public static Molecule ReadNative(System.IO.StreamReader in_Renamed)
{
Molecule mol = new Molecule();
//UPGRADE_NOTE: Final was removed from the declaration of 'GENERIC_ERROR '. "ms-help://MS.VSCC.v80/dv_commoner/local/redirect.htm?index='!DefaultContextWindowIndex'&keyword='jlca1003'"
System.String GENERIC_ERROR = "Invalid SketchEl file.";
try
{
System.String line = in_Renamed.ReadLine();
if (!line.StartsWith("SketchEl!"))
{
throw new System.IO.IOException("Not a SketchEl file.");
}
int p1 = line.IndexOf('('), p2 = line.IndexOf(','), p3 = line.IndexOf(')');
if (p1 == 0 || p2 == 0 || p3 == 0)
{
throw new System.IO.IOException(GENERIC_ERROR);
}
int numAtoms = System.Int32.Parse(line.Substring(p1 + 1, (p2) - (p1 + 1)).Trim());
int numBonds = System.Int32.Parse(line.Substring(p2 + 1, (p3) - (p2 + 1)).Trim());
for (int n = 0; n < numAtoms; n++)
{
line = in_Renamed.ReadLine();
// TODO: verify java's split method syntax: "[\\=\\,\\;]"
System.String[] bits = line.Split('=', ',', ';');
if (bits.Length < 5)
{
throw new System.IO.IOException(GENERIC_ERROR);
}
int num = mol.AddAtom(bits[0], System.Double.Parse(bits[1].Trim()), System.Double.Parse(bits[2].Trim()), System.Int32.Parse(bits[3].Trim()), System.Int32.Parse(bits[4].Trim()));
if (bits.Length >= 6 && bits[5].Length > 0 && bits[5][0] == 'e')
{
mol.SetAtomHExplicit(num, System.Int32.Parse(bits[5].Substring(1)));
}
}
for (int n = 0; n < numBonds; n++)
{
line = in_Renamed.ReadLine();
System.String[] bits = line.Split('-', '=', ','); // "[\\-\\=\\,]");
if (bits.Length < 4)
{
throw new System.IO.IOException(GENERIC_ERROR);
}
mol.AddBond(System.Int32.Parse(bits[0].Trim()), System.Int32.Parse(bits[1].Trim()), System.Int32.Parse(bits[2].Trim()), System.Int32.Parse(bits[3].Trim()));
}
line = in_Renamed.ReadLine();
if (String.CompareOrdinal(line, "!End") != 0)
{
throw new System.IO.IOException(GENERIC_ERROR);
}
}
catch (System.Exception)
{
throw new System.IO.IOException(GENERIC_ERROR);
}
return(mol);
}
public void Mr2()
{
var c0 = new AtomNode("C");
var c1 = new AtomNode("C");
var c2 = new AtomNode("C");
var c3 = new AtomNode("C");
var o = new AtomNode("O");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, c1);
mole.AddBond(BondOrder.Single, c1, c2);
mole.AddBond(BondOrder.Single, c2, c3);
mole.AddBondToLast(BondOrder.Double, o);
var mass = float.Parse(mole.GetMolecularMass());
Assert.AreEqual(72, mass);
}
public void Formula2()
{
var c0 = new AtomNode("C");
var c1 = new AtomNode("C");
var c2 = new AtomNode("C");
var c3 = new AtomNode("C");
var o = new AtomNode("O");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, c1);
mole.AddBond(BondOrder.Single, c1, c2);
mole.AddBond(BondOrder.Single, c2, c3);
mole.AddBondToLast(BondOrder.Double, o);
var formula = mole.GetMolecularFormula();
Assert.AreEqual("C4H8O", formula);
}
public void Smiles2()
{
var c0 = new AtomNode("C");
var c1 = new AtomNode("C");
var c2 = new AtomNode("C");
var c3 = new AtomNode("C");
var o = new AtomNode("O");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, c1);
mole.AddBond(BondOrder.Single, c1, c2);
mole.AddBond(BondOrder.Single, c2, c3);
mole.AddBondToLast(BondOrder.Double, o);
var smiles = mole.ToSMILES();
Assert.AreEqual("CCCC=O", smiles);
}
public void Formula5()
{
var c0 = new AtomNode("C");
var p = new AtomNode("P");
var h = new AtomNode("H");
var n = new AtomNode("N");
var o = new AtomNode("O");
var cl = new AtomNode("Cl");
var o2 = new AtomNode("O");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, p);
mole.AddBondToLast(BondOrder.Single, cl);
mole.AddBond(BondOrder.Single, c0, h);
mole.AddBond(BondOrder.Single, p, n);
mole.AddBondToLast(BondOrder.Double, o);
mole.AddBond(BondOrder.Single, n, o2);
var formula = mole.GetMolecularFormula();
Assert.AreEqual("CH4PClNO2", formula);
}
public void Mr5()
{
var c0 = new AtomNode("C");
var p = new AtomNode("P");
var h = new AtomNode("H");
var n = new AtomNode("N");
var o = new AtomNode("O");
var cl = new AtomNode("Cl");
var o2 = new AtomNode("O");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, p);
mole.AddBondToLast(BondOrder.Single, cl);
mole.AddBond(BondOrder.Single, c0, h);
mole.AddBond(BondOrder.Single, p, n);
mole.AddBondToLast(BondOrder.Double, o);
mole.AddBond(BondOrder.Single, n, o2);
var mass = float.Parse(mole.GetMolecularMass());
Assert.AreEqual(128.5, mass);
}
public void Smiles5()
{
var c0 = new AtomNode("C");
var p = new AtomNode("P");
var h = new AtomNode("H");
var n = new AtomNode("N");
var o = new AtomNode("O");
var cl = new AtomNode("Cl");
var o2 = new AtomNode("O");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, p);
mole.AddBondToLast(BondOrder.Single, cl);
mole.AddBond(BondOrder.Single, c0, h);
mole.AddBond(BondOrder.Single, p, n);
mole.AddBondToLast(BondOrder.Double, o);
mole.AddBond(BondOrder.Single, n, o2);
var smiles = mole.ToSMILES();
Assert.AreEqual("CP(Cl)(N(=O)(O))", smiles);
}
public void Formula1()
{
var c0 = new AtomNode("C");
var c1 = new AtomNode("C");
var c2 = new AtomNode("C");
var c3 = new AtomNode("C");
var c4 = new AtomNode("C");
var c5 = new AtomNode("C");
var h = new AtomNode("H");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, c1);
mole.AddBond(BondOrder.Single, c1, c2);
mole.AddBond(BondOrder.Single, c2, c3);
mole.AddBondToLast(BondOrder.Single, c4);
mole.AddBondToLast(BondOrder.Single, c5);
mole.AddBondToLast(BondOrder.Single, c0);
mole.AddBondToLast(BondOrder.Single, h);
var formula = mole.GetMolecularFormula();
Assert.AreEqual("C6H12", formula);
}
public void Mr1()
{
var c0 = new AtomNode("C");
var c1 = new AtomNode("C");
var c2 = new AtomNode("C");
var c3 = new AtomNode("C");
var c4 = new AtomNode("C");
var c5 = new AtomNode("C");
var h = new AtomNode("H");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, c1);
mole.AddBond(BondOrder.Single, c1, c2);
mole.AddBond(BondOrder.Single, c2, c3);
mole.AddBondToLast(BondOrder.Single, c4);
mole.AddBondToLast(BondOrder.Single, c5);
mole.AddBondToLast(BondOrder.Single, c0);
mole.AddBondToLast(BondOrder.Single, h);
var mass = float.Parse(mole.GetMolecularMass());
Assert.AreEqual(84, mass);
}
public void Smiles1()
{
var c0 = new AtomNode("C");
var c1 = new AtomNode("C");
var c2 = new AtomNode("C");
var c3 = new AtomNode("C");
var c4 = new AtomNode("C");
var c5 = new AtomNode("C");
var h = new AtomNode("H");
var mole = new Molecule(c0);
mole.AddBondToLast(BondOrder.Single, c1);
mole.AddBond(BondOrder.Single, c1, c2);
mole.AddBond(BondOrder.Single, c2, c3);
mole.AddBondToLast(BondOrder.Single, c4);
mole.AddBondToLast(BondOrder.Single, c5);
mole.AddBondToLast(BondOrder.Single, c0);
mole.AddBondToLast(BondOrder.Single, h);
var smiles = mole.ToSMILES();
Assert.AreEqual("C1CCCCC1", smiles);
}
private void AddHBonds(Molecule molecule, Atom atom, int bonds)
{
for (int i = 0; i < bonds; i++)
{
Atom h = new Atom();
h.Element = Globals.PeriodicTable.H;
molecule.AddAtom(h);
h.Parent = molecule;
Bond bond = new Bond(atom, h);
bond.Order = "S";
molecule.AddBond(bond);
bond.Parent = molecule;
}
}
public void PermuteOCCCSC()
{
Molecule molecule = new Molecule();
molecule.AddAtom("O");
molecule.AddAtom("C");
molecule.AddAtom("C");
molecule.AddAtom("C");
molecule.AddAtom("S");
molecule.AddAtom("C");
molecule.AddBond(0, 1, Molecule.BondOrder.Double);
molecule.AddSingleBond(1, 2);
molecule.AddSingleBond(2, 3);
molecule.AddSingleBond(3, 4);
molecule.AddSingleBond(4, 5);
PermuteCompletely(molecule);
}
public void DoubleBondChainTest()
{
Molecule molecule = new Molecule();
int chainLength = 6;
molecule.AddAtom("O");
molecule.AddAtom("C");
molecule.AddAtom("C");
molecule.AddAtom("O");
molecule.AddAtom("C");
molecule.AddAtom("O");
for (int i = 0; i < chainLength - 2; i++)
{
molecule.AddSingleBond(i, i + 1);
}
molecule.AddBond(chainLength - 2, chainLength - 1, Molecule.BondOrder.Double);
string sigA = ToSignatureString(molecule);
// PermuteCompletely(molecule);
// TestSpecificPermutation(molecule, new int[] {0,1,3,4,2,5});
Molecule moleculeB = new Molecule();
moleculeB.AddAtom("O");
moleculeB.AddAtom("C");
moleculeB.AddAtom("C");
moleculeB.AddAtom("C");
moleculeB.AddAtom("O");
moleculeB.AddAtom("O");
moleculeB.AddSingleBond(0, 1);
moleculeB.AddSingleBond(1, 3);
moleculeB.AddSingleBond(2, 4);
moleculeB.AddBond(2, 5, Molecule.BondOrder.Double);
moleculeB.AddSingleBond(3, 4);
string sigB = ToSignatureString(moleculeB);
// MoleculeSignature molSig = new MoleculeSignature(moleculeB);
// molSig.SignatureStringForVertex(1);
Assert.AreEqual(sigA, sigB);
}
private void ReadBonds(StreamReader reader, int bonds)
{
int idx = 0;
while (!reader.EndOfStream && idx < bonds)
{
string line = SdFileConverter.GetNextLine(reader);
if (!string.IsNullOrEmpty(line))
{
// create bond
int atomNumber1 = ParseInteger(line, 0, 3);
Atom atom1 = atomByNumber[atomNumber1];
if (atom1 == null)
{
_molecule.Warnings.Add($"Cannot resolve atomNumber {atomNumber1} at line {SdFileConverter.LineNumber}");
_molecule.Warnings.Add($"{line}");
}
int atomNumber2 = ParseInteger(line, 3, 3);
Atom atom2 = atomByNumber[atomNumber2];
if (atom2 == null)
{
_molecule.Warnings.Add($"Cannot resolve atomNumber {atomNumber2} at line {SdFileConverter.LineNumber}");
_molecule.Warnings.Add($"{line}");
}
idx++;
Bond thisBond = new Bond();
thisBond.StartAtomInternalId = atom1?.InternalId;
thisBond.EndAtomInternalId = atom2?.InternalId;
// Bond Order
string order = GetSubString(line, 6, 3);
if (!string.IsNullOrEmpty(order))
{
int bondOrder = ParseInteger(order);
if (bondOrder <= 4)
{
thisBond.Order = BondOrder(bondOrder);
}
else
{
thisBond.Order = BondOrder(bondOrder);
_molecule.Warnings.Add($"Unsupported Bond Type of {order} at Line {SdFileConverter.LineNumber}");
}
}
// stereo
string stereo = GetSubString(line, 9, 3);
if (!string.IsNullOrEmpty(stereo))
{
thisBond.Stereo = BondStereoFromMolfile(ParseInteger(stereo));
}
// add bond to molecule
_molecule.AddBond(thisBond);
thisBond.Parent = _molecule;
bondByNumber.Add(idx, thisBond);
}
}
}
//static Molecule ReadMoleFile(string filename)
//{
// using (var reader = new System.IO.StreamReader(filename))
// {
// string s = reader.ReadToEnd();
// if (s.Contains("V2000")) return MoleFileReader.ParseMoleFile2(s);
// if (s.Contains("V3000")) throw new Exception("Version 3000 Mol file is currently not supported.");
// throw new Exception("Mol file type not recognized. It is does not contain a version number.");
// }
//}
static Molecule ParseMoleFile2(string moleFile)
{
Molecule molecule = new Molecule();
//atoms.Clear();
//cycles.Clear();
//fusedRings.Clear();
int numAtoms = 0;
int numBonds = 0;
// This information is contained in the header (first 3 lines) of the mol file. It is currently not being used, but code has been created for
// future use.
string name = string.Empty;
string program = string.Empty;
string user = string.Empty;
//// used to test Line 2 reading below.
//string MM = string.Empty;
//string DD = string.Empty;
//string YY = string.Empty;
//string HH = string.Empty;
//string mm = string.Empty;
int MM = 1;
int DD = 1;
int YY = 0;
int HH = 0;
int mm = 0;
string dimensionalCodes = string.Empty;
//// used to test Line 2 reading below.
//string scalingFactor1 = string.Empty;
int scalingFactor1 = 0;
//// used to test Line 2 reading below.
//string scalingFactor2 = string.Empty;
double scalingFactor2 = 0;
// used to test Line 2 reading below.
string energy = string.Empty;
string registryNumber = string.Empty;
string comments = string.Empty;
string[] lines = moleFile.Split('\n');
// Line 1 contains the compound name. It can not be longer than 80 characters, and is allowed to be empty.
// The length of the line is not relevant in how this is read, so it is not checked.
name = lines[0];
//// used to test Line 2 reading below.
//lines[1] = "IIPPPPPPPPMMDDYYHHmmddSSssssssssssEEEEEEEEEEEERRRRRR";
// Line 2 is optional. Skip this if it is not there.
if (lines[1] != string.Empty)
{
// Line format: IIPPPPPPPPMMDDYYHHmmddSSssssssssssEEEEEEEEEEEERRRRRR
// A2<--A8--><---A10-->A2I2<--F10.5-><---F12.5--><-I6->
//User's first and last initials (l), program name (P), date/time (M/D/Y,H:m),
//dimensional codes (d), scaling factors (S, s), energy (E) if modeling program input,
//internal registry number (R) if input through MDL form.
if (lines[1].Length > 2)
{
user = lines[1].Substring(0, 2); // II
}
if (lines[1].Length > 10)
{
program = lines[1].Substring(2, 8); // PPPPPPPP
}
if (lines[1].Length > 20)
{
//// used to test Line 2 reading below.
//MM = lines[1].Substring(10, 2); // MMDDYYHHmm
//DD = lines[1].Substring(12, 2); // MMDDYYHHmm
//YY = lines[1].Substring(14, 2); // MMDDYYHHmm
//HH = lines[1].Substring(16, 2); // MMDDYYHHmm
//mm = lines[1].Substring(18, 2); // MMDDYYHHmm
MM = Convert.ToInt32(lines[1].Substring(10, 2)); // MMDDYYHHmm
DD = Convert.ToInt32(lines[1].Substring(12, 2)); // MMDDYYHHmm
YY = Convert.ToInt32(lines[1].Substring(14, 2)); // MMDDYYHHmm
HH = Convert.ToInt32(lines[1].Substring(16, 2)); // MMDDYYHHmm
mm = Convert.ToInt32(lines[1].Substring(18, 2)); // MMDDYYHHmm
}
if (lines[1].Length > 22)
{
dimensionalCodes = lines[1].Substring(20, 2); // dd
}
//// used to test Line 2 reading below.
// if (lines[1].Length > 24) scalingFactor1 = lines[1].Substring(22, 2); //SS
if (lines[1].Length > 24)
{
scalingFactor1 = Convert.ToInt32(lines[1].Substring(22, 2)); //SS
}
//// used to test Line 2 reading below.
// if (lines[1].Length > 34) scalingFactor2 = lines[1].Substring(24, 10); //ss
if (lines[1].Length > 34)
{
scalingFactor2 = Convert.ToDouble(lines[1].Substring(24, 10)); //ss
}
if (lines[1].Length > 46)
{
energy = lines[1].Substring(34, 12); //EEEEEEEEEEEE
}
if (lines[1].Length == 52)
{
registryNumber = lines[1].Substring(46, 6); //RRRRRR
}
}
comments = lines[2];
// Counts Line
// aaabbblllfffcccsssxxxrrrpppiiimmmvvvvvv
numAtoms = Convert.ToInt32(lines[3].Substring(0, 3));
numBonds = Convert.ToInt32(lines[3].Substring(3, 3));
int atomLists = Convert.ToInt32(lines[3].Substring(6, 3));
//int fObsolete = Convert.ToInt32(lines[3].Substring(9, 3));
bool chiral = false;
if (Convert.ToInt32(lines[3].Substring(12, 3)) == 1)
{
chiral = true;
}
int sText = Convert.ToInt32(lines[3].Substring(15, 3));
//int xObsolete = Convert.ToInt32(lines[3].Substring(18, 3));
//int rObsolete = Convert.ToInt32(lines[3].Substring(21, 3));
//int pObsolete = Convert.ToInt32(lines[3].Substring(24, 3));
//int iObsolete = Convert.ToInt32(lines[3].Substring(27, 3));
int properties = Convert.ToInt32(lines[3].Substring(30, 3));
string version = lines[3].Substring(33, 6);
for (int i = 0; i < numAtoms; i++)
{
Atom a = new ChemInfo.Atom(lines[4 + i].Substring(31, 3).Trim());
molecule.AddAtom(a);
// xxxxx.xxxxyyyyy.yyyyzzzzz.zzzz aaaddcccssshhhbbbvvvHHHrrriiimmmnnneee
//a.x = Convert.ToDouble(lines[4 + i].Substring(0, 10));
//a.y = Convert.ToDouble(lines[4 + i].Substring(10, 10));
//a.z = Convert.ToDouble(lines[4 + i].Substring(20, 10));
string text = lines[4 + i].Substring(34, 2);
a.MassDiff = Convert.ToInt32(lines[4 + i].Substring(34, 2));
a.Charge = Convert.ToInt32(lines[4 + i].Substring(36, 3));
a.StereoParity = Convert.ToInt32(lines[4 + i].Substring(39, 3));
a.HydrogenCount = Convert.ToInt32(lines[4 + i].Substring(42, 3));
a.StereoCareBox = Convert.ToInt32(lines[4 + i].Substring(45, 3));
//a.Valence = Convert.ToInt32(lines[4 + i].Substring(48, 3));
// string H0 = lines[4 + i].Substring(51, 3);
// a.HO = Convert.ToInt32(lines[4 + i].Substring(51, 3));
a.RNotUsed = lines[4 + i].Substring(54, 3);
a.INotUsed = lines[4 + i].Substring(57, 3);
a.AtomMapping = Convert.ToInt32(lines[4 + i].Substring(60, 3));
a.InversionRetension = Convert.ToInt32(lines[4 + i].Substring(63, 3));
a.ExactChange = Convert.ToInt32(lines[4 + i].Substring(66, 3));
}
for (int i = 0; i < numBonds; i++)
{
//Bond b = new Bond();
// 111222tttsssxxxrrrccc
string line = lines[4 + numAtoms + i];
int firstAtom = Convert.ToInt32(lines[4 + numAtoms + i].Substring(0, 3));
int secondAtom = Convert.ToInt32(lines[4 + numAtoms + i].Substring(3, 3));
BondType bondType = (BondType)Convert.ToInt32(lines[4 + numAtoms + i].Substring(6, 3));
BondStereo bondStereo = (BondStereo)Convert.ToInt32(lines[4 + numAtoms + i].Substring(9, 3));
string xNotUsed = lines[4 + numAtoms + i].Substring(12, 3);
BondTopology bondTopology = (BondTopology)Convert.ToInt32(lines[4 + numAtoms + i].Substring(15, 3));
int rc = Convert.ToInt32(lines[4 + numAtoms + i].Substring(18, 3));
BondReactingCenterStatus reactingCenter = BondReactingCenterStatus.Unmarked;
if (rc == 13)
{
reactingCenter = BondReactingCenterStatus.bondMadeOrBroken | BondReactingCenterStatus.bondOrderChanges | BondReactingCenterStatus.aCenter;
}
else if (rc == 12)
{
reactingCenter = BondReactingCenterStatus.bondMadeOrBroken | BondReactingCenterStatus.bondOrderChanges;
}
else if (rc == 9)
{
reactingCenter = BondReactingCenterStatus.bondOrderChanges | BondReactingCenterStatus.aCenter;
}
else if (rc == 5)
{
reactingCenter = BondReactingCenterStatus.bondMadeOrBroken | BondReactingCenterStatus.aCenter;
}
else
{
reactingCenter = (BondReactingCenterStatus)rc;
}
molecule.AddBond(molecule.Atoms[firstAtom - 1], molecule.Atoms[secondAtom - 1], bondType, bondStereo, bondTopology, reactingCenter);
}
molecule.FindRings();
return(molecule);
}
public static void DoPropertyEdit(MouseButtonEventArgs e, EditorCanvas currentEditor)
{
EditViewModel evm = (EditViewModel)currentEditor.Chemistry;
var position = e.GetPosition(currentEditor);
var screenPosition = currentEditor.PointToScreen(position);
// Did RightClick occur on a Molecule Selection Adorner?
var moleculeAdorner = currentEditor.GetMoleculeAdorner(position);
if (moleculeAdorner != null)
{
if (moleculeAdorner.AdornedMolecules.Count == 1)
{
screenPosition = GetDpiAwareScaledPosition(screenPosition, moleculeAdorner);
var mode = Application.Current.ShutdownMode;
Application.Current.ShutdownMode = ShutdownMode.OnExplicitShutdown;
var model = new MoleculePropertiesModel();
model.Centre = screenPosition;
model.Path = moleculeAdorner.AdornedMolecules[0].Path;
model.Used1DProperties = evm.Used1DProperties;
model.Data = new Model();
Molecule mol = moleculeAdorner.AdornedMolecules[0].Copy();
model.Data.AddMolecule(mol);
mol.Parent = model.Data;
model.Charge = mol.FormalCharge;
model.Count = mol.Count;
model.SpinMultiplicity = mol.SpinMultiplicity;
model.ShowMoleculeBrackets = mol.ShowMoleculeBrackets;
var pe = new MoleculePropertyEditor(model);
ShowDialog(pe, currentEditor);
if (model.Save)
{
var thisMolecule = model.Data.Molecules.First().Value;
evm.UpdateMolecule(moleculeAdorner.AdornedMolecules[0], thisMolecule);
}
Application.Current.ShutdownMode = mode;
}
}
else
{
// Did RightClick occur on a ChemicalVisual?
var activeVisual = currentEditor.GetTargetedVisual(position);
if (activeVisual != null)
{
screenPosition = GetDpiAwareScaledPosition(screenPosition, activeVisual);
// Did RightClick occur on an AtomVisual?
if (activeVisual is AtomVisual av)
{
var mode = Application.Current.ShutdownMode;
Application.Current.ShutdownMode = ShutdownMode.OnExplicitShutdown;
var atom = av.ParentAtom;
var model = new AtomPropertiesModel
{
Centre = screenPosition,
Path = atom.Path,
Element = atom.Element
};
if (atom.Element is Element)
{
model.IsFunctionalGroup = false;
model.IsElement = true;
model.Charge = atom.FormalCharge ?? 0;
model.Isotope = atom.IsotopeNumber.ToString();
model.ShowSymbol = atom.ShowSymbol;
}
if (atom.Element is FunctionalGroup)
{
model.IsElement = false;
model.IsFunctionalGroup = true;
}
model.MicroModel = new Model();
Molecule m = new Molecule();
model.MicroModel.AddMolecule(m);
m.Parent = model.MicroModel;
Atom a = new Atom();
a.Element = atom.Element;
a.Position = atom.Position;
a.FormalCharge = atom.FormalCharge;
a.IsotopeNumber = atom.IsotopeNumber;
m.AddAtom(a);
a.Parent = m;
foreach (var bond in atom.Bonds)
{
Atom ac = new Atom();
ac.Element = Globals.PeriodicTable.C;
ac.ShowSymbol = false;
ac.Position = bond.OtherAtom(atom).Position;
m.AddAtom(ac);
ac.Parent = m;
Bond b = new Bond(a, ac);
b.Order = bond.Order;
if (bond.Stereo != Globals.BondStereo.None)
{
b.Stereo = bond.Stereo;
if (bond.Stereo == Globals.BondStereo.Wedge || bond.Stereo == Globals.BondStereo.Hatch)
{
if (atom.Path.Equals(bond.StartAtom.Path))
{
b.StartAtomInternalId = a.InternalId;
b.EndAtomInternalId = ac.InternalId;
}
else
{
b.StartAtomInternalId = ac.InternalId;
b.EndAtomInternalId = a.InternalId;
}
}
}
m.AddBond(b);
b.Parent = m;
}
model.MicroModel.ScaleToAverageBondLength(20);
var pe = new AtomPropertyEditor(model);
ShowDialog(pe, currentEditor);
Application.Current.ShutdownMode = mode;
if (model.Save)
{
evm.UpdateAtom(atom, model);
evm.ClearSelection();
evm.AddToSelection(atom);
if (model.AddedElement != null)
{
AddOptionIfNeeded(model);
}
evm.SelectedElement = model.Element;
}
}
// Did RightClick occur on a BondVisual?
if (activeVisual is BondVisual bv)
{
var mode = Application.Current.ShutdownMode;
Application.Current.ShutdownMode = ShutdownMode.OnExplicitShutdown;
var bond = bv.ParentBond;
var model = new BondPropertiesModel
{
Centre = screenPosition,
Path = bond.Path,
Angle = bond.Angle,
BondOrderValue = bond.OrderValue.Value,
IsSingle = bond.Order.Equals(Globals.OrderSingle),
IsDouble = bond.Order.Equals(Globals.OrderDouble),
Is1Point5 = bond.Order.Equals(Globals.OrderPartial12),
Is2Point5 = bond.Order.Equals(Globals.OrderPartial23)
};
model.DoubleBondChoice = DoubleBondType.Auto;
if (model.IsDouble | model.Is1Point5 | model.Is2Point5)
{
if (bond.ExplicitPlacement != null)
{
model.DoubleBondChoice = (DoubleBondType)bond.ExplicitPlacement.Value;
}
else
{
if (model.IsDouble)
{
if (bond.Stereo == Globals.BondStereo.Indeterminate)
{
model.DoubleBondChoice = DoubleBondType.Indeterminate;
}
}
}
}
if (model.IsSingle)
{
model.SingleBondChoice = SingleBondType.None;
switch (bond.Stereo)
{
case Globals.BondStereo.Wedge:
model.SingleBondChoice = SingleBondType.Wedge;
break;
case Globals.BondStereo.Hatch:
model.SingleBondChoice = SingleBondType.Hatch;
break;
case Globals.BondStereo.Indeterminate:
model.SingleBondChoice = SingleBondType.Indeterminate;
break;
default:
model.SingleBondChoice = SingleBondType.None;
break;
}
}
var pe = new BondPropertyEditor(model);
ShowDialog(pe, currentEditor);
Application.Current.ShutdownMode = mode;
if (model.Save)
{
evm.UpdateBond(bond, model);
evm.ClearSelection();
bond.Order = Globals.OrderValueToOrder(model.BondOrderValue);
evm.AddToSelection(bond);
}
}
}
}
void AddOptionIfNeeded(AtomPropertiesModel model)
{
if (!evm.AtomOptions.Any(ao => ao.Element.Symbol == model.AddedElement.Symbol))
{
AtomOption newOption = null;
switch (model.AddedElement)
{
case Element elem:
newOption = new AtomOption(elem);
break;
case FunctionalGroup group:
newOption = new AtomOption(group);
break;
}
evm.AtomOptions.Add(newOption);
}
}
}
static void Main()
{
var c1 = new AtomNode("C");
var c2 = new AtomNode("P");
var c3 = new AtomNode("O");
var c4 = new AtomNode("N");
var c5 = new AtomNode("F");
var c6 = new AtomNode("I");
var c7 = new AtomNode("K");
var c8 = new AtomNode("V");
var mole = new Molecule(c1);
mole.AddBond(BondOrder.Single, c1, c5);
mole.AddBond(BondOrder.Single, c1, c2);
mole.AddBond(BondOrder.Single, c1, c4);
mole.AddBond(BondOrder.Single, c2, c3);
mole.AddBond(BondOrder.Single, c2, c6);
mole.AddBond(BondOrder.Single, c3, c4);
mole.AddBond(BondOrder.Single, c3, c7);
mole.AddBond(BondOrder.Single, c4, c8);
mole.AddBond(BondOrder.Single, c5, c6);
mole.AddBond(BondOrder.Single, c5, c8);
mole.AddBond(BondOrder.Single, c6, c7);
mole.AddBond(BondOrder.Single, c7, c8);
/*var o0 = new AtomNode("O");
* var o1 = new AtomNode("O");
* var cb0 = new AtomNode("C");
* var cb1 = new AtomNode("C");
*
* mole.AddBond(BondOrder.Single, c1, o0);
* mole.AddBondToLast(BondOrder.Single,cb0);
* mole.AddBondToLast(BondOrder.Single, cb1);
* mole.AddBondToLast(BondOrder.Single, o1);
* mole.AddBond(BondOrder.Single, o1, c2);
*
* /*mole.AddBond(BondOrder.Single, c1, o0);
* mole.AddBondToLast(BondOrder.Single, cb0);
* mole.AddBondToLast(BondOrder.Single, cb1);
* mole.AddBondToLast(BondOrder.Single, o1);
* mole.AddBondToLast(BondOrder.Single, o0);*/
var smiles = mole.ToSMILES();
/*var cy = mole.CyclePrint();
*
* foreach (var y in cy)
* {
* Console.Write("\n" + Convert.ToString(y.Key) + ": ");
* foreach (var z in y.Value)
* Console.Write(z.Element.Symbol + " ");
* }*/
Console.WriteLine(smiles);
var prq = new PugRestQuery(smiles);
try
{
var response = prq.GetStringFromSmiles().Result;
var xmlDocument = new XmlDocument();
xmlDocument.LoadXml(response);
var c = xmlDocument.DocumentElement.FirstChild.ChildNodes;
foreach (XmlNode x in c)
{
if (x.Name == "CID")
{
continue;
}
Console.WriteLine(x.Name + ": " + x.InnerText);
}
}
catch (System.Net.Http.HttpRequestException e)
{
Console.WriteLine(e.HResult);
Console.WriteLine(e.Message);
}
Console.ReadKey();
}
internal static Molecule ReadXML(FileStream istr)
{
Molecule mol = new Molecule();
const string NAMESPACE = "http://www.xml-cml.org/schema/cml2/core";
const string ATTRIBUTENS = "";
XmlDocument xmlDoc = new XmlDocument();
xmlDoc.Load(istr);
XPathNavigator navigator = xmlDoc.CreateNavigator();
if (navigator.MoveToFirstChild())
{
navigator.MoveToChild("molecule", NAMESPACE);
//navigator.MoveToFirstChild();
if (navigator.MoveToChild("atomArray", NAMESPACE))
{
if (navigator.MoveToChild("atom", NAMESPACE))
{
do
{
string elementType = navigator.GetAttribute("elementType", ATTRIBUTENS);
string x2String = navigator.GetAttribute("x2", ATTRIBUTENS);
if (!string.IsNullOrEmpty(x2String))
{
double x2 = Utility.SafeDouble(x2String);
double y2 = Utility.SafeDouble(navigator.GetAttribute("y2", ATTRIBUTENS));
int hydrogenCount = Utility.SafeInt(navigator.GetAttribute("hydrogenCount", ATTRIBUTENS));
// TODO: How do we handle hydrogen count?
mol.AddAtom(elementType, x2, y2);
}
else
{
double x3 = Utility.SafeDouble(navigator.GetAttribute("x3", ATTRIBUTENS));
double y3 = Utility.SafeDouble(navigator.GetAttribute("y3", ATTRIBUTENS));
int hydrogenCount = Utility.SafeInt(navigator.GetAttribute("hydrogenCount", ATTRIBUTENS));
// TODO: How do we handle hydrogen count?
mol.AddAtom(elementType, x3, y3);
}
} while (navigator.MoveToNext("atom", NAMESPACE));
navigator.MoveToParent();
}
navigator.MoveToParent();
}
if (navigator.MoveToChild("bondArray", NAMESPACE))
{
if (navigator.MoveToChild("bond", NAMESPACE))
{
do
{
string atomRefs = navigator.GetAttribute("atomRefs2", ATTRIBUTENS);
string[] parts = atomRefs.Split(' ');
if (parts.Length == 2)
{
int from = Utility.SafeInt(parts[0].Substring(1));
int to = Utility.SafeInt(parts[1].Substring(1));
int order = Utility.SafeInt(navigator.GetAttribute("order", ATTRIBUTENS));
int type = 0; // Where or is type stored?
// TODO: How do we handle hydrogen count?
mol.AddBond(from, to, order, type);
}
} while (navigator.MoveToNext("bond", NAMESPACE));
navigator.MoveToParent();
}
navigator.MoveToParent();
}
}
return(mol);
}
public static Molecule ReadMDLMOL(StreamReader in_Renamed)
{
Molecule mol = new Molecule();
//UPGRADE_NOTE: Final was removed from the declaration of 'GENERIC_ERROR '. "ms-help://MS.VSCC.v80/dv_commoner/local/redirect.htm?index='!DefaultContextWindowIndex'&keyword='jlca1003'"
System.String GENERIC_ERROR = "Invalid MDL MOL file.";
try
{
System.String line = null;
for (int n = 0; n < 4; n++)
{
line = in_Renamed.ReadLine();
}
if (line == null || !line.Substring(34, (39) - (34)).Equals("V2000"))
{
throw new System.IO.IOException(GENERIC_ERROR);
}
int numAtoms = System.Int32.Parse(line.Substring(0, (3) - (0)).Trim());
int numBonds = System.Int32.Parse(line.Substring(3, (6) - (3)).Trim());
for (int n = 0; n < numAtoms; n++)
{
line = in_Renamed.ReadLine();
double x = System.Double.Parse(line.Substring(0, (10) - (0)).Trim());
double y = System.Double.Parse(line.Substring(10, (20) - (10)).Trim());
System.String el = line.Substring(31, (33) - (31)).Trim();
int chg = System.Int32.Parse(line.Substring(36, (39) - (36)).Trim()), rad = 0;
if (chg <= 3)
{
}
else if (chg == 4)
{
chg = 0; rad = 2;
}
else
{
chg = 4 - chg;
}
mol.AddAtom(el, x, y, chg, rad);
}
for (int n = 0; n < numBonds; n++)
{
line = in_Renamed.ReadLine();
int from = System.Int32.Parse(line.Substring(0, (3) - (0)).Trim()), to = System.Int32.Parse(line.Substring(3, (6) - (3)).Trim());
int type = System.Int32.Parse(line.Substring(6, (9) - (6)).Trim()), stereo = System.Int32.Parse(line.Substring(9, (12) - (9)).Trim());
if (from == to || from < 1 || from > numAtoms || to < 1 || to > numAtoms)
{
throw new System.IO.IOException(GENERIC_ERROR);
}
int order = type >= 1 && type <= 3?type:1;
int style = Molecule.BONDTYPE_NORMAL;
if (stereo == 1)
{
style = Molecule.BONDTYPE_INCLINED;
}
else if (stereo == 6)
{
style = Molecule.BONDTYPE_DECLINED;
}
else if (stereo == 3 || stereo == 4)
{
style = Molecule.BONDTYPE_UNKNOWN;
}
mol.AddBond(from, to, order, style);
}
while (true)
{
line = in_Renamed.ReadLine();
if (line.StartsWith("M END"))
{
break;
}
int type = 0;
if (line.StartsWith("M CHG"))
{
type = 1;
}
else if (line.StartsWith("M RAD"))
{
type = 2;
}
if (type > 0)
{
int len = System.Int32.Parse(line.Substring(6, (9) - (6)).Trim());
for (int n = 0; n < len; n++)
{
int apos = System.Int32.Parse(line.Substring(9 + 8 * n, (13 + 8 * n) - (9 + 8 * n)).Trim());
int aval = System.Int32.Parse(line.Substring(13 + 8 * n, (17 + 8 * n) - (13 + 8 * n)).Trim());
if (type == 1)
{
mol.SetAtomCharge(apos, aval);
}
else
{
mol.SetAtomUnpaired(apos, aval);
}
}
}
}
}
catch (System.Exception)
{
throw new System.IO.IOException(GENERIC_ERROR);
}
return(mol);
}
private static void AddMolecule(dynamic data, Model newModel)
{
Dictionary <int, string> atoms = new Dictionary <int, string>();
var newMol = new Molecule();
ElementBase ce = Globals.PeriodicTable.C;
int atomCount = 0;
// GitHub: Issue #13 https://github.com/Chem4Word/Version3/issues/13
if (data.a != null)
{
foreach (AtomJSON a in data.a)
{
if (!string.IsNullOrEmpty(a.l))
{
ElementBase eb;
var ok = AtomHelpers.TryParse(a.l, out eb);
if (ok)
{
if (eb is Element element)
{
ce = element;
}
if (eb is FunctionalGroup functionalGroup)
{
ce = functionalGroup;
}
}
}
else
{
ce = Globals.PeriodicTable.C;
}
Atom atom = new Atom()
{
Element = ce,
Position = new Point(a.x, a.y)
};
if (a.c != null)
{
atom.FormalCharge = a.c.Value;
}
atoms.Add(atomCount++, atom.InternalId);
newMol.AddAtom(atom);
atom.Parent = newMol;
}
}
if (data.b != null)
{
foreach (BondJSON b in data.b)
{
string o;
if (b.o != null)
{
o = Globals.OrderValueToOrder(double.Parse(b.o.ToString()));
}
else
{
o = Globals.OrderSingle;
}
Globals.BondStereo s;
if (!string.IsNullOrEmpty(b.s))
{
if (o == Globals.OrderDouble)
{
if (b.s.Equals(Ambiguous))
{
s = Globals.BondStereo.Indeterminate;
}
else
{
s = Globals.BondStereo.None;
}
}
else
{
if (b.s.Equals(Recessed))
{
s = Globals.BondStereo.Hatch;
}
else if (b.s.Equals(Protruding))
{
s = Globals.BondStereo.Wedge;
}
else if (b.s.Equals(Ambiguous))
{
s = Globals.BondStereo.Indeterminate;
}
else
{
s = Globals.BondStereo.None;
}
}
}
else
{
s = Globals.BondStereo.None;
}
// Azure DevOps #715
if (b.b.HasValue && b.b.Value < atoms.Count && b.e.HasValue && b.e.Value < atoms.Count)
{
var sa = atoms[b.b.Value];
var ea = atoms[b.e.Value];
Bond newBond = new Bond()
{
StartAtomInternalId = sa,
EndAtomInternalId = ea,
Stereo = s,
Order = o
};
newMol.AddBond(newBond);
newBond.Parent = newMol;
}
}
}
newModel.AddMolecule(newMol);
newMol.Parent = newModel;
}
public void CheckClone()
{
Model model = new Model();
Molecule molecule = new Molecule();
molecule.Id = "m1";
model.AddMolecule(molecule);
molecule.Parent = model;
Atom startAtom = new Atom();
startAtom.Id = "a1";
startAtom.Element = Globals.PeriodicTable.C;
startAtom.Position = new Point(5, 5);
molecule.AddAtom(startAtom);
startAtom.Parent = molecule;
Atom endAtom = new Atom();
endAtom.Id = "a2";
endAtom.Element = Globals.PeriodicTable.C;
endAtom.Position = new Point(10, 10);
molecule.AddAtom(endAtom);
endAtom.Parent = molecule;
Bond bond = new Bond(startAtom, endAtom);
bond.Id = "b1";
bond.Order = Globals.OrderSingle;
molecule.AddBond(bond);
bond.Parent = molecule;
Assert.True(model.Molecules.Count == 1, $"Expected 1 Molecule; Got {model.Molecules.Count}");
var a1 = model.Molecules.Values.First().Atoms.Values.First();
Assert.True(Math.Abs(a1.Position.X - 5.0) < 0.001, $"Expected a1.X = 5; Got {a1.Position.X}");
Assert.True(Math.Abs(a1.Position.Y - 5.0) < 0.001, $"Expected a1.Y = 5; Got {a1.Position.Y}");
Model clone = model.Copy();
Assert.True(model.Molecules.Count == 1, $"Expected 1 Molecule; Got {model.Molecules.Count}");
Assert.True(clone.Molecules.Count == 1, $"Expected 1 Molecule; Got {clone.Molecules.Count}");
var a2 = clone.Molecules.Values.First().Atoms.Values.First();
Assert.True(Math.Abs(a2.Position.X - 5.0) < 0.001, $"Expected a2.X = 5; Got {a2.Position.X}");
Assert.True(Math.Abs(a2.Position.Y - 5.0) < 0.001, $"Expected a2.Y = 5; Got {a2.Position.Y}");
clone.ScaleToAverageBondLength(5);
var a3 = model.Molecules.Values.First().Atoms.Values.First();
Assert.True(Math.Abs(a3.Position.X - 5.0) < 0.001, $"Expected a3.X = 5; Got {a3.Position.X}");
Assert.True(Math.Abs(a3.Position.Y - 5.0) < 0.001, $"Expected a3.Y = 5; Got {a3.Position.Y}");
var a4 = clone.Molecules.Values.First().Atoms.Values.First();
Assert.True(Math.Abs(a4.Position.X - 3.535) < 0.001, $"Expected a4.X = 3.535; Got {a4.Position.X}");
Assert.True(Math.Abs(a4.Position.Y - 3.535) < 0.001, $"Expected a4.Y = 3.535; Got {a4.Position.Y}");
}
public override object VisitBranched_atom([NotNull] smilesParser.Branched_atomContext context)
{
foreach (IParseTree tree in context.children)
{
if (typeof(smilesParser.AtomContext).IsAssignableFrom(tree.GetType()))
{
Atom current = (Atom)VisitAtom((smilesParser.AtomContext)tree);
if (current.Element != ELEMENTS.H)
{
retVal.AddAtom(current);
if (addExplicitHToNext)
{
current.ExplicitHydrogens++;
addExplicitHToNext = false;
}
if (last != null)
{
if (last.AtomType == AtomType.AROMATIC && current.AtomType == AtomType.AROMATIC)
{
nextBond = BondType.Aromatic;
}
}
Bond b = retVal.AddBond(last, current, nextBond, BondStereo.NotStereoOrUseXYZ, BondTopology.Either, BondReactingCenterStatus.Unmarked);
if (!string.IsNullOrEmpty(cisTrans) && nextBond == BondType.Double)
{
doubleBonds.Add(b);
}
nextBond = BondType.Single;
last = current;
}
else
{
if (last != null)
{
last.ExplicitHydrogens++;
}
else
{
addExplicitHToNext = true;
}
}
}
else if (typeof(smilesParser.RingbondContext).IsAssignableFrom(tree.GetType()))
{
int ring = (int)VisitRingbond((smilesParser.RingbondContext)tree);
if (ringAtoms.ContainsKey(ring))
{
BondType nextType = (BondType)ringbonds[ring];
if (nextType != BondType.Single && (nextBond == BondType.Single || nextBond == nextType))
{
nextBond = nextType;
}
Bond b = retVal.AddBond(last, (Atom)ringAtoms[ring], nextBond, BondStereo.NotStereoOrUseXYZ, BondTopology.Either, BondReactingCenterStatus.Unmarked);
if (!string.IsNullOrEmpty(cisTrans) && nextBond == BondType.Double)
{
doubleBonds.Add(b);
}
nextBond = BondType.Single;
ringAtoms.Remove(ring);
ringbonds.Remove(ring);
}
else
{
ringAtoms.Add(ring, last);
ringbonds.Add(ring, nextBond);
nextBond = BondType.Single;
}
}
else if (typeof(smilesParser.BranchContext).IsAssignableFrom(tree.GetType()))
{
Atom temp = last;
VisitBranch((smilesParser.BranchContext)tree);
last = temp;
}
else if (typeof(smilesParser.BondContext).IsAssignableFrom(tree.GetType()))
{
nextBond = (BondType)VisitBond((smilesParser.BondContext)context.GetChild(1));
}
else
{
throw new System.InvalidOperationException("uhoh");
}
}
return(null);
}
public static Molecule GetMolecule(XElement cmlElement)
{
Molecule molecule = new Molecule();
string showBracketsValue = cmlElement.Attribute(CMLNamespaces.c4w + CMLConstants.AttributeShowMoleculeBrackets)?.Value;
if (!string.IsNullOrEmpty(showBracketsValue))
{
molecule.ShowMoleculeBrackets = bool.Parse(showBracketsValue);
}
string idValue = cmlElement.Attribute(CMLConstants.AttributeId)?.Value;
if (!string.IsNullOrEmpty(idValue))
{
molecule.Id = idValue;
}
string countValue = cmlElement.Attribute(CMLConstants.AttributeCount)?.Value;
if (!string.IsNullOrEmpty(countValue))
{
molecule.Count = int.Parse(countValue);
}
string chargeValue = cmlElement.Attribute(CMLConstants.AttributeFormalCharge)?.Value;
if (!string.IsNullOrEmpty(chargeValue))
{
molecule.FormalCharge = int.Parse(chargeValue);
}
string spinValue = cmlElement.Attribute(CMLConstants.AttributeSpinMultiplicity)?.Value;
if (!string.IsNullOrEmpty(spinValue))
{
molecule.SpinMultiplicity = int.Parse(spinValue);
}
molecule.Errors = new List <string>();
molecule.Warnings = new List <string>();
List <XElement> childMolecules = CMLHelper.GetMolecules(cmlElement);
List <XElement> atomElements = CMLHelper.GetAtoms(cmlElement);
List <XElement> bondElements = CMLHelper.GetBonds(cmlElement);
List <XElement> nameElements = CMLHelper.GetNames(cmlElement);
List <XElement> formulaElements = CMLHelper.GetFormulas(cmlElement);
List <XElement> labelElements = CMLHelper.GetLabels(cmlElement);
foreach (XElement childElement in childMolecules)
{
Molecule newMol = GetMolecule(childElement);
molecule.AddMolecule(newMol);
newMol.Parent = molecule;
}
Dictionary <string, string> reverseAtomLookup = new Dictionary <string, string>();
foreach (XElement atomElement in atomElements)
{
Atom newAtom = GetAtom(atomElement);
if (newAtom.Messages.Count > 0)
{
molecule.Errors.AddRange(newAtom.Messages);
}
molecule.AddAtom(newAtom);
reverseAtomLookup[newAtom.Id] = newAtom.InternalId;
newAtom.Parent = molecule;
}
foreach (XElement bondElement in bondElements)
{
Bond newBond = GetBond(bondElement, reverseAtomLookup);
if (newBond.Messages.Count > 0)
{
molecule.Errors.AddRange(newBond.Messages);
}
molecule.AddBond(newBond);
newBond.Parent = molecule;
}
foreach (XElement formulaElement in formulaElements)
{
var formula = GetFormula(formulaElement);
if (formula.IsValid)
{
molecule.Formulas.Add(formula);
}
}
foreach (XElement nameElement in nameElements)
{
var name = GetName(nameElement);
if (name.IsValid)
{
molecule.Names.Add(name);
}
}
Molecule copy = molecule.Copy();
copy.SplitIntoChildren();
// If copy now contains (child) molecules, replace original
if (copy.Molecules.Count > 1)
{
molecule = copy;
}
foreach (var labelElement in labelElements)
{
var label = GetLabel(labelElement);
if (label.IsValid)
{
molecule.Labels.Add(label);
}
}
// Fix Invalid data; If only one atom
if (molecule.Atoms.Count == 1)
{
// Remove ExplicitC flag
molecule.Atoms.First().Value.ExplicitC = null;
// Remove invalid molecule properties
molecule.ShowMoleculeBrackets = false;
molecule.SpinMultiplicity = null;
molecule.FormalCharge = null;
molecule.Count = null;
}
molecule.RebuildRings();
return(molecule);
}