rdkit/Code/JavaWrappers/gmwrapper/src-test/org/RDKit/BasicMolecule2Tests.java

/* 
 * $Id: BasicMolecule2Tests.java 131 2011-01-20 22:01:29Z ebakke $
 *
 *  Copyright (c) 2010, Novartis Institutes for BioMedical Research Inc.
 *  All rights reserved.
 * 
 * Redistribution and use in source and binary forms, with or without
 * modification, are permitted provided that the following conditions are
 * met: 
 *
 *     * Redistributions of source code must retain the above copyright 
 *       notice, this list of conditions and the following disclaimer.
 *     * Redistributions in binary form must reproduce the above
 *       copyright notice, this list of conditions and the following 
 *       disclaimer in the documentation and/or other materials provided 
 *       with the distribution.
 *     * Neither the name of Novartis Institutes for BioMedical Research Inc. 
 *       nor the names of its contributors may be used to endorse or promote 
 *       products derived from this software without specific prior written permission.
 *
 * THIS SOFTWARE IS PROVIDED BY THE COPYRIGHT HOLDERS AND CONTRIBUTORS
 * "AS IS" AND ANY EXPRESS OR IMPLIED WARRANTIES, INCLUDING, BUT NOT
 * LIMITED TO, THE IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR
 * A PARTICULAR PURPOSE ARE DISCLAIMED. IN NO EVENT SHALL THE COPYRIGHT
 * OWNER OR CONTRIBUTORS BE LIABLE FOR ANY DIRECT, INDIRECT, INCIDENTAL,
 * SPECIAL, EXEMPLARY, OR CONSEQUENTIAL DAMAGES (INCLUDING, BUT NOT
 * LIMITED TO, PROCUREMENT OF SUBSTITUTE GOODS OR SERVICES; LOSS OF USE,
 * DATA, OR PROFITS; OR BUSINESS INTERRUPTION) HOWEVER CAUSED AND ON ANY
 * THEORY OF LIABILITY, WHETHER IN CONTRACT, STRICT LIABILITY, OR TORT
 * (INCLUDING NEGLIGENCE OR OTHERWISE) ARISING IN ANY WAY OUT OF THE USE
 * OF THIS SOFTWARE, EVEN IF ADVISED OF THE POSSIBILITY OF SUCH DAMAGE.
 */
package org.RDKit;

import static org.junit.Assert.*;

import org.junit.*;

public class BasicMolecule2Tests extends GraphMolTest {

	private ROMol mol1;
	@Before public void setUp() {
		String smiles="c1ccccc1";
		mol1 = (ROMol) RWMol.MolFromSmiles(smiles);
	}
	@Test public void testBasics() {
		assertEquals(mol1.getNumAtoms(),6);
		assertEquals(mol1.getNumBonds(),6);
	}
	@Test public void testAtoms() {
		assertEquals(mol1.getAtomWithIdx(0).getAtomicNum(),6);
		assertFalse(mol1.hasAtomBookmark(1));
		mol1.setAtomBookmark(mol1.getAtomWithIdx(0),1);
		assertTrue(mol1.hasAtomBookmark(1));

	}
	@Test public void testBonds() {
		assertEquals(mol1.getBondWithIdx(0).getBondType(),Bond.BondType.AROMATIC);
	}

	@Test public void testSmilesWrite() {
		String smi=((RWMol) mol1).MolToSmiles();
		assertEquals(smi,smi,"c1ccccc1");
	}

	@Test public void testReactionBasics() {
		ChemicalReaction rxn;
		rxn=ChemicalReaction.ReactionFromSmarts("[OH][C:1]=[O:2].[N!H0:3]>>[N:3][C:1]=[O:2]");
		assertEquals(2,rxn.getNumReactantTemplates());
		assertEquals(1,rxn.getNumProductTemplates());
		ROMol r1,r2;
		r1=RWMol.MolFromSmiles("CC(=O)O");
		r2=RWMol.MolFromSmiles("ClCN");
		assertEquals(4,r1.getNumAtoms());
		assertEquals(3,r2.getNumAtoms());
		ROMol_Vect rs= new ROMol_Vect(2);
		rs.set(0,r1);
		rs.set(1,r2);
		ROMol_Vect_Vect ps;
		ps=rxn.runReactants(rs);

		assertFalse(ps.isEmpty());
		assertEquals(1,ps.size());
		assertFalse(ps.get(0).isEmpty());
		assertEquals(1,ps.get(0).size());

		assertEquals(4,r1.getNumAtoms());
		assertEquals(3,r2.getNumAtoms());

		assertEquals(6,ps.get(0).get(0).getNumAtoms());
	}

	@Test public void testSubstruct1() {
		ROMol p;
		Match_Vect mv;
		p = RWMol.MolFromSmarts("c");
		assertTrue(mol1.hasSubstructMatch(p));
		mv=mol1.getSubstructMatch(p);
		assertEquals(1,mv.size());
		assertEquals(0,mv.get(0).getFirst());
		assertEquals(0,mv.get(0).getSecond());
	}
	@Test public void testSubstruct2() {
		ROMol p;
		Match_Vect mv;
		p = RWMol.MolFromSmarts("C");
		assertFalse(mol1.hasSubstructMatch(p));
		mv=mol1.getSubstructMatch(p);
		assertEquals(0,mv.size());
	}
	@Test public void testSubstruct3() {
		ROMol p;
		Match_Vect mv;
		ROMol m2;
		m2 = RWMol.MolFromSmiles("NC(=O)CC");
		p = RWMol.MolFromSmarts("CN");
		mv=m2.getSubstructMatch(p);
		assertEquals(2,mv.size());
		assertEquals(0,mv.get(0).getFirst());
		assertEquals(1,mv.get(0).getSecond());
		assertEquals(1,mv.get(1).getFirst());
		assertEquals(0,mv.get(1).getSecond());
	}	
	@Test public void testSubstruct4() {
		ROMol p;
		Match_Vect_Vect mvv;
		ROMol m2;
		m2 = RWMol.MolFromSmiles("NC(=O)CC");
		p = RWMol.MolFromSmarts("CN");
		mvv=m2.getSubstructMatches(p);
		assertEquals(1,mvv.size());
		assertEquals(2,mvv.get(0).size());
		assertEquals(0,mvv.get(0).get(0).getFirst());
		assertEquals(1,mvv.get(0).get(0).getSecond());
		assertEquals(1,mvv.get(0).get(1).getFirst());
		assertEquals(0,mvv.get(0).get(1).getSecond());
	}
	@Test public void testSubstruct5() {
		ROMol p;
		Match_Vect_Vect mvv;
		ROMol m2;
		m2 = RWMol.MolFromSmiles("NC(=O)NCC");
		p = RWMol.MolFromSmarts("[$(C=O)]N");
		mvv=m2.getSubstructMatches(p);
		assertEquals(2,mvv.size());
		assertEquals(2,mvv.get(0).size());
		assertEquals(0,mvv.get(0).get(0).getFirst());
		assertEquals(1,mvv.get(0).get(0).getSecond());
		assertEquals(1,mvv.get(0).get(1).getFirst());
		assertEquals(0,mvv.get(0).get(1).getSecond());
		assertEquals(2,mvv.get(1).size());
		assertEquals(0,mvv.get(1).get(0).getFirst());
		assertEquals(1,mvv.get(1).get(0).getSecond());
		assertEquals(1,mvv.get(1).get(1).getFirst());
		assertEquals(3,mvv.get(1).get(1).getSecond());
	}

	@Test public void testSubstruct6() {
		ROMol p;
		Match_Vect_Vect mvv;
		ROMol m2;
		m2 = RWMol.MolFromSmiles("CC(=O)[O-]");
    ResonanceMolSupplier rs = new ResonanceMolSupplier(m2);
		assertEquals(2,rs.length());
		p = RWMol.MolFromSmarts("C(=O)[O-]");
		mvv=m2.getSubstructMatches(p);
		assertEquals(1,mvv.size());
		assertEquals(3,mvv.get(0).size());
		mvv=rs.getSubstructMatches(p);
		assertEquals(2,mvv.size());
		assertEquals(3,mvv.get(0).size());
		assertEquals(3,mvv.get(1).size());
		mvv=rs.getSubstructMatches(p, true);
		assertEquals(1,mvv.size());
		assertEquals(3,mvv.get(0).size());
	}

	public static void main(String args[]) {
		org.junit.runner.JUnitCore.main("org.RDKit.BasicMolecule2Tests");
	}
}