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
CN=C1NC=C(S1)C(C)C
CN=c1[nH]cc(C(C)C)s1
false
CCC1CCC(C(C)C)C1
N=c1[nH]ccs1
156.254
44.2457
1.7301
2
1
22
28.15
O=CC1CCS(=O)(=O)NN1
O=CC1CCS(=O)(=O)NN1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCCNN1
164.186
34.5272
-1.6184
4
2
18
75.27
C=CC1=C(NC=O)N=NS1
C=Cc1snnc1NC=O
false
CCCC1CCCC1CC
c1csnn1
155.182
39.6867
0.7494
4
1
15
54.88
CS(=O)(=O)C=C(N)CC#N
CS(=O)(=O)C=C(N)CC#N
true
CCCC(C)CC(C)(C)C
160.198
37.3442
-0.25522
4
1
18
83.95
COC1=C2N=CN=C2SN1
COc1[nH]sc2ncnc1-2
false
CCC1CCC2CCCC12
c1nc2c[nH]sc-2n1
155.182
37.4337
0.9796
4
1
15
50.8
CC(C)=CC1CS(=O)(=O)O1
CC(C)=CC1CS(=O)(=O)O1
true
CC(C)CC1CC(C)(C)C1
O=S1(=O)CCO1
162.21
38.0908
0.6812
3
0
20
43.37
NCC1=NSN=C1[N+]([O-])=O
NCc1nsnc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1cnsn1
160.158
34.4548
-0.095
6
1
14
94.94
CC(C)(N=CN)S(C)(=O)=O
CC(C)(N=CN)S(C)(=O)=O
true
CCCC(C)(C)C(C)(C)C
164.23
41.6022
-0.2459
3
1
22
72.52
COC(C)=CS(=O)(=O)OC
COC(C)=CS(=O)(=O)OC
true
CCC(C)CC(C)(C)CC
166.198
36.6948
0.4703
4
0
20
52.6
CCN1C(=N)SC(N)=C1C
CCn1c(C)c(N)sc1=N
false
CCC1C(C)CC(C)C1C
N=c1[nH]ccs1
157.242
42.9871
0.93959
4
2
21
54.8
N=C1SN=C2C=CCCN12
N=c1snc2n1CCC=C2
false
CC1CCC2CCCCC12
N=c1snc2n1CCC=C2
153.21
39.6097
0.84097
4
1
17
41.67
CC1=C2CC(CN)C2=CS1
Cc1scc2c1CC2CN
false
CCC1CC2C(C)CCC12
c1scc2c1CC2
153.25
44.5554
1.65492
2
1
21
26.02
CC1CNS(=O)(=O)C1CN
CC1CNS(=O)(=O)C1CN
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCCN1
164.23
38.9289
-1.1172
3
2
22
72.19
CCCC1=CC(OC)=CS1
CCCc1cc(OC)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
156.25
44.866
2.7092
2
0
22
9.23
COC1C=C(C)CS1(=O)=O
COC1C=C(C)CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)CC=CC1
162.21
38.3408
0.3336
3
0
20
43.37
CC1=C(CO)SC(=N)N1N
Cc1c(CO)sc(=N)n1N
false
CCC1CC(C)C(C)C1C
N=c1[nH]ccs1
159.214
38.9739
-0.45641
5
3
19
75.03
O=C1NC=C(S1)C1COC1
O=c1[nH]cc(C2COC2)s1
false
CC1CCC(C2CCC2)C1
O=c1[nH]cc(C2COC2)s1
157.194
38.4997
0.5502
3
1
17
42.09
NC1=NC2=C(S1)C1NC1C2
Nc1nc2c(s1)C1NC1C2
false
CC1CC2CC3CC3C2C1
c1nc2c(s1)C1NC1C2
153.21
39.8951
0.2943
4
2
17
60.85
CCS(=O)(=O)C1(C)NC1C
CCS(=O)(=O)C1(C)NC1C
true
CCC(C)(C)C1(C)CC1C
C1CN1
163.242
40.4635
0.129
3
1
23
56.08
CN1N=CC(Cl)=C1CC#C
C#CCc1c(Cl)cnn1C
false
CCCC1C(C)CCC1C
c1cn[nH]c1
154.6
40.755
1.2492
2
0
17
17.82
CCCC1=CSC(N)=C1C
CCCc1csc(N)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
155.266
47.4634
2.59122
2
1
23
26.02
O=C1SC2=C(S1)C1NC1C2
O=c1sc2c(s1)C1NC1C2
false
CC1CC2CC3CC3C2C1
O=c1sc2c(s1)C1NC1C2
171.246
41.8347
0.7388
4
1
15
39.01
CC(C)C(C)=NNC(N)=S
CC(=NNC(N)=S)C(C)C
false
CC(C)CCC(C)C(C)C
159.258
47.8681
0.8515
2
2
23
50.41
NC1=CS(=O)(=O)OCC1=C
C=C1COS(=O)(=O)C=C1N
false
CC1CCC(C)(C)CC1C
C=C1C=CS(=O)(=O)OC1
161.182
36.2822
-0.2973
4
1
17
69.39
N#CC1CN1C1=NN=CS1
N#CC1CN1c1nncs1
false
CCC1CC1C1CCCC1
c1nnc(N2CC2)s1
152.182
36.656
0.25028
5
0
14
52.58
ClC1=C2C=CCCN2C=C1
Clc1ccn2c1C=CCC2
false
CC1CCC2CCCCC12
C1=Cc2cccn2CC1
153.612
43.093
2.5584
1
0
18
4.93
CC1OC=CN(N)S1(=O)=O
CC1OC=CN(N)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)COC=CN1
164.186
34.6332
-0.6607
4
1
18
72.63
NC1=C2C(=O)N=CC2=CS1
Nc1scc2c1C(=O)N=C2
false
CC1CCC2CCC(C)C12
O=C1N=Cc2cscc21
152.178
40.6559
0.903
3
1
14
55.45
S=C1NN=C(C#N)C2CN12
N#CC1=NNC(=S)N2CC12
false
CCC1CCC(C)C2CC12
S=C1NN=CC2CN12
152.182
39.2757
-0.56172
3
1
14
51.19
CC1=CC(O)=C(S1)C(N)=N
Cc1cc(O)c(C(=N)N)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
156.21
41.7369
1.04619
3
3
18
70.1
CC1C(C)C1C1=NC=NS1
CC1C(C)C1c1ncns1
false
CC1C(C)C1C1CCCC1
c1nsc(C2CC2)n1
154.238
40.978
1.9075
3
0
20
25.78
CC#CCC1=NC=C(N)S1
CC#CCc1ncc(N)s1
false
CCCCC1CCC(C)C1
c1cscn1
152.222
43.6804
1.2911
3
1
18
38.91
OC1CC2=C(SC=N2)C1=O
O=C1c2scnc2CC1O
false
CC1CC2CCCC2C1C
O=C1CCc2ncsc21
155.178
36.1553
0.2428
4
1
15
50.19
CCOS(=O)(=O)NC1CC1
CCOS(=O)(=O)NC1CC1
true
CCCC(C)(C)CC1CC1
C1CC1
165.214
36.7035
0.0197
3
1
21
55.4
CC1(CCO)CS(=O)(=O)N1
CC1(CCO)CS(=O)(=O)N1
true
CCCC1(C)CC(C)(C)C1
O=S1(=O)CCN1
165.214
37.0303
-0.9395
3
2
21
66.4
CCC=CC1=NNC(=O)S1
CCC=Cc1n[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ncs1
156.21
42.0597
1.2546
3
1
18
45.75
O=S1(=O)NNCC2NCC12
O=S1(=O)NNCC2NCC21
false
CC1(C)CCCC2CCC21
O=S1(=O)NNCC2NCC21
163.202
35.6369
-2.2356
4
3
19
70.23
CCC1OS(=O)(=O)CC1=C
C=C1CS(=O)(=O)OC1CC
false
CCC1CC(C)(C)CC1C
C=C1COS(=O)(=O)C1
162.21
38.0908
0.6812
3
0
20
43.37
CNC1=C(Cl)C=C(OC)S1
CNc1sc(OC)cc1Cl
false
CCC1CC(C)C(CC)C1
c1ccsc1
177.656
45.4277
2.4518
3
1
18
21.26
OC1CCS(=O)(=O)C1C=O
O=CC1C(O)CCS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)CCCC1
164.182
34.2626
-1.2667
4
1
18
71.44
CC12CC1CNN2C(N)=S
CC12CC1CNN2C(N)=S
true
CC(C)C1CCC2CC21C
C1NNC2CC12
157.242
43.1391
-0.1712
2
2
21
41.29
C=CC1N(CS1(=O)=O)N=C
C=CC1N(N=C)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CNC1
160.198
39.1598
-0.198
4
0
18
49.74
CC1CN(C)C(=S)N(C)C1
CC1CN(C)C(=S)N(C)C1
true
CC1CC(C)C(C)C(C)C1
S=C1NCCCN1
158.27
47.022
0.7846
1
0
24
6.48
CCS(=O)(=O)OC1COC1
CCS(=O)(=O)OC1COC1
true
CCC(C)(C)CC1CCC1
C1COC1
166.198
35.1528
-0.2485
4
0
20
52.6
CC(CO)S(=O)(=O)C1CO1
CC(CO)S(=O)(=O)C1CO1
true
CCC(C)C(C)(C)C1CC1
C1CO1
166.198
35.2076
-0.8617
4
1
20
66.9
N=C1NC=C(C#N)S1(=O)=O
N#CC1=CNC(=N)S1(=O)=O
false
CCC1CCC(C)C1(C)C
N=C1NC=CS1(=O)=O
157.154
33.4782
-0.69585
4
2
13
93.81
C=C1N=CNC(=S)N2CC12
C=C1N=CNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
C=C1N=CNC(=S)N2CC12
153.21
43.8597
0.1007
2
1
17
27.4
CCC1(C)NC(=S)NC1=C
C=C1NC(=S)NC1(C)CC
false
CCC1(C)CC(C)CC1C
C=C1CNC(=S)N1
156.254
46.7054
1.1465
1
2
22
24.06
CC1CCN2SC=CC2=N1
CC1CCN2SC=CC2=N1
true
CC1CCC2CCCC2C1
C1=CC2=NCCCN2S1
154.238
44.951
1.6546
3
0
20
15.6
CC1CC(O1)C1=NSN=C1
CC1CC(c2cnsn2)O1
false
CC1CC(C2CCCC2)C1
c1nsnc1C1CCO1
156.21
37.814
1.388
4
0
18
35.01
C=C1OC=CC2=NSN=C12
C=C1OC=Cc2nsnc21
false
CC1CCCC2CCCC12
C=C1OC=Cc2nsnc21
152.178
39.062
1.5097
4
0
14
35.01
O=S1(=O)C2CC3CC1N2C3
O=S1(=O)C2CC3CC1N2C3
true
CC1(C)C2CC3CC2C1C3
O=S1(=O)C2CC3CC1N2C3
159.21
35.9258
-0.2074
3
0
19
37.38
CC(C=O)C1=NC(=N)SN1
CC(C=O)c1nc(=N)s[nH]1
false
CCC(C)C1CCC(C)C1
N=c1nc[nH]s1
157.198
36.7984
0.25307
4
2
17
69.6
O=S1(=O)OC2CCOCC12
O=S1(=O)OC2CCOCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)OC2CCOCC21
164.182
33.0168
-0.4961
4
0
18
52.6
CN1C=C(C=O)C(Cl)=C1O
Cn1cc(C=O)c(Cl)c1O
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.572
37.4753
1.1966
3
1
16
42.23
CNC(=O)CC1=CSC=N1
CNC(=O)Cc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
156.21
39.8847
0.4316
3
1
18
41.99
O=CNCCC1=CSN=N1
O=CNCCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
157.198
37.6797
-0.1734
4
1
17
54.88
CC1=CC(Cl)=CN1CC#N
Cc1cc(Cl)cn1CC#N
false
CCCC1CC(C)CC1C
c1cc[nH]c1
154.6
39.792
1.9735
2
0
17
28.72
CC(C(=O)C=C)S(N)(=O)=O
C=CC(=O)C(C)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
163.198
37.7732
-0.5815
3
1
19
77.23
CC1=CC(=O)C=CS1(=O)=O
CC1=CC(=O)C=CS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
O=C1C=CS(=O)(=O)C=C1
158.178
36.8238
0.4014
3
0
16
51.21
ClC1=CN2C(CC2=C1)C=C
C=CC1Cc2cc(Cl)cn21
false
CCC1CC2CC(C)CC12
c1cc2n(c1)CC2
153.612
42.38
2.4247
1
0
18
4.93
CC(=CO)C1=CSN=C1N
CC(=CO)c1csnc1N
false
CCC(C)C1CCCC1C
c1cnsc1
156.21
42.8062
1.6441
4
2
18
59.14
CC(C)(C)NC1=CSC=N1
CC(C)(C)Nc1cscn1
false
CC(C)(C)CC1CCCC1
c1cscn1
156.254
45.4897
2.3535
3
1
22
24.92
COCCS(=O)(=O)C(C)C
COCCS(=O)(=O)C(C)C
true
CCCCC(C)(C)C(C)C
166.242
40.7988
0.456
3
0
24
43.37
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
165.214
38.795
-0.7881
3
2
21
80.39
CC12CC1C(O)CS2(=O)=O
CC12CC1C(O)CS2(=O)=O
true
CC1CC(C)(C)C2(C)CC12
O=S1(=O)CCC2CC21
162.21
36.3056
-0.4457
3
1
20
54.37
CC1C2C(N)C2OS1(=O)=O
CC1C2C(N)C2OS1(=O)=O
true
CC1C2CC(C)(C)C(C)C12
O=S1(=O)CC2CC2O1
163.198
34.7202
-0.9394
4
1
19
69.39
CC1NS(=O)(=O)COC=C1
CC1C=COCS(=O)(=O)N1
false
CC1CCCCC(C)(C)C1
O=S1(=O)COC=CCN1
163.198
36.6095
-0.2043
3
1
19
55.4
NCC1CC(O)S(=O)(=O)N1
NCC1CC(O)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCCN1
166.202
35.5217
-2.0448
4
3
20
92.42
CN1N=CC(NC1=S)C#C
C#CC1C=NN(C)C(=S)N1
false
CCC1CCC(C)C(C)C1
S=C1NCC=NN1
153.21
44.6097
-0.2061
2
1
17
27.63
CON1CCCCS1(=O)=O
CON1CCCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCCN1
165.214
36.7358
-0.0266
3
0
21
46.61
CC=C(C)C1=CSC(=N)N1
CC=C(C)c1csc(=N)[nH]1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
154.238
43.8494
1.97887
2
2
20
39.64
CC1=CSC(C=C)=C1C#N
C=Cc1scc(C)c1C#N
false
CCC1CCC(C)C1CC
c1ccsc1
149.218
43.862
2.5712
2
0
17
23.79
CC1C=COC1S(O)(=O)=O
CC1C=COC1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
C1=COCC1
164.182
34.7256
0.3803
3
1
18
63.6
C1CC2=CC3=C(SN=C3)N12
c1nsc2c1cc1n2CC1
false
C1CC2CC3CCC3C2C1
c1nsc2c1cc1n2CC1
150.206
41.314
1.6539
3
0
16
17.82
CCC1=CSN(OC)C1=N
CCc1csn(OC)c1=N
false
CCC1CCC(CC)C1C
N=c1ccs[nH]1
158.226
40.0457
0.64987
4
1
20
38.01
CNC1=C(C)N(C)C(=O)S1
CNc1sc(=O)n(C)c1C
false
CCC1CC(C)C(C)C1C
O=c1[nH]ccs1
158.226
43.8437
0.79692
4
1
20
34.03
O=S1(=O)CON=C(C1)C#C
C#CC1=NOCS(=O)(=O)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CC=NOC1
159.166
36.0068
-0.6219
4
0
15
55.73
N=C1C=CSN1CC1CC1
N=c1ccsn1CC1CC1
false
CC1CCCC1CC1CC1
N=c1ccsn1CC1CC1
154.238
40.8877
1.43907
3
1
20
28.78
CN1OC(C)=NN(C)C1=S
CC1=NN(C)C(=S)N(C)O1
false
CC1CC(C)C(C)C(C)C1
S=C1NN=CON1
159.214
42.318
0.4135
3
0
19
28.07
NCC(=CS(N)(=O)=O)C#C
C#CC(=CS(N)(=O)=O)CN
false
CCC(CC)CC(C)(C)C
160.198
39.0776
-1.2493
3
2
18
86.18
N=C1SNC=C1NCC#C
C#CCNc1c[nH]sc1=N
false
CCCCC1CCCC1C
N=c1cc[nH]s1
153.21
41.8471
0.60077
3
3
17
51.67
CC1(O)CC2OC2S1(=O)=O
CC1(O)CC2OC2S1(=O)=O
true
CC1(C)CC2CC2C1(C)C
O=S1(=O)CCC2OC21
164.182
32.8216
-0.7617
4
1
18
66.9
CCC1=C(SC=C1C)C=O
CCc1c(C)csc1C=O
false
CCC1CCC(C)C1CC
c1ccsc1
154.234
43.8215
2.43142
2
0
20
17.07
CN1SC(N)=C(CO)C1=N
Cn1sc(N)c(CO)c1=N
false
CCC1C(C)CC(C)C1C
N=c1ccs[nH]1
159.214
39.4799
-0.35943
5
3
19
75.03
CNC1=CC=C(Cl)C(Cl)=C1
CNc1ccc(Cl)c(Cl)c1
false
CCC1CCC(C)C(C)C1
c1ccccc1
176.046
46.0087
3.0351
1
1
17
12.03
O=S1(=O)OCC2(CC2)CO1
O=S1(=O)OCC2(CC2)CO1
true
CC1(C)CCC2(CC1)CC2
O=S1(=O)OCC2(CC2)CO1
164.182
32.4908
0.0582
4
0
18
52.6
ClC1=CSC2=C1CC1CN21
Clc1csc2c1CC1CN21
false
CC1CCC2C1CC1CC12
c1cc2c(s1)N1CC1C2
171.652
44.167
2.1462
2
0
16
3.01
CCN1CS(=O)(=O)C1C=C
C=CC1N(CC)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CNC1
161.226
40.1518
0.2063
3
0
21
37.38
CCC1=NOC(CN)=C1Cl
CCc1noc(CN)c1Cl
false
CCC1CCC(CC)C1C
c1cnoc1
160.604
38.7824
1.3491
3
1
19
52.05
CC1=C(C=C)C=CS1(=O)=O
C=CC1=C(C)S(=O)(=O)C=C1
false
CCC1CCC(C)(C)C1C
O=S1(=O)C=CC=C1
156.206
40.9568
1.3885
2
0
18
34.14
CC(N)CCC1=CN=CS1
CC(N)CCc1cncs1
false
CC(C)CCC1CCCC1
c1cscn1
156.254
44.0844
1.4229
3
1
22
38.91
CC(=O)NC1CCS1(=O)=O
CC(=O)NC1CCS1(=O)=O
true
CC(C)CC1CCC1(C)C
O=S1(=O)CCC1
163.198
36.0085
-0.7329
3
1
19
63.24
OC1CC(C1)C1=CSN=C1
OC1CC(c2cnsc2)C1
false
CC1CC(C2CCCC2)C1
c1nscc1C1CCC1
155.222
40.0958
1.3814
3
1
19
33.12
CC1=C(NC=N)C(Cl)=CO1
Cc1occ(Cl)c1NC=N
false
CCCC1C(C)CCC1C
c1ccoc1
158.588
40.8614
2.26039
2
2
17
49.02
O1C=NC=C1C1=CSC=C1
c1ncc(-c2ccsc2)o1
false
C1CCC(C2CCCC2)C1
c1ncc(-c2ccsc2)o1
151.19
39.816
2.4031
3
0
15
26.03
NC1=CC=C(Cl)C(Cl)=C1O
Nc1ccc(Cl)c(Cl)c1O
false
CC1CCC(C)C(C)C1C
c1ccccc1
178.018
42.5392
2.2812
2
2
15
46.25
CC(O)C=CC1=CN=CS1
CC(O)C=Cc1cncs1
false
CC(C)CCC1CCCC1
c1cscn1
155.222
42.8288
1.5371
3
1
19
33.12
O=S1(=O)CCNN=CCO1
O=S1(=O)CCNN=CCO1
true
CC1(C)CCCCCCC1
O=S1(=O)CCNN=CCO1
164.186
36.2335
-1.0782
5
1
18
67.76
C=NNC(=S)N1CCCC1
C=NNC(=S)N1CCCC1
true
CCCC(C)C1CCCC1
C1CCNC1
157.242
46.0897
0.5723
2
1
21
27.63