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//
// Copyright (C) 2007-2011 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.
//
/*! \file Lipinski.h
\brief Contains Lipinski and Lipinski-like descriptors. Use MolDescriptors.h
in client code.
*/
#ifndef __RD_LIPINSKI_H__
#define __RD_LIPINSKI_H__
namespace RDKit {
class ROMol;
namespace Descriptors {
const std::string lipinskiHBAVersion = "1.0.0";
//! calculates the standard Lipinski HBA definition (number of Ns and Os)
unsigned int calcLipinskiHBA(const ROMol &mol);
const std::string lipinskiHBDVersion = "2.0.0";
//! calculates the standard Lipinski HBA definition (number of N-H and O-H
// bonds)
unsigned int calcLipinskiHBD(const ROMol &mol);
enum NumRotatableBondsOptions {
Default = -1,
NonStrict = 0,
Strict = 1,
StrictLinkages = 2,
};
extern const std::string NumRotatableBondsVersion;
//! calculates the number of rotatable bonds
/*!
\param mol the molecule of interest
\param strict if Strict, a stricter definition of rotable bonds is used
this excludes amides, esters, etc.
if StrictLinkages, a much stricter definition that
handles rotatable bonds between rings as well.
if Default - uses the default choice (normally Strict)
*/
unsigned int calcNumRotatableBonds(const ROMol &mol,
NumRotatableBondsOptions useStrictDefinition=Default);
//! calculates the number of rotatable bonds ( backwards compatibility function,
//! deprecated, please use calcNumRotatableBonds(const ROMol&, int)
/*!
\param mol the molecule of interest
\param strict if Strict == true, uses NumRotatableBondsOptions::Strict
*/
unsigned int calcNumRotatableBonds(const ROMol &mol, bool strict);
extern const std::string NumHBDVersion;
//! calculates the number of H-bond donors
unsigned int calcNumHBD(const ROMol &mol);
extern const std::string NumHBAVersion;
//! calculates the number of H-bond acceptors
unsigned int calcNumHBA(const ROMol &mol);
extern const std::string NumHeteroatomsVersion;
//! calculates the number of heteroatoms
unsigned int calcNumHeteroatoms(const ROMol &mol);
extern const std::string NumAmideBondsVersion;
//! calculates the number of amide bonds
unsigned int calcNumAmideBonds(const ROMol &mol);
extern const std::string FractionCSP3Version;
//! calculates the fraction of carbons that are SP3 hybridized
double calcFractionCSP3(const ROMol &mol);
extern const std::string NumRingsVersion;
//! calculates the number of SSSR rings
unsigned int calcNumRings(const ROMol &mol);
extern const std::string NumAromaticRingsVersion;
//! calculates the number of aromatic SSSR rings
unsigned int calcNumAromaticRings(const ROMol &mol);
extern const std::string NumAliphaticRingsVersion;
//! calculates the number of aliphatic (at least one non-aromatic bond) SSSR
// rings
unsigned int calcNumAliphaticRings(const ROMol &mol);
extern const std::string NumSaturatedRingsVersion;
//! calculates the number of saturated SSSR rings
unsigned int calcNumSaturatedRings(const ROMol &mol);
extern const std::string NumHeterocyclesVersion;
//! calculates the number of SSSR heterocycles
unsigned int calcNumHeterocycles(const ROMol &mol);
extern const std::string NumAromaticHeterocyclesVersion;
//! calculates the number of aromatic SSSR heterocycles
unsigned int calcNumAromaticHeterocycles(const ROMol &mol);
extern const std::string NumAromaticCarbocyclesVersion;
//! calculates the number of aromatic SSSR carbocycles
unsigned int calcNumAromaticCarbocycles(const ROMol &mol);
extern const std::string NumSaturatedHeterocyclesVersion;
//! calculates the number of saturated SSSR heterocycles
unsigned int calcNumSaturatedHeterocycles(const ROMol &mol);
extern const std::string NumSaturatedCarbocyclesVersion;
//! calculates the number of saturated SSSR carbocycles
unsigned int calcNumSaturatedCarbocycles(const ROMol &mol);
extern const std::string NumAliphaticHeterocyclesVersion;
//! calculates the number of aliphatic (at least one non-aromatic bond) SSSR
// heterocycles
unsigned int calcNumAliphaticHeterocycles(const ROMol &mol);
extern const std::string NumAliphaticCarbocyclesVersion;
//! calculates the number of aliphatic (at least one non-aromatic bond) SSSR
// carbocycles
unsigned int calcNumAliphaticCarbocycles(const ROMol &mol);
extern const std::string NumSpiroAtomsVersion;
//! calculates the number of spiro atoms (atoms shared between rings that share
// exactly one atom)
unsigned int calcNumSpiroAtoms(const ROMol &mol,
std::vector<unsigned int> *atoms = NULL);
extern const std::string NumBridgeheadAtomsVersion;
//! calculates the number of bridgehead atoms (atoms shared between rings that
// share at least two bonds)
unsigned int calcNumBridgeheadAtoms(const ROMol &mol,
std::vector<unsigned int> *atoms = NULL);
} // end of namespace Descriptors
} // end of namespace RDKit
#endif
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