File size: 12,495 Bytes
714cf46
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
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
267
268
269
270
271
272
273
274
275
276
277
278
279
280
281
282
283
284
285
286
287
288
289
290
291
292
293
294
295
296
297
298
299
300
301
302
303
304
305
import os
import pickle

import numpy as np
import torch
from pathlib import Path
from tqdm import tqdm
import pandas as pd
from boltz.data.mol import load_molecules
from boltz.data import const
from boltz.data.parse.mmcif_with_constraints import parse_mmcif
from multiprocessing import Pool


def compute_torsion_angles(coords, torsion_index):
    r_ij = coords[..., torsion_index[0], :] - coords[..., torsion_index[1], :]
    r_kj = coords[..., torsion_index[2], :] - coords[..., torsion_index[1], :]
    r_kl = coords[..., torsion_index[2], :] - coords[..., torsion_index[3], :]
    n_ijk = np.cross(r_ij, r_kj, axis=-1)
    n_jkl = np.cross(r_kj, r_kl, axis=-1)
    r_kj_norm = np.linalg.norm(r_kj, axis=-1)
    n_ijk_norm = np.linalg.norm(n_ijk, axis=-1)
    n_jkl_norm = np.linalg.norm(n_jkl, axis=-1)
    sign_phi = np.sign(
        r_kj[..., None, :] @ np.cross(n_ijk, n_jkl, axis=-1)[..., None]
    ).squeeze(axis=(-1, -2))
    phi = sign_phi * np.arccos(
        np.clip(
            (n_ijk[..., None, :] @ n_jkl[..., None]).squeeze(axis=(-1, -2))
            / (n_ijk_norm * n_jkl_norm),
            -1 + 1e-8,
            1 - 1e-8,
        )
    )
    return phi


def check_ligand_distance_geometry(
    structure, constraints, bond_buffer=0.25, angle_buffer=0.25, clash_buffer=0.2
):
    coords = structure.coords["coords"]
    rdkit_bounds_constraints = constraints.rdkit_bounds_constraints
    pair_index = rdkit_bounds_constraints["atom_idxs"].copy().astype(np.int64).T
    bond_mask = rdkit_bounds_constraints["is_bond"].copy().astype(bool)
    angle_mask = rdkit_bounds_constraints["is_angle"].copy().astype(bool)
    upper_bounds = rdkit_bounds_constraints["upper_bound"].copy().astype(np.float32)
    lower_bounds = rdkit_bounds_constraints["lower_bound"].copy().astype(np.float32)
    dists = np.linalg.norm(coords[pair_index[0]] - coords[pair_index[1]], axis=-1)
    bond_length_violations = (
        dists[bond_mask] <= lower_bounds[bond_mask] * (1.0 - bond_buffer)
    ) + (dists[bond_mask] >= upper_bounds[bond_mask] * (1.0 + bond_buffer))
    bond_angle_violations = (
        dists[angle_mask] <= lower_bounds[angle_mask] * (1.0 - angle_buffer)
    ) + (dists[angle_mask] >= upper_bounds[angle_mask] * (1.0 + angle_buffer))
    internal_clash_violations = dists[~bond_mask * ~angle_mask] <= lower_bounds[
        ~bond_mask * ~angle_mask
    ] * (1.0 - clash_buffer)
    num_ligands = sum(
        [
            int(const.chain_types[chain["mol_type"]] == "NONPOLYMER")
            for chain in structure.chains
        ]
    )
    return {
        "num_ligands": num_ligands,
        "num_bond_length_violations": bond_length_violations.sum(),
        "num_bonds": bond_mask.sum(),
        "num_bond_angle_violations": bond_angle_violations.sum(),
        "num_angles": angle_mask.sum(),
        "num_internal_clash_violations": internal_clash_violations.sum(),
        "num_non_neighbors": (~bond_mask * ~angle_mask).sum(),
    }


def check_ligand_stereochemistry(structure, constraints):
    coords = structure.coords["coords"]
    chiral_atom_constraints = constraints.chiral_atom_constraints
    stereo_bond_constraints = constraints.stereo_bond_constraints

    chiral_atom_index = chiral_atom_constraints["atom_idxs"].T
    true_chiral_atom_orientations = chiral_atom_constraints["is_r"]
    chiral_atom_ref_mask = chiral_atom_constraints["is_reference"]
    chiral_atom_index = chiral_atom_index[:, chiral_atom_ref_mask]
    true_chiral_atom_orientations = true_chiral_atom_orientations[chiral_atom_ref_mask]
    pred_chiral_atom_orientations = (
        compute_torsion_angles(coords, chiral_atom_index) > 0
    )
    chiral_atom_violations = (
        pred_chiral_atom_orientations != true_chiral_atom_orientations
    )

    stereo_bond_index = stereo_bond_constraints["atom_idxs"].T
    true_stereo_bond_orientations = stereo_bond_constraints["is_e"]
    stereo_bond_ref_mask = stereo_bond_constraints["is_reference"]
    stereo_bond_index = stereo_bond_index[:, stereo_bond_ref_mask]
    true_stereo_bond_orientations = true_stereo_bond_orientations[stereo_bond_ref_mask]
    pred_stereo_bond_orientations = (
        np.abs(compute_torsion_angles(coords, stereo_bond_index)) > np.pi / 2
    )
    stereo_bond_violations = (
        pred_stereo_bond_orientations != true_stereo_bond_orientations
    )

    return {
        "num_chiral_atom_violations": chiral_atom_violations.sum(),
        "num_chiral_atoms": chiral_atom_index.shape[1],
        "num_stereo_bond_violations": stereo_bond_violations.sum(),
        "num_stereo_bonds": stereo_bond_index.shape[1],
    }


def check_ligand_flatness(structure, constraints, buffer=0.25):
    coords = structure.coords["coords"]

    planar_ring_5_index = constraints.planar_ring_5_constraints["atom_idxs"]
    ring_5_coords = coords[planar_ring_5_index, :]
    centered_ring_5_coords = ring_5_coords - ring_5_coords.mean(axis=-2, keepdims=True)
    ring_5_vecs = np.linalg.svd(centered_ring_5_coords)[2][..., -1, :, None]
    ring_5_dists = np.abs((centered_ring_5_coords @ ring_5_vecs).squeeze(axis=-1))
    ring_5_violations = np.all(ring_5_dists <= buffer, axis=-1)

    planar_ring_6_index = constraints.planar_ring_6_constraints["atom_idxs"]
    ring_6_coords = coords[planar_ring_6_index, :]
    centered_ring_6_coords = ring_6_coords - ring_6_coords.mean(axis=-2, keepdims=True)
    ring_6_vecs = np.linalg.svd(centered_ring_6_coords)[2][..., -1, :, None]
    ring_6_dists = np.abs((centered_ring_6_coords @ ring_6_vecs)).squeeze(axis=-1)
    ring_6_violations = np.any(ring_6_dists >= buffer, axis=-1)

    planar_bond_index = constraints.planar_bond_constraints["atom_idxs"]
    bond_coords = coords[planar_bond_index, :]
    centered_bond_coords = bond_coords - bond_coords.mean(axis=-2, keepdims=True)
    bond_vecs = np.linalg.svd(centered_bond_coords)[2][..., -1, :, None]
    bond_dists = np.abs((centered_bond_coords @ bond_vecs)).squeeze(axis=-1)
    bond_violations = np.any(bond_dists >= buffer, axis=-1)

    return {
        "num_planar_5_ring_violations": ring_5_violations.sum(),
        "num_planar_5_rings": ring_5_violations.shape[0],
        "num_planar_6_ring_violations": ring_6_violations.sum(),
        "num_planar_6_rings": ring_6_violations.shape[0],
        "num_planar_double_bond_violations": bond_violations.sum(),
        "num_planar_double_bonds": bond_violations.shape[0],
    }


def check_steric_clash(structure, molecules, buffer=0.25):
    result = {}
    for type_i in const.chain_types:
        out_type_i = type_i.lower()
        out_type_i = out_type_i if out_type_i != "nonpolymer" else "ligand"
        result[f"num_chain_pairs_sym_{out_type_i}"] = 0
        result[f"num_chain_clashes_sym_{out_type_i}"] = 0
        for type_j in const.chain_types:
            out_type_j = type_j.lower()
            out_type_j = out_type_j if out_type_j != "nonpolymer" else "ligand"
            result[f"num_chain_pairs_asym_{out_type_i}_{out_type_j}"] = 0
            result[f"num_chain_clashes_asym_{out_type_i}_{out_type_j}"] = 0

    connected_chains = set()
    for bond in structure.bonds:
        if bond["chain_1"] != bond["chain_2"]:
            connected_chains.add(tuple(sorted((bond["chain_1"], bond["chain_2"]))))

    vdw_radii = []
    for res in structure.residues:
        mol = molecules[res["name"]]
        token_atoms = structure.atoms[
            res["atom_idx"] : res["atom_idx"] + res["atom_num"]
        ]
        atom_name_to_ref = {a.GetProp("name"): a for a in mol.GetAtoms()}
        token_atoms_ref = [atom_name_to_ref[a["name"]] for a in token_atoms]
        vdw_radii.extend(
            [const.vdw_radii[a.GetAtomicNum() - 1] for a in token_atoms_ref]
        )
    vdw_radii = np.array(vdw_radii, dtype=np.float32)

    np.array([a.GetAtomicNum() for a in token_atoms_ref])
    for i, chain_i in enumerate(structure.chains):
        for j, chain_j in enumerate(structure.chains):
            if (
                chain_i["atom_num"] == 1
                or chain_j["atom_num"] == 1
                or j <= i
                or (i, j) in connected_chains
            ):
                continue
            coords_i = structure.coords["coords"][
                chain_i["atom_idx"] : chain_i["atom_idx"] + chain_i["atom_num"]
            ]
            coords_j = structure.coords["coords"][
                chain_j["atom_idx"] : chain_j["atom_idx"] + chain_j["atom_num"]
            ]
            dists = np.linalg.norm(coords_i[:, None, :] - coords_j[None, :, :], axis=-1)
            radii_i = vdw_radii[
                chain_i["atom_idx"] : chain_i["atom_idx"] + chain_i["atom_num"]
            ]
            radii_j = vdw_radii[
                chain_j["atom_idx"] : chain_j["atom_idx"] + chain_j["atom_num"]
            ]
            radii_sum = radii_i[:, None] + radii_j[None, :]
            is_clashing = np.any(dists < radii_sum * (1.00 - buffer))
            type_i = const.chain_types[chain_i["mol_type"]].lower()
            type_j = const.chain_types[chain_j["mol_type"]].lower()
            type_i = type_i if type_i != "nonpolymer" else "ligand"
            type_j = type_j if type_j != "nonpolymer" else "ligand"
            is_symmetric = (
                chain_i["entity_id"] == chain_j["entity_id"]
                and chain_i["atom_num"] == chain_j["atom_num"]
            )
            if is_symmetric:
                key = "sym_" + type_i
            else:
                key = "asym_" + type_i + "_" + type_j
            result["num_chain_pairs_" + key] += 1
            result["num_chain_clashes_" + key] += int(is_clashing)
    return result


cache_dir = Path("/data/rbg/users/jwohlwend/boltz-cache")
ccd_path = cache_dir / "ccd.pkl"
moldir = cache_dir / "mols"
with ccd_path.open("rb") as file:
    ccd = pickle.load(file)

boltz1_dir = Path(
    "/data/rbg/shared/projects/foldeverything/boltz_results_final/outputs/test/boltz/predictions"
)
boltz1x_dir = Path(
    "/data/scratch/getzn/boltz_private/boltz_1x_test_results_final_new/full_predictions"
)
chai_dir = Path(
    "/data/rbg/shared/projects/foldeverything/boltz_results_final/outputs/test/chai"
)
af3_dir = Path(
    "/data/rbg/shared/projects/foldeverything/boltz_results_final/outputs/test/af3"
)

boltz1_pdb_ids = set(os.listdir(boltz1_dir))
boltz1x_pdb_ids = set(os.listdir(boltz1x_dir))
chai_pdb_ids = set(os.listdir(chai_dir))
af3_pdb_ids = set([pdb_id for pdb_id in os.listdir(af3_dir)])
common_pdb_ids = boltz1_pdb_ids & boltz1x_pdb_ids & chai_pdb_ids & af3_pdb_ids

tools = ["boltz1", "boltz1x", "chai", "af3"]
num_samples = 5


def process_fn(key):
    tool, pdb_id, model_idx = key
    if tool == "boltz1":
        cif_path = boltz1_dir / pdb_id / f"{pdb_id}_model_{model_idx}.cif"
    elif tool == "boltz1x":
        cif_path = boltz1x_dir / pdb_id / f"{pdb_id}_model_{model_idx}.cif"
    elif tool == "chai":
        cif_path = chai_dir / pdb_id / f"pred.model_idx_{model_idx}.cif"
    elif tool == "af3":
        cif_path = af3_dir / pdb_id.lower() / f"seed-1_sample-{model_idx}" / "model.cif"

    parsed_structure = parse_mmcif(
        cif_path,
        ccd,
        moldir,
    )
    structure = parsed_structure.data
    constraints = parsed_structure.residue_constraints

    record = {
        "tool": tool,
        "pdb_id": pdb_id,
        "model_idx": model_idx,
    }
    record.update(check_ligand_distance_geometry(structure, constraints))
    record.update(check_ligand_stereochemistry(structure, constraints))
    record.update(check_ligand_flatness(structure, constraints))
    record.update(check_steric_clash(structure, molecules=ccd))
    return record


keys = []
for tool in tools:
    for pdb_id in common_pdb_ids:
        for model_idx in range(num_samples):
            keys.append((tool, pdb_id, model_idx))

process_fn(keys[0])
records = []
with Pool(48) as p:
    with tqdm(total=len(keys)) as pbar:
        for record in p.imap_unordered(process_fn, keys):
            records.append(record)
            pbar.update(1)
df = pd.DataFrame.from_records(records)

df["num_chain_clashes_all"] = df[
    [key for key in df.columns if "chain_clash" in key]
].sum(axis=1)
df["num_pairs_all"] = df[[key for key in df.columns if "chain_pair" in key]].sum(axis=1)
df["clash_free"] = df["num_chain_clashes_all"] == 0
df["valid_ligand"] = (
    df[[key for key in df.columns if "violation" in key]].sum(axis=1) == 0
)
df["valid"] = (df["clash_free"]) & (df["valid_ligand"])

df.to_csv("physical_checks_test.csv")