File size: 5,797 Bytes
813c6b1
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
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
import sys
import os
import xgboost as xgb
import torch
import numpy as np
from transformers import AutoModelForMaskedLM
from tokenizer.my_tokenizers import SMILES_SPE_Tokenizer
import warnings
import numpy as np
from rdkit.Chem import Descriptors, rdMolDescriptors
from rdkit import Chem, rdBase, DataStructs
from rdkit.Chem import AllChem
from typing import List

base_path = "/scratch/pranamlab/sophtang/home/scoring/PeptiVerse"

rdBase.DisableLog('rdApp.error')
warnings.filterwarnings("ignore", category=DeprecationWarning)
warnings.filterwarnings("ignore", category=UserWarning)
warnings.filterwarnings("ignore", category=FutureWarning)

def fingerprints_from_smiles(smiles: List, size=2048):
    """ Create ECFP fingerprints of smiles, with validity check """
    fps = []
    valid_mask = []
    for i, smile in enumerate(smiles):
        mol = Chem.MolFromSmiles(smile)
        valid_mask.append(int(mol is not None))
        fp = fingerprints_from_mol(mol, size=size) if mol else np.zeros((1, size))
        fps.append(fp)

    fps = np.concatenate(fps, axis=0)
    return fps, valid_mask


def fingerprints_from_mol(molecule, radius=3, size=2048, hashed=False):
    """ Create ECFP fingerprint of a molecule """
    if hashed:
        fp_bits = AllChem.GetHashedMorganFingerprint(molecule, radius, nBits=size)
    else:
        fp_bits = AllChem.GetMorganFingerprintAsBitVect(molecule, radius, nBits=size)
    fp_np = np.zeros((1,))
    DataStructs.ConvertToNumpyArray(fp_bits, fp_np)
    return fp_np.reshape(1, -1)

def getMolDescriptors(mol, missingVal=0):
    """ calculate the full list of descriptors for a molecule """

    values, names = [], []
    for nm, fn in Descriptors._descList:
        try:
            val = fn(mol)
        except:
            val = missingVal
        values.append(val)
        names.append(nm)

    custom_descriptors = {'hydrogen-bond donors': rdMolDescriptors.CalcNumLipinskiHBD,
                          'hydrogen-bond acceptors': rdMolDescriptors.CalcNumLipinskiHBA,
                          'rotatable bonds': rdMolDescriptors.CalcNumRotatableBonds,}
    
    for nm, fn in custom_descriptors.items():
        try:
            val = fn(mol)
        except:
            val = missingVal
        values.append(val)
        names.append(nm)
    return values, names

def get_pep_dps_from_smi(smi):
    try:
        mol = Chem.MolFromSmiles(smi)
    except:
        print(f"convert smi {smi} to molecule failed!")
        mol = None
    
    dps, _ = getMolDescriptors(mol)
    return np.array(dps)


def get_pep_dps(smi_list):
    if len(smi_list) == 0:
        return np.zeros((0, 213))
    return np.array([get_pep_dps_from_smi(smi) for smi in smi_list])

def check_smi_validity(smiles: list):
    valid_smi, valid_idx = [], []
    for idx, smi in enumerate(smiles):
        try:
            mol = Chem.MolFromSmiles(smi) if smi else None
            if mol:
                valid_smi.append(smi)
                valid_idx.append(idx)
        except Exception as e:
            # logger.debug(f'Error: {e} in smiles {smi}')
            pass 
    return valid_smi, valid_idx

class Permeability:
    
    def __init__(self):
        self.predictor = xgb.Booster(model_file=f'{base_path}/src/permeability/best_model.json')
        self.emb_model = AutoModelForMaskedLM.from_pretrained('aaronfeller/PeptideCLM-23M-all').roformer
        self.tokenizer = SMILES_SPE_Tokenizer(f'{base_path}/functions/tokenizer/new_vocab.txt', 
                                              f'{base_path}/functions/tokenizer/new_splits.txt')

    def generate_embeddings(self, sequences):
        embeddings = []
        for sequence in sequences:
            tokenized = self.tokenizer(sequence, return_tensors='pt')
            with torch.no_grad():
                output = self.emb_model(**tokenized)
            # Mean pooling across sequence length
            embedding = output.last_hidden_state.mean(dim=1).squeeze(0).cpu().numpy()
            embeddings.append(embedding)
        return np.array(embeddings)
    
    def get_features(self, input_seqs: list, dps=False, fps=False):
        #valid_smiles, valid_idxes = check_smi_validity(input_seqs)
    

        if fps: 
            fingerprints = fingerprints_from_smiles(input_seqs)[0]
        else:
            fingerprints = torch.empty((len(input_seqs), 0))
        
        if dps:
            descriptors = get_pep_dps(input_seqs)
        else: 
            descriptors = torch.empty((len(input_seqs), 0))
            
        embeddings = self.generate_embeddings(input_seqs)
        # logger.debug(f'X_fps.shape: {X_fps.shape}, X_dps.shape: {X_dps.shape}')

        features = np.concatenate([fingerprints, descriptors, embeddings], axis=1)
            
        return features
    
    def get_scores(self, input_seqs: list):
        scores = -10 * np.ones(len(input_seqs))
        features = self.get_features(input_seqs)
        
        if len(features) == 0:
            return scores
        
        features = np.nan_to_num(features, nan=0.)
        features = np.clip(features, np.finfo(np.float32).min, np.finfo(np.float32).max)
        
        features = xgb.DMatrix(features)
        
        scores = self.predictor.predict(features)
        return scores 
    
    def __call__(self, input_seqs: list):
        scores = self.get_scores(input_seqs)
        return scores
    
def unittest():
    permeability = Permeability()
    seq = ['N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1cNc2c1cc(O)cc2)C(=O)N[C@@H](CC1=CN=C-N1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](O)C(C)C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@H](CC(=CN2)C1=C2C=CC=C1)C(=O)O']
    scores = permeability(input_seqs=seq)
    print(scores)


if __name__ == '__main__':
    unittest()