id
stringlengths
36
36
task
stringclasses
3 values
question
stringlengths
104
613
src_smiles
stringlengths
8
519
ref_smiles
stringlengths
8
515
add_group
stringclasses
9 values
remove_group
stringclasses
10 values
c19de274-0c0e-46b7-af8a-43ae06674f36
sub
Please substitute a halo in the molecule CC(C)C(NC(=O)NCc1ccc(Br)cc1)C(=O)[O-] with a carboxyl. Please wrap the final SMILES in <smiles>...</smiles>.
CC(C)C(NC(=O)NCc1ccc(Br)cc1)C(=O)[O-]
CC(C)C(NC(=O)NCc1ccc(C(=O)[OH])cc1)C(=O)[O-]
carboxyl
halo
fddb12ee-c7d4-4d3c-bb71-e615d79660cd
sub
Please substitute a halo in the molecule O=C(C=Cc1cccc(Br)c1)Nc1ccc(C(C(=O)[O-])c2ccc3ocnc3c2)cc1 with a hydroxyl. Please wrap the final SMILES in <smiles>...</smiles>.
O=C(C=Cc1cccc(Br)c1)Nc1ccc(C(C(=O)[O-])c2ccc3ocnc3c2)cc1
O=C(C=Cc1cccc(O)c1)Nc1ccc(C(C(=O)[O-])c2ccc3ocnc3c2)cc1
hydroxyl
halo
b97f4246-2419-45bf-ad22-5f080c1d896e
sub
Please substitute a halo in the molecule COc1cc(Cl)ccc1C(=O)Nc1ccc(C(=O)Cl)cn1 with a aldehyde. Please wrap the final SMILES in <smiles>...</smiles>.
COc1cc(Cl)ccc1C(=O)Nc1ccc(C(=O)Cl)cn1
COc1cc(C=O)ccc1C(=O)Nc1ccc(C(=O)Cl)cn1
aldehyde
halo
5a4c58ca-b2d3-43ad-94e3-cd539f5303d1
sub
Please substitute a hydroxyl in the molecule CC1C(=Cc2cc(C(C)(C)C)c(O)c(C(C)(C)C)c2)C(=O)c2cc3oc(=O)[nH]c3cc21 with a nitrile. Please wrap the final SMILES in <smiles>...</smiles>.
CC1C(=Cc2cc(C(C)(C)C)c(O)c(C(C)(C)C)c2)C(=O)c2cc3oc(=O)[nH]c3cc21
CC1C(=Cc2cc(C(C)(C)C)c(C#N)c(C(C)(C)C)c2)C(=O)c2cc3oc(=O)[nH]c3cc21
nitrile
hydroxyl
c08b5a0c-7d5f-48f9-bf0d-1f7589a1b7e0
sub
Please substitute a halo in the molecule N#Cc1cccc(CC(NC(=O)c2cccc(F)c2)C(=O)[O-])c1 with a carboxyl. Please wrap the final SMILES in <smiles>...</smiles>.
N#Cc1cccc(CC(NC(=O)c2cccc(F)c2)C(=O)[O-])c1
N#Cc1cccc(CC(NC(=O)c2cccc(C(=O)[OH])c2)C(=O)[O-])c1
carboxyl
halo
6ce43bf2-9b34-4f5e-893c-7f876984d264
delete
Modify the molecule CC(=O)N(C(C)C)C(C)c1cc(Cl)c(C)cc1C1CCN(C(=O)C2C[NH+](C(C)(C)C)CC2c2ccc(F)cc2F)CC1 by removing a halo. Please wrap the final SMILES in <smiles>...</smiles>.
CC(=O)N(C(C)C)C(C)c1cc(Cl)c(C)cc1C1CCN(C(=O)C2C[NH+](C(C)(C)C)CC2c2ccc(F)cc2F)CC1
CC(=O)N(C(C)C)C(C)c1cc(Cl)c(C)cc1C1CCN(C(=O)C2C[NH+](C(C)(C)C)CC2c2ccccc2F)CC1
null
halo
7eb6f092-0bf6-4fe1-b0a8-700c6c1edfc8
delete
Modify the molecule O=C(COc1ccc(C2CCCCC2)cc1)N1CCN(c2ccc([N+](=O)[O-])cc2)CC1 by removing a benzene ring. Please wrap the final SMILES in <smiles>...</smiles>.
O=C(COc1ccc(C2CCCCC2)cc1)N1CCN(c2ccc([N+](=O)[O-])cc2)CC1
O=C(COC1CCCCC1)N1CCN(c2ccc([N+](=O)[O-])cc2)CC1
null
benzene
8252acdd-2f05-4792-8a79-15bfbdc369e5
add
Modify the molecule COC(=O)NCC1(CC(=O)[O-])CCC1 by adding a benzene ring. Please wrap the final SMILES in <smiles>...</smiles>.
COC(=O)NCC1(CC(=O)[O-])CCC1
COC(=O)NCC1(CC(=O)[O-])CCC1c1ccccc1
benzene
null
bb31a01d-9e3b-419a-9194-6d0e5145a1ad
delete
Modify the molecule [NH3+]CCN1CCC(C(=O)NCCC2CCCC2)CC1 by removing a amide. Please wrap the final SMILES in <smiles>...</smiles>.
[NH3+]CCN1CCC(C(=O)NCCC2CCCC2)CC1
[NH3+]CCN1CCC(CC2CCCC2)CC1
null
amide
fb212b5c-7d36-4ac6-a168-b10b744d29f1
delete
Modify the molecule O=C(CCCOc1ccc2c(c1)CCC(=O)N2)NCC1(c2ccc(Cl)cc2)CCOCC1 by removing a amide. Please wrap the final SMILES in <smiles>...</smiles>.
O=C(CCCOc1ccc2c(c1)CCC(=O)N2)NCC1(c2ccc(Cl)cc2)CCOCC1
O=C1CCc2cc(OCCCC3(c4ccc(Cl)cc4)CCOCC3)ccc2N1
null
amide
c4e14328-6239-4802-8186-e80e39bfc5a8
delete
Modify the molecule CCOC(=O)C1=C(C)N=c2sc(=Cc3cc(I)c(O)c(OCC)c3)c(=O)n2C1c1ccccc1OC(C)C by removing a benzene ring. Please wrap the final SMILES in <smiles>...</smiles>.
CCOC(=O)C1=C(C)N=c2sc(=Cc3cc(I)c(O)c(OCC)c3)c(=O)n2C1c1ccccc1OC(C)C
CCOC(=O)C1=C(C)N=c2sc(=C(OI)OCC)c(=O)n2C1c1ccccc1OC(C)C
null
benzene
80ffc8dc-397f-41e4-bd7d-d890c6291982
delete
Modify the molecule O=C([O-])N1CCC2(C=C(c3ccccc3)NO2)CC1 by removing a benzene ring. Please wrap the final SMILES in <smiles>...</smiles>.
O=C([O-])N1CCC2(C=C(c3ccccc3)NO2)CC1
O=C([O-])N1CCC2(C=CNO2)CC1
null
benzene
f1ff332f-e1d4-43d3-abc9-c7fb4ee5e113
add
Modify the molecule CCOC(=O)c1ccccc1NC(=O)COc1cccc2cccnc12 by adding a aldehyde. Please wrap the final SMILES in <smiles>...</smiles>.
CCOC(=O)c1ccccc1NC(=O)COc1cccc2cccnc12
CCOC(=O)c1ccc(CC=O)cc1NC(=O)COc1cccc2cccnc12
aldehyde
null
2fb0a7b3-af7c-46bf-9160-afb1d89589df
delete
Please remove a benzene ring from the molecule O=C(NC(=Cc1ccc2c(c1)OCO2)C(=O)N1CC2CC(C1)c1cccc(=O)n1C2)c1ccccc1. Please wrap the final SMILES in <smiles>...</smiles>.
O=C(NC(=Cc1ccc2c(c1)OCO2)C(=O)N1CC2CC(C1)c1cccc(=O)n1C2)c1ccccc1.
O=CNC(=Cc1ccc2c(c1)OCO2)C(=O)N1CC2CC(C1)c1cccc(=O)n1C2
null
benzene
b62c5806-5fad-44d1-aed9-b8acf6c8bdb2
delete
Please remove a hydroxyl from the molecule CCOc1cc(C2C(c3cccc4ccccc34)=C(O)C(=O)N2c2ccc(CC)cc2)ccc1O. Please wrap the final SMILES in <smiles>...</smiles>.
CCOc1cc(C2C(c3cccc4ccccc34)=C(O)C(=O)N2c2ccc(CC)cc2)ccc1O.
CCOc1cccc(C2C(c3cccc4ccccc34)=C(O)C(=O)N2c2ccc(CC)cc2)c1
null
hydroxyl
804809e7-70aa-4613-8db4-b8021977ac47
delete
Please remove a amide from the molecule O=C1CCCN(C(=O)CCCc2ccc[nH]2)C1. Please wrap the final SMILES in <smiles>...</smiles>.
O=C1CCCN(C(=O)CCCc2ccc[nH]2)C1.
O=C1CCCC(Cc2ccc[nH]2)C1
null
amide
2c17c745-d78f-4f8e-a6e3-b55c39499a10
sub
Please substitute a halo in the molecule CCCN(CCO)C(=O)c1cc(O)ccc1Cl with a carboxyl. Please wrap the final SMILES in <smiles>...</smiles>.
CCCN(CCO)C(=O)c1cc(O)ccc1Cl
CCCN(CCO)C(=O)c1cc(O)ccc1C(=O)O
carboxyl
halo