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
CCC1=CC=C(Cl)C(N)=N1
CCc1ccc(Cl)c(N)n1
false
CCC1CCC(C)C(C)C1
c1ccncc1
156.616
43.0374
1.8796
2
1
19
38.91
CCCC1=NN=C(CO)S1
CCCc1nnc(CO)s1
false
CCCC1CCC(CC)C1
c1nncs1
158.226
39.8268
0.9829
4
1
20
46.01
CCN(C(C)=C)S(N)(=O)=O
C=C(C)N(CC)S(N)(=O)=O
false
CCC(C(C)C)C(C)(C)C
164.23
40.3012
0.0454
2
1
22
63.4
C=C1C(=O)C=CNS1(=O)=O
C=C1C(=O)C=CNS1(=O)=O
true
CC1CCCC(C)(C)C1C
C=C1C(=O)C=CNS1(=O)=O
159.166
35.3425
-0.4841
3
1
15
63.24
CC=CN1CC=CNC1=S
CC=CN1CC=CNC1=S
true
CCCC1CCCCC1C
S=C1NC=CCN1
154.238
46.3937
1.2238
1
1
20
15.27
CCC(N)C1=CC(=N)SN1
CCC(N)c1cc(=N)s[nH]1
false
CCC(C)C1CCC(C)C1
N=c1cc[nH]s1
157.242
41.7438
0.96547
3
3
21
65.66
O=S1(=O)COCC2(CC2)C1
O=S1(=O)COCC2(CC2)C1
true
CC1(C)CCCC2(CC2)C1
O=S1(=O)COCC2(CC2)C1
162.21
36.2728
0.1691
3
0
20
43.37
ClC1=CNC2=C1SC=C2Cl
Clc1csc2c(Cl)c[nH]c12
false
CC1CCC2C(C)CCC12
c1cc2sccc2[nH]1
192.07
46.1957
3.5362
1
1
13
15.79
C=C1CNC(=O)NC(=S)N1
C=C1CNC(=O)NC(=S)N1
true
CC1CCC(C)CC(C)C1
C=C1CNC(=O)NC(=S)N1
157.198
41.4081
-0.3126
2
3
17
53.16
NCC1CCC1S(O)(=O)=O
NCC1CCC1S(=O)(=O)O
false
CCC1CCC1C(C)(C)C
C1CCC1
165.214
37.115
-0.3885
3
2
21
80.39
CN(C)CC1=CC(N)=CS1
CN(C)Cc1cc(N)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
156.254
46.1224
1.3919
3
1
22
29.26
CC(CS(C)(=O)=O)OC=C
C=COC(C)CS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
164.226
40.4548
0.5796
3
0
22
43.37
C=C1C=NC(=N)OS1(=O)=O
C=C1C=NC(=N)OS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
C=C1C=NC(=N)OS1(=O)=O
160.154
35.3635
-0.13433
4
1
14
79.58
O=S1(=O)NC2=CN=NC2=C1
O=S1(=O)C=C2N=NC=C2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2N=NC=C2N1
157.154
33.0775
0.068
4
1
13
70.89
CCNC1=C(N)C=C(C)S1
CCNc1sc(C)cc1N
false
CCCC1CC(C)CC1C
c1ccsc1
156.254
47.6321
2.07052
3
2
22
38.05
O=C1NN=C(S1)C1CNC1
O=c1[nH]nc(C2CNC2)s1
false
CC1CCC(C2CCC2)C1
O=c1[nH]nc(C2CNC2)s1
157.198
38.3454
-0.4818
4
2
17
57.78
CNC1=CSC=C1C(N)=N
CNc1cscc1C(=N)N
false
CCC1CCCC1C(C)C
c1ccsc1
155.226
44.8818
1.07387
3
3
19
61.9
NCC1CON(C1)C(N)=S
NCC1CON(C(N)=S)C1
false
CCC1CCC(C(C)C)C1
C1CNOC1
161.23
41.9878
-0.9479
3
2
21
64.51
O=S1(=O)C2OC3CC1OC23
O=S1(=O)C2CC3OC1C3O2
false
CC1(C)C2CC3CC1C3C2
O=S1(=O)C2CC3OC1C3O2
162.166
30.8588
-0.7453
4
0
16
52.6
ClC1=C(NN=C1C#N)C=C
C=Cc1[nH]nc(C#N)c1Cl
false
CCC1CCC(CC)C1C
c1cn[nH]c1
153.572
38.4037
1.57778
2
1
14
52.47
CC(C)C(C#N)S(C)(=O)=O
CC(C)C(C#N)S(C)(=O)=O
true
CCC(C(C)C)C(C)(C)C
161.226
39.0828
0.57918
3
0
21
57.93
CC(C=C)S(=O)(=O)CCO
C=CC(C)S(=O)(=O)CCO
false
CCCC(C)(C)C(C)CC
164.226
40.5316
-0.032
3
1
22
54.37
CCCC1=C(N)C(O)=CS1
CCCc1scc(O)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
157.238
44.3912
1.9884
3
2
21
46.25
NCC=CC1=C(Cl)C=CS1
NCC=Cc1sccc1Cl
false
CCCCC1CCCC1C
c1ccsc1
173.668
47.4174
2.3734
2
1
18
26.02
C1NC2C1NC1=NSC=C21
c1snc2c1C1NCC1N2
false
C1CC2CC3CCC3C2C1
c1snc2c1C1NCC1N2
153.21
40.2684
0.5815
4
2
17
36.95
OC1=C(SN=C1)C=CC=C
C=CC=Cc1sncc1O
false
CCCCC1CCCC1C
c1cnsc1
153.206
43.0098
2.0479
3
1
17
33.12
OC1=C(C=C)N=C(S1)C#C
C#Cc1nc(C=C)c(O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
151.19
41.8048
1.473
3
1
15
33.12
CC1=C(O)C2=C(OC=N2)S1
Cc1sc2ocnc2c1O
false
CC1CC2CCCC2C1C
c1nc2ccsc2o1
155.178
38.2878
1.90332
4
1
15
46.26
NCC(C=C)C1=CN=NS1
C=CC(CN)c1cnns1
false
CCC(CC)C1CCCC1
c1csnn1
155.226
41.9014
0.7664
4
1
19
51.8
CC(=O)C1CNCS1(=O)=O
CC(=O)C1CNCS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CCNC1
163.198
36.2585
-1.0805
4
1
19
63.24
CC(=O)C(O)C1=NSC=C1
CC(=O)C(O)c1ccsn1
false
CC(C)C(C)C1CCCC1
c1cnsc1
157.194
37.7548
0.7655
4
1
17
50.19
CC1=NS(=O)(=O)C(CO)=C1
CC1=NS(=O)(=O)C(CO)=C1
true
CCC1CC(C)CC1(C)C
O=S1(=O)C=CC=N1
161.182
37.1976
-0.3331
3
1
17
66.73
CC(CN)C1CNC(=S)N1
CC(CN)C1CNC(=S)N1
true
CCC(C)C1CCC(C)C1
S=C1NCCN1
159.258
45.7428
-0.5725
2
3
23
50.08
CNC(=S)NCCON=C
C=NOCCNC(=S)NC
false
CCCCCCC(C)CC
161.23
45.1614
-0.2875
3
2
21
45.65
NC(C=C)C1=NC(O)=CS1
C=CC(N)c1nc(O)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.21
40.9042
1.0345
4
2
18
59.14
CC1COCC2=CSC=C12
CC1COCc2cscc21
false
CC1CCCC2CCCC12
c1scc2c1CCOC2
154.234
42.39
2.3818
2
0
20
9.23
CCC1=NC2=C(CCO2)S1
CCc1nc2c(s1)CCO2
false
CCC1CC2CCCC2C1
c1nc2c(s1)CCO2
155.222
40.691
1.6404
3
0
19
22.12
O=C1CC2(CC2)NC(=S)N1
O=C1CC2(CC2)NC(=S)N1
true
CC1CC(C)CC2(CC2)C1
O=C1CC2(CC2)NC(=S)N1
156.21
40.4584
-0.0866
2
2
18
41.13
CC(C)C1=C(N)C(Cl)=CS1
CC(C)c1scc(Cl)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
175.684
47.8304
3.1071
2
1
20
26.02
CC1(N)CC(C1)S(O)(=O)=O
CC1(N)CC(S(=O)(=O)O)C1
false
CC1(C)CC(C(C)(C)C)C1
C1CCC1
165.214
37.163
-0.246
3
2
21
80.39
CC1OC=CN(C)S1(=O)=O
CC1OC=CN(C)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)COC=CN1
163.198
36.3698
0.0954
3
0
19
46.61
CON=CN=C1NC=CS1
CON=CN=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
157.198
39.7337
0.5666
3
1
17
49.74
CC1=NC2=C(N)SC=C2N1
Cc1nc2c(N)scc2[nH]1
false
CC1CC2CCC(C)C2C1
c1nc2cscc2[nH]1
153.21
43.1201
1.51502
3
2
17
54.7
OC(CC=C)C1=NSN=C1
C=CCC(O)c1cnsn1
false
CCCC(C)C1CCCC1
c1cnsn1
156.21
39.6828
1.1476
4
1
18
46.01
CC(=O)CC1=C(N)N=NS1
CC(=O)Cc1snnc1N
false
CC(C)CC1CCCC1C
c1csnn1
157.198
38.7064
0.2518
5
1
17
68.87
CC1CNC2=CSC=C2C1
CC1CNc2cscc2C1
false
CC1CCC2CCCC2C1
c1scc2c1CCCN2
153.25
45.6767
2.3522
2
1
21
12.03
C=CNC(=O)C1=NN=CS1
C=CNC(=O)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
155.182
37.5722
0.4114
4
1
15
54.88
CC1ON(C=C1)S(N)(=O)=O
CC1C=CN(S(N)(=O)=O)O1
false
CC1CCC(C(C)(C)C)C1
C1=CNOC1
164.186
34.6332
-0.6607
3
1
18
72.63
NC(=O)C(C=C)S(N)(=O)=O
C=CC(C(N)=O)S(N)(=O)=O
false
CCC(C(C)C)C(C)(C)C
164.186
36.2866
-1.6852
3
2
18
103.25
CNNC(=S)N1CC1C#N
CNNC(=S)N1CC1C#N
true
CCCC(C)C1CC1CC
C1CN1
156.214
40.9004
-0.79692
3
2
18
50.86
CC(=O)C1=C(C=O)C=NS1
CC(=O)c1sncc1C=O
false
CCC1CCCC1C(C)C
c1cnsc1
155.178
37.506
1.1582
4
0
15
47.03
CC1=CNSC1=NCCO
Cc1c[nH]sc1=NCCO
false
CCCCC1CCCC1C
N=c1cc[nH]s1
158.226
40.9225
0.27762
3
2
20
48.38
ClC1=COC(=O)C=C1C=C
C=Cc1cc(=O)occ1Cl
false
CCC1CC(C)CCC1C
O=c1cccco1
156.568
40.079
1.9362
2
0
15
30.21
COCC(C#C)S(O)(=O)=O
C#CC(COC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
164.182
36.0456
-0.4776
3
1
18
63.6
CC1(C#C)C2CNC(=S)N12
C#CC1(C)C2CNC(=S)N21
false
CCC1(C)C2CCC(C)C21
S=C1NCC2CN12
152.222
43.4657
-0.0494
1
1
18
15.04
CCC1=CC(SN1O)=NN
CCc1cc(=NN)sn1O
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
159.214
38.6219
0.1237
5
2
19
63.54
NC1=CC2=C(NC3CC23)S1
Nc1cc2c(s1)NC1CC21
false
CC1CC2CC3CC3C2C1
c1cc2c(s1)NC1CC21
152.222
43.5001
1.6117
3
2
18
38.05
CCC1=CC(=NC)N(O)S1
CCc1cc(=NC)n(O)s1
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
158.226
40.3585
0.8798
4
1
20
37.52
O=CC1CC2CN2S1(=O)=O
O=CC1CC2CN2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)CCC2CN21
161.182
33.8828
-1.0284
3
0
17
54.22
CC1=CC(=O)NC(=S)NN1
CC1=CC(=O)NC(=S)NN1
true
CC1CCC(C)CC(C)C1
O=C1C=CNNC(=S)N1
157.198
40.7691
-0.6009
3
3
17
53.16
CCCN(C=C)C(=S)NO
C=CN(CCC)C(=S)NO
false
CCCC(CC)C(C)CC
160.242
44.7142
1.1056
2
2
22
35.5
CC=CCNC1=NC=NS1
CC=CCNc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
155.226
43.2127
1.5261
4
1
19
37.81
NCC1=C(SC=N1)C1CC1
NCc1ncsc1C1CC1
false
CCC1CCCC1C1CC1
c1ncc(C2CC2)s1
154.238
41.9804
1.4792
3
1
20
38.91
CC1=CNC2=C1SC(=N)N2
Cc1c[nH]c2[nH]c(=N)sc12
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2[nH]ccc2s1
153.21
41.1181
1.34539
2
3
17
55.43
NC1=C(O)C(N)=C(S1)C=C
C=Cc1sc(N)c(O)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
156.21
44.8996
1.2611
4
3
18
72.27
CC1=NC(CC=NN)=CS1
Cc1nc(CC=NN)cs1
false
CCCCC1CCC(C)C1
c1cscn1
155.226
43.2344
0.93852
4
1
19
51.27
CN1OCCCNS1(=O)=O
CN1OCCCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)NCCCON1
166.202
35.2545
-0.9121
3
1
20
58.64
ClC1=CON=C(C=C)C1=O
C=Cc1nocc(Cl)c1=O
false
CCC1CCCC(C)C1C
O=c1cconc1
157.556
37.874
1.3312
3
0
14
43.1
CC(O)CC1=CC(N)=NS1
CC(O)Cc1cc(N)ns1
false
CC(C)CC1CCC(C)C1
c1cnsc1
158.226
41.9112
0.6486
4
2
20
59.14
CCC1=C(NC)SC(N)=N1
CCc1nc(N)sc1NC
false
CCC1CC(C)CC1CC
c1cscn1
157.242
45.4511
1.3294
4
2
21
50.94
CNN1SC=C(Cl)C1=NC
CN=c1c(Cl)csn1NC
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
177.66
44.0907
0.9068
4
1
18
29.32
CC1=CN(SC1=O)C=NN
Cc1cn(C=NN)sc1=O
false
CCCC1CC(C)C(C)C1
O=c1cc[nH]s1
157.198
41.3934
-0.03168
5
1
17
60.38
CC1=C(Cl)C(O)=C(O1)C=C
C=Cc1oc(C)c(Cl)c1O
false
CCC1CC(C)C(C)C1C
c1ccoc1
158.584
40.2108
2.59002
2
1
17
33.37
CC1=C(SC=N1)C=CC#N
Cc1ncsc1C=CC#N
false
CCCCC1CCCC1C
c1cscn1
150.206
41.498
1.9883
3
0
16
36.68
OCC1=NNS(=O)(=O)CC1
O=S1(=O)CCC(CO)=NN1
false
CCC1CCC(C)(C)CC1
O=S1(=O)CCC=NN1
164.186
36.0603
-1.3422
4
2
18
78.76
NCCCCCS(N)(=O)=O
NCCCCCS(N)(=O)=O
true
CCCCCCC(C)(C)C
166.246
40.8796
-0.5961
3
2
24
86.18
CC1=C(Cl)C=CC=C1C=O
Cc1c(Cl)cccc1C=O
false
CCC1CCCC(C)C1C
c1ccccc1
154.596
41.5765
2.46092
1
0
17
17.07
CNN(CCC=C)C(N)=S
C=CCCN(NC)C(N)=S
false
CCCCC(CC)C(C)C
159.258
47.3651
0.2425
2
2
23
41.29
CNS(=O)(=O)N1CC=CC1
CNS(=O)(=O)N1CC=CC1
true
CCC(C)(C)C1CCCC1
C1=CCNC1
162.214
38.6925
-0.6776
2
1
20
49.41
CC1=NC2=C(S1)C=CN2O
Cc1nc2c(ccn2O)s1
false
CC1CC2CCC(C)C2C1
c1cc2scnc2[nH]1
154.194
39.5315
1.64352
4
1
16
38.05
CNCC1(CC1)NC(N)=S
CNCC1(NC(N)=S)CC1
false
CCCC1(CC(C)C)CC1
C1CC1
159.258
45.8128
-0.4284
2
3
23
50.08
CN(C)C1=C(N)SC(C)=N1
Cc1nc(N(C)C)c(N)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
157.242
45.5904
1.09972
4
1
21
42.15
CON=C1SN(C)C(C)=N1
CON=c1nc(C)n(C)s1
false
CCCC1CC(C)C(C)C1
N=c1nc[nH]s1
159.214
38.394
0.25212
5
0
19
39.41
ON=C1CCS(=O)(=O)CN1
O=S1(=O)CCC(=NO)NC1
false
CCC1CCC(C)(C)CC1
N=C1CCS(=O)(=O)CN1
164.186
35.628
-0.8603
4
2
18
78.76
C#CCC=CC1=CC=CS1
C#CCC=Cc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
148.23
46.803
2.7846
1
0
18
0
CC(=O)C1CC1S(O)(=O)=O
CC(=O)C1CC1S(=O)(=O)O
false
CC(C)C1CC1C(C)(C)C
C1CC1
164.182
34.1246
-0.1483
3
1
18
71.44
CCC1CC(C)S(=O)(=O)C1
CCC1CC(C)S(=O)(=O)C1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCCC1
162.254
41.6468
1.2196
2
0
24
34.14
CC1C2CCC1S(=O)(=O)O2
CC1C2CCC1S(=O)(=O)O2
true
CC1C2CCC1C(C)(C)C2
O=S1(=O)OC2CCC1C2
162.21
35.9788
0.5135
3
0
20
43.37
CC1(O)CC1NC(=S)NN
CC1(O)CC1NC(=S)NN
true
CCC(C)CC1CC1(C)C
C1CC1
161.23
42.0856
-1.1525
3
4
21
70.31
NNS(=O)(=O)C#CC1CC1
NNS(=O)(=O)C#CC1CC1
true
CCC(C)(C)CCC1CC1
C1CC1
160.198
36.7429
-0.8496
3
2
18
72.19
COCS(=O)(=O)NCCN
COCS(=O)(=O)NCCN
true
CCCCC(C)(C)CCC
168.218
37.8529
-1.5316
4
2
22
81.42
CCN1C(C)C(C)NC1=S
CCN1C(=S)NC(C)C1C
false
CCC1C(C)CC(C)C1C
S=C1NCCN1
158.27
47.0377
0.9734
1
1
24
15.27
OCC1=C(O)C(=NS1)C#C
C#Cc1nsc(CO)c1O
false
CCC1CCC(CC)C1C
c1cnsc1
155.178
37.6366
0.3223
4
2
15
53.35
OCC1(CNS1(=O)=O)C#C
C#CC1(CO)CNS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCN1
161.182
35.5723
-1.7163
3
2
17
66.4
CCC1=NSC(C#C)=C1N
C#Cc1snc(CC)c1N
false
CCC1CCC(CC)C1C
c1cnsc1
152.222
43.8394
1.269
3
1
18
38.91
CC1(C=O)C=NNS1(=O)=O
CC1(C=O)C=NNS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CC=NN1
162.17
35.0165
-1.1372
4
1
16
75.6
CC1OS(=O)(=O)C(=C)C=C1
C=C1C=CC(C)OS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1C=CCOS1(=O)=O
160.194
37.7468
0.8048
3
0
18
43.37
NC(CCC=C)S(O)(=O)=O
C=CCCC(N)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
165.214
38.955
0.1252
3
2
21
80.39
NCC1=NSC2=C1CC=C2
NCc1nsc2c1CC=C2
false
CCC1CCC2CCCC12
C1=Cc2sncc2C1
152.222
42.7434
1.1711
3
1
18
38.91
CC1=CSC2=NNC(=O)N12
Cc1csc2n[nH]c(=O)n12
false
CC1CCC2CCC(C)C12
O=c1[nH]nc2sccn12
155.182
38.4267
0.39252
4
1
15
50.16