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=CC1=COCS(=O)(=O)C1
O=CC1=COCS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CC=COC1
162.166
33.8858
-0.5283
4
0
16
60.44
CNCCC1=CSC(N)=N1
CNCCc1csc(N)n1
false
CCCCC1CCC(C)C1
c1cscn1
157.242
44.1571
0.4872
4
2
21
50.94
OC1CCCC(O)S1(=O)=O
O=S1(=O)C(O)CCCC1O
false
CC1CCCC(C)C1(C)C
O=S1(=O)CCCCC1
166.198
34.7844
-0.7781
4
2
20
74.6
COC1=C(SC=C1)C(N)=N
COc1ccsc1C(=N)N
false
CCC1CCCC1C(C)C
c1ccsc1
156.21
41.8871
1.04077
3
2
18
59.1
CC12NNS(=O)(=O)C1C2O
CC12NNS(=O)(=O)C1C2O
true
CC1C2C(C)(C)CCC12C
O=S1(=O)NNC2CC21
164.186
33.391
-2.0742
4
3
18
78.43
CNC1=C2SC=NC2=NO1
CNc1onc2ncsc12
false
CCC1CCC2CCCC12
c1nc2nocc2s1
155.182
39.2277
1.326
5
1
15
50.95
CC1=C(N)OC(=O)C(Cl)=C1
Cc1cc(Cl)c(=O)oc1N
false
CC1CC(C)C(C)CC1C
O=c1cccco1
159.572
39.1374
1.18382
3
1
16
56.23
O=S1(=O)C=NN2C=CC=C12
O=S1(=O)C=Nn2cccc21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Nn2cccc21
156.166
35.5078
0.0668
4
0
14
51.43
O=S1(=O)NC=CC2CC2O1
O=S1(=O)NC=CC2CC2O1
true
CC1(C)CCCC2CC2C1
O=S1(=O)NC=CC2CC2O1
161.182
34.1755
-0.2468
3
1
17
55.4
OS(=O)(=O)C1CNC=NC1
O=S(=O)(O)C1CN=CNC1
false
CC(C)(C)C1CCCCC1
C1=NCCCN1
164.186
36.6983
-1.1257
4
2
18
78.76
O=C1CC(C1)C1=NN=NS1
O=C1CC(c2nnns2)C1
false
CC1CC(C2CCCC2)C1
O=C1CC(c2nnns2)C1
155.182
34.686
0.3796
5
0
15
55.74
CC(C)CC1COS1(=O)=O
CC(C)CC1COS1(=O)=O
true
CC(C)CC1CCC1(C)C
O=S1(=O)CCO1
164.226
38.1148
0.7611
3
0
22
43.37
N=CN1CCCOS1(=O)=O
N=CN1CCCOS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)NCCCO1
164.186
34.9785
-0.43943
4
1
18
70.46
CC#CC1=CC(N)=C(O)S1
CC#Cc1cc(N)c(O)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
153.206
42.9482
1.4073
3
2
17
46.25
CCCC1=C(OC)SC=C1
CCCc1ccsc1OC
false
CCCC1CCCC1CC
c1ccsc1
156.25
44.866
2.7092
2
0
22
9.23
CC1CCN(N1)C(=S)NO
CC1CCN(C(=S)NO)N1
false
CCC(C)C1CCC(C)C1
C1CNNC1
161.23
41.4409
-0.1511
3
3
21
47.53
CS(=O)(=O)C#CCC1CN1
CS(=O)(=O)C#CCC1CN1
true
CC(C)(C)CCCC1CC1
C1CN1
159.21
39.0275
-0.6462
3
1
19
56.08
CC(CC1=NSC=N1)C=O
CC(C=O)Cc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
156.21
38.841
0.9156
4
0
18
42.85
CS(=O)(=O)N1CC2CC2O1
CS(=O)(=O)N1CC2CC2O1
true
CC(C)(C)C1CC2CC2C1
C1NOC2CC12
163.198
34.5298
-0.4183
3
0
19
46.61
CC(CC1=NSC=C1)C=C
C=CC(C)Cc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
153.25
45.179
2.5077
2
0
21
12.89
O=S1(=O)NC(C#C)C1C#N
C#CC1NS(=O)(=O)C1C#N
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
156.166
34.0775
-1.18662
3
1
14
69.96
CC1ONC(=S)N(C)C1C
CC1ONC(=S)N(C)C1C
true
CC1CCC(C)C(C)C1C
S=C1NCCON1
160.242
43.5057
0.5149
2
1
22
24.5
CN1SC(CC#N)=NC1=N
Cn1sc(CC#N)nc1=N
false
CCCC1CC(C)C(C)C1
N=c1ncs[nH]1
154.198
36.2567
0.02715
5
1
16
65.46
CNC1=NC(CCN)=CS1
CNc1nc(CCN)cs1
false
CCCC1CCC(CC)C1
c1cscn1
157.242
44.4191
0.686
4
2
21
50.94
O=S1(=O)NN2CC2C11CC1
O=S1(=O)NN2CC2C12CC2
false
CC1(C)CC2CC2C12CC2
O=S1(=O)NN2CC2C12CC2
160.198
34.5145
-0.9488
3
1
18
49.18
CC1=C(CN)SC(CO)=C1
Cc1cc(CO)sc1CN
false
CCC1CC(C)C(CC)C1
c1ccsc1
157.238
42.8702
1.00752
3
2
21
46.25
O=C1NC2=C(S1)C1CN1C2
O=c1[nH]c2c(s1)C1CN1C2
false
CC1CC2CC3CC3C2C1
O=c1[nH]c2c(s1)C1CN1C2
154.194
38.0907
0.3067
3
1
16
35.87
O=CCC1=NS(=O)(=O)N=C1
O=CCC1=NS(=O)(=O)N=C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)N=CC=N1
160.154
35.5278
-0.6544
3
0
14
75.93
ON1C=CC2=C(O)SC=C12
Oc1scc2c1ccn2O
false
CC1CCC2C(C)CCC12
c1cc2cscc2[nH]1
155.178
38.6643
1.6457
4
2
15
45.39
CC#CS(=O)(=O)CC(C)=O
CC#CS(=O)(=O)CC(C)=O
true
CCCC(C)(C)CC(C)C
160.194
37.9178
-0.029
3
0
18
51.21
NN1C=C(Cl)C2=C1C=CO2
Nn1cc(Cl)c2occc21
false
CC1CC(C)C2CCCC12
c1cc2occc2[nH]1
156.572
39.3644
1.6015
3
1
15
44.09
CC1=C(C=NS1)C#CC#C
C#CC#Cc1cnsc1C
false
CCCCC1CCCC1C
c1cnsc1
147.202
42.562
1.43622
2
0
15
12.89
CN1C(=O)CC2=C1N=NS2
CN1C(=O)Cc2snnc21
false
CC1CC2CCCC2C1C
O=C1Cc2snnc2N1
155.182
37.023
0.057
4
0
15
46.09
N=C1NOCC2=C1SC=C2
N=C1NOCc2ccsc21
false
CC1CCCC2CCCC12
N=C1NOCc2ccsc21
154.194
39.0724
1.10827
3
2
16
45.11
CC=CC1=CCS(=O)(=O)O1
CC=CC1=CCS(=O)(=O)O1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CO1
160.194
37.7688
0.8064
3
0
18
43.37
C1OC2=C(CC=C1)SC=C2
C1=CCc2sccc2OC1
false
C1CCC2CCCC2CC1
C1=CCc2sccc2OC1
152.218
42.658
2.2392
2
0
18
9.23
OCC1=CC2=C(S1)C=NO2
OCc1cc2oncc2s1
false
CCC1CC2CCCC2C1
c1cc2oncc2s1
155.178
37.8088
1.3816
4
1
15
46.26
C=CC1=NC(OC=O)=CS1
C=Cc1nc(OC=O)cs1
false
CCCC1CCC(CC)C1
c1cscn1
155.178
38.897
1.3213
4
0
15
39.19
CC(C)=C1CC=CS1(=O)=O
CC(C)=C1CC=CS1(=O)=O
true
CC(C)C1CCCC1(C)C
C=C1CC=CS1(=O)=O
158.222
41.0508
1.6125
2
0
20
34.14
CCC1=NC(C)=CS1(=O)=O
CCC1=NC(C)=CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)C=CN=C1
159.21
40.4028
1.0846
3
0
19
46.5
C=CC12CCC(N1)S2(=O)=O
C=CC12CCC(N1)S2(=O)=O
true
CCC12CCC(C1)C2(C)C
O=S1(=O)C2CCC1N2
159.21
38.0055
0.0066
3
1
19
46.17
CCCNS(=O)(=O)CCC
CCCNS(=O)(=O)CCC
true
CCCCC(C)(C)CCC
165.258
42.3715
0.7258
2
1
25
46.17
CCC1(O)C2NC(=S)NC12
CCC1(O)C2NC(=S)NC21
false
CCC1(C)C2CC(C)CC21
S=C1NC2CC2N1
158.226
41.6862
-0.644
2
3
20
44.29
NC(=S)N1CC1C1CCN1
NC(=S)N1CC1C1CCN1
true
CC(C)C1CC1C1CCC1
C1CC(C2CN2)N1
157.242
43.6871
-0.7239
2
2
21
41.06
CC1=C(N)C(=NS1)C(N)=O
Cc1snc(C(N)=O)c1N
false
CC(C)C1CCC(C)C1C
c1cnsc1
157.198
39.7813
0.13262
4
2
17
82
CC1=NSC2=C1C(=C)CC2
C=C1CCc2snc(C)c21
false
CC1CCC2CCC(C)C12
C=C1CCc2sncc21
151.234
44.206
2.41092
2
0
19
12.89
CC1N2CC2C2=C1C=NS2
CC1c2cnsc2C2CN12
false
CC1C2CCCC2C2CC12
c1nsc2c1CN1CC21
152.222
39.976
1.5744
3
0
18
15.9
CC1=C(Cl)C=CC(Cl)=C1C
Cc1c(Cl)ccc(Cl)c1C
false
CC1CCC(C)C(C)C1C
c1ccccc1
175.058
45.936
3.61024
0
0
18
0
ClC1=CNN=C1C1CCO1
Clc1c[nH]nc1C1CCO1
false
CC1CCCC1C1CCC1
c1cc(C2CCO2)n[nH]1
158.588
36.9077
1.5245
2
1
17
37.91
CC1=NC(CCC#N)=CS1
Cc1nc(CCC#N)cs1
false
CCCCC1CCC(C)C1
c1cscn1
152.222
40.785
1.9077
3
0
18
36.68
CN1C(C)=CC(Cl)=C1CN
Cc1cc(Cl)c(CN)n1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
158.632
43.0514
1.44562
2
1
21
30.95
CNN1SC(C=C1C)=NO
CNn1sc(=NO)cc1C
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
159.214
39.6802
0.32122
5
2
19
49.55
COS(=O)(=O)CC=CCO
COS(=O)(=O)CC=CCO
true
CCCCCC(C)(C)CC
166.198
37.0216
-0.4889
4
1
20
63.6
CC1=CC(=N)N(OC=C)S1
C=COn1sc(C)cc1=N
false
CCCC1CC(C)CC1C
N=c1ccs[nH]1
156.21
39.6777
0.90959
4
1
18
38.01
CCC1=CC=C(Cl)C(Cl)=C1
CCc1ccc(Cl)c(Cl)c1
false
CCC1CCC(C)C(C)C1
c1ccccc1
175.058
45.84
3.5558
0
0
18
0
CC1N2C(=S)NN=CC12C
CC1N2C(=S)NN=CC12C
true
CC1CCCC2(C)C(C)C12
S=C1NN=CC2CN12
155.226
43.9317
0.3231
2
1
19
27.4
CCOC1=C(N)C(C)=CS1
CCOc1scc(C)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
157.238
44.6374
2.03742
3
1
21
35.25
OC1CC2CC2OS1(=O)=O
O=S1(=O)OC2CC2CC1O
false
CC1CC2CC2CC1(C)C
O=S1(=O)CCC2CC2O1
164.182
32.5236
-0.5566
4
1
18
63.6
NN1C(=C)C(NC1=S)C#C
C#CC1NC(=S)N(N)C1=C
false
CCC1CC(C)C(C)C1C
C=C1CNC(=S)N1
153.21
43.5211
-0.4343
2
2
17
41.29
NC(=CS(O)(=O)=O)C1CN1
NC(=CS(=O)(=O)O)C1CN1
false
CC(CC(C)(C)C)C1CC1
C1CN1
164.186
35.6097
-1.3539
4
3
18
102.33
C=CNC(=S)N(C=C)C=O
C=CNC(=S)N(C=C)C=O
true
CCCC(C)C(CC)CC
156.21
44.0307
0.6063
2
1
18
32.34
CN1CC2CC2N(C)C1=S
CN1CC2CC2N(C)C1=S
true
CC1CC2CC2C(C)C1C
S=C1NCC2CC2N1
156.254
44.886
0.537
1
0
22
6.48
CC1=CC(NC1)S(N)(=O)=O
CC1=CC(S(N)(=O)=O)NC1
false
CC1CCC(C(C)(C)C)C1
C1=CCNC1
162.214
38.6549
-0.8495
3
2
20
72.19
CC1CC2=C(C=CS2)C1C
CC1Cc2sccc2C1C
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCC2
152.262
45.602
3.0438
1
0
22
0
CN1SC(=O)N=C1C(C)=C
C=C(C)c1nc(=O)sn1C
false
CC1CC(C)C(C(C)C)C1
O=c1nc[nH]s1
156.21
42.063
0.8749
4
0
18
34.89
NC1=CSC2=C1NNC2=O
Nc1csc2c(=O)[nH][nH]c12
false
CC1CCC2C(C)CCC12
O=c1[nH][nH]c2ccsc12
155.182
41.2088
0.4999
3
3
15
74.67
CC1C2C1(O)COS2(=O)=O
CC1C2C1(O)COS2(=O)=O
true
CC1C2C(C)(C)CCC12C
O=S1(=O)OCC2CC21
164.182
32.7736
-0.9042
4
1
18
63.6
CC(C)(N)C1=CSN=C1N
CC(C)(N)c1csnc1N
false
CC1CCCC1C(C)(C)C
c1cnsc1
157.242
43.7398
0.9191
4
2
21
64.93
CS(=O)(=O)C1COC=CO1
CS(=O)(=O)C1COC=CO1
true
CC(C)(C)C1CCCCC1
C1=COCCO1
164.182
34.8088
-0.1249
4
0
18
52.6
CCOC1=CC(O)=C(N)S1
CCOc1cc(O)c(N)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
159.21
41.5652
1.4346
4
2
19
55.48
O=S1(=O)N=CN2N=CC=C12
O=S1(=O)N=Cn2nccc21
false
CC1(C)CCC2CCCC21
O=S1(=O)N=Cn2nccc21
157.154
33.3028
-0.5382
4
0
13
64.32
CC(C#N)=C(N)S(N)(=O)=O
CC(C#N)=C(N)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
161.186
35.6076
-1.01132
4
2
17
109.97
CC(C)(O)S(=O)(=O)NC=N
CC(C)(O)S(=O)(=O)NC=N
true
CCCC(C)(C)C(C)(C)C
166.202
37.137
-0.75873
4
3
20
90.25
NS(=O)(=O)CC1=CN=CO1
NS(=O)(=O)Cc1cnco1
false
CC(C)(C)CC1CCCC1
c1cocn1
162.17
33.3142
-0.5369
4
1
16
86.19
C1CCC(C1)C1=CC=CS1
c1csc(C2CCCC2)c1
false
C1CCC(C2CCCC2)C1
c1csc(C2CCCC2)c1
152.262
45.528
3.4057
1
0
22
0
O1C=CC2=C(SC=C2)N=C1
C1=Cc2ccsc2N=CO1
false
C1CCC2CCCC2CC1
C1=Cc2ccsc2N=CO1
151.19
42.59
2.4088
3
0
15
21.59
O=CN1N=CCCNC1=S
O=CN1N=CCCNC1=S
true
CCC1CCCCCC1C
S=C1NCCC=NN1
157.198
41.6127
-0.2912
3
1
17
44.7
C1ON=CCC2=C1C=NS2
C1=NOCc2cnsc2C1
false
C1CCC2CCCC2CC1
C1=NOCc2cnsc2C1
154.194
39.099
1.2016
4
0
16
34.48
NC1CC1C1=CNC=C1Cl
NC1CC1c1c[nH]cc1Cl
false
CC1CCCC1C1CC1C
c1cc(C2CC2)c[nH]1
156.616
41.1361
1.4827
1
2
19
41.81
CCCC1=CSC(CO)=C1
CCCc1csc(CO)c1
false
CCCC1CCC(CC)C1
c1ccsc1
156.25
44.2368
2.1929
2
1
22
20.23
NC1=CN=CC(=N)C=C1Cl
N=c1cncc(N)c(Cl)c1
false
CC1CCCC(C)C(C)C1
N=c1ccccnc1
155.588
39.5141
0.79667
3
2
16
62.76
C=C1C=CNC(=S)NN=C1
C=C1C=CNC(=S)NN=C1
true
CC1CCCC(C)CCC1
C=C1C=CNC(=S)NN=C1
153.21
45.6414
0.5198
2
2
17
36.42
C=C1CCN=C2N=CSN12
C=C1CCN=C2N=CSN12
true
CC1CCCC2CCCC12
C=C1CCN=C2N=CSN12
153.21
43.981
1.2519
4
0
17
27.96
CC1CC(C)C2=C1SN=N2
CC1CC(C)c2snnc21
false
CC1CC(C)C2CCCC12
C1Cc2nnsc2C1
154.238
41.356
2.1488
3
0
20
25.78
ON=CS(=O)(=O)C1CCN1
O=S(=O)(C=NO)C1CCN1
false
CCCC(C)(C)C1CCC1
C1CNC1
164.186
35.606
-0.8619
5
2
18
78.76
C=NOCCC1=CSC=C1
C=NOCCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
155.222
43.524
1.9228
3
0
19
21.59
O=S1(=O)CN2N=CCCC12
O=S1(=O)CN2N=CCCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CN2N=CCCC21
160.198
37.1398
-0.22
4
0
18
49.74
CC(C)(C=O)S(=O)(=O)C=O
CC(C)(C=O)S(=O)(=O)C=O
true
CCC(C)(C)C(C)(C)CC
164.182
35.8133
-0.4311
4
0
18
68.28
C#CC1OC1C1=NC=CS1
C#CC1OC1c1nccs1
false
CCC1CC1C1CCCC1
c1csc(C2CO2)n1
151.19
38.561
1.2162
3
0
15
25.42
CNC1=C(CCN)SC=C1
CNc1ccsc1CCN
false
CCCC1CCCC1CC
c1ccsc1
156.254
46.6241
1.291
3
2
22
38.05
CCC(N)C1=CSC=C1C
CCC(N)c1cscc1C
false
CCC(C)C1CCCC1C
c1ccsc1
155.266
46.2754
2.46632
2
1
23
26.02
OS(=O)(=O)C(=C)CC1CO1
C=C(CC1CO1)S(=O)(=O)O
false
CC(CC1CC1)C(C)(C)C
C1CO1
164.182
35.0456
0.1768
3
1
18
66.9
NC(=N)N1CCCS1(=O)=O
N=C(N)N1CCCS1(=O)=O
false
CC(C)C1CCCC1(C)C
O=S1(=O)CCCN1
163.202
37.0239
-1.08463
3
2
19
87.25
CCCC1=CSC(=N)N1N
CCCc1csc(=N)n1N
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
157.242
42.3091
0.69537
4
2
21
54.8
CC12CC1NS(=O)(=O)C2=C
C=C1C2(C)CC2NS1(=O)=O
false
CC1C(C)(C)CC2CC21C
C=C1C2CC2NS1(=O)=O
159.21
37.7075
0.2117
2
1
19
46.17
CNS(=O)(=O)CCCCN
CNS(=O)(=O)CCCCN
true
CCCCCC(C)(C)CC
166.246
41.1349
-0.7255
3
2
24
72.19
O=CC1OCC2=CSC=C12
O=CC1OCc2cscc21
false
CCC1CCC2CCCC12
c1scc2c1COC2
154.19
37.913
1.5183
3
0
16
26.3
COCC=CN(C)C(N)=S
COCC=CN(C)C(N)=S
true
CCCCCC(C)C(C)C
160.242
45.5644
0.3219
2
1
22
38.49
O=S(=O)(OC=CC#C)C#N
C#CC=COS(=O)(=O)C#N
false
CCCCCC(C)(C)CC
157.15
33.5908
-0.03922
4
0
13
67.16
CCC1C=CS(=O)(=O)C1=O
CCC1C=CS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
O=C1CC=CS1(=O)=O
160.194
36.8478
0.4813
3
0
18
51.21