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=NNC=CS(O)(=O)=O
CC=NNC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
164.186
37.9903
-0.0593
4
2
18
78.76
O1C=CN=C1C1=CN=NS1
c1coc(-c2cnns2)n1
false
C1CCC(C2CCCC2)C1
c1coc(-c2cnns2)n1
153.166
35.406
1.1931
5
0
13
51.81
OC1C(=N)NS(=O)(=O)C1=C
C=C1C(O)C(=N)NS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1CC(=N)NS1(=O)=O
162.17
34.929
-1.22873
4
3
16
90.25
CC(CC1=NC=CS1)C#N
CC(C#N)Cc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
152.222
40.595
1.84528
3
0
18
36.68
NCC(=C)C#CS(O)(=O)=O
C=C(C#CS(=O)(=O)O)CN
false
CCC(C)CCC(C)(C)C
161.182
37.519
-0.65
3
2
17
80.39
CN1CCS(=O)(=O)OC1=N
CN1CCS(=O)(=O)OC1=N
true
CC1CCC(C)(C)CC1C
N=C1NCCS(=O)(=O)O1
164.186
35.2285
-0.78703
4
1
18
70.46
CCC1=CN2C=NSC2=N1
CCc1cn2cnsc2n1
false
CCC1CC2CCCC2C1
c1cn2cnsc2n1
153.21
40.242
1.3532
4
0
17
30.19
CC(C)(C=NO)S(N)(=O)=O
CC(C)(C=NO)S(N)(=O)=O
true
CCCC(C)(C)C(C)(C)C
166.202
37.4647
-0.4865
4
2
20
92.75
CC1=C(SN=C1)C(=O)C=C
C=CC(=O)c1sncc1C
false
CCC(C)C1CCCC1C
c1cnsc1
153.206
41.3785
1.82022
3
0
17
29.96
CC1=COC2=C1N=C(N)S2
Cc1coc2sc(N)nc12
false
CC1CC2CCC(C)C2C1
c1cc2ncsc2o1
154.194
41.0354
1.77992
4
1
16
52.05
C1NC2=CSN=C2C2OC12
c1snc2c1NCC1OC21
false
C1CC2CCC3CC3C2C1
c1snc2c1NCC1OC21
154.194
38.2177
1.0085
4
1
16
37.45
CC1(C)CS(=O)(=O)C1(C)O
CC1(C)CS(=O)(=O)C1(C)O
true
CC1(C)CC(C)(C)C1(C)C
O=S1(=O)CCC1
164.226
38.1916
0.1495
3
1
22
54.37
C=C1CC2=C(SC=N2)C1=C
C=C1Cc2ncsc2C1=C
false
CC1CC2CCCC2C1C
C=C1Cc2ncsc2C1=C
149.218
43.992
2.2686
2
0
17
12.89
COC1CCNNS1(=O)=O
COC1CCNNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCNN1
166.202
35.4722
-1.2134
4
2
20
67.43
NN1CC2=NSC=C2C1=O
NN1Cc2nscc2C1=O
false
CC1CC2CCCC2C1C
O=C1NCc2nscc21
155.182
36.1749
-0.0274
4
1
15
59.22
CCC#CC1=CSC(C)=C1
CCC#Cc1csc(C)c1
false
CCCCC1CCC(C)C1
c1ccsc1
150.246
46.225
2.81802
1
0
20
0
OCC1=CCC2=NSN=C12
OCC1=CCc2nsnc21
false
CCC1CCC2CCCC12
C1=Cc2nsnc2C1
154.194
38.6758
0.4699
4
1
16
46.01
OC12CCC(C=C1)S2(=O)=O
O=S1(=O)C2C=CC1(O)CC2
false
CC12CCC(CC1)C2(C)C
O=S1(=O)C2C=CC1CC2
160.194
36.0316
-0.178
3
1
18
54.37
CC1=C(OCC=C)C=NS1
C=CCOc1cnsc1C
false
CCCCC1CCCC1C
c1cnsc1
155.222
42.543
2.01632
3
0
19
22.12
NC1=C(Cl)C(=CN1O)C#C
C#Cc1cn(O)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
156.572
38.9739
0.9423
3
2
15
51.18
NC1=CN(CC=O)C(=N)S1
N=c1sc(N)cn1CC=O
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
157.198
38.6401
-0.18983
5
2
17
71.87
NN1N=CC(Cl)=C1CC#C
C#CCc1c(Cl)cnn1N
false
CCCC1C(C)CCC1C
c1cn[nH]c1
155.588
39.9244
0.426
3
1
16
43.84
CNN=C1OC=C(CN)S1
CNN=c1occ(CN)s1
false
CCCC1CCC(CC)C1
N=c1occs1
159.214
39.0991
-0.1651
5
2
19
63.55
CC1=C(SN=C1C#C)C#C
C#Cc1nsc(C#C)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
147.202
42.721
1.41412
2
0
15
12.89
CC(C)NC1=CN=C(N)S1
CC(C)Nc1cnc(N)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
157.242
45.2851
1.5456
4
2
21
50.94
NCC=C1CCS(=O)(=O)O1
NCC=C1CCS(=O)(=O)O1
true
CCCC1CCC(C)(C)C1
C=C1CCS(=O)(=O)O1
163.198
36.6262
-0.4209
4
1
19
69.39
CC(CO)NS(=O)(=O)CN
CC(CO)NS(=O)(=O)CN
true
CCC(C)CC(C)(C)CC
168.218
37.6577
-1.7972
4
3
22
92.42
NCC1CC(C1)S(O)(=O)=O
NCC1CC(S(=O)(=O)O)C1
false
CCC1CC(C(C)(C)C)C1
C1CCC1
165.214
37.115
-0.3885
3
2
21
80.39
CC1=CSN(N2CC2)C1=O
Cc1csn(N2CC2)c1=O
false
CC1CCC(C2CC2)C1C
O=c1ccsn1N1CC1
156.21
41.267
0.16982
4
0
18
25.01
C1NNC2=NSC=C2C=C1
C1=Cc2csnc2NNC1
false
C1CCC2CCCC2CC1
C1=Cc2csnc2NNC1
153.21
42.7734
1.0864
4
2
17
36.95
CC(O)CCC1=NN=NS1
CC(O)CCc1nnns1
false
CC(C)CCC1CCCC1
c1nnns1
159.214
37.7058
0.2465
5
1
19
58.9
CCC1=CN=C(S1)C=NO
CCc1cnc(C=NO)s1
false
CCCC1CCC(CC)C1
c1cscn1
156.21
40.8725
1.5136
4
1
18
45.48
NCC1=C(N)SC(C=C)=N1
C=Cc1nc(CN)c(N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
155.226
44.5088
0.827
4
2
19
64.93
NCC(C=C)C1=NN=CS1
C=CC(CN)c1nncs1
false
CCC(CC)C1CCCC1
c1nncs1
155.226
41.9014
0.7664
4
1
19
51.8
CC(C)(O)S(=O)(=O)C(N)=N
CC(C)(O)S(=O)(=O)C(=N)N
false
CC(C)C(C)(C)C(C)(C)C
166.202
37.1317
-0.97693
4
3
20
104.24
CC(C#C)S(=O)(=O)C1CC1
C#CC(C)S(=O)(=O)C1CC1
false
CCC(C)C(C)(C)C1CC1
C1CC1
158.222
40.2368
0.5853
2
0
20
34.14
CC1OCC2OS(=O)(=O)C12
CC1OCC2OS(=O)(=O)C12
true
CC1CCC2CC(C)(C)C12
O=S1(=O)OC2COCC21
164.182
32.9948
-0.4977
4
0
18
52.6
O=S1(=O)C=CC2CC12C#C
C#CC12CC1C=CS2(=O)=O
false
CCC12CC1CCC2(C)C
O=S1(=O)C=CC2CC21
154.19
37.7308
0.3204
2
0
16
34.14
CC1=CC2CC(O1)S2(=O)=O
CC1=CC2CC(O1)S2(=O)=O
true
CC1CC2CC(C1)C2(C)C
O=S1(=O)C2C=COC1C2
160.194
35.9548
0.4336
3
0
18
43.37
CC1=C(Cl)C(C)=C(S1)C=C
C=Cc1sc(C)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
172.68
48.894
3.66134
1
0
19
0
S=C1NCC(ON1)C1CC1
S=C1NCC(C2CC2)ON1
false
CC1CCC(C2CC2)CC1
S=C1NCC(C2CC2)ON1
158.226
41.3334
0.1743
2
2
20
33.29
COC1C=CC(=C)S1(=O)=O
C=C1C=CC(OC)S1(=O)=O
false
CCC1CCC(C)C1(C)C
C=C1C=CCS1(=O)=O
160.194
37.9968
0.4572
3
0
18
43.37
N=C1CC2NC2S(=O)(=O)N1
N=C1CC2NC2S(=O)(=O)N1
true
CC1CC2CC2C(C)(C)C1
N=C1CC2NC2S(=O)(=O)N1
161.186
35.1109
-1.41533
4
3
17
91.96
C#CC1=CN2SC=NC2=N1
C#Cc1cn2scnc2n1
false
CCC1CC2CCCC2C1
c1cn2scnc2n1
149.178
38.799
0.7721
4
0
13
30.19
O=S(=O)(CN1CC1)C1CO1
O=S(=O)(CN1CC1)C1CO1
true
CC(C)(CC1CC1)C1CC1
O=S(=O)(CN1CC1)C1CO1
163.198
35.0998
-0.9694
4
0
19
49.68
OC1=C(CCC#C)C=CS1
C#CCCc1ccsc1O
false
CCCCC1CCCC1C
c1ccsc1
152.218
43.1378
2.0195
2
1
18
20.23
OCC1NC1C1=NC=CS1
OCC1NC1c1nccs1
false
CCC1CC1C1CCCC1
c1csc(C2CN2)n1
156.21
38.8645
0.1483
4
2
18
55.06
O=S1(=O)CNC1C=CC#C
C#CC=CC1NCS1(=O)=O
false
CCCCC1CCC1(C)C
O=S1(=O)CNC1
157.194
38.6835
-0.5226
3
1
17
46.17
CCC1=NSN=C1C1CN1
CCc1nsnc1C1CN1
false
CCC1CCCC1C1CC1
c1nsnc1C1CN1
155.226
40.0307
0.7448
4
1
19
47.72
CC(N)=CS(=O)(=O)NN=C
C=NNS(=O)(=O)C=C(C)N
false
CCCC(C)(C)CC(C)C
163.202
39.5489
-0.6586
4
2
19
84.55
C=CN1SC(=NC=O)N=C1
C=Cn1cnc(=NC=O)s1
false
CCCC1CCC(CC)C1
N=c1nc[nH]s1
155.182
38.118
0.1022
4
0
15
47.25
OS(=O)(=O)C(C=C)=CC=C
C=CC=C(C=C)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
160.194
40.0256
1.1301
2
1
18
54.37
C=CC1CN1C1=NSC=N1
C=CC1CN1c1ncsn1
false
CCC1CC1C1CCCC1
c1nc(N2CC2)ns1
153.21
41.24
0.9127
4
0
17
28.79
OCC1=C(NC=C1Cl)C=C
C=Cc1[nH]cc(Cl)c1CO
false
CCC1CCC(C)C1CC
c1cc[nH]c1
157.6
41.8165
1.8034
1
2
18
36.02
CCC1(CC1O)S(N)(=O)=O
CCC1(S(N)(=O)=O)CC1O
false
CCC1(C(C)(C)C)CC1C
C1CC1
165.214
36.753
-0.8117
3
2
21
80.39
CC(CO)C1=NC(O)=CS1
CC(CO)c1nc(O)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
159.21
39.2796
0.9445
4
2
19
53.35
CC(=C)OC1=C(O)SN=C1
C=C(C)Oc1cnsc1O
false
CC(C)CC1CCCC1C
c1cnsc1
157.194
39.2208
1.7611
4
1
17
42.35
CC(CO)C1CCS1(=O)=O
CC(CO)C1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCC1
164.226
38.4416
-0.1981
3
1
22
54.37
CC1=CC(SN1C=O)=NN
Cc1cc(=NN)sn1C=O
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
157.198
38.9449
-0.32928
5
1
17
60.38
CCOC1=NSN=C1C=C
C=Cc1nsnc1OCC
false
CCCC1CCCC1CC
c1cnsn1
156.21
41.169
1.5798
4
0
18
35.01
C=CN1CC2CN2S1(=O)=O
C=CN1CC2CN2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)NCC2CN21
160.198
36.3168
-0.6255
2
0
18
40.39
NCC1=CC2=C(O1)SC=C2
NCc1cc2ccsc2o1
false
CCC1CC2CCCC2C1
c1cc2ccsc2o1
153.206
41.9824
1.953
3
1
17
39.16
OC=C1COC2=NSC=C12
OC=C1COc2nscc21
false
CCC1CCC2CCCC12
C=C1COc2nscc21
155.178
38.2148
1.4344
4
1
15
42.35
CC(O)CS(=O)(=O)N1CC1
CC(O)CS(=O)(=O)N1CC1
true
CC(C)CC(C)(C)C1CC1
C1CN1
165.214
37.0406
-0.9874
3
1
21
57.38
COC1=NC2=C(CC=C2)S1
COc1nc2c(s1)CC=C2
false
CCC1CC2CCCC2C1
C1=Cc2ncsc2C1
153.206
41.404
1.721
3
0
17
22.12
CCC1=NC2=C(O1)N=NS2
CCc1nc2snnc2o1
false
CCC1CC2CCCC2C1
c1nc2snnc2o1
155.182
36.854
1.2417
5
0
15
51.81
CCC1=CCC2=C1N=NS2
CCC1=CCc2snnc21
false
CCC1CCC2CCCC12
C1=Cc2nnsc2C1
152.222
41.881
1.8876
3
0
18
25.78
OC1CS(=O)(=O)C=C1C#C
C#CC1=CS(=O)(=O)CC1O
false
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCC1
158.178
36.7096
-0.7072
3
1
16
54.37
CC1C(=C)CONS1(=O)=O
C=C1CONS(=O)(=O)C1C
false
CC1CCCC(C)(C)C1C
C=C1CONS(=O)(=O)C1
163.198
36.6095
-0.2043
3
1
19
55.4
NN1C=CCC(=O)NC1=S
NN1C=CCC(=O)NC1=S
true
CC1CCCC(C)C(C)C1
O=C1CC=CNC(=S)N1
157.198
40.5241
-0.5194
3
2
17
58.36
ON=C1C=CS(=O)(=O)C1=C
C=C1C(=NO)C=CS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1C(=N)C=CS1(=O)=O
159.166
36.4213
0.2724
4
1
15
66.73
NS(=O)(=O)C#CCCC=O
NS(=O)(=O)C#CCCC=O
true
CCCCCCC(C)(C)C
161.182
36.1812
-0.7851
3
1
17
77.23
CC1(CCO)CS(=O)(=O)O1
CC1(CCO)CS(=O)(=O)O1
true
CCCC1(C)CC(C)(C)C1
O=S1(=O)CCO1
166.198
34.9796
-0.5125
4
1
20
63.6
N=C1NC(CNC=O)=CS1
N=c1[nH]c(CNC=O)cs1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.198
37.4281
-0.19833
3
3
17
68.74
CNC(=N)C1=C(O)N=CS1
CNC(=N)c1scnc1O
false
CCC(C)C1CCCC1C
c1cscn1
157.198
39.6672
0.39347
4
3
17
69
CC(O)C(N)C1=NSN=C1
CC(O)C(N)c1cnsn1
false
CC(C)C(C)C1CCCC1
c1cnsn1
159.214
38.5182
-0.0813
5
2
19
72.03
OC1CC(C1)S(=O)(=O)C=C
C=CS(=O)(=O)C1CC(O)C1
false
CCC(C)(C)C1CC(C)C1
C1CCC1
162.21
38.1456
0.068
3
1
20
54.37
CS(=O)(=O)C(=O)C1CNC1
CS(=O)(=O)C(=O)C1CNC1
true
CC(C1CCC1)C(C)(C)C
C1CNC1
163.198
36.2105
-1.223
4
1
19
63.24
CCOC1=C(C=C)N=NS1
C=Cc1nnsc1OCC
false
CCCC1CCCC1CC
c1csnn1
156.21
41.169
1.5798
4
0
18
35.01
O=S1(=O)CC2CC1(C2)C#C
C#CC12CC(C1)CS2(=O)=O
false
CCC12CC(CC1(C)C)C2
O=S1(=O)CC2CC1C2
156.206
38.0748
0.1968
2
0
18
34.14
CC1(CNS1(=O)=O)C(N)=N
CC1(C(=N)N)CNS1(=O)=O
false
CC(C)C1(C)CCC1(C)C
O=S1(=O)CCN1
163.202
37.2416
-1.38593
3
3
19
96.04
CONS(=O)(=O)C1(C)CN1
CONS(=O)(=O)C1(C)CN1
true
CCCC(C)(C)C1(C)CC1
C1CN1
166.202
35.4722
-1.2134
4
2
20
77.34
NCCC1=CC=C(S1)C#C
C#Cc1ccc(CCN)s1
false
CCCC1CCC(CC)C1
c1ccsc1
151.234
45.0124
1.2306
2
1
19
26.02
OC1C(C=C)C1S(O)(=O)=O
C=CC1C(O)C1S(=O)(=O)O
false
CCC1C(C)C1C(C)(C)C
C1CC1
164.182
35.0304
-0.5805
3
2
18
74.6
C=C1CN2CC(C2)S1(=O)=O
C=C1CN2CC(C2)S1(=O)=O
true
CC1CC2CC(C2)C1(C)C
C=C1CN2CC(C2)S1(=O)=O
159.21
38.2878
-0.3873
3
0
19
37.38
CC1=CC2=C(Cl)C(O)=C1S2
Cc1cc2sc1c(O)c2Cl
false
CC1CC2CC1C(C)C2C
c1cc2ccc1s2
172.636
44.4228
3.00652
2
1
15
20.23
CN1CC1CC1=CN=NS1
CN1CC1Cc1cnns1
false
CC1CC1CC1CCCC1
c1nnsc1CC1CN1
155.226
40.031
0.3946
4
0
19
28.79
CC1N2C(=S)NC(C)C12C
CC1NC(=S)N2C(C)C12C
false
CC1CC(C)C2(C)C(C)C12
S=C1NCC2CN12
156.254
44.9017
0.7258
1
1
22
15.04
COC1=C(SC(=O)N1)C=C
C=Cc1sc(=O)[nH]c1OC
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
157.194
41.5827
1.088
3
1
17
42.09
C1OC2CC1C1=C2N=CS1
c1nc2c(s1)C1COC2C1
false
C1CC2C3CCC(C3)C2C1
c1nc2c(s1)C1COC2C1
153.206
38.165
1.7017
3
0
17
22.12
N1C=C2C3=CSC=C3C2=N1
c1scc2c1-c1c[nH]nc1-2
false
C1CC2C(C1)C1CCCC21
c1scc2c1-c1c[nH]nc1-2
148.19
40.8947
2.1186
2
1
14
28.68
CCOCC1=C(O)C=NS1
CCOCc1sncc1O
false
CCCCC1CCCC1C
c1cnsc1
159.21
39.1088
1.3852
4
1
19
42.35
CNCCC1=C(O)SN=N1
CNCCc1nnsc1O
false
CCCCC1CCCC1C
c1csnn1
159.214
39.2045
0.0056
5
2
19
58.04
O=S1(=O)NCC2C=CC=C12
O=S1(=O)NCC2C=CC=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)NCC2C=CC=C21
157.194
37.6355
-0.0107
2
1
17
46.17
CC1OC1(C#C)S(O)(=O)=O
C#CC1(S(=O)(=O)O)OC1C
false
CCC1(C(C)(C)C)CC1C
C1CO1
162.166
33.6596
-0.3776
3
1
16
66.9
CC(CO)C1=NC(=N)NS1
CC(CO)c1nc(=N)[nH]s1
false
CCC(C)C1CCC(C)C1
N=c1ncs[nH]1
159.214
37.8202
0.04647
4
3
19
72.76
CC(NS(N)(=O)=O)C(C)=O
CC(=O)C(C)NS(N)(=O)=O
false
CC(C)C(C)CC(C)(C)C
166.202
36.3859
-1.243
3
2
20
89.26
CNC=CC1=C(Cl)C=CO1
CNC=Cc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
157.6
41.8117
2.1231
2
1
18
25.17
CCC(CO)=CS(C)(=O)=O
CCC(=CS(C)(=O)=O)CO
false
CCC(CC)CC(C)(C)C
164.226
40.3036
0.3172
3
1
22
54.37
CCC(C)OS(=O)(=O)C#C
C#CS(=O)(=O)OC(C)CC
false
CCC(C)CC(C)(C)CC
162.21
38.5908
0.722
3
0
20
43.37