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
CNCC1NS(=O)(=O)C1C
CNCC1NS(=O)(=O)C1C
true
CCCC1CC(C)(C)C1C
O=S1(=O)CCN1
164.23
39.2322
-1.1041
3
2
22
58.2
CN1C(=S)N2CC2(C)C1=C
C=C1N(C)C(=S)N2CC12C
false
CC1C(C)C2CC2(C)C1C
C=C1NC(=S)N2CC12
154.238
44.612
0.8047
1
0
20
6.25
CNC1=C(SC=N1)N1CC1
CNc1ncsc1N1CC1
false
CCC1CCCC1C1CC1
c1ncc(N2CC2)s1
155.226
43.8737
1.0048
4
1
19
27.93
OCC#CC1=CC(Cl)=CN1
OCC#Cc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
155.584
39.7665
1.0119
1
2
16
36.02
CC(=CC1=CSC=N1)C#N
CC(C#N)=Cc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
150.206
41.378
2.06998
3
0
16
36.68
CC1NCS(=O)(=O)N2CC12
CC1NCS(=O)(=O)N2CC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)CNCC2CN21
162.214
36.8785
-1.0504
3
1
20
49.18
C1CC1ON=C1NN=CS1
c1n[nH]c(=NOC2CC2)s1
false
C1CCC(CCC2CC2)C1
c1n[nH]c(=NOC2CC2)s1
157.198
36.1347
0.4659
4
1
17
50.27
CC1CC1C(O)S(O)(=O)=O
CC1CC1C(O)S(=O)(=O)O
false
CC1CC1C(C)C(C)(C)C
C1CC1
166.198
34.8264
-0.1514
3
2
20
74.6
NCC1=CC2=C(O1)N=NS2
NCc1cc2snnc2o1
false
CCC1CC2CCCC2C1
c1cc2snnc2o1
155.182
37.5724
0.743
5
1
15
64.94
C1CC2C(C1)C1=NSN=C21
C1CC2c3nsnc3C2C1
false
C1CC2C(C1)C1CCCC21
C1CC2c3nsnc3C2C1
152.222
39.242
1.9028
3
0
18
25.78
CC1=C2C3CC(C3)C2=NS1
Cc1snc2c1C1CC2C1
false
CC1CCC2C3CC(C3)C12
c1snc2c1C1CC2C1
151.234
41.567
2.42612
2
0
19
12.89
CC=CC#CC1=NC=CS1
CC=CC#Cc1nccs1
false
CCCCCC1CCCC1
c1cscn1
149.218
43.806
2.0707
2
0
17
12.89
CN=C1SC(CO)=CN1N
CN=c1sc(CO)cn1N
false
CCC1CC(C)C(CC)C1
N=c1[nH]ccs1
159.214
39.8692
-0.7138
5
2
19
63.54
CC(=O)CS(=O)(=O)CC=O
CC(=O)CS(=O)(=O)CC=O
true
CCCC(C)(C)CC(C)C
164.182
35.3988
-0.8109
4
0
18
68.28
COCC1=C(C)OC=C1Cl
COCc1c(Cl)coc1C
false
CCCC1C(C)CCC1C
c1ccoc1
160.6
39.168
2.38782
2
0
19
22.37
CN1N=CCCNS1(=O)=O
CN1N=CCCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)NCCC=NN1
163.202
37.7945
-0.8579
3
1
19
61.77
CN=C1NS(=O)(=O)N=C1C
CN=C1NS(=O)(=O)N=C1C
true
CCC1CC(C)(C)CC1C
N=C1C=NS(=O)(=O)N1
161.186
38.5235
-0.6764
3
1
17
70.89
C=C1OCC2OS(=O)(=O)C12
C=C1OCC2OS(=O)(=O)C12
true
CC1CCC2CC(C)(C)C12
C=C1OCC2OS(=O)(=O)C12
162.166
32.6728
-0.3725
4
0
16
52.6
NC1=NSC(=N1)C#CCO
Nc1nsc(C#CCO)n1
false
CCCCC1CCC(C)C1
c1ncsn1
155.182
38.2852
-0.5359
5
2
15
72.03
CC1=C(N)C(Cl)=C(C)N1O
Cc1c(N)c(Cl)c(C)n1O
false
CC1C(C)C(C)C(C)C1C
c1cc[nH]c1
160.604
40.5129
1.57784
3
2
19
51.18
OCC1C2C=NNC(=S)N12
OCC1C2C=NNC(=S)N21
false
CCC1C2CCCC(C)C12
S=C1NN=CC2CN12
157.198
40.7265
-1.0946
3
2
17
47.63
CC1(N)CCC1NC(N)=S
CC1(N)CCC1NC(N)=S
true
CC(C)CC1CCC1(C)C
C1CCC1
159.258
45.5355
-0.3006
2
3
23
64.07
NC1=C2C3CC3NC2=CS1
Nc1scc2c1C1CC1N2
false
CC1CCC2CC3CC3C12
c1scc2c1NC1CC21
152.222
43.5001
1.6117
3
2
18
38.05
NS(=O)(=O)N1C2COCC12
NS(=O)(=O)N1C2COCC21
false
CC(C)(C)C1C2CCCC21
C1OCC2NC12
164.186
33.3412
-1.7271
3
1
18
72.4
O=C(C1CN1)C1=NC=CS1
O=C(c1nccs1)C1CN1
false
CC(C1CCCC1)C1CC1
O=C(c1nccs1)C1CN1
154.194
38.2352
0.2976
4
1
16
51.9
CC1=NC(N)=C(S1)C=NO
Cc1nc(N)c(C=NO)s1
false
CCCC1CC(C)CC1C
c1cscn1
157.198
40.6439
0.84182
5
2
17
71.5
CC1=C(SC=C1O)N1CC1
Cc1c(O)csc1N1CC1
false
CC1CCC(C2CC2)C1C
c1csc(N2CC2)c1
155.222
42.9338
1.58212
3
1
19
23.24
NCC(O)C1=CNC(=N)S1
N=c1[nH]cc(C(O)CN)s1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
159.214
38.5386
-0.45223
4
4
19
85.89
NC1=CC(C#N)=C(S1)C#N
N#Cc1cc(N)sc1C#N
false
CCC1CC(C)CC1CC
c1ccsc1
149.178
38.1614
1.07366
4
1
13
73.6
CC1=CN=C2N1NC=C2Cl
Cc1cnc2c(Cl)c[nH]n12
false
CC1CCC2C(C)CCC12
c1cn2[nH]ccc2n1
155.588
39.2897
1.62422
2
1
16
33.09
CN(C)C(=S)NN=C(C)C
CC(C)=NNC(=S)N(C)C
false
CC(C)CCC(C)C(C)C
159.258
48.2037
0.8183
2
1
23
27.63
OCC1=CC(Cl)=CC(=N)O1
N=c1cc(Cl)cc(CO)o1
false
CCC1CC(C)CC(C)C1
N=c1cccco1
159.572
35.4955
0.90477
3
2
16
57.22
CCN(C=N)S(=O)(=O)OC
CCN(C=N)S(=O)(=O)OC
true
CCC(CC)C(C)(C)CC
166.202
37.0925
-0.19343
4
1
20
70.46
CC=COC1=C(Cl)C=CN1
CC=COc1[nH]ccc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
157.6
41.2447
2.5805
1
1
18
25.02
C=CCC1CCCS1(=O)=O
C=CCC1CCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCCC1
160.238
41.6228
1.1397
2
0
22
34.14
CC(O)(C#C)S(=O)(=O)NN
C#CC(C)(O)S(=O)(=O)NN
false
CCC(C)(C)C(C)(C)CC
164.186
35.6997
-1.8788
4
3
18
92.42
O=CC#CCC1=CSC=N1
O=CC#CCc1cscn1
false
CCCCCC1CCCC1
c1cscn1
151.19
39.658
0.8879
3
0
15
29.96
O=S1(=O)C=CC2=C1C=CN2
O=S1(=O)C=Cc2[nH]ccc21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Cc2[nH]ccc21
155.178
37.0125
0.7727
2
1
15
49.93
CC1CC1C1CNC(=S)N1
CC1CC1C1CNC(=S)N1
true
CC1CCC(C2CC2C)C1
S=C1NCC(C2CC2)N1
156.254
44.7954
0.4887
1
2
22
24.06
O=S1(=O)N=C2CC=CC2=N1
O=S1(=O)N=C2C=CCC2=N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)N=C2C=CCC2=N1
156.166
37.5468
0.0867
2
0
14
58.86
CC#CCC=CS(C)(=O)=O
CC#CCC=CS(C)(=O)=O
true
CCCCCCC(C)(C)C
158.222
42.0508
0.9581
2
0
20
34.14
CN1C=C2C(OS2(=O)=O)=N1
Cn1cc2c(n1)OS2(=O)=O
false
CC1CC2CC(C)(C)C2C1
O=S1(=O)Oc2n[nH]cc21
160.154
31.0218
-0.4988
5
0
14
61.19
ON=CC1=C(C=O)C=CS1
O=Cc1ccsc1C=NO
false
CCCC1CCCC1CC
c1ccsc1
155.178
39.087
1.3687
4
1
15
49.66
OC1=C(CC2CO2)C=CS1
Oc1sccc1CC1CO1
false
CC1CCCC1CC1CC1
c1cc(CC2CO2)cs1
156.206
39.4278
1.395
3
1
18
32.76
COC1CNC1S(C)(=O)=O
COC1CNC1S(C)(=O)=O
true
CCC1CCC1C(C)(C)C
C1CNC1
165.214
37.4315
-1.0247
4
1
21
55.4
CCCNC1=NSC=C1C
CCCNc1nscc1C
false
CCCCC1CCCC1C
c1cnsc1
156.254
45.6317
2.27342
3
1
22
24.92
CC1=C2NCC2=C(CN)S1
Cc1sc(CN)c2c1NC2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
154.238
44.2741
1.44072
3
2
20
38.05
O=CCC1=CC(C=O)=CS1
O=CCc1cc(C=O)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
154.19
39.4745
1.302
3
0
16
34.14
CC1C(O)C2=C1C(=N)SN2
CC1c2c([nH]sc2=N)C1O
false
CC1CCC2C(C)C(C)C12
N=c1s[nH]c2c1CC2
156.21
37.8992
0.70617
3
3
18
59.87
COC(=N)NC1=CC=CS1
COC(=N)Nc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
156.21
42.6774
1.74117
3
2
18
45.11
CN1CC11CS(=O)(=O)C=C1
CN1CC12C=CS(=O)(=O)C2
false
CC1CC12CCC(C)(C)C2
O=S1(=O)C=CC2(CN2)C1
159.21
38.2878
-0.3873
3
0
19
37.15
OCC1=C(NSC1=O)C=C
C=Cc1[nH]sc(=O)c1CO
false
CCC1CCC(C)C1CC
O=c1cc[nH]s1
157.194
40.9535
0.5717
3
2
17
53.09
COCC1=CC(SN1)=NC
CN=c1cc(COC)[nH]s1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
158.226
40.8697
0.7531
3
1
20
37.38
N=C1C(C=O)=CNS1(=O)=O
N=C1C(C=O)=CNS1(=O)=O
true
CCC1CCC(C)(C)C1C
N=C1C=CNS1(=O)=O
160.154
33.9292
-1.02053
4
2
14
87.09
O=S1(=O)C2CC3NC1CC23
O=S1(=O)C2CC3C(CC31)N2
false
CC1(C)C2CC3CC1C3C2
O=S1(=O)C2CC3C(CC31)N2
159.21
36.1435
-0.5087
3
1
19
46.17
CC(=O)C1=CC(C)=C(N)S1
CC(=O)c1cc(C)c(N)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
155.222
43.4729
1.84132
3
1
19
43.09
C=C1C(=O)NC2=C1N=CS2
C=C1C(=O)Nc2scnc21
false
CC1CC2CCCC2C1C
C=C1C(=O)Nc2scnc21
152.178
39.7777
1.1084
3
1
14
41.99
CNC1C(=C)CCS1(=O)=O
C=C1CCS(=O)(=O)C1NC
false
CCC1C(C)CCC1(C)C
C=C1CCS(=O)(=O)C1
161.226
40.3915
-0.0934
3
1
21
46.17
CC1=NSC(CC#N)=C1O
Cc1nsc(CC#N)c1O
false
CCCC1CCC(C)C1C
c1cnsc1
154.194
37.8328
1.2232
4
1
16
56.91
CNC(=S)N1CCC(N)C1
CNC(=S)N1CCC(N)C1
true
CCC(C)C1CCC(C)C1
C1CCNC1
159.258
45.8231
-0.4763
2
2
23
41.29
C1CC=CC2=CSN=C2C1
C1=Cc2csnc2CCC1
false
C1CCC2CCCC2CC1
C1=Cc2csnc2CCC1
151.234
44.086
2.4926
2
0
19
12.89
ON=C1NC(=S)NCC=C1
ON=C1C=CCNC(=S)N1
false
CCC1CCCCC(C)C1
N=C1C=CCNC(=S)N1
157.198
42.0979
-0.192
3
3
17
56.65
C1NC2C1NC1=C2SC=N1
c1nc2c(s1)C1NCC1N2
false
C1CC2CC3CCC3C2C1
c1nc2c(s1)C1NCC1N2
153.21
40.2684
0.5815
4
2
17
36.95
CC1=CC(=NS1)C#CCN
Cc1cc(C#CCN)ns1
false
CCCCC1CCC(C)C1
c1cnsc1
152.222
42.7834
0.76172
3
1
18
38.91
CC12C(N)C1ONS2(=O)=O
CC12C(N)C1ONS2(=O)=O
true
CC1C2CCC(C)(C)C12C
O=S1(=O)NOC2CC21
164.186
33.3089
-1.6808
4
2
18
81.42
OC1=C2C(=C)C=NC2=CS1
C=C1C=Nc2csc(O)c21
false
CC1CCC2CCC(C)C12
C=C1C=Nc2cscc21
151.19
43.1698
2.1828
3
1
15
32.59
C=C(NC(=S)N1CC1)C=O
C=C(C=O)NC(=S)N1CC1
false
CCC(C)CC(C)C1CC1
C1CN1
156.21
42.5107
-0.1109
2
1
18
32.11
NC1CC=CN(O)S1(=O)=O
NC1CC=CN(O)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CCC=CN1
164.186
34.2777
-0.7904
4
2
18
83.63
CNCC1=C(Cl)C(N)=CS1
CNCc1scc(N)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
176.672
46.5051
1.7031
3
2
19
38.05
CC=CC(O)C1=NN=CS1
CC=CC(O)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
156.21
39.6828
1.1476
4
1
18
46.01
CC1(CNS1(=O)=O)OC=C
C=COC1(C)CNS1(=O)=O
false
CCCC1(C)CCC1(C)C
O=S1(=O)CCN1
163.198
36.6095
-0.2043
3
1
19
55.4
CC(=C)C1=NC=C(S1)C#N
C=C(C)c1ncc(C#N)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
150.206
41.537
2.04788
3
0
16
36.68
NC(=S)N1C2CC2NC1=O
NC(=S)N1C(=O)NC2CC21
false
CC(C)C1C(C)CC2CC21
O=C1NC2CC2N1
157.198
39.3491
-0.6039
2
2
17
58.36
CNCS(=O)(=O)C#CC=O
CNCS(=O)(=O)C#CC=O
true
CCCCC(C)(C)CCC
161.182
36.6865
-1.2621
4
1
17
63.24
O=C1NNC(S1)=NC1CC1
O=c1[nH][nH]c(=NC2CC2)s1
false
CC1CCC(CC2CC2)C1
O=c1[nH][nH]c(=NC2CC2)s1
157.198
37.8754
-0.1724
3
2
17
61.01
C=C1CC2=C(NSC2=O)O1
C=C1Cc2c([nH]sc2=O)O1
false
CC1CC2CCC(C)C2C1
C=C1Cc2c([nH]sc2=O)O1
155.178
38.4117
0.885
3
1
15
42.09
CC(=C)C1=NSC(=N)N1O
C=C(C)c1nsc(=N)n1O
false
CC(C)C1CCC(C)C1C
N=c1[nH]cns1
157.198
37.8512
0.69447
5
2
17
61.9
C1CC(CO1)C1=NN=NS1
C1CC(c2nnns2)CO1
false
C1CCC(C2CCCC2)C1
C1CC(c2nnns2)CO1
157.198
35.881
0.437
5
0
17
47.9
CS(=O)(=O)C1CC1N1CC1
CS(=O)(=O)C1CC1N1CC1
true
CC(C)(C)C1CC1C1CC1
C1CC1N1CC1
161.226
38.6098
-0.5125
3
0
21
37.15
CC#CC(N)C1=CN=NS1
CC#CC(N)c1cnns1
false
CCCC(C)C1CCCC1
c1csnn1
153.21
40.2874
0.5612
4
1
17
51.8
CC(C)=C1CS(=O)(=O)C=C1
CC(C)=C1C=CS(=O)(=O)C1
false
CC(C)C1CCC(C)(C)C1
C=C1C=CS(=O)(=O)C1
158.222
41.3008
1.2649
2
0
20
34.14
NC1C2NC(=S)NC12C#C
C#CC12NC(=S)NC1C2N
false
CCC12CC(C)CC1C2C
S=C1NC2CC2N1
153.21
42.1968
-1.4544
2
3
17
50.08
CNC1CS(=O)(=O)C1(C)C
CNC1CS(=O)(=O)C1(C)C
true
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCC1
163.242
40.7135
-0.2186
3
1
23
46.17
CNC(=S)NC1=NCCO1
CNC(=S)NC1=NCCO1
true
CCC(C)CC1CCCC1
C1=NCCO1
159.214
43.0474
-0.5335
3
2
19
45.65
CNCC(O)CNC(N)=S
CNCC(O)CNC(N)=S
true
CCCC(C)CCC(C)C
163.246
44.7216
-1.6001
3
4
23
70.31
NC1=CC(N)=C(OC=C)S1
C=COc1sc(N)cc1N
false
CCCC1CC(C)CC1C
c1ccsc1
156.21
43.9688
1.4348
4
2
18
61.27
O=CN1C=C2C=CSC2=N1
O=Cn1cc2ccsc2n1
false
CCC1CC2CCCC2C1
c1cc2c[nH]nc2s1
152.178
39.7585
1.1361
4
0
14
34.89
CON1C(C)=CSC1=NC
CN=c1scc(C)n1OC
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
158.226
41.037
0.44692
4
0
20
26.52
CC1CC2=C(N=NS2)C1N
CC1Cc2snnc2C1N
false
CC1CC2CCCC2C1C
C1Cc2nnsc2C1
155.226
39.7054
0.7301
4
1
19
51.8
NC1=C(C=C)S(=O)(=O)OC1
C=CC1=C(N)COS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCO1
161.182
36.2822
-0.2973
4
1
17
69.39
CN1CC=C(C)CS1(=O)=O
CC1=CCN(C)S(=O)(=O)C1
false
CC1CCC(C)C(C)(C)C1
O=S1(=O)CC=CCN1
161.226
40.1738
0.2079
2
0
21
37.38
CC1=NC(NO)=CC=C1Cl
Cc1nc(NO)ccc1Cl
false
CCC1CCC(C)C(C)C1
c1ccncc1
158.588
39.3932
1.84452
3
2
17
45.15
OCC#CC1=CC=C(O)S1
OCC#Cc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
154.19
39.9476
0.7975
3
2
16
40.46
COC1=NSC(=N1)N(C)C
COc1nsc(N(C)C)n1
false
CCC1CCC(C(C)C)C1
c1ncsn1
159.214
40.788
0.6127
5
0
19
38.25
CC(=O)C1=NC(=NS1)C#C
C#Cc1nsc(C(C)=O)n1
false
CCC1CCC(C(C)C)C1
c1ncsn1
152.178
37.8485
0.722
4
0
14
42.85
ON=C1CCC2=NSC=C12
ON=C1CCc2nscc21
false
CCC1CCC2CCCC12
N=C1CCc2nscc21
154.194
38.7585
1.2676
4
1
16
45.48
CCOC1C2NC(=S)NC12
CCOC1C2NC(=S)NC21
false
CCCC1C2CC(C)CC12
S=C1NC2CC2N1
158.226
41.8594
-0.38
2
2
20
33.29
CC1OC(=C)S(=O)(=O)C1O
C=C1OC(C)C(O)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1OCCS1(=O)=O
164.182
34.6136
-0.3905
4
1
18
63.6
CN(O)C(=S)N1C=CN=C1
CN(O)C(=S)n1ccnc1
false
CC(C)C(C)C1CCCC1
c1c[nH]cn1
157.198
39.7725
0.3371
4
1
17
41.29
O=C1CC=CCS(=O)(=O)C1
O=C1CC=CCS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=C1CC=CCS(=O)(=O)C1
160.194
37.4178
-0.0698
3
0
18
51.21