Molecular lipophilicity potential by CLIP, a reliable tool for the description of the 3D distribution of lipophilicity: application to 3-phenyloxazolidin-2-one, a prototype series of reversible MAOA inhibitors.
Ooms, Frédéric; Wouters, J; Collin, Set al.
1998 • In Bioorganic and Medicinal Chemistry Letters, 8 (11), p. 1425 - 1430
[en] The capacity factor of eleven derivatives belonging to a prototype series of 3-phenyloxazolidin-2-one, reversible MAO inhibitors, was measured and compared to the calculated log Pcalc using the CLIP package. We demonstrate that this Molecular Lipophilicity Potential (MLP) approach is a valuable tool to estimate log Pcalc of such compounds.
Disciplines :
Chemistry
Author, co-author :
Ooms, Frédéric ; Université de Liège - ULiège > HEC Liège Research > HEC Liège Research: Strategy & Performance for the Society ; Laboratoire de Chimie Moléculaire Structurale, Facultés Universitaires Notre-Dame de la Paix, Namur, Belgium. ooms@scf.fundp.ac.be
Wouters, J; Lab. de Chim. Molec. Structurale, Facultes Univ. Notre-Dame de la P., B-5000 Namur, Belgium
Collin, S; Lab. de Chim. Molec. Structurale, Facultes Univ. Notre-Dame de la P., B-5000 Namur, Belgium ; Lab. de Brasserie et des Indust. A., Univ. Catholique de Louvain, B-1348, Louvain-la-Neuve, Belgium
Durant, F; Lab. de Chim. Molec. Structurale, Facultes Univ. Notre-Dame de la P., B-5000 Namur, Belgium
Jegham, S; Synthélabo Recherche, 92500, Rueil-Malmaison, France
George, P; Synthélabo Recherche, 92500, Rueil-Malmaison, France
Language :
English
Title :
Molecular lipophilicity potential by CLIP, a reliable tool for the description of the 3D distribution of lipophilicity: application to 3-phenyloxazolidin-2-one, a prototype series of reversible MAOA inhibitors.
7. Kim, K.H. J. Comput. Aided Mol. Des. 1995, 9, 308-318
8. Du, Q.; Arteca, G.A. J. Comput. Aided Mol. Des. 1996, 10, 133-144
9. Gaillard, P.; Carrupt, P.A.; Testa, B.; Boudon, A. J. Comput. Aided Mol. Des. 1994, 8, 83-96
10. Gaillard, P.; Carrupt, P.A.; Testa, B. Bioorg. Med. Chem. Lett. 1994, 4, 737-742
11. Carrupt, P. -A., Testa, B., Gaillard, P. In Rev. Computat. Chem.; Lipkowitz, K. B.; Boyd, B. D., Ed.; Wiley-VCH: New-York, 1997; Vol 11, pp. 241-315
12. Audry, E.; Dubost, J.-P.; Colletier, J.-C.; Dallet, P. Eur. J. Med. Chem. 1986, 21, 71-72
13. Fauchere, J.L.; Quarendon, P.; Kaetterer, L. J. Mol. Graphics 1988, 6, 203-206