Exemplo n.º 1
0
OpenBabel::OBMol
Schuffenhauer::Rule_1(OpenBabel::OBMol& oldMol)
{
   	if (oldMol.GetSSSR().size() <= _ringsToBeRetained)
	{
		return oldMol;
	}
   
   	OpenBabel::OBMol newMol(oldMol);
   	std::vector<OpenBabel::OBAtom*>::iterator avi;
   	OpenBabel::OBBondIterator bi;
   	OpenBabel::OBAtom* atom;
   	OpenBabel::OBAtom* nbrAtom[2];
   	for (atom = newMol.BeginAtom(avi); atom; atom = newMol.NextAtom(avi))
   	{
      	if ((atom->MemberOfRingSize() == 3) &&
          	(atom->IsNitrogen() || atom->IsOxygen()) &&
          	(atom->MemberOfRingCount() == 1) &&
          	(atom->GetHvyValence() == 2))
      	{
         	nbrAtom[0] = atom->BeginNbrAtom(bi);
         	nbrAtom[1] = atom->NextNbrAtom(bi);
			if (nbrAtom[0] && nbrAtom[1])
			{
         		newMol.DeleteAtom(atom);
         		newMol.GetBond(nbrAtom[0], nbrAtom[1])->SetBondOrder(2);
			}
      	}
   	}
   	return newMol;
}
Exemplo n.º 2
0
OpenBabel::OBMol
Schuffenhauer::Rule_6(OpenBabel::OBMol& oldMol)
{
   	std::vector<OpenBabel::OBRing*> allrings(oldMol.GetSSSR());
   	if (allrings.size() <= _ringsToBeRetained)
   	{
      	return oldMol;
   	}
   
   	std::vector<OpenBabel::OBMol> mols;
   	std::vector<int> rings;
   	int size;
   	for (unsigned int i(0); i < allrings.size(); ++i)
   	{
      	size = allrings[i]->Size();
      	if ((size == 3) || (size == 5) || (size == 6))
      	{
         	mols.push_back(oldMol);
         	rings.push_back(i);
      	}
   	}
	if (mols.empty())
	{
		return oldMol;
	}

	// Only focus on ringsystems with more than one ring
   	std::vector<OpenBabel::OBAtom*>::iterator avi;
   	OpenBabel::OBAtom* atom;
	std::vector<int> fusedRings;
	for (unsigned int i(0); i < rings.size(); ++i)
	{
   		for (atom = oldMol.BeginAtom(avi); atom; atom = oldMol.NextAtom(avi))
		{
			if (allrings[rings[i]]->IsMember(atom) && (atom->MemberOfRingCount() > 1))
			{
				fusedRings.push_back(rings[i]);
				break;
			}
		}
	} 
	if (fusedRings.empty())
	{
		return oldMol;
	}
  
   	std::vector<OpenBabel::OBMol> validMols;
   	for (unsigned int i(0); i < fusedRings.size(); ++i)
   	{
      	mols[i] = RemoveRing(mols[i], allrings, fusedRings[i]);
      	if (!mols[i].Empty())
      	{
         	validMols.push_back(mols[i]);
      	}
   	}

 	if (validMols.size() == 1)
   	{
      	return validMols[0];
   	}
   	return oldMol;
}
Exemplo n.º 3
0
OpenBabel::OBMol
Schuffenhauer::Rule_4(OpenBabel::OBMol& oldMol)
{
   	std::vector<OpenBabel::OBRing*> allrings(oldMol.GetSSSR());
   	if (allrings.size() <= _ringsToBeRetained)
   	{
      	return oldMol;
   	}

	// Only focus on ringsystems with more than one ring
   	std::vector<OpenBabel::OBAtom*>::iterator avi;
   	std::vector<OpenBabel::OBMol> mols;
   	OpenBabel::OBAtom* atom;
	std::vector<int> fusedRings;
	for (unsigned int i(0); i < allrings.size(); ++i)
	{
   		for (atom = oldMol.BeginAtom(avi); atom; atom = oldMol.NextAtom(avi))
		{
			if (allrings[i]->IsMember(atom) && (atom->MemberOfRingCount() > 1))
			{
				fusedRings.push_back(i);
		     	mols.push_back(oldMol);
				break;
			}
		}
	}
	if (fusedRings.empty())
	{
		return oldMol;
	}
  
   	std::vector<OpenBabel::OBMol> validMols;
   	for (unsigned int i(0); i < fusedRings.size(); ++i)
   	{
     	mols[i] = RemoveRing(mols[i], allrings, fusedRings[i]);
      	if (!mols[i].Empty())
      	{
         	validMols.push_back(mols[i]);
      	}
   	}
    	if (validMols.empty())
   	{
		return oldMol;
	}
    
	int delta;
	int absdelta;
	std::vector<int> score;
	for (unsigned int i(0); i < validMols.size(); ++i)
	{
		delta = CalculateDelta(validMols[i]);
		absdelta = abs(delta);
		score.push_back(1000 * absdelta + delta);
	}
	int maximum = score[0];
	for (unsigned int i(1); i < validMols.size(); ++i)
	{
		if (score[i] > maximum)
		{
			maximum = score[i];
		}
	}
	unsigned int oldMolecules = validMols.size();
	std::vector<OpenBabel::OBMol> remainingMols;
	for (unsigned int i(0); i < validMols.size(); ++i)
	{
		if (score[i] == maximum)
		{
			remainingMols.push_back(validMols[i]);
		}
	}
	if (remainingMols.size() == 1)
	{
		return remainingMols[0];
    }
   
   	return oldMol;
}