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
CC1=NN(N)C(CO)=C1Cl
Cc1nn(N)c(CO)c1Cl
false
CCC1C(C)CC(C)C1C
c1cn[nH]c1
161.592
38.0472
0.05102
4
2
18
64.07
CNCC1=C(N)C(N)=CS1
CNCc1scc(N)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
157.242
45.9075
0.6319
4
3
21
64.07
C=C1CC2OCC2S1(=O)=O
C=C1CC2OCC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
C=C1CC2OCC2S1(=O)=O
160.194
36.2048
0.086
3
0
18
43.37
CCC(=C)NC(=S)NNC
C=C(CC)NC(=S)NNC
false
CCCC(C)CC(C)CC
159.258
47.3601
0.5086
2
3
23
36.09
O=C1CC2=C(CN1)SC=C2
O=C1Cc2ccsc2CN1
false
CC1CCC2CCCC2C1
O=C1Cc2ccsc2CN1
153.206
39.8697
0.9204
2
1
17
29.1
C=C1CNC(=S)NC2CC12
C=C1CNC(=S)NC2CC12
true
CC1CCC(C)C2CC2C1
C=C1CNC(=S)NC2CC12
154.238
44.7714
0.4088
1
2
20
24.06
CC1COS(=O)(=O)C(C)O1
CC1COS(=O)(=O)C(C)O1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)COCCO1
166.198
34.8808
0.0975
4
0
20
52.6
CC(C#N)C1CNC(=S)N1
CC(C#N)C1CNC(=S)N1
true
CCC(C)C1CCC(C)C1
S=C1NCCN1
155.226
42.3014
-0.00762
2
2
19
47.85
OC1=CN=C(S1)C(=O)C=C
C=CC(=O)c1ncc(O)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
155.178
38.3063
1.2174
4
1
15
50.19
CCCC(NC(N)=S)C=O
CCCC(C=O)NC(N)=S
false
CCCC(CC)CC(C)C
160.242
44.6811
0.1872
2
2
22
55.12
NS(=O)(=O)C=C1C=CC=C1
NS(=O)(=O)C=C1C=CC=C1
true
CC(C)(C)CC1CCCC1
C=C1C=CC=C1
157.194
39.4702
0.2848
2
1
17
60.16
NC(=O)C1=C(SC=C1)C=O
NC(=O)c1ccsc1C=O
false
CCC1CCCC1C(C)C
c1ccsc1
155.178
38.2244
0.6595
3
1
15
60.16
CN1CC(=C)N(N)S1(=O)=O
C=C1CN(C)S(=O)(=O)N1N
false
CC1CC(C)C(C)(C)C1C
C=C1CNS(=O)(=O)N1
163.202
36.7162
-1.134
3
1
19
66.64
CC(=O)NC1=CC(O)=CS1
CC(=O)Nc1cc(O)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
157.194
40.2875
1.4121
3
2
17
49.33
CCC1(O)CS(=O)(=O)C=C1
CCC1(O)C=CS(=O)(=O)C1
false
CCC1(C)CCC(C)(C)C1
O=S1(=O)C=CCC1
162.21
38.1676
0.0696
3
1
20
54.37
O=C1CC2CN2S(=O)(=O)C1
O=C1CC2CN2S(=O)(=O)C1
true
CC1CC2CC2C(C)(C)C1
O=C1CC2CN2S(=O)(=O)C1
161.182
33.9048
-1.0268
3
0
17
54.22
CC1OS(=O)(=O)CN=C1N
CC1OS(=O)(=O)CN=C1N
true
CC1CCC(C)(C)CC1C
O=S1(=O)CN=CCO1
164.186
35.9562
-0.9504
5
1
18
81.75
CC1NC(C)C1S(O)(=O)=O
CC1NC(C)C1S(=O)(=O)O
false
CC1CC(C)C1C(C)(C)C
C1CNC1
165.214
37.3963
-0.377
3
2
21
66.4
CN1C=NN2CC2S1(=O)=O
CN1C=NN2CC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)NC=NN2CC21
161.186
35.6688
-1.1534
4
0
17
52.75
CC(N)C1CNC(=S)NC1
CC(N)C1CNC(=S)NC1
true
CC1CCC(C(C)C)CC1
S=C1NCCCN1
159.258
45.7428
-0.5725
2
3
23
50.08
CC1CC(C1)C1=CSN=C1
CC1CC(c2cnsc2)C1
false
CC1CC(C2CCCC2)C1
c1nscc1C1CCC1
153.25
43.253
2.6566
2
0
21
12.89
O=C1NC(CC2CC2)=CS1
O=c1[nH]c(CC2CC2)cs1
false
CC1CCC(CC2CC2)C1
O=c1[nH]c(CC2CC2)cs1
155.222
41.3677
1.3889
2
1
19
32.86
CC12CC1S(=O)(=O)C(=C)O2
C=C1OC2(C)CC2S1(=O)=O
false
CC1CC2(C)CC2C1(C)C
C=C1OC2CC2S1(=O)=O
160.194
35.9548
0.4336
3
0
18
43.37
CNC1CC2=C(C1)C=CS2
CNC1Cc2ccsc2C1
false
CCC1CC2CCCC2C1
c1cc2c(s1)CCC2
153.25
44.5747
1.4347
2
1
21
12.03
ON1C=CC2CN2S1(=O)=O
O=S1(=O)N(O)C=CC2CN21
false
CC1CCC2CC2C1(C)C
O=S1(=O)NC=CC2CN21
162.17
32.1793
-0.8661
3
1
16
60.62
C=CS(=O)(=O)NC=NC=N
C=CS(=O)(=O)NC=NC=N
true
CCCCCC(C)(C)CC
161.186
39.5282
-0.31533
3
2
17
82.38
C=C1CCC2=NSC(=N)N12
C=C1CCc2nsc(=N)n21
false
CC1CCC2CCC(C)C12
C=C1CCc2nsc(=N)n21
153.21
39.6097
0.84097
4
1
17
41.67
CC1=NC2=C(SC=C2)N1O
Cc1nc2ccsc2n1O
false
CC1CC2CCCC2C1C
c1nc2ccsc2[nH]1
154.194
39.5315
1.64352
4
1
16
38.05
CC#CC(C)=CS(O)(=O)=O
CC#CC(C)=CS(=O)(=O)O
false
CCCC(C)CC(C)(C)C
160.194
38.7556
0.8013
2
1
18
54.37
OC1CC1C1OCS1(=O)=O
O=S1(=O)COC1C1CC1O
false
CC1CC1C1CCC1(C)C
O=S1(=O)COC1C1CC1
164.182
32.7736
-0.9042
4
1
18
63.6
C=C1C2CC2C2=C1SN=N2
C=C1c2snnc2C2CC12
false
CC1C2CCCC2C2CC12
C=C1c2snnc2C2CC12
150.206
39.791
1.6684
3
0
16
25.78
C=COC(=O)C1=CSN=C1
C=COC(=O)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
155.178
37.7265
1.4434
4
0
15
39.19
CC1=C2C(O)CCC2=NS1
Cc1snc2c1C(O)CC2
false
CC1CCC2CCC(C)C12
c1snc2c1CCC2
155.222
40.1318
1.43112
3
1
19
33.12
COC1C(C)C(C)S1(=O)=O
COC1C(C)C(C)S1(=O)=O
true
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCC1
164.226
38.3428
0.4119
3
0
22
43.37
CCOCC1=C(N)N=NS1
CCOCc1snnc1N
false
CCCCC1CCCC1C
c1csnn1
159.214
39.6514
0.6568
5
1
19
61.03
COC1=COS(=O)(=O)C1C
COC1=COS(=O)(=O)C1C
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CO1
164.182
34.5588
0.2227
4
0
18
52.6
CC1=C2SC=C(Cl)C2=CS1
Cc1scc2c(Cl)csc12
false
CC1CCC2C(C)CCC12
c1cc2cscc2s1
188.704
49.449
3.92462
2
0
15
0
NC1CC1C1=NSC(O)=C1
NC1CC1c1cc(O)sn1
false
CC1CCC(C2CC2C)C1
c1cc(C2CC2)ns1
156.21
39.1122
0.6633
4
2
18
59.14
CC1=C(N)OC(CO)=C1Cl
Cc1c(N)oc(CO)c1Cl
false
CCC1CC(C)C(C)C1C
c1ccoc1
161.588
38.7902
1.31592
3
2
18
59.39
CC(CN)=C(C)S(O)(=O)=O
CC(CN)=C(C)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
165.214
38.977
0.1268
3
2
21
80.39
C=C1C2CCC2OS1(=O)=O
C=C1C2CCC2OS1(=O)=O
true
CC1C2CCC2CC1(C)C
C=C1C2CCC2OS1(=O)=O
160.194
35.6568
0.6387
3
0
18
43.37
ClC1=CNC2=C1NCC=C2
Clc1c[nH]c2c1NCC=C2
false
CC1CCC2CCCCC12
C1=Cc2[nH]ccc2NC1
154.6
43.3264
2.1068
1
2
17
27.82
CC1COS(=O)(=O)N2CC12
CC1COS(=O)(=O)N2CC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)OCCC2CN21
163.198
34.5298
-0.4183
3
0
19
46.38
C=CS(=O)(=O)N(C=O)N=C
C=CS(=O)(=O)N(C=O)N=C
true
CCC(CC)C(C)(C)CC
162.17
36.5688
-0.4663
4
0
16
66.81
CC=CCNC1=CN=CS1
CC=CCNc1cncs1
false
CCCCCC1CCCC1
c1cscn1
154.238
45.4177
2.1311
3
1
20
24.92
N=C1NN=C(S1)C=CC#N
N#CC=Cc1n[nH]c(=N)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ncs1
152.182
36.9664
0.48745
4
2
14
76.32
NC1=NC2=C(CCCO2)S1
Nc1nc2c(s1)CCCO2
false
CC1CC2CCCCC2C1
c1nc2c(s1)CCCO2
156.21
40.3424
1.0503
4
1
18
48.14
O=S1(=O)CN2CCC(C2)O1
O=S1(=O)CN2CCC(C2)O1
true
CC1(C)CC2CCC(C2)C1
O=S1(=O)CN2CCC(C2)O1
163.198
34.8498
-0.6218
4
0
19
46.61
CCC=C(C)NC(=S)NC
CCC=C(C)NC(=S)NC
true
CCCC(C)CC(C)CC
158.27
48.8414
1.3941
1
2
24
24.06
CCN=C1ONC(C)=C1Cl
CCN=c1o[nH]c(C)c1Cl
false
CCCC1CCC(C)C1C
N=c1cc[nH]o1
160.604
38.9097
1.49012
2
1
19
41.29
CN(C)C1=CC(O)=C(C)S1
Cc1sc(N(C)C)cc1O
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
157.238
45.0478
1.82812
3
1
21
23.47
CCC(C)(C=C)S(C)(=O)=O
C=CC(C)(CC)S(C)(=O)=O
false
CCC(C)(CC)C(C)(C)C
162.254
43.7368
1.3857
2
0
24
34.14
O=S1(=O)NC2C(N1)C2C#C
C#CC1C2NS(=O)(=O)NC12
false
CCC1C2CC(C)(C)CC12
O=S1(=O)NC2CC2N1
158.182
35.0902
-1.5758
2
2
16
58.2
CC(C)(CN)NS(N)(=O)=O
CC(C)(CN)NS(N)(=O)=O
true
CCC(C)(C)CC(C)(C)C
167.234
39.3763
-1.4832
3
3
23
98.21
CC1C(N)C2=CSC(=N)N12
CC1C(N)c2csc(=N)n21
false
CC1CCC2C(C)C(C)C12
N=c1scc2n1CC2
155.226
39.8031
0.60347
4
2
19
54.8
CC1=C(SC=C1)C=CNN
Cc1ccsc1C=CNN
false
CCCCC1CCCC1C
c1ccsc1
154.238
45.4131
1.49052
3
2
20
38.05
CC#CC1=C(O)SC(=O)N1
CC#Cc1[nH]c(=O)sc1O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
155.178
39.1565
0.5134
3
2
15
53.09
O=C(C#C)N1CCS1(=O)=O
C#CC(=O)N1CCS1(=O)=O
false
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
159.166
34.3328
-1.2084
3
0
15
54.45
NCC1=NSC(CCO)=N1
NCc1nsc(CCO)n1
false
CCCC1CCC(CC)C1
c1ncsn1
159.214
38.5902
-0.4684
5
2
19
72.03
COC(CN)C1=CSC=N1
COC(CN)c1cscn1
false
CCC(CC)C1CCCC1
c1cscn1
158.226
40.9184
0.7893
4
1
20
48.14
CC1=CCC2=C(O)SC=C12
CC1=CCc2c1csc2O
false
CC1CCC2C(C)CCC12
C1=Cc2cscc2C1
152.218
43.3388
2.4131
2
1
18
20.23
C(OC1=NC=CS1)C1CO1
c1csc(OCC2CO2)n1
false
C1CCC(CCC2CC2)C1
c1csc(OCC2CO2)n1
157.194
37.349
0.9207
4
0
17
34.65
O=S1(=O)CC2(N1)C=NN=C2
O=S1(=O)CC2(C=NN=C2)N1
false
CC1(C)CC2(CCCC2)C1
O=S1(=O)CC2(C=NN=C2)N1
159.17
36.6375
-1.2716
4
1
15
70.89
CC1=C(C)C(=NS1)C(N)=N
Cc1snc(C(=N)N)c1C
false
CC(C)C1CCC(C)C1C
c1cnsc1
155.226
42.6041
1.04401
3
2
19
62.76
CC(C=C)C1=CSC(C)=C1
C=CC(C)c1csc(C)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
152.262
47.668
3.34602
1
0
22
0
CC12OC(CS1(=O)=O)C2=O
CC12OC(CS1(=O)=O)C2=O
true
CC1C2CC(C)(C)C1(C)C2
O=C1C2CS(=O)(=O)C1O2
162.166
32.0718
-0.9011
4
0
16
60.44
CC1(C)COS(=O)(=O)C1=C
C=C1C(C)(C)COS1(=O)=O
false
CC1C(C)(C)CCC1(C)C
C=C1CCOS1(=O)=O
162.21
37.7928
0.8863
3
0
20
43.37
ON=C1NSC(=N1)C1CC1
ON=c1nc(C2CC2)s[nH]1
false
CCC1CCC(C2CC2)C1
N=c1nc(C2CC2)s[nH]1
157.198
35.7892
0.6385
4
2
17
61.27
ON1CCCCCNC1=S
ON1CCCCCNC1=S
true
CC1CCCCCCC1C
S=C1NCCCCCN1
160.242
42.9442
0.736
2
2
22
35.5
CC1=CSN=C1NC(N)=O
Cc1csnc1NC(N)=O
false
CC(C)CC1CCCC1C
c1cnsc1
157.198
40.0571
0.94212
3
2
17
68.01
O=S1(=O)NNC2CC(C2)O1
O=S1(=O)NNC2CC(C2)O1
true
CC1(C)CCC2CC(C2)C1
O=S1(=O)NNC2CC(C2)O1
164.186
33.0862
-1.1134
4
2
18
67.43
CN1C(N)=NC2=C1SC=C2
Cn1c(N)nc2ccsc21
false
CC1CC2CCCC2C1C
c1nc2ccsc2[nH]1
153.21
43.0034
1.217
4
1
17
43.84
CC1C2CS(=O)(=O)C(=N)N12
CC1C2CS(=O)(=O)C(=N)N12
true
CC1C2CC(C)(C)C(C)C12
N=C1N2CC2CS1(=O)=O
160.198
36.6025
-0.57773
3
1
18
61
CC1=C(N)C(CC#C)=NS1
C#CCc1nsc(C)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
152.222
43.8004
1.20942
3
1
18
38.91
OC1C(=C)CC2=NSC=C12
C=C1Cc2nscc2C1O
false
CC1CC2CCCC2C1C
C=C1Cc2csnc2C1
153.206
39.9178
1.2888
3
1
17
33.12
CN=CN(N=C)S(C)(=O)=O
C=NN(C=NC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
163.202
40.6478
-0.4783
4
0
19
62.1
CCS(=O)(=O)C1=CC=CS1
CCS(=O)(=O)c1cccs1
false
CCC(C)(C)C1CCCC1
c1ccsc1
176.262
42.0458
1.5417
3
0
18
34.14
CC1(CS(=O)(=O)C1O)C=C
C=CC1(C)CS(=O)(=O)C1O
false
CCC1(C)CC(C)(C)C1C
O=S1(=O)CCC1
162.21
38.0976
-0.0745
3
1
20
54.37
O1C=C(C=N1)C1=CSC=C1
c1cc(-c2cnoc2)cs1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cnoc2)cs1
151.19
39.816
2.4031
3
0
15
26.03
CC(N)C1CONC(=S)N1
CC(N)C1CONC(=S)N1
true
CC1CCCC(C(C)C)C1
S=C1NCCON1
161.23
42.2588
-0.8885
3
3
21
59.31
CNCC1CNS(=O)(=O)O1
CNCC1CNS(=O)(=O)O1
true
CCCC1CCC(C)(C)C1
O=S1(=O)NCCO1
166.202
35.7222
-1.561
4
2
20
67.43
NC1C2CCS(=O)(=O)NC12
NC1C2CCS(=O)(=O)NC12
true
CC1C2CCC(C)(C)CC12
O=S1(=O)CCC2CC2N1
162.214
36.7929
-1.3648
3
2
20
72.19
CCC1NC2CC1S2(=O)=O
CCC1NC2CC1S2(=O)=O
true
CCC1CC2CC1C2(C)C
O=S1(=O)C2CNC1C2
161.226
38.3275
-0.1186
3
1
21
46.17
CCCN1CC1S(N)(=O)=O
CCCN1CC1S(N)(=O)=O
true
CCCC1CC1C(C)(C)C
C1CN1
164.23
38.7592
-0.6734
3
1
22
63.17
CCCC#CS(=O)(=O)C#C
C#CS(=O)(=O)C#CCCC
false
CCCCCC(C)(C)CC
156.206
40.4368
0.7529
2
0
18
34.14
NCC(OS(N)(=O)=O)C#C
C#CC(CN)OS(N)(=O)=O
false
CCC(CC)CC(C)(C)C
164.186
35.8676
-1.833
4
2
18
95.41
CN1NC2=C(SC=C2)C1=N
Cn1[nH]c2ccsc2c1=N
false
CC1CC2CCCC2C1C
N=c1[nH][nH]c2ccsc12
153.21
41.0014
1.04737
3
2
17
44.57
CNC1(C)COS(=O)(=O)C1
CNC1(C)COS(=O)(=O)C1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCCO1
165.214
37.2035
-0.6755
4
1
21
55.4
NC1=CC2=C(S1)C(=O)NN2
Nc1cc2[nH][nH]c(=O)c2s1
false
CC1CC2CCC(C)C2C1
O=c1[nH][nH]c2ccsc12
155.182
41.2088
0.4999
3
3
15
74.67
CCC1=C(N)C(=N)N(O)S1
CCc1sn(O)c(=N)c1N
false
CCC1CC(C)C(C)C1C
N=c1ccs[nH]1
159.214
39.1386
0.41097
5
3
19
75.03
CC1(C=O)C=CNS1(=O)=O
CC1(C=O)C=CNS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CC=CN1
161.182
35.6645
-0.6093
3
1
17
63.24
CNC1=C(C=CS1)C(O)=O
CNc1sccc1C(=O)O
false
CCC1CCCC1C(C)C
c1ccsc1
157.194
40.825
1.488
3
2
17
49.33
CN=C1C=C(C)SN1N=C
C=Nn1sc(C)cc1=NC
false
CCC1CC(C)CC1CC
N=c1ccs[nH]1
155.226
43.48
0.85222
4
0
19
29.65
COC1=C(SC(C)=N1)C#C
C#Cc1sc(C)nc1OC
false
CCC1CC(C)CC1CC
c1cscn1
153.206
41.338
1.44142
3
0
17
22.12
OCC(=C)OC1=CSN=C1
C=C(CO)Oc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
157.194
38.9678
1.0279
4
1
17
42.35
CNNC(=S)N(O)CC=C
C=CCN(O)C(=S)NNC
false
CCCC(C)C(C)CCC
161.23
43.4829
-0.1275
3
3
21
47.53
C=C1OCS(=O)(=O)NN=C1
C=C1C=NNS(=O)(=O)CO1
false
CC1CCCC(C)(C)CC1
C=C1C=NNS(=O)(=O)CO1
162.17
35.6395
-0.607
4
1
16
67.76
OC1=C(NCC=C)C=NS1
C=CCNc1cnsc1O
false
CCCCC1CCCC1C
c1cnsc1
156.21
42.4655
1.4466
4
2
18
45.15
CC1CCCC2=C1SN=N2
CC1CCCc2nnsc21
false
CC1CCCC2CCCC12
C1CCc2snnc2C1
154.238
41.262
1.9779
3
0
20
25.78
CC1OS(=O)(=O)C1C(N)=N
CC1OS(=O)(=O)C1C(=N)N
false
CC(C)C1C(C)CC1(C)C
O=S1(=O)CCO1
164.186
35.1689
-0.96053
4
2
18
93.24