/* $Revision$ $Author$ $Date: 2007-01-04 18:46:10 +0100 (gio, 04 gen 2007)$ * * Copyright (C) 2007 Federico * * Contact: cdk-devel@lists.sourceforge.net * * This program is free software; you can redistribute it and/or * modify it under the terms of the GNU Lesser General Public License * as published by the Free Software Foundation; either version 2.1 * of the License, or (at your option) any later version. * * This program is distributed in the hope that it will be useful, * but WITHOUT ANY WARRANTY; without even the implied warranty of * MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the * GNU Lesser General Public License for more details. * * You should have received a copy of the GNU Lesser General Public License * along with this program; if not, write to the Free Software * Foundation, Inc., 51 Franklin St, Fifth Floor, Boston, MA 02110-1301 USA. */ package org.openscience.cdk.qsar.descriptors.molecular; import org.openscience.cdk.Molecule; import org.openscience.cdk.annotations.TestClass; import org.openscience.cdk.annotations.TestMethod; import org.openscience.cdk.aromaticity.CDKHueckelAromaticityDetector; import org.openscience.cdk.atomtype.CDKAtomTypeMatcher; import org.openscience.cdk.charges.Polarizability; import org.openscience.cdk.exception.CDKException; import org.openscience.cdk.graph.PathTools; import org.openscience.cdk.graph.matrix.AdjacencyMatrix; import org.openscience.cdk.interfaces.IAtom; import org.openscience.cdk.interfaces.IAtomContainer; import org.openscience.cdk.interfaces.IAtomType; import org.openscience.cdk.qsar.DescriptorSpecification; import org.openscience.cdk.qsar.DescriptorValue; import org.openscience.cdk.qsar.IMolecularDescriptor; import org.openscience.cdk.qsar.result.DoubleArrayResult; import org.openscience.cdk.qsar.result.DoubleArrayResultType; import org.openscience.cdk.qsar.result.IDescriptorResult; import org.openscience.cdk.tools.CDKHydrogenAdder; import org.openscience.cdk.tools.manipulator.AtomContainerManipulator; import org.openscience.cdk.tools.manipulator.AtomTypeManipulator; import java.util.Iterator; /** * This class calculates ATS autocorrelation descriptor, where the weight equal * to the charges. * * @author Federico * @cdk.created 2007-03-01 * @cdk.module qsarmolecular * @cdk.githash * @cdk.set qsar-descriptors */ @TestClass("org.openscience.cdk.qsar.descriptors.molecular.AutocorrelationDescriptorPolarizabilityTest") public class AutocorrelationDescriptorPolarizability implements IMolecularDescriptor { private static final String[] names = {"ATSp1", "ATSp2", "ATSp3", "ATSp4", "ATSp5"}; private static double[] listpolarizability(IAtomContainer container, int[][] dmat) throws CDKException { int natom = container.getAtomCount(); double[] polars = new double[natom]; Polarizability polar = new Polarizability(); for (int i = 0; i < natom; i++) { IAtom atom = container.getAtom(i); try { polars[i] = polar.calculateGHEffectiveAtomPolarizability(container, atom, false, dmat); } catch (Exception ex1) { throw new CDKException("Problems with assign Polarizability due to " + ex1.toString(), ex1); } } return polars; } /** * This method calculate the ATS Autocorrelation descriptor. */ @TestMethod("testCalculate_IAtomContainer") public DescriptorValue calculate(IAtomContainer container) { Molecule molecule; try { molecule = (Molecule) container.clone(); } catch (CloneNotSupportedException e) { return getDummyDescriptorValue(new CDKException("Error occured during clone " + e)); } // add H's in case they're not present try { CDKAtomTypeMatcher matcher = CDKAtomTypeMatcher.getInstance(molecule.getBuilder()); Iterator<IAtom> atoms = molecule.atoms().iterator(); while (atoms.hasNext()) { IAtom atom = atoms.next(); IAtomType type = matcher.findMatchingAtomType(molecule, atom); AtomTypeManipulator.configure(atom, type); } CDKHydrogenAdder hAdder = CDKHydrogenAdder.getInstance(molecule.getBuilder()); hAdder.addImplicitHydrogens(molecule); AtomContainerManipulator.convertImplicitToExplicitHydrogens(molecule); } catch (Exception e) { return getDummyDescriptorValue(new CDKException("Could not add hydrogens: " + e.getMessage(), e)); } // do aromaticity detecttion for calculating polarizability later on try { AtomContainerManipulator.percieveAtomTypesAndConfigureAtoms(molecule); } catch (CDKException e) { return getDummyDescriptorValue(new CDKException("Could not percieve atom types: " + e.getMessage(), e)); } try { CDKHueckelAromaticityDetector.detectAromaticity(molecule); } catch (CDKException e) { return getDummyDescriptorValue(new CDKException("Could not percieve aromaticity: " + e.getMessage(), e)); } // get the distance matrix for pol calcs as well as for later on int[][] distancematrix = PathTools.computeFloydAPSP(AdjacencyMatrix.getMatrix(molecule)); try { double[] w = listpolarizability(molecule, distancematrix); int natom = molecule.getAtomCount(); double[] PolarizabilitySum = new double[5]; for (int k = 0; k < 5; k++) { for (int i = 0; i < natom; i++) { if (molecule.getAtom(i).getSymbol().equals("H")) continue; for (int j = 0; j < natom; j++) { if (molecule.getAtom(j).getSymbol().equals("H")) continue; if (distancematrix[i][j] == k) { PolarizabilitySum[k] += w[i] * w[j]; } else PolarizabilitySum[k] += 0.0; } } if (k > 0) PolarizabilitySum[k] = PolarizabilitySum[k] / 2; } DoubleArrayResult result = new DoubleArrayResult(5); for (double aPolarizabilitySum : PolarizabilitySum) { result.add(aPolarizabilitySum); } return new DescriptorValue(getSpecification(), getParameterNames(), getParameters(), result, getDescriptorNames()); } catch (Exception ex) { return getDummyDescriptorValue(new CDKException("Error while calculating the ATSpolarizabilty descriptor: " + ex.getMessage(), ex)); } } private DescriptorValue getDummyDescriptorValue(Exception e) { DoubleArrayResult results = new DoubleArrayResult(5); for (int i = 0; i < 5; i++) results.add(Double.NaN); return new DescriptorValue(getSpecification(), getParameterNames(), getParameters(), results, getDescriptorNames(), e); } @TestMethod("testGetParameterNames") public String[] getParameterNames() { return null; } @TestMethod("testGetParameterType_String") public Object getParameterType(String name) { return null; } @TestMethod("testGetParameters") public Object[] getParameters() { return null; } @TestMethod(value="testNamesConsistency") public String[] getDescriptorNames() { return names; } @TestMethod("testGetSpecification") public DescriptorSpecification getSpecification() { return new DescriptorSpecification( "http://www.blueobelisk.org/ontologies/chemoinformatics-algorithms/#autoCorrelationPolarizability", this.getClass().getName(), "$Id$", "The Chemistry Development Kit"); } @TestMethod("testGetDescriptorResultType") public IDescriptorResult getDescriptorResultType() { return new DoubleArrayResultType(5); } @TestMethod("testSetParameters_arrayObject") public void setParameters(Object[] params) throws CDKException { } }