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
CNC(CN)C1=CN=CS1
CNC(CN)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
157.242
42.9691
0.3623
4
2
21
50.94
CC=CC1=CS(=O)(=O)CC1
CC=CC1=CS(=O)(=O)CC1
true
CCCC1CCC(C)(C)C1
O=S1(=O)C=CCC1
158.222
41.3008
1.2649
2
0
20
34.14
NCC1=COC(=O)C=C1Cl
NCc1coc(=O)cc1Cl
false
CCC1CCC(C)CC1C
O=c1cccco1
159.572
37.8794
0.7519
3
1
16
56.23
CCNN1CCCS1(=O)=O
CCNN1CCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCCN1
164.23
38.7865
-0.4536
3
1
22
49.41
OC1CS(=O)(=O)OC11CC1
O=S1(=O)CC(O)C2(CC2)O1
false
CC1CC(C)(C)CC12CC2
O=S1(=O)CCC2(CC2)O1
164.182
32.8436
-0.7601
4
1
18
63.6
CC1=C(N)C2=C(S1)C=CN2
Cc1sc2cc[nH]c2c1N
false
CC1CC2CCCC2C1C
c1cc2sccc2[nH]1
152.222
45.3251
2.12002
2
2
18
41.81
CC=C1OCC2=CSC=C12
CC=C1OCc2cscc21
false
CCC1CCC2CCCC12
C=C1OCc2cscc21
152.218
42.759
2.6391
2
0
18
9.23
NCC1=C(OC=C)SN=N1
C=COc1snnc1CN
false
CCCC1CCCC1CC
c1csnn1
157.198
38.6254
0.5191
5
1
17
61.03
CCC1(CCO1)S(N)(=O)=O
CCC1(S(N)(=O)=O)CCO1
false
CCC1(C(C)(C)C)CCC1
C1COC1
165.214
36.6982
-0.1985
3
1
21
69.39
CS(=O)(=O)CNC1CNC1
CS(=O)(=O)CNC1CNC1
true
CC(C)(C)CCC1CCC1
C1CNC1
164.23
39.5042
-1.4501
4
2
22
58.2
CC1C(NS1(=O)=O)C(N)=N
CC1C(C(=N)N)NS1(=O)=O
false
CC(C)C1CC(C)(C)C1C
O=S1(=O)CCN1
163.202
37.2196
-1.38753
3
3
19
96.04
CCC1=CCS(=O)(=O)N1C
CCC1=CCS(=O)(=O)N1C
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CN1
161.226
39.9238
0.5555
2
0
21
37.38
CCC1CN(C=O)S1(=O)=O
CCC1CN(C=O)S1(=O)=O
true
CCC1CC(CC)C1(C)C
O=S1(=O)CCN1
163.198
35.7688
-0.4332
3
0
19
54.45
NC1=CN2OC=NC2=C1Cl
Nc1cn2ocnc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ncon2c1
157.56
36.8804
1.1629
4
1
14
56.46
CCC(=N)NC(=S)N(C)C
CCC(=N)NC(=S)N(C)C
true
CCC(C)CC(C)C(C)C
159.258
47.4384
0.80977
2
2
23
39.12
CC(N)C(C)OS(C)(=O)=O
CC(N)C(C)OS(C)(=O)=O
true
CC(C)C(C)CC(C)(C)C
167.23
39.0402
-0.3017
4
1
23
69.39
C1NN=COC2=C1N=CS2
C1=NNCc2ncsc2O1
false
C1CCC2CCCC2CC1
C1=NNCc2ncsc2O1
155.182
38.0737
0.5684
5
1
15
46.51
C1CC1NN=C1SC=CS1
c1csc(=NNC2CC2)s1
false
C1CCC(CCC2CC2)C1
c1csc(=NNC2CC2)s1
172.278
43.9167
1.3773
4
1
18
24.39
NCCC(=C)NS(N)(=O)=O
C=C(CCN)NS(N)(=O)=O
false
CCCC(C)CC(C)(C)C
165.218
39.0543
-1.358
3
3
21
98.21
COCCS(=O)(=O)CC=O
COCCS(=O)(=O)CC=O
true
CCCCC(C)(C)CCC
166.198
36.5938
-0.7535
4
0
20
60.44
CCN1C2C=CS(=O)(=O)C12
CCN1C2C=CS(=O)(=O)C21
false
CCC1C2CCC(C)(C)C12
O=S1(=O)C=CC2NC21
159.21
38.0158
-0.0413
3
0
19
37.15
COS(=O)(=O)C(N)CC=C
C=CCC(N)S(=O)(=O)OC
false
CCCC(C)C(C)(C)CC
165.214
38.7182
-0.1765
4
1
21
69.39
CC(C=C)C=CS(O)(=O)=O
C=CC(C)C=CS(=O)(=O)O
false
CCC(C)CCC(C)(C)C
162.21
40.0496
1.21
2
1
20
54.37
CS(=O)(=O)C#CC=CC#C
C#CC=CC#CS(C)(=O)=O
false
CCCCCCC(C)(C)C
154.19
40.5928
0.1813
2
0
16
34.14
NC1=NSN=C1C=CCO
Nc1nsnc1C=CCO
false
CCCCC1CCCC1C
c1cnsn1
157.198
40.4412
0.1258
5
2
17
72.03
O=C1C2CNS(=O)(=O)C1N2
O=C1C2CNS(=O)(=O)C1N2
true
CC1C2CCC(C)(C)C1C2
O=C1C2CNS(=O)(=O)C1N2
162.17
32.6412
-2.2136
4
2
16
75.27
CC=C1CC(=C)CS1(=O)=O
C=C1CC(=CC)S(=O)(=O)C1
false
CCC1CC(C)CC1(C)C
C=C1CC(=C)S(=O)(=O)C1
158.222
41.3008
1.2649
2
0
20
34.14
CCN1C=CC(Cl)=C1C#N
CCn1ccc(Cl)c1C#N
false
CCC1CCC(C)C1CC
c1cc[nH]c1
154.6
39.831
2.03308
2
0
17
28.72
C=COC1COS(=O)(=O)C1
C=COC1COS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCCO1
164.182
34.8088
-0.1249
4
0
18
52.6
C=CC1=C2C(=O)OC2=NS1
C=Cc1snc2c1C(=O)O2
false
CCC1CCC2CC(C)C12
O=C1Oc2nscc21
153.162
37.1635
1.3187
4
0
13
39.19
O=CN1NCC2=C1N=CS2
O=CN1NCc2scnc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CNN2
155.182
37.4967
0.1241
4
1
15
45.23
NC1=CSC2=C1C=C(O)S2
Nc1csc2sc(O)cc12
false
CC1CC2CCC(C)C2C1
c1cc2ccsc2s1
171.246
45.7792
2.2506
4
2
15
46.25
CC1=NC(OC=O)=C(C)S1
Cc1nc(OC=O)c(C)s1
false
CCCC1CC(C)CC1C
c1cscn1
157.194
38.28
1.29514
4
0
17
39.19
CNC(=S)NC(C=C)=CC
C=CC(=CC)NC(=S)NC
false
CCC(C)CC(CC)CC
156.254
48.7474
1.1701
1
2
22
24.06
NN=C1NC2=C(OC=C2)S1
NN=c1[nH]c2ccoc2s1
false
CCC1CC2CCCC2C1
N=c1[nH]c2ccoc2s1
155.182
38.1921
0.5968
4
2
15
67.31
CCC=CC1=NC(N)=CS1
CCC=Cc1nc(N)cs1
false
CCCCC1CCC(C)C1
c1cscn1
154.238
45.8514
2.1485
3
1
20
38.91
O=S1(=O)NC2CCC2CO1
O=S1(=O)NC2CCC2CO1
true
CC1(C)CCC2CCC2C1
O=S1(=O)NC2CCC2CO1
163.198
34.5195
-0.3704
3
1
19
55.4
CNN1SC(CO)=CC1=N
CNn1sc(CO)cc1=N
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
159.214
39.3712
-0.30533
5
3
19
61.04
CC1N(C)NS(=O)(=O)C1=C
C=C1C(C)N(C)NS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1CNNS1(=O)=O
162.214
38.4205
-0.3316
3
1
20
49.41
NC1=NC(CCC#N)=NS1
N#CCCc1nsc(N)n1
false
CCCCC1CCC(C)C1
c1ncsn1
154.198
38.2554
0.57648
5
1
16
75.59
CN1CC2=CSN=C2C1=N
CN1Cc2csnc2C1=N
false
CC1CC2CCCC2C1C
N=C1NCc2csnc21
153.21
40.4097
0.91387
3
1
17
39.98
CC=CN1SC(O)=CC1=O
CC=Cn1sc(O)cc1=O
false
CCCC1CC(C)CC1C
O=c1ccs[nH]1
157.194
41.2478
1.106
4
1
17
42.23
OC1=C(CC2CO2)SN=C1
Oc1cnsc1CC1CO1
false
CC1CCCC1CC1CC1
c1cc(CC2CO2)sn1
157.194
37.2228
0.79
4
1
17
45.65
CCC1=NC(=CS1)C1CO1
CCc1nc(C2CO2)cs1
false
CCC1CCC(C2CC2)C1
c1nc(C2CO2)cs1
155.222
40.185
1.7768
3
0
19
25.42
CC#CCS(=O)(=O)C=NO
CC#CCS(=O)(=O)C=NO
true
CCCCC(C)(C)CCC
161.182
37.5153
-0.158
4
1
17
66.73
COC1=C(N=NS1)N1CC1
COc1snnc1N1CC1
false
CCC1CCCC1C1CC1
c1snnc1N1CC1
157.198
38.674
0.3667
5
0
17
38.02
CON1C2CC2CNC1=S
CON1C(=S)NCC2CC21
false
CCC1C(C)CCC2CC21
S=C1NCC2CC2N1
158.226
41.3437
0.1264
2
1
20
24.5
COCC1C=NNS1(=O)=O
COCC1C=NNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CC=NN1
164.186
36.2115
-1.0798
4
1
18
67.76
NCC1=NC(O)=C(S1)C#C
C#Cc1sc(CN)nc1O
false
CCC1CC(C)C(CC)C1
c1cscn1
154.194
39.6052
0.2887
4
2
16
59.14
CC1CCNS(=O)(=O)NC1
CC1CCNS(=O)(=O)NC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)NCCCCN1
164.23
38.7062
-0.5498
2
2
22
58.2
CC1=CC(=N)N(CCO)S1
Cc1cc(=N)n(CCO)s1
false
CCCC1CC(C)CC1C
N=c1ccs[nH]1
158.226
39.9865
0.32979
4
2
20
49.01
NC(=S)N(O)CC#CC=C
C=CC#CCN(O)C(N)=S
false
CCCCCC(C)C(C)C
156.21
43.2509
0.1106
2
2
18
49.49
CCCCON(C)C(N)=S
CCCCON(C)C(N)=S
true
CCCCCC(C)C(C)C
162.258
45.4084
0.8935
2
1
24
38.49
CCCNC1=CC=C(O)S1
CCCNc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
157.238
44.7645
2.2756
3
2
21
32.26
CC#CC1=C(C)SC=C1O
CC#Cc1c(O)csc1C
false
CCCC1C(C)CCC1C
c1ccsc1
152.218
43.2728
2.13352
2
1
18
20.23
NC(=S)N1CC2C(O)C2N1
NC(=S)N1CC2C(O)C2N1
true
CC(C)C1CC2C(C)C2C1
C1NNC2CC12
159.214
39.9119
-1.5905
3
3
19
61.52
CC1(N)C=CC2=NSC=C12
CC1(N)C=Cc2nscc21
false
CC1(C)CCC2CCCC21
C1=Cc2nscc2C1
152.222
42.6874
1.3438
3
1
18
38.91
CN(C)CC(=O)NC(N)=S
CN(C)CC(=O)NC(N)=S
true
CC(C)CC(C)CC(C)C
161.23
43.4821
-1.0922
3
2
21
58.36
CNCC1=CC=NC=C1Cl
CNCc1ccncc1Cl
false
CCCC1CCCCC1C
c1ccncc1
156.616
42.0107
1.4544
2
1
19
24.92
CC(C)C1=CC(=NS1)C#N
CC(C)c1cc(C#N)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
152.222
40.918
2.13818
3
0
18
36.68
CCN=CN(N)S(C)(=O)=O
CCN=CN(N)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
165.218
39.9032
-0.8301
4
1
21
75.76
CCNS(=O)(=O)ON=CC
CC=NOS(=O)(=O)NCC
false
CCCCC(C)(C)CCC
166.202
37.8475
-0.137
4
1
20
67.76
CNC=C(C)S(=O)(=O)NN
CNC=C(C)S(=O)(=O)NN
true
CCCC(C)C(C)(C)CC
165.218
39.0596
-1.1398
4
3
21
84.22
OC(C1CC1)C1=NSN=C1
OC(c1cnsn1)C1CC1
false
CC(C1CCCC1)C1CC1
c1nsnc1CC1CC1
156.21
37.5928
0.9815
4
1
18
46.01
CN1SN=C(CC=O)C1=N
Cn1snc(CC=O)c1=N
false
CCCC1CCC(C)C1C
N=c1cns[nH]1
157.198
36.7077
-0.29753
5
1
17
58.74
CC1=NN(O)C2=C1SC=C2
Cc1nn(O)c2ccsc12
false
CC1CC(C)C2CCCC12
c1cc2[nH]ncc2s1
154.194
39.5315
1.64352
4
1
16
38.05
N=CN1NCC2=C1SC=C2
N=CN1NCc2ccsc21
false
CCC1CCC2CCCC12
c1cc2c(s1)NNC2
153.21
42.4214
1.17977
3
2
17
39.12
COC1=C(O)C=NC=C1Cl
COc1c(O)cncc1Cl
false
CCC1C(C)CCCC1C
c1ccncc1
159.572
37.4638
1.4492
3
1
16
42.35
CC(=C)ON1SC=CC1=O
C=C(C)On1sccc1=O
false
CC(C)CC1CCCC1C
O=c1ccs[nH]1
157.194
39.973
0.872
4
0
17
31.23
CC1=C(NC(=N)S1)C1CN1
Cc1sc(=N)[nH]c1C1CN1
false
CC1CC(C)C(C2CC2)C1
N=c1[nH]c(C2CN2)cs1
155.226
40.0051
0.50839
3
3
19
61.58
CC1=C2OC=COC2=CS1
Cc1scc2c1OC=CO2
false
CC1CCC2CCCCC12
C1=COc2cscc2O1
154.19
39.452
2.29892
3
0
16
18.46
NS(=O)(=O)N(O)C(=C)C#C
C#CC(=C)N(O)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.17
34.7057
-0.972
3
2
16
83.63
CC=NN(C)CS(N)(=O)=O
CC=NN(C)CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
165.218
39.9032
-0.8301
4
1
21
75.76
CN1N=CC(=O)C(Cl)=C1C
Cc1c(Cl)c(=O)cnn1C
false
CC1CCC(C)C(C)C1C
O=c1cc[nH]nc1
158.588
39.225
0.74212
3
0
17
34.89
NC=C(CCO)S(N)(=O)=O
NC=C(CCO)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
166.202
37.0804
-1.5426
4
3
20
106.41
NC1CC1N=C1NC=CS1
NC1CC1N=c1[nH]ccs1
false
CC1CC1CC1CCCC1
c1csc(=NC2CC2)[nH]1
155.226
40.6131
0.0765
3
2
19
54.17
CCCCOS(=O)(=O)CC
CCCCOS(=O)(=O)CC
true
CCCCCC(C)(C)CC
166.242
40.3208
1.1528
3
0
24
43.37
OC1C2(CC2)C=CS1(=O)=O
O=S1(=O)C=CC2(CC2)C1O
false
CC1C(C)(C)CCC12CC2
O=S1(=O)C=CC2(CC2)C1
160.194
35.7336
0.0271
3
1
18
54.37
CCNC(C#N)S(C)(=O)=O
CCNC(C#N)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
162.214
37.9215
-0.50982
4
1
20
69.96
CC1CN1C1=NNSC1=O
CC1CN1c1n[nH]sc1=O
false
CC1CCCC1C1CC1C
O=c1s[nH]nc1N1CC1
157.198
39.5427
0.0399
4
1
17
48.76
CCC1=C(CC#N)N=CS1
CCc1scnc1CC#N
false
CCCC1CCCC1CC
c1cscn1
152.222
40.809
1.77158
3
0
18
36.68
CC1=CC2=NSC=C2C1=O
CC1=Cc2nscc2C1=O
false
CC1CC2CCCC2C1C
O=C1C=Cc2nscc21
151.19
40.0955
1.7427
3
0
15
29.96
CNC(=S)N1OCCN=C1
CNC(=S)N1C=NCCO1
false
CCC(C)C1CCCCC1
C1=NCCON1
159.214
42.8077
-0.2338
3
1
19
36.86
O=S1(=O)CC2=CCC=C2N1
O=S1(=O)CC2=CCC=C2N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2=CCC=C2N1
157.194
37.7055
0.1334
2
1
17
46.17
OCC(C=O)C1=CSC=C1
O=CC(CO)c1ccsc1
false
CCC(CC)C1CCCC1
c1ccsc1
156.206
40.2098
1.0229
3
1
18
37.3
CC(C)(C=O)C1=CSC=N1
CC(C)(C=O)c1cscn1
false
CCC(C)(C)C1CCCC1
c1cscn1
155.222
41.204
1.6196
3
0
19
29.96
NC1=C(Cl)C=C(CC#N)O1
N#CCc1cc(Cl)c(N)o1
false
CCCC1CC(C)C(C)C1
c1ccoc1
156.572
37.4474
1.58128
3
1
15
62.95
CC1C(CO)NNS1(=O)=O
CC1C(CO)NNS1(=O)=O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CCNN1
166.202
35.527
-1.8266
4
3
20
78.43
CC1=C2N(O)C=NC2=CS1
Cc1scc2ncn(O)c12
false
CC1CCC2CCC(C)C12
c1nc2cscc2[nH]1
154.194
39.5315
1.64352
4
1
16
38.05
CC1CS(=O)(=O)C2CNC12
CC1CS(=O)(=O)C2CNC12
true
CC1CC(C)(C)C2CCC12
O=S1(=O)CCC2NCC21
161.226
38.5295
-0.6087
3
1
21
46.17
CNC1=COC(S1)=NN=C
C=NN=c1occ(NC)s1
false
CCCC1CCC(CC)C1
N=c1occs1
157.198
41.2437
0.8991
5
1
17
49.89
NC(=N)N1C=CC(Cl)=C1O
N=C(N)n1ccc(Cl)c1O
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
159.576
38.4189
0.58867
3
3
16
75.03
C1OC1C=CC1=NSN=N1
C(=CC1CO1)c1nnsn1
false
C1CCC(CCC2CC2)C1
C(=CC1CO1)c1nnsn1
155.182
36.478
0.3451
5
0
15
51.2
CN1C(C=CNC1=S)C#C
C#CC1C=CNC(=S)N1C
false
CCC1CCCC(C)C1C
S=C1NC=CCN1
152.222
45.2577
0.3218
1
1
18
15.27
CN=CNN1SC=CC1=O
CN=CNn1sccc1=O
false
CCCCC1CCCC1C
O=c1ccs[nH]1
157.198
42.3557
0.1114
4
1
17
46.39
CC(NCC=O)S(C)(=O)=O
CC(NCC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
165.214
38.3725
-0.8345
4
1
21
63.24
CNC1=C2OC=NC2=CS1
CNc1scc2ncoc12
false
CCC1CCC2CCCC12
c1nc2cscc2o1
154.194
41.4327
1.931
4
1
16
38.06
CC=CC1=C(C)SC(=O)N1
CC=Cc1[nH]c(=O)sc1C
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
155.222
44.3847
1.77792
2
1
19
32.86
CC1=CN=C(S1)C=CC=C
C=CC=Cc1ncc(C)s1
false
CCCCC1CCC(C)C1
c1cscn1
151.234
46.082
2.65072
2
0
19
12.89
CCCON1C=C(Cl)C=N1
CCCOn1cc(Cl)cn1
false
CCCCC1CCC(C)C1
c1cn[nH]c1
160.604
38.975
1.3751
3
0
19
27.05