ReactionFingerprints.h

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#include <RDGeneral/export.h>
#ifndef RD_REACTIONFINGERPRINTS_H
#define RD_REACTIONFINGERPRINTS_H
 
#include <DataStructs/SparseIntVect.h>
#include <DataStructs/ExplicitBitVect.h>
 
namespace RDKit {
 
class ChemicalReaction;
 
enum FingerprintType {
  AtomPairFP = 1,
  TopologicalTorsion,
  MorganFP,
  RDKitFP,
  PatternFP
};
 
//! A struct for storing parameters to manipulate
//! the calculation of fingerprints of chemical reactions
/*!
   Different parameters can be chosen to influence the generation
   of chemical reaction fingerprints. Generally different setting
   should be used for structural or difference fingerprints.
 
   \param includeAgents        include the agents of a reaction for fingerprint
   generation
   \param bitRatioAgents       in structural fingerprints it determines the
   ratio of bits of
                               the agents in the fingerprint
   \param nonAgentWeight       in difference fingerprints weight factor for
   reactants and products
                               compared to agents
   \param agentWeight          if agents are included, agents could be weighted
   compared to reactants
                               and products in difference fingerprints
   \param fpSize               number of bits of the fingerprint
   \param fpType               kind of fingerprint used, e.g AtompairFP. Be
   aware that only AtompairFP,
                               TopologicalTorsion and MorganFP were supported in
   the difference fingerprint.
 */
struct RDKIT_CHEMREACTIONS_EXPORT ReactionFingerprintParams {
  ReactionFingerprintParams() {}
 
  ReactionFingerprintParams(bool includeAgents, double bitRatioAgents,
                            unsigned int nonAgentWeight, int agentWeight,
                            unsigned int fpSize, FingerprintType fpType)
      : includeAgents(includeAgents),
        bitRatioAgents(bitRatioAgents),
        nonAgentWeight(nonAgentWeight),
        agentWeight(agentWeight),
        fpSize(fpSize),
        fpType(fpType) {}
 
  bool includeAgents{false};
  double bitRatioAgents{0.2};
  unsigned int nonAgentWeight{10};
  int agentWeight{1};
  unsigned int fpSize{2048};
  FingerprintType fpType{AtomPairFP};
};
 
RDKIT_CHEMREACTIONS_EXPORT extern const ReactionFingerprintParams
    DefaultStructuralFPParams;
RDKIT_CHEMREACTIONS_EXPORT extern const ReactionFingerprintParams
    DefaultDifferenceFPParams;
 
//! Generates a structural fingerprint for a reaction
//! to use in screening
/*!
   A structural fingerprint is generated as an ExplicitBitVect to use for
  searching
   e.g. substructure in reactions. By default the fingerprint is generated as
  4096 BitVect
   using a PatternFP for reactants and products and tentatively agents which
   were finally  concatenated
 
  \param rxn:          the reaction to be fingerprinted
  \param params:       specific settings to manipulate fingerprint generation
 
  \return the reaction fingerprint, as an ExplicitBitVect
 
  <b>Notes:</b>
    - the caller is responsible for <tt>delete</tt>ing the result
*/
RDKIT_CHEMREACTIONS_EXPORT ExplicitBitVect *StructuralFingerprintChemReaction(
    const ChemicalReaction &rxn,
    const ReactionFingerprintParams &params = DefaultStructuralFPParams);
 
//! Generates a difference fingerprint for a reaction
//! to use in similarity search of reactions
/*!
   A difference fingerprint is generated as a SparseIntVect to use for
   similarity search of reactions. By default the fingerprint is generated as
  2048 bit
   hashed fingerprint subtracting AtompairFP of the reactants from the products'
  AtompairFP
   and tentatively the agent AtompairFP is added
 
  \param rxn:          the reaction to be fingerprinted
  \param params:       specific settings to manipulate fingerprint generation
 
  \return the reaction fingerprint, as an SparseIntVec
 
  <b>Notes:</b>
    - the caller is responsible for <tt>delete</tt>ing the result
*/
RDKIT_CHEMREACTIONS_EXPORT SparseIntVect<std::uint32_t>
    *DifferenceFingerprintChemReaction(
        const ChemicalReaction &rxn,
        const ReactionFingerprintParams &params = DefaultDifferenceFPParams);
}  // namespace RDKit
 
#endif