Хемоинформатика¶
Для начала загрузим все необходимые модули
In [1]:
from rdkit import Chem
from rdkit.Chem import AllChem
from rdkit import RDConfig
from rdkit.Chem.Draw import IPythonConsole
from rdkit.Chem import Draw
import numpy as np
from IPython.display import display,Image
Структура ибупрофена, полученная из SMILES
In [2]:
ibu=Chem.MolFromSmiles('CC(C)CC1=CC=C(C=C1)C(C)C(=O)O')
AllChem.Compute2DCoords(ibu)
display(ibu)
Посчитаем значения критериев Липински для ибупрофена
In [3]:
import rdkit.Chem.Lipinski as Lipinksy
print(Lipinksy.NumHDonors(ibu))
print(Lipinksy.NumHAcceptors(ibu))
print(Lipinksy.rdMolDescriptors.CalcExactMolWt(ibu))
print(Lipinksy.rdMolDescriptors.CalcCrippenDescriptors(ibu)[0])
1 1 206.130679816 3.0732
Внесем с помощью новой записи SMILES азидную группу в структуру ибупрофена
In [11]:
modified = 'N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O'
modified_show=Chem.MolFromSmiles("N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O")
AllChem.Compute2DCoords(modified_show)
display(modified_show)
На сайте PubChem вручную скачиваем азидные радикалы. Далее отфильтровываем скачанные данные
In [24]:
strings=np.genfromtxt('4240667879258308035.txt',dtype=np.str)
smilescut=[]
for line in strings:
if len(line[1]) < 30 and len(line[1]) > 11 and not '.' in line[1]:
smilescut.append(line[1])
In [25]:
print('Size of cut list is ' + str(len(smilescut)))
Size of cut list is 27725
Заменим азидную группу на модифицированный ибупрофен и из получившихся молекул отберем те, которые удовлетворяют правилу пяти Липински
In [27]:
azid = 'N=[N+]=[N-]'
mass_sort=[]
for smi in smiles[:len(smilescut)]:
if azid in smi:
newsmi=smi.replace(azid ,modified)
print(newsmi)
else:
continue
try:
newmol=Chem.MolFromSmiles(newsmi)
#display(newmol)
if (Lipinksy.NumHDonors(newmol)<=5) and (Lipinksy.NumHAcceptors(newmol)<=10) and (Lipinksy.rdMolDescriptors.CalcExactMolWt(newmol)<500) and (Lipinksy.rdMolDescriptors.CalcCrippenDescriptors(newmol)[0]<=5):
AllChem.Compute2DCoords(newmol)
mass_sort.append(newmol)
except:
pass
CC(CN)COCC(C)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCCCC(CCCC)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CN(N=N1)CCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(O)OCCOCCOCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CN(CCOCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C(=O)O CC(O)OCCOCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COC1=C(C=CC(=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C C(CC(CC(=O)O)O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCOC(=O)CC(CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CCCC(C)N(CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)CCO C1CN(CCN1CCN)CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)(C)NC(=O)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)NC(=O)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COC(=O)C(CCC=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=CC(=O)NCCSSCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COC(=O)C1CC(C1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COC(=O)C1CCC(CC1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=C1CC(=O)CCC1N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)(C)CNC(=O)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)CC(C(=O)OC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CCN)CC(C(=O)ON1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N C1CC1C2=C(N=CO2)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COCC1=C(N=CO1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)C1=C(N=CO1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CN=C(N(C)C)N(C)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(=C)C(=O)OC(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CC1CC(CC(C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N COCC1C(CCCCN1I)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)OCCOCC(=O)NCC CCC1=NC(=NN1CCO)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CNNC(=O)OCCOCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CNNC(=O)OCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CC2=C(CC1C2)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(=C)CN1CCCC1(C)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1COCCC1(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)CO CN(C)C1(CCOCC1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CN1CCC(CC1)(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)F CCOCC(OCCN)OCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCOC(COCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)OC(C)N C1CC(C(C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)NC(=O)O CC1(CNC(=O)C1N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C CC(C)(CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)NC(=O)O C(CCNC(=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)CN C1=C(N=NN1N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O C1=CC(=CC=C1O)OCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CC2=C(C=C1N(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C C1=CC(=CC=C1N=NN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CC1=C(C=CN1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CCC[Si]O[Si])CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CN(C)C1=NC=C(N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(=O)(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)S C=CN=CC1=C(NC=N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCCN(CCN=CN=N)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(C=NNC1=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(=CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C(=O)O CNCCCNC(=NCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)I C1=C(N(C(=S)S1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CC1=NC=C(N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(N(C(=O)O1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O C1=NC(=NC1=CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C=O COC(=O)C1=NNC(=N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(=S)(N)ON1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(NC(=C1N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O)O C1=C(NC=N1)CCNN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(NC(=C1ON1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O)O C(=O)(NN)NNC(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(N(C(=C1)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CCN1C(=CC(=C1O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O C(C1=NNC(=O)N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1(=NNC(=N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N COC(=O)C1=C(NC=N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC1=NNC(=N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1COCCC1C(=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CN1C(=NC(=N1)Br)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CCN)CC(C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N CC(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)OCC[N+](C)(C)C CCCCCOCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CCCCON)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CNCCN(C1)NC(=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC1=C(C=CC(=N1)F)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=CCOC(=O)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COC1=CC=CC(=C1OC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COC(=O)C1=CSC(=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CC(=CC=C1NN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O C1=CC=C(C(=C1)NN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CC1=C(C(=CC=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CCC1=CC(=C(C=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CCC1=C(C(=CC=C1)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC1=C(C(=CC=C1)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC1=C(C(=CC=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CN1C2CCCC1CC(C2)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CCN(CC1)CCCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1COCCN1CCCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC(C)C(=C)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)(CC(C)(C)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N CCNC1=CC=CC(=N1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCCC1=NC(=CC=C1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CC(=CC=C1CNC=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC1=NC(=CC=C1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1C(COC2=CC=NN21)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CNC[C@@H]1OCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)(COCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N C1CNCCC1OCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CC(CCC1N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)OC(=O)N CC1CC(C(O1)COC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC1=CC(=CC(=C1)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC1CN(CCC1N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C(=O)C C(CC(=O)O)C(=O)NCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CN=NN=C1NN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=C(C1=CC=CC=C1Br)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)(C1=CC=CS1)O C(C(C(CO)Cl)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O C=CCOCC(CO)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCCC[Si](C)(C)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C/C=C/C=C/CSCC(=C)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CN=C(C=C1N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)Cl C/C=C/C=C/COCC(=C)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCCCCNC(=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CC=O)[CH]N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O [CH2]N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=C(COC1=CC=CC=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(=O)NCCS(=O)(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC[C@@H](CC1CO1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C[Si](O)(O)O C1CC(OC(C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C(=O)O C1CC2CC1CC2(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O COC(=O)COC(=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)(C CO/C(=C\N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)/O C1=CC=C(C=C1)[I-]N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O 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COC(=O)OCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C1=CC=CS1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=CC(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC1(C(CO1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C C1C(O1)COCCCOC(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(=O)SCOC(C)(C)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCOC(=NCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C CN1C=NN=C1CC(C=S)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(CCCCCCC(=O)OC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC[Si](CC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC[C@H](CC(C)C)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)CC(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CC=CC1=CC=C(C=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CS(=O)(=O)NCC(C=S)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=COC=C1C=CC(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CN2CCC1C(C2)(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O C[C@](CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)(C=O)O C1=CN=CC=C1CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=CC1C(C(=O)N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O [B]C1CC(C(O1)CCC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CCl)C(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O C(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)CS(=O)(=O)Cl COC(C=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCCCCCC(C(=O)OC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C=S)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(=C(C)C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C C(C(C(=O)N)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CS(=O)(=O)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(C=O)OC(CO)C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CC=C(C=C1)C=CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)CN1C=CN=C1CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC(=CC)C=CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCOC(=O)OCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CN1C=CC=C1C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=NOC(=N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCSCC(C=S)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COC(=O)OCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCOCCOC(C)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(C(CO)(CO)CON1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CCCON1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)OC(=O)Cl CCC1=CCOC(=C1CC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(C=O)NN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1C=CC(C(=O)O1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)S(=O)(=O)O CC1CCC(CC1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CCN(CC1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C[Si](C)(C)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCO[Si](C)(CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)OCC C1=CSC=C1CCCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1COC(=O)C(=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)OP(=O)(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)O CC1=CC(C(C(C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N)O C(=NF)(N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N(F)F C1CC2(CC1N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)OCCO2 C(CNC(=O)C(CS)N)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CCOC(C1)CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC=C(C(=O)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC=C(C(=O)[O-])N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(=[N+]=[N-])C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1(N=NN=N1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)(C)C=CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(N=C(S1)N)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CSC(=N1)C(=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(NN=C1)C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)(C(=O)OC)O CC(CO)(C(=O)OC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(CO)(C(=O)O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(COCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N C(COCCOCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)N=C=S C(COCCOCCI)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCOC(=O)CNCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(/C(=C/Cl)/I)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1COC(CO1)CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C)(C)OCCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1CC1CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(=O)OCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CC(=CC=C1CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)CBr COC1=CC=CC(=N1)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=CCCC[C@H](CC=C)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC[C@@H](CCCC=C)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC=CC=CC(=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(OC(=C1)C=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CN(C=N1)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1COCCN1CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CN1CCN(CC1)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(NC=N1)CCCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(NC=N1)CCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=C(NC=N1)CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CSCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COCCOCCOCCOCCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CS(=O)(=O)CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(COCCOCCOCC[18F])N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(C1=NC=C(C=N1)F)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCP(CC)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC1=C(C(=CC=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C CC1=CC(=C(C(=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C COC1=CC(=C(C=C1)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C CCOC(=O)CS(=O)(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCCCCC(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)I C1=CN=C(N=C1)C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O COC1=CC=C(S1)C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CS)NC(=O)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C(CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)C[C@@H](CO)N C(CC(=O)N)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C=CCC(CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O)(F)F C1C(OC(=O)C1(F)F)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CC(=O)CCN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CC(=CC=C1CCBr)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCCCO/C=C/C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O CCC/C=C/C(=O)N1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O C1=CC(=NC(=C1)F)CN1N=NC(C1)C(C(C)(C))C1=CC=C(C=C1)C(C)C(=O)O
Визуализируем 20 молекул, прошедших отбор
In [28]:
Chem.Draw.MolsToGridImage(mass_sort, maxMols = 20, molsPerRow = 4, subImgSize = (500, 300))
Out[28]:
Построим 3D модель четвертого вещества из массива
In [30]:
m3d=Chem.AddHs(mass_sort[4])
Chem.AllChem.EmbedMolecule(m3d)
AllChem.MMFFOptimizeMolecule(m3d,maxIters=500,nonBondedThresh=200 )
m3d
Out[30]:
Построим SimilarityMap с четвертым веществом из массива
In [36]:
from rdkit.Chem.Draw import SimilarityMaps
fp = SimilarityMaps.GetMorganFingerprint(ibu, fpType='bv')
fig, maxweight = SimilarityMaps.GetSimilarityMapForFingerprint(ibu, mass_sort[4], SimilarityMaps.GetMorganFingerprint)
nglview, к сожалению, не сработал
In [43]:
import nglview
nglview.show_rdkit(modified)
--------------------------------------------------------------------------- ImportError Traceback (most recent call last) <ipython-input-43-b9c430323b1f> in <module>() ----> 1 import nglview 2 nglview.show_rdkit(modified) C:\ProgramData\PyMOL\lib\site-packages\nglview\__init__.py in <module>() 35 # interface 36 from .config import BACKENDS ---> 37 from .widget import NGLWidget 38 from .base_adaptor import * 39 from .adaptor import * C:\ProgramData\PyMOL\lib\site-packages\nglview\widget.py in <module>() 7 import numpy as np 8 from IPython.display import display ----> 9 from ipywidgets import DOMWidget, widget_image 10 from traitlets import (Unicode, Bool, Dict, List, Int, Integer, observe, 11 CaselessStrEnum) ImportError: cannot import name widget_image