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
CCC1=CN=NC(C)=C1Cl
CCc1cnnc(C)c1Cl
false
CCC1CCCC(C)C1C
c1ccnnc1
156.616
41.157
2.00082
2
0
19
25.78
CNC1=C(C=C(N)S1)C#N
CNc1sc(N)cc1C#N
false
CCC1CC(C)CC1CC
c1ccsc1
153.21
42.9931
1.24368
4
2
17
61.84
O=CC1CC2=C1NSC2=O
O=CC1Cc2c1[nH]sc2=O
false
CCC1CC2C(C)CCC12
O=c1s[nH]c2c1CC2
155.178
37.4487
0.275
3
1
15
49.93
O=C1CS(=O)(=O)CC1C#N
N#CC1CS(=O)(=O)CC1=O
false
CCC1CC(C)(C)CC1C
O=C1CCS(=O)(=O)C1
159.166
32.7638
-0.87632
4
0
15
75
NC1C(O)C1C1=CSN=C1
NC1C(O)C1c1cnsc1
false
CC1C(C)C1C1CCCC1
c1nscc1C1CC1
156.21
38.8372
-0.0715
4
2
18
59.14
CON1C(C)=NCS1(=O)=O
CON1C(C)=NCS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CN=CN1
164.186
35.7438
-0.4309
4
0
18
58.97
CC1=CNC(=S)NCCC1
CC1=CNC(=S)NCCC1
true
CC1CCCCC(C)CC1
S=C1NC=CCCCN1
156.254
46.7274
1.1481
1
2
22
24.06
CC=C(C#C)C1=CC=CS1
C#CC(=CC)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
148.23
46.803
2.7846
1
0
18
0
COC1=CS(=O)(=O)N(C)C1
COC1=CS(=O)(=O)N(C)C1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CCN1
163.198
36.6418
-0.2506
3
0
19
46.61
CS(=O)(=O)C1=CC=C(N)O1
CS(=O)(=O)c1ccc(N)o1
false
CC1CCC(C(C)(C)C)C1
c1ccoc1
161.182
36.2302
0.2653
4
1
17
73.3
C=CS(=O)(=O)OCCC=O
C=CS(=O)(=O)OCCC=O
true
CCCCCC(C)(C)CC
164.182
35.7498
0.0653
4
0
18
60.44
OC1CN(C1)C1=CN=NS1
OC1CN(c2cnns2)C1
false
CC1CC(C2CCCC2)C1
c1nnsc1N1CCC1
157.198
38.1288
-0.281
5
1
17
49.25
C=NN1CCCCS1(=O)=O
C=NN1CCCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCCN1
162.214
39.2758
0.0276
3
0
20
49.74
N=CN1CS(=O)(=O)C=CN1
N=CN1CS(=O)(=O)C=CN1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CNNC1
161.186
36.6852
-0.74283
4
2
17
73.26
CC1NCC2=C1C(=O)NS2
CC1NCc2s[nH]c(=O)c21
false
CC1CCC2CCC(C)C12
O=c1[nH]sc2c1CNC2
156.21
40.1944
0.6006
3
2
18
44.89
S=C1NCCC#CCCN1
S=C1NCCC#CCCN1
true
CC1CCCCCCCC1
S=C1NCCC#CCCN1
154.238
45.6134
0.2477
1
2
20
24.06
NC1=CC2=C(S1)C=CN2O
Nc1cc2c(ccn2O)s1
false
CC1CC2CCC(C)C2C1
c1cc2sccc2[nH]1
154.194
41.4119
1.5223
4
2
16
51.18
CC#CC1=C(O)SC(=N)N1
CC#Cc1[nH]c(=N)sc1O
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
154.194
38.7412
0.63267
3
3
16
59.87
NC1CC1CC1=CSN=N1
NC1CC1Cc1csnn1
false
CC1CC1CC1CCCC1
c1snnc1CC1CC1
155.226
39.6954
0.4278
4
1
19
51.8
NN1C=NC2=C1C(O)=CS2
Nn1cnc2scc(O)c21
false
CC1CCC2CCC(C)C12
c1nc2sccc2[nH]1
155.182
39.4252
0.5172
5
2
15
64.07
NN1C=CC(=O)C(Cl)=C1N
Nc1c(Cl)c(=O)ccn1N
false
CC1CCC(C)C(C)C1C
O=c1cc[nH]cc1
159.576
40.2748
-0.2023
4
2
16
74.04
CCNC1=C(CN)N=CS1
CCNc1scnc1CN
false
CCCC1CCCC1CC
c1cscn1
157.242
44.1691
1.0336
4
2
21
50.94
CNC(=S)N1CC(=O)N=C1
CNC(=S)N1C=NC(=O)C1
false
CCC(C)C1CCC(C)C1
O=C1CNC=N1
157.198
41.8627
-0.6388
2
1
17
44.7
O=CC1C2N1C=CS2(=O)=O
O=CC1C2N1C=CS2(=O)=O
true
CCC1C2CCC(C)(C)C12
O=S1(=O)C=CN2CC21
159.166
33.5388
-0.9048
4
0
15
54.22
CC(=O)CCC1=CN=NS1
CC(=O)CCc1cnns1
false
CC(C)CCC1CCCC1
c1csnn1
156.21
38.911
1.0597
4
0
18
42.85
CNCC1=C(C=C)C=NS1
C=Cc1cnsc1CNC
false
CCCC1CCCC1CC
c1cnsc1
154.238
44.9687
1.5055
3
1
20
24.92
OCCNC1=NNC=C1Cl
OCCNc1n[nH]cc1Cl
false
CCCCC1CCCC1C
c1cn[nH]c1
161.592
39.1732
0.4673
3
3
18
60.94
CCC(N)C1=C(O)C=NS1
CCC(N)c1sncc1O
false
CCC(C)C1CCCC1C
c1cnsc1
158.226
40.9982
1.2585
4
2
20
59.14
CCC1=NC2=CSN=C2N1
CCc1nc2csnc2[nH]1
false
CCC1CC2CCCC2C1
c1nc2csnc2[nH]1
153.21
41.1437
1.5818
3
1
17
41.57
CC1C2COS(=O)(=O)CN12
CC1C2COS(=O)(=O)CN12
true
CC1C2CCC(C)(C)CC12
O=S1(=O)CN2CC2CO1
163.198
34.8278
-0.6234
4
0
19
46.38
CNN=C1OC(C)=C(C)S1
CNN=c1oc(C)c(C)s1
false
CCCC1CC(C)C(C)C1
N=c1occs1
158.226
40.6817
0.99304
4
1
20
37.53
C=CN1C=C(SC1=N)C#N
C=Cn1cc(C#N)sc1=N
false
CCC1CC(C)C(CC)C1
N=c1[nH]ccs1
151.194
39.2657
1.00125
4
1
15
52.57
C=CC(C=O)C1=CSN=N1
C=CC(C=O)c1csnn1
false
CCC(CC)C1CCCC1
c1csnn1
154.194
38.911
1.0066
4
0
16
42.85
CC1(CC=C)CS(=O)(=O)C1
C=CCC1(C)CS(=O)(=O)C1
false
CCCC1(C)CC(C)(C)C1
O=S1(=O)CCC1
160.238
41.5748
0.9972
2
0
22
34.14
NC(=N)C(=C)S(=O)(=O)C#N
C=C(C(=N)N)S(=O)(=O)C#N
false
CCC(C)(C)C(C)C(C)C
159.17
35.5869
-0.66805
4
2
15
107.8
CON(C)S(=O)(=O)CC#C
C#CCS(=O)(=O)N(C)OC
false
CCCC(C)(C)C(C)CC
163.198
37.3918
-0.5574
3
0
19
46.61
CCOC1=C(N)C(N)=NS1
CCOc1snc(N)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
159.214
42.1078
0.7062
5
2
19
74.16
NS(=O)(=O)C1CCN1C=O
NS(=O)(=O)C1CCN1C=O
true
CCC1CCC1C(C)(C)C
C1CNC1
164.186
34.2822
-1.5369
3
1
18
80.47
CCN(CC#N)S(C)(=O)=O
CCN(CC#N)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
162.214
37.7038
-0.20852
3
0
20
61.17
CNS(=O)(=O)CNCCN
CNS(=O)(=O)CNCCN
true
CCCCCC(C)(C)CC
167.234
39.9036
-1.9586
4
3
23
84.22
NCC=CNS(=O)(=O)C=C
C=CS(=O)(=O)NC=CCN
false
CCCCCC(C)(C)CC
162.214
40.4469
-0.4783
3
2
20
72.19
CC1=C(Cl)C2=C(CCO2)N1
Cc1[nH]c2c(c1Cl)OCC2
false
CC1CC2CCCC2C1C
c1cc2c([nH]1)CCO2
157.6
39.7387
1.91142
1
1
18
25.02
CC1=C2C(CN)CC2=CS1
Cc1scc2c1C(CN)C2
false
CCC1CC2CCC(C)C12
c1scc2c1CC2
153.25
44.5554
1.65492
2
1
21
26.02
CC(C)CC1=NSC(O)=C1
CC(C)Cc1cc(O)sn1
false
CC(C)CC1CCC(C)C1
c1cnsc1
157.238
42.3208
2.0472
3
1
21
33.12
O=CC1C=CCNS1(=O)=O
O=CC1C=CCNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CC=CCN1
161.182
35.9145
-0.9569
3
1
17
63.24
ClC1=CN=CN=C1NC=C
C=CNc1ncncc1Cl
false
CCCC1CCCCC1C
c1cncnc1
155.588
40.8617
1.6854
3
1
16
37.81
O=S1(=O)CC2CNC2C=C1
O=S1(=O)C=CC2NCC2C1
false
CC1(C)CCC2CCC2C1
O=S1(=O)C=CC2NCC2C1
159.21
38.2075
-0.4835
3
1
19
46.17
NN1C(=S)NC(=O)C11CC1
NN1C(=S)NC(=O)C12CC2
false
CC1CC(C)C2(CC2)C1C
O=C1NC(=S)NC12CC2
157.198
38.7321
-0.8906
3
2
17
58.36
CC(N)C1(CN1)S(N)(=O)=O
CC(N)C1(S(N)(=O)=O)CN1
false
CC(C)C1(C(C)(C)C)CC1
C1CN1
165.218
37.4903
-2.0784
4
3
21
108.12
CNC1=CC(O)=C(CO)S1
CNc1cc(O)c(CO)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
159.21
41.4533
0.9877
4
3
19
52.49
CC(C)CCC1=NSN=C1
CC(C)CCc1cnsn1
false
CC(C)CCC1CCCC1
c1cnsn1
156.254
43.068
2.1267
3
0
22
25.78
CC1COCS(=O)(=O)OC1
CC1COCS(=O)(=O)OC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)COCCCO1
166.198
34.8548
-0.0434
4
0
20
52.6
OS(=O)(=O)C=COCC#C
C#CCOC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
162.166
35.4736
-0.0048
3
1
16
63.6
C=C(C#N)C1=NNC(=N)S1
C=C(C#N)c1n[nH]c(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ncs1
152.182
36.9664
0.48745
4
2
14
76.32
CC1(CC1CO)S(O)(=O)=O
CC1(S(=O)(=O)O)CC1CO
false
CCC1CC1(C)C(C)(C)C
C1CC1
166.198
35.1464
-0.3549
3
2
20
74.6
CNN(CC1CC1)C(N)=S
CNN(CC1CC1)C(N)=S
true
CCC(CC1CC1)C(C)C
C1CC1
159.258
45.2751
0.0764
2
2
23
41.29
CC(=O)S(=O)(=O)CN=CN
CC(=O)S(=O)(=O)CN=CN
true
CCCCC(C)(C)C(C)C
164.186
37.1472
-1.1078
4
1
18
89.59
COC(C)C1=C(N)SC=N1
COC(C)c1ncsc1N
false
CCC(C)C1CCCC1C
c1cscn1
158.226
41.9504
1.4327
4
1
20
48.14
OC1=CC(=CS1)C#CC#C
C#CC#Cc1csc(O)c1
false
CCCCC1CCC(C)C1
c1ccsc1
148.186
41.6948
1.4384
2
1
14
20.23
CC1C=CCN1S(N)(=O)=O
CC1C=CCN1S(N)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CCNC1
162.214
38.4152
-0.5498
2
1
20
63.4
CN1CC(C)=NN(C)C1=S
CC1=NN(C)C(=S)N(C)C1
false
CC1CC(C)C(C)C(C)C1
S=C1NCC=NN1
157.242
46.1
0.5244
2
0
21
18.84
CC1C=CN(C=C)S1(=O)=O
C=CN1C=CC(C)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CN1
159.21
39.5578
0.6775
2
0
19
37.38
CCC(C)C1=NNC(=N)S1
CCC(C)c1n[nH]c(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ncs1
157.242
41.0254
1.46417
3
2
21
52.53
CCCC(=O)CS(N)(=O)=O
CCCC(=O)CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
165.214
37.8892
-0.3559
3
1
21
77.23
CC1CC2=NSC=C2CO1
CC1Cc2nscc2CO1
false
CC1CCC2CCCC2C1
c1snc2c1COCC2
155.222
40.069
1.6043
3
0
19
22.12
CC(=O)N1C=C(Cl)C(C)=N1
CC(=O)n1cc(Cl)c(C)n1
false
CC(C)C1CC(C)C(C)C1
c1cn[nH]c1
158.588
38.2745
1.50502
3
0
17
34.89
CCC1CN1C1=NC=CS1
CCC1CN1c1nccs1
false
CCC1CC1C1CCCC1
c1csc(N2CC2)n1
154.238
43.539
1.7417
3
0
20
15.9
COCC(=C)NS(C)(=O)=O
C=C(COC)NS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
165.214
38.9955
-0.3043
3
1
21
55.4
O=S1(=O)CN=CNC=CO1
O=S1(=O)CN=CNC=CO1
true
CC1(C)CCCCCCC1
O=S1(=O)CN=CNC=CO1
162.17
35.6395
-0.607
5
1
16
67.76
CC#CC(=C)NC(=S)NN
C=C(C#CC)NC(=S)NN
false
CCCC(C)CC(C)CC
155.226
45.6468
-0.1388
2
3
19
50.08
C(NC1=CSC=C1)C1CO1
c1cc(NCC2CO2)cs1
false
C1CCC(CCC2CC2)C1
c1cc(NCC2CO2)cs1
155.222
42.5487
1.5588
3
1
19
24.56
N=CN1OS(=O)(=O)C2CC12
N=CN1OS(=O)(=O)C2CC21
false
CCC1CC(C)(C)C2CC12
O=S1(=O)ONC2CC21
162.17
32.8205
-0.68863
4
1
16
70.46
O=C1NC(=S)NC1=CC#C
C#CC=C1NC(=S)NC1=O
false
CCCC1CC(C)CC1C
C=C1NC(=S)NC1=O
152.178
40.7924
-0.4922
2
2
14
41.13
CCCC1N(C)CS1(=O)=O
CCCC1N(C)CS1(=O)=O
true
CCCC1C(C)CC1(C)C
O=S1(=O)CNC1
163.242
40.2458
0.4303
3
0
23
37.38
CC1=NC(=O)SN1CC#C
C#CCn1sc(=O)nc1C
false
CCCC1CC(C)CC1C
O=c1nc[nH]s1
154.194
39.944
0.24642
4
0
16
34.89
CS(=O)(=O)C(CO)CC=C
C=CCC(CO)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
164.226
40.5316
-0.032
3
1
22
54.37
COS(=O)(=O)N(N)C=CC
CC=CN(N)S(=O)(=O)OC
false
CCCC(C)C(C)(C)CC
166.202
36.7692
-0.4131
4
1
20
72.63
CCC(=C(C)C)S(C)(=O)=O
CCC(=C(C)C)S(C)(=O)=O
true
CCC(C(C)C)C(C)(C)C
162.254
43.5088
1.7349
2
0
24
34.14
CC=CC(N)CNC(N)=S
CC=CC(N)CNC(N)=S
true
CCCC(C)CCC(C)C
159.258
47.5775
-0.277
2
3
23
64.07
NC1=NSC=C1C=CCO
Nc1nscc1C=CCO
false
CCCCC1CCCC1C
c1cnsc1
156.21
42.6462
0.7308
4
2
18
59.14
NC(=S)NNC1CC1CO
NC(=S)NNC1CC1CO
true
CCC1CC1CCC(C)C
C1CC1
161.23
42.0376
-1.295
3
4
21
70.31
CN1NC(=S)NCC2CC12
CN1NC(=S)NCC2CC21
false
CC1CCC2CC2C(C)C1
S=C1NCC2CC2NN1
157.242
43.3944
-0.3006
2
2
21
27.3
OC1CCC2=C1OC=C2Cl
OC1CCc2c(Cl)coc21
false
CC1CCC2C(C)CCC12
c1cc2c(o1)CCC2
158.584
36.9988
1.9126
2
1
17
33.37
CC1=C(N)S(=O)(=O)CC1=O
CC1=C(N)S(=O)(=O)CC1=O
true
CC1CC(C)(C)C(C)C1C
O=C1C=CS(=O)(=O)C1
161.182
35.6812
-0.8259
4
1
17
77.23
C#CC1NC1C1=CN=CS1
C#CC1NC1c1cncs1
false
CCC1CC1C1CCCC1
c1ncc(C2CN2)s1
150.206
40.6117
0.7892
3
1
16
34.83
S1C=C2C(=N1)N1C=CN=C21
c1cn2c(n1)-c1csnc1-2
false
C1CC2C(C1)C1CCCC21
c1cn2c(n1)-c1csnc1-2
149.178
38.23
1.3092
4
0
13
30.71
O=C1SC=CN1CC1CO1
O=c1sccn1CC1CO1
false
CC1CCCC1CC1CC1
O=c1sccn1CC1CO1
157.194
38.319
0.3086
4
0
17
34.53
CC1=NN=NC(C=C)=C1Cl
C=Cc1nnnc(C)c1Cl
false
CCC1CCCC(C)C1C
c1cnnnc1
155.588
39.665
1.47642
3
0
16
38.67
NCCCC1=COC=C1Cl
NCCCc1cocc1Cl
false
CCCCC1CCCC1C
c1ccoc1
159.616
41.0934
1.8243
2
1
20
39.16
CC1=C(Cl)C2=NCCN2N1
CC1=C(Cl)C2=NCCN2N1
true
CC1CC2CCCC2C1C
C1=CC2=NCCN2N1
157.604
40.6967
0.689
3
1
18
27.63
OCC1CS(=O)(=O)N1N=C
C=NN1C(CO)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
164.186
36.0486
-1.3917
4
1
18
69.97
CC(C)NC(=S)N1CC1C
CC(C)NC(=S)N1CC1C
true
CC(C)CC(C)C1CC1C
C1CN1
158.27
47.0377
0.9734
1
1
24
15.04
N#CC=COC1=CC=NS1
N#CC=COc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
152.178
37.495
1.55918
4
0
14
45.91
OC1(CS(=O)(=O)C1)C1CN1
O=S1(=O)CC(O)(C2CN2)C1
false
CC1(C)CC(C)(C2CC2)C1
O=S1(=O)CC(C2CN2)C1
163.198
35.3943
-1.8823
4
2
19
76.31
NN1C=C(Cl)C(=N1)[N+]([O-])=O
Nn1cc(Cl)c([N+](=O)[O-])n1
false
CC1CC(C)C(C(C)C)C1
c1cn[nH]c1
162.536
34.0418
0.1585
5
1
13
86.98
C=CCNCC1=CC=NS1
C=CCNCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
154.238
44.0177
1.4187
3
1
20
24.92
NCCC(=C)C1=CSN=C1
C=C(CCN)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
154.238
44.8194
1.5051
3
1
20
38.91
CC1=NSC2=C1CC1OC21
Cc1nsc2c1CC1OC21
false
CC1CCC2C1CC1CC12
c1nsc2c1CC1OC21
153.206
38.169
1.44752
3
0
17
25.42
OC1=C(OC=C)C(Cl)=CN1
C=COc1c(Cl)c[nH]c1O
false
CCCC1C(C)CCC1C
c1cc[nH]c1
159.572
38.2925
1.896
2
2
16
45.25
CN1CC(=C)N(C=O)C1=S
C=C1CN(C)C(=S)N1C=O
false
CCC1C(C)CC(C)C1C
C=C1CNC(=S)N1
156.21
42.271
0.1888
2
0
18
23.55