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
CC1CC2C1CCS2(=O)=O
CC1CC2C1CCS2(=O)=O
true
CC1CC2C1CCC2(C)C
O=S1(=O)CCC2CCC21
160.238
39.4628
0.8295
2
0
22
34.14
CN1C2CC2N(C=C)C1=S
C=CN1C(=S)N(C)C2CC21
false
CCC1C(C)C(C)C2CC12
S=C1NC2CC2N1
154.238
44.59
0.8031
1
0
20
6.48
CNC1COC=CS1(=O)=O
CNC1COC=CS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=COCC1
163.198
36.8595
-0.5519
4
1
19
55.4
NC1=NC(N)=C(CC=O)S1
Nc1nc(N)c(CC=O)s1
false
CCCC1CC(C)CC1C
c1cscn1
157.198
40.7068
0.0489
5
2
17
82
OC1=CC2=NNCCN2S1
OC1=CC2=NNCCN2S1
true
CC1CC2CCCCC2C1
C1=CC2=NNCCN2S1
157.198
40.4465
0.2663
5
2
17
47.86
N=C1NC(=CS1)C1CCC1
N=c1[nH]c(C2CCC2)cs1
false
CC1CCC(C2CCC2)C1
N=c1[nH]c(C2CCC2)cs1
154.238
41.1164
1.82317
2
2
20
39.64
CC(=O)S(=O)(=O)C#CC#C
C#CC#CS(=O)(=O)C(C)=O
false
CCCCC(C)(C)C(C)C
156.162
36.2098
-0.4582
3
0
14
51.21
CCC1=CN(C)SC1=NN
CCc1cn(C)sc1=NN
false
CCC1CC(C)CC1CC
N=c1cc[nH]s1
157.242
42.4184
0.4234
4
1
21
43.31
C=CC1CS(=O)(=O)C1C#N
C=CC1CS(=O)(=O)C1C#N
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
157.194
36.8748
0.10918
3
0
17
57.93
CC1=C(Cl)C=C(N)OC1=N
Cc1c(Cl)cc(N)oc1=N
false
CC1CC(C)C(C)C(C)C1
N=c1cccco1
158.588
38.7221
1.30309
3
2
17
63.01
NNC1=NSC2=C1C=CC2
NNc1nsc2c1C=CC2
false
CCC1CCC2CCCC12
C1=Cc2cnsc2C1
153.21
42.6621
0.998
4
2
17
50.94
CC(=O)C#CS(=O)(=O)C#C
C#CS(=O)(=O)C#CC(C)=O
false
CCC(C)(C)CCC(C)C
156.162
36.2098
-0.4582
3
0
14
51.21
CC(=O)OCS(=O)(=O)C#C
C#CS(=O)(=O)COC(C)=O
false
CCC(C)(C)CCC(C)C
162.166
34.3858
-0.4875
4
0
16
60.44
CN1SC2=C(CCO2)C1=O
Cn1sc2c(c1=O)CCO2
false
CC1CC2CCCC2C1C
O=c1[nH]sc2c1CCO2
157.194
38.759
0.3817
4
0
17
31.23
C=CCN=C1CNC(=S)N1
C=CCN=C1CNC(=S)N1
true
CCCCC1CCC(C)C1
N=C1CNC(=S)N1
155.226
46.2354
0.0486
2
2
19
36.42
NC1C(=O)OC2=CSC=C12
NC1C(=O)Oc2cscc21
false
CC1CC2CCCC2C1C
O=C1Cc2cscc2O1
155.178
36.8824
0.6669
4
1
15
52.32
CC1=C(N=C(S1)C=C)C#C
C#Cc1nc(C=C)sc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
149.218
44.877
2.07582
2
0
17
12.89
CNC1=C2C=CSC2=CS1
CNc1scc2sccc12
false
CCC1CCC2CCCC12
c1cc2cscc2s1
169.274
49.2487
3.0045
3
1
17
12.03
CC1=CN2SC=CC2=C1O
Cc1cn2sccc2c1O
false
CC1CC2CCCC2C1C
c1cc2ccsn2c1
153.206
41.6758
2.01482
3
1
17
24.64
CCC1=NSC2=C1NC=N2
CCc1nsc2nc[nH]c12
false
CCC1CCC2CCCC12
c1nc2sncc2[nH]1
153.21
41.1437
1.5818
3
1
17
41.57
CC#CCC1CN1C(N)=S
CC#CCC1CN1C(N)=S
true
CCCCC1CC1C(C)C
C1CN1
154.238
45.3464
0.3276
1
1
20
29.03
NC(=CC#N)S(=O)(=O)C=C
C=CS(=O)(=O)C(N)=CC#N
false
CCCC(C)C(C)(C)CC
158.182
37.0002
-0.13162
4
1
16
83.95
NCCOCCNC(N)=S
NCCOCCNC(N)=S
true
CCCCCCCC(C)C
163.246
44.6615
-1.2051
3
3
23
73.3
CCNN1SC=C(N)C1=O
CCNn1scc(N)c1=O
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
159.214
42.8931
0.0554
5
2
19
60.05
CC1C=CC(C#C)S1(=O)=O
C#CC1C=CC(C)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CC1
156.206
40.1428
0.3613
2
0
18
34.14
CN(C)N=CC1=CSC=C1
CN(C)N=Cc1ccsc1
false
CC(C)CCC1CCCC1
c1ccsc1
154.238
45.6
1.6436
3
0
20
15.6
CC1CC=CC2=C1N=NS2
CC1CC=Cc2snnc21
false
CC1CCCC2CCCC12
C1=Cc2snnc2CC1
152.222
41.975
2.0585
3
0
18
25.78
O=C1NC2=C(CCC2=O)S1
O=C1CCc2sc(=O)[nH]c21
false
CC1CC2CCC(C)C2C1
O=C1CCc2sc(=O)[nH]c21
155.178
37.5912
0.5653
3
1
15
49.93
C=C1NC(=O)C2=C1SN=C2
C=C1NC(=O)c2cnsc21
false
CC1CC(C)C2CCCC12
C=C1NC(=O)c2cnsc21
152.178
38.6142
0.8572
3
1
14
41.99
CCOC1=CC(=O)N(C)S1
CCOc1cc(=O)n(C)s1
false
CCCC1CC(C)C(C)C1
O=c1ccs[nH]1
159.21
40.729
0.8455
4
0
19
31.23
O=S1(=O)CC2OC2(C1)C#N
N#CC12CS(=O)(=O)CC1O2
false
CCC12CC1CC(C)(C)C2
O=S1(=O)CC2OC2C1
159.166
31.8708
-0.92402
4
0
15
70.46
O=S1(=O)NCC2CCC=C12
O=S1(=O)NCC2CCC=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)NCC2CCC=C21
159.21
37.7295
0.2133
2
1
19
46.17
NC1=CC2=C(S1)C(O)C=C2
Nc1cc2c(s1)C(O)C=C2
false
CC1CC2CCC(C)C2C1
C1=Cc2ccsc2C1
153.206
42.7252
1.3905
3
2
17
46.25
CNS(=O)(=O)NC=CC=O
CNS(=O)(=O)NC=CC=O
true
CCCCCC(C)(C)CC
164.186
36.3192
-1.2472
3
2
18
75.27
CC1=C(C=CS1)C(O)C#N
Cc1sccc1C(O)C#N
false
CCC(C)C1CCCC1C
c1ccsc1
153.206
39.6288
1.6135
3
1
17
44.02
NC1=C(COC=C)N=CS1
C=COCc1ncsc1N
false
CCCCC1CCCC1C
c1cscn1
156.21
41.5124
1.3854
4
1
18
48.14
CC1=CSC(OC2CC2)=N1
Cc1csc(OC2CC2)n1
false
CC1CCC(CC2CC2)C1
c1csc(OC2CC2)n1
155.222
40.501
1.99272
3
0
19
22.12
CC1=NN(N)C(C#C)=C1Cl
C#Cc1c(Cl)c(C)nn1N
false
CCC1C(C)CC(C)C1C
c1cn[nH]c1
155.588
40.0594
0.54002
3
1
16
43.84
CCCOC1=C(Cl)C=CS1
CCCOc1sccc1Cl
false
CCCCC1CCCC1C
c1ccsc1
176.668
45.115
3.1903
2
0
19
9.23
CC(=C)C1=NC(C=O)=NS1
C=C(C)c1nc(C=O)ns1
false
CCC1CCC(C(C)C)C1
c1ncsn1
154.194
40.0045
1.3837
4
0
16
42.85
C=C1C=CC(C#C)S1(=O)=O
C#CC1C=CC(=C)S1(=O)=O
false
CCC1CCC(C)C1(C)C
C=C1C=CCS1(=O)=O
154.19
39.8208
0.4865
2
0
16
34.14
CCS(=O)(=O)C(C)(O)C=O
CCS(=O)(=O)C(C)(O)C=O
true
CCC(C)(C)C(C)(C)CC
166.198
36.1486
-0.6715
4
1
20
71.44
CC(CN)C1=NC(N)=CS1
CC(CN)c1nc(N)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
157.242
43.9958
0.7875
4
2
21
64.93
OC1=COC2=C(Cl)C=CN12
Oc1coc2c(Cl)ccn12
false
CC1CCC2C(C)CCC12
c1cc2occn2c1
157.556
36.3378
1.8913
3
1
14
37.78
NC(=CC#N)C1=CN=NS1
N#CC=C(N)c1cnns1
false
CCCC(C)C1CCCC1
c1csnn1
152.182
37.6864
0.36128
5
1
14
75.59
NC1C(=CNS1(=O)=O)C#C
C#CC1=CNS(=O)(=O)C1N
false
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CN1
158.182
36.9469
-1.2787
3
2
16
72.19
NC1CCOS(=O)(=O)C=C1
NC1C=CS(=O)(=O)OCC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)C=CCCCO1
163.198
36.6042
-0.4225
4
1
19
69.39
CN1CC2(C)CN2C(=S)N1
CN1CC2(C)CN2C(=S)N1
true
CC1CC(C)C2CC2(C)C1
S=C1NNCC2CN12
157.242
43.4747
-0.2044
2
1
21
18.28
C1CN1C=NC1=CSC=C1
C(=Nc1ccsc1)N1CC1
false
C1CCC(CCC2CC2)C1
C(=Nc1ccsc1)N1CC1
152.222
44.044
1.7235
2
0
18
15.37
CC1=NN2CCC2S1(=O)=O
CC1=NN2CCC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=S1(=O)C=NN2CCC21
160.198
37.1398
-0.22
4
0
18
49.74
CNCS(=O)(=O)C(C)C#N
CNCS(=O)(=O)C(C)C#N
true
CCCC(C)(C)C(C)CC
162.214
37.9215
-0.50982
4
1
20
69.96
CC(C)(CS(C)(=O)=O)C#N
CC(C)(C#N)CS(C)(=O)=O
false
CCC(C)(C)CC(C)(C)C
161.226
39.1048
0.58078
3
0
21
57.93
NC1CN2NC(=O)C(Cl)=C12
NC1Cn2[nH]c(=O)c(Cl)c21
false
CC1CC2CC(C)C2C1C
O=c1cc2n([nH]1)CC2
159.576
36.9911
-0.1568
3
2
16
63.81
CC(O)CS(=O)(=O)N(C)N
CC(O)CS(=O)(=O)N(C)N
true
CC(C)CC(C)(C)C(C)C
168.218
37.418
-1.4975
4
2
22
83.63
CC=NN1N=CC(Cl)=C1C
CC=Nn1ncc(Cl)c1C
false
CCCC1CCC(C)C1C
c1cn[nH]c1
157.604
41.538
1.69872
3
0
18
30.18
CC1=NC=C(OC2CC2)S1
Cc1ncc(OC2CC2)s1
false
CC1CCC(CC2CC2)C1
c1ncc(OC2CC2)s1
155.222
40.501
1.99272
3
0
19
22.12
COC(=O)CC1=CSN=C1
COC(=O)Cc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
157.194
37.834
0.8586
4
0
17
39.19
CCN1NC(=O)CNC1=S
CCN1NC(=O)CNC1=S
true
CCC1CC(C)CCC1C
O=C1CNC(=S)NN1
159.214
41.1234
-0.7724
2
2
19
44.37
CC1COC2=C1SC=C2Cl
CC1COc2c(Cl)csc21
false
CC1CCC2C(C)CCC12
c1cc2c(s1)CCO2
174.652
43.239
2.8974
2
0
17
9.23
NC(CCO)C1=NC=CS1
NC(CCO)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
158.226
40.7452
0.5253
4
2
20
59.14
O=CC1=C2C=NSN2C=N1
O=Cc1ncn2sncc12
false
CCC1CCC2CCCC12
c1ncn2sncc12
153.166
36.2515
0.6033
5
0
13
47.26
C#CC1CNC2=C1SC=N2
C#CC1CNc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CCN2
150.206
42.1777
1.2854
3
1
16
24.92
O=S1(=O)CC2=C(C1)C=CN2
O=S1(=O)Cc2cc[nH]c2C1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cc2cc[nH]c2C1
157.194
37.1205
0.4431
2
1
17
49.93
CC1=C(Cl)C(C)=C(S1)C#N
Cc1sc(C#N)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccsc1
171.652
43.518
2.89002
2
0
16
23.79
CC1=C(Cl)C(C=C)=CN1O
C=Cc1cn(O)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.6
41.4545
2.33022
2
1
18
25.16
CC1=NC(COC=C)=NS1
C=COCc1nsc(C)n1
false
CCCCC1CCC(C)C1
c1ncsn1
156.21
39.632
1.50662
4
0
18
35.01
CC(N)C1=NN(C)C=C1Cl
CC(N)c1nn(C)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1cn[nH]c1
159.62
40.8204
1.0932
3
1
20
43.84
CNC(C)C1=C(Cl)C=NS1
CNC(C)c1sncc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
176.672
44.5987
2.0769
3
1
19
24.92
CNCCC(O)S(N)(=O)=O
CNCCC(O)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
168.218
37.6577
-1.7972
4
3
22
92.42
C=C(CC=O)S(=O)(=O)C#C
C#CS(=O)(=O)C(=C)CC=O
false
CCCC(C)C(C)(C)CC
158.178
37.5738
0.0946
3
0
16
51.21
CN(C)C1CCNS1(=O)=O
CN(C)C1CCNS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CCCN1
164.23
39.0145
-0.8028
3
1
22
49.41
CC1=CC=C(N)C(N)=C1Cl
Cc1ccc(N)c(N)c1Cl
false
CC1CCC(C)C(C)C1C
c1ccccc1
156.616
45.0138
1.81282
2
2
19
52.04
NC(=CS(=O)(=O)C=O)C#C
C#CC(N)=CS(=O)(=O)C=O
false
CCC(C)CC(C)(C)CC
159.166
36.7737
-0.9753
4
1
15
77.23
CC1N(C)C=NCS1(=O)=O
CC1N(C)C=NCS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CN=CNC1
162.214
39.5038
-0.3216
4
0
20
49.74
CCC1=NC(NC)=C(N)S1
CCc1nc(NC)c(N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
157.242
45.4511
1.3294
4
2
21
50.94
CCN1C=C(Cl)C(CN)=N1
CCn1cc(Cl)c(CN)n1
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
159.62
40.8024
1.0151
3
1
20
43.84
O=S1(=O)NCCNCCO1
O=S1(=O)NCCNCCO1
true
CC1(C)CCCCCCC1
O=S1(=O)NCCNCCO1
166.202
35.7442
-1.5594
4
2
20
67.43
OCC1=NNC2=CSC=C12
OCc1n[nH]c2cscc12
false
CCC1CCC2CCCC12
c1n[nH]c2cscc12
154.194
39.8935
1.1167
3
2
16
48.91
CC(OS(C)(=O)=O)=NN=C
C=NN=C(C)OS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
164.186
38.5868
-0.0034
5
0
18
68.09
ClC1=COC2=C1C(=N)N=C2
N=C1N=Cc2occ(Cl)c21
false
CC1CCC2CCC(C)C12
N=C1N=Cc2occc21
154.556
38.1407
1.69087
2
1
13
49.35
CCC(=O)C1=CC(C)=NS1
CCC(=O)c1cc(C)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
155.222
41.4725
2.04422
3
0
19
29.96
CC1=C2C=C(N)SC2=NO1
Cc1onc2sc(N)cc12
false
CC1CC2CCC(C)C2C1
c1cc2conc2s1
154.194
41.0354
1.77992
4
1
16
52.05
CC1CC2CS(=O)(=O)N2O1
CC1CC2CS(=O)(=O)N2O1
true
CC1CC2CC(C)(C)C2C1
O=S1(=O)CC2CCON21
163.198
34.5778
-0.2758
3
0
19
46.61
CN1CC(=O)CNC(=S)N1
CN1CC(=O)CNC(=S)N1
true
CC1CCC(C)CC(C)C1
O=C1CNNC(=S)NC1
159.214
41.3734
-1.12
3
2
19
44.37
CC1=NC(CCO)=C(C)S1
Cc1nc(CCO)c(C)s1
false
CCCC1CC(C)CC1C
c1cscn1
157.238
42.3778
1.29474
3
1
21
33.12
CN=C1SNC=C1C(C)N
CN=c1s[nH]cc1C(C)N
false
CCC1CCCC1C(C)C
N=c1cc[nH]s1
157.242
42.7591
0.6264
3
2
21
54.17
C=CCONC1=NSC=C1
C=CCONc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
156.21
41.8857
1.6726
4
1
18
34.15
CC(C)C1=C2NCC2=NS1
CC(C)c1snc2c1NC2
false
CC(C)C1CCC2CCC21
c1snc2c1NC2
154.238
43.5297
2.192
3
1
20
24.92
CN=C1N=C(C)NS1(=O)=O
CN=C1N=C(C)NS1(=O)=O
true
CCC1CC(C)CC1(C)C
N=C1N=CNS1(=O)=O
161.186
38.5235
-0.6764
3
1
17
70.89
NC(=S)N1C(=C)OCC1=N
C=C1OCC(=N)N1C(N)=S
false
CC(C)C1C(C)CCC1C
C=C1NC(=N)CO1
157.198
41.4431
0.01067
3
2
17
62.34
CC1=C(SC=C1N)C(O)=O
Cc1c(N)csc1C(=O)O
false
CC(C)C1CCC(C)C1C
c1ccsc1
157.194
40.4277
1.33692
3
2
17
63.32
O=S1(=O)NC2CCN=C2N1
O=S1(=O)NC2=NCCC2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)NC2=NCCC2N1
161.186
35.8982
-1.4052
3
2
17
70.56
CCC1=CSC(C=NO)=C1
CCc1csc(C=NO)c1
false
CCCC1CCC(CC)C1
c1ccsc1
155.222
43.0775
2.1186
3
1
19
32.59
ClC1=CN2C(=N)NOC2=C1
N=c1[nH]oc2cc(Cl)cn12
false
CC1CC2CCC(C)C2C1
N=c1[nH]oc2cccn12
157.56
34.8784
0.99327
3
2
14
57.19
NS(=O)(=O)C1(CO)CCC1
NS(=O)(=O)C1(CO)CCC1
true
CCC1(C(C)(C)C)CCC1
C1CCC1
165.214
36.775
-0.8101
3
2
21
80.39
OCC12CC(C1)S(=O)(=O)C2
O=S1(=O)CC2(CO)CC1C2
false
CCC12CC(C1)C(C)(C)C2
O=S1(=O)CC2CC1C2
162.21
36.3276
-0.4441
3
1
20
54.37
CC(C)=CC1=NC(N)=NS1
CC(C)=Cc1nc(N)ns1
false
CC(C)CC1CCC(C)C1
c1ncsn1
155.226
43.6464
1.5435
4
1
19
51.8
NC1=C2C=CC(=O)C2=CS1
Nc1scc2c1C=CC2=O
false
CC1CCC2C(C)CCC12
O=C1C=Cc2cscc21
151.19
42.0959
1.5398
3
1
15
43.09
ON=C1SN(C=C1)C1CC1
ON=c1ccn(C2CC2)s1
false
CCC1CCC(C2CC2)C1
N=c1ccn(C2CC2)s1
156.21
37.9295
1.1744
4
1
18
37.52
CN1CC2=NSC(C#N)=C12
CN1Cc2nsc(C#N)c21
false
CCC1CCC2CC(C)C12
c1snc2c1NC2
151.194
38.936
0.96458
4
0
15
39.92