Scaffold

API¶

`rdworks.scaffold` ¶

This module provides functions to break a molecule into scaffolds.

Functions¶

`BRICS_fragment_indices(rdmol)` ¶

Returns BRICS fragment/scaffold atom indices.

Parameters:

rdmol (Mol) –

input molecule.

Returns:

list[list[int]] –

list[list[int]]: fragment/scaffold atom indices.

`BRICS_fragmented(rdmol, min_atoms=None, max_atoms=None)` ¶

Perform BRICKS decomposition and returns fragmented molecules.

Parameters:

rdmol (Mol) –

input molecule.
min_atoms (int, default: None ) –

min number of atoms for a fragment. Defaults to None.
max_atoms (int, default: None ) –

max number of atoms for a fragment. Defaults to None.

Returns:

list[Mol] –

list[Chem.Mol]: a list of fragmented molecules.

`breakup(parents, maxChildren=None, verbose=False)` ¶

Breaks up parents recursively and return a list of scaffolds.

Examples:

>>> [(rdmol, 'O=C(CCCc1ccccc1)N1CCn2cnnc2C1', 3, ((6, 7, 8, 9, 10, 5), (12, 13, 14, 18, 19, 11), (15, 14, 18, 17, 16)), ()), ..]

Parameters:

parents (Any) –

Chem.Mol object at first but changes during recursive calls
maxChildren (int, default: None ) –

max number of children maxChildren = None --> scaffold network methods maxChildren = 1 --> scaffold tree methods
verbose (bool, default: False ) –

print out children info

Returns:

list –

[(rdmol, smiles, nr, rings_indices, other_info), ... ]

`depth_first_search(rdatom, origin_atom, end_idx, group, BRICS_bonds)` ¶

Does recursive depth-first search.

Parameters:

rdatom (Atom) –

input atom.
origin_atom (Atom) –

origin atom.
end_idx (int) –

end index.
group (list[int]) –

group to be appended by the function.
BRICS_bonds (list[tuple[int, int]]) –

list of bonds(tuple of two indexes)

Returns:

list[list[int]] –

list[list[int]] or None: search output.

`get_attached_linkers(mol)` ¶

Get linkers (connected non-ring atoms) between rings.

Parameters:

mol (Mol) –

input molecule.

Returns:

Any ( Any ) –

linkers.

`remove_exocyclic(rdmol)` ¶

Removes exocyclic chains or all terminal side chains.

It is equivalent to the MurckoScaffold.GetScaffoldForMol(mol). Args: rdmol (Chem.Mol): input molecule.

Returns:

Mol –

Chem.Mol: output molecule.

`rigid_fragment_indices(rdmol)` ¶

Breaks a molecule at each rotatable bond and returns atom indices of fragments. Args: rdmol (Chem.Mol) : input molecule

Returns:

list[list[int]] –

list of list (atom indices)

`scaffold_network(rdmol)` ¶

Returns scaffold network.

Parameters:

rdmol (Mol) –

input molecule.

Returns:

list[Mol] –

list[Chem.Mol]: scaffold network.

`scaffold_tree(rdmol)` ¶

Returns scaffold tree.

Parameters:

rdmol (Mol) –

input molecule.

Returns:

list[Mol] –

list[Chem.Mol]: scaffold tree.

`rdworks.matchedseries` ¶

Attributes¶

Classes¶

`MatchedSeries` ¶

Attributes¶

`core_max = core_max` `instance-attribute` ¶

`core_min = core_min` `instance-attribute` ¶

`mollibr = copy.deepcopy(mollibr)` `instance-attribute` ¶

`series = self.libr_to_series()` `instance-attribute` ¶

`size_min = size_min` `instance-attribute` ¶

`sort_props = sort_props` `instance-attribute` ¶

`template_coord2D = None` `instance-attribute` ¶

`template_pattern = None` `instance-attribute` ¶

Functions¶

`count()` ¶

Returns the count of series.

Returns:

int ( int ) –

count of series.

`depict(smiles)` ¶

Draws a molecule according to self.template in a consistent way.

Parameters:

smiles (str) –

input molecule.

Returns:

Mol –

Chem.Mol: 2D coordinated Chem.Mol for depiction.

`libr_to_series()` ¶

Returns a list of molecular series.

Raises:

RuntimeError –

if a molecular cut cannot be defined.

Returns:

List[Tuple] –

List[Tuple]: [ (scaffold_SMILES, [(r-group_SMILES, rdworks.Mol, *sort_props_values), ...,]), ..., ]

`report(workdir=pathlib.Path('.'), prefix='mmseries', num_columns=5, rgroup_width=200, rgroup_height=200, rgroup_max=None, scaffold_width=300, scaffold_height=300)` ¶

Writes individual series and an overview of series as HTML files.

Parameters:

workdir (PathLike, default: Path('.') ) –

working directory. Defaults to pathlib.Path(".").
prefix (str, default: 'mmseries' ) –

prefix of output files. Defaults to "mmseries".
num_columns (int, default: 5 ) –

number of molecules per row. Defaults to 5.
rgroup_width (int, default: 200 ) –

width. Defaults to 200.
rgroup_height (int, default: 200 ) –

height. Defaults to 200.
rgroup_max (int, default: None ) –

max number of R-group molecules. Defaults to None.
scaffold_width (int, default: 300 ) –

width. Defaults to 300.
scaffold_height (int, default: 300 ) –

height. Defaults to 300.

`template(SMARTS, rdmol)` ¶

Sets drawing layout template.

Parameters:

SMARTS (str) –

SMARTS for template pattern.
rdmol (Mol) –

template molecule.

Functions¶

`calculate_bond_length(mol, atom1_idx, atom2_idx)` ¶

Calculate the 2D distance between two bonded atoms.

Parameters:

mol (Mol) –

RDKit molecule
atom1_idx (int) –

Index of first atom
atom2_idx (int) –

Index of second atom

Returns:

float –

Bond length in 2D coordinates

`create_uniform_grid_image(molecules, legends=None, mols_per_row=4, sub_img_size=(300, 300), target_bond_length=None, reference_bond_type='C-C')` ¶

Create a grid image of molecules with uniform scaling.

Parameters:

molecules (list[Mol]) –

List of RDKit molecules
legends (list[str] | None, default: None ) –

Optional list of molecule names/labels
mols_per_row (int, default: 4 ) –

Number of molecules per row
sub_img_size (tuple[int, int], default: (300, 300) ) –

Size of each molecule image
target_bond_length (float | None, default: None ) –

Target bond length for scaling
reference_bond_type (str, default: 'C-C' ) –

Bond type to use as reference

Returns:

–

PIL Image object

`get_attachment_orientation(mol, dummy_atom_idx=None)` ¶

Get the orientation of attachment points (dummy atoms) in a molecule.

Parameters:

mol (Mol) –

RDKit molecule object
dummy_atom_idx (int | None, default: None ) –

Index of specific dummy atom (if None, finds all dummy atoms)

Returns:

–

Dictionary with dummy atom indices as keys and orientation info as values

`get_average_bond_length(mol, bond_type='C-C')` ¶

Calculate the average bond length for a specific bond type in a molecule.

Parameters:

mol (Mol) –

RDKit molecule
bond_type (str, default: 'C-C' ) –

Type of bond to measure (e.g., "C-C", "C-N", "any")

Returns:

float –

Average bond length

`orient_rgroup_to_attachment(rgroup_mol, scaffold_orientations)` ¶

Orient an R-group molecule to match the attachment point orientation of a scaffold.

Parameters:

scaffold_mol –

Scaffold molecule with dummy atom
rgroup_mol (Mol) –

R-group molecule with dummy atom
scaffold_dummy_idx –

Index of dummy atom in scaffold
rgroup_dummy_idx –

Index of dummy atom in R-group

Returns:

Mol –

Oriented R-group molecule

`scale_molecule_coordinates(mol, target_bond_length, reference_bond_type='any')` ¶

Scale molecule coordinates to achieve a target bond length.

Parameters:

mol (Mol) –

RDKit molecule to scale
target_bond_length (float) –

Desired bond length
reference_bond_type (str, default: 'any' ) –

Bond type to use as reference for scaling

Returns:

–

New molecule with scaled coordinates

`standardize_rgroup_scales(molecules, target_bond_length=None, reference_bond_type='C-C')` ¶

Standardize the scale of multiple R-group molecules to have identical bond lengths.

Parameters:

molecules (list[Mol]) –

List of RDKit molecules
target_bond_length (float | None, default: None ) –

Target bond length (if None, uses average across all molecules)
reference_bond_type (str, default: 'C-C' ) –

Bond type to use as reference

Returns:

list[Mol] –

List of molecules with standardized scales

`rdworks.rgroup` ¶

This module provides functions to create molecules from core and R-groups.

Attributes:

most_common (List[str]) –

a list of the most common R-groups.
most_common_in_NP (List[str]) –

a list of the most common R-groups in natural products.

Attributes¶

`most_common = ['[]O', '[]C', '[]OC', '[]OC(=O)C', '[]CO', '[]C(=O)O', '[]C(C)C', '[]C(=O)OC', '[]N', '[]CC', '[]C(=O)', '[]c1ccccc1', '[]CC=C(C)(C)', '[]C(=O)C', '[]Cl', '[]COC(=O)C']` `module-attribute` ¶

most_common_in_NP = ['[]O', '[]C', '[]OC', '[]OC(C)=O', '[]CO', '[]C(O)=O', '[]C(C)C', '[]C(=O)OC', '[]N', '[]CC', '[]C=O', '[]c1ccccc1', '[]CC=C(C)C', '[]C(C)=O', '[]Cl', '[]COC(C)=O', '[]C(C)=C', '[]c1ccc(O)cc1', '[]Br', '[]Cc1ccccc1', '[]OC(=O)C(C)=CC', '[]C=C', '[]C(C)(C)O', '[]c1ccoc1', '[]CCO', '[]OC(=O)c1ccccc1', '[]CC(C)C', '[]CC(O)=O', '[]CCCO', '[]CCC', '[]c1ccc(O)c(O)c1', '[]CCCCC', '[]CNC', '[]c1ccc(OC)cc1', '[]NC', '[]C(C)CC', '[]CC(=O)OC', '[]C(C)O', '[]c1ccc(O)c(OC)c1', '[]COC', '[]OC(=O)C(C)C', '[]OS(O)(=O)=O', '[]C(=O)OCC', '[]C1CCCCC1', '[]OC(=O)C(C)CC', '[]CCC(O)=O', '[]Cc1ccc(O)cc1', '[]C1CCCC1', '[]OCC', '[]CC=C', '[]CCCC', '[]c1ccc(OC)c(OC)c1', '[]CCc1ccccc1', '[]OC1CCCC1', '[]CCC=C(C)C', '[]c2ccc1OCOc1c2', '[]NCC(C)O', '[]OC(=O)CC(C)C', '[]NC(C)=O', '[]C(C)(C)C=C', '[]c1cccc(O)c1', '[]CC=C(C)CCC=C(C)C', '[]OC(=O)C=Cc1ccccc1', '[]C(C)CCCC(C)C', '[]OCC=C(C)C', '[]C=CC', '[]C(C)CCC=C(C)C', '[]c1ccc(O)cc1O', '[]OC(=O)CC', '[]CCNC', '[]N(C)C', '[]OC(=O)CCC', '[]CC(C)=O', '[]C(N)=O', '[]CCC(C)C', '[]C=C(C)C', '[]C1=CC(=O)OC1', '[]F', '[]CCC1=CC(=O)OC1', '[]OO', '[]C(O)CO', '[]OC(=O)C=C(C)C', '[]CCCN', '[]N(=O)=O', '[]c1ccc(OC)c(O)c1', '[]c1cc(OC)c(O)c(OC)c1', '[]C=Cc1ccccc1', '[]CCOC', '[]C#N', '[]CC=O', '[]n1ccnc1', '[]OC(=O)C(C)=C', '[]CCc1ccoc1', '[]NC(=N)NC', '[]c1cc(O)cc(O)c1', '[]OCCO', '[]SC', '[]Cc1ccc(O)c(OC)c1', '[]CCC(C)=O', '[]C(=O)c1ccccc1', '[]N=C(N)N', '[]C(C)CCC(=C)C(C)C', '[]C=CC(O)=O', '[]CCCCCC', '[]OC(=O)c1cc(O)c(O)c(O)c1', '[]Cc1ccnc(N)c1', '[]Cc1c[nH]c2ccccc12', '[]CCC(=O)OC', '[]CCN', '[]C(C)C=CC(C)C(C)C', '[]C(=O)C(C)C', '[]OCO', '[]NCC', '[]C(C)C(C)C', '[]COC(=O)c1ccccc1', '[]C(N)N', '[]CC(C)O', '[]c1cc(OC)c(OC)c(OC)c1', '[]OC(=O)c1cccnc1', '[]CCCOC', '[]C(=C)CO', '[]c1c[nH]c2ccccc12', '[]C(=O)CCC', '[]C(C)CO', '[]C(=O)CO', '[]c1ccc(=O)oc1', '[]C(C)CCC(CC)C(C)C', '[]C(C)N(C)C', '[]Cc1ccc(OC)cc1', '[]CCl', '[]OC=O', '[]Cc1ccc[nH]1', '[]c1cc[nH]c1', '[]CCCCCCC', '[]C=CC(O)CCCCC', '[]C(=C)C(O)=O', '[]C(=O)C=Cc1ccc(O)cc1', '[]OCc1ccccc1', '[]C(C)CCC(C)C(C)C', '[]CCC(=O)OCC', '[]c1ccccc1OC', '[]C(=O)CC', '[]c1cc(O)cc(CNC)c1', '[]c1ccccc1O', '[]CCc1ccc(O)cc1', '[]C(=O)C=Cc1ccccc1', '[]CC(O)CO', '[]C(C)(C)C', '[]C=Cc1ccc(O)c(O)c1', '[]C(=O)C(C)CC', '[]OCCCO', '[]C(=O)CC(C)C', '[]NC=O', '[]CC(N)=O', '[]OC(=O)C=Cc1ccc(O)cc1', '[]n1cnc2c(N)ncnc12', '[]CC(O)C(C)=C', '[]C=CCO', '[]C(=C)C(=O)OC', '[]COC(=O)C(C)=CC', '[]OC(=O)C1(C)OC1C', '[]C#CC', '[]CCCCCCCC', '[]c1cc(O)c(O)c(O)c1', '[]Cc1cccc(O)c1', '[]C(C)(O)CO', '[]C(C)C(O)=O', '[]CCC(C)(C)O', '[]CC(O)C1OC1(C)C', '[]C#C', '[]C(=O)CCc1ccccc1', '[]OP(O)(O)=O', '[]C(O)O', '[]C(C)CCC=C(C)C(O)=O', '[]c2ccc1[nH]ccc1c2', '[]Cc1cc[nH]c1', '[]OC(C)C', '[]CCC(C)(O)C=C', '[]CNC(=N)NC', '[]OC1CCCCC1', '[]CCN=C(N)N', '[]C(C)=CC', '[]Cc1ccc(N)nc1', '[]OCC(C)=C', '[]c1cccc(N)c1', '[]C1CCCC1c2cccc(N)c2', '[]c1ccnc(N)c1', '[]S(O)(=O)=O', '[]c2ccc1OCCOc1c2', '[]C(C)OC(C)=O', '[]Cc1cnc[nH]1', '[]CCN(C)C', '[]C(C)(C)OC(C)=O', '[]C(C)C1CCCC1', '[]C(CCO)COC', '[]C(C)(O)CCC=C(C)C', '[]CC(N)C(O)=O', '[]n1ccc(=O)[nH]c1=O', '[]OCC(O)=O', '[]OCNC', '[]C1CNCN1', '[]CC=C(C)C=C', '[]c1ccc(C#CC)s1', '[]OC(=O)c1ccc(O)cc1', '[]C=CC(C)=O', '[]CNCC', '[]C(=N)NC', '[]CCC(C)=CCO', '[]I', '[]C(=C)C=O', '[]C=CC(=O)OC', '[]CCCNC(N)=N', '[]c1cc(O)c(O)c(OC)c1', '[]OCC(C)C', '[]CCC(N)=O', '[]OCC=C(C)CCC=C(C)C', '[]COC(=O)CC(C)C', '[]c2cc(OC)c1OCOc1c2', '[]CCC(C)CC(O)=O', '[]Cc1cccc(CO)c1', '[]C(=O)COC(C)=O', '[][N+]#[C-]', '[]CCC(C)=CC(O)=O', '[]CNCC(C)O', '[]CC=C(C)CO', '[]C=CC=O', '[]OC(=O)CC(O)=O', '[]c1ccc(N)nc1', '[]N1CNC2C1NC(N)NC2=O', '[]OC(=O)C(=C)CO', '[]C(O)C(=O)OC', '[]Cc2ccc1OCOc1c2', '[]CCCCCCCCCCC', '[]C(C)CCC(O)=O', '[]Cc1ccncc1', '[]CC(O)C(C)(C)O', '[]c1ccc(OC)cc1OC', '[]OCCc1ccccc1', '[]Oc1ccccc1', '[]OC(N)=O', '[]C=CC(C)(C)O', '[]OC(=O)c1c(C)cc(O)cc1O', '[]CCC(C)CO', '[]C(O)CC', '[]C=Cc1ccc(O)cc1', '[]CNCCO', '[]C1COC(=O)C1c2cc[nH]c2', '[]c1cc(OC)c(OC)cc1OC', '[]C(C)CCC(O)C(C)(C)O', '[]OCCCOC', '[]OC(=O)c1ccc(OC)cc1', '[]C(C)C=CC(CC)C(C)C', '[]CCCCCCCCC', '[]COC(=O)C(C)C', '[]OCC(=O)OC', '[]c1c[nH]cn1', '[]CCC(=C)C=C', '[]CCC=C(C)CCC=C(C)C', '[]OC(=O)c1ccoc1', '[]C(C)(O)C1CC(C)=C(C)C(=O)O1', '[]C(C)CC(O)C1OC1(C)C', '[]CN', '[]c1cccnc1', '[]CCCC(C)C', '[]c1ccc(Cl)cc1', '[]NCC(C)=O', '[]C(C)C(=O)OC', '[]OCN', '[]C1OC1C(C)C(C)C', '[]CC=CCC', '[]OC(=O)Cc1ccccc1', '[]CCC1=CCOC1=O', '[]C(C)CC(=O)C=C(C)C', '[]c1ccc(O)cc1OC', '[]C(C)C=CCC(C)C', '[]OCCCC', '[]OCc1cccc(O)c1', '[]CC(=O)OCC', '[]c1ccco1', '[]CC1CCCCC1', '[]c2ccc1=N[CH+]C=c1c2', '[]CN=C(N)NC(C)O', '[]C1=CC(=O)OC1O', '[]c1cccc(OC)c1', '[]OC(=O)C(CO)=CC', '[]c1ccc[nH]1', '[]C(C)C1CC(C)=C(C)C(=O)O1', '[]CCc1ccc(N)nc1', '[]C(C)C1CC=C(C)C(=O)O1', '[]c2coc1cc(O)ccc1c2=O', '[]COC(=O)C(C)CC', '[]C(=O)c1ccc(O)c(O)c1', '[]C1OC1(C)C', '[]OC(=O)CCCCC', '[]CCOC(C)=O', '[]CC=CCCCC(O)=O', '[]CN=C(N)N', '[]CCC(C)O', '[]C=CC(O)C(O)CCCC', '[]c1ccc(OC)cc1O', '[]C(CCO)COCO', '[]OCCc1cccnc1', '[]OCNCC', '[]C(C)CCC(=O)OC', '[]COCC', '[]C(OC(C)=O)C(=O)OC', '[]OC1CC(CO)C(O)C(O)C1O', '[]c1ccc(OC(C)=O)cc1', '[]C1=CC(O)OC1=O', '[]c1ccc(C)cc1', '[]OC(=O)CCCCCCC', '[]C=CC(C)C', '[]OCCNC', '[]C(C)C1CC(C)=C(CO)C(=O)O1', '[]CCC(=O)CC(O)CCCCC', '[]Cc1ccccc1O', '[]C=CC(C)O', '[]CCCc1ccccc1', '[]CC(CC=C(C)C)C(C)=C', '[]C1CC(C)C(=O)O1', '[]Cc2ccc1[nH]ccc1c2', '[]Cc1ccc(O)c(O)c1', '[]OCC(O)CC=O', '[]Cc1ccc(CCOC)cc1', '[]C1(C)CO1', '[]c1cc(C)cc(C)c1', '[]CCC=O', '[]CCC1(O)CCCC(O)C1', '[]C(C)CCC(=CC)C(C)C', '[]CCC(C)CCO', '[]Cc1ccc(OC)c(OC)c1', '[]COC(=O)CC(O)=O', '[]C(=O)C=C(C)C', '[]c2cc1ccc(O)cc1o2', '[]NC(=O)c1ccccc1', '[]CC1OC1(C)C', '[]Oc1cc(N)cc(Cl)c1', '[]OC(=O)C=C(C)CC', '[]c1cc(O)c(O)c(CCO)c1', '[]C(=O)CCO', '[]c1cc(O)c(OC)c(OC)c1', '[]OC(=O)c1ccc(O)c(OC)c1', '[]C(CCC(N)O)c1c[nH]cn1', '[]CC=C(C)C(O)=O', '[]C(=O)c1ccc(O)cc1O', '[]CCCCCCC(O)=O', '[]C(CCC(=C)C(C)C)C(O)=O', '[]c2cc1ccccc1o2', '[]N=C=S', '[]Cc1cc(OC)c(O)c(OC)c1', '[]OCCC', '[]CBr', '[]CCC(C)=CC(=O)OC', '[]C(O)c1ccccc1', '[]c1ccc(C(O)=O)cc1', '[]n2cc1cc[nH]c1c2', '[]C(C)CC=CC(C)(C)O', '[]CCCCO', '[]C(C)(O)C1OC1C(C)C(C)C', '[]C=CCC', '[]C(O)C(C)O', '[]OC(=O)C(O)C(C)CC', '[]c1ccc(OC)c(OC)c1OC', '[]Cn1c(=O)ccc1=O', '[]c1ccc(N)nc1CCCO', '[]OCCC(C)C', '[]C2=Cc1ccccc1CC2', '[]NCNC', '[]OC(=O)CCC(O)=O', '[]OC(=O)C(C)=CCO', '[]c1cc(OC)ccc1OC', '[]c1cc(O)c(OC)c(O)c1', '[]CCCCCCCCCC', '[]C(C)=CCC=C(C)C', '[]C(O)CNC', '[]Cc1cccc(C)c1', '[]OC1CCNCC1', '[]Cn2cc1cc[nH]c1c2', '[]CCc1cccc(O)c1', '[]CCCC(O)=O', '[]CCC(C)CC(=O)OC', '[]C1CO1', '[]CC(O)CC', '[]c1ccc(O)c(CC=C(C)C)c1', '[]C(=C)CCC=C(C)C', '[]C(C)C(O)CC', '[]Oc1c(O)cc(O)cc1O', '[]C(C)C1CC1(C)C(C)C(C)C', '[]c1cc(O)ccc1O', '[]C(C)COC(C)=O', '[]C(F)(F)F', '[]OCCN', '[]C(C)CCC=C(C)CO', '[]CCC(C)=CCOC(C)=O', '[]C(CCCN)c1c[nH]cn1', '[]C(C)CCCC(C)CO', '[]CCC(CO)=CCO', '[]C=Cc1cc(O)cc(O)c1', '[]OC1CCC(=O)C(C)O1', '[]Cc2cc1ccccc1[nH]2', '[]OC(=O)C(C)(C)C', '[]c1cccc(CNC)c1', '[]CC(O)c1ccoc1', '[]c1cc(OC)c(O)cc1CO', '[]C(C)NC', '[]C(C)CC(=O)CC(C)C', '[]Cc1cc(C)cc(C)c1', '[]CNCCNC', '[]OCNC(=N)NC', '[]C1CNC(=O)C1', '[]CC(=O)c1ccoc1', '[]CCC(=O)C=CCCC', '[]OCC=C', '[]Oc1ccc(CC=C)cc1', '[]C(C)CC(=O)CC(C)C(O)=O', '[]C(C)OC', '[]C(N)C=O', '[]C(=O)c1ccc(O)cc1', '[]OCCc2ccc1OCCc1c2', '[][n+]1cnc2c(=O)nc(N)nc12', '[]C=CC(C)=C', '[]OCCc1ccc(OC)cc1', '[]C=C(C)C(O)=O', '[]CCCCCCCCCCCC', '[]C(=C)Cc2cc1ccccc1[nH]2', '[]CC=CC#C', '[]OCC(O)C(C)(C)O', '[]c1c[nH]c2cc(Br)ccc12', '[]OC(=O)C=CC', '[]C=C=CBr', '[]C1(O)CCCC1', '[]Oc1ccc(OC)cc1', '[]C=CC=CC', '[]C1COC(=O)C1', '[]C1OC(=O)C(C)=C1', '[]C(CCC=C(C)C)C(O)=O', '[]CCCCN', '[]C2(c1ccccc1)CCCCC2', '[]CC=CCCCCC', '[]CCc1ccc(OC)cc1', '[]OC(=O)CCCCCCCCC', '[]n2cc1[nH]ccc1c2CC', '[]C=CC(C)=CC(O)=O', '[]Cc1ccc(OC)c(O)c1', '[]OC(=O)C1CCCCC1', '[]C2COc1cc(O)ccc1C2', '[]C(=C)COC(C)=O', '[]OC(=O)C(COC(C)=O)=CC', '[]C(C)CCC(O)C(C)C', '[]C(O)C(O)=O', '[]CCCN=C(N)N', '[]C=CC(C)=CC(C)CC', '[]NO', '[]Oc1cc(C)cc(O)c1', '[]C(OC(C)=O)c1ccoc1', '[]C(=O)CCCCC', '[]C1(CO)CCCC1', '[]CC1=CN=C[CH-]1', '[]C(=O)CCc1ccc(O)cc1', '[]C(C)C(C)O', '[]COC(=O)CCC(O)=O', '[]OCNCC(C)O', '[]C(C)CCC(CC)C(C)=C', '[]CNC1CCCCC1', '[]C(=O)C=Cc1ccc(O)c(O)c1', '[]OC(=O)c1ccc[nH]1', '[]OC(=O)C(CCO)=CC', '[]C(=O)OC(C)(C)C', '[]C(C)CC(O)C=C(C)C(O)=O', '[]c1cc(O)cc(OC)c1', '[]c2cc1OCOc1cc2OC', '[]COC(=O)C=C(C)C', '[]C(O)C(O)CO', '[]c2cc1cccc(OC)c1o2', '[]S', '[]c1cccc(CCCCC)c1', '[]C(O)(O)CC=O', '[]C1(C)CCCC1(C)C', '[]OC(=O)C(O)C(C)C', '[]OC(C)C(=O)OC', '[]C1(C)CCCC(C)(C)C1', '[]C(=O)C=CC', '[]C#CC(C)=C', '[]C(=O)C=Cc1ccc(OC)cc1', '[]C=CC=CC(O)=O', '[]Oc1cccc(O)c1', '[]OCC(=O)OC(C)C', '[]C(C)(C)OC', '[]CCc1ccnc(N)c1', '[]CCc1ccc(O)c(OC)c1', '[]OC(CO)C(O)c1ccc(N)[nH]1', '[]CC(C)(C)O', '[]C(C)c1ccc(C=O)cc1', '[]c2cc1ccccc1oc2=O', '[]C(OC(=O)CC(O)=O)C(N)N', '[]c1ccc(OC(C)=O)c(OC)c1', '[]OCC=Cc1ccccc1', '[]c2ccc1OCCCOc1c2', '[]C(=O)OCCCC', '[]C(C)(O)CC=CC(C)(C)O', '[]N=C', '[]c2coc1ccccc1c2=O', '[]COC(=O)C=Cc1ccccc1', '[]C=CC(=O)c1ccc(O)cc1O', '[]C(O)c1ccc(O)cc1', '[]OCC(N)=O', '[]C(O)CCCO', '[]OC(CO)CO', '[]CN(C)C', '[]c2cc1OCOc1cc2O', '[]C=CC=C(C)C', '[]c1ccc(Br)cc1', '[]CCC1=CC(=O)OC1O', '[]C(=O)C=CC=CC', '[]Cc1ccoc1', '[]CC(O)OC', '[]c1ccccn1', '[][N+]1=CC=N[CH+]1', '[]C(C)C(O)CCC(C)C', '[]c1cc(CC=C)ccc1O', '[]C(C)(C)C(O)=O', '[]C1(C)CCC(=O)O1', '[]CC=CC(C)(C)O', '[]CCCCCC(O)=O', '[]CNCCCOC', '[]C1COC(C)(C)O1', '[]c1ccc(C(=O)OC)cc1', '[]c2ccc1ccccc1c2', '[]OCC(C)=O', '[]CCCCc1cccc(O)c1', '[]CC#N', '[]OC(C)C(O)=O', '[]C2CC(=O)c1ccc(O)cc1O2', '[]CC=Cc1ccccc1', '[]CCC1(O)CCCCC1', '[]Cn2cc1cc[nH]c1c2CO', '[]C=C(C)CCC=C(C)C', '[]C(O)=N', '[]NCO', '[]CCC(=O)C=CCCCCC', '[]OC(=O)c1ccco1', '[]C=CCOC(C)=O', '[]C(OC)OC', '[]c1c(O)cc(O)cc1O', '[]OC(=O)CC(C)O', '[]C(O)C(C)C', '[]C(C)CCC=C(C)C=O', '[]C=CC(=O)c1ccccc1', '[]n1ccc(N)nc1=O', '[]OCC(=O)OCC', '[]C(C)CC(O)C(O)C(C)(C)O', '[]CCCCCCCN', '[]OC(=O)C(CO)=CCO', '[]OC(=O)CC(C)CC', '[]C(C)(O)CCCC(C)C', '[]CCCC#C', '[]C(=COC)C(=O)OC', '[]OC(=O)CCCC', '[]C=CC1=CC(=O)OC1', '[]C(C)CNCC(C)O', '[]C(C)C=CC(C)C', '[]Cc1ccc(C(O)=O)cc1', '[]CCSC', '[]c1cccc(O)c1O', '[]OC(=O)CO', '[]C1CCNC(NC)C1', '[]CC(C)=C', '[]C1=CCOC1=O', '[]OC(=O)c2ccc1OCOc1c2', '[]C(O)C(C)(C)O', '[]OC(C)C(=O)OCC', '[]C(=O)OCc1ccccc1', '[]C(C)CCCC(C)(C)O', '[]OCc1ccc(C=C)cc1', '[]CCC(=O)C=C(CO)CCC', '[]CCC(=O)C(C)C', '[]Cc1cccc(C(N)N)c1', '[]C(C)(O)C(O)CCC(C)(C)O', '[]c1ccc(OC)c(OC)c1O', '[]C2CCC1(CCCC1)C2', '[]NCCCc1ccnc(N)c1', '[]C(=O)CCC(O)=O', '[]C=COC(=O)C=C(C)C', '[]CC(=O)CCCCC', '[]c1cccc(OC)c1OC', '[]C(C)CC(O)C=C(C)C', '[]C1CCC(O)CC1', '[]OCCc1cccc(CC)c1', '[]COC(N)=O', '[]C1CC(C)=C(C)C(=O)O1', '[]Cc1cccc2ccccc12', '[]OC(=O)CCc1ccccc1', '[]OC(=O)C=CC=CCCCCC', '[]CCC1(O)CCCC1', '[]CN1CCCCC1', '[]C(C)CCC(O)C(C)=C', '[]Oc1ccccc1OC', '[]CC(C)CC', '[]c1c(O)cccc1O', '[]C(C)CCC(C)C(C)=C', '[]c1ccccc1C(O)=O', '[]Cc2ccc1=N[CH+]C=c1c2', '[]C(=O)NC', '[]C1CCC(O)C(O)C1', '[]CNCCC', '[]C2COc1cc(O)ccc1C2=O', '[]c1cc(OC)cc(OC)c1', '[]OC(=O)CC(C)(C)O', '[]c1ccc(O)c(CCCCC)c1', '[]C(C)C=CC=C(C)C', '[]NC(=O)Cc1ccccc1', '[]CCCCC(O)=O', '[]OC1OC(C)C(=O)C=C1', '[]C=CCCC', '[]C(=O)CCCCCCC', '[]C(C)C2CC1(C)OC1(C)C(O)O2', '[]CCCC(C)(C)O', '[]n1c(=O)ccc1=O', '[]COS(O)(=O)=O', '[]C(=O)C(C)=CC', '[]Oc1cc(O)cc(O)c1', '[]CCCCCCCC(O)=O', '[]CNC1CCCC1', '[]Oc1ccc(C(=O)OC)cc1', '[]C=Cc1ccc(O)c(OC)c1', '[]OCC1OC1(C)C', '[]C1OCc2cnc(C)c(O)c12', '[]C(=O)CCc1ccc(OC)cc1', '[]CC(C(O)=O)[N+](C)(C)C', '[]C=NO', '[]COC(=O)c1cccnc1', '[]C(Br)CC', '[]C1CCC(=O)O1', '[]OCCCN(C)C', '[]C(CNC)NCC(C)O', '[]c1ccc(OCC=C(C)C)cc1', '[]C(=O)N(C)C', '[]OCNC1CCCCC1', '[]CNc1ccc[nH]1', '[]C(C)C1CCCCC1', '[]COC(=O)CC', '[]C2CC1C=COC1O2', '[]c2cc(OC)c1OCCOc1c2', '[]NC(=N)NCCCO', '[]CNC(=O)c1cc(Br)c(Br)[nH]1', '[]C(C(C)O)C(O)=O', '[]C(C)(O)CCC(O)C(C)=C', '[]N=O', '[]CCC(O)C(C)=C', '[]C(C)=Cc1csc(C)n1', '[]C=CCCCCC', '[][n+]2cc1ccnc1c2', '[]C(C)(O)Cc1ccc(O)cc1', '[]OC(=O)C(C)=CCOC(C)=O', '[]OCC(O)C(C)=C', '[]CC1CNCN1', '[]OCCCCCCCC', '[]OC(=O)C(C)C(C)O', '[]C(=O)CCC=CC', '[]NC(=N)NC1CCCCC1', '[]C(C)CCC(=O)C(C)C', '[]CCCC(C)O', '[]NC(=O)C=C(C)C', '[]C1(C)CC(C)CC=C1', '[]C(O)C(C)C(C)C', '[]COC(=O)CCC(=O)OC', '[]COC(=O)c1ccc(O)cc1', '[]CC=CCC=CCC', '[]Oc1ccc(O)cc1', '[]C(=O)OCCCCNC(N)=N', '[]C1(CC)CCCC1', '[]C(O)CCCCC', '[]Oc1cccc(OC)c1', '[]CC=CC', '[]COC(=O)CC(C)(O)CC(O)=O', '[]C(=O)CCCC', '[]NC(CO)C(C)=O', '[]OCCc1ccc(N)[nH]1', '[]CC1=NC=N[CH+]1', '[]C=CC(C)CC', '[]C(=O)C(C)O', '[]Oc1cc(O)c(O)c(O)c1', '[]c1oc(OC)c(C)c(=O)c1C', '[]CCc1ccc(CCCC)o1', '[]C(C)N', '[]C2=Cc1ccccc1OC2', '[]CC1=C[CH+]N=C1', '[]N=C(C)O', '[]CCc1cccc(OC)c1', '[]C(=O)C(O)=O', '[]S(C)=O', '[]C(=O)N1CCCCC1', '[]C(C)Cc1ccccc1', '[]C(N)C(O)=O', '[]N1C(=O)CC(C)C1=O', '[]OCC=C(C)CO', '[]C(C)C=C(C)C(C)C(C)C', '[]CC=CCCCC(=O)OC', '[]C(C)(O)C1CCNCC1', '[]CCCCc1ccccc1', '[]CCC(C)CCOC(C)=O', '[]C(O)CN', '[]COP(O)(O)=O', '[]C(C)CC(=O)CC(C)C(=O)OC', '[]CC(=O)C=C(C)C', '[]Cc1c(O)c(C)c(CC)oc1=O', '[]OCC(=O)OC(C)(C)C', '[]c1ccc(F)cc1', '[]c1cccc(C)c1', '[]C(=O)NC(CCC(O)=O)C(O)=O', '[]C2C1CC3CC(C1)CC2C3', '[]c1ccc(NO)cc1', '[]CC(O)CCC', '[]OCCCC(C)C', '[]C=CC(=O)c1ccc(O)cc1', '[]CC=C(C)C=O', '[]C1OC1C', '[]Cc1ccc(O)cc1O', '[]C(O)C1CC(C)CC=C1', '[]CC1=N[CH+]N=C1', '[]C(O)CCC', '[]C(C)(O)CCCCCC', '[]CCS(C)=O', '[]C(=O)OCCC', '[]C1=C[CH+]N=C1', '[]C(C)C=O', '[]C(C)(O)C(=O)C=CC(C)(C)O', '[]C1CCC(O)C(C)N1', '[]CC(O)c1ccccc1', '[]OC(O)=N', '[]C1(O)CCCCC1', '[]CCC1CCCCC1', '[]C(C)CCC(=C)C(C)C(O)=O', '[]CCCCCCCC(=O)OC', '[]CCC(=O)c1ccc(O)cc1O', '[]CCC(=C)CO', '[]C(C)(C)OC(=O)C(C)=CC', '[]c1cc(O)c(O)cc1O', '[]C(CO)C(=O)OC', '[]C(C)(O)CCCCO', '[]CCC1CCNC(N)C1', '[]C1OC(=O)CC1C', '[]c2cc(=O)c1ccccc1o2', '[]CCOCO', '[]C(C)(C)OO', '[]OS(C)(=O)=O', '[]C=Cc1ccc(O)cc1O', '[]CCCC=C', '[]CCC1=CC(O)OC1=O', '[]CC(=O)NC(C(C)CC)C(O)=O', '[]OS(=O)(=O)c1ccc(C)cc1', '[]C(CCC(O)=O)C(O)=O', '[]NCOC', '[]OCCc1ccnc(N)c1', '[]CCC1CC(O)CC(=O)O1', '[]OC(=O)Cc1ccc(O)cc1', '[]OC(=O)C1(C)CO1', '[]C(CCCO)NCC(C)O', '[]CCC(C)=C', '[]NCC(O)=O', '[]CCC(N)C(O)=O', '[]CCCOC(C)=O', '[]C(C)(O)C1CCCC1', '[]NCC(O)C1CCCCC1', '[]NCC1CCCCC1', '[]C(C)(O)C(O)CCC(C)C', '[]CCC1CNC(=O)C1', '[]n1ccc(O)nc1=O', '[]OC(C)=C', '[]Cc1cc(O)c(O)c(Br)c1Br', '[]OCNC1CCCC1', '[]C(CO)CO', '[]N(C)C=O', '[]SCC(NC(C)=O)C(O)=O', '[]c1cc(OC)cc(=O)o1', '[]OCNC(=N)NCCCCO', '[]NCCS(O)(=O)=O', '[]C1(C)OC1CC=C(C)C', '[]C(=O)c1ccoc1', '[]CCOCC', '[]CNCNCC(C)(O)CC(C)C', '[]COC(=O)CCC', '[]C(=O)C=Cc1ccc(O)cc1O', '[]CCc1c[nH]cc1CC', '[]C(C)=NO', '[]C(O)C(N)=O', '[]c1cc(N)cc(CC(C)C)c1', '[]C(=O)NC(CC(C)C)C(N)=O', '[]CCc1ccc(O)c(O)c1', '[]CCc1cc(O)ccc1C', '[]CC2NC(=O)C1CCCN1C2=O', '[]C(=O)c1c[nH]c2ccccc12', '[]NCC(C)(O)C(O)COC', '[]CCCCNC(N)=N', '[]CC(CCC(C)=C)C(C)=C', '[]C(C)CCCO', '[]C(C)CCCC', '[]Cc1c[nH]cn1', '[]OC(=O)c1cccc(OC)c1', '[]NC(=O)C(C)C', '[]c2cc1ccccc1[nH]2', '[]CCC1=C[CH-]C(CCCC)=[O+]1', '[]C(=O)c1cccc(O)c1', '[]c1ccc(O)c(Cl)c1', '[]C[n+]2cc1ccnc1c2', '[]C(=O)C(=O)OC', '[]CCCl', '[]c1ccncc1', '[]C(C)(O)CCC(=C)C(C)C', '[]C=CC=C', '[]OC(=O)C(=C)C(O)CO', '[]c1cc(OC)c(O)cc1O', '[]c1cc(OC)c(O)c(OC)c1O', '[]C2CC(C1OC1(C)C)OC2O', '[]NC1CCCCC1', '[]COC(=O)C(O)(C(C)C)C(C)O', '[]C(=O)OC(C)C', '[]C=CC=CCC', '[]C(C)C(O)CC=C(C)C', '[]CCNC(C)=O', '[]CC1=C[CH-]C=N1', '[]c1ccc(C(C)C)cc1', '[]C(C)C(O)C(C)CC', '[]OC(=O)C=CSC', '[]CCC=C(C)CO', '[]C2(c1ccccc1)CCCC2', '[]c2ccc1OC(C)(C)C=Cc1c2', '[]Oc1ccc(Br)cc1Br', '[]CC(=O)C(C)C', '[]NC(=O)C(C)=CC', '[]C=CCOC', '[]C(C)(O)CCC=C(C)CO', '[]C(C)CCC', '[]Cc1ccc(O)c(Cl)c1', '[]C(C)CC=CC(C)(C)OC', '[]Cc1cc(O)cc(=O)o1', '[]C1(C)OC(=O)C=C1', '[]COC(=O)SC', '[]NC(=O)CC(C)(C)C', '[]COC=O', '[]OCOC', '[]C2(c1ccnc(N)c1)CCCC2', '[]OC(=O)C(CO)c1ccccc1', '[]CCC=C', '[]Oc1ccccc1OCC', '[]Cn1ccnc1', '[]c1ccc(OC)c(O)c1OC', '[]C1CCCCN1', '[]C(C)CCCCC', '[]OCc1ccc(CNC)cc1', '[]C#Cc1ccc(O)cc1', '[]C(N)=N', '[]C(C)CCC(O)C(C)O', '[]OC(=O)C(C)(O)C(C)O', '[]c1cc(O)cc(CO)c1', '[]C=CC(=O)OCC', '[]C(=O)CCCCCCCCC', '[]C=CC(=O)c1ccccc1O', '[]CNC(C)=O', '[]C(O)CC=C(C)C', '[]C=CC=CC=CC', '[]C=C(C)CO', '[]C2CC1CCOC1O2', '[]C(=O)NC(C)C(O)=O', '[]N1CCCCC1', '[]NC(N)=N', '[]c1c[nH]c2ccc(O)cc12', '[]C(CNCC(C)O)C1CCCC1', '[]CC(O)C(O)=O', '[]C(C)C(C)=O', '[]C=CC(=O)CC(=O)CCCCC', '[]OCC(=O)OCC=C', '[]CNC(=O)c1cc(Br)c[nH]1', '[]NCC(C)(O)CCOC', '[]c1ccc(OC(C)C)cc1', '[]C(O)CC(O)=O', '[]Oc2ccc1ccc(=O)oc1c2', '[]CCCCCCCCC(C)C', '[]N=CO', '[]OC(=O)C(C)(O)C(C)OC(C)=O', '[]c1cc(O)cc(=O)o1', '[]NC(=O)C(C)O', '[]CCCC(C)=C', '[]OC(=O)CC(C)(O)CC(O)=O', '[]C(=O)c1ccc(OC)cc1', '[]C(C)CC(C)=O', '[]N1CCNCC1', '[]Cc1cc(O)ccc1O', '[]COC1CCCCC1', '[]C2CNC1CC(=O)CCC1C2', '[]Cc2cc(OC)c1OCOc1c2', '[]C(O)CCCCCC', '[]CCNC(=N)NC', '[]OCCCN', '[]C(CC)OC(C)=O', '[]CC(O)C(C)O', '[]CC(=O)c1ccccc1', '[]C(C)C(O)CC(CC)C(C)C', '[]CC(O)CCc1cccc(O)c1', '[]C(C)OC(=O)C(C)=CC', '[]CCC(O)C(C)(C)O', '[]C(O)C=C(C)C', '[]C=CC=CC=CC(O)=O', '[]CC(O)OCCCO', '[]C(Cl)Cl', '[]CCC(C)=CC=O', '[]CC(=O)CC', '[]OC(C)C(C)=O', '[]c1ccc(C)cc1O', '[]CCCC(C)=O', '[]C(C(O)CC(N)O)c1c[nH]cn1', '[]Cc1cccc(CCCCC)c1', '[]NCCO', '[]NCNCC(C)(O)CC(C)C', '[]Nc2ccc1cc(O)ccc1c2', '[]C(CC(O)=O)c1ccccc1', '[]C(C)C1CC1C(C)C(C)C', '[]C(=O)NC(CC(C)C)C(O)=O', '[]c1cc(O)c(OC)cc1O', '[]C(=O)NCC(O)=O', '[]C=CC=C(C)C(O)=O', '[]C(=O)CCC(C)C', '[]NC(=O)COC', '[]C(C)(O)CC', '[]C(C)CCC(CCO)C(C)C', '[]c1nccs1', '[]CC(=O)N1CCOCC1', '[]n1cc(C)c(=O)[nH]c1=O', '[]C(=O)NC(C(C)O)C(O)=O', '[]C(=O)NC(C(C)CC)C(O)=O', '[]C#CC#CC', '[]NC(=O)c1ccc(OC)cc1', '[]CCNC(=O)c1ccccc1', '[]C(C)C=CC(=C)C(C)C', '[]N=C(O)CCCC(N)C(O)=O', '[]NC(=O)NC(C(C)CC)C(O)=O', '[]CF', '[]C=CCl', '[]CCc1ccc(OC)c(O)c1', '[]OC(=O)CCCCCC', '[]C#Cc1ccccc1', '[]OC(=O)CC(=O)OC', '[]C(O)c1ccoc1', '[]CCCCCCC1CCC=C1', '[]C(C)C=c1cc(C)c(=O)o1', '[]C=C1NC(=O)C(C)NC1=O', '[]C(C)=CC(=O)CC(C)C(O)=O', '[]C=Cc1ccc(OC)cc1', '[]CCC1=CC(OC)OC1=O', '[]CCc1ccccc1NCC', '[]OC(=O)C(C)C(C)C', '[]C(=N)NCCNC', '[]C(=O)OC1CC2CCC(C1)N2C', '[]c1ccc(OC)c(O)c1O', '[]C=CC=CCCC', '[]c2cc1ccccc1[nH]c2=O', '[]N1CCCC1', '[]CC(=O)NCCOC', '[]N(C)C(C)=O', '[]C(C)CCC1OC1(C)C', '[]C(C)(C)C(=O)OC', '[]c1cc(Br)c(O)c(Br)c1', '[]c1cccc(CO)c1', '[]CC(=O)C(O)=O', '[]c1cc(OC)c(O)cc1OC', '[]CCCC(=O)OC', '[]CCc1ccccc1O', '[]CC(=O)c1ccc(O)cc1O', '[]c1cccs1', '[]Cc1cnco1', '[]OCC(O)c1ccc(N)[nH]1', '[]CC(O)C(O)C(O)CO', '[]c1cccc(C(N)N)c1', '[]CC(S)=NOS(O)(=O)=O', '[]CCCCCCC1CNCN1', '[]Cc1ccc(C(C)C)cc1', '[]C(O)CC(C)C', '[]C(O)CCO', '[]OCCCCC', '[]c2cc1ccc(O)cc1oc2=O', '[]c2ccc(c1ccccc1)cc2', '[]C(=O)OCCCCCC', '[]CC(O)C1=CC(=O)OC1', '[]Cc1c(O)c(C)c(C)oc1=O', '[]C(=O)c1ccc(O)c(OC)c1', '[]C(O)C(O)C(O)CO', '[]C=CC=CCCCCC', '[]NCC(C)C', '[]C(Cc1ccccc1CO)NC', '[]c1cc(OC)c(OC)cc1O', '[]C(C)C1CCC(C)CN1', '[]C(=O)NC(C)C(N)=O', '[]NC(=O)OC', '[]CC(=O)NC(CC(C)C)C(O)=O', '[]C(=O)OCC(O)CO', '[]CCC1C(=C)CCCC1(C)C', '[]CCCCCCCO', '[]C(C)CCCC(C)C(O)=O', '[]OC(=O)C(CCNC)=CC', '[]C(=O)Oc1ccccc1', '[]OC(=O)C(CNCC)=CC', '[]C(=O)Nc1ccc(OC)cc1', '[]CS(O)(=O)=O', '[]CCC=C(C)C(O)=O', '[]C1COC2(C)CC1OC(=O)C2=C', '[]OC(=O)C=CC=CC=CC', '[]C2=c1ccccc1=N[CH+]2', '[]C(=O)NC(C(C)C)C(O)=O', '[]Nc1nc(=O)n(C)c1=O', '[]C(=O)CC(C)O', '[]C1(C)CCCC1', '[]C(=O)Nc1ccccc1', '[]c1ccc(O)c(Br)c1', '[]c1ccc(N(C)C)cc1', '[]C=CC(=O)c1ccc(OC)cc1', '[]c1cc(O)cc(CC)c1', '[]C(O)CCC(C)C', '[]OC(=O)c1ccccc1O', '[]Oc1ccc(C(=O)OCC)cc1', '[]C(C)=CC(O)=O', '[]Cc1ccc(OC)c(Cl)c1', '[]OC1(O)CCCCC1', '[]CC(O)=N', '[]Cc1[nH]cnc1CC', '[]CCC(=C)C(O)CO', '[]C(=O)NCC(N)=O', '[]OC(=O)C=C(C)C(C)C', '[]OC(=O)C(C)CO', '[]c1cccc(Cl)c1', '[]OC(=O)C=C(C)CO', '[]OC(=O)c1ccccc1OC', '[]OC(=O)c1ccccc1NC', '[]OC(=O)c1ccc(O)c(O)c1', '[]C=CCCC(O)=O', '[]CCC(C)CNC(C)=O', '[]C(C)CCCCCC', '[]c1ccc(O)c(OCCO)c1', '[]CCC=CC', '[]CC=C(C)CCC(O)C(C)=C', '[]CCCc1ccc(O)cc1', '[]CCCC=CCCCCCC', '[]C=c2oc1cc(O)ccc1c2=O', '[]Oc1ccccc1Br', '[]C2CCCC1(CCCC1)C2', '[]OC(=O)C=CC=CCCC', '[]C(C)C=CC(C)CC', '[]C(C)(O)C(=O)CCC(C)(C)O', '[]C1CC(CC)C(CCO)C=C1', '[]Cc1ccc(O)c(Br)c1', '[]NC(=O)NC1CCCCC1', '[]CC(C)(O)C(O)=O', '[]NC(NC)=NCCCO', '[]C(CCC)CC(O)=O', '[]NC(=O)C(C)CC', '[]C(=O)C(N)C(C)C', '[]C(Cl)(Cl)Cl', '[]C(O)CC(C)=O', '[]C1OC(=O)C=C1C', '[]OC(=O)C(C)(O)CC', '[]C(C)C=CC', '[]C(C)=CC(C)CC', '[]c1ccc(OC)c2ccccc12', '[]c1cccc(O)c1OC', '[]n2cnc1ccccc1c2=O', '[]OC(=O)C=CC=CC=CCCC', '[]OC(=O)c1c[nH]c2ccccc12', '[]C(C)CCC=C(C)C(=O)OC', '[]c1c(OC)cccc1OC', '[]CC=C1C(O)COC1=O', '[]C(C)CC(O)CC(C)C', '[]COc1ccccc1', '[]CCc1cc(O)cc(O)c1', '[]C(C)(C)CCn1ccnc1', '[]CN1CCCC1C(O)=O', '[]c1ccc(O)c(OS(O)(=O)=O)c1', '[]CCC(=O)CC', '[]N(C)C(=O)c1ccccc1', '[]C(O)CCCC', '[]CC(NC(C)=O)C(O)=O', '[]C(C)CC(=O)CC(C)(C)O', '[]CC(=O)CC(C)C', '[]c1c(OC)cc(OC)cc1OC', '[]C(C)CC(O)=O', '[]C1CCCCC1CNC', '[]C(C=C)c1ccccc1', '[]C(C)OC(=O)c1ccccc1', '[]CC(O)OC1CCCCC1', '[]C(=O)c1c(O)cc(O)cc1O', '[]CCC(C)CC', '[]CCC(=O)N1CCCC1C(O)=O', '[]CC(CO)CCCO', '[]c1cccc2ccccc12', '[]NC(=O)CCCC(N)C(O)=O', '[]C(=O)c1ccc(Cl)cc1', '[]C(CC(=O)OC)c1ccccc1', '[]C(C)C=CC(CC)C(C)=C', '[]CC(C)CO', '[]C(=O)NCCc1ccc(O)cc1', '[]C(C)C(O)C(O)C(C)C(C)C', '[]CC(=O)N1CCCC1', '[]CCC1CCCC1', '[]CC1NC(=O)C(C)NC1=O', '[]COC(=O)c1ccc[nH]1', '[]C(C)(O)CCCC(C)(C)O', '[]C(CO)CCC=C(C)C', '[]C(=O)c1c(O)cc(C)cc1O', '[]c1c(C)cccc1O', '[]NCCCC(C)C', '[]OC1CC(C)C(O)C(O)C1O', '[]CC=C(C)CCCC(C)(C)O', '[]CC(=O)CCC', '[]C(C)CCC(C)=C(C)C', '[]CC1CCC(=O)O1', '[]C1=C[CH-]C=N1', '[]C(C)CC(=O)C=C(C)C(O)=O', '[]C1(C)OC1C', '[]CCCCC(C)C', '[]OC(C(O)=O)c1ccccc1', '[]OC(O)c1cccc(O)c1', '[]C(=O)NCCCCNC(N)=N', '[]C(N)CC(O)=O', '[]C1CC(C)CC=C1', '[]C(C)CC=CC(C)(C)OO', '[]C=Cc2ccc1OCOc1c2', '[]NC(=O)CO', '[]OC1CCCCC1=O', '[]C#CC=C', '[]C(C)(O)CCC(O)C(C)(C)O', '[]C(C)(O)C(C)C', '[]c2ccc1OCOc1c2OC', '[]C1NCCc2cc(O)ccc12', '[]CC(C)OC(C)=O', '[]C(C)OS(O)(=O)=O', '[]CCC(=O)C=CC(CC)CCO', '[]CC(CO)Cc1cc[nH]c1', '[]c1ccc(O)c(C)c1', '[]C(CC1=CC(=O)OC1)OC(C)=O', '[]CCOS(O)(=O)=O', '[]C(C)CCC(=O)C(C)=C', '[]C(C)CC1OC(=O)C(C)=C1', '[]C(C)=CCC', '[]C(Br)CO', '[]C=c1[nH]c(=O)c(C=C)c1C', '[]CCc1ccc(OC)c(OC)c1', '[]c1ccccc1CCC(C)C', '[]C2(C)CCC1CC12C', '[]C(=O)OCc1ccccc1O', '[]CSC', '[]Cc1c(Br)[nH]c2ccccc12', '[]CC[N+](C)(C)C', '[]C(=O)CC(C)=O', '[]C(=O)C=Cc1ccccc1O', '[]CC(CO)CC1=C[CH+]N=C1', '[]Cc1ccc(O)c2OCCCc12', '[]OC(=O)COC(C)=O', '[]CCC(=O)c1ccc(O)cc1', '[]C(Cl)CC=CC#C', '[]CC(=O)NC(C(C)C)C(O)=O', '[]C(O)C1CCCC=C1', '[]c1ccc(O)c(OC)c1OC', '[]CC(=O)NC(C)C', '[]C(C)(O)CC(=O)CC(C)C(O)=O', '[]C(Cl)=O', '[]CC(=O)c1cc(O)ccc1O', '[]C(C)C1=NCC(C)CC1', '[]OC(=O)CCC(C)C', '[]C(=O)N1CC1', '[]NC(Cc1ccccc1)C(C)O', '[]C1C=C(C)CCC1C(C)C', '[]C(=O)NCCc1ccccc1', '[]NC(=O)CCOC', '[]OCc1ccc(C(=O)OC)cc1', '[]NCCc1ccccc1', '[]CC1CCCC1', '[]C2(O)CCCC1CC(=O)CCC12', '[]C=CC1=CCOC1=O', '[]COC(=O)c1ccccc1N', '[]CC(O)OC1CCCC1', '[]OCC1CC(C)CC=C1', '[]C12CCC(C(N)C1)C(C)(C)O2', '[]NC(=O)OC(C)(C)C', '[]C=Cc1ccoc1', '[]C(O)(CO)CO', '[]NC(=O)C(C(C)CC)N(C)C', '[]OC(C)C(=O)c1ccccc1', '[]C(=O)OCC(C)C', '[]C(C)=CCO', '[]OC(=O)C(=CC)C1CCCC1', '[]CCCCCCCCC(O)=O', '[]OC(=O)C=Cc1cn(C)cn1', '[]CCCc1ccc(O)c(OC)c1', '[]COCc1c[nH]c2ccccc12', '[]C(C)C(O)CC(=C)C(C)C', '[]OCc1cc(O)cc(CC)c1', '[]c1c(C)cc(O)cc1O', '[]CCc1cc(O)cc(OC)c1', '[]C(=O)OC1CCCCC1', '[]C(C)CCC(C)C(C)(C)O', '[]OC(=O)OCC', '[]OC(=O)CC(C)OC(C)=O', '[]CCCCCCCCCC(C)C', '[]SCCO', '[]C(=O)C(C)=O', '[]C=Cc1cc(OC)cc(OC)c1', '[]C(C)CCCOC(C)=O', '[]CCCCCC(CCCO)C=O', '[]C(=O)C=Cc1ccccc1OC', '[]C(O)CC(=O)OC', '[]C2=Cc1ccc(O)cc1OC2', '[]C=CO', '[]C(C)c1ccccc1', '[]C(CC(=O)OC)C(C)C', '[]C(=O)Cc1ccccc1', '[]C(C)CCO', '[]C(O)c1cc(O)cc(O)c1', '[]C(C)CCC(O)C(C)(O)CO', '[]CSCC(NC(C)=O)C(O)=O', '[]C=c1[nH]c(=O)c(CC)c1C', '[]N1CCCC1=O', '[]C(=CC)C=O', '[]C2CCC1(CCCC1)CC2', '[]C(=O)CC(N)C(O)=O', '[]C(=O)CC=C(C)C', '[]C(O)C(C)=O', '[]c1ccsc1', '[]CC(C)C(O)=O', '[]C(=O)C(C)CCCCCC', '[]CCCC(C)(Cl)Cl', '[]c2cc(=O)c1ccc(O)cc1o2', '[]N=C(O)C(C)=CC', '[]C(CC(C)C)OC(C)=O', '[]OC1C(O)C(O)C(O)C(O)C1O', '[]C(OC(C)=O)C(C)(C)O', '[]OCCc1ccc(O)cc1', '[]C(C)=CC1CCC(O)C(OC)C1', '[]NC(C)CO', '[]OCC(O)CO', '[]CC(O)C(C)(C)OC', '[]C(C)CCC(C)C1CC1C', '[]OC(F)(F)F', '[]CNCCCc1ccccc1', '[]C(O)COC(C)=O', '[]CCN=C(N)NCC(C)C', '[]c1ccnc(NCNC)c1', '[]Cc2ccc1ccccc1c2', '[]CN1CCOCC1', '[]CC(=O)c1ccc(OC)cc1', '[]CN1CCCC1', '[]C2CC1CC(O)OC1O2', '[]C1(C)CCC(=C)C1C', '[]NC(=O)C1CCCCC1', '[]C(C)=CCCC(C)C', '[]COC(=O)CC(=O)OC', '[]c1cc(O)c(OC)cc1OC', '[]CCC(COC(C)=O)=CC(O)=O', '[]C(=O)c1ccccc1O', '[]C(C)(C)C(O)C=CC', '[]CC(=O)NC(CCC)C(O)=O', '[]C(O)Cc1ccccc1', '[]C(=O)Oc1ccc(N(=O)=O)cc1', '[]Cc1cc(C(O)=O)ccc1O', '[]C(C)(O)CC(=O)C=C(C)C', '[]Cc1ccc(O)c(I)c1', '[]C1(COC(C)=O)CO1', '[]C(C)CCC(OO)C(C)=C', '[]c2cc(=O)c1cc(O)ccc1o2', '[]CC(O)C(=O)OC', '[]CCC(C)C(O)=O', '[]C(O)CC(N)=O', '[]CC(CCC(C)(C)O)C(C)=C', '[]CC(=O)NCc1ccccc1', '[]C(C)(O)CCCO', '[]Cc1ccc(NO)cc1', '[]C=CCCCC', '[]CCCN(O)C(C)=O', '[]CC(=O)NC(C)C(O)=O', '[]C=CC(C)=CCO', '[]C=C(C)C(=O)OC', '[]C1CSC(=O)N1', '[]C=CC(O)C(C)O', '[]OC(=O)c1ccc(OC)c(O)c1', '[]c2ccc1ncccc1c2', '[]CC=C1CCOC1=O', '[]C(C)CCC(C)(C)C(C)=C', '[]C2CCc1ccc(O)cc1O2', '[]C(=O)COC(=O)CC', '[]C=Cc1ccc(OC)c(OC)c1', '[]CCCC(N)CCCC', '[]C(C)C(=O)CC', '[]OC(=O)C(C)(C)O', '[]OC(=O)c1cccn1C', '[]CC(CO)CCO', '[]OCC(=O)NC(C(C)C)C(O)=O', '[]OCc1cccc(OC)c1', '[]C1CC2(C)CC1OC(=O)C2(C)O', '[]Oc1cc(C)cc(O)c1O', '[]N=C(O)C=C(C)C', '[]Oc1cc(C(O)=O)cc(O)c1O', '[]CCCCCC(C)O', '[]C(C)C(O)CCC(C)(C)O', '[]CN1CC2(C)CC1CC(C)(C)C2', '[]C(C)(CCC=C(C)C)C=C', '[]C(Br)Br', '[]CCC(O)=N', '[]C2(c1ccccc1)CCCC2N', '[]C1COC(C)(C)C(O)C(O)C1', '[]C(=O)COC', '[]c2cc(=O)c1c(O)cccc1o2', '[]OC(=O)OC', '[]CCCC(N)CCC(C)C=O', '[]C(C)(O)C1CC(C)C(C)C(=O)O1', '[]C1CCNCC1', '[]C(=O)NC(CC(O)=O)C(O)=O', '[]C=C(C)C=C', '[]CC1CC1', '[]C(C)(O)CC=CC(C)(C)OO', '[]C(C)C1CCC(C)C(=O)O1', '[]CC(=O)NC(CCCC)C(O)=O', '[]C(C)CC(=O)C(=C)C(C)C', '[]CC2(c1ccccc1)CCCC2', '[]C(C)CCC(=CCO)C(C)C', '[]C(C)C(OC(C)=O)C(C)CC', '[]NC(=O)C(CC(C)C)NC', '[]OC(=O)NCC=C', '[]C(CO)CCC(O)C(C)(C)O', '[]OC1(NCC)CCCCC1', '[]c2cc1cc(C=CC)ccc1o2', '[]OC(=O)CC(O)CC', '[]C1CC=CC=C1', '[]CCC(=O)CCCCC', '[]c1ccccc1OCC(O)=O', '[]C(=O)OCCc1ccc(O)cc1', '[]c2oc1ccccc1c(=O)c2O', '[]C(C)CC=C(C)C(C)C', '[]C(C)CCC=C(CO)CO', '[]OCCC(C)CO', '[]CC(O)C1CC(=O)NC1=O', '[]C(N)NCCc1ccccc1', '[]NC(=O)C1CCC(=O)N1', '[]CC(OC(C)=O)c1ccoc1', '[]C(C)C=CC(O)C(C)C', '[]c1ccc(O)c(CC=C)c1', '[]c1cccc(OC)c1CO', '[]CCC(CC)CCCO', '[]CCC(O)CC(O)CC(O)=O', '[]CN1CCCC(C)C1', '[]N=C=O', '[]CC=CC=C', '[]CC=CCCC', '[]C(C)OC(C)(C)C=C', '[]C1CCC(C)=CC1', '[]COC(O)=N', '[]C(=O)NCCC(O)=O', '[]C(C)CC=CC(C)=C', '[]OCC(C)CC', '[]CCC=C(C)C=O', '[]C2COC1(CCCCC1)O2', '[]Cc1ccc(NCC)nc1', '[]C1C=C(C)CCC1C(C)=C', '[]OC(=O)c1ccc(=O)n(C)c1', '[]OCc1ccc(C(C)C)cc1', '[]CC1NC(=O)C(C=C)=C1C', '[]OCC[C+]1C=CC(N)=N1', '[]OC(O)=O', '[]OC(=O)c1ccc(Br)cc1', '[]C(O)C=CC', '[]C(=O)CN', '[]c1cc(=O)ccc1=O', '[]c1ccc(C)c(O)c1', '[]C(C)=CC=CC(C)(C)O', '[]CCC(=O)CC(O)CCC', '[]CCCCCC(=O)C1CO1', '[]N=c1cccc(C#N)c1=O', '[]CCCCCCC(=O)OC', '[]C(CC(C)C)CC(=O)OC', '[]CCCCCCCCC(C)CC', '[]Cc1cccc(CC)c1', '[]CC(=O)CC(C)O', '[]CNC(=N)NC1CCCCC1', '[]C(O)CCCC(C)C', '[]C1CC(O)C(O)C(O)C1', '[]OC(=O)COC(=O)CC(C)C', '[]C(O)C=C(C)C(O)=O', '[]OC(=O)C=CC(C)CC(C)CC', '[]OCC=C(C)CC=CC(C)(C)O', '[]C=Cc1cc(O)cc(OC)c1', '[]NCc1ccccc1', '[]C(CO)CCC', '[]CCNC(N)=N', '[]C=CC(C)C(C)O', '[]C(C)(O)COC(C)=O', '[]C2CCC1CCC(O)CC1(O)C2', '[]Nc1ccccc1', '[]COC(=O)C(C)=C', '[]C2CC(=O)c1ccccc1O2', '[]C(COC(C)=O)OC(C)=O', '[]S(C)(=O)=O', '[]C=C(C)C=O', '[]CC(OC)OC', '[]C(C)C(C)=C', '[]c1ccc(C)c(C)c1', '[]CC=CC(C)(C)OO', '[]C(=O)CC(=O)c1ccccc1', '[]C(C)CCCC(C)=C', '[]c1ccccc1C', '[]Cc1cc(O)cc(CC)c1', '[]C(O)=C', '[]CC1CNC(=O)C1', '[]CC(C)C(Cl)(Cl)Cl', '[]C1CCCN1C', '[]CN1CCCC1=O', '[]C(=O)c1c(O)cccc1O', '[]C(=O)c1c(O)cc(O)cc1OC', '[]c1ccc(C)o1', '[]COC(=O)Cc1ccccc1', '[]c1cc(=O)c(OC)cc1=O', '[]CC(C)CCCC', '[]C(=O)OCc1cc(O)ccc1O', '[]C(C)CCCC(C)COC(C)=O', '[]C(CCO)NC(=N)NC', '[]c1cc(OC)ccc1O', '[]CS', '[]c1ccc(OC)c(OC(C)=O)c1', '[]OC(=O)C=CCCC', '[]C(=O)C=CC(C)(C)O', '[]Cc1c(O)c(=O)cc(OC)c1=O', '[]CCC(=O)c1ccccc1', '[]C(C)C(CCC(C)C)OC(C)=O', '[]c1ccoc1CCCCC', '[]C(C)C(=O)NC1CCCCC1', '[]C(CO)OC', '[]C(C)C=CC(C)C(C)=C', '[]C(C)CCC(CC)=C(C)C', '[]C(O)C(O)c1ccc(O)cc1', '[]C(O)c2ccc1OCOc1c2', '[]CC1=NC=C[CH-]1', '[]C(=O)CCc1ccc(O)c(O)c1', '[]CNC(=O)OC(C)(C)C', '[]CN1CCC(C)CC1', '[]C(=O)C(C)C(C)O', '[]CCCCCC=C', '[]C(O)C1CC=CC(=O)O1', '[]CC=C(C)C(O)CC=C(C)C', '[]OC(=O)C=CC=CC(O)C(C)O', '[]OC(C)(C)C=C', '[]OCC=C=C', '[]CCOCNCC(C)O', '[]C(C)NC(C)=O', '[]C(CC(=O)OC)c1cccnc1', '[]C(C)CCC(=C)C(C)CO', '[]C2Oc1cc(O)ccc1CC2O', '[]NCCC(C)C', '[]C1(NC)CCCC1', '[]NC(=O)c1ncccc1O', '[]CCS(O)(=O)=O', '[]CCCCCCCCO', '[]C=CC#C', '[]OC(=O)C=CC=CC(C)CC', '[]CCC(=O)C(C)=C', '[]OC(=O)C(=C)COC(C)=O', '[]COC(=O)c1ccc(O)c(O)c1', '[]C=CC(O)CC=CCC', '[]CC=C(C)COC(C)=O', '[]Cc1cccc(C(N)N)c1C=O', '[]c1ccnc2NC(NC)CCc12', '[]CCc2ccc1OCOc1c2', '[]C(=O)CCl', '[]CCNC(=O)C=CS(C)(=O)=O', '[]C(C)CCC(=O)OCC', '[]C(C)(O)C1CCCCC1', '[]C(=O)c1ccco1', '[]CC(=O)C(C)=C', '[]C(C)C(=O)C(C)CC', '[]CCC(CO)=CC(O)=O', '[]C(C)C=CC(C)C(C)(C)O', '[]C(CC(O)=O)C(O)=O', '[]C(CO)CCCO', '[]C(O)CCc1ccccc1', '[]c2ccc1cc(O)ccc1c2', '[]OC1C(N)CC(N)C(O)C1O', '[]Cc1c[nH]c2cc(Br)ccc12', '[]C(O)C=C', '[]OCc1ccc(OC)cc1', '[]n1cnc2c(=O)[nH]c(N)nc12', '[][n+]1cc[nH]c1', '[]C(O)CCl', '[]CCCCC(N)C(O)=O', '[]C(CO)=CC', '[]CCN(C)(C)=O', '[]C(C)C(=O)CCC(C)CO', '[]C1CCC(Br)C(C)(C)C1', '[]C(O)c1ccc(O)c(OC)c1', '[]C(C)CC1(O)OC(=O)C(C)=C1', '[]C(C)CC(=O)C1OC1(C)C', '[]CNCCCCOC', '[]C(=O)C=C(O)c1ccccc1', '[]CC(C)(C)Cc1ccc(N)nc1', '[]C(C)C=Cc1ccccc1', '[]C(=O)C=Cc1cccc(OC)c1', '[]C(=C)C1CCCCC1', '[]C(=O)OCCO', '[]C=CC(O)CCCC(C)O', '[]CC(=O)N1CCCC1CO', '[]Nc1cccc(C(C)=O)c1', '[]C(=O)N1C(C)C=CC1=O', '[]C(OC)c1ccccc1', '[]C(O)C(O)c1ccccc1', '[]c1cc(O)c(O)cc1OC', '[]CCC(CC)CC=O', '[]C=CC=CC=CCCC', '[]OC(=O)CCN1CCOCC1', '[]C1OCC2C(C)C=C(C)C1C2C', '[]C(C)C=CC(C)C(C)CO', '[]C(=O)C=Cc1ccc(C)cc1', '[]C(=O)C(O)CO', '[]C=Cc1ccc(OC)c(O)c1', '[]C(=O)c2ccc1OCOc1c2', '[]NC(=O)CC', '[]SC(C)=O', '[]OC(C)CC', '[]OCNCCC(C)C', '[]N=C(O)c1ccccc1', '[]C(=C)CCC(O)C(C)=C', '[]C(C)C(O)CC(C)C(C)C', '[]COC(=O)Nc1ccccc1', '[]CC(=O)OCCCC', '[]Oc1cc(Br)cc(Br)c1O', '[]CC(=O)c1ccc(O)cc1', '[]CCCCCCC(C)C', '[]C(=O)SC', '[]c1c(O)cc(C)oc1=O', '[]C(C)C1OC(=O)C(C)=CC1O', '[]C(C)CCC(O)(CO)C(C)C', '[]CC=CCCC1CCCCC1', '[]CC(=O)N1CCCCC1', '[]CNCCCOCC', '[]c1c[nH]c2ccc(CNC)cc12', '[]c1cccc(C(O)=O)c1', '[]NC(N)=O', '[]COCC2=C1C=CC=C[C+]1N=C2', '[]C(=O)CCCOC', '[]c1cccc2cocc12', '[]CCC(C)=CCCC(C)=O', '[]C=CC(C)(C)OC', '[]CC(O)OCCCCCC', '[]CCCCC=C', '[]NC(=O)C=Cc1ccccc1', '[]CCC(C)(OC(C)=O)C=C', '[]OC(=O)c1ccc(N(=O)=O)cc1', '[]N(CC)CC', '[]c2cc1ccccc1n(C)c2=O', '[]CCC1CCC(O)C(C)N1', '[]CCCCN=C(N)N', '[]C(C)(O)C=C', '[]NC(=O)C=CC=CCC(C)C', '[]COC(=O)CCCC', '[]CNC1CCN(C)CC1', '[]COO', '[]c1cccc(OC)c1O', '[]CNC(=O)C(C)=O', '[]C=CC1=CC(=O)OC1O', '[]C(C)(O)CCC(OO)C(C)=C', '[]OCc1ccc(C(O)=O)cc1', '[]c1ccc(OC(C)C)c(OC)c1', '[]CC=C(C)CC(=O)C=C(C)C', '[]c1cnc(N)c(CC)c1', '[]OC(=O)NC(C)=O', '[]COC(=O)C(C)C(C)O', '[]c1cc(=O)cco1', '[]CCCCCNC(N)=N', '[]NC(=O)CC(C)C', '[]NCCc1ccc(O)cc1', '[]CC1C(C(C)=C)CCC1(C)O', '[]CCC1OC1(C)C', '[]C(C)CC(C)C', '[]C(O)NC', '[]C(C)C(OC(C)=O)C(C)=CC', '[]C=Cc1ccc[nH]1', '[]CC1C(C)(C)C(Cl)CCC1(C)O', '[]C(C)(O)CC(=O)CC(C)C', '[]C(C)C1CCC(C)CN1C', '[]C(O)=C(C)C(O)=O', '[]c1ccccc1OCC(C)=C', '[]C(=O)C=COC', '[]C(C)Cl', '[]c2cc(=O)c1cc(C)ccc1o2', '[]CCCCCCCCC=C', '[]CC(C)OC(=O)CC(C)O', '[]C(=O)c1cc(O)cc(O)c1', '[]NC(C)CCC(C)C', '[]C(C)CCC(=O)NCC(O)=O', '[]C=CC(C)=CC', '[]n1ccc(=N)nc1O', '[]c1ccc(O)c(OC)c1O', '[]OC(=O)NCCC', '[]C(C)C(=O)N(CC)CC', '[]C(CC(N)=O)NCC(N)C(N)=O', '[]C(C)OC(=O)CC(C)C', '[]COC1CCCC(NC)C1', '[]C(=O)C1OC1(C)C', '[]C(=O)C=Cc1cccc(O)c1', '[]CC(NC)C(O)=O', '[]C(C)C(=O)NC(C)C', '[]c1ccc(N(=O)=O)cc1', '[]C(C)=CC(C)C', '[]Oc1cccc(C)c1', '[]C(=O)NCCC(N)=O', '[]CCCCCCCC(C)C', '[]C=C1NC(=O)C(C)C1=CC', '[]C=CC(=O)c1cc(C)ccc1O', '[]C(C)C(CNC)NCC(C)O', '[]C(C)C(=O)N1CCCC1', '[]OC(=O)OC(C)(C)C', '[]CCC(O)O', '[]C(=O)OC1CCCC1', '[]C=Cc1cccc(CCO)c1', '[]OC(=O)CCCCCCC(O)=O', '[]c1c(O)cccc1OC', '[]c2ccc1OC(C)(C)CCc1c2', '[]C1CCC(CCCO)CC1', '[]CC(=O)NCC(O)=O', '[]OC(=O)CCN1CCCCC1', '[]C(C)CC(O)C(O)C(C)=C', '[]C(=O)C(N)C(C)CC', '[]CCC1(C)C(C)CCC=C1C', '[]COC(=O)C(NC)C(O)=O', '[]N1CCOCC1', '[]OC(=O)C(C)(CC)OC(C)=O', '[]COC(=O)c1ccccc1O', '[]OC(=O)C(C)(O)CCl', '[]C(=O)C(O)Cc1ccc(O)cc1', '[]C(O)CC1CCCCC1', '[]OC(=C)C(O)=O', '[]OC(=O)C(=C)C(C)O', '[]OC(=O)CCC(C)CO', '[]C1(NC)CCCCC1', '[]C(OC)C(C)C', '[]C=C(CO)C(O)=O', '[]CC=C(C)CCC(O)C(C)(C)O', '[]C(C)c1c[nH]c2ccccc12', '[]C1(CO)CO1', '[]OC(=O)CCc1ccc(O)cc1', '[]C(=O)c1c(C)cc(O)cc1O', '[]c1ccc(C=CC(O)=O)cc1', '[]Cc1ccc(C(N)N)cc1', '[]C(=O)NC(C(C)C)C(=O)OC', '[]C(CC(=O)OC)OC(C)=O', '[]NC(=N)NCCc1ccccc1', '[]CCCC(Cl)Cl', '[]C(=O)NC(O)C(O)=O', '[]C(C)C(CCCO)NCC(C)O', '[]C=CCCCCCCC', '[]OC(=O)CC(C)(O)CC(=O)OC', '[]C1CCC(=O)N1', '[]CCC(O)CC', '[]Oc1cc(C)cc(O)c1C(O)=O', '[]CNC1=NC=C[CH-]1', '[]C(CO)CCO', '[]CCC(C)C(C)=O', '[]C1CCCC1c2cccc(O)c2', '[]C=CC(=O)N1CCCCC1', '[]C=CC(O)CO', '[]C1CCC(C)(C=C)C(C(C)=C)C1', '[]C(C)C(=O)NCCOC', '[]Cc1c(O)cc(C)oc1=O', '[]c1ccc(CO)o1', '[]C(C)CC=Cc1ccccc1', '[]CC(O)C(C)=O', '[]CCC=C(C)COC(C)=O', '[]OC(=O)C(OC(C)=O)C(C)CC', '[]C(C)=CC(=O)CC(C)C', '[]C1=N[CH+]N=C1', '[]OC(C)(C)C', '[]C=CCOC(=O)C(C)=CC', '[]OCC(=O)OCCCC', '[]CC(O)C(C)C', '[]C(=O)C(C)N', '[]C(CO)CCC(=C)C(C)C', '[]c1ccc(N)cc1', '[]OC(=O)c1cccc(O)c1', '[]CC(=O)NC(CC)C(O)=O', '[]CC(=O)NCCC', '[]CC(O)C=C(C)C', '[]C(O)C(O)C(C)(C)O', '[]CNC(=O)CCC(O)=O', '[]CC(=O)NCCCC(O)=O', '[]C(C)(O)C1CC=C(C)C(=O)O1', '[]C(=O)C(C)=C', '[]OCCCNC', '[]C1CCCN1', '[]C1CCCCN1C', '[]OCC(=O)NC(C)C(O)=O', '[]C(=O)C(C)C=c1cc(C)c(=O)o1', '[]C(=O)c1cc(Br)c(O)c(Br)c1', '[]C(C)CC1CC(C)C(=O)O1', '[]OC(=O)C(C)=C(C)C', '[]c2coc1ccc(C)cc1c2=O', '[]C(C)=CC(=O)C=C(C)C', '[]C(O)(C(C)C)C(C)=O', '[]c1c[nH]c(N)n1', '[]NC(=O)COc1ccccc1', '[]CCC(=O)OCCCC', '[]OCC=C(C)CCC(O)C(C)=C', '[]OC(=O)Cc1cccc(CO)c1', '[]C(CO)C(O)CO', '[]COC(=O)c1c(C)cccc1O', '[]C(C)C1CC(CO)=C(C)C(=O)O1', '[]c1ccc(O)c(OCC)c1', '[]C(C)C=CC(CCO)C(C)C', '[]NC1CCCC1', '[]OC(=O)NC(C)C', '[]CI', '[]CCCCCc1ccccc1', '[]C(O)(NCNC)C(O)=O', '[]c2cc(O)c1OCOc1c2', '[]C1(C)OCCO1', '[]C=COC', '[]CC(O)CC(O)=O', '[]C(=O)OCc1ccc(O)cc1', '[]C1(COC(=O)C(C)C)CO1', '[]Oc1cc(C=O)ccc1OC', '[]N1C(=O)CCC1=O', '[]C1CC(=O)OC1(C)C', '[]CC=Cc1ccc(O)cc1', '[]C(Cc1ccccc1)C(O)=O', '[]SSC', '[]C1CCC(O)C(OC)C1', '[]CCC(=O)CCC', '[]C1CCCC1C(O)=O', '[]OC(=O)c1ccccc1N', '[]OCc1ccccc1OC', '[]Cc1cccc(NCC(C)O)c1', '[]C(C(C)C)C(O)=O', '[]C(C)CCC(=C)C(C)C(=O)OC', '[]OC(=O)C(C)C(C)OC(C)=O', '[]OC(CNC)CNC', '[]C(C)C2CC1(C)OC1(C)C(=O)O2', '[]CCn1ccnc1', '[]C1CCC(CCCCC)C1', '[]C=CCNC(=O)c1cc(Br)c[nH]1', '[]C(O)C1(C)OC1C(C)C=CC', '[]C(C)C(=O)c1ccc[nH]1', '[]C(O)(CO)CCC=C(C)C', '[]C(C)C(O)C(O)C=C(C)C', '[]COCC(C)C', '[]CC(OO)C(C)=C', '[]CN1CCCCCC1', '[]CC[n+]1cc[nH]c1', '[]Cc1ccc(Cl)cc1', '[]C(=O)NCCCCN=C(N)N', '[]Nc1ccccc1C(O)=O', '[]OCC(=O)c1ccccc1', '[]C(=O)COC(=O)c1ccccc1', '[]CN2CCc1ccccc1C2', '[]OCc1ccc(C)cc1', '[]C(C)C1OC1c2ccccc2', '[]C=CC(CCCCC)OC(C)=O', '[]CCc1c[nH]c2ccccc12', '[]C(CCC(=C)C(C)(C)O)C(O)=O', '[]CCC(CO)OC', '[]C(=O)OCC(O)COC(C)=O', '[]NCCCOCC', '[]CC(CC)C=CCC', '[]CCCCCC(C)C', '[]CC(O)C(C)(C)Cl', '[]CC1CCNC(N)=N1', '[]CCC#N', '[]CC(=O)N1CCC(C)CC1', '[]COc1cccc(OC)c1O', '[]c1ccc(O)c(O)c1OC', '[]OC(=O)CC(C)(C)OC(C)=O', '[]C=Cc1cc(OC)cc(=O)o1', '[]C(C)CCC(=C)C(C)(C)C', '[]OC(=O)C(CO)=CCOC(C)=O', '[]NCC=C', '[]C(C)C(O)CCC(C)CO', '[]NC(=O)CCC', '[]C(C)CC=CC(C)C', '[]C1OC(=O)C(C)C1C', '[]CC(=C)C=O', '[]OCC(=O)C(C)C', '[]NC(=O)C(NC)C(C)C', '[]CC(=O)c1c(O)cc(O)cc1O', '[]C2COc1cc(OC)ccc1C2', '[]CC(CC)CCCC', '[]c2c(O)c1ccccc1oc2=O', '[]C(O)CC1CCCC1', '[]Cc1cccc(CNC)c1', '[]C(CO)CCCC(C)C', '[]C=C1CCCCC1', '[]COC(=O)c1ccc(OC)cc1', '[]OC(=O)CCCCCCCC', '[]C=CCOC(=O)CC(C)C', '[]CC(=O)c1ccco1', '[]NC(=O)c1cccc(N)c1O', '[]C(O)CCN=C(N)N', '[]c1ccc(C(=O)OCC)o1', '[]c2ccc1ccc(O)cc1c2', '[]n1cc(C=O)[nH]c1=O', '[]SCc1ccccc1', '[]CCCc1ccoc1', '[]Oc1cc(Br)cc(Br)c1OC', '[]c1cc(C)cc(OC)c1O', '[]OC1OC(CN)=CCC1N', '[]CC(=O)N1CCC(O)C1', '[]c1c(O)c(O)c(O)cc1C(O)=O', '[]NC(=O)CCC(N)C(O)=O', '[]C(CCC(C)=O)C(C)C', '[]C(=O)c1c(O)cc(OC)cc1O', '[]C(=C)CC=CC(C)(C)O', '[]c1ccc(OCC(C)=C)cc1', '[]CCC1COC(=O)C1', '[]C(O)CC(N)O', '[]C(C)CC(=O)CC(C)CC=O', '[]CNC(=O)C1CCCC1', '[]SCCN', '[]C(C)=CC(O)C1OC1(C)C', '[]c1c(O)ccc2ccc(=O)oc12', '[]c1ccccc1Cl', '[]c1ccc(OS(O)(=O)=O)cc1', '[]OC(=C)c1ccccc1', '[]SC#N', '[]C1C(C)C=CC1=O', '[]OC(=O)CCC(=O)OC', '[]OCCC1(O)CCCC1', '[]CC(C)CCC(C)C', '[]c1cnc(N)[nH]1', '[]CC(OC(C)=O)C1=CC(=O)OC1', '[]CNC(C(C)C)C(O)=O', '[]CC(=O)C(C)=CC', '[]C(C)CCC(O)C(O)C(O)CO', '[]C(C)CCC(O)(C=C)C(C)C', '[]OC(=O)CC(O)CCCCC', '[]C(=C)CCCO', '[]CCC1CCC(N)NC1', '[]CC(=O)NCCCCCC(O)=O', '[]c2nc1c(C(O)=O)cccc1o2', '[]NC(=O)C(C)C(O)C(C)C', '[]CCC(C)C(=O)OC', '[]c1ccccc1OCC(=O)OC', '[]Cc1cnc(C)nc1N', '[]CCC(C)=CC=C', '[]COC(=O)NC1CCCCC1', '[]OC1CCC(O)C(O)C1O', '[]OC(=O)C(C)(O)CO', '[]C1CCC(=O)c2c(O)cccc12', '[]C1=C(O)C(=O)OC1O', '[]c1ccc(OS(O)(=O)=O)c(O)c1', '[]C(O)C(O)C(C)=C', '[]CCCCCO', '[]CCCCCCCCCCC=C', '[]CCCCC(=O)OC', '[]CCc1cc(OC)cc(OC)c1', '[]c2cc(=O)c1cc(Br)ccc1o2', '[]C(C)C(=O)CCC(C)C', '[]OC(=O)C(=CC)C1(O)CCCC1', '[]c1ccc(C)cc1C', '[]CCC(=O)NC(C(C)C)C(O)=O', '[]C(=O)NC(CCCCN)C(O)=O', '[]CNCCCO', '[]OC(=O)C=C(C)C(C)OC(C)=O', '[]C(=O)OC(C)CC', '[]NC(C)C', '[]C(C)(O)CCC=C(C)C(O)=O', '[]CC=C(C)C(=O)OC', '[]C(=O)c1cc(Cl)c(Cl)[nH]1', '[]CCC1CNC(=O)C12CCCC2', '[]NC(=O)c1ccccc1N(C)C', '[]Oc2ccc1OCOc1c2', '[]C(C(C)CC)C(O)=O', '[]C(O)C1CC2CCN1CC2C=C', '[]C=c1[nH]c(=O)c(C)c1C=C', '[]C1CC1', '[]Cc1cc(C(N)N)ccc1CO', '[]c1ccoc1C', '[]C(=O)C(C)CCCCCCCC', '[]Cc1ncc[nH]1', '[]COC(=O)C=C(C)CCO', '[]CCCCCC1CCCCC1', '[]c1ccc(SC)cc1', '[]CCC=C(C)Cc1cc(C)co1', '[]C(=C)CCC(O)=O', '[]c1ccc(O)c(N(=O)=O)c1', '[]C1=C(C)CC(O)CC1=O', '[]C(C)CCC(CC)C(C)CO', '[]OCc1ccc(O)cc1', '[]OC(=O)C(O)c1ccccc1', '[]C(C)C1OC1C(C)C(C)C', '[]Cc1c(Br)[nH]c2ccc(O)cc12', '[]c1ccc(CO)cc1', '[]OC(=O)CC=C(C)O', '[]NC(=O)C(CC(C)C)N(C)C', '[]C(O)CC(O)C(O)C(C)O', '[]C(=O)CCC(=O)OC', '[]C=CC(O)CC(O)=O', '[]OC(O)c1cc(O)cc(CC)c1', '[]CNC(C(C)CC)C(O)=O', '[]OCC1CO1', '[]C=Cc1cccc(O)c1', '[]C(C)(O)C1CCC(=O)CC1', '[]CC=CC(C)=O', '[]C1OCC2C1COC2=O', '[]OC(F)F', '[]c1ccccc1OC(C)C', '[]C(=O)OC(C)CC(O)=O', '[]C1CCC(OC)CC1', '[]c1cc(=O)c(OC)c(OC)c1=O', '[]CC(O)C1=CC(=O)OC1O', '[]C(=C)CC', '[]C(OC)C(C)O', '[]C(C)C=C(C)C', '[]N1CCC(=O)NC1=O', '[]C(=O)C(C)(C)C', '[]C#CC#CC=CC', '[]C(=O)CCOC(C)=O', '[]CC(CO)Cc1ccccc1', '[]C(=O)NC(CO)C(O)=O', '[]C(=C)CCCC(C)C', '[]c1ccc(C=O)cc1', '[]Cc1ccc(Cl)cc1Cl', '[]C(C)=CC=CC(C)C', '[]C1OC1C(C)(C)O', '[]C(C)CCC(=C)C(C)(C)O', '[]OCc1ccccn1', '[]Oc1ccc(Br)cc1', '[]NCCCCC', '[]C=CC(C)=CC=CC(C)=CC=O', '[]C(=O)C(C)NC(=O)CN', '[]CCCC(CCC(O)=O)NCC', '[]NCCNC', '[]C(C)N(C)C(C)=O', '[]C(C)CCCC(C)C(=O)OC', '[]CC(=O)N1CC(CNC)C1', '[]C(=C)CCCC(C)=O', '[]C(=O)c1ccc(OC)cc1O', '[]C(C)C(O)C(=O)C=C(C)C', '[]c1ccc(OCC)cc1', '[]C(C)C(O)C1OC(=O)C(C)=C1', '[]C(CCC)OC(C)=O', '[]C(C)(O)C(O)CC=C(C)C', '[]CCC(C)(C)OC', '[]COC(=O)Cc1ccc(O)cc1', '[]C(=O)Oc1ccc(C=C)cc1', '[]CC#CC#CC', '[]C=Cc1ccccc1O', '[]C=CC(O)c1ccc(O)cc1', '[]CNCNCC(C)O', '[]C(C)CCC=O', '[]C1C(O)C(N)C2COC1O2', '[]OC(=O)C(C)(C)OC(C)=O', '[]C(C)C1NCC(C)CC1O', '[]C(C)OCC', '[]OC(=O)C1CC(O)C(O)C(O)C1', '[]CNc1ccccc1', '[]C1CC(OC)C(O)C(OC)C1', '[]NC(=O)OCc1ccccc1', '[]CC(=O)OC(C)(C)C', '[]Oc1c(Br)c(Br)c(Br)c(Br)c1Br', '[]c1ccnc(N)n1', '[]C(=C)CCC=C(C)C(O)=O', '[]c1ccccc1N', '[]c1ccc(Cl)c(Cl)c1', '[]C1CC(C=C(C)C)OC1=O', '[]C(O)OC', '[]NC(=O)CCC(O)=O', '[]OC(=O)C(C)(O)C(C)Cl', '[]C(O)COC', '[]OC=CC(C)C', '[]C1(C)CCC(=O)C1(C)C', '[]c1cc(OC)cc(O)c1C(O)=O', '[]CS(C)=O', '[]C1(C)OC(=O)C(C)=C1O', '[]CN1CCN(C)CC1', '[]C(O)C1OC1(C)C', '[]C(C)CC(C)C(C)C(C)C', '[]CC(C)CCCc1ccccc1', '[]C(O)C(O)C(O)C(O)CO', '[]COCCCC', '[]C(=O)C(O)C(C)C', '[]C=CC(=O)CC', '[]c1ncccn1', '[]N=C(O)c1ccccc1N', '[]CC(N)C(=O)OC', '[]C[N+](C)(C)C', '[]c2cnc1NCCC(C)c1c2', '[]C(=O)NC(CC(N)=O)C(O)=O', '[]c1ccc(OC)c(OC(C)C)c1', '[]C(C)C=CC(C(C)C)C(C)C', '[]c1cccc(CCOCC)c1', '[]CC(=O)N1CCCC1C(O)=O', '[]c1cc(Br)c(C)cc1O', '[]CC(C)(O)C=C', '[]CCC(OO)C(C)=C', '[]CCC(C)CNC(=N)NC', '[]CC1=C(C)CC(C)(C)CC1', '[]C=CCC(O)=O', '[]C(C)(O)CCCC(C)=C', '[]C(C)=CCCC(C)(C)O', '[]C=CC=Cc1ccccc1', '[]c2oc1ccc(C)cc1c2C', '[]C(C)(C)CO', '[]Cc1cccc(CO)c1C=O', '[*]c1c[nH]c2ccc(Cl)cc12'] `module-attribute` ¶

Classes¶

Functions¶

`connect_core_and_chains(combi_smiles)` ¶

Connects scaffold core and chains(R-groups).

combi_smiles has [expr:n] format where expr is an expression of atom mapping and n is the atom map number. It is modified from the Patrick Walters' work, Re: [Rdkit-discuss] reassembling a molecule from R-groups. Examples: >>> combi_smiles = "CN(C)CC(Br)c1cc([:2])c([:1])cn1.[H]C([H])([H])[*:1].[H][*:2]" >>> m = connect_core_and_chains(combi_smiles)

Parameters:

combi_smiles (str) –

concatenated SMILES containing core followed by chains.

Returns:

Mol | None –

Union[Mol, None]: connected rdworks.Mol object.

`expand_rgroup(core, r, prefix='RGX', start=1, **kwargs)` ¶

Expands or enumerates the core with R groups.

core SMILES has [#0:n] where n is the attachment index. All attachments are enumerated.

Examples:

>>> core = "[#0:1]C1C([#0:4])C([#0:3])CN2[C@@H]([C@H](C3=CC=C(C#CC4=CC=CC=C4)C=C3)[C@]2([H])CN1C(NC5=CC=C(C=C5)OC)=O)[#0:2]"
>>> V = "[*]C#N.[*]C(O)=O.[*]CO.[*]C(NC)=O.[*]CNC(C)=O.[*]CC=C.[*][H]".split(".")
>>> W = "[*][H].[*]COC".split(".")
>>> X = "[*][H].[*]CC(F)(F)F.[*]OCCOC".split(".")
>>> Y = "[*][H].[*]O.[*]OC".split(".")
>>> output = expand_rgroup(core=core, r={1:V, 2:W, 3:X, 4:Y})

Parameters:

core (str) –

SMILES for the core.
r (Dict[int, List[str]]) –

dictionary of {atom mapping number: list of SMILES for R groups}.
prefix (str, default: 'RGX' ) –

name prefix of generated molecules. Defaults to 'RGX'.
start (int, default: 1 ) –

start number for serial numbers. Defaults to 1.

Returns:

MolLibr ( MolLibr ) –

a library of generated molecules.

`fragmented(rdmol, min_atoms=5, max_atoms=17)` ¶

BRICS decompose and returns fragments

Scaffold

API¶

rdworks.scaffold ¶

Functions¶

BRICS_fragment_indices(rdmol) ¶

BRICS_fragmented(rdmol, min_atoms=None, max_atoms=None) ¶

breakup(parents, maxChildren=None, verbose=False) ¶

depth_first_search(rdatom, origin_atom, end_idx, group, BRICS_bonds) ¶

get_attached_linkers(mol) ¶

remove_exocyclic(rdmol) ¶

rigid_fragment_indices(rdmol) ¶

scaffold_network(rdmol) ¶

scaffold_tree(rdmol) ¶

rdworks.matchedseries ¶

Attributes¶

Classes¶

MatchedSeries ¶

Attributes¶

core_max = core_max instance-attribute ¶

core_min = core_min instance-attribute ¶

mollibr = copy.deepcopy(mollibr) instance-attribute ¶

series = self.libr_to_series() instance-attribute ¶

size_min = size_min instance-attribute ¶

sort_props = sort_props instance-attribute ¶

template_coord2D = None instance-attribute ¶

template_pattern = None instance-attribute ¶

Functions¶

count() ¶

depict(smiles) ¶

libr_to_series() ¶

report(workdir=pathlib.Path('.'), prefix='mmseries', num_columns=5, rgroup_width=200, rgroup_height=200, rgroup_max=None, scaffold_width=300, scaffold_height=300) ¶

template(SMARTS, rdmol) ¶

Functions¶

calculate_bond_length(mol, atom1_idx, atom2_idx) ¶

create_uniform_grid_image(molecules, legends=None, mols_per_row=4, sub_img_size=(300, 300), target_bond_length=None, reference_bond_type='C-C') ¶

get_attachment_orientation(mol, dummy_atom_idx=None) ¶

get_average_bond_length(mol, bond_type='C-C') ¶

orient_rgroup_to_attachment(rgroup_mol, scaffold_orientations) ¶

scale_molecule_coordinates(mol, target_bond_length, reference_bond_type='any') ¶

standardize_rgroup_scales(molecules, target_bond_length=None, reference_bond_type='C-C') ¶

rdworks.rgroup ¶

Attributes¶

most_common = ['[*]O', '[*]C', '[*]OC', '[*]OC(=O)C', '[*]CO', '[*]C(=O)O', '[*]C(C)C', '[*]C(=O)OC', '[*]N', '[*]CC', '[*]C(=O)', '[*]c1ccccc1', '[*]CC=C(C)(C)', '[*]C(=O)C', '[*]Cl', '[*]COC(=O)C'] module-attribute ¶

Classes¶

Functions¶

connect_core_and_chains(combi_smiles) ¶

expand_rgroup(core, r, prefix='RGX', start=1, **kwargs) ¶

fragmented(rdmol, min_atoms=5, max_atoms=17) ¶

`rdworks.scaffold` ¶

`BRICS_fragment_indices(rdmol)` ¶

`BRICS_fragmented(rdmol, min_atoms=None, max_atoms=None)` ¶

`breakup(parents, maxChildren=None, verbose=False)` ¶

`depth_first_search(rdatom, origin_atom, end_idx, group, BRICS_bonds)` ¶

`get_attached_linkers(mol)` ¶

`remove_exocyclic(rdmol)` ¶

`rigid_fragment_indices(rdmol)` ¶

`scaffold_network(rdmol)` ¶

`scaffold_tree(rdmol)` ¶

`rdworks.matchedseries` ¶

`MatchedSeries` ¶

`core_max = core_max` `instance-attribute` ¶

`core_min = core_min` `instance-attribute` ¶

`mollibr = copy.deepcopy(mollibr)` `instance-attribute` ¶

`series = self.libr_to_series()` `instance-attribute` ¶

`size_min = size_min` `instance-attribute` ¶

`sort_props = sort_props` `instance-attribute` ¶

`template_coord2D = None` `instance-attribute` ¶

`template_pattern = None` `instance-attribute` ¶

`count()` ¶

`depict(smiles)` ¶

`libr_to_series()` ¶

`report(workdir=pathlib.Path('.'), prefix='mmseries', num_columns=5, rgroup_width=200, rgroup_height=200, rgroup_max=None, scaffold_width=300, scaffold_height=300)` ¶

`template(SMARTS, rdmol)` ¶

`calculate_bond_length(mol, atom1_idx, atom2_idx)` ¶

`create_uniform_grid_image(molecules, legends=None, mols_per_row=4, sub_img_size=(300, 300), target_bond_length=None, reference_bond_type='C-C')` ¶

`get_attachment_orientation(mol, dummy_atom_idx=None)` ¶

`get_average_bond_length(mol, bond_type='C-C')` ¶

`orient_rgroup_to_attachment(rgroup_mol, scaffold_orientations)` ¶

`scale_molecule_coordinates(mol, target_bond_length, reference_bond_type='any')` ¶

`standardize_rgroup_scales(molecules, target_bond_length=None, reference_bond_type='C-C')` ¶

`rdworks.rgroup` ¶

`most_common = ['[]O', '[]C', '[]OC', '[]OC(=O)C', '[]CO', '[]C(=O)O', '[]C(C)C', '[]C(=O)OC', '[]N', '[]CC', '[]C(=O)', '[]c1ccccc1', '[]CC=C(C)(C)', '[]C(=O)C', '[]Cl', '[]COC(=O)C']` `module-attribute` ¶

`connect_core_and_chains(combi_smiles)` ¶

`expand_rgroup(core, r, prefix='RGX', start=1, **kwargs)` ¶

`fragmented(rdmol, min_atoms=5, max_atoms=17)` ¶