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
C=C1CNCCCS1(=O)=O
C=C1CNCCCS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1CNCCCS1(=O)=O
161.226
40.4135
-0.0918
3
1
21
46.17
CCC(C)N1SC(=O)C=N1
CCC(C)n1ncc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1cn[nH]s1
158.226
41.376
1.2758
4
0
20
34.89
CN1C2CCC2N(N)C1=S
CN1C(=S)N(N)C2CCC21
false
CC1C(C)C2CCC2C1C
S=C1NC2CCC2N1
157.242
43.1974
-0.0766
2
1
21
32.5
NC1=NSC(=C1)C1CNC1
Nc1cc(C2CNC2)sn1
false
CC1CCC(C2CCC2)C1
c1cc(C2CNC2)sn1
155.226
42.1371
0.4121
4
2
19
50.94
CC=C(C(C)C)S(O)(=O)=O
CC=C(C(C)C)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
164.226
40.1436
1.434
2
1
22
54.37
CCC1CC(N)=CS1(=O)=O
CCC1CC(N)=CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCC1
161.226
39.8862
0.3836
3
1
21
60.16
C(OC1CC1)C1=NSN=N1
C(OC1CC1)c1nnsn1
false
C1CCC(CCC2CC2)C1
C(OC1CC1)c1nnsn1
157.198
35.515
0.6121
5
0
17
47.9
CC1CS(=O)(=O)C1N=CN
CC1CS(=O)(=O)C1N=CN
true
CCCC1C(C)CC1(C)C
O=S1(=O)CCC1
162.214
39.4182
-0.636
3
1
20
72.52
NCCCN1SC(=O)N=C1
NCCCn1cnc(=O)s1
false
CCCCC1CCC(C)C1
O=c1nc[nH]s1
159.214
40.0454
-0.3464
5
1
19
60.91
CC1=NC2=C(S1)C(C)=NS2
Cc1nc2snc(C)c2s1
false
CC1CC2CCC(C)C2C1
c1nc2sncc2s1
170.262
44.766
2.36964
4
0
16
25.78
O=C(CC#C)C1=NSN=N1
C#CCC(=O)c1nnsn1
false
CCCC(C)C1CCCC1
c1nnsn1
153.166
35.4845
0.1391
5
0
13
55.74
NC1(C=CC=C1)S(N)(=O)=O
NC1(S(N)(=O)=O)C=CC=C1
false
CC(C)(C)C1(C)CCCC1
C1=CCC=C1
160.198
38.3056
-0.9441
3
2
18
86.18
CC(=O)NC1=C(N)SC=N1
CC(=O)Nc1ncsc1N
false
CC(C)CC1CCCC1C
c1cscn1
157.198
40.8301
0.6837
4
2
17
68.01
O=S1(=O)C=NN2C(C#C)C12
C#CC1C2N1N=CS2(=O)=O
false
CCC1C2CCC(C)(C)C12
O=S1(=O)C=NN2CC21
156.166
35.6598
-0.9984
4
0
14
49.51
OCS(=O)(=O)NCCC=C
C=CCCNS(=O)(=O)CO
false
CCCCCC(C)(C)CC
165.214
38.8223
-0.5683
3
2
21
66.4
C=C1NS(=O)(=O)C(=O)C=C1
C=C1C=CC(=O)S(=O)(=O)N1
false
CC1CCC(C)C(C)(C)C1
C=C1C=CC(=O)S(=O)(=O)N1
159.166
35.3425
-0.4841
3
1
15
63.24
OCCC(=C)C1=NC=NS1
C=C(CCO)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
156.21
40.6458
0.9337
4
1
18
46.01
CC1CC2CNNC(=S)N12
CC1CC2CNNC(=S)N12
true
CC1CCCC2CC(C)C12
S=C1NNCC2CCN12
157.242
43.4424
-0.1581
2
2
21
27.3
CC1CC1C1=C(N)C=NS1
CC1CC1c1sncc1N
false
CC1CCCC1C1CC1C
c1cc(C2CC2)sn1
154.238
43.0484
1.8487
3
1
20
38.91
CC12CC(C1)C(=O)S2(=O)=O
CC12CC(C1)C(=O)S2(=O)=O
true
CC1C2CC(C)(C2)C1(C)C
O=C1C2CC(C2)S1(=O)=O
160.194
35.0558
0.1101
3
0
18
51.21
CC1=C2NC(=N)OC2=CS1
Cc1scc2oc(=N)[nH]c12
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2cscc2o1
154.194
39.0334
1.61029
3
2
16
52.78
NC(=S)N1C2CC2CC1=O
NC(=S)N1C(=O)CC2CC21
false
CC(C)C1C(C)CC2CC21
O=C1CC2CC2N1
156.21
40.1434
-0.1492
2
1
18
46.33
COC1=CN=C(S1)C=NN
COc1cnc(C=NN)s1
false
CCCC1CCC(CC)C1
c1cscn1
157.198
40.4474
0.4443
5
1
17
60.5
C=CC1CN=CNS1(=O)=O
C=CC1CN=CNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCN=CN1
160.198
39.3995
-0.4977
3
1
18
58.53
OC12CCC1COS2(=O)=O
O=S1(=O)OCC2CCC21O
false
CC1(C)CCC2CCC21C
O=S1(=O)OCC2CCC21
164.182
32.5456
-0.555
4
1
18
63.6
CC1NC1C1COS1(=O)=O
CC1NC1C1COS1(=O)=O
true
CC1CC1C1CCC1(C)C
O=S1(=O)OCC1C1CN1
163.198
35.0455
-0.9247
4
1
19
65.31
CC1N(C)C2=C(N)SC=C12
CC1c2csc(N)c2N1C
false
CC1CCC2C(C)C(C)C12
c1scc2c1CN2
154.238
45.5494
1.8411
3
1
20
29.26
CNC(CCO)S(C)(=O)=O
CNC(CCO)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
167.23
39.3943
-1.0411
4
2
23
66.4
ClC1=C(SN=C1C=C)C#C
C#Cc1snc(C=C)c1Cl
false
CCC1CCC(CC)C1C
c1cnsc1
169.636
45.15
2.4208
2
0
14
12.89
CN=C1SNC=C1C#CC
CC#Cc1c[nH]sc1=NC
false
CCCC1CCCC1CC
N=c1cc[nH]s1
152.222
42.7087
0.9781
2
1
18
28.15
CCCC(=C)C1=NC=CS1
C=C(CCC)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
153.25
46.056
2.9564
2
0
21
12.89
CNC1=CC(=CS1)C(C)=O
CNc1cc(C(C)=O)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
155.222
43.8702
1.9924
3
1
19
29.1
C1CC11NCC2=CSN=C12
c1snc2c1CNC21CC1
false
C1CC2CCC3(CC3)C2C1
c1snc2c1CNC21CC1
152.222
39.8657
1.2354
3
1
18
24.92
CC(=C)N(N)C(=S)NC=C
C=CNC(=S)N(N)C(=C)C
false
CCCC(C)C(C)C(C)C
157.242
46.7711
0.7137
2
2
21
41.29
CC(C)CC=CS(O)(=O)=O
CC(C)CC=CS(=O)(=O)O
false
CC(C)CCCC(C)(C)C
164.226
40.1436
1.434
2
1
22
54.37
ClC1=CN(N=C1)C1CCC1
Clc1cnn(C2CCC2)c1
false
CC1CCC(C2CCC2)C1
c1cnn(C2CCC2)c1
156.616
40.125
2.2615
2
0
19
17.82
CC#CC1CCS(=O)(=O)O1
CC#CC1CCS(=O)(=O)O1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCCO1
160.194
36.7268
0.1284
3
0
18
43.37
OC1(CCC1)C1=CSN=C1
OC1(c2cnsc2)CCC1
false
CC1(C2CCCC2)CCC1
c1nscc1C1CCC1
155.222
39.8618
1.5146
3
1
19
33.12
NC1=NC2CC1(O)S2(=O)=O
NC1=NC2CC1(O)S2(=O)=O
true
CC1CC2CC1(C)C2(C)C
O=S1(=O)C2C=NC1C2
162.17
33.897
-1.8096
5
2
16
92.75
CC1C(C)=CC2=NSN=C12
CC1=Cc2nsnc2C1C
false
CC1CC2CCCC2C1C
C1=Cc2nsnc2C1
152.222
41.975
2.0585
3
0
18
25.78
O=S1(=O)C=CCCC1C#N
N#CC1CCC=CS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)C=CCCC1
157.194
36.6948
0.60088
3
0
17
57.93
COC(=C)C(=N)NC(N)=S
C=C(OC)C(=N)NC(N)=S
false
CCC(C)C(C)CC(C)C
159.214
43.7968
-0.04303
3
3
19
71.13
NC1C(NNS1(=O)=O)C=C
C=CC1NNS(=O)(=O)C1N
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCNN1
163.202
37.1516
-1.7366
4
3
19
84.22
CC(=O)COC1=CC=NS1
CC(=O)COc1ccns1
false
CC(C)CCC1CCCC1
c1cnsc1
157.194
38.29
1.1109
4
0
17
39.19
CC1=NCCCN1C(N)=S
CC1=NCCCN1C(N)=S
true
CC(C)C1CCCCC1C
C1=NCCCN1
157.242
46.0844
0.3541
2
1
21
41.62
CC1C(CS1(=O)=O)OC=C
C=COC1CS(=O)(=O)C1C
false
CCCC1CC(C)(C)C1C
O=S1(=O)CCC1
162.21
38.3188
0.332
3
0
20
43.37
CC(C)C1=C(O)C(Cl)=CO1
CC(C)c1occ(Cl)c1O
false
CC(C)C1CCC(C)C1C
c1ccoc1
160.6
39.4718
2.762
2
1
19
33.37
O=S1(=O)NC=CC2CNC12
O=S1(=O)NC=CC2CNC21
false
CC1(C)CCCC2CCC21
O=S1(=O)NC=CC2CNC21
160.198
36.4762
-1.0214
3
2
18
58.2
CC(=O)CC1=C(C)C=CS1
CC(=O)Cc1sccc1C
false
CC(C)CC1CCCC1C
c1ccsc1
154.234
43.441
2.18802
2
0
20
17.07
COC1=C2OCCC2=NS1
COc1snc2c1OCC2
false
CCC1CCC2CCCC12
c1snc2c1OCC2
157.194
37.865
1.0866
4
0
17
31.35
CCC1=CS(=O)(=O)OCC1
CCC1=CS(=O)(=O)OCC1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCO1
162.21
37.8628
1.0304
3
0
20
43.37
O=S1(=O)CCCNN=CN1
O=S1(=O)CCCNN=CN1
true
CC1(C)CCCCCCC1
O=S1(=O)CCCNN=CN1
163.202
38.0342
-1.1576
4
2
19
70.56
CCC(N=CN)S(O)(=O)=O
CCC(N=CN)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
166.202
38.307
-0.4027
3
2
20
92.75
NC1(CO)CC1S(N)(=O)=O
NC1(CO)CC1S(N)(=O)=O
true
CCC1(C)CC1C(C)(C)C
C1CC1
166.202
35.5164
-2.263
4
3
20
106.41
CC1=C(NSC1=O)C=NN
Cc1c(C=NN)[nH]sc1=O
false
CCCC1CCC(C)C1C
O=c1cc[nH]s1
157.198
41.4581
0.03742
4
2
17
71.24
NN=C(CO)C1=CN=CS1
NN=C(CO)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
157.198
39.9242
-0.2018
5
2
17
71.5
CCN(CC)C1=NC=CS1
CCN(CC)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
156.254
45.675
1.9893
3
0
22
16.13
CC=C(C)C1=CSNC1=O
CC=C(C)c1cs[nH]c1=O
false
CCC(C)C1CCCC1C
O=c1ccs[nH]1
155.222
44.2647
1.8596
2
1
19
32.86
NC1CC1(NC(N)=S)C#C
C#CC1(NC(N)=S)CC1N
false
CCC1(CC(C)C)CC1C
C1CC1
155.226
44.0775
-1.0774
2
3
19
64.07
NC(=S)NC(C=C)C=NO
C=CC(C=NO)NC(N)=S
false
CCCC(CC)CC(C)C
159.214
44.1846
-0.1658
3
3
19
70.64
COC1=CSC(=C1)C#CC
CC#Cc1cc(OC)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
152.218
43.423
2.1281
2
0
18
9.23
O=CC1=C(N=NS1)C1CN1
O=Cc1snnc1C1CN1
false
CCC1CCCC1C1CC1
c1snnc1C1CN1
155.182
36.0402
-0.0051
5
1
15
64.79
O=C1C2CN2C2=C1C=NS2
O=C1c2cnsc2N2CC12
false
CC1C2CCCC2C2CC12
O=C1c2cnsc2N2CC12
152.178
37.5785
0.528
4
0
14
32.97
NN1C=C(Cl)C=CC1=NO
Nn1cc(Cl)ccc1=NO
false
CCC1CCC(C)CC1C
N=c1cccc[nH]1
159.576
36.9419
0.1452
4
2
16
63.54
CCCCN1SN=CC1=O
CCCCn1sncc1=O
false
CCCCC1CCCC1C
O=c1cns[nH]1
158.226
41.282
1.1049
4
0
20
34.89
COCC#CS(=O)(=O)OC
COCC#CS(=O)(=O)OC
true
CCCCCC(C)(C)CC
164.182
35.5808
-0.4301
4
0
18
52.6
CC1=C2C=CN=NC2=NS1
Cc1snc2nnccc12
false
CC1CCC2CCCCC12
c1cc2csnc2nn1
151.194
39.947
1.39472
4
0
15
38.67
CC1=C2OC=CCC2=CS1
Cc1scc2c1OC=CC2
false
CC1CCC2CCCCC12
C1=COc2cscc2C1
152.218
42.528
2.50512
2
0
18
9.23
CC1(C=C)C=CNS1(=O)=O
C=CC1(C)C=CNS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CC=CN1
159.21
39.7975
0.3778
2
1
19
46.17
NC(=S)N1CCC(C=C)=C1
C=CC1=CN(C(N)=S)CC1
false
CCC1CCC(C(C)C)C1
C1=CNCC1
154.238
46.3884
1.0056
1
1
20
29.26
CC1=C(C)C(Cl)=C(N)N1N
Cc1c(Cl)c(N)n(N)c1C
false
CC1C(C)C(C)C(C)C1C
c1cc[nH]c1
159.62
43.4788
1.05434
3
2
20
56.97
CCN1C(C)CN(N)C1=S
CCN1C(=S)N(N)CC1C
false
CCC1C(C)CC(C)C1C
S=C1NCCN1
159.258
45.3334
0.171
2
1
23
32.5
CC(C=C)S(=O)(=O)OC=C
C=COS(=O)(=O)C(C)C=C
false
CCCC(C)(C)C(C)CC
162.21
39.8608
1.0508
3
0
20
43.37
CN1N=C2SC=CC2=C1N
Cn1nc2sccc2c1N
false
CC1CC2CCCC2C1C
c1cc2c[nH]nc2s1
153.21
43.0034
1.217
4
1
17
43.84
NCC1=CNC2=CSC=C12
NCc1c[nH]c2cscc12
false
CCC1CCC2CCCC12
c1cc2cscc2[nH]1
152.222
44.0671
1.6881
2
2
18
41.81
CC1NS(=O)(=O)NC1CN
CC1NS(=O)(=O)NC1CN
true
CCC1CC(C)(C)CC1C
O=S1(=O)NCCN1
165.218
37.4956
-1.8602
3
3
21
84.22
O=S1(=O)CC(CC#N)CO1
N#CCC1COS(=O)(=O)C1
false
CCCC1CCC(C)(C)C1
O=S1(=O)CCCO1
161.182
33.4588
-0.12372
4
0
17
67.16
CN1C=C(SC1=O)C(C)=O
CC(=O)c1cn(C)c(=O)s1
false
CC(C)C1CC(C)C(C)C1
O=c1[nH]ccs1
157.194
39.5645
0.6494
4
0
17
39.07
CON=C1SN(C=N)C=C1
CON=c1ccn(C=N)s1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
157.198
39.0627
0.46687
5
1
17
50.37
O=S1(=O)C2CC3CC2OC13
O=S1(=O)C2CC3CC2OC31
false
CC1(C)C2CC3CC2CC31
O=S1(=O)C2CC3CC2OC31
160.194
34.0928
-0.0817
3
0
18
43.37
C#CC#CCC1=CN=CS1
C#CC#CCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
147.202
42.427
1.3222
2
0
15
12.89
CC(C)S(=O)(=O)C(O)C#N
CC(C)S(=O)(=O)C(O)C#N
true
CCC(C)C(C)(C)C(C)C
163.198
35.6756
-0.34842
4
1
19
78.16
OC12CC1CS(=O)(=O)NC2
O=S1(=O)CC2CC2(O)CN1
false
CC1(C)CCC2(C)CC2C1
O=S1(=O)CC2CC2CN1
163.198
34.8463
-1.3296
3
2
19
66.4
CC(C=C)=CS(=O)(=O)C=O
C=CC(C)=CS(=O)(=O)C=O
false
CCC(C)CC(C)(C)CC
160.194
39.6243
0.6812
3
0
18
51.21
NC1=CN=C2N1CS2(=O)=O
Nc1cnc2n1CS2(=O)=O
false
CC1CCC2C1CC2(C)C
O=S1(=O)Cn2ccnc21
159.17
33.8252
-0.7899
5
1
15
77.98
C=CC1=CSC(S1)=NN=C
C=Cc1csc(=NN=C)s1
false
CCCC1CCC(CC)C1
N=c1sccs1
170.262
47.399
1.9689
4
0
16
24.72
CC1NCS(=O)(=O)NC=C1
CC1C=CNS(=O)(=O)CN1
false
CC1CCCC(C)(C)CC1
O=S1(=O)CNCC=CN1
162.214
38.6602
-0.6313
3
2
20
58.2
CCC(=NO)C1=NC=NS1
CCC(=NO)c1ncns1
false
CCC(CC)C1CCCC1
c1ncsn1
157.198
38.5235
1.1264
5
1
17
58.37
NCCOC1=CC(Cl)=CN1
NCCOc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
160.604
40.3521
1.0056
2
2
19
51.04
C=COC1=NC=C(S1)C#C
C#Cc1cnc(OC=C)s1
false
CCCC1CCC(CC)C1
c1cscn1
151.19
40.874
1.6467
3
0
15
22.12
CC(OC1=NSC=C1)C#N
CC(C#N)Oc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
154.194
37.817
1.43398
4
0
16
45.91
CC(C)OS(=O)(=O)NC=C
C=CNS(=O)(=O)OC(C)C
false
CCCC(C)(C)CC(C)C
165.214
38.4735
0.3893
3
1
21
55.4
CN(OS(=O)(=O)C#C)C=N
C#CS(=O)(=O)ON(C)C=N
false
CCC(C)CC(C)(C)CC
162.17
35.3845
-0.62263
4
1
16
70.46
CN1CC1C1OCS1(=O)=O
CN1CC1C1OCS1(=O)=O
true
CC1CC1C1CCC1(C)C
O=S1(=O)COC1C1CN1
163.198
35.0778
-0.971
4
0
19
46.38
CCN=C1SNC=C1C=C
C=Cc1c[nH]sc1=NCC
false
CCCC1CCCC1CC
N=c1cc[nH]s1
154.238
44.8647
1.6398
2
1
20
28.15
NN1C(=C)CCCS1(=O)=O
C=C1CCCS(=O)(=O)N1N
false
CC1CCCC(C)(C)C1C
C=C1CCCS(=O)(=O)N1
162.214
38.1872
-0.2006
3
1
20
63.4
CN(CC=C)C(=S)NC=C
C=CCN(C)C(=S)NC=C
false
CCCC(C)C(C)CCC
156.254
48.7577
1.1222
1
1
22
15.27
CC1=C2C=CSC2=NN1O
Cc1c2ccsc2nn1O
false
CC1CC2CCCC2C1C
c1cc2c[nH]nc2s1
154.194
39.5315
1.64352
4
1
16
38.05
CC(=NO)C#CS(C)(=O)=O
CC(C#CS(C)(=O)=O)=NO
false
CCC(C)CCC(C)(C)C
161.182
37.5153
-0.158
4
1
17
66.73
CC12OC1C(=C)OS2(=O)=O
C=C1OS(=O)(=O)C2(C)OC12
false
CC1CC(C)(C)C2(C)CC12
C=C1OS(=O)(=O)C2OC12
162.166
32.4228
-0.0249
4
0
16
55.9