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
CCC1=C(O)SN=C1NC
CCc1c(NC)nsc1O
false
CCC1CCC(C)C1CC
c1cnsc1
158.226
42.7035
1.4528
4
2
20
45.15
CC(N)C1(CO1)S(N)(=O)=O
CC(N)C1(S(N)(=O)=O)CO1
false
CC(C)C1(C(C)(C)C)CC1
C1CO1
166.202
35.4396
-1.6514
4
2
20
98.71
O=C1NC2=C(S1)C=CCC2
O=c1[nH]c2c(s1)C=CCC2
false
CC1CC2CCCCC2C1
O=c1[nH]c2c(s1)C=CCC2
153.206
42.2947
1.3958
2
1
17
32.86
CCNC(=S)NC(C)=NO
CCNC(=S)NC(C)=NO
true
CCCC(C)CC(C)CC
161.23
44.3059
0.278
3
3
21
56.65
ClC1=C2CCN2N=CC1=O
O=c1cnn2c(c1Cl)CC2
false
CC1CCC2CCC2C1C
O=c1cnn2c(c1)CC2
156.572
37.211
0.4528
3
0
15
34.89
CC(=O)C1CCNS1(=O)=O
CC(=O)C1CCNS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CCCN1
163.198
36.0085
-0.7329
3
1
19
63.24
OC1=C(SN=C1C#C)C#C
C#Cc1nsc(C#C)c1O
false
CCC1CCC(CC)C1C
c1cnsc1
149.174
39.6488
0.8113
3
1
13
33.12
O=C(CC#N)C1=CSN=C1
N#CCC(=O)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
152.178
36.6745
1.23948
4
0
14
53.75
C1C2CN=C3SC=NN3C12
C1=NN2C(=NCC3CC32)S1
false
C1CC2CCC3CC3C2C1
C1=NN2C(=NCC3CC32)S1
153.21
42.119
0.7366
4
0
17
27.96
CNCC1C(O)CS1(=O)=O
CNCC1C(O)CS1(=O)=O
true
CCCC1C(C)CC1(C)C
O=S1(=O)CCC1
165.214
37.5083
-1.6363
4
2
21
66.4
CCC=CS(=O)(=O)N(C)N
CCC=CS(=O)(=O)N(C)N
true
CCCCC(C)(C)C(C)C
164.23
40.3012
0.0454
3
1
22
63.4
CCC1=CC2=C(O1)C=CS2
CCc1cc2sccc2o1
false
CCC1CC2CCCC2C1
c1cc2sccc2o1
152.218
43.469
3.0567
2
0
18
13.14
CC1NCC1S(=O)(=O)C=C
C=CS(=O)(=O)C1CNC1C
false
CCC(C)(C)C1CCC1C
C1CNC1
161.226
40.3695
-0.095
3
1
21
46.17
C=CC1=CCS(=O)(=O)CO1
C=CC1=CCS(=O)(=O)CO1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CC=COC1
160.194
38.0188
0.4588
3
0
18
43.37
C1C2CNC3=C(SN=N3)C12
C1Nc2nnsc2C2CC12
false
C1CC2CCC3CC3C2C1
C1Nc2nnsc2C2CC12
153.21
39.2467
1.0671
4
1
17
37.81
CC1C2NS(=O)(=O)C(=O)C12
CC1C2NS(=O)(=O)C(=O)C12
true
CC1C2CC(C)(C)C(C)C12
O=C1C2CC2NS1(=O)=O
161.182
33.5045
-0.9195
3
1
17
63.24
CC(=C)C(=O)CS(N)(=O)=O
C=C(C)C(=O)CS(N)(=O)=O
false
CC(C)C(C)CC(C)(C)C
163.198
37.7952
-0.5799
3
1
19
77.23
CC1CNN(C=O)S1(=O)=O
CC1CNN(C=O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CCNN1
164.186
34.2875
-1.3187
4
1
18
66.48
CC1CC(N1)C1=NSC=N1
CC1CC(c2ncsn2)N1
false
CC1CC(C2CCCC2)C1
c1nc(C2CCN2)ns1
155.226
39.8647
0.961
4
1
19
37.81
CC(=C)C(=C)NS(C)(=O)=O
C=C(C)C(=C)NS(C)(=O)=O
false
CC(C)C(C)CC(C)(C)C
161.226
41.9335
0.6254
2
1
21
46.17
C=C(C=O)C1CNS1(=O)=O
C=C(C=O)C1CNS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
161.182
35.9145
-0.9569
3
1
17
63.24
NC(=S)NC12CC1NCC2
NC(=S)NC12CCNC1C2
false
CC(C)CC12CCCC1C2
C1CC2CC2N1
157.242
43.6768
-0.676
2
3
21
50.08
NN=C1NC(OC=C)=CS1
C=COc1csc(=NN)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
157.198
39.2451
0.3729
4
2
17
63.4
CC1=C(SC=C1)C(=O)C#C
C#CC(=O)c1sccc1C
false
CCC(C)C1CCCC1C
c1ccsc1
150.202
42.2195
1.87242
2
0
16
17.07
CCN1C(=O)CN(C)C1=S
CCN1C(=O)CN(C)C1=S
true
CCC1C(C)CC(C)C1C
O=C1CNC(=S)N1
158.226
42.615
0.0652
2
0
20
23.55
CC#CCNS(=O)(=O)NN
CC#CCNS(=O)(=O)NN
true
CCCCCC(C)(C)CC
163.202
37.6956
-1.6926
3
3
19
84.22
NC1(CC2=CSN=C12)C=C
C=CC1(N)Cc2csnc21
false
CCC1(C)CC2CCCC21
c1snc2c1CC2
152.222
41.8804
1.0392
3
1
18
38.91
CC(C)C=CC1=NN=NS1
CC(C)C=Cc1nnns1
false
CC(C)CCC1CCCC1
c1nnns1
155.226
41.576
1.6023
4
0
19
38.67
NC1=NC2=C(S1)C=C(O)N2
Nc1nc2[nH]c(O)cc2s1
false
CC1CC2CC(C)CC2C1
c1cc2scnc2[nH]1
155.182
40.0479
0.9122
4
3
15
74.93
NC1=C(O)SC=C1CC=O
Nc1c(CC=O)csc1O
false
CCCC1CCC(C)C1C
c1ccsc1
157.194
40.1642
0.7773
4
2
17
63.32
C1CC=CC2=CSC=C2O1
C1=Cc2cscc2OCC1
false
C1CCC2CCCC2CC1
C1=Cc2cscc2OCC1
152.218
43.465
2.5438
2
0
18
9.23
COC(C)CS(=O)(=O)C=O
COC(C)CS(=O)(=O)C=O
true
CCC(C)CC(C)(C)CC
166.198
37.0083
-0.3737
4
0
20
60.44
ON1SN=C2C(=C)CN=C12
C=C1CN=C2C1=NSN2O
false
CC1CCC2C(C)CCC12
C=C1CN=C2NSN=C12
155.182
40.0935
0.6637
5
1
15
48.19
O=S1(=O)NC2=CNOC2=C1
O=S1(=O)C=C2ONC=C2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2ONC=C2N1
160.154
32.4422
-0.863
4
2
14
67.43
CNC1=NSC(N)=C1C#N
CNc1nsc(N)c1C#N
false
CCC1CCC(C)C1CC
c1cnsc1
154.198
40.7881
0.63868
5
2
16
74.73
NC1=C2CNC(=N)C2=CS1
N=C1NCc2c1csc2N
false
CC1CCC2C(C)CCC12
N=C1NCc2cscc21
153.21
42.3998
0.75887
3
3
17
61.9
CCOC(=O)S(=O)(=O)CC
CCOC(=O)S(=O)(=O)CC
true
CCCC(C)C(C)(C)CC
166.198
36.4828
0.5776
4
0
20
60.44
OCC1=C(SN=C1)[N+]([O-])=O
O=[N+]([O-])c1sncc1CO
false
CCC1CCCC1C(C)C
c1cnsc1
160.154
34.6912
0.5436
5
1
14
76.26
CC=CCC1=CSC(=O)S1
CC=CCc1csc(=O)s1
false
CCCCC1CCC(C)C1
O=c1sccs1
172.274
46.984
2.2884
3
0
18
17.07
CC1CNCS(=O)(=O)CN1
CC1CNCS(=O)(=O)CN1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CNCCNC1
164.23
39.2542
-1.1025
4
2
22
58.2
N=CN1CC1S(=O)(=O)C=O
N=CN1CC1S(=O)(=O)C=O
true
CCC1CC1C(C)(C)CC
C1CN1
162.17
34.948
-1.15983
4
1
16
78.07
CC12CN1S(=O)(=O)NC2=C
C=C1NS(=O)(=O)N2CC12C
false
CC1CC(C)(C)C2CC12C
C=C1NS(=O)(=O)N2CC12
160.198
36.3065
-0.5776
2
1
18
49.18
CC1CN1CS(=O)(=O)C=O
CC1CN1CS(=O)(=O)C=O
true
CCC(C)(C)CC1CC1C
C1CN1
163.198
36.7053
-0.747
4
0
19
54.22
CC12CN(C1)C1=CSN=C21
CC12CN(C1)c1csnc12
false
CC12CC(C1)C1CCCC12
c1snc2c1N1CC2C1
152.222
41.679
1.2344
3
0
18
16.13
N1C=NC(=C1)C1=CSN=C1
c1nc(-c2cnsc2)c[nH]1
false
C1CCC(C2CCCC2)C1
c1nc(-c2cnsc2)c[nH]1
151.194
39.6957
1.5332
3
1
15
41.57
COS(=O)(=O)C1C=CC=C1
COS(=O)(=O)C1C=CC=C1
true
CCC(C)(C)C1CCCC1
C1=CCC=C1
160.194
37.9968
0.4572
3
0
18
43.37
CC=C(C#C)C1=CSN=C1
C#CC(=CC)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
149.218
44.598
2.1796
2
0
17
12.89
ON=C1CNC2=NSC=C12
ON=C1CNc2nscc21
false
CCC1CCC2CCCC12
N=C1CNc2nscc21
155.182
38.9272
0.7469
5
2
15
57.51
CC1C=COC2=C1SN=N2
CC1C=COc2nnsc21
false
CC1CCCC2CCCC12
C1=COc2nnsc2C1
154.194
38.092
1.5477
4
0
16
35.01
CCOC1=C(N)SC(O)=C1
CCOc1cc(O)sc1N
false
CCCC1CC(C)CC1C
c1ccsc1
159.21
41.5652
1.4346
4
2
19
55.48
C1CC1C1OC2=CSC=C12
c1scc2c1OC2C1CC1
false
C1CC2CC(C3CC3)C2C1
c1scc2c1OC2C1CC1
152.218
40.412
2.5916
2
0
18
9.23
CCCNC(=S)N(O)CC
CCCNC(=S)N(O)CC
true
CCCCC(C)C(C)CC
162.258
45.0582
0.982
2
2
24
35.5
ClC1=C(CC2CC2)OC=C1
Clc1ccoc1CC1CC1
false
CC1CCCC1CC1CC1
c1coc(CC2CC2)c1
156.612
40.146
2.8855
1
0
19
13.14
OCC1=CS(=O)(=O)OCC1
O=S1(=O)C=C(CO)CCO1
false
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCO1
164.182
34.6576
-0.3873
4
1
18
63.6
CCC1CC2=C(N1)C=CS2
CCC1Cc2sccc2N1
false
CCC1CC2CCCC2C1
c1cc2c(s1)CCN2
153.25
45.7247
2.4947
2
1
21
12.03
CCC(N)CC1=CN=CS1
CCC(N)Cc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
156.254
44.0844
1.4229
3
1
22
38.91
CCC=C(C)N(O)C(N)=S
CCC=C(C)N(O)C(N)=S
true
CCCC(C)C(C)C(C)C
160.242
44.4589
1.235
2
2
22
49.49
CC=CC(CO)S(C)(=O)=O
CC=CC(CO)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
164.226
40.5316
-0.032
3
1
22
54.37
NC1=CSC2=C1CC1NC21
Nc1csc2c1CC1NC21
false
CC1CCC2C1CC1CC12
c1cc2c(s1)C1NC1C2
152.222
42.1001
0.8993
3
2
18
47.96
OC1(CNC1)C1=CC=CS1
OC1(c2cccs2)CNC1
false
CC1(C2CCCC2)CCC1
c1csc(C2CNC2)c1
155.222
41.0855
0.5389
3
2
19
32.26
C=CC1=C2N=CSC2=CS1
C=Cc1scc2scnc12
false
CCC1CCC2CCCC12
c1nc2cscc2s1
167.258
47.588
3.0008
3
0
15
12.89
OCC1=NC=C(NC=N)S1
N=CNc1cnc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
157.198
40.4432
0.65437
4
3
17
69
CC12OC1C(N)=CS2(=O)=O
CC12OC1C(N)=CS2(=O)=O
true
CC1CC(C)(C)C2(C)CC12
O=S1(=O)C=CC2OC21
161.182
34.4682
-0.6701
4
1
17
72.69
C=C1CC(=O)C2=CSN=C12
C=C1CC(=O)c2csnc21
false
CC1CC(C)C2CCCC12
C=C1CC(=O)c2csnc21
151.19
40.0955
1.7427
3
0
15
29.96
CCC1=C(N)COS1(=O)=O
CCC1=C(N)COS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCO1
163.198
36.3762
-0.0733
4
1
19
69.39
CCOC1=CC(Cl)=C(C)S1
CCOc1cc(Cl)c(C)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
176.668
45.235
3.10862
2
0
19
9.23
CC(=O)CC1=C(N)C=CS1
CC(=O)Cc1sccc1N
false
CC(C)CC1CCCC1C
c1ccsc1
155.222
43.1164
1.4618
3
1
19
43.09
CC(C)=CC1=COC(=O)S1
CC(C)=Cc1coc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1occs1
156.206
42.18
2.1245
3
0
18
30.21
O=C1CS(=O)(=O)OCC=C1
O=C1C=CCOS(=O)(=O)C1
false
CC1CCCCC(C)(C)C1
O=C1C=CCOS(=O)(=O)C1
162.166
33.8858
-0.5283
4
0
16
60.44
CC1(CCN)CN1C(N)=S
CC1(CCN)CN1C(N)=S
true
CCCC1(C)CC1C(C)C
C1CN1
159.258
45.5678
-0.3469
2
2
23
55.05
CN=C1CC2=CSN=C2N1
CN=C1Cc2csnc2N1
false
CCC1CC2CCCC2C1
N=C1Cc2csnc2N1
153.21
42.7997
1.1394
3
1
17
37.28
CNC(=S)N1CCC(=O)C1
CNC(=S)N1CCC(=O)C1
true
CCC(C)C1CCC(C)C1
O=C1CCNC1
158.226
42.8547
-0.2345
2
1
20
32.34
O=S1(=O)CCC(=C1)C1CN1
O=S1(=O)C=C(C2CN2)CC1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)C=C(C2CN2)CC1
159.21
38.2775
-0.3394
3
1
19
56.08
COCC=CCS(N)(=O)=O
COCC=CCS(N)(=O)=O
true
CCCCCCC(C)(C)C
165.214
38.9902
-0.5225
3
1
21
69.39
O=S1(=O)CCC2OC12C#N
N#CC12OC1CCS2(=O)=O
false
CCC12CC1CCC2(C)C
O=S1(=O)CCC2OC21
159.166
31.6208
-0.57642
4
0
15
70.46
C=C1OCS(=O)(=O)C2CC12
C=C1OCS(=O)(=O)C2CC12
true
CC1CCC(C)(C)C2CC12
C=C1OCS(=O)(=O)C2CC12
160.194
35.9068
0.2911
3
0
18
43.37
OC1(COCS1(=O)=O)C=C
C=CC1(O)COCS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCOC1
164.182
34.8856
-0.7365
4
1
18
63.6
NC1=C2C=NC=NC2=CS1
Nc1scc2ncncc12
false
CC1CCC2CCCCC12
c1ncc2cscc2n1
151.194
41.8274
1.2735
4
1
15
51.8
COC1=CSC=C1[N+]([O-])=O
COc1cscc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1ccsc1
159.166
37.5254
1.6649
4
0
15
52.37
CC1(C)CS(=O)(=O)N1C=O
CC1(C)CS(=O)(=O)N1C=O
true
CCC1C(C)(C)CC1(C)C
O=S1(=O)CCN1
163.198
35.7688
-0.4332
3
0
19
54.45
NCCC1=C(Cl)C=C(N)N1
NCCc1[nH]c(N)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
159.62
42.9735
0.7515
2
3
20
67.83
ClC1=C(C=C)C=CNC1=O
C=Cc1cc[nH]c(=O)c1Cl
false
CCC1CCCC(C)C1C
O=c1cccc[nH]1
155.584
42.1637
1.6713
1
1
16
32.86
NC1=CC(C=C)=C(S1)C=C
C=Cc1cc(N)sc1C=C
false
CCC1CC(C)CC1CC
c1ccsc1
151.234
48.9134
2.6163
2
1
19
26.02
ClC1=CN2CCNN2C1=O
O=c1c(Cl)cn2n1NCC2
false
CC1CC2CCCC2C1C
O=c1ccn2n1NCC2
159.576
37.9297
-0.1397
4
1
16
38.96
CCC1=NC(=NS1)[N+]([O-])=O
CCc1nc([N+](=O)[O-])ns1
false
CCC1CCC(C(C)C)C1
c1ncsn1
159.17
35.9414
1.0087
5
0
15
68.92
C=CC1COS(=O)(=O)OC1
C=CC1COS(=O)(=O)OC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)OCCCO1
164.182
34.5108
0.0802
4
0
18
52.6
C=C1NS(=O)(=O)C(=C1)C#N
C=C1C=C(C#N)S(=O)(=O)N1
false
CCC1CC(C)CC1(C)C
C=C1C=CS(=O)(=O)N1
156.166
34.8915
-0.15942
3
1
14
69.96
C=CC1=CNC2=C1N=NS2
C=Cc1c[nH]c2snnc12
false
CCC1CCC2CCCC12
c1cc2nnsc2[nH]1
151.194
41.8567
1.6624
3
1
15
41.57
NC1=C(Cl)C2=C(OC=C2)O1
Nc1oc2occc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ccoc2o1
157.556
37.9024
2.2614
3
1
14
52.3
O=S1(=O)CC2NC2(C1)C#N
N#CC12CS(=O)(=O)CC1N2
false
CCC12CC1CC(C)(C)C2
O=S1(=O)CC2NC2C1
158.182
33.9215
-1.35102
4
1
16
79.87
COC1CC2=C(C1)C=NS2
COC1Cc2cnsc2C1
false
CCC1CC2CCCC2C1
c1nsc2c1CCC2
155.222
40.319
1.2567
3
0
19
22.12
CC#CCN(C=O)C(N)=S
CC#CCN(C=O)C(N)=S
true
CCCCC(CC)C(C)C
156.21
43.0054
-0.2883
2
1
18
46.33
CC1NS(=O)(=O)C(=C)C=C1
C=C1C=CC(C)NS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1C=CCNS1(=O)=O
159.21
39.7975
0.3778
2
1
19
46.17
CC(OC=C)S(=O)(=O)C#C
C#CS(=O)(=O)C(C)OC=C
false
CCCC(C)C(C)(C)CC
160.194
38.4968
0.498
3
0
18
43.37
COCS(=O)(=O)C=CC=O
COCS(=O)(=O)C=CC=O
true
CCCCC(C)(C)CCC
164.182
35.9998
-0.2823
4
0
18
60.44
CC=COCC1=NN=CS1
CC=COCc1nncs1
false
CCCCCC1CCCC1
c1nncs1
156.21
39.512
1.5883
4
0
18
35.01
O=C1NC2=C(C=CS2)C1=O
O=C1Nc2sccc2C1=O
false
CC1CC2CCCC2C1C
O=C1Nc2sccc2C1=O
153.162
37.2792
0.8829
3
1
13
46.17
CC1(C)NC(N)=CS1(=O)=O
CC1(C)NC(N)=CS1(=O)=O
true
CC1CC(C)(C)C(C)(C)C1
O=S1(=O)C=CNC1
162.214
38.4049
-0.5019
4
2
20
72.19
CCC(C)(N)C1=CSN=N1
CCC(C)(N)c1csnn1
false
CCC(C)(C)C1CCCC1
c1csnn1
157.242
41.7394
1.122
4
1
21
51.8
CC1C2NC(=S)NC1C2O
CC1C2NC(=S)NC1C2O
true
CC1CC2C(C)C(C1)C2C
S=C1NC2CC(C2)N1
158.226
41.6162
-0.7881
2
3
20
44.29