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=C1NC(=N)S(=O)(=O)C=C1
C=C1C=CS(=O)(=O)C(=N)N1
false
CC1CCC(C)(C)C(C)C1
C=C1C=CS(=O)(=O)C(=N)N1
158.182
38.0622
-0.03343
3
2
16
70.02
O=S1(=O)CC2(CC1O2)C#C
C#CC12CC(O1)S(=O)(=O)C2
false
CCC12CC(C1)C(C)(C)C2
O=S1(=O)CC2CC1O2
158.178
34.8408
-0.4668
3
0
16
43.37
NC1=CC=C2C=C(O)SN12
Nc1ccc2cc(O)sn12
false
CC1CC2CCC(C)C2C1
c1cc2ccsn2c1
154.194
41.3512
1.2886
4
2
16
50.66
CC(=O)CC1=C(N)SC=C1
CC(=O)Cc1ccsc1N
false
CC(C)CC1CCCC1C
c1ccsc1
155.222
43.1164
1.4618
3
1
19
43.09
CCC1=CC(O)=C(CC)S1
CCc1cc(O)c(CC)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
156.25
44.7398
2.5785
2
1
22
20.23
NC(=S)N(C=N)C=CC=C
C=CC=CN(C=N)C(N)=S
false
CCCCC(CC)C(C)C
155.226
46.7451
0.83877
2
2
19
53.11
CNN1SC(C=C)=CC1=O
C=Cc1cc(=O)n(NC)s1
false
CCC1CC(C)C(CC)C1
O=c1ccs[nH]1
156.21
43.9547
0.7261
4
1
18
34.03
CCNC1=CC(NC)=NS1
CCNc1cc(NC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
157.242
45.8244
1.6166
4
2
21
36.95
CCC(=O)C1=COC=C1Cl
CCC(=O)c1cocc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
158.584
38.3395
2.5257
2
0
17
30.21
CC1(C)CNC(=S)NC1=O
CC1(C)CNC(=S)NC1=O
true
CC1CCC(C)(C)C(C)C1
O=C1CCNC(=S)N1
158.226
42.5244
0.0169
2
2
20
41.13
CCC(N)C1=CNC=C1Cl
CCC(N)c1c[nH]cc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
158.632
43.0221
2.0779
1
2
21
41.81
CNC(C)C1=NSNC1=O
CNC(C)c1ns[nH]c1=O
false
CCC(C)C1CCCC1C
O=c1cns[nH]1
159.214
40.2094
0.1118
4
2
19
57.78
COC1=C(Cl)C=NN1C=N
COc1c(Cl)cnn1C=N
false
CCC1CCC(C)C1CC
c1cn[nH]c1
159.576
37.9707
1.00027
4
1
16
50.9
CN(C)C1CC(O)S1(=O)=O
CN(C)C1CC(O)S1(=O)=O
true
CC(C)C1CC(C)C1(C)C
O=S1(=O)CCC1
165.214
37.0186
-0.989
4
1
21
57.61
C=CN1SC(=O)C=C1C=O
C=Cn1sc(=O)cc1C=O
false
CCC1CC(C)CC1CC
O=c1cc[nH]s1
155.178
40.3535
0.8228
4
0
15
39.07
CC1=C(N)C(C=C)=C(O)S1
C=Cc1c(O)sc(C)c1N
false
CCC1C(C)CC(C)C1C
c1ccsc1
155.222
45.2242
1.98732
3
2
19
46.25
CC(=O)CCC1=NSC=N1
CC(=O)CCc1ncsn1
false
CC(C)CCC1CCCC1
c1ncsn1
156.21
38.911
1.0597
4
0
18
42.85
CC(C)OC1=NC(N)=NS1
CC(C)Oc1nc(N)ns1
false
CC(C)CC1CCC(C)C1
c1ncsn1
159.214
40.0854
0.9075
5
1
19
61.03
CC1=C(OC2CC2)SN=C1
Cc1cnsc1OC1CC1
false
CC1CCCC1CC1CC1
c1cc(OC2CC2)sn1
155.222
40.501
1.99272
3
0
19
22.12
CC(=O)NCC1=NN=CS1
CC(=O)NCc1nncs1
false
CC(C)CCC1CCCC1
c1nncs1
157.198
37.4297
0.1742
4
1
17
54.88
CC1C(CS1(=O)=O)OC=O
CC1C(OC=O)CS1(=O)=O
false
CCCC1CC(C)(C)C1C
O=S1(=O)CCC1
164.182
34.1858
-0.6551
4
0
18
60.44
CS(=O)(=O)NNC1CNC1
CS(=O)(=O)NNC1CNC1
true
CC(C)(C)CCC1CCC1
C1CNC1
165.218
37.7729
-1.988
4
3
21
70.23
CC1=C(SC=N1)N1CCC1
Cc1ncsc1N1CCC1
false
CC1CCCC1C1CCC1
c1ncc(N2CCC2)s1
154.238
43.681
1.66162
3
0
20
16.13
CC(=O)NC(=S)NCC=C
C=CCNC(=S)NC(C)=O
false
CCCCC(C)CC(C)C
158.226
44.6144
0.183
2
2
20
41.13
CC1=NOC(CCN)=C1Cl
Cc1noc(CCN)c1Cl
false
CCCC1CCC(C)C1C
c1cnoc1
160.604
39.0084
1.13762
3
1
19
52.05
C=CC1=CSC2=C1C=NO2
C=Cc1csc2oncc12
false
CCC1CCC2CCCC12
c1cc2cnoc2s1
151.19
41.977
2.5323
3
0
15
26.03
C1CC2=C3C=CSN3N=C12
c1cc2c3c(nn2s1)CC3
false
C1CC2CC3CCC3C2C1
c1cc2c3c(nn2s1)CC3
150.206
40.477
1.4944
3
0
16
17.3
CC1=CC=C(CN)C=C1Cl
Cc1ccc(CN)cc1Cl
false
CCC1CCC(C)C(C)C1
c1ccccc1
155.628
44.0804
2.10712
1
1
20
26.02
C=COC1=CC=C(S1)C=O
C=COc1ccc(C=O)s1
false
CCCC1CCC(CC)C1
c1ccsc1
154.19
40.5315
2.0829
3
0
16
26.3
CN=C1C=CSN1C(C)=N
CN=c1ccsn1C(C)=N
false
CCC1CCCC1C(C)C
N=c1ccs[nH]1
155.226
42.5947
0.92537
4
1
19
41.14
C1CC(CN1)C1=NSC=C1
c1cc(C2CCNC2)ns1
false
C1CCC(C2CCCC2)C1
c1cc(C2CCNC2)ns1
154.238
42.3417
1.22
3
1
20
24.92
CC(C)C1CCS(=O)(=O)C1
CC(C)C1CCS(=O)(=O)C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CCCC1
162.254
41.5988
1.0771
2
0
24
34.14
CC1CS(=O)(=O)C1C(N)=N
CC1CS(=O)(=O)C1C(=N)N
false
CC(C)C1C(C)CC1(C)C
O=S1(=O)CCC1
162.214
38.6529
-0.64453
3
2
20
84.01
CC(=C)C(=NO)S(C)(=O)=O
C=C(C)C(=NO)S(C)(=O)=O
false
CCC(C(C)C)C(C)(C)C
163.198
38.8793
0.3948
4
1
19
66.73
CCC1=NC2=C(S1)C=NS2
CCc1nc2sncc2s1
false
CCC1CC2CCCC2C1
c1nc2sncc2s1
170.262
44.67
2.3152
4
0
16
25.78
O=S1(=O)CC2C3NC3CN12
O=S1(=O)CC2C3NC3CN21
false
CC1(C)CC2C3CC3CC21
O=S1(=O)CC2C3NC3CN21
160.198
34.9925
-1.6456
3
1
18
59.32
CCOC1CNS(=O)(=O)C1
CCOC1CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCCN1
165.214
37.2035
-0.6755
3
1
21
55.4
CC1NCCN(O)S1(=O)=O
CC1NCCN(O)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CNCCN1
166.202
34.877
-1.0434
4
2
20
69.64
CCC1=C(C)S(=O)(=O)C=C1
CCC1=C(C)S(=O)(=O)C=C1
true
CCC1CCC(C)(C)C1C
O=S1(=O)C=CC=C1
158.222
41.0508
1.6125
2
0
20
34.14
CCS(=O)(=O)C(O)C1CC1
CCS(=O)(=O)C(O)C1CC1
true
CCC(C)(C)C(C)C1CC1
C1CC1
164.226
38.1916
0.1495
3
1
22
54.37
CNC1=CC(Cl)=CNC1=O
CNc1cc(Cl)c[nH]c1=O
false
CCC1CC(C)CCC1C
O=c1cccc[nH]1
158.588
41.6194
1.07
2
2
17
44.89
CCNC1CCCS1(=O)=O
CCNC1CCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCCC1
163.242
40.4855
0.1306
3
1
23
46.17
O=S1(=O)CC=C(CC#N)N1
N#CCC1=CCS(=O)(=O)N1
false
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CN1
158.182
35.2355
-0.28302
3
1
16
69.96
CNCC1=C(Cl)C(C)=CO1
CNCc1occ(C)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
159.616
41.2187
1.96082
2
1
20
25.17
CCC(=C)NC(=S)N(C)N
C=C(CC)NC(=S)N(C)N
false
CCC(C)CC(C)C(C)C
159.258
47.1151
0.5901
2
2
23
41.29
CCC1=NC2=C(NCC2)S1
CCc1nc2c(s1)NCC2
false
CCC1CC2CCCC2C1
c1nc2c(s1)NCC2
154.238
43.6857
1.6735
3
1
20
24.92
NN=CC=CC1=CSN=C1
NN=CC=Cc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
153.21
43.8274
1.1008
4
1
17
51.27
C=CC1=CSC(CC#N)=N1
C=Cc1csc(CC#N)n1
false
CCCC1CCC(CC)C1
c1cscn1
150.206
41.522
1.85218
3
0
16
36.68
CNC1=NN=C(CC=O)S1
CNc1nnc(CC=O)s1
false
CCCC1CCC(CC)C1
c1nncs1
157.198
39.2237
0.3212
5
1
17
54.88
CC1C2C=NNS(=O)(=O)C12
CC1C2C=NNS(=O)(=O)C12
true
CC1C2CCCC(C)(C)C12
O=S1(=O)NN=CC2CC21
160.198
36.9895
-0.4603
3
1
18
58.53
C=CCC1NC2=CSN=C12
C=CCC1Nc2csnc21
false
CCCC1CC2CCCC12
c1snc2c1NC2
152.222
43.2917
2.1858
3
1
18
24.92
CC1C(C#C)C1S(C)(=O)=O
C#CC1C(C)C1S(C)(=O)=O
false
CCC1C(C)C1C(C)(C)C
C1CC1
158.222
40.1188
0.2987
2
0
20
34.14
CCNC1=NSC(CO)=N1
CCNc1nsc(CO)n1
false
CCCC1CCC(CC)C1
c1ncsn1
159.214
39.9955
0.4622
5
2
19
58.04
CC1CN1C1=NC=C(C)S1
Cc1cnc(N2CC2C)s1
false
CC1CCC(C2CC2C)C1
c1csc(N2CC2)n1
154.238
43.659
1.66002
3
0
20
15.9
OC(C#C)S(=O)(=O)OC=C
C#CC(O)S(=O)(=O)OC=C
false
CCCC(C)(C)C(C)CC
162.166
35.0416
-0.5721
4
1
16
63.6
CC=CC1=CSC(N)=C1C
CC=Cc1csc(N)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
153.25
48.1764
2.67182
2
1
21
26.02
C1OCC2=C(C=C1)N=NS2
C1=Cc2nnsc2COC1
false
C1CCC2CCCC2CC1
C1=Cc2nnsc2COC1
154.194
38.599
1.0815
4
0
16
35.01
CC=CC1=CCS(=O)(=O)C1
CC=CC1=CCS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CC1
158.222
41.5508
0.9173
2
0
20
34.14
O=C1C=COC2=C1SC=N2
O=c1ccoc2ncsc12
false
CC1CCCC2CCCC12
O=c1ccoc2ncsc12
153.162
38.156
1.2495
4
0
13
43.1
CC1(CN1)C1=COC(=O)S1
CC1(c2coc(=O)s2)CN1
false
CC1CCC(C2(C)CC2)C1
O=c1occ(C2CN2)s1
157.194
38.2097
0.5197
4
1
17
52.15
O=C1NCC2C1NS2(=O)=O
O=C1NCC2C1NS2(=O)=O
true
CC1CCC2C1CC2(C)C
O=C1NCC2C1NS2(=O)=O
162.17
32.6412
-2.2136
3
2
16
75.27
S=C1NCCC2CC2CN1
S=C1NCCC2CC2CN1
true
CC1CCCC2CC2CC1
S=C1NCCC2CC2CN1
156.254
44.8174
0.4903
1
2
22
24.06
N=CNC(=O)C1=CC=NS1
N=CNC(=O)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
155.182
38.3639
0.47997
4
2
15
65.84
OC1=CN2N=CCN=C2S1
OC1=CN2N=CCN=C2S1
true
CC1CC2CCCCC2C1
C1=CN2N=CCN=C2S1
155.182
40.9358
0.7475
5
1
15
48.19
CCC1=C2CC(C)C2=CS1
CCc1scc2c1CC2C
false
CCC1CCC2C(C)CC12
c1scc2c1CC2
152.262
45.816
2.9701
1
0
22
0
CC1=CC=C(N1)S(C)(=O)=O
Cc1ccc(S(C)(=O)=O)[nH]1
false
CC1CCC(C(C)(C)C)C1
c1cc[nH]c1
159.21
38.6395
0.72662
2
1
19
49.93
CCN1N=CC2=C1SC=C2
CCn1ncc2ccsc21
false
CCC1CCC2CCCC12
c1cc2cn[nH]c2s1
152.222
43.284
2.1177
3
0
18
17.82
CC#CC1CNS(=O)(=O)N1
CC#CC1CNS(=O)(=O)N1
true
CCCC1CCC(C)(C)C1
O=S1(=O)NCCN1
160.198
37.2962
-1.1841
2
2
18
58.2
C1C2CC1N1C=CSC1=N2
C1=CN2C(=NC3CC2C3)S1
false
C1CC2CC3CC(C3)C2C1
C1=CN2C(=NC3CC2C3)S1
152.222
42.815
1.407
3
0
18
15.6
CS(=O)(=O)NCC(O)C#C
C#CC(O)CNS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
163.198
37.6863
-1.4703
3
2
19
66.4
CC1CS(=O)(=O)C2CC1N2
CC1CS(=O)(=O)C2CC1N2
true
CC1CC(C)(C)C2CC1C2
O=S1(=O)CCC2CC1N2
161.226
38.2795
-0.2611
3
1
21
46.17
C=CC1CON=CS1(=O)=O
C=CC1CON=CS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=NOCC1
161.182
37.3488
-0.0707
4
0
17
55.73
CC1=CSC2=C1C1OC1C2
Cc1csc2c1C1OC1C2
false
CC1CCC2CC3CC3C12
c1cc2c(s1)CC1OC21
152.218
40.374
2.05252
2
0
18
12.53
C=NN(C=O)C1=CN=CS1
C=NN(C=O)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
155.182
40.206
0.7215
4
0
15
45.56
CNC1CS(=O)(=O)OC1C
CNC1CS(=O)(=O)OC1C
true
CCC1CC(C)(C)CC1C
O=S1(=O)CCCO1
165.214
37.1815
-0.6771
4
1
21
55.4
CN1C(=O)SN=C1CCN
Cn1c(CCN)nsc1=O
false
CCCC1CCC(C)C1C
O=c1[nH]cns1
159.214
40.1134
-0.657
5
1
19
60.91
CS(=O)(=O)C(C=CN)=NO
CS(=O)(=O)C(C=CN)=NO
true
CCCC(CC)C(C)(C)C
164.186
37.3927
-0.7089
5
2
18
92.75
N=CNCC1CCS1(=O)=O
N=CNCC1CCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCC1
162.214
38.9782
-0.62983
3
2
20
70.02
O=CCC1=NC=CS1(=O)=O
O=CCC1=NC=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CN=C1
159.166
36.1758
-0.1265
4
0
15
63.57
CC(=N)N(N=C)S(C)(=O)=O
C=NN(C(C)=N)S(C)(=O)=O
false
CCC(C(C)C)C(C)(C)C
163.202
39.6325
-0.13923
4
1
19
73.59
CCS(=O)(=O)C(O)CCO
CCS(=O)(=O)C(O)CCO
true
CCCC(C)C(C)(C)CC
168.214
37.1704
-0.8781
4
2
22
74.6
CC(C)(O)S(=O)(=O)N1CC1
CC(C)(O)S(=O)(=O)N1CC1
true
CC(C)(C)C(C)(C)C1CC1
C1CN1
165.214
36.7906
-0.6398
3
1
21
57.38
N=C1NN=C(CC2CC2)S1
N=c1[nH]nc(CC2CC2)s1
false
CC1CCC(CC2CC2)C1
N=c1[nH]nc(CC2CC2)s1
155.226
38.7474
0.90317
3
2
19
52.53
CC1=C(CN)C(N)=C(O)S1
Cc1sc(O)c(N)c1CN
false
CCC1C(C)CC(C)C1C
c1ccsc1
158.226
43.0246
0.80302
4
3
20
72.27
CCCCOS(=O)(=O)C#C
C#CS(=O)(=O)OCCCC
false
CCCCCC(C)(C)CC
162.21
38.6128
0.7236
3
0
20
43.37
N#CC1=NC2=C(CNC2)S1
N#Cc1nc2c(s1)CNC2
false
CCC1CC2CCCC2C1
c1nc2c(s1)CNC2
151.194
37.3727
0.61798
4
1
15
48.71
OCCC1=CSC(=C1)C#N
N#Cc1cc(CCO)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
153.206
39.8238
1.15458
3
1
17
44.02
C#CC1NCC2=C1SC=N2
C#CC1NCc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CNC2
150.206
40.5277
0.9206
3
1
16
24.92
CCN1SC(=CC1=N)C#N
CCn1sc(C#N)cc1=N
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
153.21
38.5527
0.92065
4
1
17
52.57
NCC1C2CS(=O)(=O)NC12
NCC1C2CS(=O)(=O)NC12
true
CCC1C2CC(C)(C)CC12
O=S1(=O)CC2CC2N1
162.214
36.7449
-1.5073
3
2
20
72.19
OCC(=C)S(=O)(=O)C1CN1
C=C(CO)S(=O)(=O)C1CN1
false
CCC(C)C(C)(C)C1CC1
C1CN1
163.198
36.9363
-1.1635
4
2
19
76.31
COC1=C(N)C=C(S1)C=C
C=Cc1cc(N)c(OC)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
155.222
45.3744
1.9819
3
1
19
35.25
COCC1=NSC(=N)N1C
COCc1nsc(=N)n1C
false
CCCC1CCC(C)C1C
N=c1[nH]cns1
159.214
37.6527
0.10747
5
1
19
50.9
NC(=C)C1=C(O)C(Cl)=CO1
C=C(N)c1occ(Cl)c1O
false
CC(C)C1CCC(C)C1C
c1ccoc1
159.572
38.6042
1.568
3
2
16
59.39
NC1C(=N)NS(=O)(=O)C1=C
C=C1C(N)C(=N)NS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1CC(=N)NS1(=O)=O
161.186
36.8976
-1.26233
4
3
17
96.04
CC=C(C)C1=NNSC1=O
CC=C(C)c1n[nH]sc1=O
false
CCC(C)C1CCCC1C
O=c1cn[nH]s1
156.21
42.0597
1.2546
3
1
18
45.75
C=CN1SC=CC1=NN=C
C=Cn1sccc1=NN=C
false
CCCC1CCCC1CC
N=c1ccs[nH]1
153.21
43.808
1.1664
4
0
17
29.65
CC(C)(C)NS(=O)(=O)CN
CC(C)(C)NS(=O)(=O)CN
true
CCC(C)(C)CC(C)(C)C
166.246
40.8629
-0.3795
3
2
24
72.19
CN(C)C1=C(CO)SC=C1
CN(C)c1ccsc1CO
false
CCC1CCCC1C(C)C
c1ccsc1
157.238
44.5688
1.3064
3
1
21
23.47
CCC1CN(C)C(=S)N1C
CCC1CN(C)C(=S)N1C
true
CCC1CC(C)C(C)C1C
S=C1NCCN1
158.27
47.07
0.9271
1
0
24
6.48