Chemical Reactions¶

Tutorial¶

This tutorial will show you how to:

1. Define reactions from SMARTS or Blocks
2. Basic reactions examples
3. Fragment replacement examples

In [1]:

import datamol as dm

import datamol as dm

In [2]:

# Define a reaction from rxn block file
rxn = dm.reactions.rxn_from_block_file("data/ReactionBlock.rxn", sanitize=True)
rxn

# Define a reaction from rxn block file rxn = dm.reactions.rxn_from_block_file("data/ReactionBlock.rxn", sanitize=True) rxn

Out[2]:

In [3]:

dm.reactions.is_reaction_ok(rxn, enable_logs=True)

dm.reactions.is_reaction_ok(rxn, enable_logs=True)

2022-10-18 15:33:48.135 | INFO     | datamol.reactions._reactions:is_reaction_ok:152 - Number of warnings:0
2022-10-18 15:33:48.136 | INFO     | datamol.reactions._reactions:is_reaction_ok:153 - Number of preprocessing errors: 0
2022-10-18 15:33:48.137 | INFO     | datamol.reactions._reactions:is_reaction_ok:154 - Number of reactants in reaction: 2
2022-10-18 15:33:48.138 | INFO     | datamol.reactions._reactions:is_reaction_ok:155 - Number of products in reaction: 1
2022-10-18 15:33:48.138 | INFO     | datamol.reactions._reactions:is_reaction_ok:156 - Preprocess labels added:((), ())

Out[3]:

True

In [4]:

# Apply reaction and sanitize the products
prod_mols = dm.reactions.apply_reaction(
    rxn=rxn,
    reactants=(dm.to_mol("CC(=O)O"), dm.to_mol("NC")),
    as_smiles=False,
    sanitize=True,
    single_product_group=False,
    product_index=0
)
dm.to_image(prod_mols)

# Apply reaction and sanitize the products prod_mols = dm.reactions.apply_reaction( rxn=rxn, reactants=(dm.to_mol("CC(=O)O"), dm.to_mol("NC")), as_smiles=False, sanitize=True, single_product_group=False, product_index=0 ) dm.to_image(prod_mols)

Out[4]:

In [5]:

# Return a single product in SMILES and keep the open attachment points
prod_smi_att = dm.reactions.apply_reaction(
    rxn=rxn,
    reactants=(dm.to_mol("[2*]CC(=O)O"), dm.to_mol("NC[1*]")),
    as_smiles=False,
    sanitize=True,
    single_product_group=True,
    rm_attach=False,
    product_index=0
)
prod_smi_att

# Return a single product in SMILES and keep the open attachment points prod_smi_att = dm.reactions.apply_reaction( rxn=rxn, reactants=(dm.to_mol("[2*]CC(=O)O"), dm.to_mol("NC[1*]")), as_smiles=False, sanitize=True, single_product_group=True, rm_attach=False, product_index=0 ) prod_smi_att

Out[5]:

In [6]:

# Return a single product in SMILES without any open attachment points
prod_mol = dm.reactions.apply_reaction(
    rxn=rxn,
    reactants=(dm.to_mol("[2*]CC(=O)O"), dm.to_mol("NC[1*]")),
    as_smiles=False,
    sanitize=True,
    single_product_group=True,
    rm_attach=True,
    product_index=0
)
prod_mol

# Return a single product in SMILES without any open attachment points prod_mol = dm.reactions.apply_reaction( rxn=rxn, reactants=(dm.to_mol("[2*]CC(=O)O"), dm.to_mol("NC[1*]")), as_smiles=False, sanitize=True, single_product_group=True, rm_attach=True, product_index=0 ) prod_mol

Out[6]:

In [7]:

scaffold = dm.to_mol("O=C(NCc1ccnc([2*])c1)[1*]")
frag1 = dm.to_mol("[1*]OC1CCC1")
frag2 = dm.to_mol("[2*]N1CCCC1")
dm.to_image([scaffold, frag1, frag2])

scaffold = dm.to_mol("O=C(NCc1ccnc([2*])c1)[1*]") frag1 = dm.to_mol("[1*]OC1CCC1") frag2 = dm.to_mol("[2*]N1CCCC1") dm.to_image([scaffold, frag1, frag2])

Out[7]:

In [8]:

# Define reaction with SMARTS and apply reaction on the specified attachment points

rxn1 = dm.reactions.rxn_from_smarts("[1*][*:1].[1*][*:2]>>[*:1][*:2]")
res1 = dm.reactions.apply_reaction(rxn1, (dm.to_mol(frag1), dm.to_mol(scaffold)), rm_attach=True, product_index=0)
dm.to_image(res1)

# Define reaction with SMARTS and apply reaction on the specified attachment points rxn1 = dm.reactions.rxn_from_smarts("[1*][*:1].[1*][*:2]>>[*:1][*:2]") res1 = dm.reactions.apply_reaction(rxn1, (dm.to_mol(frag1), dm.to_mol(scaffold)), rm_attach=True, product_index=0) dm.to_image(res1)

Out[8]:

In [9]:

# One reaction to attach multiple specified attachment points
rxn2 = dm.reactions.rxn_from_smarts("[1*][*:1].[2*][*:4].([1*][*:2].[2*][*:3])>>([*:1][*:2].[*:3][*:4])")
res2 = dm.reactions.apply_reaction(rxn2, (frag1, frag2, scaffold), product_index=0)
dm.to_image(res2)

# One reaction to attach multiple specified attachment points rxn2 = dm.reactions.rxn_from_smarts("[1*][*:1].[2*][*:4].([1*][*:2].[2*][*:3])>>([*:1][*:2].[*:3][*:4])") res2 = dm.reactions.apply_reaction(rxn2, (frag1, frag2, scaffold), product_index=0) dm.to_image(res2)

Out[9]:

References¶

• RDKit Documentation

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