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
O=S1(=O)COC(C=C1)C#N
N#CC1C=CS(=O)(=O)CO1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCOC1
159.166
33.4128
-0.20522
4
0
15
67.16
COC1=C(C)S(=O)(=O)OC1
COC1=C(C)S(=O)(=O)OC1
true
CCC1CCC(C)(C)C1C
O=S1(=O)C=CCO1
164.182
34.5808
0.2243
4
0
18
52.6
NC(=O)C(=C)CS(N)(=O)=O
C=C(CS(N)(=O)=O)C(N)=O
false
CC(C)C(C)CC(C)(C)C
164.186
36.3086
-1.6836
3
2
18
103.25
CC1C2NS(=O)(=O)C1C2O
CC1C2NS(=O)(=O)C1C2O
true
CC1C2CC(C)(C)C1C2C
O=S1(=O)NC2CC1C2
163.198
34.8023
-1.3328
3
2
19
66.4
ClC1=CSC2=C1C(=C)OC2
C=C1OCc2scc(Cl)c21
false
CC1CCC2CCC(C)C12
C=C1OCc2sccc21
172.636
43.152
2.9024
2
0
15
9.23
CC1C2CC2C2=C1SN=C2
CC1c2sncc2C2CC12
false
CC1C2CCCC2C2CC12
c1nsc2c1C1CC1C2
151.234
41.377
2.3637
2
0
19
12.89
CC1OC1C1CS(=O)(=O)O1
CC1OC1C1CS(=O)(=O)O1
true
CC1CC1C1CC(C)(C)C1
O=S1(=O)CC(C2CO2)O1
164.182
32.9948
-0.4977
4
0
18
55.9
CC1=NN2CC(=O)N=C2S1
CC1=NN2CC(=O)N=C2S1
true
CC1CC2CC(C)CC2C1
O=C1CN2N=CSC2=N1
155.182
39.848
0.2648
4
0
15
45.03
CC(C)NC1=C(N)C=CS1
CC(C)Nc1sccc1N
false
CC(C)CC1CCCC1C
c1ccsc1
156.254
47.4901
2.1506
3
2
22
38.05
COS(=O)(=O)C=CC(C)C
COS(=O)(=O)C=CC(C)C
true
CCC(C)(C)CCC(C)C
164.226
39.9068
1.1323
3
0
22
43.37
CC1N(C)S(=O)(=O)C=C1N
CC1C(N)=CS(=O)(=O)N1C
false
CC1CC(C)(C)C(C)C1C
O=S1(=O)C=CCN1
162.214
38.4152
-0.5498
3
1
20
63.4
O=C1CC=C2NC(=S)NC12
O=C1CC=C2NC(=S)NC12
true
CC1CC2CCC(C)C2C1
O=C1CC=C2NC(=S)NC12
154.194
40.3644
-0.3106
2
2
16
41.13
O=S1(=O)NNC(CO1)C#C
C#CC1COS(=O)(=O)NN1
false
CCC1CCC(C)(C)CC1
O=S1(=O)NNCCO1
162.17
33.7642
-1.6426
4
2
16
67.43
C=CC1C=CC2=C1SN=N2
C=CC1C=Cc2nnsc21
false
CCC1CCC2CCCC12
C1=Cc2nnsc2C1
150.206
41.881
1.8345
3
0
16
25.78
CC(C=C)N1CS(=O)(=O)C1
C=CC(C)N1CS(=O)(=O)C1
false
CCC(C)C1CC(C)(C)C1
O=S1(=O)CNC1
161.226
40.1518
0.2063
3
0
21
37.38
CC#CC1=NN(N)C=C1Cl
CC#Cc1nn(N)cc1Cl
false
CCCC1CC(C)CC1C
c1cn[nH]c1
155.588
39.9394
0.6217
3
1
16
43.84
CC1CCN(C)NC(=S)N1
CC1CCN(C)NC(=S)N1
true
CC1CCC(C)CC(C)C1
S=C1NCCCNN1
159.258
45.5784
0.0895
2
2
23
27.3
CCC1=NSC(C=NN)=C1
CCc1cc(C=NN)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
155.226
43.2734
0.9981
4
1
19
51.27
OCC1=NN=C(CC=C)S1
C=CCc1nnc(CO)s1
false
CCCC1CCC(CC)C1
c1nncs1
156.21
39.7328
0.7589
4
1
18
46.01
O=CC1NC1C1=CSN=N1
O=CC1NC1c1csnn1
false
CCC1CC1C1CCCC1
c1snnc1C1CN1
155.182
35.6377
-0.2501
5
1
15
64.79
CC1=CSC(CC2CN2)=C1
Cc1csc(CC2CN2)c1
false
CC1CCC(CC2CC2)C1
c1csc(CC2CN2)c1
153.25
44.5507
1.57082
2
1
21
21.94
NC1CCCN(C1)C(N)=S
NC(=S)N1CCCC(N)C1
false
CC1CCCC(C(C)C)C1
C1CCNCC1
159.258
45.5678
-0.3469
2
2
23
55.28
CN1CC2(CN)CN2C1=S
CN1CC2(CN)CN2C1=S
true
CCC12CC(C)C(C)C1C2
S=C1NCC2CN12
157.242
43.7194
-0.7702
2
1
21
32.27
COC=C(C)C1=NSN=C1
COC=C(C)c1cnsn1
false
CCCC(C)C1CCCC1
c1cnsn1
156.21
40.569
1.5453
4
0
18
35.01
O=S1(=O)CC(NN1)C1CO1
O=S1(=O)CC(C2CO2)NN1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CC(C2CO2)NN1
164.186
33.5862
-1.8086
4
2
18
70.73
CC1(CO)CN1NC(N)=S
CC1(CO)CN1NC(N)=S
true
CCC1(C)CC1CC(C)C
C1CN1
161.23
42.1179
-1.1988
3
3
21
61.29
CCC1CS(=O)(=O)C1C=O
CCC1CS(=O)(=O)C1C=O
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
162.21
37.4198
0.0085
3
0
20
51.21
COC(=C)CN(C)C(N)=S
C=C(CN(C)C(N)=S)OC
false
CCC(C)CC(C)C(C)C
160.242
45.5644
0.3219
2
1
22
38.49
CC(C)C1CN(O)S1(=O)=O
CC(C)C1CN(O)S1(=O)=O
true
CC(C)C1CC(C)C1(C)C
O=S1(=O)CCN1
165.214
36.0383
0.0456
3
1
21
57.61
CN(C(N)=S)C1=COC=N1
CN(C(N)=S)c1cocn1
false
CC(C)C(C)C1CCCC1
c1cocn1
157.198
41.6914
0.3544
3
1
17
55.29
O=C1CC2CC(C1)S2(=O)=O
O=C1CC2CC(C1)S2(=O)=O
true
CC1CC2CC(C1)C2(C)C
O=C1CC2CC(C1)S2(=O)=O
160.194
35.3538
-0.095
3
0
18
51.21
CC(=C)C(O)C1=NN=CS1
C=C(C)C(O)c1nncs1
false
CC(C)C(C)C1CCCC1
c1nncs1
156.21
39.6828
1.1476
4
1
18
46.01
CC1=CC(CCCN)=CS1
Cc1cc(CCCN)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
155.266
46.4314
1.94782
2
1
23
26.02
CCCN1CCNNC1=S
CCCN1CCNNC1=S
true
CCCC1CCCCC1C
S=C1NCCNN1
159.258
45.6004
0.0911
2
2
23
27.3
CC1=NOC(C(N)=N)=C1Cl
Cc1noc(C(=N)N)c1Cl
false
CC(C)C1CCC(C)C1C
c1cnoc1
159.576
37.2661
0.92049
3
2
16
75.9
CC1=C(Cl)C=CN=C1C#C
C#Cc1nccc(Cl)c1C
false
CCC1CCCC(C)C1C
c1ccncc1
151.596
41.919
2.02472
1
0
16
12.89
C=NN1C=CS(=O)(=O)C1=N
C=NN1C=CS(=O)(=O)C1=N
true
CCC1CCC(C)(C)C1C
N=C1NC=CS1(=O)=O
159.17
37.1745
-0.26163
4
1
15
73.59
C=C1OS(=O)(=O)C(=C)C1=O
C=C1OS(=O)(=O)C(=C)C1=O
true
CC1CC(C)(C)C(C)C1C
C=C1OS(=O)(=O)C(=C)C1=O
160.15
33.2918
-0.0571
4
0
14
60.44
CC=C1CCCNC(=S)N1
CC=C1CCCNC(=S)N1
true
CCC1CCCCC(C)C1
C=C1CCCNC(=S)N1
156.254
46.7274
1.1481
1
2
22
24.06
NC1=CSN=C1C=CC=C
C=CC=Cc1nscc1N
false
CCCCC1CCCC1C
c1cnsc1
152.222
45.7574
1.9245
3
1
18
38.91
CCOCS(=O)(=O)N(C)N
CCOCS(=O)(=O)N(C)N
true
CCCCC(C)(C)C(C)C
168.218
37.3632
-0.8843
4
1
22
72.63
CC1=CC(CO)=C(S1)C=C
C=Cc1sc(C)cc1CO
false
CCC1CC(C)CC1CC
c1ccsc1
154.234
45.0698
2.19182
2
1
20
20.23
COS(=O)(=O)C1=NNC=C1
COS(=O)(=O)c1cc[nH]n1
false
CCC(C)(C)C1CCCC1
c1cn[nH]c1
162.17
32.7825
-0.2552
4
1
16
72.05
O=S1(=O)C=CN2CC12C#N
N#CC12CN1C=CS2(=O)=O
false
CCC12CC1CCC2(C)C
O=S1(=O)C=CN2CC21
156.166
33.1098
-0.57852
4
0
14
60.94
CC12CC1N1SN=CC1=N2
CC12CC1N1SN=CC1=N2
true
CC12CC3CCCC3C1C2
C1=NSN2C1=NC1CC12
153.21
42.167
0.8791
4
0
17
27.96
OCC12CCC(N1)S2(=O)=O
O=S1(=O)C2CCC1(CO)N2
false
CCC12CCC(C1)C2(C)C
O=S1(=O)C2CCC1N2
163.198
34.8943
-1.1871
4
2
19
66.4
C=CS(=O)(=O)N1CC1C=O
C=CS(=O)(=O)N1CC1C=O
true
CCC1CC1C(C)(C)CC
C1CN1
161.182
35.6748
-0.6572
3
0
17
54.22
OC1C2CN2C2=C1N=NS2
OC1c2nnsc2N2CC12
false
CC1C2CCCC2C2CC12
C1c2nnsc2N2CC12
155.182
36.0028
-0.2263
5
1
15
49.02
CCN(C=NO)S(C)(=O)=O
CCN(C=NO)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
166.202
37.5023
-0.3146
4
1
20
69.97
CC(O)C1=CSN=C1C#N
CC(O)c1csnc1C#N
false
CCC1CCCC1C(C)C
c1cnsc1
154.194
37.4628
1.06808
4
1
16
56.91
CN1N(CCS1(=O)=O)C=O
CN1N(C=O)CCS1(=O)=O
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCNN1
164.186
34.3198
-1.365
3
0
18
57.69
CN(CCS(N)(=O)=O)C=O
CN(C=O)CCS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
166.202
36.6682
-1.6369
3
1
20
80.47
OCCCC1=NC=C(O)S1
OCCCc1ncc(O)s1
false
CCCCC1CCC(C)C1
c1cscn1
159.21
39.1856
0.7736
4
2
19
53.35
CN(NCC#C)S(C)(=O)=O
C#CCNN(C)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
162.214
39.4425
-0.9844
3
1
20
49.41
CC(C=C)N1SC(=N)N=C1
C=CC(C)n1cnc(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1nc[nH]s1
155.226
40.8667
1.17107
4
1
19
41.67
NC1=C2N=CN=CC2=CS1
Nc1scc2cncnc12
false
CC1CCC2CCCCC12
c1ncc2cscc2n1
151.194
41.8274
1.2735
4
1
15
51.8
CC1CCNN1C(=S)NO
CC1CCNN1C(=S)NO
true
CCC(C)C1CCCC1C
C1CNNC1
161.23
41.4409
-0.1511
3
3
21
47.53
C=CN1OCCCNC1=S
C=CN1OCCCNC1=S
true
CCC1CCCCCC1C
S=C1NCCCON1
158.226
43.2057
0.6417
2
1
20
24.5
COC(NS(N)(=O)=O)=CC
CC=C(NS(N)(=O)=O)OC
false
CCC(CC)CC(C)(C)C
166.202
37.0089
-0.7128
3
2
20
81.42
CC(CN)C1CS(=O)(=O)N1
CC(CN)C1CS(=O)(=O)N1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCN1
164.23
38.9289
-1.1172
3
2
22
72.19
CC1CN1C1=CSC(=O)N1
CC1CN1c1csc(=O)[nH]1
false
CC1CCC(C2CC2C)C1
O=c1[nH]c(N2CC2)cs1
156.21
41.7477
0.6449
3
1
18
35.87
CCC1=C(N=CS1)C(C)=C
C=C(C)c1ncsc1CC
false
CCC1CCCC1C(C)C
c1cscn1
153.25
46.2
2.7386
2
0
21
12.89
OC1C2CCCS(=O)(=O)C12
O=S1(=O)CCCC2C(O)C21
false
CC1C2CCCC(C)(C)C12
O=S1(=O)CCCC2CC21
162.21
36.3056
-0.4457
3
1
20
54.37
CC(=C)ON1C=C(Cl)C=N1
C=C(C)On1cc(Cl)cn1
false
CC(C)CC1CCC(C)C1
c1cn[nH]c1
158.588
38.631
1.4987
3
0
17
27.05
CC(C)N=C1C=CSN1O
CC(C)N=c1ccsn1O
false
CC(C)CC1CCCC1C
N=c1ccs[nH]1
158.226
40.1925
1.096
4
1
20
37.52
CCNN(CC)S(N)(=O)=O
CCNN(CC)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
167.234
39.1639
-0.9637
3
2
23
75.43
COC1=C(C=NN)N=CS1
COc1scnc1C=NN
false
CCCC1CCCC1CC
c1cscn1
157.198
40.4474
0.4443
5
1
17
60.5
CC1=C2C=NNCC2=CS1
Cc1scc2c1C=NNC2
false
CC1CCC2CCCCC12
C1=NNCc2cscc21
152.222
43.4897
1.49362
3
1
18
24.39
COCC#CC1=CC=NS1
COCC#Cc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
153.206
40.868
1.141
3
0
17
22.12
C=CC(C#N)S(=O)(=O)C=C
C=CC(C#N)S(=O)(=O)C=C
true
CCC(CC)C(C)(C)CC
157.194
38.7148
0.62288
3
0
17
57.93
NC1=C(SN=C1C=C)C=O
C=Cc1nsc(C=O)c1N
false
CCC1CCC(CC)C1C
c1cnsc1
154.194
42.0049
1.1808
4
1
16
55.98
C=CC=NN1CCNC1=S
C=CC=NN1CCNC1=S
true
CCCCC1CCCC1C
S=C1NCCN1
155.226
45.9957
0.3483
2
1
19
27.63
C1CC(C1)NC1=NN=CS1
c1nnc(NC2CCC2)s1
false
C1CCC(CC2CCC2)C1
c1nnc(NC2CCC2)s1
155.226
41.1707
1.5025
4
1
19
37.81
ClC1=CSN=C1CCC=O
O=CCCc1nscc1Cl
false
CCCCC1CCCC1C
c1cnsc1
175.64
41.509
1.928
3
0
16
29.96
N=CN1CC=CS(=O)(=O)O1
N=CN1CC=CS(=O)(=O)O1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCNO1
162.17
34.6345
-0.31583
4
1
16
70.46
CCCC=CNS(N)(=O)=O
CCCC=CNS(N)(=O)=O
true
CCCCCCC(C)(C)C
164.23
40.2909
0.0933
2
2
22
72.19
CN1CC11CCNS1(=O)=O
CN1CC12CCNS2(=O)=O
false
CC1CC12CCCC2(C)C
O=S1(=O)NCCC12CN2
162.214
36.9005
-1.0488
3
1
20
49.18
CC1=C(O)N=C(S1)C1CC1
Cc1sc(C2CC2)nc1O
false
CC1CC(C2CC2)CC1C
c1csc(C2CC2)n1
155.222
40.4908
2.03452
3
1
19
33.12
CC1CC(C1)C1=CSC=C1
CC1CC(c2ccsc2)C1
false
CC1CC(C2CCCC2)C1
c1cc(C2CCC2)cs1
152.262
45.458
3.2616
1
0
22
0
ON=C1NS(=O)(=O)C2CC12
O=S1(=O)NC(=NO)C2CC21
false
CCC1CC(C)(C)C2CC12
N=C1NS(=O)(=O)C2CC12
162.17
33.172
-0.9044
4
2
16
78.76
C1C=CCN1C1=CSN=C1
C1=CCN(c2cnsc2)C1
false
C1CCC(C2CCCC2)C1
C1=CCN(c2cnsc2)C1
152.222
43.467
1.5193
3
0
18
16.13
NC1=CS(=O)(=O)C(=C)C=C1
C=C1C=CC(N)=CS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1C=CC=CS1(=O)=O
157.194
39.4702
0.2848
3
1
17
60.16
CC1=C2OC=CC2=C(C)S1
Cc1sc(C)c2occc12
false
CC1CC(C)C2CCCC12
c1cc2cscc2o1
152.218
43.565
3.11114
2
0
18
13.14
O=S(=O)(C#C)C1=CNC=N1
C#CS(=O)(=O)c1c[nH]cn1
false
CCC(C)(C)C1CCCC1
c1c[nH]cn1
156.166
34.6065
-0.2259
3
1
14
62.82
CC1NCC1C1=CC=CS1
CC1NCC1c1cccs1
false
CC1CCC1C1CCCC1
c1csc(C2CNC2)c1
153.25
44.5247
1.8234
2
1
21
12.03
CCON1C=C(Cl)C(Cl)=C1
CCOn1cc(Cl)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
180.034
41.573
2.2434
2
0
17
14.16
C=CC1=C(SC=N1)C1CC1
C=Cc1ncsc1C1CC1
false
CCC1CCCC1C1CC1
c1ncc(C2CC2)s1
151.234
44.18
2.6635
2
0
19
12.89
CNC1=NS(=O)(=O)C2CN12
CNC1=NS(=O)(=O)C2CN12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)N=CN2CC21
161.186
35.9085
-1.4531
4
1
17
61.54
NN=C1ON=C(CC=C)S1
C=CCc1noc(=NN)s1
false
CCCC1CCC(CC)C1
N=c1oncs1
157.198
38.0314
0.239
5
1
17
64.41
CC(C)=C1CS(=O)(=O)CO1
CC(C)=C1CS(=O)(=O)CO1
true
CC(C)C1CCC(C)(C)C1
C=C1CS(=O)(=O)CO1
162.21
38.1128
0.6828
3
0
20
43.37
C=C1C=NOCCS1(=O)=O
C=C1C=NOCCS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1C=NOCCS1(=O)=O
161.182
37.3708
-0.0691
4
0
17
55.73
NNC1=C(Cl)C(=O)C=CN1
NNc1[nH]ccc(=O)c1Cl
false
CCC1CCCC(C)C1C
O=c1cc[nH]cc1
159.576
39.8828
0.3139
3
3
16
70.91
NC1=C(CC2CO2)SN=C1
Nc1cnsc1CC1CO1
false
CC1CCCC1CC1CC1
c1cc(CC2CO2)sn1
156.21
39.9704
0.6666
4
1
18
51.44
OC1COC1C1=CN=CS1
OC1COC1c1cncs1
false
CC1CCC1C1CCCC1
c1ncc(C2CCO2)s1
157.194
36.8138
0.5753
4
1
17
42.35
CC(=N)NN1SC=CC1=O
CC(=N)Nn1sccc1=O
false
CC(C)CC1CCCC1C
O=c1ccs[nH]1
157.198
41.3404
0.45047
4
2
17
57.88
NS(=O)(=O)C1CCOCC1
NS(=O)(=O)C1CCOCC1
true
CC(C)(C)C1CCCCC1
C1CCOCC1
165.214
36.9482
-0.5461
3
1
21
69.39
NN(CCC1CO1)C(N)=S
NC(=S)N(N)CCC1CO1
false
CC(C)C(C)CCC1CC1
C1CO1
161.23
42.0358
-0.8054
3
2
21
67.81
CN(C)C1=CSC(C=C)=C1
C=Cc1cc(N(C)C)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
153.25
48.737
2.4571
2
0
21
3.24
CC1=CC2=C(S1)C(C)=NO2
Cc1cc2onc(C)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2oncc2s1
153.206
41.36
2.50614
3
0
17
26.03
NNC(=S)NOCC1CC1
NNC(=S)NOCC1CC1
true
CCC(C)CCCC1CC1
C1CC1
161.23
41.7328
-0.3342
3
3
21
59.31