File size: 10,017 Bytes
dcacefd
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
61
62
63
64
65
66
67
68
69
70
71
72
73
74
75
76
77
78
79
80
81
82
83
84
85
86
87
88
89
90
91
92
93
94
95
96
97
98
99
100
101
102
103
104
105
106
107
108
109
110
111
112
113
114
115
116
117
118
119
120
121
122
123
124
125
126
127
128
129
130
131
132
133
134
135
136
137
138
139
140
141
142
143
144
145
146
147
148
149
150
151
152
153
154
155
156
157
158
159
160
161
162
163
164
165
166
167
168
169
170
171
172
173
174
175
176
177
178
179
180
181
182
183
184
185
186
187
188
189
190
191
192
193
194
195
196
197
198
199
200
201
202
203
204
205
206
207
208
209
210
211
212
213
214
215
216
217
218
219
220
221
222
223
224
225
226
227
228
229
230
231
232
233
234
235
236
237
238
239
240
241
242
243
244
245
246
247
248
249
250
251
252
253
254
255
256
257
258
259
260
261
262
263
264
265
266
from openbabel import pybel
from meeko import MoleculePreparation
from meeko import obutils
from vina import Vina
import subprocess
import rdkit.Chem as Chem
from rdkit.Chem import AllChem
import tempfile
import AutoDockTools
import os
import contextlib

from utils.reconstruct import reconstruct_from_generated
from utils.evaluation.docking_qvina import get_random_id, BaseDockingTask


def supress_stdout(func):
    def wrapper(*a, **ka):
        with open(os.devnull, 'w') as devnull:
            with contextlib.redirect_stdout(devnull):
                return func(*a, **ka)
    return wrapper


class PrepLig(object):
    def __init__(self, input_mol, mol_format):
        if mol_format == 'smi':
            self.ob_mol = pybel.readstring('smi', input_mol)
        elif mol_format == 'sdf': 
            self.ob_mol = next(pybel.readfile(mol_format, input_mol))
        else:
            raise ValueError(f'mol_format {mol_format} not supported')
        
    def addH(self, polaronly=False, correctforph=True, PH=7): 
        self.ob_mol.OBMol.AddHydrogens(polaronly, correctforph, PH)
        obutils.writeMolecule(self.ob_mol.OBMol, 'tmp_h.sdf')

    def gen_conf(self):
        sdf_block = self.ob_mol.write('sdf')
        rdkit_mol = Chem.MolFromMolBlock(sdf_block, removeHs=False)
        AllChem.EmbedMolecule(rdkit_mol, Chem.rdDistGeom.ETKDGv3())
        self.ob_mol = pybel.readstring('sdf', Chem.MolToMolBlock(rdkit_mol))
        obutils.writeMolecule(self.ob_mol.OBMol, 'conf_h.sdf')

    @supress_stdout
    def get_pdbqt(self, lig_pdbqt=None):
        preparator = MoleculePreparation()
        preparator.prepare(self.ob_mol.OBMol)
        if lig_pdbqt is not None: 
            preparator.write_pdbqt_file(lig_pdbqt)
            return 
        else: 
            return preparator.write_pdbqt_string()
        

class PrepProt(object): 
    def __init__(self, pdb_file): 
        self.prot = pdb_file
    
    def del_water(self, dry_pdb_file): # optional
        with open(self.prot) as f: 
            lines = [l for l in f.readlines() if l.startswith('ATOM') or l.startswith('HETATM')] 
            dry_lines = [l for l in lines if not 'HOH' in l]
        
        with open(dry_pdb_file, 'w') as f:
            f.write(''.join(dry_lines))
        self.prot = dry_pdb_file
        
    def addH(self, prot_pqr):  # call pdb2pqr
        self.prot_pqr = prot_pqr
        subprocess.Popen(['pdb2pqr30','--ff=AMBER',self.prot, self.prot_pqr],
                         stderr=subprocess.DEVNULL, stdout=subprocess.DEVNULL).communicate()

    def get_pdbqt(self, prot_pdbqt):
        prepare_receptor = os.path.join(AutoDockTools.__path__[0], 'Utilities24/prepare_receptor4.py')
        subprocess.Popen(['python3', prepare_receptor, '-r', self.prot_pqr, '-o', prot_pdbqt],
                         stderr=subprocess.DEVNULL, stdout=subprocess.DEVNULL).communicate()


class VinaDock(object): 
    def __init__(self, lig_pdbqt, prot_pdbqt): 
        self.lig_pdbqt = lig_pdbqt
        self.prot_pdbqt = prot_pdbqt
    
    def _max_min_pdb(self, pdb, buffer):
        with open(pdb, 'r') as f: 
            lines = [l for l in f.readlines() if l.startswith('ATOM') or l.startswith('HEATATM')]
            xs = [float(l[31:39]) for l in lines]
            ys = [float(l[39:47]) for l in lines]
            zs = [float(l[47:55]) for l in lines]
            print(max(xs), min(xs))
            print(max(ys), min(ys))
            print(max(zs), min(zs))
            pocket_center = [(max(xs) + min(xs))/2, (max(ys) + min(ys))/2, (max(zs) + min(zs))/2]
            box_size = [(max(xs) - min(xs)) + buffer, (max(ys) - min(ys)) + buffer, (max(zs) - min(zs)) + buffer]
            return pocket_center, box_size
    
    def get_box(self, ref=None, buffer=0):
        '''
        ref: reference pdb to define pocket. 
        buffer: buffer size to add 

        if ref is not None: 
            get the max and min on x, y, z axis in ref pdb and add buffer to each dimension 
        else: 
            use the entire protein to define pocket 
        '''
        if ref is None: 
            ref = self.prot_pdbqt
        self.pocket_center, self.box_size = self._max_min_pdb(ref, buffer)
        print(self.pocket_center, self.box_size)

    def dock(self, score_func='vina', seed=0, mode='dock', exhaustiveness=8, save_pose=False, **kwargs):  # seed=0 mean random seed
        v = Vina(sf_name=score_func, seed=seed, verbosity=0, **kwargs)
        v.set_receptor(self.prot_pdbqt)
        v.set_ligand_from_file(self.lig_pdbqt)
        v.compute_vina_maps(center=self.pocket_center, box_size=self.box_size)
        if mode == 'score_only': 
            score = v.score()[0]
        elif mode == 'minimize':
            score = v.optimize()[0]
        elif mode == 'dock':
            v.dock(exhaustiveness=exhaustiveness, n_poses=1)
            score = v.energies(n_poses=1)[0][0]
        else:
            raise ValueError
        
        if not save_pose: 
            return score
        else: 
            if mode == 'score_only': 
                pose = None 
            elif mode == 'minimize': 
                tmp = tempfile.NamedTemporaryFile()
                with open(tmp.name, 'w') as f: 
                    v.write_pose(tmp.name, overwrite=True)             
                with open(tmp.name, 'r') as f: 
                    pose = f.read()
   
            elif mode == 'dock': 
                pose = v.poses(n_poses=1)
            else:
                raise ValueError
            return score, pose


class VinaDockingTask(BaseDockingTask):

    @classmethod
    def from_generated_data(cls, data, protein_root='./data/crossdocked', **kwargs):
        # load original pdb
        protein_fn = os.path.join(
            os.path.dirname(data.ligand_filename),
            os.path.basename(data.ligand_filename)[:10] + '.pdb'  # PDBId_Chain_rec.pdb
        )
        protein_path = os.path.join(protein_root, protein_fn)
        ligand_rdmol = reconstruct_from_generated(data.clone())
        return cls(protein_path, ligand_rdmol, **kwargs)

    @classmethod
    def from_original_data(cls, data, ligand_root='./data/crossdocked_pocket10', protein_root='./data/crossdocked',
                           **kwargs):
        protein_fn = os.path.join(
            os.path.dirname(data.ligand_filename),
            os.path.basename(data.ligand_filename)[:10] + '.pdb'
        )
        protein_path = os.path.join(protein_root, protein_fn)

        ligand_path = os.path.join(ligand_root, data.ligand_filename)
        ligand_rdmol = next(iter(Chem.SDMolSupplier(ligand_path)))
        return cls(protein_path, ligand_rdmol, **kwargs)

    @classmethod
    def from_generated_mol(cls, ligand_rdmol, ligand_filename, protein_root='./data/crossdocked', **kwargs):
        # load original pdb
        protein_fn = os.path.join(
            os.path.dirname(ligand_filename),
            os.path.basename(ligand_filename)[:10] + '.pdb'  # PDBId_Chain_rec.pdb
        )
        protein_path = os.path.join(protein_root, protein_fn)
        return cls(protein_path, ligand_rdmol, **kwargs)

    def __init__(self, protein_path, ligand_rdmol, tmp_dir='./tmp', center=None,
                 size_factor=1., buffer=5.0):
        super().__init__(protein_path, ligand_rdmol)
        # self.conda_env = conda_env
        self.tmp_dir = os.path.realpath(tmp_dir)
        os.makedirs(tmp_dir, exist_ok=True)

        self.task_id = get_random_id()
        self.receptor_id = self.task_id + '_receptor'
        self.ligand_id = self.task_id + '_ligand'

        self.receptor_path = protein_path
        self.ligand_path = os.path.join(self.tmp_dir, self.ligand_id + '.sdf')

        self.recon_ligand_mol = ligand_rdmol
        ligand_rdmol = Chem.AddHs(ligand_rdmol, addCoords=True)

        sdf_writer = Chem.SDWriter(self.ligand_path)
        sdf_writer.write(ligand_rdmol)
        sdf_writer.close()
        self.ligand_rdmol = ligand_rdmol

        pos = ligand_rdmol.GetConformer(0).GetPositions()
        if center is None:
            self.center = (pos.max(0) + pos.min(0)) / 2
        else:
            self.center = center

        if size_factor is None:
            self.size_x, self.size_y, self.size_z = 20, 20, 20
        else:
            self.size_x, self.size_y, self.size_z = (pos.max(0) - pos.min(0)) * size_factor + buffer

        self.proc = None
        self.results = None
        self.output = None
        self.error_output = None
        self.docked_sdf_path = None

    def run(self, mode='dock', exhaustiveness=8, **kwargs):
        ligand_pdbqt = self.ligand_path[:-4] + '.pdbqt'
        protein_pqr = self.receptor_path[:-4] + '.pqr'
        protein_pdbqt = self.receptor_path[:-4] + '.pdbqt'

        lig = PrepLig(self.ligand_path, 'sdf')
        lig.get_pdbqt(ligand_pdbqt)

        prot = PrepProt(self.receptor_path)
        if not os.path.exists(protein_pqr):
            prot.addH(protein_pqr)
        if not os.path.exists(protein_pdbqt):
            prot.get_pdbqt(protein_pdbqt)

        dock = VinaDock(ligand_pdbqt, protein_pdbqt)
        dock.pocket_center, dock.box_size = self.center, [self.size_x, self.size_y, self.size_z]
        score, pose = dock.dock(score_func='vina', mode=mode, exhaustiveness=exhaustiveness, save_pose=True, **kwargs)
        return [{'affinity': score, 'pose': pose}]


# if __name__ == '__main__':
#     lig_pdbqt = 'data/lig.pdbqt'
#     mol_file = 'data/1a4k_ligand.sdf'
#     a = PrepLig(mol_file, 'sdf')
#     # mol_file = 'CC(=C)C(=O)OCCN(C)C'
#     # a = PrepLig(mol_file, 'smi')
#     a.addH()
#     a.gen_conf()
#     a.get_pdbqt(lig_pdbqt)
#
#     prot_file = 'data/1a4k_protein_chainAB.pdb'
#     prot_dry = 'data/protein_dry.pdb'
#     prot_pqr = 'data/protein.pqr'
#     prot_pdbqt = 'data/protein.pdbqt'
#     b = PrepProt(prot_file)
#     b.del_water(prot_dry)
#     b.addH(prot_pqr)
#     b.get_pdbqt(prot_pdbqt)
#
#     dock = VinaDock(lig_pdbqt, prot_pdbqt)
#     dock.get_box()
#     dock.dock()