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)CC=CC2CC1N2
O=S1(=O)CC=CC2CC1N2
true
CC1(C)CCCC2CC1C2
O=S1(=O)CC=CC2CC1N2
159.21
38.2555
-0.341
3
1
19
46.17
CCC1=NN2C=NSC2=C1
CCc1cc2sncn2n1
false
CCC1CC2CCCC2C1
c1cc2sncn2n1
153.21
40.242
1.3532
4
0
17
30.19
C=C1C(=N)NS(=O)(=O)C1=O
C=C1C(=N)NS(=O)(=O)C1=O
true
CC1CC(C)(C)C(C)C1C
C=C1C(=N)NS(=O)(=O)C1=O
160.154
33.9292
-1.02053
4
2
14
87.09
COS(=O)(=O)C1CN1N=C
C=NN1CC1S(=O)(=O)OC
false
CCC1CC1C(C)(C)CC
C1CN1
164.186
35.9718
-0.7801
5
0
18
58.74
CC(=O)C1=C(N)C(Cl)=CN1
CC(=O)c1[nH]cc(Cl)c1N
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
158.588
40.2196
1.4529
2
2
17
58.88
CC(C)CS(=O)(=O)NN=C
C=NNS(=O)(=O)CC(C)C
false
CCCC(C)(C)CC(C)C
164.23
41.3095
0.1774
3
1
22
58.53
C=CCNCC1=NC=NS1
C=CCNCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
155.226
41.8127
0.8137
4
1
19
37.81
CC1=C(N)SN=C1NC=O
Cc1c(NC=O)nsc1N
false
CCCC1CCC(C)C1C
c1cnsc1
157.198
40.9501
0.60202
4
2
17
68.01
COC=CN1CCNC1=S
COC=CN1CCNC1=S
true
CCCCC1CCCC1C
S=C1NCCN1
158.226
43.4557
0.2941
2
1
20
24.5
CC1(C)NC(CO)S1(=O)=O
CC1(C)NC(CO)S1(=O)=O
true
CCC1CC(C)(C)C1(C)C
O=S1(=O)CNC1
165.214
37.0083
-0.9411
4
2
21
66.4
CNC(C)C1=NNC(=O)S1
CNC(C)c1n[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ncs1
159.214
40.2094
0.1118
4
2
19
57.78
CC1=C(N)N=C(CC=C)S1
C=CCc1nc(N)c(C)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
154.238
45.1644
1.76222
3
1
20
38.91
O=CN1CC=CNS1(=O)=O
O=CN1CC=CNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)NC=CCN1
162.17
33.9655
-1.1935
3
1
16
66.48
CC#CCS(=O)(=O)C1CO1
CC#CCS(=O)(=O)C1CO1
true
CCCCC(C)(C)C1CC1
C1CO1
160.194
36.9768
-0.2192
3
0
18
46.67
CC(C)C1=NOC(C)=C1Cl
Cc1onc(C(C)C)c1Cl
false
CC(C)C1CCC(C)C1C
c1cnoc1
159.616
40.339
2.75982
2
0
20
26.03
CC1=C2CN=CN2C(=O)S1
Cc1sc(=O)n2c1CN=C2
false
CC1CC(C)C2CCCC12
O=c1scc2n1C=NC2
154.194
40.91
0.60822
4
0
16
34.36
O=S1(=O)CC2=NC=NC2=C1
O=S1(=O)C=C2N=CN=C2C1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2N=CN=C2C1
156.166
37.7968
-0.2609
4
0
14
58.86
CC1(CN1C=O)S(C)(=O)=O
CC1(S(C)(=O)=O)CN1C=O
false
CCC1CC1(C)C(C)(C)C
C1CN1
163.198
36.0188
-0.7808
3
0
19
54.22
O=S1(=O)C2COC1C=CC2
O=S1(=O)C2CC=CC1OC2
false
CC1(C)C2CCCC1CC2
O=S1(=O)C2CC=CC1OC2
160.194
36.2048
0.086
3
0
18
43.37
NC(=CC#N)C1=CSC=C1
N#CC=C(N)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
150.206
42.0964
1.57128
3
1
16
49.81
ClC1=CN2C=NC(=O)C2=C1
O=C1N=Cn2cc(Cl)cc21
false
CC1CC2CCC(C)C2C1
O=C1N=Cn2cccc21
154.556
37.6625
1.1717
2
0
13
34.36
CS(=O)(=O)CCCON=C
C=NOCCCS(C)(=O)=O
false
CCCCCCC(C)(C)C
165.214
39.8288
0.0533
4
0
21
55.73
CN1C(CS1(=O)=O)C=NO
CN1C(C=NO)CS1(=O)=O
false
CCCC1CC(C)(C)C1C
O=S1(=O)CCN1
164.186
35.6163
-0.9098
4
1
18
69.97
CCNN1C=C(N)SC1=O
CCNn1cc(N)sc1=O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
159.214
42.8931
0.0554
5
2
19
60.05
CCCC1=C(Cl)C(=O)ON1
CCCc1[nH]oc(=O)c1Cl
false
CCCC1CCC(C)C1C
O=c1cc[nH]o1
161.588
38.3337
1.5738
2
1
18
46
CC1=CS(=O)(=O)C(=O)C1=C
C=C1C(=O)S(=O)(=O)C=C1C
false
CC1CC(C)(C)C(C)C1C
C=C1C=CS(=O)(=O)C1=O
158.178
36.8238
0.4014
3
0
16
51.21
COC1=CNC(=S)NNC1
COC1=CNC(=S)NNC1
true
CCC1CCCC(C)CC1
S=C1NC=CCNN1
159.214
41.9641
-0.5435
3
3
19
45.32
O=S1(=O)C=COCC2CC12
O=S1(=O)C=COCC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)C=COCC2CC21
160.194
35.9068
0.2911
3
0
18
43.37
CC1=NSC2=C(C)C=NN12
Cc1cnn2c(C)nsc12
false
CC1CCC2C(C)CCC12
c1cc2sncn2n1
153.21
40.338
1.40764
4
0
17
30.19
CC1CNC(=S)NC(=N)O1
CC1CNC(=S)NC(=N)O1
true
CC1CCC(C)CC(C)C1
N=C1NC(=S)NCCO1
159.214
42.0101
-0.19603
3
3
19
57.14
S=C1NCCN1C=CC#C
C#CC=CN1CCNC1=S
false
CCCCC1CCCC1C
S=C1NCCN1
152.222
45.2797
0.3234
1
1
18
15.27
CCN1C=CC(Cl)=CC1=N
CCn1ccc(Cl)cc1=N
false
CCC1CCC(C)CC1C
N=c1cccc[nH]1
156.616
40.9707
1.64087
2
1
19
28.78
CC1=C(N)C2=C(OCC2)S1
Cc1sc2c(c1N)CCO2
false
CC1CC2CCCC2C1C
c1cc2c(s1)OCC2
155.222
42.6674
1.57362
3
1
19
35.25
CNC1(CNC1)S(C)(=O)=O
CNC1(S(C)(=O)=O)CNC1
false
CCC1(C(C)(C)C)CCC1
C1CNC1
164.23
39.5042
-1.4501
4
2
22
58.2
CC#CCC1=C(O)SC=N1
CC#CCc1ncsc1O
false
CCCCC1CCCC1C
c1cscn1
153.206
40.9328
1.4145
3
1
17
33.12
OC1=C(N=CS1)C1COC1
Oc1scnc1C1COC1
false
CC1CCCC1C1CCC1
c1nc(C2COC2)cs1
157.194
37.3388
0.9625
4
1
17
42.35
NNC(=O)C1=CC=C(N)S1
NNC(=O)c1ccc(N)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.198
40.385
-0.0662
4
3
17
81.14
CC1=CNC(=O)N1C(N)=S
Cc1c[nH]c(=O)n1C(N)=S
false
CC(C)C1C(C)CCC1C
O=c1[nH]cc[nH]1
157.198
41.9731
-0.42348
3
2
17
63.81
CC1=CC=CS(=O)(=O)C1=O
CC1=CC=CS(=O)(=O)C1=O
true
CC1CCCC(C)(C)C1C
O=C1C=CC=CS1(=O)=O
158.178
36.8238
0.4014
3
0
16
51.21
CN1CCC2=C1SN=C2N
CN1CCc2c(N)nsc21
false
CC1CCC2C(C)CCC12
c1nsc2c1CCN2
155.226
43.5004
0.7176
4
1
19
42.15
CC1=NOS(=O)(=O)C2NC12
CC1=NOS(=O)(=O)C2NC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)ON=CC2NC21
162.17
33.8255
-0.9798
5
1
16
77.67
CC1C(=O)CC2=C1N=CS2
CC1C(=O)Cc2scnc21
false
CC1CC2CCCC2C1C
O=C1Cc2ncsc2C1
153.206
39.24
1.3718
3
0
17
29.96
N=C1SN=CN1CCC#N
N#CCCn1cnsc1=N
false
CCCCC1CCCC1C
N=c1[nH]cns1
154.198
36.1887
0.33775
5
1
16
65.46
COCC=CC1=CN=NS1
COCC=Cc1cnns1
false
CCCCCC1CCCC1
c1csnn1
156.21
40.819
1.1977
4
0
18
35.01
CN1CCNC2=CSN=C12
CN1CCNc2csnc21
false
CC1CCCC2CCCC12
c1snc2c1NCCN2
155.226
43.8737
1.0048
4
1
19
28.16
CN=C1N(SC=C1O)C=C
C=Cn1scc(O)c1=NC
false
CCC1CCC(C)C1CC
N=c1ccs[nH]1
156.21
41.8478
0.8862
4
1
18
37.52
ClC1=C2OCC=CN2N=C1
Clc1cnn2c1OCC=C2
false
CC1CCC2CCCCC12
C1=Cn2nccc2OC1
156.572
38.062
1.3996
3
0
15
27.05
CC1C=CC2=NSC(O)=C12
CC1C=Cc2nsc(O)c21
false
CC1CCC2CCC(C)C12
C1=Cc2nscc2C1
153.206
41.2278
1.979
3
1
17
33.12
CC=CC1=C(N)SNC1=O
CC=Cc1c(N)s[nH]c1=O
false
CCCC1C(C)CCC1C
O=c1ccs[nH]1
156.21
44.0601
1.0517
3
2
18
58.88
CC1CC1NC1=CC=CS1
CC1CC1Nc1cccs1
false
CC1CC1CC1CCCC1
c1csc(NC2CC2)c1
153.25
45.5107
2.5684
2
1
21
12.03
CNS(=O)(=O)COCCN
CNS(=O)(=O)COCCN
true
CCCCCC(C)(C)CC
168.218
37.8529
-1.5316
4
2
22
81.42
OCC1CC2=C(N1)SC=N2
OCC1Cc2ncsc2N1
false
CCC1CC2CCCC2C1
c1nc2c(s1)NCC2
156.21
40.3145
0.472
4
2
18
45.15
CC1NNC(=S)NC11CC1
CC1NNC(=S)NC12CC2
false
CC1CCC(C)C2(CC2)C1
S=C1NNCC2(CC2)N1
157.242
43.4321
-0.1102
2
3
21
36.09
CN(C)C=CS(=O)(=O)C=O
CN(C)C=CS(=O)(=O)C=O
true
CCC(C)(C)CCC(C)C
163.198
38.4973
-0.3758
4
0
19
54.45
C#CC1=COC2=C1SC=C2
C#Cc1coc2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccc2o1
148.186
42.026
2.4756
2
0
14
13.14
COCC1=CC=CC=C1Cl
COCc1ccccc1Cl
false
CCCC1CCCCC1C
c1ccccc1
156.612
42.165
2.4864
1
0
19
9.23
CNC(=S)N(O)C1CC1C
CNC(=S)N(O)C1CC1C
true
CCC(C)C(C)C1CC1C
C1CC1
160.242
42.8522
0.5903
2
2
22
35.5
O=C1NSN=C1CCC#C
C#CCCc1ns[nH]c1=O
false
CCCCC1CCCC1C
O=c1cns[nH]1
154.194
39.8887
0.3972
3
1
16
45.75
CC1=C(NC(=N)S1)[N+]([O-])=O
Cc1sc(=N)[nH]c1[N+](=O)[O-]
false
CC1CC(C)C(C(C)C)C1
N=c1[nH]ccs1
159.17
35.9158
0.77229
4
2
15
82.78
OCC#CC1CNC(=S)N1
OCC#CC1CNC(=S)N1
true
CCCCC1CCC(C)C1
S=C1NCCN1
156.21
42.3862
-1.1716
2
3
18
44.29
CC1C(CO)C2=CSC=C12
CC1c2cscc2C1CO
false
CCC1C(C)C2CCCC12
c1scc2c1CC2
154.234
42.5608
1.9411
2
1
20
20.23
CC(C)C1=C(Cl)C=C(C)O1
Cc1cc(Cl)c(C(C)C)o1
false
CC1CC(C)C(C(C)C)C1
c1ccoc1
158.628
42.544
3.36482
1
0
21
13.14
S=C1NCC2(CC2)CON1
S=C1NCC2(CC2)CON1
true
CC1CCCC2(CC1)CC2
S=C1NCC2(CC2)CON1
158.226
41.3554
0.1759
2
2
20
33.29
CC=CN1SC(C=C1)=NO
CC=Cn1ccc(=NO)s1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
156.21
40.6625
1.3301
4
1
18
37.52
NN1SC(=O)C(=C1)[N+]([O-])=O
Nn1cc([N+](=O)[O-])c(=O)s1
false
CC1CC(C)C(C(C)C)C1
O=c1cc[nH]s1
161.142
35.3838
-0.4682
6
1
13
91.16
N=C1SN=C2OCC=CN12
N=c1snc2n1C=CCO2
false
CC1CCC2CCCCC12
N=c1snc2n1C=CCO2
155.182
36.7837
0.28717
5
1
15
50.9
CC#CC1=CC(Cl)=C(N)N1
CC#Cc1cc(Cl)c(N)[nH]1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
154.6
42.7671
1.6217
1
2
17
41.81
C=CC=CN1SC=NC1=N
C=CC=Cn1scnc1=N
false
CCCCC1CCCC1C
N=c1ncs[nH]1
153.21
41.4857
1.08077
4
1
17
41.67
NCC1CNC2=C1N=CS2
NCC1CNc2scnc21
false
CCC1CCC2CCCC12
c1nc2c(s1)NCC2
155.226
42.3991
0.6109
4
2
19
50.94
NC(=S)N1CC(=C)C(=O)N1
C=C1CN(C(N)=S)NC1=O
false
CC(C)C1CC(C)C(C)C1
C=C1CNNC1=O
157.198
40.7741
-0.867
2
2
17
58.36
NC(=S)NOCC=CC#C
C#CC=CCONC(N)=S
false
CCCCCCCC(C)C
156.21
43.8461
-0.0594
2
2
18
47.28
NC1=NSC(CC#C)=C1N
C#CCc1snc(N)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
153.21
43.4758
0.4832
4
2
17
64.93
CC=CNS(=O)(=O)C(N)=N
CC=CNS(=O)(=O)C(=N)N
false
CCCCC(C)(C)C(C)C
163.202
38.7836
-0.66713
3
3
19
96.04
NS(=O)(=O)C1C2CN=CN12
NS(=O)(=O)C1C2CN=CN21
false
CC(C)(C)C1C2CCCC21
C1=NCC2CN12
161.186
35.8812
-1.6729
4
1
17
75.53
CCNC1=C(C)SNC1=O
CCNc1c(C)s[nH]c1=O
false
CCCC1C(C)CCC1C
O=c1ccs[nH]1
158.226
43.8404
1.17662
3
2
20
44.89
CCC1=C(O)C(OC)=NS1
CCc1snc(OC)c1O
false
CCC1CCC(CC)C1C
c1cnsc1
159.21
39.7088
1.4197
4
1
19
42.35
CC1OC1C#CS(N)(=O)=O
CC1OC1C#CS(N)(=O)=O
true
CC1CC1CCC(C)(C)C
C1CO1
161.182
35.2182
-0.9769
3
1
17
72.69
CCC1=C(O)C(=CS1)C#N
CCc1scc(C#N)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
153.206
40.0768
1.88778
3
1
17
44.02
O=CCC1CNC(=S)NN1
O=CCC1CNC(=S)NN1
true
CCCC1CCC(C)CC1
S=C1NCCNN1
159.214
41.3411
-1.0737
3
3
19
53.16
C=CC(C=C)C1=CC=NS1
C=CC(C=C)c1ccns1
false
CCC(CC)C1CCCC1
c1cnsc1
151.234
45.249
2.5987
2
0
19
12.89
O=C1NC2C=CS(=O)(=O)C12
O=C1NC2C=CS(=O)(=O)C12
true
CC1CC2CCC(C)(C)C12
O=C1NC2C=CS(=O)(=O)C12
159.166
33.7785
-1.2045
3
1
15
63.24
CN(C(=C)C=C)S(N)(=O)=O
C=CC(=C)N(C)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.214
40.2072
-0.1786
2
1
20
63.4
CNC(=O)S(=O)(=O)C1CC1
CNC(=O)S(=O)(=O)C1CC1
true
CCC(C)C(C)(C)C1CC1
C1CC1
163.198
36.3975
-0.097
3
1
19
63.24
NS(=O)(=O)C1(CC1)ON=C
C=NOC1(S(N)(=O)=O)CC1
false
CCCC1(C(C)(C)C)CC1
C1CC1
164.186
35.7062
-0.6028
4
1
18
81.75
CNCC1=CSC(=N)N1O
CNCc1csc(=N)n1O
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
159.214
38.1119
-0.01423
5
3
19
61.04
CNN1C=C(Cl)C=C1NC
CNc1cc(Cl)cn1NC
false
CCC1CC(C)CC1CC
c1cc[nH]c1
159.62
44.2734
1.3565
3
2
20
28.99
CCN1C=C(Cl)C(OC)=N1
CCn1cc(Cl)c(OC)n1
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
160.604
39.463
1.565
3
0
19
27.05
CC1(CNS1(=O)=O)ON=C
C=NOC1(C)CNS1(=O)=O
false
CCCC1(C)CCC1(C)C
O=S1(=O)CCN1
164.186
35.9615
-0.7322
4
1
18
67.76
CNS(=O)(=O)CC(C)(C)O
CNS(=O)(=O)CC(C)(C)O
true
CCC(C)(C)CC(C)(C)C
167.23
39.1443
-0.6935
3
2
23
66.4
NC1=CC=C(OCCO)S1
Nc1ccc(OCCO)s1
false
CCCCC1CCC(C)C1
c1ccsc1
159.21
41.3122
0.7014
4
2
19
55.48
OC1=C(SC(C=C)=N1)C#N
C=Cc1nc(O)c(C#N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
152.178
38.5848
1.36338
4
1
14
56.91
CN1C2=NOC=C2S1(=O)=O
CN1c2nocc2S1(=O)=O
false
CC1C2CCCC2C1(C)C
O=S1(=O)Nc2nocc21
160.154
32.0918
-0.1869
4
0
14
63.41
CC1CCS(=O)(=O)C11CN1
CC1CCS(=O)(=O)C12CN2
false
CC1CCC(C)(C)C12CC2
O=S1(=O)CCCC12CN2
161.226
38.3015
-0.2595
3
1
21
56.08
COC1=C(N=C(C)S1)C#N
COc1sc(C)nc1C#N
false
CCC1CC(C)CC1CC
c1cscn1
154.194
38.118
1.3318
4
0
16
45.91
ClC1=COC(=CC1=O)C#C
C#Cc1cc(=O)c(Cl)co1
false
CCC1CCC(C)C(C)C1
O=c1ccocc1
154.552
37.923
1.2745
2
0
13
30.21
CC(O)C1=C(N)C(C)=NS1
Cc1nsc(C(C)O)c1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
158.226
41.8972
1.08702
4
2
20
59.14
ClC1=CC=C(N=C1)C1CO1
Clc1ccc(C2CO2)nc1
false
CC1CCC(C2CC2)CC1
c1ccc(C2CO2)nc1
155.584
37.94
1.8063
2
0
16
25.42
CC1=C(CN)C(C=C)=NS1
C=Cc1nsc(C)c1CN
false
CCC1CCC(C)C1CC
c1cnsc1
154.238
44.8334
1.55322
3
1
20
38.91
CN(C)C=NOS(C)(=O)=O
CN(C)C=NOS(C)(=O)=O
true
CC(C)CCCC(C)(C)C
166.202
38.1078
-0.5325
4
0
20
58.97
CNC1=CSC(N)=C1CN
CNc1csc(N)c1CN
false
CCC1CCC(C)C1CC
c1ccsc1
157.242
46.1695
0.8307
4
3
21
64.07