task_id
int64 101
206
| prompt
stringlengths 115
242
| input_smiles
stringlengths 14
103
| output_smiles
stringlengths 4
125
| action_type
stringclasses 3
values | edit
stringlengths 9
126
| target_delta
float64 -5.49
6
⌀ | SA_delta
float64 -4.44
4.26
| MW_delta
float64 -318.31
272
| QED_delta
float64 -0.76
0.66
| murcko_scaffold_retained
bool 2
classes |
|---|---|---|---|---|---|---|---|---|---|---|
101
|
Can you make molecule COc1ccc(C(=O)N2CCC([C@@]3(C)NC(=O)N(C4Cc5ccccc5C4)C3=O)CC2)cc1 more soluble in water? The output molecule should be similar to the input molecule.
|
COc1ccc(C(=O)N2CCC([C@@]3(C)NC(=O)N(C4Cc5ccccc5C4)C3=O)CC2)cc1
|
COc1ccc(CC/[NH+]=C(\N)NC(=O)N2CCC([C@@]3(C)NC(=O)N(C4Cc5ccccc5C4)C3=O)CC2)cc1
|
insert
|
inserted C[*]C/[NH+]=C(\N)N[*] connected to c1ccccc1, C=O
| -2.4928
| 0.829894
| 86.118
| -0.486585
| false
|
203
|
Can you make molecule CCCCNS(=O)(=O)Cc1ccc([N+](=O)[O-])cc1 more soluble in water and more hydrogen bond donors? The output molecule should be similar to the input molecule.
|
CCCCNS(=O)(=O)Cc1ccc([N+](=O)[O-])cc1
|
CCCCNNC1=NN[C@H](S(=O)(=O)Cc2ccc([N+](=O)[O-])cc2)S1
|
insert
|
inserted [C@H]1[*]NN=C(N[*])S1 connected to C[SH](=O)=O, N
| null | 1.72827
| 101.134
| -0.111929
| false
|
102
|
Can you make molecule CCC(CC)NC(=O)[C@H](C)Sc1nnc2n(C)c(=O)c3ccccc3n12 less soluble in water? The output molecule should be similar to the input molecule.
|
CCC(CC)NC(=O)[C@H](C)Sc1nnc2n(C)c(=O)c3ccccc3n12
|
CCC(CC)NC(=O)[C@H](C)Sn1c(C)cc(-c2nnc3n(C)c(=O)c4ccccc4n23)c1C
|
insert
|
inserted Cc1cc[*]c(C)n1[*] connected to Cn1c(=O)c2ccccc2n2cnnc12, S
| 1.48954
| 0.721628
| 93.129
| -0.224007
| false
|
101
|
Can you make molecule [NH3+][C@H]1CCC[C@@H]1CCSc1n[nH]c(=O)n1C1CC1 more soluble in water? The output molecule should be similar to the input molecule.
|
[NH3+][C@H]1CCC[C@@H]1CCSc1n[nH]c(=O)n1C1CC1
|
N[C@@H](CSc1n[nH]c(=O)n1C1CC1)C(=O)CC[C@H]1CCC[C@@H]1[NH3+]
|
insert
|
inserted C[*](=O)[C@@H](N)C[*] connected to CC, S
| -0.7135
| 0.282131
| 71.079
| -0.197192
| false
|
204
|
Can you make molecule C[C@H]1CC(=O)N(c2ccc(N3CCN(c4cccc(Cl)c4)CC3)c([N+](=O)[O-])c2)C1=O less soluble in water and more hydrogen bond donors? The output molecule should be similar to the input molecule.
|
C[C@H]1CC(=O)N(c2ccc(N3CCN(c4cccc(Cl)c4)CC3)c([N+](=O)[O-])c2)C1=O
|
C[C@H]1CC(=O)N(c2ccc(NC(=S)NN=C3CCC(N4CCN(c5cccc(Cl)c5)CC4)CC3)c([N+](=O)[O-])c2)C1=O
|
insert
|
inserted N[*]C(=S)NN=C1CCC[*]CC1 connected to O=[N+]([O-])c1ccccc1, C1CNCCN1
| null | 0.652489
| 169.253
| -0.207234
| false
|
206
|
Can you make molecule COc1ccc(NS(=O)(=O)c2cn(C)nc2C)c(OC)c1 more soluble in water and lower permeability? The output molecule should be similar to the input molecule.
|
COc1ccc(NS(=O)(=O)c2cn(C)nc2C)c(OC)c1
|
COc1ccc(N2CC(=O)N(S(=O)(=O)c3cn(C)nc3C)C2)c(OC)c1
|
replace
|
replaced N with N1[*]CN[*]CC1=O
| null | 0.622654
| 69.063
| -0.150483
| false
|
202
|
Can you make molecule CC[C@H](O)c1nc2ccccc2n1CC(C)C less soluble in water and more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
CC[C@H](O)c1nc2ccccc2n1CC(C)C
|
CC(C)Cn1c(SC2=N[C@H](C)CS2)nc2ccccc21
|
replace
|
replaced CCCO with C[C@@H]1CSC(S[*])=N1
| null | 0.759786
| 73.145
| -0.031285
| false
|
105
|
Can you make molecule Cc1noc(C)c1[C@@H](C)NC(=O)Nc1ccc(NC(=O)[C@H]2CCCO2)cc1 higher permeability? The output molecule should be similar to the input molecule.
|
Cc1noc(C)c1[C@@H](C)NC(=O)Nc1ccc(NC(=O)[C@H]2CCCO2)cc1
|
Cc1noc(C)c1[C@@H](C)NC(=O)Nc1ccc(N[C@H]2CCCO2)cc1
|
delete
|
deleted C=O
| 0.4309
| 0.238404
| -28.01
| 0.022363
| false
|
101
|
Can you make molecule Cc1ccc(NC(=O)[C@H](C)[NH+](C)Cc2nnc(C3CC3)n2C)c(C)c1 more soluble in water? The output molecule should be similar to the input molecule.
|
Cc1ccc(NC(=O)[C@H](C)[NH+](C)Cc2nnc(C3CC3)n2C)c(C)c1
|
Cc1ccc(NC(=O)[C@H](C)[NH+](C)Cc2nnc(C3CC3)n2N)c(C)c1
|
replace
|
replaced Cn1cnnc1 with c1[*]nnc[*]n1N
| -0.8232
| 0.126729
| 0.988
| -0.165426
| true
|
101
|
Can you make molecule O=C(COc1ccccn1)NCc1ccc(F)cc1 more soluble in water? The output molecule should be similar to the input molecule.
|
O=C(COc1ccccn1)NCc1ccc(F)cc1
|
NNc1nc(OCC(=O)NCc2ccc(F)cc2)cc(-c2ccccn2)n1
|
insert
|
inserted NNc1nc[*]cc[*]n1 connected to c1ccncc1, O
| -0.2574
| 0.579216
| 108.104
| -0.464114
| false
|
204
|
Can you make molecule C[C@H]1CN(CC(=O)Nc2nc(-c3ccccc3Cl)cs2)CCO1 less soluble in water and more hydrogen bond donors? The output molecule should be similar to the input molecule.
|
C[C@H]1CN(CC(=O)Nc2nc(-c3ccccc3Cl)cs2)CCO1
|
C[C@H]1CN(C(=O)NNc2ccccc2Nc2nc(-c3ccccc3Cl)cs2)CCO1
|
replace
|
replaced CC=O with C[*](=O)NNc1ccccc1[*]
| null | 0.397036
| 92.101
| -0.433759
| false
|
203
|
Can you make molecule CC(=O)N[C@@H](C)C(=O)Nc1ccc(F)c(Cl)c1 more soluble in water and more hydrogen bond donors? The output molecule should be similar to the input molecule.
|
CC(=O)N[C@@H](C)C(=O)Nc1ccc(F)c(Cl)c1
|
CC(=O)c1ncnc(NNC(=O)[C@@H](C)C(=O)Nc2ccc(F)c(Cl)c2)c1N
|
replace
|
replaced N with Nc1c[*]ncnc1NNC[*]=O
| null | 0.917781
| 136.114
| -0.538207
| false
|
204
|
Can you make molecule CC(C)(C)OC(=O)NNC(=O)c1csc(-c2ccsc2)n1 less soluble in water and more hydrogen bond donors? The output molecule should be similar to the input molecule.
|
CC(C)(C)OC(=O)NNC(=O)c1csc(-c2ccsc2)n1
|
CC(C)(C)NC(=N)c1cccc(C(=O)NNC(=O)c2csc(-c3ccsc3)n2)c1
|
replace
|
replaced O with c1[*]cccc(C(=N)N[*])c1
| null | 0.336461
| 102.14
| -0.542224
| false
|
105
|
Can you make molecule Cc1oc(C(=O)N2CCCC(C)(C)CC2)cc1S(=O)(=O)N(C)C higher permeability? The output molecule should be similar to the input molecule.
|
Cc1oc(C(=O)N2CCCC(C)(C)CC2)cc1S(=O)(=O)N(C)C
|
CN(C)C(=O)N1CCCC(C)(C)CC1
|
delete
|
deleted Cc1occc1[SH](=O)=O
| -0.31052
| -0.224247
| -144.151
| -0.261022
| false
|
106
|
Can you make molecule CCO[C@@H]1C[C@@H]([NH+](C)C[C@@H]2CCCN(S(C)(=O)=O)C2)C12CCCCC2 lower permeability? The output molecule should be similar to the input molecule.
|
CCO[C@@H]1C[C@@H]([NH+](C)C[C@@H]2CCCN(S(C)(=O)=O)C2)C12CCCCC2
|
CCc1cnc2ccc(O[C@@H]3C[C@@H]([NH+](C)C[C@@H]4CCCN(S(C)(=O)=O)C4)C34CCCCC4)nn2c1=O
|
insert
|
inserted c1[*]cnc2ccc[*]nn2c1=O connected to CC, O
| 0.0078
| 0.20774
| 145.121
| -0.169913
| false
|
101
|
Can you make molecule C[C@H](Cc1ccc(O)cc1)N(C)C(=O)CCSc1ccc(C#N)cc1 more soluble in water? The output molecule should be similar to the input molecule.
|
C[C@H](Cc1ccc(O)cc1)N(C)C(=O)CCSc1ccc(C#N)cc1
|
C[C@@H](C(=O)NOc1ccc(O)cc1)N(C)C(=O)CCSc1ccc(C#N)cc1
|
replace
|
replaced CCC with C[C@H][*]C(=O)NO[*]
| -1.1325
| 0.380553
| 44.997
| -0.244899
| false
|
107
|
Can you make molecule O=C(CSc1nc2ccccc2c(=O)n1C[C@@H]1CCCO1)OC1CCCCC1 with more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
O=C(CSc1nc2ccccc2c(=O)n1C[C@@H]1CCCO1)OC1CCCCC1
|
Cc1nc(SCC(=O)OC2CCCCC2)nc2c1CN(c1nc3ccccc3c(=O)n1C[C@@H]1CCCO1)CC2
|
insert
|
inserted N1[*]CCc2nc[*]nc(C)c2C1 connected to O=c1[nH]cnc2ccccc12, S
| 3
| 0.671857
| 147.181
| -0.174306
| false
|
206
|
Can you make molecule CCn1nnc2c(=O)n(CC(=O)NC3CC3)cnc21 more soluble in water and lower permeability? The output molecule should be similar to the input molecule.
|
CCn1nnc2c(=O)n(CC(=O)NC3CC3)cnc21
|
CCn1nnc2c(=O)n(CC(=O)Nc3nnc(C4CC4)c(=O)n3N)cnc21
|
insert
|
inserted c1[*]nnc[*]n(N)c1=O connected to C1CC1, N
| null | 0.6518
| 110.076
| -0.294709
| false
|
107
|
Can you make molecule Cc1cc(Cl)c(NC(=O)C(=O)NC2CCC(O)CC2)cc1Cl with more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
Cc1cc(Cl)c(NC(=O)C(=O)NC2CCC(O)CC2)cc1Cl
|
Cc1cc(Cl)c(SC(=S)N(C)C(=O)C(=O)NC2CCC(O)CC2)cc1Cl
|
replace
|
replaced N with CN[*]C(=S)S[*]
| 2
| 0.823259
| 90.172
| -0.298833
| false
|
202
|
Can you make molecule Cc1cc([C@H](C)NC(=O)C(=O)Nc2cc(NC(=O)C3CC3)ccc2C)c(C)o1 less soluble in water and more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
Cc1cc([C@H](C)NC(=O)C(=O)Nc2cc(NC(=O)C3CC3)ccc2C)c(C)o1
|
Cc1cc([C@H](C)c2coc3ccc(O)c(NC(=O)C(=O)Nc4cc(NC(=O)C5CC5)ccc4C)c23)c(C)o1
|
insert
|
inserted c1[*]coc2ccc(O)c[*]c12 connected to CC, N
| null | 0.693226
| 132.118
| -0.497978
| false
|
107
|
Can you make molecule Cc1cc(NC(=O)c2cccc([N+](=O)[O-])c2C)n(-c2ccccc2F)n1 with more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
Cc1cc(NC(=O)c2cccc([N+](=O)[O-])c2C)n(-c2ccccc2F)n1
|
Cc1cc(N2CCc3nc(NC(=O)c4cccc([N+](=O)[O-])c4C)nc(C)c3C2)n(-c2ccccc2F)n1
|
insert
|
inserted N1[*]CCc2nc[*]nc(C)c2C1 connected to Cc1cc[nH]n1, N
| 3
| 0.735694
| 147.181
| -0.253087
| false
|
201
|
Can you make molecule CSc1ccc2c(C)cc(N3CCO[C@@H](C(F)(F)F)C3)nc2c1 more soluble in water and more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
CSc1ccc2c(C)cc(N3CCO[C@@H](C(F)(F)F)C3)nc2c1
|
CSc1cc(-c2ccc3c(C)cc(N4CCO[C@@H](C(F)(F)F)C4)nc3c2)nc(NN)n1
|
insert
|
inserted NNc1nc[*]cc[*]n1 connected to Cc1ccnc2ccccc12, CS
| null | 0.350443
| 108.104
| -0.50082
| false
|
104
|
Can you make molecule CCNc1ncc(COc2cccc3ccccc23)s1 less like a drug? The output molecule should be similar to the input molecule.
|
CCNc1ncc(COc2cccc3ccccc23)s1
|
CCNc1ncc(N2CCc3nc(COc4cccc5ccccc45)nc(C)c3C2)s1
|
insert
|
inserted N1[*]CCc2nc[*]nc(C)c2C1 connected to c1cscn1, C
| -0.292757
| 0.782965
| 147.181
| -0.292757
| false
|
104
|
Can you make molecule COc1ccc(C)cc1-n1nnnc1SCC(=O)Nc1cc(C)cc(C)c1 less like a drug? The output molecule should be similar to the input molecule.
|
COc1ccc(C)cc1-n1nnnc1SCC(=O)Nc1cc(C)cc(C)c1
|
COc1ccc(C)cc1-n1nnnc1SCC(=O)Nc1cc(C)cc(O)c1O
|
replace
|
replaced Cc1cccc(C)c1 with c1[*]cc(C)cc(O)c1O
| -0.232561
| 0.235439
| 17.971
| -0.232561
| true
|
205
|
Can you make molecule CC1(C)C(=O)N(CC2(CC(N)=S)CC2)S1(=O)=O more soluble in water and higher permeability? The output molecule should be similar to the input molecule.
|
CC1(C)C(=O)N(CC2(CC(N)=S)CC2)S1(=O)=O
|
CC1(C)C(=O)N(CC2(NC(=S)[S-])CC2)S1(=O)=O
|
replace
|
replaced CC(N)=S with N[*]C(=S)[S-]
| null | 0.659067
| 17.032
| -0.172987
| true
|
105
|
Can you make molecule Cc1noc(C)c1CSc1ccccc1C(=O)Nn1cnc2ccccc21 higher permeability? The output molecule should be similar to the input molecule.
|
Cc1noc(C)c1CSc1ccccc1C(=O)Nn1cnc2ccccc21
|
Cc1nc(C)c(CSc2ccccc2C(=O)Nn2cnc3ccccc32)s1
|
replace
|
replaced Cc1cc(C)on1 with Cc1nc(C)c[*]s1
| 0.4685
| 0.089517
| 16.068
| -0.029053
| false
|
201
|
Can you make molecule C[C@@H]1CSC(SCc2nc(-c3cccs3)n[nH]2)=N1 more soluble in water and more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
C[C@@H]1CSC(SCc2nc(-c3cccs3)n[nH]2)=N1
|
C[C@@H]1CSC(SCc2nc(-c3ccc4scnc4c3N)n[nH]2)=N1
|
replace
|
replaced c1ccsc1 with c1[*]ccc2scnc2c1N
| null | 0.249218
| 66.063
| -0.250432
| false
|
104
|
Can you make molecule COc1cccc(C(=O)N[C@@](C)(C(N)=O)c2cccc(Cl)c2)c1 less like a drug? The output molecule should be similar to the input molecule.
|
COc1cccc(C(=O)N[C@@](C)(C(N)=O)c2cccc(Cl)c2)c1
|
COc1cccc(C(=O)[C@@](C)(C(N)=O)c2cccc(Cl)c2)c1
|
delete
|
deleted N
| -0.201603
| 0.14075
| -15.015
| -0.201603
| false
|
206
|
Can you make molecule C=CCNC(=O)c1ccc(NS(=O)(=O)c2cc(Cl)ccc2Cl)cc1 more soluble in water and lower permeability? The output molecule should be similar to the input molecule.
|
C=CCNC(=O)c1ccc(NS(=O)(=O)c2cc(Cl)ccc2Cl)cc1
|
C=CCNC(=O)NNC(=O)c1ccc(NS(=O)(=O)c2cc(Cl)ccc2Cl)cc1
|
replace
|
replaced C=O with C[*](=O)NNC[*]=O
| null | 0.24686
| 58.04
| -0.338942
| true
|
202
|
Can you make molecule CC(C)CN([C@H]1CCS(=O)(=O)C1)S(=O)(=O)c1ccc2c(c1)OCCCO2 less soluble in water and more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
CC(C)CN([C@H]1CCS(=O)(=O)C1)S(=O)(=O)c1ccc2c(c1)OCCCO2
|
O=C(NN=C1CCCCCC1)N([C@H]1CCS(=O)(=O)C1)S(=O)(=O)c1ccc2c(c1)OCCCO2
|
replace
|
replaced CC(C)C with C[*](=O)NN=C1CCCCCC1
| null | 0.481721
| 96.089
| -0.245958
| false
|
103
|
Can you make molecule CC[C@@H]1CC[C@@](C[NH3+])([C@H](O)c2ccccc2)C1 more like a drug? The output molecule should be similar to the input molecule.
|
CC[C@@H]1CC[C@@](C[NH3+])([C@H](O)c2ccccc2)C1
|
CC[C@@H]1CC[C@@](C[NH3+])([C@@H]2CN(c3ccccc3)CCC2=O)C1
|
replace
|
replaced CO with [C@@H]1[*]CN[*]CCC1=O
| 0.104984
| 0.005516
| 67.091
| 0.104984
| false
|
102
|
Can you make molecule CCC[C@H](C)NC(=O)[C@@H](C)[S@@+]([O-])Cc1cn2ccccc2n1 less soluble in water? The output molecule should be similar to the input molecule.
|
CCC[C@H](C)NC(=O)[C@@H](C)[S@@+]([O-])Cc1cn2ccccc2n1
|
CCC[C@H](Br)CCNC(=O)[C@@H](C)[S@@+]([O-])Cc1cn2ccccc2n1
|
replace
|
replaced CCCCC with CCC[C@H](Br)CC[*]
| 0.7651
| 0.233765
| 92.923
| -0.288773
| true
|
102
|
Can you make molecule COC(=O)Cc1ccc(C[NH+]2CC[C@H](CC(C)C)C2)s1 less soluble in water? The output molecule should be similar to the input molecule.
|
COC(=O)Cc1ccc(C[NH+]2CC[C@H](CC(C)C)C2)s1
|
CCCC(C)(C)[C@H]1CC[NH+](Cc2ccc(CC(=O)OC)s2)C1
|
replace
|
replaced CC(C)C with CCCC[*](C)C
| 0.7802
| 0.040677
| 28.054
| -0.031217
| true
|
203
|
Can you make molecule O=C(Cc1cc2ccccc2[nH]1)N/N=C/c1c[nH]c2ccccc12 more soluble in water and more hydrogen bond donors? The output molecule should be similar to the input molecule.
|
O=C(Cc1cc2ccccc2[nH]1)N/N=C/c1c[nH]c2ccccc12
|
O=C(Cc1c(O)cc(O)cc1O)N/N=C/c1c[nH]c2ccccc12
|
replace
|
replaced c1ccc2[nH]ccc2c1 with c1[*]c(O)cc(O)cc1O
| null | 0.192618
| 8.96
| -0.019805
| false
|
107
|
Can you make molecule c1ccc(-c2cc(N3C[C@@H]4[C@H](C3)[C@H]3CC[C@@H]4O3)c3ccccc3[nH+]2)cc1 with more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
c1ccc(-c2cc(N3C[C@@H]4[C@H](C3)[C@H]3CC[C@@H]4O3)c3ccccc3[nH+]2)cc1
|
c1ccc(-c2cc(N3CCOCCOCCOCCOCC3)c3ccccc3[nH+]2)cc1
|
replace
|
replaced C1NC[C@H]2[C@@H]1[C@@H]1CC[C@H]2O1 with N1[*]CCOCCOCCOCCOCC1
| 3
| -1.52117
| 80.083
| -0.070989
| false
|
101
|
Can you make molecule CCNC(=O)c1cccc(NC(=O)C[NH+](C)CC)c1 more soluble in water? The output molecule should be similar to the input molecule.
|
CCNC(=O)c1cccc(NC(=O)C[NH+](C)CC)c1
|
CCNC(=O)n1[nH+]c(-c2cccc(NC(=O)C[NH+](C)CC)c2)c(C)c1N
|
insert
|
inserted c1[*][nH+]n[*]c(N)c1C connected to c1ccccc1, C=O
| 0.00112
| 1.157165
| 96.113
| -0.094099
| false
|
201
|
Can you make molecule CCOC(=O)[C@H]1CCCC[NH+]1Cc1cc(=O)oc2cc(CC)c(Cl)cc12 more soluble in water and more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
CCOC(=O)[C@H]1CCCC[NH+]1Cc1cc(=O)oc2cc(CC)c(Cl)cc12
|
CCOC(=O)NC(=S)NNC(=S)N[C@H]1CCCC[NH+]1Cc1cc(=O)oc2cc(CC)c(Cl)cc12
|
insert
|
inserted N[*]C(=S)NNC(=S)N[*] connected to C1CC[NH2+]CC1, C=O
| null | 0.18528
| 148.216
| -0.414558
| true
|
104
|
Can you make molecule COc1ccc2c(c1)C[C@@H](C(=O)N1CC[S@@+]([O-])C(C)(C)C1)CO2 less like a drug? The output molecule should be similar to the input molecule.
|
COc1ccc2c(c1)C[C@@H](C(=O)N1CC[S@@+]([O-])C(C)(C)C1)CO2
|
COONC(=O)c1ccc2c(c1)C[C@@H](C(=O)N1CC[S@@+]([O-])C(C)(C)C1)CO2
|
insert
|
inserted C[*](=O)NO[*] connected to c1ccc2c(c1)CCCO2, CO
| -0.309801
| 0.374348
| 59.024
| -0.309801
| true
|
202
|
Can you make molecule Cc1ccc2nc(COC(=O)c3cnc(OCC(F)(F)F)c(Cl)c3)cc(=O)n2c1 less soluble in water and more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
Cc1ccc2nc(COC(=O)c3cnc(OCC(F)(F)F)c(Cl)c3)cc(=O)n2c1
|
Cc1cc2cc(Cc3cc(=O)n4cc(C)ccc4n3)nc-2n(OC(=O)c2cnc(OCC(F)(F)F)c(Cl)c2)c1
|
insert
|
inserted Cc1cc2cc[*]nc-2n[*]c1 connected to C, O
| null | 0.716672
| 130.15
| -0.276959
| false
|
205
|
Can you make molecule O=C(Cn1c(=O)c(=O)n(Cc2ccncc2)c2ncccc21)NCCc1ccccc1 more soluble in water and higher permeability? The output molecule should be similar to the input molecule.
|
O=C(Cn1c(=O)c(=O)n(Cc2ccncc2)c2ncccc21)NCCc1ccccc1
|
O=c1c(=O)n([NH+]2CC[C@H](NCCc3ccccc3)C2)c2cccnc2n1Cc1ccncc1
|
replace
|
replaced CC=O with [C@H]1[*]CC[NH+][*]C1
| null | 1.679612
| 28.078
| -0.059445
| false
|
101
|
Can you make molecule CC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@@H]3[C@H]2CC[C@@]2(C)[C@H]3C[C@@H](C)[C@]2(OO)C(C)=O)C1 more soluble in water? The output molecule should be similar to the input molecule.
|
CC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@@H]3[C@H]2CC[C@@]2(C)[C@H]3C[C@@H](C)[C@]2(OO)C(C)=O)C1
|
CC(=O)C[C@H](N)C(=O)[C@@]1(OO)[C@H](C)C[C@H]2[C@@H]3CC=C4C[C@@H](OC(C)=O)CC[C@]4(C)[C@@H]3CC[C@@]21C
|
insert
|
inserted C[*](=O)[C@@H](N)C[*] connected to C[C@@H]1C[C@H]2[C@@H]3CC=C4CCCC[C@]4(C)[C@@H]3CC[C@]2(C)C1, CC=O
| -0.7135
| 0.300309
| 71.079
| -0.056459
| true
|
102
|
Can you make molecule Cc1noc(C)c1C[C@H](C)C(=O)N[C@@H](C)C1CCCCC1 less soluble in water? The output molecule should be similar to the input molecule.
|
Cc1noc(C)c1C[C@H](C)C(=O)N[C@@H](C)C1CCCCC1
|
Cc1noc(C)c1C[C@H](C)C(=O)[C@@H](C)C1CCCCC1
|
delete
|
deleted N
| 0.7005
| 0.214853
| -15.015
| -0.095051
| false
|
206
|
Can you make molecule CC(C)c1ocnc1C[S@@+]([O-])[C@H](C)C(=O)NCC(F)(F)F more soluble in water and lower permeability? The output molecule should be similar to the input molecule.
|
CC(C)c1ocnc1C[S@@+]([O-])[C@H](C)C(=O)NCC(F)(F)F
|
Cc1c(-c2ocnc2C[S@@+]([O-])[C@H](C)C(=O)NCC(F)(F)F)[nH+]n(C(C)C)c1N
|
insert
|
inserted c1[*][nH+]n[*]c(N)c1C connected to c1cocn1, CCC
| null | 0.655187
| 96.113
| -0.154116
| false
|
104
|
Can you make molecule COc1cc(F)c([N+](=O)[O-])c(NC[C@@H](O)c2cnn(C)c2)c1 less like a drug? The output molecule should be similar to the input molecule.
|
COc1cc(F)c([N+](=O)[O-])c(NC[C@@H](O)c2cnn(C)c2)c1
|
COCOc1cc(F)c([N+](=O)[O-])c(NC[C@@H](O)c2cnn(C)c2)c1
|
replace
|
replaced CO with COCO[*]
| -0.194403
| 0.165562
| 30.026
| -0.194403
| true
|
102
|
Can you make molecule Cn1c(SCC(=O)N2CCN(Cc3c(F)cccc3Cl)CC2)nnc1C(F)(F)F less soluble in water? The output molecule should be similar to the input molecule.
|
Cn1c(SCC(=O)N2CCN(Cc3c(F)cccc3Cl)CC2)nnc1C(F)(F)F
|
O=C(CSc1cn(C(F)(F)F)cn1)N1CCN(Cc2c(F)cccc2Cl)CC1
|
replace
|
replaced Cn1cnnc1 with n1[*]cnc[*]c1
| 0.5255
| 0.374546
| -15.015
| 0.014009
| false
|
202
|
Can you make molecule Cc1ccc(NC(=O)CNc2ccc(C(=O)N3C[C@@H](C)O[C@H](C)C3)cc2)c(Br)c1 less soluble in water and more hydrogen bond acceptors? The output molecule should be similar to the input molecule.
|
Cc1ccc(NC(=O)CNc2ccc(C(=O)N3C[C@@H](C)O[C@H](C)C3)cc2)c(Br)c1
|
Cc1ccc(NC(=O)Cc2cc(C)c3ccc(Nc4ccc(C(=O)N5C[C@@H](C)O[C@H](C)C5)cc4)nc3n2)c(Br)c1
|
insert
|
inserted Cc1cc[*]nc2nc[*]ccc12 connected to CC=O, N
| null | 0.558579
| 142.161
| -0.432787
| false
|
206
|
Can you make molecule Cc1cccc(NC(=O)CCNC(=O)c2cc(C)oc2C)n1 more soluble in water and lower permeability? The output molecule should be similar to the input molecule.
|
Cc1cccc(NC(=O)CCNC(=O)c2cc(C)oc2C)n1
|
Cc1cccc(NC(=O)CCNN2C(=O)CN(c3cc(C)oc3C)C2=O)n1
|
replace
|
replaced C=O with N1[*]C(=O)CN[*]C1=O
| null | 0.917947
| 70.051
| -0.136442
| false
|
102
|
Can you make molecule COc1ccc2c(c1)N(C(=O)CCSc1ccccn1)C[C@@H](C)O2 less soluble in water? The output molecule should be similar to the input molecule.
|
COc1ccc2c(c1)N(C(=O)CCSc1ccccn1)C[C@@H](C)O2
|
C[C@@H]1CN(C(=O)CCSc2ccccn2)c2cc(C(=O)CS)ccc2O1
|
replace
|
replaced CO with C[*](=O)CS
| 0.1039
| 0.331254
| 44.078
| -0.312078
| true
|
204
|
Can you make molecule Cc1cccc([C@H](O)C[C@@H]2CCCCC[NH2+]2)c1 less soluble in water and more hydrogen bond donors? The output molecule should be similar to the input molecule.
|
Cc1cccc([C@H](O)C[C@@H]2CCCCC[NH2+]2)c1
|
Cc1cccc(C(=O)NNc2cc([C@H](O)C[C@@H]3CCCCC[NH2+]3)ccc2Cl)c1
|
insert
|
inserted C[*](=O)NNc1cc[*]ccc1Cl connected to Cc1ccccc1, CCO
| null | -0.186803
| 168.583
| -0.264049
| false
|
103
|
Can you make molecule Cc1cc(=O)[nH]c(SCC(=O)N2C[C@]3(C)C[C@H]2CC(C)(C)C3)n1 more like a drug? The output molecule should be similar to the input molecule.
|
Cc1cc(=O)[nH]c(SCC(=O)N2C[C@]3(C)C[C@H]2CC(C)(C)C3)n1
|
Cc1cc(=O)[nH]c(CC(=O)N2C[C@]3(C)C[C@H]2CC(C)(C)C3)n1
|
delete
|
deleted S
| 0.228059
| 0.075225
| -32.067
| 0.228059
| false
|
203
|
Can you make molecule CCSC1(CNC(=O)Nc2cc(-c3ccccc3)on2)CCOCC1 more soluble in water and more hydrogen bond donors? The output molecule should be similar to the input molecule.
|
CCSC1(CNC(=O)Nc2cc(-c3ccccc3)on2)CCOCC1
|
CCSC1(CNCC(=O)NNC(=O)CNc2cc(-c3ccccc3)on2)CCOCC1
|
replace
|
replaced C=O with C[*]C(=O)NNC(=O)C[*]
| null | 0.209851
| 86.094
| -0.411626
| false
|
104
|
Can you make molecule O=C(Cn1cnc2c(oc3ccccc32)c1=O)NC(=O)NCc1ccco1 less like a drug? The output molecule should be similar to the input molecule.
|
O=C(Cn1cnc2c(oc3ccccc32)c1=O)NC(=O)NCc1ccco1
|
O=C(NCc1ccco1)Nc1ccc2ncc(C(=O)Cn3cnc4c(oc5ccccc54)c3=O)c(=O)n2n1
|
insert
|
inserted c1[*]cnc2ccc[*]nn2c1=O connected to CC=O, N
| -0.248867
| 0.52442
| 145.121
| -0.248867
| false
|
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