Anchor-GRIND: Filling the gap between standard 3D QSAR and the GRid-INdependent descriptors

Journal of Medicinal Chemistry

Volumn 48, Issue 7, 2005, Pages 2687-2694

  Fontaine, Fabien ^a   Pastor, Manuel ^a   Zamora, Ismael ^a   Sanz, Ferran ^a  

^a UNIVERSITAT POMPEU FABRA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CHOLINESTERASE INHIBITOR; PROTEINASE INHIBITOR; PROTEINASE NS3 INHIBITOR; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ANCHOR GRIND MODEL; ARTICLE; CHEMICAL STRUCTURE; GRID INDEPENDENT DESCRIPTOR METHOD; HEPATITIS C VIRUS; LIGAND BINDING; METHODOLOGY; MOLECULAR INTERACTION; MOLECULAR MODEL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; THREE DIMENSIONAL IMAGING;

ACETYLCHOLINESTERASE; CHOLINESTERASE INHIBITORS; DRUG DESIGN; FACTOR XA; HYDROGEN BONDING; HYDROPHOBICITY; MODELS, MOLECULAR; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; SERINE PROTEINASE INHIBITORS; VIRAL NONSTRUCTURAL PROTEINS;

EID: 17144398395     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm049113+     Document Type: Article

References (17)

1. Cramer, R. D.; Patterson, D. E.; Bunce, J. D. Comparative Molecular Field Analysis (CoMPA): 1. Effect of shape on binding of steroids to carrier proteins. J. Am. Chem. Soc. 1988, 110, 5959-5967.
2. Pastor, M.; Cruciani, G.; McLay, I.; Pickett, S.; Clementi, S. GRid-INdependent descriptors (GRIND): A novel class of alignment-independent three-dimensional molecular descriptors. J. Med. Chem. 2000, 43, 3233-3243.
3. Cruciani, G.; Pastor, M.; Guba, W. VolSurf: A new tool for the pharmacokinetic optimization of lead compounds. Eur. J. Pharm. Sci. 2000, 11 Suppl 2, S29-39.
4. Mason, J. S.; Morize, I.; Menard, P. R.; Cheney, D. L.; Hulme, C.; et al. New 4-point pharmacophore method for molecular similarity and diversity applications: Overview of the method and applications, including a novel approach to the design of combinatorial libraries containing privileged substructures. J. Med. Chem. 1999, 42, 3251-3264.
5. Zamora, I.; Afzelius, L.; Cruciani, G. Predicting drug metabolism: A site of metabolism prediction tool applied to the cytochrome P450 2C9. J. Med. Chem. 2003, 46, 2313-2324.
6. Poupart, M. A.; Cameron, D. R.; Chabot, C.; Ghiro, E.; Goudreau, N.; et al. Solid-phase synthesis of peptidomimetic inhibitors for the hepatitis C virus NS3 protease. J. Org. Chem. 2001, 66, 4743-4751.
7. Carbonell, T.; Masip, I.; Sanchez-Baeza, F.; Delgado, M.; Araya, E.; et al. Identification of selective inhibitors of acetylcholinesterase from a combinatorial library of 2,5-piperazinediones. Mol. Divers. 2000, 5, 131-143.
8. Cruciani, G.; Fontaine, F.; Pastor, M. Almond; 3.3.0; Molecular Discovery Ltd.: Perugia, Italy, 2004.
9. Weininger, D. Smiles, a Chemical Language and Information-System 0.1. Introduction to Methodology and Encoding Rules. J. Chem. Inf. Comput. Sci. 1988, 28, 31-36.
10. Gasteiger, J.; Rudolph, C.; Sadowski, J. Automatic generation of 3D atomic coordinates for organic molecules. Tetrahedron Comput. Methodol. 1990, 3, 537-547.
11. http://www.daylight.com/dayhtml/doc/theory/theory.smarts.html.
12. http://openbabel.sourceforge.net/.
13. Goodford, P. J. A computational procedure for determining energetically favorable binding sites on biologically important macromolecules. J. Med. Chem. 1985, 28, 849-857.
14. Fontaine, F.; Pastor, M.; Sanz, F. Incorporating molecular shape into the alignment-free GRid-INdependent Descriptors. J. Med. Chem. 2004, 47, 2805-2815.
15. Llinas-Brunet, M.; Bailey, M.; Deziel, R.; Fazal, G.; Gorys, V.; et al. Studies on the C-terminal of hexapeptide inhibitors of the hepatitis C virus serine protease. Bioorg. Med. Chem. Lett. 1998, 8, 2719-2724.
16. Di Marco, S.; Rizzi, M.; Volpari, C.; Walsh, M. A.; Narjes, F.; et al. Inhibition of the hepatitis C virus NS3/4A protease. The crystal structures of two protease-inhibitor complexes. J. Biol. Chem. 2000, 275, 7152-7157.
17. Pastor, M.; Barroni, M. GOLPE; 4.5.11; Multivariate Infometric Analysis: Perugia, Italy, 2005.