smiles
stringlengths
13
37
canonsmiles
stringlengths
12
39
isSmilesEqual
bool
2 classes
generic_scaffold
stringlengths
12
31
scaffold
stringlengths
0
37
rdkit_WT
float64
146
259
rdkit_MR
float64
29.7
65.2
rdkit_LogP
float64
-3.99
5.42
rdkit_HA
float64
0
7
rdkit_HD
float64
0
5
rdkit_NumAtoms
float64
10
35
rdkit_TPSA
float64
0
158
CN(C)CCOS(N)(=O)=O
CN(C)CCOS(N)(=O)=O
true
CC(C)CCCC(C)(C)C
168.218
37.6132
-1.2319
4
1
22
72.63
O=CC1=CC(=O)CS1(=O)=O
O=CC1=CC(=O)CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=C1C=CS(=O)(=O)C1
160.15
32.9408
-0.9333
4
0
14
68.28
CC(=C)N1C(=O)SN=C1N
C=C(C)n1c(N)nsc1=O
false
CC(C)C1C(C)CCC1C
O=c1[nH]cns1
157.198
41.7904
0.3776
5
1
17
60.91
NC1=CSC(N)=C1C=NO
Nc1csc(N)c1C=NO
false
CCCC1C(C)CCC1C
c1ccsc1
157.198
42.5243
0.7206
5
3
17
84.63
C=CCC#CC1=CSC=C1
C=CCC#Cc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
148.23
46.011
2.6757
1
0
18
0
O=C1NC(=S)N2NCCC12
O=C1NC(=S)N2NCCC12
true
CC1CC(C)C2CCCC12
O=C1NC(=S)N2NCCC12
157.198
38.9874
-1.02
3
2
17
44.37
CC=C(C)C1=NN=C(N)S1
CC=C(C)c1nnc(N)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
155.226
43.6464
1.5435
4
1
19
51.8
CN(CC=C)C1=CSN=N1
C=CCN(C)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
155.226
43.376
1.1603
4
0
19
29.02
CC(C=O)C1=CC=C(O)S1
CC(C=O)c1ccc(O)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.206
40.4628
1.7561
3
1
18
37.3
CN(C(N)=S)C(=C)C(C)=C
C=C(C)C(=C)N(C)C(N)=S
false
CC(C)C(C)C(C)C(C)C
156.254
48.5024
1.2516
1
1
22
29.26
CC(O)C1=C(O)C(C)=NS1
Cc1nsc(C(C)O)c1O
false
CC(C)C1CCC(C)C1C
c1cnsc1
159.21
39.1496
1.21042
4
2
19
53.35
NC(=S)N1CCC2OCC12
NC(=S)N1CCC2OCC21
false
CC(C)C1CCC2CCC21
C1CC2OCC2N1
158.226
41.6364
-0.2969
2
1
20
38.49
ClC1=CNN=C1NC1CC1
Clc1c[nH]nc1NC1CC1
false
CC1CCCC1CC1CC1
c1cc(NC2CC2)n[nH]1
157.604
40.2424
1.6374
2
2
18
40.71
CC(NC(=S)NC=N)C#C
C#CC(C)NC(=S)NC=N
false
CCCC(C)CC(C)CC
155.226
45.9481
0.07927
2
3
19
47.91
O=S1(=O)CC2=C(C1)C=CO2
O=S1(=O)Cc2ccoc2C1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cc2ccoc2C1
158.178
35.0358
0.708
3
0
16
47.28
C1ON=CCC2=C1SC=N2
C1=NOCc2scnc2C1
false
C1CCC2CCCC2CC1
C1=NOCc2scnc2C1
154.194
39.099
1.2016
4
0
16
34.48
CC1C=CC2=CSC(=O)N12
CC1C=Cc2csc(=O)n21
false
CC1CCC2CCC(C)C12
O=c1scc2n1CC=C2
153.206
42.324
1.4976
3
0
17
22
CN1C2CC=CS(=O)(=O)C12
CN1C2CC=CS(=O)(=O)C21
false
CC1C2CCCC(C)(C)C12
O=S1(=O)C=CCC2NC21
159.21
38.0158
-0.0413
3
0
19
37.15
O=S(=O)(C#C)C1=CNC=C1
C#CS(=O)(=O)c1cc[nH]c1
false
CCC(C)(C)C1CCCC1
c1cc[nH]c1
155.178
36.8115
0.3791
2
1
15
49.93
CC1(CCO)CNC(=S)N1
CC1(CCO)CNC(=S)N1
true
CCCC1(C)CCC(C)C1
S=C1NCCN1
160.242
43.8442
-0.3948
2
3
22
44.29
CC1=NN=CNCS1(=O)=O
CC1=NN=CNCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=NN=CNC1
161.186
38.5235
-0.6764
5
1
17
70.89
OS(=O)(=O)C1C2CC1CC2
O=S(=O)(O)C1C2CCC1C2
false
CC(C)(C)C1C2CCC1C2
C1CC2CC1C2
162.21
36.1676
0.6727
2
1
20
54.37
O=C1CN(C1)C1=CC=CS1
O=C1CN(c2cccs2)C1
false
CC1CC(C2CCCC2)C1
O=C1CN(c2cccs2)C1
153.206
41.539
1.1372
3
0
17
20.31
CCC(=O)CNS(N)(=O)=O
CCC(=O)CNS(N)(=O)=O
true
CCC(C)CCC(C)(C)C
166.202
36.4079
-1.2414
3
2
20
89.26
OC1=C(CC#C)SC(=O)N1
C#CCc1sc(=O)[nH]c1O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
155.178
39.1415
0.3177
3
2
15
53.09
COC(CN)C1=NC=CS1
COC(CN)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
158.226
40.9184
0.7893
4
1
20
48.14
CC1CCC2=C(C1)SC=C2
CC1CCc2ccsc2C1
false
CC1CCC2CCCC2C1
c1cc2c(s1)CCCC2
152.262
45.508
2.8729
1
0
22
0
CC1N(C)C(=O)CS1(=O)=O
CC1N(C)C(=O)CS1(=O)=O
true
CC1CC(C)(C)C(C)C1C
O=C1CS(=O)(=O)CN1
163.198
36.0188
-0.7808
3
0
19
54.45
CC#CC1=C(CN)N=CS1
CC#Cc1scnc1CN
false
CCCC1CCCC1CC
c1cscn1
152.222
42.5574
0.9732
3
1
18
38.91
CC=C(C)CC1=CC=CS1
CC=C(C)Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
152.262
47.454
3.2568
1
0
22
0
CN=C1SNC(=C1)C(C)=O
CN=c1cc(C(C)=O)[nH]s1
false
CCC1CCC(C(C)C)C1
N=c1cc[nH]s1
156.21
40.1612
0.8093
3
1
18
45.22
NC1=CC(Cl)=CC(CO)=C1
Nc1cc(Cl)cc(CO)c1
false
CCC1CC(C)CC(C)C1
c1ccccc1
157.6
41.7872
1.4145
2
2
18
46.25
C=CCNN1CCNC1=S
C=CCNN1CCNC1=S
true
CCCCC1CCCC1C
S=C1NCCN1
157.242
45.5064
-0.1329
2
2
21
27.3
COC1C(C)(C)NS1(=O)=O
COC1C(C)(C)NS1(=O)=O
true
CCC1C(C)(C)CC1(C)C
O=S1(=O)CCN1
165.214
36.9315
-0.3295
3
1
21
55.4
S=C1NCCC(CN1)C#N
N#CC1CCNC(=S)NC1
false
CCC1CCCC(C)CC1
S=C1NCCCCN1
155.226
42.3234
-0.00602
2
2
19
47.85
CCC12CC1S(=O)(=O)NO2
CCC12CC1S(=O)(=O)NO2
true
CCC12CCC(C)(C)C1C2
O=S1(=O)NOC2CC21
163.198
34.5675
-0.2279
3
1
19
55.4
CNCCC(=O)NC(N)=S
CNCCC(=O)NC(N)=S
true
CCCCC(C)CC(C)C
161.23
43.4718
-1.0443
3
3
21
67.15
NNS(=O)(=O)CC(O)C#C
C#CC(O)CS(=O)(=O)NN
false
CCC(C)CC(C)(C)CC
164.186
35.9497
-2.2264
4
3
18
92.42
CC(C)N1C(C)CS1(=O)=O
CC(C)N1C(C)CS1(=O)=O
true
CC(C)C1C(C)CC1(C)C
O=S1(=O)CCN1
163.242
40.2238
0.4287
2
0
23
37.38
NC(=S)N1CCNCC1=C
C=C1CNCCN1C(N)=S
false
CC(C)C1CCCCC1C
C=C1CNCCN1
157.242
45.5011
-0.3511
2
2
21
41.29
CN1CC(=O)N(C)NC1=S
CN1CC(=O)N(C)NC1=S
true
CC1CC(C)C(C)CC1C
O=C1CNC(=S)NN1
159.214
41.1337
-0.8203
2
1
19
35.58
C=CC=CCS(=O)(=O)C=C
C=CC=CCS(=O)(=O)C=C
true
CCCCCC(C)(C)CC
158.222
43.3208
1.2869
2
0
20
34.14
ClC1=COC=C1N1CCC1
Clc1cocc1N1CCC1
false
CC1CCCC1C1CCC1
c1cc(N2CCC2)co1
157.6
40.548
2.1431
2
0
18
16.38
NC(=S)N1CC=CC1=NO
NC(=S)N1CC=CC1=NO
true
CCC1CCCC1C(C)C
N=C1C=CCN1
157.198
41.8529
-0.1105
3
2
17
61.85
C=CCN=C1NC(=O)NS1
C=CCN=c1[nH]c(=O)[nH]s1
false
CCCCC1CCC(C)C1
N=c1[nH]c(=O)[nH]s1
157.198
39.9174
-0.1488
3
2
17
61.01
CCC(O)C1=CSC=C1N
CCC(O)c1cscc1N
false
CCC(C)C1CCCC1C
c1ccsc1
157.238
43.9822
1.7737
3
2
21
46.25
C=CCOC1=CC(=O)SN1
C=CCOc1cc(=O)s[nH]1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
157.194
40.6317
1.0012
3
1
17
42.09
NC1C=CNC(=S)NC=C1
NC1C=CNC(=S)NC=C1
true
CC1CCCC(C)CCC1
S=C1NC=CCC=CN1
155.226
45.1248
-0.1812
2
3
19
50.08
CNCC(=CN)S(O)(=O)=O
CNCC(=CN)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
166.202
37.7457
-1.1063
4
3
20
92.42
CNNS(=O)(=O)N1CC1C
CNNS(=O)(=O)N1CC1C
true
CCCC(C)(C)C1CC1C
C1CN1
165.218
37.2832
-1.3407
3
2
21
61.21
CCC1=CC=C(S1)N1CC1
CCc1ccc(N2CC2)s1
false
CCC1CCC(C2CC2)C1
c1csc(N2CC2)c1
153.25
45.91
2.1305
2
0
21
3.01
O=C1OC2=CSN=C2C=C1
O=c1ccc2nscc2o1
false
CC1CCC2CCCC2C1
O=c1ccc2nscc2o1
153.162
38.156
1.2495
4
0
13
43.1
COC1=C(C)C=C(CO)S1
COc1sc(CO)cc1C
false
CCC1CC(C)C(CC)C1
c1ccsc1
158.222
41.5308
1.55742
3
1
20
29.46
CC(O)CCC1=CN=CS1
CC(O)CCc1cncs1
false
CC(C)CCC1CCCC1
c1cscn1
157.238
42.1158
1.4565
3
1
21
33.12
C=COC(=C)C1=CSC=N1
C=COC(=C)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
153.206
42.43
2.2739
3
0
17
22.12
CC(=C)C#CCNC(N)=S
C=C(C)C#CCNC(N)=S
false
CC(C)CCCCC(C)C
154.238
47.3781
0.3991
1
2
20
38.05
CC1CN(CC1O)C(N)=S
CC1CN(C(N)=S)CC1O
false
CC(C)C1CC(C)C(C)C1
C1CCNC1
160.242
43.5292
-0.4574
2
2
22
49.49
CC1COC(C)S(=O)(=O)C1
CC1COC(C)S(=O)(=O)C1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCCOC1
164.226
38.3648
0.4135
3
0
22
43.37
CC(O)C=CC1=NN=CS1
CC(O)C=Cc1nncs1
false
CC(C)CCC1CCCC1
c1nncs1
156.21
40.6238
0.9321
4
1
18
46.01
CS(=O)(=O)N1CC(O)CN1
CS(=O)(=O)N1CC(O)CN1
true
CC1CCC(C(C)(C)C)C1
C1CNNC1
166.202
35.5593
-1.8729
4
2
20
69.64
CN1OCC2NC2S1(=O)=O
CN1OCC2NC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)NOCC2NC21
164.186
33.3465
-1.5089
4
1
18
68.55
CC1CC(CO)S(=O)(=O)N1
CC1CC(CO)S(=O)(=O)N1
true
CCC1CC(C)CC1(C)C
O=S1(=O)CCCN1
165.214
37.0083
-0.9411
3
2
21
66.4
CC1C2CCON2S1(=O)=O
CC1C2CCON2S1(=O)=O
true
CC1C2CCCC2C1(C)C
O=S1(=O)CC2CCON21
163.198
34.5778
-0.2758
3
0
19
46.61
CC(C=CS(C)(=O)=O)C#C
C#CC(C)C=CS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
158.222
41.9808
0.814
2
0
20
34.14
CNC(=S)NN=CC=CC
CC=CC=NNC(=S)NC
false
CCCCCCC(C)CC
157.242
48.0994
0.6422
2
2
21
36.42
CC12CN1C(=S)NC2C#N
CC12CN1C(=S)NC2C#N
true
CCC1CC(C)C2CC12C
S=C1NCC2CN12
153.21
40.2457
-0.15902
2
1
17
38.83
CC(O)CC1CNS1(=O)=O
CC(O)CC1CNS1(=O)=O
true
CC(C)CC1CCC1(C)C
O=S1(=O)CCN1
165.214
37.0083
-0.9411
3
2
21
66.4
NCCC1=CN=C(CO)S1
NCCc1cnc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
158.226
40.7952
0.1366
4
2
20
59.14
N=C1NC(C=CC=O)=CS1
N=c1[nH]c(C=CC=O)cs1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
154.194
39.6224
0.76777
3
2
16
56.71
COCC1=C(Cl)C(C)=NN1
COCc1[nH]nc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
160.604
39.0477
1.51792
2
1
19
37.91
CCCC1=C(C)C(=O)NS1
CCCc1s[nH]c(=O)c1C
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
157.238
43.6717
1.69732
2
1
21
32.86
CC1=CC(Cl)=C(OC=C)O1
C=COc1oc(C)cc1Cl
false
CCCC1CC(C)CC1C
c1ccoc1
158.584
39.28
2.76372
2
0
17
22.37
CC1OS(=O)(=O)C(N)C1C
CC1OS(=O)(=O)C(N)C1C
true
CC1CC(C)(C)C(C)C1C
O=S1(=O)CCCO1
165.214
36.6062
-0.3442
4
1
21
69.39
CC(N1CCC1)S(N)(=O)=O
CC(N1CCC1)S(N)(=O)=O
true
CC(C1CCC1)C(C)(C)C
C1CNC1
164.23
38.7592
-0.6734
3
1
22
63.4
NC1=CSC(CO)=C1C=C
C=Cc1c(N)csc1CO
false
CCC1CCC(C)C1CC
c1ccsc1
155.222
44.7452
1.4656
3
2
19
46.25
CN1CC2(CC2)NC(=S)N1
CN1CC2(CC2)NC(=S)N1
true
CC1CC(C)CC2(CC2)C1
S=C1NNCC2(CC2)N1
157.242
43.4644
-0.1565
2
2
21
27.3
C1CC2=NC3=C(C=NS3)N12
c1nsc2nc3n(c12)CC3
false
C1CC2CC3CCC3C2C1
c1nsc2nc3n(c12)CC3
151.194
39.109
1.0489
4
0
15
30.71
CCC1=NC=C(S1)C(N)=O
CCc1ncc(C(N)=O)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
156.21
40.0099
0.8044
3
1
18
55.98
CC(=O)OCS(=O)(=O)C=C
C=CS(=O)(=O)COC(C)=O
false
CCC(C)(C)CCC(C)C
164.182
35.7498
0.0653
4
0
18
60.44
NC(=S)N1NCCC1CO
NC(=S)N1NCCC1CO
true
CCC1CCCC1C(C)C
C1CNNC1
161.23
42.1179
-1.1988
3
3
21
61.52
NCC(=C)COS(N)(=O)=O
C=C(CN)COS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
166.202
37.2536
-1.2786
4
2
20
95.41
CC(=CC=O)S(=O)(=O)CO
CC(=CC=O)S(=O)(=O)CO
true
CCCC(C)C(C)(C)CC
164.182
35.8266
-0.5463
4
1
18
71.44
O1C=CC(=C1)C1=NN=NS1
c1cc(-c2nnns2)co1
false
C1CCC(C2CCCC2)C1
c1cc(-c2nnns2)co1
153.166
35.406
1.1931
5
0
13
51.81
O=CC1CC=CS(=O)(=O)N1
O=CC1CC=CS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCN1
161.182
35.6645
-0.6093
3
1
17
63.24
CN1NC(=O)C2=C1SC=N2
Cn1[nH]c(=O)c2ncsc21
false
CC1CC(C)C2CCCC12
O=c1[nH][nH]c2scnc12
155.182
39.2117
0.3231
4
1
15
50.68
CC1C(C#C)C2=NSC=C12
C#CC1c2nscc2C1C
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
149.218
42.103
1.977
2
0
17
12.89
OC1(CC2=CSC=C12)C#C
C#CC1(O)Cc2cscc21
false
CCC1(C)CC2CCCC21
c1scc2c1CC2
150.202
40.7528
1.125
2
1
16
20.23
CCC1=CN(NC)SC1=O
CCc1cn(NC)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
158.226
43.2417
0.6455
4
1
20
34.03
OS(=O)(=O)CN1CCCC1
O=S(=O)(O)CN1CCCC1
false
CC(C)(C)CC1CCCC1
C1CCNC1
165.214
37.2226
-0.0725
3
1
21
57.61
O=CN1SC=C2CCN=C12
O=CN1SC=C2CCN=C21
false
CCC1CCC2CCCC12
C1=C2CCN=C2NS1
154.194
40.496
0.7927
3
0
16
32.67
NS(=O)(=O)C#CC#CC=O
NS(=O)(=O)C#CC#CC=O
true
CCCCCCC(C)(C)C
157.15
34.7232
-1.5619
3
1
13
77.23
CC(O)CC1=C(Cl)C=CS1
CC(O)Cc1sccc1Cl
false
CC(C)CC1CCCC1C
c1ccsc1
176.668
44.7138
2.3248
2
1
19
20.23
ClC1=CNC2=C1NC(=N)S2
N=c1[nH]c2c(Cl)c[nH]c2s1
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2cc[nH]c2s1
173.628
41.3911
1.69037
2
3
14
55.43
N#CCCNC1=CN=CS1
N#CCCNc1cncs1
false
CCCCCC1CCCC1
c1cscn1
153.21
40.8337
1.46868
4
1
17
48.71
CCC(=C)OC1=CSC=C1
C=C(CC)Oc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
154.234
44.378
3.0506
2
0
20
9.23
CC1=CS(=O)(=O)C(C=C)=C1
C=CC1=CC(C)=CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=CC=C1
156.206
40.9568
1.3885
2
0
18
34.14
NC(=S)N1C2CC1CNC2
NC(=S)N1C2CNCC1C2
false
CC(C)C1C2CCCC1C2
C1NCC2CC1N2
157.242
43.6871
-0.7239
2
2
21
41.29
O=CC1=C(N=NS1)C1CC1
O=Cc1snnc1C1CC1
false
CCC1CCCC1C1CC1
c1snnc1C1CC1
154.194
37.2715
1.228
4
0
16
42.85
CC1=C(O)N=C2SC=NN12
Cc1c(O)nc2scnn12
false
CC1CC2CCCC2C1C
c1cn2ncsc2n1
155.182
37.2658
0.80482
5
1
15
50.42
N#CC1=C2SC=CC2=CN1
N#Cc1[nH]cc2ccsc12
false
CCC1CCC2CCCC12
c1cc2c[nH]cc2s1
148.19
40.8907
2.10108
2
1
14
39.58