Exhaustive Generation of Organic Isomers. 6. Stereoisomers Having Isolated and Spiro Cycles and New Extended N_Tuples

Journal of Chemical Information and Computer Sciences

Volumn 41, Issue 4, 2001, Pages 964-977

  Contreras, M L ^a   Alvarez, J ^a   Riveros, M ^a   Arias, G ^a   Rozas, R ^a  

^a UNIVERSIDAD DE SANTIAGO DE CHILE   (Chile)

Author keywords

[No Author keywords available]

Indexed keywords

ALGORITHMS; COMPUTER PROGRAMMING; MOLECULAR GRAPHICS; STEREOCHEMISTRY;

STEREOISOMERS;

ISOMERS;

EID: 0346402713     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci0003395     Document Type: Article

References (36)

1. See for example, a collection of contributions in Rev. Comput. Chem.; Lipkowitz, K. B., Boyd, D. B., Eds.; Wiley-VCH: New York, 1990-1999; Vol. 1-13.
2. Carhart, R. E.; Smith, D. H.; Brown, H.; Djerassi, C. An Approach to Computer-Assisted Elucidation of Molecular Structure. J. Am. Chem. Soc. 1975, 97, 5755-5762.
3. Carhart, R. E.; Smith, D. H.; Gray, N. A.; Nourse, J. G.; Djerassi, C. GENOA: A Computer Program for Structure Elucidation Utilizing Overlapping and Alternative Substructures. J. Org. Chem. 1981, 46, 1708-1718.
4. Gray, N. A. B. Computer-Assisted Structure Elucidation; Wiley-Interscience: New York, 1986.
5. Funatsu, K.; Miyabayaski, N.; Sasaki, S. Further Development of Structure Generation in the Automated Structure Elucidation System CHEMICS. J. Chem. Inf. Comput. Sci. 1988, 28, 18-28.
6. Christie, B. D.; Munk, M. E. Structure Generation by Reduction: A New Strategy for Computer-Assisted Structure Elucidation. J. Chem. Inf. Comput. Sci. 1988, 28, 87-93.
7. Nilakantan, R.; Bauman, N.; Venkataraghavan, R. A Method for Automatic Generation of Novel Chemical Structures and Its Potential Applications to Drug Discovery. J. Chem. Inf. Comput. Sci. 1991, 31, 527-530.
8. Pivina, T. S.; Molchanova, M. S.; Shcherbukhin, V. V.; Zefirov, N. S. Computer Generation of Caged Frameworks Which Can be Used as Synthons for Creating High-Energetic Materials. Propell., Expl., Pyrotech. 1994, 19, 286-289.
9. Pivina, T. S.; Shcherbukhin, V. V.; Molchanova, M. S.; Zefirov, N. S. Computer-Assisted Prediction of Novel Target High-Energy Compounds. Propell., Expl., Pyrotech. 1995, 20, 144-146.
10. Clark, D. E.; Frenkel, D.; Levy, S. A.; Li, J.; Murray, C. W.; Robson, B.; Waszkowycs, B.; Westhead, D. R. PRO_LIGAND: An Approach to de novo Molecular Design. 1. Application to the Design of Organic Molecules. J. Comput.-Aided Mol. Des. 1995, 9, 13-32.
11. See, for example: Chem. Rev. 1993, 93(7) dedicated to Molecular Mechanics and Modeling.
12. Bone, R. G. A.; Villar, H. O. Exhaustive Enumeration of Molecular Substructures. J. Comput. Chem. 1997, 18(1), 86-107.
13. Cyvin, S. J.; Wang, J.; Brunvoll, J.; Cao, S.; Li, Y.; Cyvin, B. N.; Wang, Y. Staggered Conformers of Alkanes: Complete Solution of the Enumeration Problem. J. Mol. Struct. 1997, 413-414, 227-239.
14. Brunvoll, J.; Cyvin, S. J.; Cyvin, B. N. Enumeration of Tree-like Octogonal Systems. J. Math. Chem. 1997, 21(2), 193-196.
15. Caporossi, G.; Hansen, P. Enumeration of Polyhex Hydrocarbons to h = 21. J. Chem. Inf. Comput. Sci. 1998, 38, 610-619.
16. Fujita, S. Pseudo-Point Groups and Subsymmetry-Itemized Enumeration for Characterizing the Symmetries of 1,4-Dioxane and 1,4-Oxathiane Derivatives. J. Chem. Inf. Comput. Sci. 1998, 38, 876-884.
17. Wieland, T.; Kerber, A.; Laue, R. Principles of the Generation of Constitutional and Configurational Isomers. J. Chem. Inf. Comput. Sci. 1996, 36, 413-419.
18. Molchanova, M.; Zefirov, N. S. Irredundant Generation of Isomeric Molecular Structures with Some Known Fragments. J. Chem. Inf. Comput. Sci. 1998, 38, 8-22.
19. Agarwal, K. K. An Algorithm for Computing the Automorphism Group of Organic Structures with Stereochemistry and a Measure of its Efficiency. J. Chem. Inf. Comput. Sci. 1998, 38, 402-404.
20. Contreras, M. L.; Valdivia, R.; Rozas, R. Exhaustive Generation of Organic Isomers. 1. Acyclic Structures. J. Chem. Inf. Comput. Sci. 1992, 32, 323-330.
21. Contreras, M. L.; Valdivia, R.; Rozas, R. Exhaustive Generation of Organic Isomers. 2. Cyclic Structures: New Compact Molecular Code. J. Chem. Inf. Comput. Sci. 1992, 32, 483-491.
22. Contreras, M. L.; Rozas, R.; Valdivia, R. Exhaustive Generation of Organic Isomers. 3. Acyclic, Cyclic, and Mixed Compounds. J. Chem. Inf. Comput. Sci. 1994, 34, 610-616.
23. Luinge, H. J.; Van der Maas, J. H. AEGIS, an Algorithm for the Exhaustive Generation of Irredundant Structures. Chemom. Intell. Lab. Sys. 1990, 8, 157-165.
24. Nourse, J. G.; Smith, D. H.; Carhart, R. E.; Djerassi, C. Exhaustive Generation of Stereoisomers for Structure Elucidation. J. Am. Chem. Soc. 1970, 101, 1216-1223.
25. Benecke, C.; Grund, R.; Hohberger, R.; Kerber, A.; Laue, R.; Wieland, Th. MOLGEN, A Generator of Connectivity Isomers and Stereoisomers for Molecular Structure Elucidation. Anal. Chim. Acta 1995, 314, 141-147.
26. Wieland, T. Enumeration, Generation, and Construction of Stereoisomers of High-Valence Stereocenters. J. Chem. Inf. Comput. Sci. 1995, 35, 220-225.
27. Read, R. C. In Chemical Applications of Graph Theory; Balaban, A. T., Ed.; Academic Press: New York, 1976; pp 11-60.
28. Contreras, M. L.; Trevisiol, G. M.; Alvarez, J.; Arias, M. G.; Rozas, R. Exhaustive Generation of Organic Isomers. 5. Unsaturated Optical and Geometrical Stereoisomers, and a New CIP Subrule. J. Chem. Inf. Comput. Sci. 1999, 39, 475-482.
29. Fan, B. T.; Panaye, A.; Doucet, J. P.; Barbu, A. Ring Perception. A new Algorithm for Directly Finding the Smallest Set of Smaller Rings from a Connection Table. J. Chem. Inf. Comput. Sci. 1993, 33, 657-62.
30. Balasubramaniam, K. Computational Techniques for the Automorphism Groups. J. Chem. Inf. Comput. Sci. 1994, 34, 621-626.
31. Prelog, V.; Helmchen, G. Basic Principles of the CIP - System and Proposals for a Revision. Angew. Chem., Int. Ed. Engl. 1982, 21, 567-583.
32. Cusler, R. H. Mathematical Statements about the Revised CIP-System. Match 1986, 21, 3-31.
33. 31 These examples have been reproduced correctly by CAMGEC2.
34. Rücker, G.; Rücker, C. On Topological Indices, Boiling Points and Cycloalkanes. J. Chem. Inf. Comput. Sci. 1999, 39, 788-802.
35. Balasubramanian, K.; Basak, S. C. Caracterization of Isospectral Graphs Using Graphs Invariants and Derived Orthogonal Parameters. J. Chem. Inf. Comput. Sci. 1998, 38, 367-373.
36. Razinger, M.; Balasubramanian, K.; Perdih, M.; Munk, M. E. Stereoisomer Generation in Computer-Enhanced Structure Elucidation. J. Chem. Inf. Comput. Sci. 1993, 33, 812-825.