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/*-
* SPDX-License-Identifier: BSD-2-Clause
*
* Copyright (c) 2020-2022 NKI/AVL, Netherlands Cancer Institute
*
* Redistribution and use in source and binary forms, with or without
* modification, are permitted provided that the following conditions are met:
*
* 1. Redistributions of source code must retain the above copyright notice, this
* list of conditions and the following disclaimer
* 2. Redistributions in binary form must reproduce the above copyright notice,
* this list of conditions and the following disclaimer in the documentation
* and/or other materials provided with the distribution.
*
* THIS SOFTWARE IS PROVIDED BY THE COPYRIGHT HOLDERS AND CONTRIBUTORS "AS IS" AND
* ANY EXPRESS OR IMPLIED WARRANTIES, INCLUDING, BUT NOT LIMITED TO, THE IMPLIED
* WARRANTIES OF MERCHANTABILITY AND FITNESS FOR A PARTICULAR PURPOSE ARE
* DISCLAIMED. IN NO EVENT SHALL THE COPYRIGHT OWNER OR CONTRIBUTORS BE LIABLE FOR
* ANY DIRECT, INDIRECT, INCIDENTAL, SPECIAL, EXEMPLARY, OR CONSEQUENTIAL DAMAGES
* (INCLUDING, BUT NOT LIMITED TO, PROCUREMENT OF SUBSTITUTE GOODS OR SERVICES;
* LOSS OF USE, DATA, OR PROFITS; OR BUSINESS INTERRUPTION) HOWEVER CAUSED AND
* ON ANY THEORY OF LIABILITY, WHETHER IN CONTRACT, STRICT LIABILITY, OR TORT
* (INCLUDING NEGLIGENCE OR OTHERWISE) ARISING IN ANY WAY OUT OF THE USE OF THIS
* SOFTWARE, EVEN IF ADVISED OF THE POSSIBILITY OF SUCH DAMAGE.
*/
#pragma once
#include "cif++/atom_type.hpp"
#include "cif++/datablock.hpp"
#include "cif++/exports.hpp"
#include "cif++/point.hpp"
#include "cif++/utilities.hpp"
#include <map>
#include <set>
#include <tuple>
#include <vector>
/// \file compound.hpp
/// This file contains the definition for the class compound, encapsulating
/// the information found for compounds in the CCD.
///
/// The data is loaded by default from a file called `components.cif`. This file
/// is located using load_resource. (See documentation on cif::load_resource for more information)
///
/// Note that since version 6 the CCP4 monomer library is no longer used.
/// See also :doc:`/compound` for more information.
namespace cif
{
// --------------------------------------------------------------------
class compound;
struct compound_atom;
class compound_factory_impl;
/// \brief The bond type or bond order as defined in the CCD, possible values taken from the mmcif_pdbx file
enum class bond_type
{
sing, ///< single bond
doub, ///< double bond
trip, ///< triple bond
quad, ///< quadruple bond
arom, ///< aromatic bond
poly, ///< polymeric bond
delo, ///< delocalized double bond
pi, ///< pi bond
};
/// @brief return the string representation of @a bondType
std::string bond_type_to_string(bond_type bondType);
/// @brief return the cif::bond_type for the string representation @a bondType
bond_type parse_bond_type_from_string(const std::string &bondType);
/// \brief The possible stereo config values for a compound_atom.
///
/// As the site https://psiberg.com/r-s-nomenclature/ states:
///
/// > RS nomenclature is currently the preferred system for assigning absolute
/// > configuration to chiral molecules. The letters R and S come from the Latin
/// > words ‘Rectus‘ and ‘Sinister‘ meaning ‘right’ and ‘left’. Molecules that
/// > rotate the plane of polarized light to right are referred to as ‘R isomers’
/// > and the molecules that rotate the plane of polarized light to left are
/// > referred to ‘S isomers’.
enum class stereo_config_type : uint8_t
{
N = 'N', ///< Not polarizing
R = 'R', ///< Rectus
S = 'S' ///< Sinister
};
/// @brief return the string representation of @a stereo_config
std::string to_string(stereo_config_type stereo_config);
/// @brief return the cif::stereo_config_type for the string representation @a stereo_config
stereo_config_type parse_stereo_config_from_string(const std::string &stereo_config);
/// --------------------------------------------------------------------
/// \brief struct containing information about an atom in a chemical compound.
/// This is a subset of the available information. Contact the author if you need more fields.
struct compound_atom
{
std::string id; ///< Identifier for each atom in the chemical component
atom_type type_symbol; ///< The element type for each atom in the chemical component.
int charge = 0; ///< The formal charge assigned to each atom in the chemical component.
bool aromatic = false; ///< Defines atoms in an aromatic moiety
bool leaving_atom = false; ///< Flags atoms with "leaving" capability
stereo_config_type stereo_config = stereo_config_type::N; ///< Defines the stereochemical configuration of the chiral center atom.
float x, ///< The x component of the coordinates for each atom specified as orthogonal angstroms.
y, ///< The y component of the coordinates for each atom specified as orthogonal angstroms.
z; ///< The z component of the coordinates for each atom specified as orthogonal angstroms.
/// Return the location of the atom as a point
point get_location() const
{
return { x, y, z };
}
};
/// --------------------------------------------------------------------
/// \brief struct containing information about the bonds
struct compound_bond
{
std::string atom_id[2]; ///< The ID's of the two atoms that define the bond.
bond_type type; ///< The bond order of the chemical bond associated with the specified atoms.
bool aromatic = false, ///< Defines aromatic bonds.
stereo_config = false; ///< Defines stereochemical bonds.
};
/// --------------------------------------------------------------------
/// \brief a class that contains information about a chemical compound.
/// This information is derived from the CDD by default.
///
/// To create compounds, you use the factory method. You can add your own
/// compound definitions by calling the addExtraComponents function and
/// pass it a valid CCD formatted file.
class compound
{
public:
// accessors
std::string id() const { return m_id; } ///< Return the alphanumeric code for the chemical component.
std::string name() const { return m_name; } ///< Return the name of the chemical component.
std::string type() const { return m_type; } ///< Return the type of monomer.
std::string formula() const { return m_formula; } ///< Return the chemical formula of the chemical component.
float formula_weight() const { return m_formula_weight; } ///< Return the formula mass of the chemical component in Daltons.
int formal_charge() const { return m_formal_charge; } ///< Return the formal charge on the chemical component.
const std::vector<compound_atom> &atoms() const { return m_atoms; } ///< Return the list of atoms for this compound
const std::vector<compound_bond> &bonds() const { return m_bonds; } ///< Return the list of bonds for this compound
compound_atom get_atom_by_atom_id(const std::string &atom_id) const; ///< Return the atom with id @a atom_id
bool atoms_bonded(const std::string &atomId_1, const std::string &atomId_2) const; ///< Return true if @a atomId_1 is bonded to @a atomId_2
float bond_length(const std::string &atomId_1, const std::string &atomId_2) const; ///< Return the bond length between @a atomId_1 and @a atomId_2
bool is_water() const ///< Return if the compound is actually a water
{
return m_id == "HOH" or m_id == "H2O" or m_id == "WAT";
}
/** \brief Return whether this compound has a type of either 'peptide linking' or 'L-peptide linking' */
bool is_peptide() const;
/** \brief Return whether this compound has a type of either 'DNA linking' or 'RNA linking' */
bool is_base() const;
char one_letter_code() const { return m_one_letter_code; }; ///< Return the one letter code to use in a canonical sequence. If unknown the value '\0' is returned
std::string parent_id() const { return m_parent_id; }; ///< Return the parent id code in case a parent is specified (e.g. MET for MSE)
private:
friend class compound_factory_impl;
friend class local_compound_factory_impl;
compound(cif::datablock &db);
compound(cif::datablock &db, int);
std::string m_id;
std::string m_name;
std::string m_type;
std::string m_formula;
char m_one_letter_code = 0;
std::string m_parent_id;
float m_formula_weight = 0;
int m_formal_charge = 0;
std::vector<compound_atom> m_atoms;
std::vector<compound_bond> m_bonds;
};
// --------------------------------------------------------------------
// Factory class for compound and Link objects
/// Use the compound_factory singleton instance to create compound objects
class compound_factory
{
public:
/// \brief Initialise a singleton instance.
///
/// If you have a multithreaded application and want to have different
/// compounds in each thread (e.g. a web service processing user requests
/// with different sets of compounds) you can set the \a useThreadLocalInstanceOnly
/// flag to true.
static void init(bool useThreadLocalInstanceOnly);
/// Return the singleton instance. If initialized with local threads, this is the
/// instance for the current thread.
static compound_factory &instance();
/// Delete and reset the singleton instance. If initialized with local threads, this is the
/// instance for the current thread.
static void clear();
/// Set the default dictionary file to @a inDictFile
void set_default_dictionary(const std::filesystem::path &inDictFile);
/// Override any previously loaded dictionary with @a inDictFile
void push_dictionary(const std::filesystem::path &inDictFile);
/** @brief Override any previously loaded dictionary with the data in @a file
*
* @note experimental feature
*
* Load the file @a file as a source for compound information. This may
* be e.g. a regular mmCIF file with extra files containing compound
* information.
*
* Be carefull to remove the block again, best use @ref cif::compound_source
* as a stack based object.
*/
void push_dictionary(const file &file);
/// Remove the last pushed dictionary
void pop_dictionary();
/// Return whether @a res_name is a valid and known peptide
[[deprecated("use is_peptide or is_std_peptide instead)")]]
bool is_known_peptide(const std::string &res_name) const;
/// Return whether @a res_name is a valid and known base
[[deprecated("use is_base or is_std_base instead)")]]
bool is_known_base(const std::string &res_name) const;
/// Return whether @a res_name is a peptide
bool is_peptide(std::string_view res_name) const;
/// Return whether @a res_name is a base
bool is_base(std::string_view res_name) const;
/// Return whether @a res_name is one of the standard peptides
bool is_std_peptide(std::string_view res_name) const;
/// Return whether @a res_name is one of the standard bases
bool is_std_base(std::string_view res_name) const;
/// Return whether @a res_name is a monomer (either base or peptide)
bool is_monomer(std::string_view res_name) const;
/// Return whether @a res_name is one of the standard bases or peptides
bool is_std_monomer(std::string_view res_name) const
{
return is_std_base(res_name) or is_std_peptide(res_name);
}
bool is_water(std::string_view res_name) const
{
return res_name == "HOH" or res_name == "H2O" or res_name == "WAT";
}
/// \brief Create the compound object for \a id
///
/// This will create the compound instance for \a id if it doesn't exist already.
/// The result is owned by this factory and should not be deleted by the user.
/// \param id The compound ID, a three letter code usually
/// \result The compound, or nullptr if it could not be created (missing info)
const compound *create(std::string_view id);
~compound_factory();
CIFPP_EXPORT static const std::map<std::string, char> kAAMap, ///< Globally accessible static list of the default amino acids
kBaseMap; ///< Globally accessible static list of the default bases
void report_missing_compound(std::string_view compound_id);
private:
compound_factory();
compound_factory(const compound_factory &) = delete;
compound_factory &operator=(const compound_factory &) = delete;
static std::unique_ptr<compound_factory> s_instance;
static thread_local std::unique_ptr<compound_factory> tl_instance;
static bool s_use_thread_local_instance;
std::shared_ptr<compound_factory_impl> m_impl;
};
// --------------------------------------------------------------------
/**
* @brief Stack based source for compound info.
*
* Use this class to temporarily add a compound source to the
* compound_factory.
*
* @code{.cpp}
* cif::file f("1cbs-with-custom-rea.cif");
* cif::compound_source cs(f);
*
* auto &cf = cif::compound_factory::instance();
* auto rea_compound = cf.create("REA");
* @endcode
*/
class compound_source
{
public:
compound_source(const cif::file &file)
{
cif::compound_factory::instance().push_dictionary(file);
}
~compound_source()
{
cif::compound_factory::instance().pop_dictionary();
}
};
} // namespace cif