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rdkit/Code/GraphMol/Descriptors/Lipinski.cpp

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// $Id$
//
// Copyright (C) 2011 Greg Landrum
//
// @@ All Rights Reserved @@
// This file is part of the RDKit.
// The contents are covered by the terms of the BSD license
// which is included in the file license.txt, found at the root
// of the RDKit source tree.
//
#include <GraphMol/RDKitBase.h>
#include <GraphMol/MolPickler.h>
#include <GraphMol/Descriptors/MolDescriptors.h>
#include <GraphMol/SmilesParse/SmilesParse.h>
#include <GraphMol/Substruct/SubstructMatch.h>
#include <boost/dynamic_bitset.hpp>
#include <boost/foreach.hpp>
#include <boost/flyweight.hpp>
#include <boost/flyweight/key_value.hpp>
#include <boost/flyweight/no_tracking.hpp>
#include <vector>
#include <string>
namespace {
class ss_matcher {
public:
ss_matcher() {};
ss_matcher(const std::string &pattern){
RDKit::RWMol *p=RDKit::SmartsToMol(pattern);
TEST_ASSERT(p);
m_matcher.reset(p);
};
//const RDKit::ROMOL_SPTR &getMatcher() const { return m_matcher; };
const RDKit::ROMol *getMatcher() const { return m_matcher.get(); };
private:
RDKit::ROMOL_SPTR m_matcher;
};
}
using namespace ::boost;
using namespace ::boost::flyweights;
typedef flyweight<key_value<std::string,ss_matcher>,no_tracking > pattern_flyweight;
#define SMARTSCOUNTFUNC(nm,pattern,vers) \
const std::string nm ## Version =vers; \
unsigned int calc##nm(const RDKit::ROMol &mol){ \
pattern_flyweight m(pattern); \
const ROMol *matcher=m.get().getMatcher(); \
TEST_ASSERT(matcher); \
std::vector< MatchVectType > matches; \
const ROMol nm(*(matcher),true); \
/*const ROMol &nm=*matcher;*/ \
int res=SubstructMatch(mol,nm,matches); \
return static_cast<unsigned int>(res);\
}\
extern int no_such_variable
namespace RDKit{
namespace Descriptors {
unsigned int calcLipinskiHBA(const ROMol &mol){
unsigned int res=0;
for(ROMol::ConstAtomIterator iter=mol.beginAtoms();
iter!=mol.endAtoms();++iter){
if((*iter)->getAtomicNum()==7 || (*iter)->getAtomicNum()==8) ++res;
}
return res;
}
unsigned int calcLipinskiHBD(const ROMol &mol){
unsigned int res=0;
for(ROMol::ConstAtomIterator iter=mol.beginAtoms();
iter!=mol.endAtoms();++iter){
if( ((*iter)->getAtomicNum()==7 || (*iter)->getAtomicNum()==8) ) {
res += (*iter)->getTotalNumHs(true);
}
}
return res;
}
SMARTSCOUNTFUNC(NumRotatableBonds, "[!$(*#*)&!D1]-&!@[!$(*#*)&!D1]", "1.0.1" ) ;
//SMARTSCOUNTFUNC(NumHBD, "[$([N;!H0;v3]),$([N;!H0;+1;v4]),$([O,S;H1;+0]),$([n;H1;+0])]","2.0.1" ) ;
//SMARTSCOUNTFUNC(NumHBA, "[$([O,S;H1;v2]-[!$(*=[O,N,P,S])]),$([O,S;H0;v2]),$([O,S;-]),$([N;v3;!$(N-*=!@[O,N,P,S])]),$([nH0,o,s;+0])]","2.0.1") ;
SMARTSCOUNTFUNC(NumHBD, "[$([N;!H0;v3])]","2.0.1" ) ;
SMARTSCOUNTFUNC(NumHBA, "[$([O,S;H1;v2]-[$(*)])]","2.0.1" ) ;
SMARTSCOUNTFUNC(NumHeteroatoms,"[!#6;!#1]","1.0.1") ;
SMARTSCOUNTFUNC(NumAmideBonds,"C(=[O;!R])N","1.0.0") ;
const std::string NumRingsVersion="1.0.1";
unsigned int calcNumRings(const ROMol &mol){
return mol.getRingInfo()->numRings();
}
} // end of namespace Descriptors
} // end of namespace RDKit