Prediction of Log P with Property‐Based Methods

[1]  Alessandro Pedretti,et al.  VEGA: a versatile program to convert, handle and visualize molecular structure on Windows-based PCs. , 2002, Journal of molecular graphics & modelling.

[2]  Bernd Beck,et al.  QM/NN QSPR Models with Error Estimation: Vapor Pressure and LogP , 2000, J. Chem. Inf. Comput. Sci..

[3]  Toshio Fujita,et al.  Analyses of the partition coefficient, log P, using ab initio MO parameter and accessible surface area of solute molecules. , 2004, Journal of pharmaceutical sciences.

[4]  Ralph Kühne,et al.  Prediction of Physicochemical Properties of Organic Compounds from 2D Molecular Structure – Fragment Methods vs. LFER Models , 2006 .

[5]  W. Meylan,et al.  Atom/fragment contribution method for estimating octanol-water partition coefficients. , 1995, Journal of pharmaceutical sciences.

[6]  Gilles Klopman,et al.  Calculation of partition coefficients by the charge density method , 1981 .

[7]  Igor V. Tetko,et al.  Neural Network Modeling for Estimation of Partition Coefficient Based on Atom-Type Electrotopological State Indices , 2000, J. Chem. Inf. Comput. Sci..

[8]  Lionel A. Carreira,et al.  Prediction of the Solubility, Activity Coefficient and Liquid/Liquid Partition Coefficient of Organic Compounds , 2004 .

[9]  K. S. Rogers,et al.  A molecular orbital description of the partitioning of aromatic compounds between polar and nonpolar phases. , 1969, Biochimica et biophysica acta.

[10]  Shaomeng Wang,et al.  Computer Automated log P Calculations Based on an Extended Group Contribution Approach , 1994, J. Chem. Inf. Comput. Sci..

[11]  M Pastor,et al.  VolSurf: a new tool for the pharmacokinetic optimization of lead compounds. , 2000, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.

[12]  Sergei V. Trepalin,et al.  SLIPPER-2001 - Software for Predicting Molecular Properties on the Basis of Physicochemical Descriptors and Structural Similarity , 2002, J. Chem. Inf. Comput. Sci..

[13]  J. Sangster,et al.  Octanol‐Water Partition Coefficients of Simple Organic Compounds , 1989 .

[14]  Igor V. Tetko,et al.  Associative Neural Network , 2002, Neural Processing Letters.

[15]  I V Tetko,et al.  Prediction of partition coefficient based on atom-type electrotopological state indices. , 1999, Journal of pharmaceutical sciences.

[16]  Giulia Caron,et al.  Calculating Virtual log P in the Alkane/Water System (log PNalk) and Its Derived Parameters Δlog PNoct-alk and log DpHalk , 2005 .

[17]  Igor V. Tetko,et al.  Prediction of n-Octanol/Water Partition Coefficients from PHYSPROP Database Using Artificial Neural Networks and E-State Indices , 2001, J. Chem. Inf. Comput. Sci..

[18]  Maxim Totrov,et al.  Accurate and efficient generalized born model based on solvent accessibility: Derivation and application for LogP octanol/water prediction and flexible peptide docking , 2004, J. Comput. Chem..

[19]  A. Ghose,et al.  Atomic Physicochemical Parameters for Three‐Dimensional Structure‐Directed Quantitative Structure‐Activity Relationships I. Partition Coefficients as a Measure of Hydrophobicity , 1986 .

[20]  P. Broto,et al.  Molecular structures: perception, autocorrelation descriptor and sar studies: system of atomic contributions for the calculation of the n-octanol/water partition coefficients , 1984 .

[21]  Lionel A. Carreira,et al.  Estimation of gas-liquid chromatographic retention times from molecular structure , 1994 .

[22]  Gombar Vk.  Reliable Assessment of Log P of Compounds of Pharmaceutical Relevance , 1999 .

[23]  Igor V. Tetko,et al.  Neural Network Studies, 4. Introduction to Associative Neural Networks , 2002, J. Chem. Inf. Comput. Sci..

[24]  P Buchwald,et al.  Octanol–water partition of nonzwitterionic peptides: Predictive power of a molecular size‐based model , 1998, Proteins.

[25]  Vijay K. Gombar,et al.  Assessment of n-Octanol/Water Partition Coefficient: When Is the Assessment Reliable? , 1996, J. Chem. Inf. Comput. Sci..

[26]  A. Klamt,et al.  COSMO : a new approach to dielectric screening in solvents with explicit expressions for the screening energy and its gradient , 1993 .

[27]  W. L. Jorgensen,et al.  Prediction of Properties from Simulations: Free Energies of Solvation in Hexadecane, Octanol, and Water , 2000 .

[28]  J Devillers,et al.  Simulating lipophilicity of organic molecules with a back-propagation neural network. , 1998, Journal of pharmaceutical sciences.

[29]  H. Mewes,et al.  Can we estimate the accuracy of ADME-Tox predictions? , 2006, Drug discovery today.

[30]  W. L. Jorgensen,et al.  Prediction of drug solubility from structure. , 2002, Advanced drug delivery reviews.

[31]  I. Tetko,et al.  Application of ALOGPS to predict 1-octanol/water distribution coefficients, logP, and logD, of AstraZeneca in-house database. , 2004, Journal of pharmaceutical sciences.

[32]  Lemont B. Kier,et al.  Electrotopological State Indices for Atom Types: A Novel Combination of Electronic, Topological, and Valence State Information , 1995, J. Chem. Inf. Comput. Sci..

[33]  Glen E. Kellogg,et al.  Hydrophobicity: is LogPo/w more than the sum of its parts? , 2000 .

[34]  Matthew Walker,et al.  Training ACD/LogP with Experimental Data , 2004 .

[35]  N. Bodor,et al.  An extended version of a novel method for the estimation of partition coefficients. , 1992, Journal of pharmaceutical sciences.

[36]  Albert J. Leo,et al.  Calculating log P(oct) with no missing fragments; The problem of estimating new interaction parameters , 2000 .

[37]  A. Leo,et al.  Extension of the fragment method to calculate amino acid zwitterion and side chain partition coefficients , 1987, Proteins.

[38]  Harpreet S. Chadha,et al.  Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the delta log P parameter of seiler. , 1994, Journal of pharmaceutical sciences.

[39]  Michael H. Abraham,et al.  Scales of solute hydrogen-bonding: their construction and application to physicochemical and biochemical processes , 2010 .

[40]  O. A. Raevsky.  QUANTIFICATION OF NON-COVALENT INTERACTIONS ON THE BASIS OF THE THERMODYNAMIC HYDROGEN BOND PARAMETERS , 1997 .

[41]  P. Furet,et al.  3D molecular lipophilicity potential profiles: a new tool in molecular modeling , 1988 .

[42]  Pietro Cozzini,et al.  Mapping the energetics of water-protein and water-ligand interactions with the "natural" HINT forcefield: predictive tools for characterizing the roles of water in biomolecules. , 2006, Journal of molecular biology.

[43]  Eamonn F. Healy,et al.  Development and use of quantum mechanical molecular models. 76. AM1: a new general purpose quantum mechanical molecular model , 1985 .

[44]  A. Katrusiak.  Polymorphism of maleic hydrazide. I. , 2001, Acta crystallographica. Section B, Structural science.

[45]  Igor V. Tetko,et al.  Application of Associative Neural Networks for Prediction of Lipophilicity in ALOGPS 2.1 Program , 2002, J. Chem. Inf. Comput. Sci..

[46]  Peter Buchwald,et al.  Molecular Size Based Approach To Estimate Partition Properties for Organic Solutes , 1997 .

[47]  Glen Eugene Kellogg,et al.  HINT: A new method of empirical hydrophobic field calculation for CoMFA , 1991, J. Comput. Aided Mol. Des..

[48]  Igor V. Tetko,et al.  Virtual Computational Chemistry Laboratory – Design and Description , 2005, J. Comput. Aided Mol. Des..

[49]  James A. Platts,et al.  Estimation of Molecular Linear Free Energy Relation Descriptors Using a Group Contribution Approach , 1999, J. Chem. Inf. Comput. Sci..

[50]  Gerhard Klebe,et al.  Comparison of Automatic Three-Dimensional Model Builders Using 639 X-ray Structures , 1994, J. Chem. Inf. Comput. Sci..

[51]  Glen Eugene Kellogg,et al.  Very empirical treatment of solvation and entropy: a force field derived from Log Po/w , 2001, J. Comput. Aided Mol. Des..

[52]  A. Klamt,et al.  Fast solvent screening via quantum chemistry: COSMO‐RS approach , 2002 .

[53]  M. Born.  Volumen und Hydratationswärme der Ionen , 1920 .

[54]  J. Fauchère,et al.  Estimating and representing hydrophobicity potential , 1988 .

[55]  K. Baumann,et al.  Computer-assisted IR spectra prediction — linked similarity searches for structures and spectra , 1997 .

[56]  Bernard Testa,et al.  Lipophilicity in Molecular Modeling , 1996, Pharmaceutical Research.

[57]  Donald Nute,et al.  Predicting chemical reactivity by computer , 1991 .

[58]  Lionel A. Carreira,et al.  Estimation of electron affinity based on structure activity relationships , 1993 .

[59]  O. Raevsky,et al.  Molecular Lipophilicity Calculations of Chemically Heterogeneous Chemicals and Drugs on the Basis of Structural Similarity and Physicochemical Parameters , 2001, SAR and QSAR in environmental research.

[60]  Tore Brinck,et al.  Prediction of water–octanol partition coefficients usingtheoretical descriptors derived from the molecular surface area and theelectrostatic potential , 1997 .

[61]  S. Hirono,et al.  Simple Method of Calculating Octanol/Water Partition Coefficient. , 1992 .

[62]  S. Hirono,et al.  Comparison of Reliability of log P Values for Drugs Calculated by Several Methods , 1994 .

[63]  Bernd Beck,et al.  Prediction of the n-Octanol/Water Partition Coefficient, logP, Using a Combination of Semiempirical MO-Calculations and a Neural Network , 1997 .

[64]  Rf Rekker,et al.  THE HYDROPHOBIC FRAGMENTAL CONSTANT; AN EXTENSION TO A 1000 DATA POINT SET , 1979 .

[65]  Michael H. Abraham,et al.  Linear solvation energy relationship. 46. An improved equation for correlation and prediction of octanol/water partition coefficients of organic nonelectrolytes (including strong hydrogen bond donor solutes) , 1988 .

[66]  Chris L. Waller.  A Three-Dimensional Technique for the Calculation of Octanol-Water Partition Coefficients , 1994 .

[67]  James A. Platts,et al.  Estimation of Molecular Linear Free Energy Relationship Descriptors by a Group Contribution Approach. 2. Prediction of Partition Coefficients , 2000, J. Chem. Inf. Comput. Sci..

[68]  Béla Noszál,et al.  Determination of conformer-specific partition coefficients in octanol/water systems. , 2003, Journal of medicinal chemistry.

[69]  Michael H. Abraham,et al.  Linear solvation energy relationships. 23. A comprehensive collection of the solvatochromic parameters, .pi.*, .alpha., and .beta., and some methods for simplifying the generalized solvatochromic equation , 1983 .

[70]  P. O. Fedichev,et al.  Long-Range Order and Interactions of Macroscopic Objects in Polar Liquids , 2006 .

[71]  Igor V. Tetko,et al.  Benchmarking of Linear and Nonlinear Approaches for Quantitative Structure-Property Relationship Studies of Metal Complexation with Ionophores , 2006, J. Chem. Inf. Model..

[72]  N. Bodor,et al.  A new method for the estimation of partition coefficient , 1989 .

[73]  Patrick Gaillard,et al.  Molecular Lipophilicity Potential, a tool in 3D QSAR: Method and applications , 1994, J. Comput. Aided Mol. Des..

[74]  Gerald J. Niemi,et al.  Prediction of octanol/water partition coefficient ( K OW ) with algorithmically derived variables , 1992 .

[75]  G. Poda,et al.  Application of ALOGPS 2.1 to predict log D distribution coefficient for Pfizer proprietary compounds. , 2004, Journal of medicinal chemistry.

[76]  Martin Junghans,et al.  Estimation of partition coefficients of organic compounds: local database modeling with uniform-length structure descriptors , 1997 .

[77]  Andreas Klamt,et al.  COSMOfrag: A Novel Tool for High-Throughput ADME Property Prediction and Similarity Screening Based on Quantum Chemistry , 2005, J. Chem. Inf. Model..

[78]  J. Platts,et al.  Correlation and prediction of a large blood-brain distribution data set--an LFER study. , 2001, European journal of medicinal chemistry.

[79]  Ki Hwan Kim,et al.  Calculation of hydrophobic parameters directly from three-dimensional structures using comparative molecular field analysis , 1995, J. Comput. Aided Mol. Des..