public void TestCBrIFCl()
{
var molecule = smiles.ParseSmiles("FC(Br)(Cl)I");
var ligandF = new Ligand(molecule, new VisitedAtoms(), molecule.Atoms[1], molecule.Atoms[0]);
var ligandBr = new Ligand(molecule, new VisitedAtoms(), molecule.Atoms[1], molecule.Atoms[2]);
var ligandCl = new Ligand(molecule, new VisitedAtoms(), molecule.Atoms[1], molecule.Atoms[3]);
var ligandI = new Ligand(molecule, new VisitedAtoms(), molecule.Atoms[1], molecule.Atoms[4]);
var rule = new CIPLigandRule();
Assert.AreEqual(-1, rule.Compare(ligandF, ligandI));
Assert.AreEqual(-1, rule.Compare(ligandF, ligandBr));
Assert.AreEqual(-1, rule.Compare(ligandF, ligandCl));
Assert.AreEqual(-1, rule.Compare(ligandCl, ligandI));
Assert.AreEqual(-1, rule.Compare(ligandCl, ligandBr));
Assert.AreEqual(-1, rule.Compare(ligandBr, ligandI));
var ligands = new List <ILigand>
{
ligandI,
ligandBr,
ligandF,
ligandCl
};
ligands.Sort(new CIPLigandRule());
Assert.AreEqual("F", ligands[0].LigandAtom.Symbol);
Assert.AreEqual("Cl", ligands[1].LigandAtom.Symbol);
Assert.AreEqual("Br", ligands[2].LigandAtom.Symbol);
Assert.AreEqual("I", ligands[3].LigandAtom.Symbol);
}
public void TestCompareIdentity()
{
var molecule = smiles.ParseSmiles("CC(Br)([13C])[H]");
var ligand = new Ligand(molecule, new VisitedAtoms(), molecule.Atoms[1], molecule.Atoms[0]);
var rule = new CIPLigandRule();
Assert.AreEqual(0, rule.Compare(ligand, ligand));
}
public void TestCompare()
{
var molecule = smiles.ParseSmiles("CC(Br)([13C])[H]");
var ligand1 = new Ligand(molecule, new VisitedAtoms(), molecule.Atoms[1], molecule.Atoms[0]);
var ligand2 = new Ligand(molecule, new VisitedAtoms(), molecule.Atoms[1], molecule.Atoms[2]);
var rule = new CIPLigandRule();
Assert.AreEqual(-1, rule.Compare(ligand1, ligand2));
Assert.AreEqual(1, rule.Compare(ligand2, ligand1));
}
public void TestImplicitHydrogenSame()
{
var molecule = smiles.ParseSmiles("CC(Br)([13C])[H]");
var ligand1 = new ImplicitHydrogenLigand(molecule, new VisitedAtoms(), molecule.Atoms[1]);
var ligand2 = new Ligand(molecule, new VisitedAtoms(), molecule.Atoms[1], molecule.Atoms[4]);
var rule = new CIPLigandRule();
Assert.AreEqual(0, rule.Compare(ligand1, ligand2));
Assert.AreEqual(0, rule.Compare(ligand2, ligand1));
}
public void TestDeepRecursion()
{
var molecule = smiles.ParseSmiles("CC([H])(CCCCCCCCCC)CCCCCCCCC");
var ligand1 = CIPTool.DefineLigand(molecule, new VisitedAtoms(), 1, 3);
var ligand2 = CIPTool.DefineLigand(molecule, new VisitedAtoms(), 1, 13);
var rule = new CIPLigandRule();
Assert.AreEqual(1, rule.Compare(ligand1, ligand2));
Assert.AreEqual(-1, rule.Compare(ligand2, ligand1));
}
public void TestTwoVersusDoubleBondedOxygen()
{
var molecule = smiles.ParseSmiles("OC(O)C([H])(C)C=O");
var ligand1 = CIPTool.DefineLigand(molecule, new VisitedAtoms(), 3, 1);
var ligand2 = CIPTool.DefineLigand(molecule, new VisitedAtoms(), 3, 6);
var rule = new CIPLigandRule();
Assert.AreEqual(-1, rule.Compare(ligand1, ligand2));
Assert.AreEqual(1, rule.Compare(ligand2, ligand1));
}
public void TestSideChainsRecursive()
{
var molecule = smiles.ParseSmiles("CCCC([H])(C)CC");
var ligand1 = CIPTool.DefineLigand(molecule, new VisitedAtoms(), 3, 6);
var ligand2 = CIPTool.DefineLigand(molecule, new VisitedAtoms(), 3, 1);
var rule = new CIPLigandRule();
Assert.AreEqual(-1, rule.Compare(ligand1, ligand2));
Assert.AreEqual(1, rule.Compare(ligand2, ligand1));
}
