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
CC1CC11NC(=S)NN=C1
CC1CC12C=NNC(=S)N2
false
CC1CCCC2(C1)CC2C
S=C1NN=CC2(CC2)N1
155.226
43.8734
0.2285
2
2
19
36.42
NC1=CSN2C=CCN=C12
NC1=CSN2C=CCN=C12
true
CC1CCC2CCCCC12
C1=CN2SC=CC2=NC1
153.21
43.1424
0.6761
4
1
17
41.62
CN1SN=C(CC#C)C1=O
C#CCc1nsn(C)c1=O
false
CCCC1CCC(C)C1C
O=c1cns[nH]1
154.194
39.892
0.0175
4
0
16
34.89
O1C=NC=C1C1=NN=CS1
c1ncc(-c2nncs2)o1
false
C1CCC(C2CCCC2)C1
c1ncc(-c2nncs2)o1
153.166
35.406
1.1931
5
0
13
51.81
O=COC=CC1=CN=CS1
O=COC=Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
155.178
38.297
1.2868
4
0
15
39.19
CN=CN(C)S(=O)(=O)C#C
C#CS(=O)(=O)N(C)C=NC
false
CCCC(C)C(C)(C)CC
160.198
39.9318
-0.5032
3
0
18
49.74
CCC(C)C1=CC(Cl)=CN1
CCC(C)c1cc(Cl)c[nH]1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
157.644
44.5087
3.1816
0
1
22
15.79
C1CC2=CSN=C2OC=C1
C1=COc2nscc2CC1
false
C1CCC2CCCC2CC1
C1=COc2nscc2CC1
153.206
40.203
1.9818
3
0
17
22.12
O=S1(=O)CCNN=C1C#N
N#CC1=NNCCS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)C=NNCC1
159.17
34.8375
-1.15852
5
1
15
82.32
CN(C)C1=CSC(=N1)C#N
CN(C)c1csc(C#N)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
153.21
41.156
1.08078
4
0
17
39.92
CCCC=CS(=O)(=O)CC
CCCC=CS(=O)(=O)CC
true
CCCCCC(C)(C)CC
162.254
43.5088
1.7349
2
0
24
34.14
NC1=CC(Cl)=CC=C1C#C
C#Cc1ccc(Cl)cc1N
false
CCC1CCC(C)CC1C
c1ccccc1
151.596
43.7994
1.9035
1
1
16
26.02
CCN=C1C=CNC=C1Cl
CCN=c1cc[nH]cc1Cl
false
CCCC1CCCCC1C
N=c1cc[nH]cc1
156.616
41.9067
1.5887
1
1
19
28.15
CCC12CC1S(=O)(=O)CN2
CCC12CC1S(=O)(=O)CN2
true
CCC12CCC(C)(C)C1C2
O=S1(=O)CNC2CC21
161.226
38.3495
-0.117
3
1
21
46.17
C=CCC1NC(=S)NC1=O
C=CCC1NC(=S)NC1=O
true
CCCC1CC(C)CC1C
O=C1CNC(=S)N1
156.21
42.4784
-0.0646
2
2
18
41.13
NCC=CCCS(N)(=O)=O
NCC=CCCS(N)(=O)=O
true
CCCCCCC(C)(C)C
164.23
40.7856
-0.8201
3
2
22
86.18
NN1C2CCC2N(O)C1=S
NN1C(=S)N(O)C2CCC21
false
CC1C(C)C2CCC2C1C
S=C1NC2CCC2N1
159.214
39.0599
-0.3172
3
2
19
52.73
OCCC1CC1S(O)(=O)=O
O=S(=O)(O)C1CC1CCO
false
CCCC1CC1C(C)(C)C
C1CC1
166.198
35.1464
-0.3549
3
2
20
74.6
N#CC1=CC2=C(O1)C=CS2
N#Cc1cc2sccc2o1
false
CCC1CC2CCCC2C1
c1cc2sccc2o1
149.174
38.806
2.36598
3
0
13
36.93
N=C1OC2=CSC=C2C=N1
N=c1ncc2cscc2o1
false
CC1CCC2CCCC2C1
N=c1ncc2cscc2o1
152.178
37.7407
1.36877
4
1
14
49.88
CC1=CCNC(=S)N(N)C1
CC1=CCNC(=S)N(N)C1
true
CC1CCCC(C)C(C)C1
S=C1NCC=CCN1
157.242
45.2511
-0.0035
2
2
21
41.29
CC1=C2C(N)=NSC2=NO1
Cc1onc2snc(N)c12
false
CC1CCC2CCC(C)C12
c1nsc2nocc12
155.182
38.8304
1.17492
5
1
15
64.94
CC1(CCS1(=O)=O)NN=C
C=NNC1(C)CCS1(=O)=O
false
CCCC1(C)CCC1(C)C
O=S1(=O)CCC1
162.214
39.4935
-0.2737
4
1
20
58.53
CCC(C)C1=C(O)C=CS1
CCC(C)c1sccc1O
false
CCC(C)C1CCCC1C
c1ccsc1
156.25
44.6898
2.9672
2
1
22
20.23
CNN1CCCN(O)C1=S
CNN1CCCN(O)C1=S
true
CCC1CCCC(C)C1C
S=C1NCCCN1
161.23
41.4732
-0.1974
3
2
21
38.74
NCCC1=C(Cl)C(O)=CN1
NCCc1[nH]cc(O)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
160.604
40.2259
0.8749
2
3
19
62.04
CC1=CC2=C(N1)SNC2=O
Cc1cc2c(=O)[nH]sc2[nH]1
false
CC1CC2CCC(C)C2C1
O=c1[nH]sc2[nH]ccc12
154.194
41.5334
1.22612
2
2
16
48.65
NC1=NSC(CC#C)=C1O
C#CCc1snc(N)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
154.194
40.7282
0.6066
4
2
16
59.14
NN=C1SC(O)=CN1C=C
C=Cn1cc(O)sc1=NN
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
157.198
40.1112
0.1301
5
2
17
63.54
CC1=C(Cl)C2=C(CCC2)N1
Cc1[nH]c2c(c1Cl)CCC2
false
CC1CC2CCCC2C1C
c1cc2c([nH]1)CCC2
155.628
42.5647
2.46522
0
1
20
15.79
C=C1NS(=O)(=O)NC1C=O
C=C1NS(=O)(=O)NC1C=O
true
CCC1CC(C)(C)CC1C
C=C1CNS(=O)(=O)N1
162.17
34.1832
-1.4948
3
2
16
75.27
CC1=C(C(N)=CS1)[N+]([O-])=O
Cc1scc(N)c1[N+](=O)[O-]
false
CC(C)C1C(C)CCC1C
c1ccsc1
158.182
40.1228
1.54692
4
1
16
69.16
NC(=S)N1CC(=C)CC1=N
C=C1CC(=N)N(C(N)=S)C1
false
CC1CC(C)C(C(C)C)C1
C=C1CNC(=N)C1
155.226
44.9751
0.46917
2
2
19
53.11
CC1CS(=O)(=O)C=C1C=O
CC1CS(=O)(=O)C=C1C=O
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCC1
160.194
37.0978
0.1337
3
0
18
51.21
C#CC1=C(N=NS1)N1CC1
C#Cc1snnc1N1CC1
false
CCC1CCCC1C1CC1
c1snnc1N1CC1
151.194
40.057
0.3394
4
0
15
28.79
CC(=C)S(=O)(=O)C#CC=O
C=C(C)S(=O)(=O)C#CC=O
false
CCCCC(C)(C)C(C)C
158.178
37.5738
0.0946
3
0
16
51.21
CN(C(N)=S)C1=CON=C1
CN(C(N)=S)c1cnoc1
false
CC(C)C(C)C1CCCC1
c1cnoc1
157.198
41.6914
0.3544
3
1
17
55.29
CNC1=CN=C(S1)C1CO1
CNc1cnc(C2CO2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CO2)n1
156.21
40.3537
1.2561
4
1
18
37.45
CN1CC2(C)NC2S1(=O)=O
CN1CC2(C)NC2S1(=O)=O
true
CC1CC2(C)CC2C1(C)C
O=S1(=O)NCC2NC21
162.214
36.8785
-1.0504
3
1
20
59.32
OC1=CN=C(CC2CC2)S1
Oc1cnc(CC2CC2)s1
false
CC1CCC(CC2CC2)C1
c1csc(CC2CC2)n1
155.222
40.2068
1.8012
3
1
19
33.12
C(C1COC1)C1=NSN=N1
C1OCC1Cc1nnsn1
false
C1CCC(CC2CCC2)C1
C1OCC1Cc1nnsn1
157.198
35.717
0.122
5
0
17
47.9
CC#CC1=C2NCC2=CS1
CC#Cc1scc2c1NC2
false
CCCC1CCC2CCC12
c1scc2c1CN2
149.218
44.1977
2.045
2
1
17
12.03
CCC1=C2CC(N)C2=NS1
CCc1snc2c1CC2N
false
CCC1CCC2C(C)CC12
c1snc2c1CC2
154.238
42.1244
1.2614
3
1
20
38.91
CC1=C(SN=C1N)C(N)=O
Cc1c(N)nsc1C(N)=O
false
CC(C)C1CCC(C)C1C
c1cnsc1
157.198
39.7813
0.13262
4
2
17
82
CN(O)S(=O)(=O)C=CCN
CN(O)S(=O)(=O)C=CCN
true
CCCCC(C)(C)C(C)C
166.202
36.6637
-0.8904
4
2
20
83.63
O=S1(=O)CC2NC2C=CN1
O=S1(=O)CC2NC2C=CN1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CC2NC2C=CN1
160.198
36.7742
-1.2265
3
2
18
68.11
CC12CC1N(CC2)C(N)=S
CC12CCN(C(N)=S)C1C2
false
CC(C)C1CCC2(C)CC12
C1CC2CC2N1
156.254
44.6204
0.7143
1
1
22
29.26
NC1CNC2C1NS2(=O)=O
NC1CNC2C1NS2(=O)=O
true
CC1CCC2C1CC2(C)C
O=S1(=O)NC2CCNC21
163.202
35.6096
-2.4554
4
3
19
84.22
CC1=C2N(CC2=O)C(=N)S1
Cc1sc(=N)n2c1C(=O)C2
false
CC1CC(C)C2C(C)CC12
N=c1scc2n1CC2=O
154.194
37.2312
0.53379
4
1
16
45.85
C=C1CCS(=O)(=O)CC1=O
C=C1CCS(=O)(=O)CC1=O
true
CC1CCC(C)(C)CC1C
C=C1CCS(=O)(=O)CC1=O
160.194
37.4178
-0.0698
3
0
18
51.21
C#CC1=CSC2=C1OC=C2
C#Cc1csc2ccoc12
false
CCC1CCC2CCCC12
c1cc2sccc2o1
148.186
42.026
2.4756
2
0
14
13.14
NNS(=O)(=O)CC(O)C=C
C=CC(O)CS(=O)(=O)NN
false
CCC(C)CC(C)(C)CC
166.202
37.3137
-1.6736
4
3
20
92.42
CC(=C)CC1=CNC(=N)S1
C=C(C)Cc1c[nH]c(=N)s1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
154.238
43.0424
1.67427
2
2
20
39.64
OCCNNC1=NSC=C1
OCCNNc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
159.214
40.8252
0.0519
5
3
19
57.18
CNC1=C2N=CSC2=CS1
CNc1scc2scnc12
false
CCC1CCC2CCCC12
c1nc2cscc2s1
170.262
47.0437
2.3995
4
1
16
24.92
CN1C(=O)SC(N)=C1C=C
C=Cc1c(N)sc(=O)n1C
false
CCC1C(C)CC(C)C1C
O=c1[nH]ccs1
156.21
44.0634
0.672
4
1
18
48.02
C=CC1CCC2=C1N=CS2
C=CC1CCc2scnc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CCC2
151.234
43.373
2.3589
2
0
19
12.89
NS(=O)(=O)C(=C)CC1CO1
C=C(CC1CO1)S(N)(=O)=O
false
CC(CC1CC1)C(C)(C)C
C1CO1
163.198
36.6042
-0.4225
3
1
19
72.69
CC(C)C(O)C1=NSN=C1
CC(C)C(O)c1cnsn1
false
CC(C)C(C)C1CCCC1
c1cnsn1
158.226
39.7068
1.2275
4
1
20
46.01
CNC1CNC=CS1(=O)=O
CNC1CNC=CS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=CNCC1
162.214
38.9102
-0.9789
4
2
20
58.2
CC1CN1C(=S)NC(C)=O
CC(=O)NC(=S)N1CC1C
false
CC(C)CC(C)C1CC1C
C1CN1
158.226
42.5827
0.1115
2
1
20
32.11
O=C(CC1=NSC=N1)C#C
C#CC(=O)Cc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
152.178
37.453
0.2829
4
0
14
42.85
S=C1NCC(CC#C)CN1
C#CCC1CNC(=S)NC1
false
CCCC1CCC(C)CC1
S=C1NCCCN1
154.238
45.5434
0.1036
1
2
20
24.06
CC12CN1C(=N)OS2(=O)=O
CC12CN1C(=N)OS2(=O)=O
true
CC1CC(C)(C)C2(C)CC12
N=C1OS(=O)(=O)C2CN12
162.17
32.8425
-0.68703
4
1
16
70.23
CS(=O)(=O)NCC(=C)C#N
C=C(C#N)CNS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
160.198
37.5995
-0.38462
3
1
18
69.96
CC(C)CC1=NC(=O)NS1
CC(C)Cc1nc(=O)[nH]s1
false
CC(C)CC1CCC(C)C1
O=c1ncs[nH]1
158.226
41.2767
1.0299
3
1
20
45.75
NCCN(O)C(=S)N1CC1
NCCN(O)C(=S)N1CC1
true
CCCC(C)C(C)C1CC1
C1CN1
161.23
41.7179
-0.7632
3
2
21
52.5
NC1C2CC=CN2S1(=O)=O
NC1C2CC=CN2S1(=O)=O
true
CC1C2CCCC2C1(C)C
O=S1(=O)CC2CC=CN21
160.198
36.2792
-0.7974
3
1
18
63.4
S=C1NNCC2CC(C2)N1
S=C1NNCC2CC(C2)N1
true
CC1CCCC2CC(C1)C2
S=C1NNCC2CC(C2)N1
157.242
43.3841
-0.2527
2
3
21
36.09
CCC1=C(C)C(Cl)=CN1O
CCc1c(C)c(Cl)cn1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.616
40.7415
2.24962
2
1
20
25.16
O=S1(=O)NNCC1N1CC1
O=S1(=O)NNCC1N1CC1
true
CC1(C)CCCC1C1CC1
O=S1(=O)NNCC1N1CC1
163.202
35.4192
-1.9343
4
2
19
61.21
CC(=O)COC1=NC=CS1
CC(=O)COc1nccs1
false
CC(C)CCC1CCCC1
c1cscn1
157.194
38.29
1.1109
4
0
17
39.19
O=CCC#CC1=CC=CS1
O=CCC#Cc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
150.202
41.878
1.6886
2
0
16
17.07
CC1OC1C1=NSC(C)=C1
Cc1cc(C2OC2C)ns1
false
CC1CCC(C2CC2C)C1
c1cc(C2CO2)ns1
155.222
40.139
1.91132
3
0
19
25.42
COC(=C)CC1=NSC=C1
C=C(Cc1ccsn1)OC
false
CCC(C)CC1CCCC1
c1cnsc1
155.222
41.967
1.8457
3
0
19
22.12
CC1=CC=C(C=O)C=C1Cl
Cc1ccc(C=O)cc1Cl
false
CCC1CCC(C)C(C)C1
c1ccccc1
154.596
41.5765
2.46092
1
0
17
17.07
CCC(NC(=S)NN)C=C
C=CC(CC)NC(=S)NN
false
CCC(C)CC(CC)CC
159.258
47.3328
0.2888
2
3
23
50.08
CC1(O)C=CC(=C)S1(=O)=O
C=C1C=CC(C)(O)S1(=O)=O
false
CC1CCC(C)(C)C1(C)C
C=C1C=CCS1(=O)=O
160.194
37.8236
0.1932
3
1
18
54.37
C=CC1CC(=O)S(=O)(=O)C1
C=CC1CC(=O)S(=O)(=O)C1
true
CCC1CC(C)C(C)(C)C1
O=C1CCCS1(=O)=O
160.194
37.0978
0.1337
3
0
18
51.21
O=S1(=O)CC2C3OC1OC23
O=S1(=O)CC2C3OC1OC23
true
CC1(C)CC2C3CC1CC32
O=S1(=O)CC2C3OC1OC23
162.166
30.8108
-0.8878
4
0
16
52.6
CN1C=C2SC=CN2C1=O
Cn1cc2sccn2c1=O
false
CC1CC2CCCC2C1C
O=c1[nH]cc2sccn12
154.194
40.515
0.6995
4
0
16
26.41
CS(=O)(=O)CC1OCCO1
CS(=O)(=O)CC1OCCO1
true
CC(C)(C)CC1CCCC1
C1COCO1
166.198
35.4028
-0.5961
4
0
20
52.6
S=C1NC=CCC2CC2N1
S=C1NC=CCC2CC2N1
true
CC1CCCCC2CC2C1
S=C1NC=CCC2CC2N1
154.238
44.5214
0.7564
1
2
20
24.06
CC1NC1CS(=O)(=O)NN
CC1NC1CS(=O)(=O)NN
true
CCC(C)(C)CC1CC1C
C1CN1
165.218
37.4956
-1.8602
4
3
21
94.13
CC#CC=CC1=CN=CS1
CC#CC=Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
149.218
44.598
2.1796
2
0
17
12.89
C=C(C#C)C1=NC(=O)NS1
C#CC(=C)c1nc(=O)[nH]s1
false
CCC(C)C1CCC(C)C1
O=c1ncs[nH]1
152.178
40.6017
0.4778
3
1
14
45.75
CC=CCC1=NSC=C1O
CC=CCc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
155.222
42.2968
1.9673
3
1
19
33.12
CCC1=C2SC=CC2=CO1
CCc1occ2ccsc12
false
CCC1CCC2CCCC12
c1cc2cocc2s1
152.218
43.469
3.0567
2
0
18
13.14
CC1(CNNS1(=O)=O)C=C
C=CC1(C)CNNS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCNN1
162.214
38.6602
-0.6313
3
2
20
58.2
CN(N=CCCO)C(N)=S
CN(N=CCCO)C(N)=S
true
CCCCCC(C)C(C)C
161.23
44.7432
-0.47
3
2
21
61.85
O=S1(=O)C=CCC1=CC#N
N#CC=C1CC=CS1(=O)=O
false
CCCC1CCCC1(C)C
C=C1CC=CS1(=O)=O
155.178
36.3728
0.72608
3
0
15
57.93
CC(C)CC1=NNC(=O)S1
CC(C)Cc1n[nH]c(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1[nH]ncs1
158.226
41.2767
1.0299
3
1
20
45.75
CNNS(=O)(=O)NC(C)=C
C=C(C)NS(=O)(=O)NNC
false
CCCC(C)(C)CC(C)C
165.218
39.0649
-0.9216
3
3
21
70.23
CC1(C)ONC(=S)NN=C1
CC1(C)C=NNC(=S)NO1
false
CC1CCCC(C)(C)CC1
S=C1NN=CCON1
159.214
42.5254
0.1601
3
2
19
45.65
CC1OS(=O)(=O)CC1=NN
CC1OS(=O)(=O)CC1=NN
true
CCC1CC(C)(C)CC1C
N=C1COS(=O)(=O)C1
164.186
35.9562
-0.9504
5
1
18
81.75
NCCNC(=S)NCC=C
C=CCNC(=S)NCCN
false
CCCCC(C)CCCC
159.258
47.8548
-0.4048
2
3
23
50.08
O=S1(=O)CC2(C1)CC=CO2
O=S1(=O)CC2(CC=CO2)C1
false
CC1(C)CC2(CCCC2)C1
O=S1(=O)CC2(CC=CO2)C1
160.194
36.2268
0.0876
3
0
18
43.37
ClC1=C2CC(C=C)N2C=C1
C=CC1Cc2c(Cl)ccn21
false
CCC1CC2C(C)CCC12
c1cc2n(c1)CC2
153.612
42.38
2.4247
1
0
18
4.93
CC1=COC2=NSN=C2C1
CC1=COc2nsnc2C1
false
CC1CCC2CCCC2C1
C1=COc2nsnc2C1
154.194
37.998
1.3768
4
0
16
35.01
CC1=C2SC=CC2=NN1N
Cc1c2sccc2nn1N
false
CC1CC2CCCC2C1C
c1cc2n[nH]cc2s1
153.21
42.4974
1.12002
4
1
17
43.84