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
C1NC1C#CC1=NSC=N1
C(#CC1CN1)c1ncsn1
false
C1CCC(CCC2CC2)C1
C(#CC1CN1)c1ncsn1
151.194
38.5777
-0.1386
4
1
15
47.72
CCCC1=NSC(CO)=N1
CCCc1nsc(CO)n1
false
CCCC1CCC(CC)C1
c1ncsn1
158.226
39.8268
0.9829
4
1
20
46.01
C=CC1=NC(=O)S(=O)(=O)N1
C=CC1=NC(=O)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
O=C1N=CNS1(=O)=O
160.154
35.0835
-0.3761
3
1
14
75.6
OCCC1CC(O)S1(=O)=O
O=S1(=O)C(O)CC1CCO
false
CCCC1CC(C)C1(C)C
O=S1(=O)CCC1
166.198
35.0344
-1.1257
4
2
20
74.6
CC1=NC=C(CC=NN)S1
Cc1ncc(CC=NN)s1
false
CCCCC1CCC(C)C1
c1cscn1
155.226
43.2344
0.93852
4
1
19
51.27
CC#CC1=C(N)SC(N)=N1
CC#Cc1nc(N)sc1N
false
CCCC1CC(C)CC1C
c1cscn1
153.21
43.4908
0.6789
4
2
17
64.93
CC1C2CC(C2=O)S1(=O)=O
CC1C2CC(C2=O)S1(=O)=O
true
CC1C2CC1C(C)(C)C2C
O=C1C2CC1S(=O)(=O)C2
160.194
35.2838
-0.2391
3
0
18
51.21
[O-][N+](=O)C1=CSC=C1C=C
C=Cc1cscc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1ccsc1
155.178
41.0644
2.2993
3
0
15
43.14
CNCC(=C)S(=O)(=O)C#N
C=C(CNC)S(=O)(=O)C#N
false
CCCC(C)C(C)(C)CC
160.198
37.5995
-0.38462
4
1
18
69.96
CC1CC1(C)NS(N)(=O)=O
CC1CC1(C)NS(N)(=O)=O
true
CC1CC1(C)CC(C)(C)C
C1CC1
164.23
38.4289
-0.422
2
2
22
72.19
CCN(C)S(=O)(=O)CC=O
CCN(C)S(=O)(=O)CC=O
true
CCCC(C)(C)C(C)CC
165.214
38.1548
-0.5332
3
0
21
54.45
OCC=CC1=CNC(=O)S1
O=c1[nH]cc(C=CCO)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.194
41.0595
0.4419
3
2
17
53.09
CNC1=C(N)SC(O)=C1C
CNc1c(N)sc(O)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
158.226
44.6799
1.38602
4
3
20
58.28
CC1=C(SC=C1N)C1CN1
Cc1c(N)csc1C1CN1
false
CC1CCC(C2CC2)C1C
c1csc(C2CN2)c1
154.238
44.2121
1.28302
3
2
20
47.96
OCC1=NC(CC=C)=NS1
C=CCc1nsc(CO)n1
false
CCCC1CCC(CC)C1
c1ncsn1
156.21
39.7328
0.7589
4
1
18
46.01
O=S1(=O)CC2CCCON12
O=S1(=O)CC2CCCON21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2CCCON21
163.198
34.5998
-0.2742
3
0
19
46.61
N#CC1=CSC(=N1)C1CO1
N#Cc1csc(C2CO2)n1
false
CCC1CCC(C2CC2)C1
c1csc(C2CO2)n1
152.178
35.522
1.08608
4
0
14
49.21
CCC(=C)C1=C(O)C=NS1
C=C(CC)c1sncc1O
false
CCC(C)C1CCCC1C
c1cnsc1
155.222
43.1038
2.2719
3
1
19
33.12
CC1(NCC1=O)S(N)(=O)=O
CC1(S(N)(=O)=O)NCC1=O
false
CC1CCC1(C)C(C)(C)C
O=C1CNC1
164.186
34.5219
-1.8366
4
2
18
89.26
NCCC1=CNC(N)=C1Cl
NCCc1c[nH]c(N)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
159.62
42.9735
0.7515
2
3
20
67.83
CC(C)C1=C(CO)SC=N1
CC(C)c1ncsc1CO
false
CCC1CCCC1C(C)C
c1cscn1
157.238
42.1258
1.7588
3
1
21
33.12
CNCC1=CN=C(S1)C#C
C#Cc1ncc(CNC)s1
false
CCCC1CCC(CC)C1
c1cscn1
152.222
42.8127
0.8438
3
1
18
24.92
CC1=NOC2=C(N1)N=CS2
CC1=NOc2scnc2N1
false
CC1CCC2CCCC2C1
C1=NOc2scnc2N1
155.182
39.4737
1.2808
5
1
15
46.51
C=C1C2C3CC1S(=O)(=O)C23
C=C1C2C3CC1S(=O)(=O)C32
false
CC1C2C3CC1C(C)(C)C32
C=C1C2C3CC1S(=O)(=O)C32
156.206
37.2328
0.3579
2
0
18
34.14
COC1=NSC(=N1)C#CC
CC#Cc1nc(OC)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
154.194
39.013
0.9181
4
0
16
35.01
C=CC1=CSC2=C1SN=C2
C=Cc1csc2cnsc12
false
CCC1CCC2CCCC12
c1cc2sncc2s1
167.258
47.588
3.0008
3
0
15
12.89
CC(CC#C)C1=NSN=N1
C#CCC(C)c1nnsn1
false
CCCC(C)C1CCCC1
c1nnsn1
153.21
39.569
1.0599
4
0
17
38.67
ClC1=CNC=C1C#CC#N
N#CC#Cc1c[nH]cc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
150.568
38.2937
1.54318
1
1
13
39.58
OS(=O)(=O)C1=CCNCC1
O=S(=O)(O)C1=CCNCC1
false
CC(C)(C)C1CCCCC1
C1=CCNCC1
163.198
37.1183
-0.2486
3
2
19
66.4
NC1=C2N=CSN2C=C1O
Nc1c(O)cn2scnc12
false
CC1CC2CCCC2C1C
c1cc2ncsn2c1
155.182
39.1462
0.6836
5
2
15
63.55
CCC(=C)N1N=NSC1=O
C=C(CC)n1nnsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]nns1
157.198
39.79
0.5805
5
0
17
47.78
CCC1=C(C)NS(=O)(=O)C1
CCC1=C(C)NS(=O)(=O)C1
true
CCC1CC(C)(C)CC1C
O=S1(=O)CC=CN1
161.226
39.9135
0.6034
2
1
21
46.17
NC1C(=C)C(=O)NS1(=O)=O
C=C1C(=O)NS(=O)(=O)C1N
false
CC1CC(C)(C)C(C)C1C
C=C1CS(=O)(=O)NC1=O
162.17
34.1779
-1.713
4
2
16
89.26
CC1C2NC2C2=C1SN=C2
CC1c2sncc2C2NC12
false
CC1C2CCCC2C2CC12
c1nsc2c1C1NC1C2
152.222
40.1937
1.2731
3
1
18
34.83
CC1=CN=C(C=O)C(Cl)=C1
Cc1cnc(C=O)c(Cl)c1
false
CCC1CCC(C)CC1C
c1ccncc1
155.584
39.3715
1.85592
2
0
16
29.96
NCC1=C2C=CNC2=NS1
NCc1snc2[nH]ccc12
false
CCC1CCC2CCCC12
c1cc2csnc2[nH]1
153.21
41.8621
1.0831
3
2
17
54.7
CC(C)=C(C#C)S(N)(=O)=O
C#CC(=C(C)C)S(N)(=O)=O
false
CCC(C(C)C)C(C)(C)C
159.21
40.3142
0.202
2
1
19
60.16
CCOC=CNC(=S)NN
CCOC=CNC(=S)NN
true
CCCCCCC(C)CC
161.23
43.8228
-0.1681
3
3
21
59.31
CN(C)C1=C(N)C(C)=CS1
Cc1csc(N(C)C)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
156.254
47.7954
1.70472
3
1
22
29.26
CC1=C(N)C=CN1C(N)=S
Cc1c(N)ccn1C(N)=S
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
155.226
45.7648
0.47042
3
2
19
56.97
CC1=C(N=NS1)C#CC#N
Cc1snnc1C#CC#N
false
CCCCC1CCCC1C
c1csnn1
149.178
37.137
0.7216
4
0
13
49.57
CC1=C2C(=O)OCC2=CS1
Cc1scc2c1C(=O)OC2
false
CC1CCC2CCC(C)C12
O=C1OCc2cscc21
154.19
38.1755
1.72692
3
0
16
26.3
NC(=N)C#CC1=CC=CS1
N=C(N)C#Cc1cccs1
false
CC(C)CCC1CCCC1
c1ccsc1
150.206
43.1111
1.03557
2
2
16
49.87
CC1CC1N(O)S(N)(=O)=O
CC1CC1N(O)S(N)(=O)=O
true
CC1CC1C(C)C(C)(C)C
C1CC1
166.202
34.3017
-0.7105
3
2
20
83.63
COC1=CSC2=C1CCC2
COc1csc2c1CCC2
false
CCC1CCC2CCCC12
c1cc2c(s1)CCC2
154.234
42.896
2.2454
2
0
20
9.23
C=CCC1=NC(=NS1)C#N
C=CCc1nc(C#N)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
151.194
38.525
1.13828
4
0
15
49.57
OCC(C=C)C1=NSC=C1
C=CC(CO)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
155.222
42.1378
1.405
3
1
19
33.12
CC1C(CO)=CCS1(=O)=O
CC1C(CO)=CCS1(=O)=O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CC1
162.21
38.4176
-0.278
3
1
20
54.37
CC(C)CC1CS(=O)(=O)N1
CC(C)CC1CS(=O)(=O)N1
true
CC(C)CC1CC(C)(C)C1
O=S1(=O)CCN1
163.242
40.1655
0.3341
2
1
23
46.17
CC1C(NS1(=O)=O)C(C)=O
CC(=O)C1NS(=O)(=O)C1C
false
CC(C)C1CC(C)(C)C1C
O=S1(=O)CCN1
163.198
35.9865
-0.7345
3
1
19
63.24
CCCC1=CC=CS1(=O)=O
CCCC1=CC=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CC=C1
158.222
41.0508
1.6125
2
0
20
34.14
CC1CC2(CC2)S(=O)(=O)O1
CC1CC2(CC2)S(=O)(=O)O1
true
CC1CC(C)(C)C2(CC2)C1
O=S1(=O)OCCC12CC2
162.21
36.0488
0.6576
3
0
20
43.37
CC1CCS(=O)(=O)C2OC12
CC1CCS(=O)(=O)C2OC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)CCCC2OC21
162.21
36.2288
0.1659
3
0
20
46.67
NC1=CC2=C(Cl)C=NN2O1
Nc1cc2c(Cl)cnn2o1
false
CC1CC2CCC(C)C2C1
c1cc2ccon2n1
157.56
36.8804
1.1629
4
1
14
56.46
CC(O)C1=C(N=CS1)C#N
CC(O)c1scnc1C#N
false
CCC1CCCC1C(C)C
c1cscn1
154.194
37.4628
1.06808
4
1
16
56.91
CC(=O)OC1=CN=C(C)S1
CC(=O)Oc1cnc(C)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
157.194
38.16
1.37682
4
0
17
39.19
C#CC1CN1C1=CSN=C1
C#CC1CN1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1N1CC1
150.206
42.081
0.9649
3
0
16
15.9
CC(=O)N1CCS(=O)(=O)N1
CC(=O)N1CCS(=O)(=O)N1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CCNN1
164.186
34.3095
-1.3171
3
1
18
66.48
CC1=C(N)SC(C=NO)=C1
Cc1cc(C=NO)sc1N
false
CCCC1CC(C)C(C)C1
c1ccsc1
156.21
42.8489
1.44682
4
2
18
58.61
CC1(CC1)OS(=O)(=O)CO
CC1(OS(=O)(=O)CO)CC1
false
CCC(C)(C)CC1(C)CC1
C1CC1
166.198
34.7296
-0.1649
4
1
20
63.6
OCC1=NC2=C(CC=C2)S1
OCc1nc2c(s1)CC=C2
false
CCC1CC2CCCC2C1
C1=Cc2ncsc2C1
153.206
40.7748
1.2047
3
1
17
33.12
CC#CC1=C(CN)C=CS1
CC#Cc1sccc1CN
false
CCCC1CCCC1CC
c1ccsc1
151.234
44.7624
1.5782
2
1
19
26.02
CC(N)CC(C)S(O)(=O)=O
CC(N)CC(C)S(=O)(=O)O
false
CC(C)CC(C)C(C)(C)C
167.23
39.277
0
3
2
23
80.39
CC1=CC(=C)C2=NSC=C12
C=C1C=C(C)c2csnc21
false
CC1CC(C)C2CCCC12
C=C1C=Cc2csnc21
149.218
44.799
2.5732
2
0
17
12.89
OC12CNC(C=C1)S2(=O)=O
O=S1(=O)C2C=CC1(O)CN2
false
CC12CCC(CC1)C2(C)C
O=S1(=O)C2C=CC1NC2
161.182
34.8003
-1.4111
4
2
17
66.4
NC1=C2CC(O)C2=C(N)S1
Nc1sc(N)c2c1CC2O
false
CC1CC(C)C2C(C)CC12
c1scc2c1CC2
156.21
41.8076
0.502
4
3
18
72.27
O=S1(=O)COC2(CC2)CN1
O=S1(=O)COC2(CC2)CN1
true
CC1(C)CCC2(CC1)CC2
O=S1(=O)COC2(CC2)CN1
163.198
34.8395
-0.5739
3
1
19
55.4
N#CC=CCC1=CN=CS1
N#CC=CCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
150.206
40.571
1.76538
3
0
16
36.68
C=CN1C=C2N=CSC2=N1
C=Cn1cc2ncsc2n1
false
CCC1CC2CCCC2C1
c1nc2c[nH]nc2s1
151.194
41.792
1.5933
4
0
15
30.71
CC(N)(C#C)C1=NSC=N1
C#CC(C)(N)c1ncsn1
false
CCC(C)(C)C1CCCC1
c1ncsn1
153.21
40.2814
0.3452
4
1
17
51.8
CNCS(=O)(=O)NC=NC
CN=CNS(=O)(=O)CNC
false
CCCCC(C)(C)CCC
165.218
40.3982
-1.2592
4
2
21
70.56
CC1CN2NSC(=O)C2=N1
CC1CN2NSC(=O)C2=N1
true
CC1CC2CCC(C)C2C1
O=C1SNN2CCN=C12
157.198
39.3367
-0.218
5
1
17
44.7
CC1=COC2=C1SC=C2N
Cc1coc2c(N)csc12
false
CC1CCC2C(C)CCC12
c1cc2sccc2o1
153.206
43.2404
2.38492
3
1
17
39.16
CCC1=NC=CC(N)=C1Cl
CCc1nccc(N)c1Cl
false
CCC1CCCC(C)C1C
c1ccncc1
156.616
43.0374
1.8796
2
1
19
38.91
CCC1ONC2=NSC=C12
CCC1ONc2nscc21
false
CCC1CCC2CCCC12
c1snc2c1CON2
156.21
39.8537
1.9513
4
1
18
34.15
ONC(=S)NCC=CC#C
C#CC=CCNC(=S)NO
false
CCCCCCC(C)CC
156.21
43.4959
0.0291
2
3
18
44.29
CCC(CO)C1=NSC=C1
CCC(CO)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
157.238
42.2318
1.629
3
1
21
33.12
CNC(=S)NC(=N)C(C)O
CNC(=S)NC(=N)C(C)O
true
CCC(C)CC(C)C(C)C
161.23
44.2009
-0.56163
3
4
21
68.14
NC(=N)NC1=CC(O)=CS1
N=C(N)Nc1cc(O)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
157.198
41.5206
0.75907
3
4
17
82.13
NCC1=NC(CC#C)=CS1
C#CCc1csc(CN)n1
false
CCCC1CCC(CC)C1
c1cscn1
152.222
42.5424
0.7775
3
1
18
38.91
CNC1=C(CC#C)N=NS1
C#CCc1nnsc1NC
false
CCCC1CCCC1CC
c1csnn1
153.21
41.9927
0.7555
4
1
17
37.81
C=CC1=C2C=COC2=NS1
C=Cc1snc2occc12
false
CCC1CCC2CCCC12
c1cc2csnc2o1
151.19
41.977
2.5323
3
0
15
26.03
OC1=CSC2=C1C=COC2
Oc1csc2c1C=COC2
false
CC1CCC2CCCCC12
C1=Cc2ccsc2CO1
154.19
39.8068
1.9546
3
1
16
29.46
CON1CS(=O)(=O)CN=C1
CON1C=NCS(=O)(=O)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CN=CNC1
164.186
35.9938
-0.7785
5
0
18
58.97
NC(=S)N1CC2CC2C=C1
NC(=S)N1C=CC2CC2C1
false
CC(C)C1CCC2CC2C1
C1=CC2CC2CN1
154.238
44.2284
0.6954
1
1
20
29.26
ClC1=CSC2=C1N=CNN2
Clc1csc2c1N=CNN2
false
CC1CCC2CCCCC12
C1=Nc2ccsc2NN1
173.628
44.2394
1.9914
4
2
14
36.42
CC1=C(C=NS1)C(O)C=C
C=CC(O)c1cnsc1C
false
CCC(C)C1CCCC1C
c1cnsc1
155.222
42.0078
1.67092
3
1
19
33.12
NS(=O)(=O)C(=C)C(O)C=C
C=CC(O)C(=C)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
163.198
38.451
-0.6645
3
2
19
80.39
O=S1(=O)NC=NC2CCC12
O=S1(=O)NC=NC2CCC21
false
CC1(C)CCCC2CCC21
O=S1(=O)NC=NC2CCC21
160.198
37.3575
-0.5213
3
1
18
58.53
ClC1=CNC(CCC=C)=C1
C=CCCc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
155.628
44.3207
2.7867
0
1
20
15.79
O=CC1=COC2=C1C=NS2
O=Cc1coc2sncc12
false
CCC1CCC2CCCC12
c1cc2cnsc2o1
153.162
37.2735
1.7018
4
0
13
43.1
CC1=C(C=NS1)N=CNO
Cc1sncc1N=CNO
false
CCCCC1CCCC1C
c1cnsc1
157.198
39.9252
1.09012
4
2
17
57.51
CC(N)C1=CC(C=C)=NS1
C=Cc1cc(C(C)N)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
154.238
44.8074
1.8058
3
1
20
38.91
CC1=C(SN=C1)C(N)C#C
C#CC(N)c1sncc1C
false
CCC(C)C1CCCC1C
c1cnsc1
152.222
42.6124
1.08452
3
1
18
38.91
CC1=CC(C)=C2N=CSN12
Cc1cc(C)n2scnc12
false
CC1CC(C)C2CCCC12
c1cc2ncsn2c1
152.222
42.543
2.01264
3
0
18
17.3
ON1SC=C(CC=C)C1=N
C=CCc1csn(O)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
156.21
39.2492
0.99487
4
2
18
49.01
O=CC1CCNS(=O)(=O)N1
O=CC1CCNS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)NCCCN1
164.186
34.5272
-1.6184
3
2
18
75.27
CC1(C)C(CO)OS1(=O)=O
CC1(C)C(CO)OS1(=O)=O
true
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCO1
166.198
34.9576
-0.5141
4
1
20
63.6
CC(C)NC1=C(O)SC=C1
CC(C)Nc1ccsc1O
false
CC(C)CC1CCCC1C
c1ccsc1
157.238
44.7425
2.274
3
2
21
32.26
O=S1(=O)NN2CC2C1C#N
N#CC1C2CN2NS1(=O)=O
false
CCC1C2CC2CC1(C)C
O=S1(=O)CC2CN2N1
159.17
31.9505
-1.58922
4
1
15
72.97