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
NC(=N)C(=C)C1=CSN=C1
C=C(C(=N)N)c1cnsc1
false
CC(C)C(C)C1CCCC1
c1cnsc1
153.21
43.0621
1.09227
3
2
17
62.76
CC1=NN=CC2=C1SN=C2
Cc1nncc2cnsc12
false
CC1CCCC2CCCC12
c1nncc2sncc12
151.194
39.947
1.39472
4
0
15
38.67
CCC(=NN)C1=CC=CS1
CCC(=NN)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
154.238
45.3344
1.8209
3
1
20
38.38
ClC1=CNC2=C1N1CC2C1
Clc1c[nH]c2c1N1CC2C1
false
CC1CCC2C3CC(C3)C12
c1cc2c([nH]1)C1CN2C1
154.6
40.7567
1.5853
1
1
17
19.03
COC1=C(C=CS1)C#CC
CC#Cc1ccsc1OC
false
CCCC1CCCC1CC
c1ccsc1
152.218
43.423
2.1281
2
0
18
9.23
O=CCCC1NCS1(=O)=O
O=CCCC1NCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CNC1
163.198
36.0085
-0.7329
4
1
19
63.24
CCCC1C=CNS1(=O)=O
CCCC1C=CNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CC=CN1
161.226
39.8915
0.6018
2
1
21
46.17
NCC1COS(=O)(=O)C=C1
NCC1C=CS(=O)(=O)OC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCCO1
163.198
36.5562
-0.565
4
1
19
69.39
O=C1CCN1C1=CSC=C1
O=C1CCN1c1ccsc1
false
CC1CCC1C1CCCC1
O=C1CCN1c1ccsc1
153.206
41.289
1.4848
2
0
17
20.31
CC1CCC2=C1N=C(C)S2
Cc1nc2c(s1)CCC2C
false
CC1CC2CCC(C)C2C1
c1nc2c(s1)CCC2
153.25
43.587
2.50122
2
0
21
12.89
NC1(CC1)S(=O)(=O)NC=O
NC1(S(=O)(=O)NC=O)CC1
false
CCCC(C)(C)C1(C)CC1
C1CC1
164.186
34.2719
-1.489
4
2
18
89.26
CC(C)C1=NNS(=O)(=O)C1
CC(C)C1=NNS(=O)(=O)C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CC=NN1
162.214
39.1955
-0.0686
3
1
20
58.53
OC=CC1=CC(C=C)=CS1
C=Cc1csc(C=CO)c1
false
CCCC1CCC(CC)C1
c1ccsc1
152.218
46.0728
2.9198
2
1
18
20.23
NC1CCC2=C(C1)SC=C2
NC1CCc2ccsc2C1
false
CC1CCC2CCCC2C1
c1cc2c(s1)CCCC2
153.25
44.3194
1.5641
2
1
21
26.02
CC1NC(=S)NCC1CO
CC1NC(=S)NCC1CO
true
CCC1CCC(C)CC1C
S=C1NCCCN1
160.242
43.7742
-0.5389
2
3
22
44.29
NC1CC2OS(=O)(=O)CC12
NC1CC2OS(=O)(=O)CC12
true
CC1CC2CC(C)(C)CC12
O=S1(=O)CC2CCC2O1
163.198
34.7422
-0.9378
4
1
19
69.39
CS(=O)(=O)CCN=CNO
CS(=O)(=O)CCN=CNO
true
CCCCCCC(C)(C)C
166.202
37.992
-0.9619
4
2
20
78.76
CC=NN1SC=C(C)C1=N
CC=Nn1scc(C)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
155.226
42.4647
1.19129
4
1
19
41.14
CC1=C(Cl)C=CN=C1C#N
Cc1c(Cl)ccnc1C#N
false
CCC1CCCC(C)C1C
c1ccncc1
152.584
38.699
1.9151
2
0
15
36.68
C1COC(O1)C1=CSC=C1
c1cc(C2OCCO2)cs1
false
C1CCC(C2CCCC2)C1
c1cc(C2OCCO2)cs1
156.206
38.964
1.7935
3
0
18
18.46
CC1=C(SN(N)C1=N)C#C
C#Cc1sn(N)c(=N)c1C
false
CCC1CC(C)C(C)C1C
N=c1ccs[nH]1
153.21
40.9861
0.03259
4
2
17
54.8
CCOC(C)CS(O)(=O)=O
CCOC(C)CS(=O)(=O)O
false
CCCC(C)CC(C)(C)C
168.214
37.5036
0.2992
3
1
22
63.6
NC=C1COCCS1(=O)=O
NC=C1COCCS1(=O)=O
true
CCC1CCCCC1(C)C
C=C1COCCS1(=O)=O
163.198
36.8762
-0.7685
4
1
19
69.39
CCC(N)C1=CC(O)=CS1
CCC(N)c1cc(O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.238
43.2032
1.8635
3
2
21
46.25
COS(=O)(=O)OC(=C)C=C
C=CC(=C)OS(=O)(=O)OC
false
CCC(C)CC(C)(C)CC
164.182
36.3508
0.5939
4
0
18
52.6
CC(C)C1CCCS1(=O)=O
CC(C)C1CCCS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CCCC1
162.254
41.6468
1.2196
2
0
24
34.14
NC1=C2C(=O)OCC2=CS1
Nc1scc2c1C(=O)OC2
false
CC1CCC2CCC(C)C12
O=C1OCc2cscc21
155.178
37.8509
1.0007
4
1
15
52.32
CC(O)C1=C(C)C(Cl)=CN1
Cc1c(Cl)c[nH]c1C(C)O
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
159.616
41.1735
2.02982
1
2
20
36.02
CC1COC2=C(C1)C=NS2
CC1COc2sncc2C1
false
CC1CCC2CCCC2C1
c1nsc2c1CCCO2
155.222
40.477
1.7141
3
0
19
22.12
CNC1=CNC(CN)=C1Cl
CNc1c[nH]c(CN)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
159.62
43.2408
1.1685
2
3
20
53.84
CC=CC1=C(SC=N1)C#C
C#Cc1scnc1C=CC
false
CCCC1CCCC1CC
c1cscn1
149.218
44.757
2.1575
2
0
17
12.89
CCC(=C)C1CN1C(N)=S
C=C(CC)C1CN1C(N)=S
false
CCC(C)C1CC1C(C)C
C1CN1
156.254
46.7104
0.8804
1
1
22
29.03
CC1=NNS(=O)(=O)NCC1
CC1=NNS(=O)(=O)NCC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)NCCC=NN1
163.202
37.7842
-0.81
3
2
19
70.56
CC1CN1C1=CC(N)=CS1
CC1CN1c1cc(N)cs1
false
CC1CCC(C2CC2C)C1
c1csc(N2CC2)c1
154.238
45.5394
1.5388
3
1
20
29.03
O=S(=O)(C#C)C1CC1C#N
C#CS(=O)(=O)C1CC1C#N
false
CCC1CC1C(C)(C)CC
C1CC1
155.178
35.2608
-0.09602
3
0
15
57.93
C=C1C(=N)NOCS1(=O)=O
C=C1C(=N)NOCS1(=O)=O
true
CC1CCCC(C)(C)C1C
C=C1C(=N)NOCS1(=O)=O
162.17
34.8742
-0.61553
4
2
16
79.25
C1C2CN=C3N=CSN3C12
C1=NC2=NCC3CC3N2S1
false
C1CC2CCC3CC3C2C1
C1=NC2=NCC3CC3N2S1
153.21
42.119
0.7366
4
0
17
27.96
C=C1CCC(=O)S(=O)(=O)N1
C=C1CCC(=O)S(=O)(=O)N1
true
CC1CCC(C)C(C)(C)C1
C=C1CCC(=O)S(=O)(=O)N1
161.182
35.4365
-0.2601
3
1
17
63.24
CNC1=C(N)N(C)C=C1Cl
CNc1c(Cl)cn(C)c1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.62
44.3821
1.3024
3
2
20
42.98
CC1(C)C=CNC(=S)N1N
CC1(C)C=CNC(=S)N1N
true
CC1CCCC(C)(C)C1C
S=C1NC=CCN1
157.242
44.9791
0.3425
2
2
21
41.29
CCCN(C=O)C(=S)NC
CCCN(C=O)C(=S)NC
true
CCCC(CC)C(C)CC
160.242
44.7187
0.3591
2
1
22
32.34
CC(=C)N1C=NSC1=NO
C=C(C)n1cnsc1=NO
false
CCC1CCCC1C(C)C
N=c1[nH]cns1
157.198
38.4575
0.7251
5
1
17
50.41
NCCOC1=NSC=C1N
NCCOc1nscc1N
false
CCCCC1CCCC1C
c1cnsc1
159.214
41.0758
0.0628
5
2
19
74.16
CC1=C(C=O)C=CS1(=O)=O
CC1=C(C=O)C=CS1(=O)=O
true
CCC1CCC(C)(C)C1C
O=S1(=O)C=CC=C1
158.178
36.8238
0.4014
3
0
16
51.21
CC1=C(CCN)C(N)=NS1
Cc1snc(N)c1CCN
false
CCCC1C(C)CCC1C
c1cnsc1
157.242
44.0218
0.53492
4
2
21
64.93
CC1=NNCS(=O)(=O)C1O
CC1=NNCS(=O)(=O)C1O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CC=NNC1
164.186
36.0383
-1.3438
5
2
18
78.76
NC1=CC2=C(S1)N=CN2O
Nc1cc2c(ncn2O)s1
false
CC1CC2CCC(C)C2C1
c1nc2sccc2[nH]1
155.182
39.2069
0.9173
5
2
15
64.07
CC1=CCC2=NC(=N)SN12
CC1=CCc2nc(=N)sn21
false
CC1CC2CCC(C)C2C1
N=c1nc2n(s1)C=CC2
153.21
39.6097
0.84097
4
1
17
41.67
NN=CCC1=CNC(=O)S1
NN=CCc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.198
41.3231
-0.0766
4
2
17
71.24
S=C1NNCC2(CC2)ON1
S=C1NNCC2(CC2)ON1
true
CC1CCCC2(CC1)CC2
S=C1NNCC2(CC2)ON1
159.214
39.9221
-0.5671
3
3
19
45.32
NC(CO)S(=O)(=O)N1CC1
NC(CO)S(=O)(=O)N1CC1
true
CCC(C)C(C)(C)C1CC1
C1CN1
166.202
35.554
-2.0911
4
2
20
83.4
C1OC(C=C1)C1=NN=NS1
C1=CC(c2nnns2)OC1
false
C1CCC(C2CCCC2)C1
C1=CC(c2nnns2)OC1
155.182
35.537
0.5606
5
0
15
47.9
CC=CC1=CC(=CS1)C#N
CC=Cc1cc(C#N)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
149.218
43.742
2.65288
2
0
17
23.79
CC1=NC2=C(S1)C=CCN2
Cc1nc2c(s1)C=CCN2
false
CC1CC2CCCCC2C1
C1=Cc2scnc2NC1
152.222
44.3747
1.89022
3
1
18
24.92
ClC1=COC2=C1NCC2=C
C=C1CNc2c(Cl)coc21
false
CC1CCC2C(C)CCC12
C=C1CNc2ccoc21
155.584
41.2417
2.3717
2
1
16
25.17
CS(=O)(=O)C(=O)C=NN=C
C=NN=CC(=O)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
162.17
37.8918
-0.756
5
0
16
75.93
CCN=C1CN(C)C(=S)N1
CCN=C1CN(C)C(=S)N1
true
CCCC1CC(C)C(C)C1
N=C1CNC(=S)N1
157.242
46.3397
0.2247
2
1
21
27.63
CS(=O)(=O)N1CC=CC=C1
CS(=O)(=O)N1C=CC=CC1
false
CC(C)(C)C1CCCCC1
C1=CCNC=C1
159.21
39.8298
0.3315
2
0
19
37.38
N=C1C=CSN1C(=O)C#C
C#CC(=O)n1sccc1=N
false
CCC(C)C1CCCC1C
N=c1ccs[nH]1
152.178
37.6232
0.30247
4
1
14
45.85
NN1C(CS1(=O)=O)C1CN1
NN1C(C2CN2)CS1(=O)=O
false
CC1C(C2CC2)CC1(C)C
O=S1(=O)CC(C2CN2)N1
163.202
35.3919
-2.1541
4
2
19
85.34
ClC1=CNSC1=NCC#C
C#CCN=c1s[nH]cc1Cl
false
CCCCC1CCCC1C
N=c1cc[nH]s1
172.64
42.9427
1.2635
2
1
15
28.15
NC(=S)N1CC=CCC1=C
C=C1CC=CCN1C(N)=S
false
CC(C)C1CCCCC1C
C=C1CC=CCN1
154.238
46.3884
1.0056
1
1
20
29.26
NC1=COC2=C1SC=C2N
Nc1csc2c(N)coc12
false
CC1CCC2C(C)CCC12
c1cc2sccc2o1
154.194
42.9158
1.6587
4
2
16
65.18
C1CC2=C3CNN=C3SN12
C1NN=C2SN3CCC3=C12
false
C1CC2CC3CCC3C2C1
C1NN=C2SN3CCC3=C12
153.21
41.3777
0.5247
4
1
17
27.63
CC(=C)CC1=C(C)C=CS1
C=C(C)Cc1sccc1C
false
CC(C)CC1CCCC1C
c1ccsc1
152.262
47.574
3.17512
1
0
22
0
S=C1NCCOC2CC2N1
S=C1NCCOC2CC2N1
true
CC1CCCCC2CC2C1
S=C1NCCOC2CC2N1
158.226
41.8814
-0.3784
2
2
20
33.29
CC(O)C1(CN1)S(C)(=O)=O
CC(O)C1(S(C)(=O)=O)CN1
false
CC(C)C1(C(C)(C)C)CC1
C1CN1
165.214
37.2583
-1.2887
4
2
21
76.31
CC(O)CCC1=NSC=C1
CC(O)CCc1ccsn1
false
CC(C)CCC1CCCC1
c1cnsc1
157.238
42.1158
1.4565
3
1
21
33.12
C#CC1=C2SC=CC2=NN1
C#Cc1[nH]nc2ccsc12
false
CCC1CCC2CCCC12
c1cc2n[nH]cc2s1
148.19
41.9057
1.6057
2
1
14
28.68
N=C1NC2=C(CCC2=O)S1
N=c1[nH]c2c(s1)CCC2=O
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2c(s1)CCC2=O
154.194
37.1759
0.68457
3
2
16
56.71
C=NNCC1CNS1(=O)=O
C=NNCC1CNS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCN1
163.202
38.2622
-1.5068
4
2
19
70.56
NCC(C=C)C1=NSC=C1
C=CC(CN)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
154.238
44.1064
1.3714
3
1
20
38.91
CCC1=NN(C)C(C)=C1Cl
CCc1nn(C)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1cn[nH]c1
158.632
42.333
1.94432
2
0
21
17.82
CC1=NN=CNS(=O)(=O)C1
CC1=NN=CNS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CC=NN=CN1
161.186
38.5235
-0.6764
4
1
17
70.89
CCC(C)N(C)S(N)(=O)=O
CCC(C)N(C)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.246
40.6232
-0.0798
2
1
24
63.4
COC1=NC(=NS1)C(C)N
COc1nc(C(C)N)ns1
false
CCC1CCC(C(C)C)C1
c1ncsn1
159.214
39.0634
0.5664
5
1
19
61.03
O=C1CCNC(=S)N2CC12
O=C1CCNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
O=C1CCNC(=S)N2CC12
156.21
40.7187
-0.4821
2
1
18
32.11
NS(=O)(=O)CC1NC1C=O
NS(=O)(=O)CC1NC1C=O
true
CCC1CC1CC(C)(C)C
C1CN1
164.186
34.7499
-2.1858
4
2
18
99.17
CC=C1C(O)COS1(=O)=O
CC=C1C(O)COS1(=O)=O
true
CCC1C(C)CCC1(C)C
C=C1CCOS1(=O)=O
164.182
34.6356
-0.3889
4
1
18
63.6
CC1=CC(N)=C2C=CSN12
Cc1cc(N)c2ccsn12
false
CC1CC(C)C2CCCC12
c1cc2ccsn2c1
152.222
44.4234
1.89142
3
1
18
30.43
COC(=C)C1=CNSC1=N
C=C(OC)c1c[nH]sc1=N
false
CCC(C)C1CCCC1C
N=c1cc[nH]s1
156.21
40.5674
1.17277
3
2
18
48.87
NN(C=C)S(=O)(=O)C1CN1
C=CN(N)S(=O)(=O)C1CN1
false
CCC(C)C(C)(C)C1CC1
C1CN1
163.202
36.9339
-1.4353
4
2
19
85.34
NC(CO)CCNC(N)=S
NC(=S)NCCC(N)CO
false
CCC(C)CCCC(C)C
163.246
44.4663
-1.4707
3
4
23
84.3
CCC1C2CCC1S2(=O)=O
CCC1C2CCC1S2(=O)=O
true
CCC1C2CCC1C2(C)C
O=S1(=O)C2CCC1C2
160.238
39.5108
0.972
2
0
22
34.14
O=C1N=CSN1CC1CN1
O=c1ncsn1CC1CN1
false
CC1CCCC1CC1CC1
O=c1ncsn1CC1CN1
157.198
38.1647
-0.7234
5
1
17
56.83
CC1CNC2=CNSC2=N1
CC1CNC2=CNSC2=N1
true
CC1CCC2CCCC2C1
C1=C2NCCN=C2SN1
155.226
43.7094
0.4694
4
2
19
36.42
CCS(=O)(=O)C(C)CC=O
CCS(=O)(=O)C(C)CC=O
true
CCCC(C)C(C)(C)CC
164.226
39.6038
0.3986
3
0
22
51.21
OC1=C(SN=C1)C#CC=O
O=CC#Cc1sncc1O
false
CCCCC1CCCC1C
c1cnsc1
153.162
36.7208
0.3991
4
1
13
50.19
O=CC1=CS(=O)(=O)CC1=O
O=CC1=CS(=O)(=O)CC1=O
true
CCC1CC(C)(C)CC1C
O=C1C=CS(=O)(=O)C1
160.15
32.9408
-0.9333
4
0
14
68.28
CCCS(=O)(=O)C#CC#N
CCCS(=O)(=O)C#CC#N
true
CCCCC(C)(C)CCC
157.194
37.4668
0.29568
3
0
17
57.93
CC1=C(N)C2=C(S1)C=CO2
Cc1sc2ccoc2c1N
false
CC1CC2CCCC2C1C
c1cc2sccc2o1
153.206
43.2404
2.38492
3
1
17
39.16
COC(=CS(C)(=O)=O)C#C
C#CC(=CS(C)(=O)=O)OC
false
CCC(CC)CC(C)(C)C
160.194
38.7688
0.152
3
0
18
43.37
CC(=O)S(=O)(=O)CCC#C
C#CCCS(=O)(=O)C(C)=O
false
CCCCC(C)(C)C(C)C
160.194
37.9178
-0.029
3
0
18
51.21
NCC1=NC=C(Cl)C=C1Cl
NCc1ncc(Cl)cc1Cl
false
CCC1CCC(C)CC1C
c1ccncc1
177.034
42.1484
1.8471
2
1
16
38.91
CC1=NC=C(Cl)C(N)=C1O
Cc1ncc(Cl)c(N)c1O
false
CC1CCC(C)C(C)C1C
c1ccncc1
158.588
40.0612
1.33122
3
2
17
59.14
CC1=CC2=C(S1)C(Cl)=CN2
Cc1cc2[nH]cc(Cl)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2sccc2[nH]1
171.652
45.9227
3.19122
1
1
16
15.79
CC(C1OC1C)S(N)(=O)=O
CC1OC1C(C)S(N)(=O)=O
false
CC1CC1C(C)C(C)(C)C
C1CO1
165.214
36.9042
-0.5493
3
1
21
72.69
CC1OCC2=C1SC(=O)N2
CC1OCc2[nH]c(=O)sc21
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2c(s1)COC2
157.194
38.1437
1.0276
3
1
17
42.09
CCCS(=O)(=O)NC(C)=N
CCCS(=O)(=O)NC(C)=N
true
CCCC(C)(C)CC(C)C
164.23
40.6142
0.31297
3
2
22
70.02
OCC1C=NNCS1(=O)=O
O=S1(=O)CNN=CC1CO
false
CCC1CCCCC1(C)C
O=S1(=O)CC=NNC1
164.186
36.2883
-1.6914
5
2
18
78.76