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(C)C(C)=CS(N)(=O)=O
CC(=CS(N)(=O)=O)N(C)C
false
CC(C)C(C)CC(C)(C)C
164.23
40.5512
-0.3022
3
1
22
63.4
CCC=C(C=O)S(C)(=O)=O
CCC=C(C=O)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
162.21
39.2818
0.5238
3
0
20
51.21
CC1(C)CC(CO)S1(=O)=O
CC1(C)CC(CO)S1(=O)=O
true
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCC1
164.226
38.4896
-0.0556
3
1
22
54.37
S=C1NCC23CC2N=CN13
S=C1NCC23CC2N=CN13
true
CC1CCC23CC2CCC13
S=C1NCC23CC2N=CN13
153.21
42.0677
-0.2705
2
1
17
27.63
C=C1C(=O)CC=CS1(=O)=O
C=C1C(=O)CC=CS1(=O)=O
true
CC1CCCC(C)(C)C1C
C=C1C(=O)CC=CS1(=O)=O
158.178
36.8238
0.4014
3
0
16
51.21
CCNC1=C(C=C)N=NS1
C=Cc1nnsc1NCC
false
CCCC1CCCC1CC
c1csnn1
155.226
44.1637
1.6129
4
1
19
37.81
CN1C2CC2C2=NSN=C12
CN1c2nsnc2C2CC21
false
CC1C2CCCC2C2CC12
C1C2Nc3nsnc3C12
153.21
39.458
0.8438
4
0
17
29.02
CC1COC2=NC(=N)SN12
CC1COc2nc(=N)sn21
false
CC1CC2CCC(C)C2C1
N=c1nc2n(s1)CCO2
157.198
36.1647
0.37747
5
1
17
50.9
CCNC1=C(Cl)C(C)=NN1
CCNc1[nH]nc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
159.62
42.4984
1.80332
2
2
20
40.71
CC1=CCS(=O)(=O)COC1
CC1=CCS(=O)(=O)COC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)CC=CCOC1
162.21
38.3628
0.3352
3
0
20
43.37
O=C1CS(=O)(=O)CC2OC12
O=C1CS(=O)(=O)CC2OC12
true
CC1CC(C)(C)CC2CC12
O=C1CS(=O)(=O)CC2OC12
162.166
32.3218
-1.2487
4
0
16
63.74
NC(=S)NC(CC#C)=NO
C#CCC(=NO)NC(N)=S
false
CCCC(CC)CC(C)C
157.198
42.5926
-0.3694
3
3
17
70.64
CC1N2CCS(=O)(=O)C12C
CC1N2CCS(=O)(=O)C12C
true
CC1C2CCC(C)(C)C12C
O=S1(=O)CCN2CC21
161.226
38.3598
-0.1649
3
0
21
37.15
CC(N)C1=C(C)SC=C1C
Cc1csc(C)c1C(C)N
false
CC(C)C1C(C)CCC1C
c1ccsc1
155.266
46.3954
2.38464
2
1
23
26.02
CC(=C)OC1=NNC=C1Cl
C=C(C)Oc1n[nH]cc1Cl
false
CC(C)CC1CCCC1C
c1cn[nH]c1
158.588
39.0397
1.9755
2
1
17
37.91
O=CC1=CC=C(S1)C1CO1
O=Cc1ccc(C2CO2)s1
false
CCC1CCC(C2CC2)C1
c1csc(C2CO2)c1
154.19
38.3995
1.6319
3
0
16
29.6
CCC1=NC=C(N)C=C1Cl
CCc1ncc(N)cc1Cl
false
CCC1CCC(C)CC1C
c1ccncc1
156.616
43.0374
1.8796
2
1
19
38.91
CC1NC1C1=CNC(=O)S1
CC1NC1c1c[nH]c(=O)s1
false
CC1CCC(C2CC2C)C1
O=c1[nH]cc(C2CN2)s1
156.21
40.2784
0.4692
3
2
18
54.8
NCC1=C(SC=C1O)C=C
C=Cc1scc(O)c1CN
false
CCC1CCC(C)C1CC
c1ccsc1
155.222
43.9662
1.5554
3
2
19
46.25
CC1CN2N=CC(Cl)=C2O1
CC1Cn2ncc(Cl)c2O1
false
CC1CC2CCC(C)C2C1
c1cc2n(n1)CCO2
158.588
37.327
1.3174
3
0
17
27.05
ON1CC(=C)C=NNC1=S
C=C1C=NNC(=S)N(O)C1
false
CC1CCCC(C)C(C)C1
C=C1C=NNC(=S)NC1
157.198
41.8582
0.1077
3
2
17
47.86
CCCNCC1=CN=CS1
CCCNCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
156.254
44.1117
1.6427
3
1
22
24.92
NC1=CC(O)=C(S1)N1CC1
Nc1cc(O)c(N2CC2)s1
false
CC1CC(C)C(C2CC2)C1
c1csc(N2CC2)c1
156.21
42.6092
0.8559
4
2
18
49.26
CC1=CC=C(S1)C(C)(C)N
Cc1ccc(C(C)(C)N)s1
false
CC1CCC(C(C)(C)C)C1
c1ccsc1
155.266
46.2694
2.25032
2
1
23
26.02
CC1NCCC1NC(N)=S
CC1NCCC1NC(N)=S
true
CC(C)CC1CCCC1C
C1CCNC1
159.258
45.7908
-0.43
2
3
23
50.08
CC(C)CCN(N)C(N)=S
CC(C)CCN(N)C(N)=S
true
CC(C)CCC(C)C(C)C
161.274
47.1338
0.4518
2
2
25
55.28
COC1=C(N)SC=C1C=C
C=Cc1csc(N)c1OC
false
CCC1CCC(C)C1CC
c1ccsc1
155.222
45.3744
1.9819
3
1
19
35.25
CC#CCCOS(N)(=O)=O
CC#CCCOS(N)(=O)=O
true
CCCCCCC(C)(C)C
163.198
37.1262
-0.3801
3
1
19
69.39
COCC1=C(SN=C1)C#C
C#Cc1sncc1COC
false
CCCC1CCCC1CC
c1cnsc1
153.206
40.762
1.2708
3
0
17
22.12
CCCC1=NSC=C1CN
CCCc1nscc1CN
false
CCCC1CCCC1CC
c1cnsc1
156.254
44.0004
1.5543
3
1
22
38.91
C1OC2OC1C1=CSC=C21
c1scc2c1C1COC2O1
false
C1CC2C3CCC(C3)C2C1
c1scc2c1C1COC2O1
154.19
36.838
1.8482
3
0
16
18.46
CC1=C(NC(N)=S)OC=N1
Cc1ncoc1NC(N)=S
false
CC(C)CC1CCCC1C
c1cocn1
157.198
41.6481
0.63852
3
2
17
64.08
ON(CC1=CSN=C1)C=N
N=CN(O)Cc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
157.198
38.2272
0.94137
4
2
17
60.21
O=CC1OCC2=C1SC=C2
O=CC1OCc2ccsc21
false
CCC1CCC2CCCC12
c1cc2c(s1)COC2
154.19
37.913
1.5183
3
0
16
26.3
CC1=C2N(OC=C2Cl)N=N1
Cc1nnn2occ(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cnnn2o1
157.56
35
1.28412
4
0
14
43.33
CN=C1N=CC=CS1(=O)=O
CN=C1N=CC=CS1(=O)=O
true
CCC1CCCCC1(C)C
N=C1N=CC=CS1(=O)=O
158.182
39.9108
-0.0149
3
0
16
58.86
NC1=CC=C(Cl)C(=O)N=N1
Nc1ccc(Cl)c(=O)nn1
false
CC1CCC(C)C(C)CC1
O=c1ccccnn1
157.56
37.7244
0.0724
4
1
14
68.87
CNC(=S)NC=C(C)C=O
CNC(=S)NC=C(C)C=O
true
CCC(C)CCC(C)CC
158.226
44.6144
0.183
2
2
20
41.13
CCON=CS(=O)(=O)CC
CCON=CS(=O)(=O)CC
true
CCCCCC(C)(C)CC
165.214
39.5788
0.4009
4
0
21
55.73
O=S1(=O)C2CC3OC2CC13
O=S1(=O)C2CC3OC2CC31
false
CC1(C)C2CC3CC2CC31
O=S1(=O)C2CC3OC2CC31
160.194
34.3908
-0.2868
3
0
18
43.37
CC1NC(=S)NCC1CN
CC1NC(=S)NCC1CN
true
CCC1CCC(C)CC1C
S=C1NCCCN1
159.258
45.7428
-0.5725
2
3
23
50.08
O=S1(=O)C2OCOC1C=C2
O=S1(=O)C2C=CC1OCO2
false
CC1(C)C2CCCC1CC2
O=S1(=O)C2C=CC1OCO2
162.166
32.6728
-0.3725
4
0
16
52.6
C=CC1=C2SN=NC2=NO1
C=Cc1onc2nnsc12
false
CCC1CCC2CCCC12
c1onc2nnsc12
153.166
37.567
1.3223
5
0
13
51.81
C1CC2C(N1)C1=CSN=C21
c1snc2c1C1NCCC21
false
C1CC2C(C1)C1CCCC21
c1snc2c1C1NCCC21
152.222
40.2157
1.2747
3
1
18
24.92
CC(C)(N)C1=C(O)C=CS1
CC(C)(N)c1sccc1O
false
CC1CCCC1C(C)(C)C
c1ccsc1
157.238
43.1972
1.6475
3
2
21
46.25
OC1CC1C1=CNSC1=O
O=c1s[nH]cc1C1CC1O
false
CC1CCCC1C1CC1C
O=c1s[nH]cc1C1CC1
157.194
38.3045
0.2846
3
2
17
53.09
CC1C=CCCNS1(=O)=O
CC1C=CCCNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CC=CCCN1
161.226
40.1415
0.2542
2
1
21
46.17
C=CC#CC1=NNC(=N)S1
C=CC#Cc1n[nH]c(=N)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ncs1
151.194
39.3944
0.48817
3
2
15
52.53
CCCCCCS(O)(=O)=O
CCCCCCS(=O)(=O)O
false
CCCCCCC(C)(C)C
166.242
40.5576
1.4545
2
1
24
54.37
NC1CN(C1)S(=O)(=O)C=C
C=CS(=O)(=O)N1CC(N)C1
false
CCC(C)(C)C1CC(C)C1
C1CNC1
162.214
38.6652
-0.8974
3
1
20
63.4
S=C1NCCC=CCCN1
S=C1NCCC=CCCN1
true
CC1CCCCCCCC1
S=C1NCCC=CCCN1
156.254
46.9774
0.8005
1
2
22
24.06
CC(C)C(C)=CS(C)(=O)=O
CC(=CS(C)(=O)=O)C(C)C
false
CC(C)C(C)CC(C)(C)C
162.254
43.4388
1.5908
2
0
24
34.14
CC=C(C)C1=NC(C)=CS1
CC=C(C)c1nc(C)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
153.25
46.176
2.87472
2
0
21
12.89
CC(N)C1OS(=O)(=O)C1N
CC(N)C1OS(=O)(=O)C1N
true
CC(C)C1CC(C)(C)C1C
O=S1(=O)CCO1
166.202
35.4176
-1.653
5
2
20
95.41
CN(CC#N)C(=S)NC=N
CN(CC#N)C(=S)NC=N
true
CCCC(C)C(C)CCC
156.214
42.7604
-0.07665
3
2
18
62.91
OCC(=C)OC1=NC=CS1
C=C(CO)Oc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
157.194
38.9678
1.0279
4
1
17
42.35
C1NC1C1CC2=NSN=C12
C1NC1C1Cc2nsnc21
false
C1CC2CC(C3CC3)C2C1
C1NC1C1Cc2nsnc21
153.21
38.1447
0.1496
4
1
17
47.72
CC1=C(C=CC#C)N=NS1
C#CC=Cc1nnsc1C
false
CCCCC1CCCC1C
c1csnn1
150.206
42.513
1.49292
3
0
16
25.78
O=S1(=O)C2OC1C=CC=C2
O=S1(=O)C2C=CC=CC1O2
false
CC1(C)C2CCCCC1C2
O=S1(=O)C2C=CC=CC1O2
158.178
35.8608
0.2096
3
0
16
43.37
ClC1=C2OCC(=C)N2C=C1
C=C1COc2c(Cl)ccn21
false
CC1CCC2C(C)CCC12
C=C1COc2cccn21
155.584
40.267
2.0046
2
0
16
14.16
C=CCN1NC(=N)SC1=O
C=CCn1[nH]c(=N)sc1=O
false
CCCC1CC(C)CC1C
N=c1[nH][nH]c(=O)s1
157.198
38.9814
-0.09663
4
2
17
61.64
CCC#CCC1=NSN=N1
CCC#CCc1nnsn1
false
CCCCCC1CCCC1
c1nnsn1
153.21
39.475
0.889
4
0
17
38.67
S=C1NCC2C=CN=C2N1
S=C1NCC2C=CN=C2N1
true
CC1CCC2CCCC2C1
S=C1NCC2C=CN=C2N1
153.21
43.8014
0.0061
2
2
17
36.42
N#CC1=CC2=C(OC=N2)S1
N#Cc1cc2ncoc2s1
false
CCC1CC2CCCC2C1
c1nc2ccsc2o1
150.162
36.601
1.76098
4
0
12
49.82
CC=C(C)C1=NNC(=O)S1
CC=C(C)c1n[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ncs1
156.21
42.0597
1.2546
3
1
18
45.75
COC(C=C)=NNC(N)=S
C=CC(=NNC(N)=S)OC
false
CCC(CC)CCC(C)C
159.214
44.5621
-0.0345
3
2
19
59.64
OC1CC1C1=CC=C(O)S1
Oc1ccc(C2CC2O)s1
false
CC1CCC(C2CC2C)C1
c1csc(C2CC2)c1
156.206
39.3486
1.3019
3
2
18
40.46
CCC(CNC(N)=S)NC
CCC(CNC(N)=S)NC
true
CCC(CC)CCC(C)C
161.274
47.9268
-0.1824
2
3
25
50.08
CN1N=C(CC=C)SC1=O
C=CCc1nn(C)c(=O)s1
false
CCCC1CC(C)C(C)C1
O=c1[nH]ncs1
156.21
41.256
0.5703
4
0
18
34.89
CNN=CC1=NC(O)=CS1
CNN=Cc1nc(O)cs1
false
CCCCC1CCC(C)C1
c1cscn1
157.198
40.4325
0.402
5
2
17
57.51
CC=C1C=CNC(=S)N1N
CC=C1C=CNC(=S)N1N
true
CCC1CCCC(C)C1C
C=C1C=CNC(=S)N1
155.226
44.6571
0.4677
2
2
19
41.29
CC(C(C)=O)C1=CN=NS1
CC(=O)C(C)c1cnns1
false
CC(C)C(C)C1CCCC1
c1csnn1
156.21
39.005
1.2306
4
0
18
42.85
CN=C1ON2C=CSC2=N1
CN=c1nc2sccn2o1
false
CCC1CC2CCCC2C1
N=c1nc2sccn2o1
155.182
36.822
0.5193
5
0
15
42.8
NCC1CN(C1)C(=S)NO
NCC1CN(C(=S)NO)C1
false
CCC1CC(C(C)CC)C1
C1CNC1
161.23
41.6376
-0.8594
3
3
21
61.52
C=CC1=CS(=O)(=O)NCC1
C=CC1=CS(=O)(=O)NCC1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCN1
159.21
39.8195
0.3794
2
1
19
46.17
NC1=NSC(NCC=C)=C1
C=CCNc1cc(N)ns1
false
CCCCC1CCC(C)C1
c1cnsc1
155.226
45.2131
1.3232
4
2
19
50.94
CC1NS(=O)(=O)N(O)C1C
CC1NS(=O)(=O)N(O)C1C
true
CC1CC(C)(C)C(C)C1C
O=S1(=O)NCCN1
166.202
34.605
-0.6974
3
2
20
69.64
NCCC1=C(O)SN=C1N
NCCc1c(N)nsc1O
false
CCCC1C(C)CCC1C
c1cnsc1
159.214
40.9496
-0.0679
5
3
19
85.16
CCOC(C)(C)S(N)(=O)=O
CCOC(C)(C)S(N)(=O)=O
true
CCCC(C)(C)C(C)(C)C
167.23
38.8122
0.0475
3
1
23
69.39
CCC12CC1NC(=S)NO2
CCC12CC1NC(=S)NO2
true
CCC12CCC(C)CC1C2
S=C1NOC2CC2N1
158.226
41.3814
0.3168
2
2
20
33.29
O1N=NC=C1C1=NSC=C1
c1cc(-c2cnno2)ns1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cnno2)ns1
153.166
35.406
1.1931
5
0
13
51.81
CNC(=S)NCC#CCN
CNC(=S)NCC#CCN
true
CCCCCCC(C)CC
157.242
46.4908
-0.9576
2
3
21
50.08
CC(C)C1=C(SN=C1)C=C
C=Cc1sncc1C(C)C
false
CCC1CCCC1C(C)C
c1cnsc1
153.25
46.294
2.9095
2
0
21
12.89
ClC1=CN2N=CC=C2C=C1
Clc1ccc2ccnn2c1
false
CC1CCC2CCCC2C1
c1ccn2nccc2c1
152.584
40.202
1.9877
2
0
15
17.3
CC1=C(C)C(=CS1)C(N)=O
Cc1scc(C(N)=O)c1C
false
CC(C)C1CCC(C)C1C
c1ccsc1
155.222
42.3109
1.46384
2
1
19
43.09
CCC1=NSC(CO)=C1O
CCc1nsc(CO)c1O
false
CCC1CCC(CC)C1C
c1cnsc1
159.21
39.0796
0.9034
4
2
19
53.35
CC=C1CC(C)S(=O)(=O)C1
CC=C1CC(C)S(=O)(=O)C1
true
CCC1CC(C)C(C)(C)C1
C=C1CCS(=O)(=O)C1
160.238
41.6228
1.1397
2
0
22
34.14
CN1CCC1S(=O)(=O)NO
CN1CCC1S(=O)(=O)NO
true
CCC(C)(C)C1CCC1C
C1CNC1
166.202
34.877
-1.0434
4
2
20
69.64
CC(C)C(=N)NS(C)(=O)=O
CC(C)C(=N)NS(C)(=O)=O
true
CC(C)C(C)CC(C)(C)C
164.23
40.5442
0.16887
3
2
22
70.02
CNC(=S)N(C)N=C(C)C
CNC(=S)N(C)N=C(C)C
true
CCC(C)C(C)CC(C)C
159.258
48.2037
0.8183
2
1
23
27.63
CC(=O)C1C=CNS1(=O)=O
CC(=O)C1C=CNS1(=O)=O
true
CC(C)C1CCCC1(C)C
O=S1(=O)CC=CN1
161.182
35.6645
-0.6093
3
1
17
63.24
NC1=CC(Cl)=C(CC=C)O1
C=CCc1oc(N)cc1Cl
false
CCCC1CC(C)CC1C
c1ccoc1
157.6
42.0314
2.2437
2
1
18
39.16
C=CCCC1CNS1(=O)=O
C=CCCC1CNS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCN1
161.226
40.1415
0.2542
2
1
21
46.17
N=C1CC2(CN2)S(=O)(=O)N1
N=C1CC2(CN2)S(=O)(=O)N1
true
CC1CC(C)(C)C2(CC2)C1
N=C1CC2(CN2)S(=O)(=O)N1
161.186
35.1329
-1.41373
4
3
17
91.96
CC(C)(C=C)C1=CC=CS1
C=CC(C)(C)c1cccs1
false
CCC(C)(C)C1CCCC1
c1ccsc1
152.262
47.542
3.2117
1
0
22
0
C=C1NC(=S)N2CC12C#C
C#CC12CN1C(=S)NC2=C
false
CCC12CC1C(C)CC2C
C=C1NC(=S)N2CC12
150.206
43.1437
0.0758
1
1
16
15.04
NCCC1=CSC(=N)N1O
N=c1scc(CCN)n1O
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
159.214
38.1066
-0.23243
5
3
19
75.03
CC1CCC1S(=O)(=O)NO
CC1CCC1S(=O)(=O)NO
true
CCC(C)(C)C1CCC1C
C1CCC1
165.214
36.028
0.0935
3
2
21
66.4
COC1(C)CS(=O)(=O)C1C
COC1(C)CS(=O)(=O)C1C
true
CCC1(C)CC(C)(C)C1C
O=S1(=O)CCC1
164.226
38.6628
0.2084
3
0
22
43.37
[O-][N+](=O)C1=C(SN=C1)C#C
C#Cc1sncc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1cnsc1
154.15
36.7034
1.0326
4
0
12
56.03