aizynthfinder.chem package¶

Submodules¶

aizynthfinder.chem.mol module¶

Module containing classes to deal with Molecules - mostly wrappers around rdkit routines.

class aizynthfinder.chem.mol.Molecule(rd_mol=None, smiles=None, sanitize=False)¶

Bases: object

A base class for molecules. Encapsulate an RDKit mol object and functions that can be applied to such a molecule.

The objects of this class is hashable by the inchi key and hence comparable with the equality operator.

Variables

rd_mol – the RDkit mol object that is encapsulated
smiles – the SMILES representation of the molecule

Parameters

rd_mol (Optional[RdMol]) – a RDKit mol object to encapsulate, defaults to None
smiles (Optional[str]) – a SMILES to convert to a molecule object, defaults to None
sanitize (bool) – if True, the molecule will be immediately sanitized, defaults to False

Raises

MoleculeException – if neither rd_mol or smiles is given, or if the molecule could not be sanitized

Return type

None

property inchi: str¶

The inchi representation of the molecule Created by lazy evaluation. Will cause the molecule to be sanitized.

Returns: the inchi

property inchi_key: str¶

The inchi key representation of the molecule Created by lazy evaluation. Will cause the molecule to be sanitized.

Returns: the inchi key

property index_to_mapping: Dict[int, int]¶: Return a dictionary mapping to atom indices to atom mappings

property mapping_to_index: Dict[int, int]¶: Return a dictionary mapping to atom mappings to atom indices

property weight: float¶: Return the exact molecular weight of the molecule

basic_compare(other)¶

Compare this molecule to another but only to the basic part of the inchi key, thereby ignoring stereochemistry etc

Parameters: other (aizynthfinder.chem.mol.Molecule) – the molecule to compare to
Returns: True if chemical formula and connectivity is the same
Return type: bool

fingerprint(radius, nbits=2048, chiral=False)¶

Returns the Morgan fingerprint of the molecule

Parameters

radius (int) – the radius of the fingerprint
nbits (int) – the length of the fingerprint
chiral (bool) – if True, include chirality information

Returns

the fingerprint

Return type

numpy.ndarray

has_atom_mapping()¶

Determines if a the molecule has atom mappings

Returns: True if at least one atom has a mapping
Return type: bool

make_unique()¶

Returns an instance of the UniqueMolecule class that is representing the same molecule but is not hashable or comparable.

Returns: the unique molecule
Return type: aizynthfinder.chem.mol.UniqueMolecule

remove_atom_mapping(exceptions=None)¶

Remove all mappings of the atoms and update the smiles

Parameters: exceptions (Optional[Sequence[int]]) – keep the listed atom mappings
Return type: None

sanitize(raise_exception=True)¶

Sanitizes the molecule if it has not been done before.

Parameters: raise_exception (bool) – if True will raise exception on failed sanitation
Raises: MoleculeException – if the molecule could not be sanitized
Return type: None

class aizynthfinder.chem.mol.TreeMolecule(parent, transform=None, rd_mol=None, smiles=None, sanitize=False, mapping_update_callback=None)¶

Bases: aizynthfinder.chem.mol.Molecule

A special molecule that keeps a reference to a parent molecule.

If the class is instantiated without specifying the transform argument, it is computed by increasing the value of the parent.transform variable.

If no parent is provided the atoms with atom mapping number are tracked and inherited to children.

Variables

mapped_mol – the tracked molecule with atom mappings
mapped_smiles – the SMILES of the tracked molecule with atom mappings
original_smiles – the SMILES as passed when instantiating the class
parent – parent molecule
transform – a numerical number corresponding to the depth in the tree

Parameters

parent (Optional['TreeMolecule']) – a TreeMolecule object that is the parent
transform (Optional[int]) – the transform value, defaults to None
rd_mol (Optional[RdMol]) – a RDKit mol object to encapsulate, defaults to None
smiles (Optional[str]) – a SMILES to convert to a molecule object, defaults to None
sanitize (bool) – if True, the molecule will be immediately sanitized, defaults to False
mapping_update_callback (Optional[Callable[['TreeMolecule'], None]]) – if given will call this method before setting up the mapped_smiles

Raises

MoleculeException – if neither rd_mol or smiles is given, or if the molecule could not be sanitized

Return type

None

property mapping_to_index: Dict[int, int]¶: Return a dictionary mapping to atom mappings to atom indices

property mapped_atom_bonds: List[Tuple[int, int]]¶: Return a list of atom bonds as tuples on the mapped atom indices

class aizynthfinder.chem.mol.UniqueMolecule(rd_mol=None, smiles=None, sanitize=False)¶

Bases: aizynthfinder.chem.mol.Molecule

A special molecule with the hash set to the id of the object. Therefore no two instances of this class will be comparable.

Parameters

rd_mol (Optional[RdMol]) – a RDKit mol object to encapsulate, defaults to None
smiles (Optional[str]) – a SMILES to convert to a molecule object, defaults to None
sanitize (bool) – if True, the molecule will be immediately sanitized, defaults to False

Raises

MoleculeException – if neither rd_mol or smiles is given, or if the molecule could not be sanitized

Return type

None

aizynthfinder.chem.mol.none_molecule()¶

Return an empty molecule

Return type: aizynthfinder.chem.mol.UniqueMolecule

aizynthfinder.chem.reaction module¶

Module containing classes to deal with Reactions.

class aizynthfinder.chem.reaction.RetroReaction(mol, index=0, metadata=None, **kwargs)¶

Bases: abc.ABC, aizynthfinder.chem.reaction._ReactionInterfaceMixin

A retrosynthesis reaction. Only a single molecule is the reactant.

This is an abstract class and child classes needs to implement the _apply and _make_smiles functions that should create the reactants molecule objects and the reaction SMILES representation, respectively.

Variables

mol – the TreeMolecule object that this reaction is applied to
index – a unique index of this reaction, to count for the fact that a reaction can produce more than one outcome
metadata – meta data associated with the reaction

Parameters

mol (TreeMolecule) – the molecule
index (int) – the index, defaults to 0
metadata (Optional[StrDict]) – some meta data
kwargs (Any) –

Params kwargs

any extra parameters for child classes

Return type

None

classmethod from_serialization(init_args, reactants)¶

Create an object from a serialization. It does 1) instantiate an object using the init_args and 2) set the reactants to a tuple-form of `reactants

Parameters

init_args (StrDict) – the arguments passed to the __init__ method
reactants (List[List[TreeMolecule]]) – the reactants

Returns

the deserialized object

Return type

RetroReaction

property reactants: Tuple[Tuple[TreeMolecule, ...], ...]¶

Returns the reactant molecules. Apply the reaction if necessary.

Returns: the products of the reaction

property smiles: str¶

The reaction as a SMILES

Returns: the SMILES

property unqueried: bool¶: Return True if the reactants has never been retrieved

copy(index=None)¶

Shallow copy of this instance.

Parameters: index (Optional[int]) – new index, defaults to None
Returns: the copy
Return type: RetroReaction

mapped_reaction_smiles()¶

Get the mapped reaction SMILES if it exists :return: the SMILES

Return type: str

to_dict()¶

Return the retro reaction as dictionary This dictionary is not suitable for serialization, but is used by other serialization routines The elements of the dictionary can be used to instantiate a new reaction object

Return type: StrDict

class aizynthfinder.chem.reaction.TemplatedRetroReaction(mol, index=0, metadata=None, **kwargs)¶

Bases: aizynthfinder.chem.reaction.RetroReaction

A retrosynthesis reaction that uses a reaction SMARTS and RDChiral to produce reactant molecules. The SMILES representation of the reaction is the SMARTS (modified by RDKit)

Parameters

mol (TreeMolecule) – the molecule
index (int) – the index, defaults to 0
metadata (Optional[StrDict]) – some meta data
smarts – a string representing the template
kwargs (Any) –

property rd_reaction: RdReaction¶: Return the RDKit reaction created from the SMART

to_dict()¶

Return the retro reaction as dictionary This dictionary is not suitable for serialization, but is used by other serialization routines The elements of the dictionary can be used to instantiate a new reaction object

Return type: StrDict

class aizynthfinder.chem.reaction.SmilesBasedRetroReaction(mol, index=0, metadata=None, **kwargs)¶

Bases: aizynthfinder.chem.reaction.RetroReaction

A retrosynthesis reaction where the SMILES of the reactants are given on initiation

The SMILES representation of the reaction is the reaction SMILES

Parameters

mol (TreeMolecule) – the molecule
index (int) – the index, defaults to 0
metadata (Optional[StrDict]) – some meta data
reactants_str – a dot-separated string of reactant SMILES strings
kwargs (Any) –

to_dict()¶

Return the retro reaction as dictionary This dictionary is not suitable for serialization, but is used by other serialization routines The elements of the dictionary can be used to instantiate a new reaction object

Return type: StrDict

class aizynthfinder.chem.reaction.FixedRetroReaction(mol, smiles='', metadata=None)¶

Bases: aizynthfinder.chem.reaction._ReactionInterfaceMixin

A retrosynthesis reaction that has the same interface as RetroReaction but it is fixed so it does not support SMARTS application or any creation of reactants.

The reactants are set by using the reactants property.

Variables

mol – the UniqueMolecule object that this reaction is applied to
smiles – the SMILES representation of the RDKit reaction
metadata – meta data associated with the reaction
reactants – the reactants of this reaction

Parameters

mol (UniqueMolecule) – the molecule
smiles (str) – the SMILES of the reaction
metadata (Optional[StrDict]) – some meta data

Return type

None

copy()¶

Shallow copy of this instance.

Returns: the copy
Return type: aizynthfinder.chem.reaction.FixedRetroReaction

to_smiles_based_retroreaction()¶

Convert a FixedRetroReaction to a SmilesBasedRetroReaction.

Returns: the SmilesBasedRetroReaction.
Return type: aizynthfinder.chem.reaction.SmilesBasedRetroReaction

aizynthfinder.chem.reaction.hash_reactions(reactions, sort=True)¶

Creates a hash for a list of reactions

Parameters

reactions (Union[Iterable[RetroReaction], Iterable[FixedRetroReaction]]) – the reactions to hash
sort (bool) – if True will sort all molecules, defaults to True

Returns

the hash string

Return type

str

aizynthfinder.chem.serialization module¶

Module containing helper classes and routines for serialization.

class aizynthfinder.chem.serialization.MoleculeSerializer¶

Bases: object

Utility class for serializing molecules

The id of the molecule to be serialized can be obtained with:

serializer = MoleculeSerializer()
mol = Molecule(smiles="CCCO")
idx = serializer[mol]

which will take care of the serialization of the molecule.

Return type: None

property store: Dict[int, Any]¶: Return all serialized molecules as a dictionary

class aizynthfinder.chem.serialization.MoleculeDeserializer(store)¶

Bases: object

Utility class for deserializing molecules. The serialized molecules are created upon instantiation of the class.

The deserialized molecules can be obtained with:

deserializer = MoleculeDeserializer()
mol = deserializer[idx]

Parameters: store (Dict[int, Any]) –
Return type: None

get_tree_molecules(ids)¶

Return multiple deserialized tree molecules

Parameters: ids (Sequence[int]) – the list of IDs to deserialize
Returns: the molecule objects
Return type: Sequence[aizynthfinder.chem.TreeMolecule]

aizynthfinder.chem.serialization.serialize_action(action, molecule_store)¶

Serialize a retrosynthesis action

Parameters

action (RetroReaction) – the (re)action to serialize
molecule_store (MoleculeSerializer) – the molecule serialization object

Returns

the action as a dictionary

Return type

StrDict

aizynthfinder.chem.serialization.deserialize_action(dict_, molecule_store)¶

Deserialize a retrosynthesis action

Parameters

dict – the (re)action as a dictionary
molecule_store (MoleculeDeserializer) – the molecule deserialization object
dict_ (StrDict) –

Returns

the created action object

Return type

RetroReaction

Module contents¶

Sub-package containing chemistry routines

aizynthfinder

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Related Topics

aizynthfinder.chem package¶

Submodules¶

aizynthfinder.chem.mol module¶

aizynthfinder.chem.reaction module¶

aizynthfinder.chem.serialization module¶

Module contents¶