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
CCNS(=O)(=O)C(O)CN
CCNS(=O)(=O)C(O)CN
true
CCCC(C)(C)C(C)CC
168.218
37.6577
-1.7972
4
3
22
92.42
C=C1CNC2=C(C1)SN=C2
C=C1CNc2cnsc2C1
false
CC1CCC2CCCC2C1
C=C1CNc2cnsc2C1
152.222
43.4477
1.6673
3
1
18
24.92
C=C1C=CCONS1(=O)=O
C=C1C=CCONS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1C=CCONS1(=O)=O
161.182
36.2875
-0.0791
3
1
17
55.4
CC1=C(Cl)C=C2CCCN12
Cc1c(Cl)cc2n1CCC2
false
CC1CC2CCCC2C1C
c1cc2n(c1)CCC2
155.628
42.5
2.39612
1
0
20
4.93
C#CCCNC1=CN=NS1
C#CCCNc1cnns1
false
CCCCCC1CCCC1
c1csnn1
153.21
41.8487
0.9733
4
1
17
37.81
CNC1=NSC(CC=C)=C1
C=CCc1cc(NC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
154.238
45.5617
1.9133
3
1
20
24.92
CNC(CNC(N)=S)C=O
CNC(C=O)CNC(N)=S
false
CCC(CC)CCC(C)C
161.23
43.6998
-1.3935
3
3
21
67.15
COC=CC1=NSC=C1C
COC=Cc1nscc1C
false
CCCCC1CCCC1C
c1cnsc1
155.222
42.894
2.06862
3
0
19
22.12
CC1OC1C#CS(O)(=O)=O
CC1OC1C#CS(=O)(=O)O
false
CC1CC1CCC(C)(C)C
C1CO1
162.166
33.6596
-0.3776
3
1
16
66.9
CCC1=CSC2=C1CNC2
CCc1csc2c1CNC2
false
CCC1CCC2CCCC12
c1cc2c(s1)CNC2
153.25
44.2407
1.9137
2
1
21
12.03
C=C1C=CS(=O)(=O)NC1=N
C=C1C=CS(=O)(=O)NC1=N
true
CC1CCC(C)(C)CC1C
C=C1C=CS(=O)(=O)NC1=N
158.182
38.0622
-0.03343
3
2
16
70.02
CCNC1=C(N)SC=C1C
CCNc1c(C)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
156.254
47.6321
2.07052
3
2
22
38.05
OC1(C=C)C2NC(=S)NC12
C=CC1(O)C2NC(=S)NC21
false
CCC1(C)C2CC(C)CC21
S=C1NC2CC2N1
156.21
41.5922
-0.868
2
3
18
44.29
NC1=C(Cl)C2=C(NCC2)O1
Nc1oc2c(c1Cl)CCN2
false
CC1CC2CCCC2C1C
c1cc2c(o1)NCC2
158.588
40.3241
1.4832
3
2
17
51.19
CCC1=CC(Cl)=C(O)N1C
CCc1cc(Cl)c(O)n1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.616
41.4658
1.9465
2
1
20
25.16
NC1=CN=C(NO)C=C1Cl
Nc1cnc(NO)cc1Cl
false
CCC1CCC(C)C(C)C1
c1ccncc1
159.576
39.0686
1.1183
4
3
16
71.17
CCN1CCCONC1=S
CCN1CCCONC1=S
true
CCC1CCCCCC1C
S=C1NCCCON1
160.242
43.5497
0.5181
2
1
22
24.5
CC1C2CN(N)S(=O)(=O)C12
CC1C2CN(N)S(=O)(=O)C12
true
CC1C2CC(C)C(C)(C)C12
O=S1(=O)NCC2CC21
162.214
36.2552
-0.86
3
1
20
63.4
CC12CN1N(CC2)C(N)=S
CC12CCN(C(N)=S)N1C2
false
CC(C)C1CCC2(C)CC12
C1CC2CN2N1
157.242
43.2194
-0.075
2
1
21
32.27
CCC=CC1=NC(C)=NS1
CCC=Cc1nc(C)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
154.238
43.971
2.26972
3
0
20
25.78
CC1C=COS(=O)(=O)C=C1
CC1C=COS(=O)(=O)C=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)C=CCC=CO1
160.194
37.4488
1.0099
3
0
18
43.37
CC1=CSC(C(N)=N)=C1O
Cc1csc(C(=N)N)c1O
false
CC(C)C1CCC(C)C1C
c1ccsc1
156.21
41.7369
1.04619
3
3
18
70.1
C=NN=CC1=CC(=O)SN1
C=NN=Cc1cc(=O)s[nH]1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
155.182
42.0827
0.4709
4
1
15
57.58
COC1=CC2=C(C1)C=CS2
COC1=Cc2sccc2C1
false
CCC1CC2CCCC2C1
C1=Cc2sccc2C1
152.218
43.009
2.2915
2
0
18
9.23
CN1NC(=S)NCCC1=O
CN1NC(=S)NCCC1=O
true
CC1CCCC(C)C(C)C1
O=C1CCNC(=S)NN1
159.214
41.1234
-0.7724
2
2
19
44.37
COCC1=C(Cl)C=C(C)S1
COCc1sc(C)cc1Cl
false
CCCC1CC(C)CC1C
c1ccsc1
176.668
44.779
2.85632
2
0
19
9.23
CC(C(=O)C=C)S(C)(=O)=O
C=CC(=O)C(C)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.21
39.5098
0.1746
3
0
20
51.21
CNCC1=CC(=NS1)C#C
C#Cc1cc(CNC)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
152.222
42.8127
0.8438
3
1
18
24.92
CC(C#C)C(O)S(N)(=O)=O
C#CC(C)C(O)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
163.198
37.111
-1.1374
3
2
19
80.39
C1CC2=C3N=CN=C3SN12
c1nc2sn3c(c-2n1)CC3
false
C1CC2CC3CCC3C2C1
c1nc2sn3c(c-2n1)CC3
151.194
38.225
1.0005
4
0
15
30.71
CNC1=C(Cl)C(=N)C=CN1
CNc1[nH]ccc(=N)c1Cl
false
CCC1CCCC(C)C1C
N=c1cc[nH]cc1
157.604
41.2041
1.18927
2
3
18
51.67
CC1=NC(C(O)=O)=C(C)S1
Cc1nc(C(=O)O)c(C)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
157.194
38.5473
1.45814
3
1
17
50.19
O=S1(=O)CCC2COC1O2
O=S1(=O)CCC2COC1O2
true
CC1(C)CCC2CCC1C2
O=S1(=O)CCC2COC1O2
164.182
33.0168
-0.4961
4
0
18
52.6
CON1CCS(=O)(=O)N=C1
CON1C=NS(=O)(=O)CC1
false
CCC1CCC(C)(C)CC1
O=S1(=O)CCNC=N1
164.186
35.9938
-0.7785
4
0
18
58.97
CCCNS(=O)(=O)CCN
CCCNS(=O)(=O)CCN
true
CCCCC(C)(C)CCC
166.246
41.1349
-0.7255
3
2
24
72.19
O=C1NSC2=C1OCC=C2
O=c1[nH]sc2c1OCC=C2
false
CC1CCC2CCCCC12
O=c1[nH]sc2c1OCC=C2
155.178
39.4687
0.842
3
1
15
42.09
CC(C)(C)CCNC(N)=S
CC(C)(C)CCNC(N)=S
true
CC(C)CCCC(C)(C)C
160.286
48.8601
1.2558
1
2
26
38.05
CCN1SC=C(CC)C1=N
CCc1csn(CC)c1=N
false
CCC1CCC(CC)C1C
N=c1ccs[nH]1
156.254
43.2157
1.61137
3
1
22
28.78
CC1CN=C2N(N)SC=C12
CC1CN=C2C1=CSN2N
false
CC1CCC2C(C)CCC12
C1=C2CCN=C2NS1
155.226
43.1664
0.756
4
1
19
41.62
CN1CC=C(C)CNC1=S
CC1=CCN(C)C(=S)NC1
false
CC1CCC(C)C(C)CC1
S=C1NCC=CCN1
156.254
46.9877
0.7526
1
1
22
15.27
OC(C=C)C1=CSC=C1O
C=CC(O)c1cscc1O
false
CCC(C)C1CCCC1C
c1ccsc1
156.206
41.1406
1.6731
3
2
18
40.46
CCOC(C#C)S(N)(=O)=O
C#CC(OCC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
163.198
37.3542
-0.7293
3
1
19
69.39
CNC1=C(N)SC(C)=C1C
CNc1c(N)sc(C)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
156.254
47.7521
1.98884
3
2
22
38.05
CC(C)(N)C1=CN=C(N)S1
CC(C)(N)c1cnc(N)s1
false
CC1CCC(C(C)(C)C)C1
c1cscn1
157.242
43.7398
0.9191
4
2
21
64.93
CCOCS(=O)(=O)NNC
CCOCS(=O)(=O)NNC
true
CCCCC(C)(C)CCC
168.218
37.6082
-0.9658
4
2
22
67.43
CNC1(C)CNCS1(=O)=O
CNC1(C)CNCS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CCNC1
164.23
39.2542
-1.1025
4
2
22
58.2
CC1=NN=C(S1)C#CC=O
Cc1nnc(C#CC=O)s1
false
CCCCC1CCC(C)C1
c1nncs1
152.178
37.588
0.39692
4
0
14
42.85
CC1=C2SN=C(N)N2C=C1
Cc1ccn2c(N)nsc12
false
CC1CCC2C(C)CCC12
c1cc2sncn2c1
153.21
42.2184
1.28642
4
1
17
43.32
N=C1SC=C2OC=CCN12
N=c1scc2n1CC=CO2
false
CC1CCC2CCCCC12
N=c1scc2n1CC=CO2
154.194
37.9317
0.93517
4
1
16
38.01
O=C1N2CC2C=CS1(=O)=O
O=C1N2CC2C=CS1(=O)=O
true
CC1C2CC2CCC1(C)C
O=C1N2CC2C=CS1(=O)=O
159.166
33.9498
-0.2673
3
0
15
54.22
CNC1=C(CN)SC=C1C
CNc1c(C)csc1CN
false
CCC1CCC(C)C1CC
c1ccsc1
156.254
46.4941
1.55692
3
2
22
38.05
CC1=CSC2=C1SN=C2N
Cc1csc2c(N)nsc12
false
CC1CCC2C(C)CCC12
c1cc2sncc2s1
170.262
46.6464
2.24842
4
1
16
38.91
NC1=CSC(C2CC2)=C1N
Nc1csc(C2CC2)c1N
false
CC1CCC(C2CC2)C1C
c1csc(C2CC2)c1
154.238
45.1188
1.7899
3
2
20
52.04
CC1=C(Cl)C2=C(N1)C=CN2
Cc1[nH]c2cc[nH]c2c1Cl
false
CC1CC2CCCC2C1C
c1cc2[nH]ccc2[nH]1
154.6
42.3964
2.45782
0
2
17
31.58
O=CCC1CC2=CSC=C12
O=CCC1Cc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CC2
152.218
41.445
1.9768
2
0
18
17.07
CC1C2C=NNS(=O)(=O)N12
CC1C2C=NNS(=O)(=O)N12
true
CC1C2CCCC(C)(C)C12
O=S1(=O)NN=CC2CN21
161.186
35.6365
-1.1071
3
1
17
61.54
CC1CC1OC1=NC=NS1
CC1CC1Oc1ncns1
false
CC1CC1CC1CCCC1
c1nsc(OC2CC2)n1
156.21
38.106
1.3253
4
0
18
35.01
O=C(C#C)S(=O)(=O)C1CO1
C#CC(=O)S(=O)(=O)C1CO1
false
CCC(C)C(C)(C)C1CC1
C1CO1
160.15
32.4998
-1.0827
4
0
14
63.74
CC1(C)OCCOS1(=O)=O
CC1(C)OCCOS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)COCCO1
166.198
34.9028
0.0991
4
0
20
52.6
CC1(OC2=CSC=C12)C#N
CC1(C#N)Oc2cscc21
false
CCC1(C)CC2CCCC21
c1scc2c1CO2
151.19
37.912
1.87928
3
0
15
33.02
CC1C(CO)N(N)S1(=O)=O
CC1C(CO)N(N)S1(=O)=O
true
CCC1C(C)C(C)(C)C1C
O=S1(=O)CCN1
166.202
35.282
-1.7451
4
2
20
83.63
COC1=C(CC=C)SC=N1
C=CCc1scnc1OC
false
CCCC1CCCC1CC
c1cscn1
155.222
42.567
1.8802
3
0
19
22.12
CS(=O)(=O)C(=C)C(=C)C#N
C=C(C#N)C(=C)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
157.194
38.7368
0.62448
3
0
17
57.93
NC(C=C)C1=NSC=C1Cl
C=CC(N)c1nscc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
174.656
44.2494
1.9823
3
1
17
38.91
NC(=N)NOC1=CC=CS1
N=C(N)NOc1cccs1
false
CC(C)CCC1CCCC1
c1ccsc1
157.198
39.9968
0.52497
3
3
17
71.13
CNC1=CC(=NS1)[N+]([O-])=O
CNc1cc([N+](=O)[O-])ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
159.17
38.3151
1.093
5
1
15
68.06
CCN=C1NC(C=C)=CS1
C=Cc1csc(=NCC)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
154.238
44.8647
1.6398
2
1
20
28.15
CON=C(C)C1=NC=NS1
CON=C(C)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
157.198
39.129
0.9085
5
0
17
47.37
N1C=CN=C1C1=CSC=C1
c1c[nH]c(-c2ccsc2)n1
false
C1CCC(C2CCCC2)C1
c1c[nH]c(-c2ccsc2)n1
150.206
41.9007
2.1382
2
1
16
28.68
CC1=NSC=C1CC=NO
Cc1nscc1CC=NO
false
CCCCC1CCCC1C
c1cnsc1
156.21
40.8335
1.45402
4
1
18
45.48
N=C1NN2CCC2S1(=O)=O
N=C1NN2CCC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
N=C1NN2CCC2S1(=O)=O
161.186
34.8932
-1.11403
4
2
17
73.26
ONC1=NSC(=C1)N1CC1
ONc1cc(N2CC2)sn1
false
CCC1CCC(C2CC2)C1
c1cc(N2CC2)sn1
157.198
39.7362
0.7642
5
2
17
48.16
CCNC1=C(C)SC(N)=N1
CCNc1nc(N)sc1C
false
CCCC1CC(C)CC1C
c1cscn1
157.242
45.4271
1.46552
4
2
21
50.94
CN(C=C)S(=O)(=O)C=NO
C=CN(C)S(=O)(=O)C=NO
false
CCCC(C)(C)C(C)CC
164.186
37.1583
-0.191
4
1
18
69.97
NNC(=O)NC1=CC=CS1
NNC(=O)Nc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
157.198
40.6608
0.7433
3
3
17
67.15
CC1=CCNC(=S)N2CC12
CC1=CCNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
S=C1NCC=CC2CN12
154.238
44.8517
0.505
1
1
20
15.04
NCCNCCS(N)(=O)=O
NCCNCCS(N)(=O)=O
true
CCCCCCC(C)(C)C
167.234
39.8983
-2.1768
4
3
23
98.21
ON1C(=N)CCCNC1=S
N=C1CCCNC(=S)N1O
false
CC1CCCCC(C)C1C
N=C1CCCNC(=S)N1
159.214
41.1869
0.32317
3
3
19
59.35
CC=CC1=CC(Cl)=C(C)O1
CC=Cc1cc(Cl)c(C)o1
false
CCCC1CC(C)C(C)C1
c1ccoc1
156.612
43.163
3.27452
1
0
19
13.14
CC(C)N1CC2=CSC=C12
CC(C)N1Cc2cscc21
false
CC(C)C1CC2CCCC21
c1scc2c1CN2
153.25
45.638
2.4765
2
0
21
3.24
CCNC1=C(NC)C=CS1
CCNc1sccc1NC
false
CCCC1CCCC1CC
c1ccsc1
156.254
48.0294
2.2216
3
2
22
24.06
NC1(CNC1)C1=NSC=C1
NC1(c2ccsn2)CNC1
false
CC1(C2CCCC2)CCC1
c1cc(C2CNC2)ns1
155.226
40.8491
-0.0997
4
2
19
50.94
CNC1=NC=C(COC)S1
CNc1ncc(COC)s1
false
CCCC1CCC(CC)C1
c1cscn1
158.226
42.3737
1.3312
4
1
20
34.15
CNC1=NC(=CS1)C#CC
CC#Cc1csc(NC)n1
false
CCCC1CCC(CC)C1
c1cscn1
152.222
44.2127
1.5562
3
1
18
24.92
CCNS(=O)(=O)N(C)C=C
C=CN(C)S(=O)(=O)NCC
false
CCCC(C)(C)C(C)CC
164.23
40.5565
-0.084
2
1
22
49.41
O=C1CC2N1CCS2(=O)=O
O=C1CC2N1CCS2(=O)=O
true
CC1CC2C1CCC2(C)C
O=C1CC2N1CCS2(=O)=O
161.182
33.9048
-1.0268
3
0
17
54.45
CC=NOCS(=O)(=O)C#C
C#CS(=O)(=O)CON=CC
false
CCCCCC(C)(C)CC
161.182
37.8708
-0.0283
4
0
17
55.73
O=C1SC=C2C=CCCN12
O=c1scc2n1CCC=C2
false
CC1CCC2CCCCC12
O=c1scc2n1CCC=C2
153.206
42.23
1.3267
3
0
17
22
CNCCCC1=NC=NS1
CNCCCc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
157.242
42.1567
0.6901
4
1
21
37.81
NC(=N)C1=C(N=CS1)C#N
N#Cc1ncsc1C(=N)N
false
CCC1CCCC1C(C)C
c1cscn1
152.182
37.8451
0.29885
4
2
14
86.55
CC1=NCCCNC(=S)N1
CC1=NCCCNC(=S)N1
true
CC1CCCCCC(C)C1
S=C1NC=NCCCN1
157.242
46.3294
0.2726
2
2
21
36.42
CC1C(C)N1S(=O)(=O)C=C
C=CS(=O)(=O)N1C(C)C1C
false
CCC(C)(C)C1C(C)C1C
C1CN1
161.226
39.8798
0.5523
2
0
21
37.15
CCC12NC1COS2(=O)=O
CCC12NC1COS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)OCC2NC21
163.198
34.8175
-0.5755
4
1
19
65.31
CC1CC1CN(C)C(N)=S
CC1CC1CN(C)C(N)=S
true
CC(C)C(C)CC1CC1C
C1CC1
158.27
46.6864
0.8178
1
1
24
29.26
CN1CC(C#C)N(C)C1=S
C#CC1CN(C)C(=S)N1C
false
CCC1CC(C)C(C)C1C
S=C1NCCN1
154.238
45.612
0.1503
1
0
20
6.48
N=CNOCC1=CN=CS1
N=CNOCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
157.198
38.8224
0.77137
4
2
17
58
CN(C)N=C1NC=C(C)S1
Cc1c[nH]c(=NN(C)C)s1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
157.242
42.6567
0.76192
3
1
21
31.39
CCNN1SC(=O)C(N)=C1
CCNn1cc(N)c(=O)s1
false
CCCC1CC(C)C(C)C1
O=c1cc[nH]s1
159.214
42.8931
0.0554
5
2
19
60.05
OCC1C2CCC1S2(=O)=O
O=S1(=O)C2CCC1C2CO
false
CCC1C2CCC1C2(C)C
O=S1(=O)C2CCC1C2
162.21
36.3056
-0.4457
3
1
20
54.37
CNC(=N)N1C=CC(Cl)=C1
CNC(=N)n1ccc(Cl)c1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
157.604
41.6264
1.14377
2
2
18
40.81