. a
50. M I Stankevich, I V Stankevich, N S Zefirov Usp. Khim. 57 337 (1988)
51. [Russ. Chem. Rev. 57 191 (1988)]
52. L Pogliani Chem. Rev. 100 3827 (2000)
53. M Karelson, V S Lobanov, A R Katritzky Chem. Rev. 96 1027 (1996)
54. G A Bakken, P C Jurs J. Chem. Inf. Comput. Sci. 39 508 (1999)
55. H E McClelland, P C Jurs J. Chem. Inf. Comput. Sci. 40 967 (2000)
56. S J Patankar, P C Jurs J. Chem. Inf. Comput. Sci. 40 706 (2000)
57. D W Elrod, G M Maggiora, R G Trenary J. Chem. Inf. Comput. Sci. 30 477 (1990)
58. D W Elrod, G M Maggiora, R G Trenary Tetrahedron Comput. Methodol. 3 163 (1990)
59. I I Baskin, N M Halberstam, T V Mukhina, V A Palyulin, N S Zefirov SAR QSAR Environ. Res. 12 401 (2001)
60. V N Viswanadhan, G A Mueller, S C Basak, J N Weinstein J. Chem. Inf. Comput. Sci. 41 505 (2001)
61. A M Kshirsagar Multivariate Analysis (New York: Marcel Dekker, 1972)
62. M Guo, L Xu, H Li, C-Y Hu Anal. Sci. 12 291 (1996)
63. H Nefati, J-M Cense, J-J Legendre J. Chem. Inf. Comput. Sci. 36 804 (1996)
64. G Castellano, A M Fanelli Neurocomputing 31 1 (2000)
65. S-S So, M Karplus J. Med. Chem. 39 1521 (1996)
66. S-S So, M Karplus J. Med. Chem. 40 4347 (1997)
67. S-S So, M Karplus J. Med. Chem. 40 4360 (1997)
68. D Rogers, A J Hopfinger J. Chem. Inf. Comput. Sci. 34 854 (1994)
69. B T Luke J. Chem. Inf. Comput. Sci. 34 1279 (1994)
70. M W Brinn, M P Payne, P T Walsh Chem. Eng. Res. Design 71 337 (1993)
71. E D Karnin IEEE Trans. Neural Netw. 1 239 (1990)
72. J H Wikel, E R Dow Bioorg. Med. Chem. Lett. 3 645 (1993)
73. R Reed IEEE Trans. Neural Netw. 4 740 (1993)
74. I V Tetko, A E P Villa, D J Livingstone J. Chem. Inf. Comput. Sci. 36 794 (1996)
75. I V Tetko, V Yu Tanchuk, A I Luik, in Proceedings of AIP Conference 330 (E.C.C.C. 1 Computational Chemistry) (F.E.C.S. Conference), Nancy, 1995 p. 761
76. I V Tetko, V Yu Tanchuk, N P Chentsova, S V Antonenko, G I Poda, V P Kukhar, A I Luik J. Med. Chem. 37 2520 (1994)
77. Y Isu, U Nagashima, T Aoyama, H Hosoya J. Chem. Inf. Comput. Sci. 36 286 (1996)
78. D Svozil, J G K Sevcik, V Kvasnicka J. Chem. Inf. Comput. Sci. 37 338 (1997)
79. D Domine, J Devillers, D Wienke, L Buydens Quantum Struct.-Act. Relat. 15 395 (1996)
80. D Domine, J Devillers, D Wienke, L Buydens J. Chem. Inf. Comput. Sci. 37 10 (1997)
81. T A Andrea, H Kalayeh J. Med. Chem. 34 2824 (1991)
82. X-H Song, Z Chen, R-Q Yu Sci. China, Ser. B 36 1443 (1993)
83. D Cherqaoui, D Villemin, A Mesbah, J M Cense, V Kvasnicka, in Proceedings of AIP Conference 330 (E.C.C.C. 1 Computational Chemistry) (F.E.C.S. Conference), Nancy, 1995 p. 767
84. S-S So, W G Richards J. Med. Chem. 35 3201 (1992)
85. I V Tetko, A I Luik, G I Poda J. Med. Chem. 36 811 (1993)
86. B Curry, D E Rumelhart Tetrahedron Comput. Methodol. 3 213 (1990)
87. A S Weigend, B A Huberman, D E Rumelhart Int. J. Neural Syst. 1 193 (1990)
88. D T Manallack, D J Livingstone Eur. J. Med. Chem. 34 195 (1999)
89. F R Burden, D A Winkler J. Med. Chem. 42 3183 (1999)
90. F R Burden, M G Ford, D C Whitley, D A Winkler J. Chem. Inf. Comput. Sci. 40 1423 (2000)
91. I I Baskin, M I Skvortsova, V A Palyulin, N S Zefirov Found. Comput. Decis. Sci. 22 107 (1997)
92. V Kvasnicka, S Sklenak, J Pospichal J. Am. Chem. Soc. 115 1495 (1993)
93. J Y Choi, C-H Choi IEEE Trans. Neural Netw. 3 101 (1992)
94. S-H Oh, Y Lee IEEE Trans. Neural Netw. 6 1005 (1995)
95. T Aoyama, H Ichikawa J. Chem. Inf. Comput. Sci. 32 492 (1992)
96. T Aoyama, H Ichikawa Chem. Pharm. Bull. 39 372 (1991)
97. H Ichikawa, T Aoyama SAR QSAR Environ. Res. 1 115 (1993)
98. I I Baskin, A O Ait, N M Halberstam, V A Palyulin, N S Zefirov SAR QSAR Environ. Res. 13 35 (2002)
99. G M Maggiora, D W Elrod, R G Trenary J. Chem. Inf. Comput. Sci. 32 732 (1992)
100. J H Schuur, P Selzer, J Gasteiger J. Chem. Inf. Comput. Sci. 36 334 (1996)
101. S N Jordan, A R Leach, J Bradshaw, in Proceedings of AIP Conference 330 (E.C.C.C. 1 Computational Chemistry) (F.E.C.S. Conference), Nancy, 1995 p. 550
102. A A Gakh, E G Gakh, B G Sumpter, D W Noid J. Chem. Inf. Comput. Sci. 34 832 (1994)
103. A Bruchmann, P Zinn, C M Haffer Anal. Chim. Acta 283 869 (1993)
104. R C Glen, V S Rose, J C Lindon, R J Ruane, I D Wilson, J K Nicholson J. Planar Chromatogr. 4 432 (1991)
105. D T Manallack, D D Ellis, D J Livingstone J. Med. Chem. 37 3758 (1994)
106. T Aoyama, Y Suzuki, H Ichikawa J. Med. Chem. 33 2583 (1990)
107. B Lućić, N Trinajstić J. Chem. Inf. Comput. Sci. 39 121 (1999)
108. B Lućić, D Amić, N Trinajstić J. Chem. Inf. Comput. Sci. 40 403 (2000)
109. C J Barden, M K Boysworth, F A Palocsay J. Chem. Inf. Comput. Sci. 38 483 (1998)
110. J Meiler, R Meusinger, M Will J. Chem. Inf. Comput. Sci. 40 1169 (2000)
111. B E Mitchell, P C Jurs J. Chem. Inf. Comput. Sci. 36 58 (1996)
112. D L Clouser, P C Jurs J. Chem. Inf. Comput. Sci. 36 168 (1996)
113. O Ivanciuc, J-P Rabine, D Cabrol-Bass, A Panaye, J P Doucet J. Chem. Inf. Comput. Sci. 36 644 (1996)
114. J Grunenberg, R Herges J. Chem. Inf. Comput. Sci., 35 905 (1995)
115. Q X Guo, S H Luo, H Wang, M S Zhang, Y C Liu J. Chem. Res. (S) 38 (1996)
116. L Liu, Q-X Guo J. Chem. Inf. Comput. Sci. 39 133 (1999)
117. M E Brewster, M-J Huang, A Harget, N Bodor Tetrahedron 48 3463 (1992)
118. S Ventura, M Silva, D Pérez-Bendito, C Hervvs J. Chem. Inf. Comput. Sci. 37 287 (1997)
119. A T Balaban, S C Basak, T Colburn, G D Grunwald J. Chem. Inf. Comput. Sci. 34 1118 (1994)
120. L M Egolf, P C Jurs J. Chem. Inf. Comput. Sci. 33 616 (1993)
121. L H Hall, C T Story J. Chem. Inf. Comput. Sci. 36 1004 (1996)
122. A A Gakh, E G Gakh, B G Sumpter, D W Noid, L D Trowbridge J. Fluorine Chem. 73 107 (1995)
123. S Liu, R Zhang, M Liu, Z Hu J. Chem. Inf. Comput. Sci. 37 1146 (1997)
124. E S Goll, P C Jurs J. Chem. Inf. Comput. Sci. 39 974 (1999)
125. a
126. B E Mitchel, P C Jurs J. Chem. Inf. Comput. Sci. 37 538 (1997)
127. E S Goll, P C Jurs J. Chem. Inf. Comput. Sci. 39 1081 (1999)
128. T Suzuki, R-U Ebert, G Schürmann J. Chem. Inf. Comput. Sci. 37 1122 (1997)
129. N Bodor, A Harget, M-J Huang J. Am. Chem. Soc. 113 9480 (1991)
130. B E Mitchell, P C Jurs J. Chem. Inf. Comput. Sci. 38 489 (1998)
131. J Huuskonen, M Salo, J Taskinen J. Chem. Inf. Comput. Sci. 38 450 (1998)
132. J M Sutter, P C Jurs J. Chem. Inf. Comput. Sci. 36 100 (1996)
133. H L Engelhardt, P C Jurs J. Chem. Inf. Comput. Sci. 37 478 (1997)
134. B E Mitchell, P C Jurs J. Chem. Inf. Comput. Sci. 38 200 (1998)
135. J M Cense, B Diawara, J J Legendre, G Roullet, in Proceedings of AIP Conference 330 (E.C.C.C. 1 Computational Chemistry) (F.E.C.S. Conference), Nancy, 1995 p. 556
136. J J Huuskonen, D J Livingstone, I V Tetko J. Chem. Inf. Comput. Sci. 40 947 (2000)
137. A F Duprat, T Huynh, G Dreyfus J. Chem. Inf. Comput. Sci. 38 586 (1998)
138. J Devillers, D Domine, C Guillon, W Karcher J. Pharm. Sci. 87 1086 (1998)
139. H Kränz, V Vill, B Meyer J. Chem. Inf. Comput. Sci. 36 1173 (1996)
140. R Schröder, H Krinz, V Vill, B Meyer J. Chem. Soc., Perkin Trans. 2 1685 (1996)
141. H Nefati, J-J Legendre, C Michot, in Proceedings of AIP Conference 330 (E.C.C.C. 1 Computational Chemistry) (F.E.C.S. Conference), Nancy, 1995 p. 562
142. a
143. M Chastrette, D Cretin, C El Aidi J. Chem. Inf. Comput. Sci. 36 108 (1996)
144. O Ivanciuc Rev. Roum. Chim. 40 567 (1995)
145. V Kvasnicka, S Sklenak, J Pospichal Theor. Chim. Acta 86 257 (1993)
146. N Ghoshal, S N Mukhopadhayay, T K Ghoshal, B Achari Indian J. Chem., Sect. B 32 1045 (1993)
147. S-S So, M Karplus J. Med. Chem. 39 5246 (1996)
148. M Jalali-Heravi, F Parastar J. Chem. Inf. Comput. Sci. 40 147 (2000)
149. M Wiese Quantum Struct.-Act. Relat. 10 369 (1991)
150. T Aoyama, Y Suzuki, H Ichikawa J. Med. Chem. 33 905 (1990)
151. J N Weinstein, K W Kohn, M R Grever, V K Viswanadhan, L V Rubinstein, A P Monks, D A Scudiero, L Welch, A D Koutsokos, A J Chiausa, K D Paull Science 258 447 (1992)
152. S Hatrik, P Zahradnik J. Chem. Inf. Comput. Sci. 36 992 (1996)
153. R Vendrame, R S Braga, Y Takahata, D S Galvao J. Chem. Inf. Comput. Sci. 39 1094 (1999)
154. G Gini, M Lorenzini J. Chem. Inf. Comput. Sci. 39 1076 (1999)
155. N Ghoshal, S N Mukhopadhayay, T K Ghoshal, B Achari Bioorg. Med. Chem. Lett. 3 329 (1993)
156. M Brinn, P T Walsh, M P Payne, B Bott SAR QSAR Environ. Res. 1 169 (1993)
157. I K Lyubimova, S K Abilev, N M Halberstam, I I Baskin, V A Palyulin, N S Zefirov Izv. Akad. Nauk, Ser. Biol. 180 (2001)
158. G W Kauffman, P C Jurs J. Chem. Inf. Comput. Sci. 40 753 (2000)
159. M D Wessel, P C Jurs, J W Tolan, S M Muskal J. Chem. Inf. Comput. Sci. 38 726 (1998)
160. J Jaén-Oltra, T Salabert-Salvador, F J Garcia-March, F Pérez-Giménez, F Tomás-Vert J. Med. Chem. 43 1143 (2000)