Discriminating D1 and D2 agonists with a hydrophobic similarity index

Kollman, 1994, Theory of macromolecule-ligand interactions, Curr. Opin. Struct. Biol., 4, 240, 10.1016/S0959-440X(94)90315-8 Balbes, 1994, A perspective of modern methods in computer-aided drug design, Vol. 5, 337 Tokarski, 1994, Three-dimensional molecular shape analysis—quantitative structure activity relationship of a series of cholecystokinin-A receptor antagonists, J. Med. Chem., 37, 3639, 10.1021/jm00047a021 Meyer, 1991, The similarity of molecular shape, J. Comput.-Aided Mol. Design, 5, 427, 10.1007/BF00125663 Masek, 1993, Molecular shape comparison of angiotensin II receptor antagonists, J. Med. Chem., 36, 1230, 10.1021/jm00061a014 Verloop, 1976, Development and application of new steric substituent parameters in drug design, Vol. 7, 165 Weinstein, 1975, Some new quantum chemical procedures for the analysis of drug-receptor interactions, 2, 59 Weinstein, 1981, 309 Hopfinger, 1983, Theory and application of molecular potential energy fields in molecular shape analysis: A quantitative structure-activity relationship study of 2,4-diamino-5-benzylpyrimidines as dihydrofolate reductase inhibitors, J. Med. Chem., 26, 990, 10.1021/jm00361a011 1990 Cramer, 1988, Comparative molecular field analysis (CoMFA). 1. Effect of shape on binding of steroids to carrier proteins, J. Am. Chem. Soc., 110, 5959, 10.1021/ja00226a005 Carbó, 1980, How similar is a molecule to another? An electron density measure of similarity between two molecular structures, Int. J. Quant. Chem., 17, 1185, 10.1002/qua.560170612 Martin, 1983, Quantum chemical study of the molecular patterns of MAO inhibitors and substrates, Int. J. Quant. Chem., 23, 1627, 10.1002/qua.560230444 Bowen-Jenkins, 1985, Ab initio calculation of molecular similarity, J. Phys. Chem., 89, 2195, 10.1021/j100257a012 Bowen-Jenkins, 1986, Molecular similarity in terms of valence electron density, J. Chem. Soc. Chem. Commun., 133, 10.1039/c39860000133 Bowen-Jenkins, 1986, Qiantitative measures of similarity between pharmacologically active compounds, Int. J. Quant. Chem., 30, 763, 10.1002/qua.560300605 Richard, 1987, Modified molecular charge similarity indices for choosing molecular analogues, Int. J. Quant. Chem., 31, 309, 10.1002/qua.560310211 Cioslowski, 1991, Assessing molecular similarity from results of ab initio electronic structure calculations, J. Am. Chem. Soc., 113, 64, 10.1021/ja00001a012 Carbó, 1992, Quantum similarity measures, molecular cloud descriptors and structure-properties relationships, J. Chem. Inf. Comput. Sci., 32, 600, 10.1021/ci00010a005 Lee, 1994, An approach to molecular similarity using density functional theory, J. Phys. Chem., 98, 1135, 10.1021/j100055a015 Mestres, 1994, On the calculation of ab initio molecular similarities for large systems: Fitting the electron density, J. Comput. Chem., 15, 1113, 10.1002/jcc.540151007 Hodgkin, 1987, Molecular similarity based on electrostatic potential and electric field, 14, 105 Burt, 1990, The application of molecular similarity calculations, J. Comput. Chem., 11, 1139, 10.1002/jcc.540111004 Richard, 1991, Quantitative comparison of molecular electrostatic potentials for structure-activity studies, J. Comput. Chem., 12, 959, 10.1002/jcc.540120809 Fantucci, 1992, Lipophilicity force field profile: An expressive visualisation of the lipophilicity molecular potential gradient, J. Comput. Aided Mol. Design, 6, 315, 10.1007/BF00125942 Good, 1992, Utilization of Gaussian functions for the rapid evaluation of molecular similarity, J. Chem. Inf. Comput. Sci., 32, 188, 10.1021/ci00007a002 Good, 1992, The calculation of molecular similarity: Alternative formulas, data manipulation and graphical display, J. Mol. Graphics, 10, 144, 10.1016/0263-7855(92)80048-I Good, 1993, Rapid evaluation of molecular similarity using Gaussian functions, J. Chem. Inf. Comput. Sci., 33, 112, 10.1021/ci00011a016 Johnson, 1989, A review and examination of the mathematical spaces underlying molecular similarity analysis, J. Math. Chem., 3, 117, 10.1007/BF01166045 Reynolds, 1992, A linear molecular similarity index, Quant. Struct.-Act. Relat., 11, 34, 10.1002/qsar.19920110106 Petke, 1993, Cumulative and discrete similarity: Analysis of electrostatic potentials and fields, J. Comput. Chem., 14, 928, 10.1002/jcc.540140808 Sanz, 1991, Maximum electrostatic similarity between biomolecules optimizing both relative positions and conformations, J. Mol. Struct. (Theochem.), 230, 437, 10.1016/0166-1280(91)85195-D Manaut, 1991, Automatic search for maximum similarity between molecular electrostatic potential distributions, J. Comput.-Aided Mol. Design, 5, 371, 10.1007/BF00126669 Manaut, 1991, Automatic determination of maximum electrostatic alignment between methotrexate and dihydrofolic acid, 339 Sanz, 1993, E. MEPSIM: A computational package for analysis and comparison of molecular electrostatic potentials, J. Comput.-Aided Mol. Design, 7, 337, 10.1007/BF00125507 Audry, 1986, A new approach to structure-activity relations: The “molecular lipophilicity potential”, Eur. J. Med. Chem. Chim. Ther., 21, 71 Fauchère, 1988, Estimating and representing hydrophobicity potential, J. Mol. Graphics, 6, 203, 10.1016/S0263-7855(98)80004-0 Croizet, 1990, Lipophilicity force field profile: An expressive visualisation of the lipophilicity molecular potential gradient, J. Mol. Graphics, 8, 153, 10.1016/0263-7855(90)80056-L Furet, 1988, 3D molecular lipophilicity potential profiles: A new tool in molecular modelling, J. Mol. Graphics, 6, 182, 10.1016/S0263-7855(98)80001-5 Heiden, 1993, A new approach to analysis and display of local lipophilicity mapped on molecular surfaces, J. Comput.-Aided Mol. Design, 7, 503, 10.1007/BF00124359 Baricic, 1994, Three-dimensional description of lipophilic properties of molecules, J. Mol. Graphics, 12, 49, 10.1016/0263-7855(94)80011-1 Gaillard, 1994, Use of molecular lipophilicity potential for the prediction of logP, J. Mol. Graphics, 12, 73, 10.1016/0263-7855(94)80056-1 Gaillard, 1994, Molecular lipophilicity potential, a tool in 3D QSAR: Method and applications, J. Comput.-Aided Mol. Design, 8, 83, 10.1007/BF00119860 Leo, 1990, Vol. 4, 295 Viswanadhan, 1989, J. Chem. Inf. Comput. Sci., 29, 163, 10.1021/ci00063a006 Klopman, 1994, Computer automated logP calculations based on an extended group contribution approach, J. Chem. Inf. Comput. Sci., 34, 752, 10.1021/ci00020a009 Kantola, 1991, Atom based parametrization for a conformationally dependent hydrophobic index, J. Comput. Chem., 12, 681, 10.1002/jcc.540120605 Kearsley, 1992, An alternative method for the alignment of molecular structures: Maximising electrostatic and steric overlap, Tet. Comput. Method., 3, 615, 10.1016/0898-5529(90)90162-2 Good, 1993, Structure-activity relationships from molecular similarity matrices, J. Med. Chem., 36, 433, 10.1021/jm00056a002 Jain, 1994, Compass: Predicting biological activities from molecular surface properties. Performance comparisons on a steroid benchmark, J. Med. Chem., 37, 2315, 10.1021/jm00041a010 Szymoniak, 1987, Drug designe: Le controle LUMO du pharmacophore neuroleptique, Eur. J. Med. Chem., 22, 101, 10.1016/0223-5234(87)90003-1 Koejan, 1994, On the interaction of the aromatic part of dopaminergic agonists with the receptor, J. Med. Chem., 37, 2851, 10.1021/jm00044a005 Alkorta, 1993, Considerations on the recognition of the D1 receptor by agonists, J. Comput.-Aided Mol. Design, 7, 659, 10.1007/BF00125324 Alkorta, 1994, Molecular electrostatic potential of D1 and D2 dopamine agonists, J. Med. Chem., 37, 210, 10.1021/jm00027a028 Bone, 1994 derived from program AllSim v0.0 by the same author, Molecular Research Institute, Palo Alto, California, 1994 Villar, H.O. and Bone, R.G.A. Q. Terrapin Technologies, Inc., South San Francisco, California, 1994 Stewart, J.J.P. MOPAC 6.0. QCPE program 455 Dewar, 1985, AMI: A new general purpose quantum mechanical molecular model, J. Am. Chem. Soc., 107, 3902, 10.1021/ja00299a024 Good, 1993, Structure-activity relationships from molecular similarity matrices, J. Med. Chem., 36, 433, 10.1021/jm00056a002 Good, 1993, QSAR's from similarity matrices. Technique validation and application in the comparison of different similarity evaluation methods, J. Med. Chem., 36, 2929, 10.1021/jm00072a012 1993, Discover. Biosym Technologies Athay, 1993 Kellogg, 1991, HINT: A new method of empirical hydrophobic field calculation for CoMFA, J. Comput.-Aided Mol. Design, 5, 545, 10.1007/BF00135313 Kellogg, 1992, KEY, LOCK and LOCKSMITH: Complementary hydropathic map predictions of drug structure from a known receptor-receptor structure from known drugs, J. Mol. Graphics, 10, 212, 10.1016/0263-7855(92)80070-T