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
CC(C)(N)C1=CNSC1=O
CC(C)(N)c1c[nH]sc1=O
false
CC1CCCC1C(C)(C)C
O=c1cc[nH]s1
158.226
42.1531
0.6302
3
2
20
58.88
CC12CN1S(=O)(=O)C(O)C2
CC12CC(O)S(=O)(=O)N1C2
false
CC1CC2(C)CC2C1(C)C
O=S1(=O)CCC2CN21
163.198
34.6546
-0.8874
3
1
19
57.38
CC1OCC1CS(N)(=O)=O
CC1OCC1CS(N)(=O)=O
true
CC1CCC1CC(C)(C)C
C1COC1
165.214
36.8782
-0.6902
3
1
21
69.39
CC#CCC1=C(N)SC=N1
CC#CCc1ncsc1N
false
CCCCC1CCCC1C
c1cscn1
152.222
43.6804
1.2911
3
1
18
38.91
CCC(C)=CC1=CC=CS1
CCC(C)=Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
152.262
48.261
3.5614
1
0
22
0
CC1=CN=C2OCC2=C1Cl
Cc1cnc2c(c1Cl)CO2
false
CC1CCC2CCC2C1C
c1cnc2c(c1)CO2
155.584
38.316
1.93582
2
0
16
22.12
ClC1=CNC(=O)N=C1C#C
C#Cc1nc(=O)[nH]cc1Cl
false
CCC1CC(C)CCC1C
O=c1nccc[nH]1
154.556
37.8027
0.4046
2
1
13
45.75
ClC1=C(Cl)C=NC(=N)N=C1
N=c1ncc(Cl)c(Cl)cn1
false
CC1CCC(C)C(C)CC1
N=c1nccccn1
176.006
37.9067
1.26287
3
1
13
49.63
NCC1NC1C1=CSC=C1
NCC1NC1c1ccsc1
false
CCC1CC1C1CCCC1
c1cc(C2CN2)cs1
154.238
43.0381
0.7197
3
2
20
47.96
CN1C=NC(C=C)S1(=O)=O
C=CC1N=CN(C)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CN=CN1
160.198
39.1598
-0.198
3
0
18
49.74
NC1=C2C(CO)OC2=CS1
Nc1scc2c1C(CO)O2
false
CCC1CC2CCC(C)C12
c1scc2c1CO2
157.194
39.1862
0.7561
4
2
17
55.48
OCC1=CCC(O)S1(=O)=O
O=S1(=O)C(CO)=CCC1O
false
CCC1CCC(C)C1(C)C
O=S1(=O)C=CCC1
164.182
34.7124
-1.0005
4
2
18
74.6
CC12CC1CNNC(=S)N2
CC12CC1CNNC(=S)N2
true
CC1CCCC2CC2(C)C1
S=C1NNCC2CC2N1
157.242
43.3841
-0.2527
2
3
21
36.09
N#CC1=C(SC=N1)N1CC1
N#Cc1ncsc1N1CC1
false
CCC1CCCC1C1CC1
c1ncc(N2CC2)s1
151.194
39.042
0.83478
4
0
15
39.69
CN(C1CC1)C(=S)N1CC1
CN(C(=S)N1CC1)C1CC1
false
CC(C1CC1)C(C)C1CC1
S=C(NC1CC1)N1CC1
156.254
44.956
0.6811
1
0
22
6.25
CC1(C)CN(C=N)S1(=O)=O
CC1(C)CN(C=N)S1(=O)=O
true
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCN1
162.214
38.4885
0.01747
3
1
20
61.23
CNC1C(C)=CNS1(=O)=O
CNC1C(C)=CNS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CC=CN1
162.214
38.6602
-0.6313
3
2
20
58.2
CC=CC1=CN(N)C(=O)S1
CC=Cc1cn(N)c(=O)s1
false
CCCC1CC(C)C(C)C1
O=c1[nH]ccs1
156.21
43.4374
0.6567
4
1
18
48.02
NC(=S)N1N=CC(=C)C1=C
C=c1cnn(C(N)=S)c1=C
false
CC(C)C1CCC(C)C1C
C=c1cn[nH]c1=C
153.21
44.7044
-1.2046
3
1
17
43.84
OCCC1COCS1(=O)=O
O=S1(=O)COCC1CCO
false
CCCC1CCCC1(C)C
O=S1(=O)CCOC1
166.198
35.2296
-0.8601
4
1
20
63.6
CNN=CN1SC(=O)C=C1
CNN=Cn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
157.198
41.5287
-0.0794
5
1
17
46.39
CC1CS(=O)(=O)ON=CN1
CC1CS(=O)(=O)ON=CN1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCNC=NO1
164.186
35.9615
-0.7322
5
1
18
67.76
COC1=CC=C(S1)C=NN
COc1ccc(C=NN)s1
false
CCCC1CCC(CC)C1
c1ccsc1
156.21
42.6524
1.0493
4
1
18
47.61
CC1=CC(=NS1)C(=O)C#N
Cc1cc(C(=O)C#N)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
152.178
36.7945
1.1578
4
0
14
53.75
CNCC1=C(C)NC(=O)S1
CNCc1sc(=O)[nH]c1C
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
158.226
42.4404
0.46422
3
2
20
44.89
CC(C)S(=O)(=O)C#CC#C
C#CC#CS(=O)(=O)C(C)C
false
CCCCC(C)(C)C(C)C
156.206
40.6648
0.4037
2
0
18
34.14
C=C1NS(=O)(=O)C(C=O)=C1
C=C1C=C(C=O)S(=O)(=O)N1
false
CCC1CC(C)CC1(C)C
C=C1C=CS(=O)(=O)N1
159.166
35.3425
-0.4841
3
1
15
63.24
O=C1C=CCCOS1(=O)=O
O=C1C=CCCOS1(=O)=O
true
CC1CCCCCC1(C)C
O=C1C=CCCOS1(=O)=O
162.166
33.6358
-0.1807
4
0
16
60.44
CC1=CC2=C(O)C(Cl)=C1O2
Cc1cc2oc1c(Cl)c2O
false
CC1CC2CC1C(C)C2C
c1cc2ccc1o2
156.568
38.8118
2.53802
2
1
15
33.37
OS(=O)(=O)CCC=NN=C
C=NN=CCCS(=O)(=O)O
false
CCCCCCC(C)(C)C
164.186
39.0736
-0.0493
4
1
18
79.09
CC1CS(=O)(=O)C2CC12O
CC1CS(=O)(=O)C2CC12O
true
CC1CC(C)(C)C2CC12C
O=S1(=O)CCC2CC21
162.21
36.3056
-0.4457
3
1
20
54.37
N=C1NS(=O)(=O)C2CCN12
N=C1NS(=O)(=O)C2CCN12
true
CC1CC(C)(C)C2CCC12
N=C1NS(=O)(=O)C2CCN12
161.186
34.8932
-1.11403
3
2
17
73.26
OC1C2NC(=S)N(C=C)C12
C=CN1C(=S)NC2C(O)C21
false
CCC1C(C)CC2C(C)C12
S=C1NC2CC2N1
156.21
41.3525
-0.5683
2
2
18
35.5
NC1CC(N)C2=C1SC=N2
NC1CC(N)c2scnc21
false
CC1CC(C)C2CCCC12
c1nc2c(s1)CCC2
155.226
40.5878
0.5464
4
2
19
64.93
NS(=O)(=O)C1C=CCC1=O
NS(=O)(=O)C1C=CCC1=O
true
CC1CCCC1C(C)(C)C
O=C1CC=CC1
161.182
35.6592
-0.8275
3
1
17
77.23
CC#CC1=NSC(C)=C1C
CC#Cc1nsc(C)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
151.234
44.14
2.13134
2
0
19
12.89
OCCCC1=CSC=C1Cl
OCCCc1cscc1Cl
false
CCCCC1CCCC1C
c1ccsc1
176.668
44.7358
2.3264
2
1
19
20.23
NCCOC1=CNC=C1Cl
NCCOc1c[nH]cc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
160.604
40.3521
1.0056
2
2
19
51.04
ClC1=C(ON=C1C#C)C=C
C#Cc1noc(C=C)c1Cl
false
CCC1CCC(CC)C1C
c1cnoc1
153.568
39.539
1.9523
2
0
14
26.03
CC=CC1=C(Cl)C(C)=CN1
CC=Cc1[nH]cc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
155.628
45.2477
3.00962
0
1
20
15.79
CC1=CCN(N=C1)C(N)=S
CC1=CCN(C(N)=S)N=C1
false
CC1CCC(C(C)C)CC1
C1=CCNN=C1
155.226
45.7404
0.4777
2
1
19
41.62
CC(=C)OC1=C(N)SC=N1
C=C(C)Oc1ncsc1N
false
CC(C)CC1CCCC1C
c1cscn1
156.21
41.9684
1.6377
4
1
18
48.14
CC(CO)=CCS(N)(=O)=O
CC(=CCS(N)(=O)=O)CO
false
CCC(C)CCC(C)(C)C
165.214
38.817
-0.7865
3
2
21
80.39
CON=C1NC=C(S1)C#C
C#Cc1c[nH]c(=NOC)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
154.194
39.1767
0.5196
3
1
16
37.38
CC1(CC1S(N)(=O)=O)C#C
C#CC1(C)CC1S(N)(=O)=O
false
CCC1(C)CC1C(C)(C)C
C1CC1
159.21
38.4522
-0.3133
2
1
19
60.16
CC1N(O)S(=O)(=O)C1(C)C
CC1N(O)S(=O)(=O)C1(C)C
true
CC1C(C)C(C)(C)C1(C)C
O=S1(=O)CCN1
165.214
36.0863
0.1881
3
1
21
57.61
O=S1(=O)C2CNCC1C=C2
O=S1(=O)C2C=CC1CNC2
false
CC1(C)C2CCCC1CC2
O=S1(=O)C2C=CC1CNC2
159.21
38.5055
-0.6886
3
1
19
46.17
CC1CC(CS(O)(=O)=O)N1
CC1CC(CS(=O)(=O)O)N1
false
CC1CC(CC(C)(C)C)C1
C1CNC1
165.214
37.4183
-0.3754
3
2
21
66.4
OC1=C(Cl)C2=C(S1)C=CN2
Oc1sc2cc[nH]c2c1Cl
false
CC1CC2CCCC2C1C
c1cc2sccc2[nH]1
173.624
42.8505
2.5884
2
2
14
36.02
CC1=CS(=O)(=O)NNCC1
CC1=CS(=O)(=O)NNCC1
true
CC1CCCCC(C)(C)C1
O=S1(=O)C=CCCNN1
162.214
38.4322
-0.2821
3
2
20
58.2
O=S1(=O)C2C=CC1C1NC21
O=S1(=O)C2C=CC1C1NC12
false
CC1(C)C2CCC1C1CC12
O=S1(=O)C2C=CC1C1NC12
157.194
36.3475
-0.9378
3
1
17
56.08
C1NC2C1CC1=CSN=C21
c1snc2c1CC1CNC21
false
C1CC2CC3CCC3C2C1
c1snc2c1CC1CNC21
152.222
40.0517
0.9597
3
1
18
24.92
CN=C1N=NC=CC=C1Cl
CN=c1nncccc1Cl
false
CCC1CCCCCC1C
N=c1ccccnn1
155.588
38.529
0.6605
3
0
16
38.14
CC1=CC(NN)=C(S1)C=N
Cc1cc(NN)c(C=N)s1
false
CCC1CC(C)CC1CC
c1ccsc1
155.226
44.7518
1.33979
4
3
19
61.9
NC1=CS(=O)(=O)OCCC1
NC1=CS(=O)(=O)OCCC1
true
CC1CCCCC(C)(C)C1
O=S1(=O)C=CCCCO1
163.198
36.3762
-0.0733
4
1
19
69.39
CC1=CC(=O)N(CC=O)S1
Cc1cc(=O)n(CC=O)s1
false
CCCC1CC(C)CC1C
O=c1ccs[nH]1
157.194
39.38
0.41712
4
0
17
39.07
CN1N=C(SC1=N)C(C)=C
C=C(C)c1nn(C)c(=N)s1
false
CC(C)C1CC(C)C(C)C1
N=c1[nH]ncs1
155.226
41.6477
0.99417
4
1
19
41.67
ClC1=CN(C=NC=O)N=C1
O=CN=Cn1cc(Cl)cn1
false
CCCCC1CCC(C)C1
c1cn[nH]c1
157.56
37.191
0.5693
3
0
14
47.25
O=S1(=O)C2CC1COCC2
O=S1(=O)C2CCOCC1C2
false
CC1(C)C2CCCCC1C2
O=S1(=O)C2CCOCC1C2
162.21
36.5488
-0.0376
3
0
20
43.37
CC1C=C(NS1(=O)=O)C=O
CC1C=C(C=O)NS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CN1
161.182
35.6645
-0.6093
3
1
17
63.24
CC1COS(=O)(=O)NC1=C
C=C1NS(=O)(=O)OCC1C
false
CC1CCC(C)(C)CC1C
C=C1CCOS(=O)(=O)N1
163.198
36.3115
0.0008
3
1
19
55.4
O=S1(=O)CCCC=C1C#C
C#CC1=CCCCS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)C=CCCC1
156.206
39.9368
0.7121
2
0
18
34.14
ClC1=CC(=CC(Cl)=C1)C#N
N#Cc1cc(Cl)cc(Cl)c1
false
CCC1CC(C)CC(C)C1
c1ccccc1
172.014
41.177
2.86508
1
0
13
23.79
CC1N(N)C(=S)N(C)C1=O
CC1C(=O)N(C)C(=S)N1N
false
CC1C(C)C(C)C(C)C1C
O=C1CNC(=S)N1
159.214
40.8564
-0.6925
3
1
19
49.57
CNC(C)C1=CSN=C1C
CNC(C)c1csnc1C
false
CCC(C)C1CCCC1C
c1cnsc1
156.254
44.3257
1.73192
3
1
22
24.92
COCC1=CC=NS1(=O)=O
COCC1=CC=NS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CC=N1
161.182
37.3708
-0.0691
3
0
17
55.73
CC(=C)CC1=CSC=C1C
C=C(C)Cc1cscc1C
false
CC(C)CC1CCCC1C
c1ccsc1
152.262
47.574
3.17512
1
0
22
0
CN=C1SNC(C#N)=C1N
CN=c1s[nH]c(C#N)c1N
false
CCC1CCC(CC)C1C
N=c1cc[nH]s1
154.198
39.2841
0.06058
4
2
16
77.96
CC(C=O)C1=NC(=N)NS1
CC(C=O)c1nc(=N)[nH]s1
false
CCC(C)C1CCC(C)C1
N=c1ncs[nH]1
157.198
36.7984
0.25307
4
2
17
69.6
OC1=C2CC3NC3C2=CS1
Oc1scc2c1CC1NC21
false
CC1CCC2C1CC1CC12
c1scc2c1CC1NC21
153.206
39.3525
1.0227
3
2
17
42.17
NC1CNC(=S)N(C1)C=O
NC1CNC(=S)N(C=O)C1
false
CCC1CC(C)CCC1C
S=C1NCCCN1
159.214
41.3461
-1.3398
3
2
19
58.36
C1CC2=CSC=C2C2OC12
c1scc2c1CCC1OC21
false
C1CC2CCC3CC3C2C1
c1scc2c1CCC1OC21
152.218
40.254
2.1342
2
0
18
12.53
CC1=CCC(=N)N1C(N)=S
CC1=CCC(=N)N1C(N)=S
true
CC(C)C1C(C)CCC1C
N=C1CC=CN1
155.226
44.7251
0.81677
2
2
19
53.11
CCC(=C)CC1=NSC=C1
C=C(CC)Cc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
153.25
45.249
2.6518
2
0
21
12.89
C=C1OC(=O)S(=O)(=O)C=C1
C=C1C=CS(=O)(=O)C(=O)O1
false
CC1CCC(C)(C)C(C)C1
C=C1C=CS(=O)(=O)C(=O)O1
160.15
33.6808
0.5788
4
0
14
60.44
CC=C(C)C1CNS1(=O)=O
CC=C(C)C1CNS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
161.226
40.1415
0.2542
2
1
21
46.17
ClC1=CON=C1C(=C)C#N
C=C(C#N)c1nocc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
154.556
36.16
1.86478
3
0
13
49.82
CC=CC1=C(Cl)C(O)=CO1
CC=Cc1occ(O)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
158.584
40.0908
2.6717
2
1
17
33.37
NC1=C(C=CC=C)C=CS1
C=CC=Cc1ccsc1N
false
CCCCC1CCCC1C
c1ccsc1
151.234
47.9624
2.5295
2
1
19
26.02
C=C(NC=N)S(=O)(=O)C#C
C#CS(=O)(=O)C(=C)NC=N
false
CCCC(C)C(C)(C)CC
158.182
38.8122
-0.34023
3
2
16
70.02
CC1=NC=C(CN2CC2)S1
Cc1ncc(CN2CC2)s1
false
CC1CCC(CC2CC2)C1
c1ncc(CN2CC2)s1
154.238
42.128
1.26712
3
0
20
15.9
COC1=C(C=CS1)C1CN1
COc1sccc1C1CN1
false
CCC1CCCC1C1CC1
c1cc(C2CN2)cs1
155.222
41.6147
1.401
3
1
19
31.17
CNN(C=NC)S(C)(=O)=O
CN=CN(NC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
165.218
40.1585
-0.9595
4
1
21
61.77
NCC1=C(N)C(O)=C(N)S1
NCc1sc(N)c(O)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.214
42.7
0.0768
5
4
19
98.29
CC#CC(=C)CNC(N)=S
C=C(C#CC)CNC(N)=S
false
CCCC(C)CCC(C)C
154.238
47.3781
0.3991
1
2
20
38.05
NCC1CS(=O)(=O)NC1=O
NCC1CS(=O)(=O)NC1=O
true
CCC1CC(C)(C)CC1C
O=C1CCS(=O)(=O)N1
164.186
34.4739
-1.9791
4
2
18
89.26
CCC1CC1C1=NC=NS1
CCC1CC1c1ncns1
false
CCC1CC1C1CCCC1
c1nsc(C2CC2)n1
154.238
41.048
2.0516
3
0
20
25.78
C=CNC(=S)N1CC1C=C
C=CNC(=S)N1CC1C=C
true
CCCC(C)C1CC1CC
C1CN1
154.238
46.6217
0.8746
1
1
20
15.04
O=C1NC2=C(CC3CN23)S1
O=c1[nH]c2c(s1)CC1CN21
false
CC1CC2CC3CC3C2C1
O=c1[nH]c2c(s1)CC1CN21
154.194
39.7777
0.1811
3
1
16
35.87
CC1CC(N1)C1=CC=NS1
CC1CC(c2ccns2)N1
false
CC1CC(C2CCCC2)C1
c1cc(C2CCN2)sn1
154.238
42.0697
1.566
3
1
20
24.92
CC(O)C=CS(=O)(=O)CO
CC(O)C=CS(=O)(=O)CO
true
CCC(C)(C)CCC(C)C
166.198
36.8264
-0.7545
4
2
20
74.6
COCC(C)C1=CC=CS1
COCC(C)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
156.25
44.61
2.498
2
0
22
9.23
CC(CN)C1=C(Cl)C=CS1
CC(CN)c1sccc1Cl
false
CCC(C)C1CCCC1C
c1ccsc1
175.684
46.7984
2.4637
2
1
20
26.02
CC1C2CN2S(=O)(=O)C1O
CC1C2CN2S(=O)(=O)C1O
true
CC1C2CC2C(C)(C)C1C
O=S1(=O)CCC2CN21
163.198
34.5846
-1.0315
3
1
19
57.38
[O-][N+](=O)C1=CN=CC=C1Cl
O=[N+]([O-])c1cnccc1Cl
false
CC(C)C1CCCCC1C
c1ccncc1
158.544
35.9014
1.6432
3
0
13
56.03
CC(C)=C(C)C1=CSC=C1
CC(C)=C(C)c1ccsc1
false
CC(C)C(C)C1CCCC1
c1ccsc1
152.262
48.261
3.5614
1
0
22
0
CCC1=C(C)N=C(OC)S1
CCc1sc(OC)nc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
157.238
42.781
2.02252
3
0
21
22.12
CC1=C2CS(=O)(=O)N2N=C1
Cc1cnn2c1CS2(=O)=O
false
CC1CCC2C1CC2(C)C
O=S1(=O)Cc2ccnn21
158.182
34.9858
-0.11698
4
0
16
51.96
CC1=C(C)N2N=CN=C2S1
Cc1sc2ncnn2c1C
false
CC1CC2CCCC2C1C
c1nc2sccn2n1
153.21
40.338
1.40764
4
0
17
30.19
NCC#CC1=CSC(=O)N1
NCC#Cc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
154.194
40.8721
-0.2534
3
2
16
58.88