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
C=CC=CCC1=NN=CS1
C=CC=CCc1nncs1
false
CCCCCC1CCCC1
c1nncs1
152.222
42.95
1.8228
3
0
18
25.78
CCC1=C(OC=C)SN=N1
C=COc1snnc1CC
false
CCCC1CCCC1CC
c1csnn1
156.21
40.112
1.6228
4
0
18
35.01
NC1=NN=C(S1)C(=C)C=C
C=CC(=C)c1nnc(N)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
153.21
43.5524
1.3195
4
1
17
51.8
CCCNC1=NC(=O)NS1
CCCNc1nc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ncs[nH]1
159.214
41.5154
0.6533
4
2
19
57.78
C=NNS(=O)(=O)C=CC#N
C=NNS(=O)(=O)C=CC#N
true
CCCCC(C)(C)CCC
159.17
36.3575
-0.44132
4
1
15
82.32
NN(CC1=NSC=C1)C=O
NN(C=O)Cc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
157.198
37.9084
-0.0248
4
1
17
59.22
OC1=CSC=C1CC1CN1
Oc1cscc1CC1CN1
false
CC1CCCC1CC1CC1
c1cc(CC2CN2)cs1
155.222
41.4785
0.968
3
2
19
42.17
CNC1=C(O)SC=C1OC
CNc1c(OC)csc1O
false
CCC1CCC(C)C1CC
c1ccsc1
159.21
42.0825
1.504
4
2
19
41.49
CN1SC2=NN=CCC2=C1
CN1C=C2CC=NN=C2S1
false
CC1CC2CCCCC2C1
C1=NN=C2SNC=C2C1
153.21
43.981
1.2519
4
0
17
27.96
CN(C(N)=S)C(C)(C)C=O
CN(C(N)=S)C(C)(C)C=O
true
CCC(C)(C)C(C)C(C)C
160.242
44.6914
0.1393
2
1
22
46.33
CC(C1CO1)C1=CSN=C1
CC(c1cnsc1)C1CO1
false
CC(C1CCCC1)C1CC1
c1nscc1CC1CO1
155.222
40.269
1.6454
3
0
19
25.42
CCCNC1=CSC(=O)O1
CCCNc1csc(=O)o1
false
CCCCC1CCC(C)C1
O=c1occs1
159.21
41.6357
1.5232
4
1
19
42.24
CC1=C(C)C(=O)SN1C=N
Cc1c(C)n(C=N)sc1=O
false
CCC1CC(C)C(C)C1C
O=c1cc[nH]s1
156.21
42.2347
0.98181
4
1
18
45.85
NN1C2CC2(O)CS1(=O)=O
NN1C2CC2(O)CS1(=O)=O
true
CC1C2CC2(C)CC1(C)C
O=S1(=O)CC2CC2N1
164.186
33.168
-1.9911
4
2
18
83.63
OC1=CSC2=C1CNN=C2
Oc1csc2c1CNN=C2
false
CC1CCC2CCCCC12
C1=NNCc2ccsc21
154.194
40.4175
0.8908
4
2
16
44.62
CNS(=O)(=O)CC1CNC1
CNS(=O)(=O)CC1CNC1
true
CCC(C)(C)CC1CCC1
C1CNC1
164.23
39.2062
-1.245
3
2
22
58.2
CC1=CC=C(N)C(Cl)=C1Cl
Cc1ccc(N)c(Cl)c1Cl
false
CC1CCC(C)C(C)C1C
c1ccccc1
176.046
45.6114
2.88402
1
1
17
26.02
CCN1SC(=O)C(CO)=C1
CCn1cc(CO)c(=O)s1
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
159.21
40.1758
0.422
4
1
19
42.23
CCC1(C)CS(=O)(=O)NO1
CCC1(C)CS(=O)(=O)NO1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCON1
165.214
36.7035
0.0197
3
1
21
55.4
CNS(=O)(=O)C1CC1(C)N
CNS(=O)(=O)C1CC1(C)N
true
CCC(C)(C)C1CC1(C)C
C1CC1
164.23
38.9769
-0.9747
3
2
22
72.19
CC(=C)CC1=CSC(=O)N1
C=C(C)Cc1csc(=O)[nH]1
false
CC(C)CC1CCC(C)C1
O=c1[nH]ccs1
155.222
43.4577
1.555
2
1
19
32.86
C#CC1COC2=C1N=CS2
C#CC1COc2scnc21
false
CCC1CCC2CCCC12
c1nc2c(s1)OCC2
151.19
39.183
1.2523
3
0
15
22.12
CC1C(C#N)N1S(N)(=O)=O
CC1C(C#N)N1S(N)(=O)=O
true
CCC1C(C)C1C(C)(C)C
C1CN1
161.186
33.8092
-1.21382
3
1
17
86.96
N1N=CC=C1C1=CSN=C1
c1cc(-c2cnsc2)[nH]n1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cnsc2)[nH]n1
151.194
39.6957
1.5332
3
1
15
41.57
CCCC1=CC(Cl)=CN1O
CCCc1cc(Cl)cn1O
false
CCCC1CC(C)CC1C
c1cc[nH]c1
159.616
40.6215
2.3313
2
1
20
25.16
O=CC1=CNC2=NSN=C12
O=Cc1c[nH]c2nsnc12
false
CCC1CCC2CCCC12
c1cc2nsnc2[nH]1
153.166
37.1532
0.8319
4
1
13
58.64
C1C2CNC3=C(SC=C3)N12
c1cc2c(s1)N1CC1CN2
false
C1CC2CCC3CC3C2C1
c1cc2c(s1)N1CC1CN2
152.222
43.9427
1.3622
3
1
18
15.04
CCN1C(=N)SC=C1C#C
C#Cc1csc(=N)n1CC
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
152.222
41.7727
1.03027
3
1
18
28.78
O=CN1CC2=C(N1)N=CS2
O=CN1Cc2scnc2N1
false
CCC1CC2CCCC2C1
c1nc2c(s1)CNN2
155.182
37.3437
0.442
4
1
15
45.23
CC1(CNC(=S)NO)CC1
CC1(CNC(=S)NO)CC1
true
CCC(C)CCC1(C)CC1
C1CC1
160.242
42.8639
0.6398
2
3
22
44.29
CC12CC1NC(=O)S2(=O)=O
CC12CC1NC(=O)S2(=O)=O
true
CC1CC2CC2(C)C1(C)C
O=C1NC2CC2S1(=O)=O
161.182
34.2615
-0.3446
3
1
17
63.24
CN(O)S(=O)(=O)CC1CN1
CN(O)S(=O)(=O)CC1CN1
true
CC(C)C(C)(C)CC1CC1
C1CN1
166.202
35.127
-1.391
4
2
20
79.55
CC1=NC2=C(CCOC2)S1
Cc1nc2c(s1)CCOC2
false
CC1CC2CCCCC2C1
c1nc2c(s1)CCOC2
155.222
40.211
1.52422
3
0
19
22.12
NC1=CC(Cl)=CC(N)=C1O
Nc1cc(Cl)cc(N)c1O
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
158.588
41.9416
1.21
3
3
17
72.27
CC(=C)CS(=O)(=O)C(N)=N
C=C(C)CS(=O)(=O)C(=N)N
false
CC(C)CC(C)(C)C(C)C
162.214
40.5149
-0.12923
3
2
20
84.01
CC(CC1=NN=CS1)C#C
C#CC(C)Cc1nncs1
false
CCC(C)CC1CCCC1
c1nncs1
152.222
41.61
1.3499
3
0
18
25.78
CC=COC1=NC=C(O)S1
CC=COc1ncc(O)s1
false
CCCCC1CCC(C)C1
c1cscn1
157.194
39.2208
1.7611
4
1
17
42.35
CS(=O)(=O)C=C1CCC=C1
CS(=O)(=O)C=C1C=CCC1
false
CC(C)(C)CC1CCCC1
C=C1C=CCC1
158.222
41.3008
1.2649
2
0
20
34.14
NC1=CSC2=C1OCC2O
Nc1csc2c1OCC2O
false
CC1CCC2C(C)CCC12
c1cc2c(s1)CCO2
157.194
39.1862
0.7561
4
2
17
55.48
C=CC=C1NC(=S)NC=N1
C=CC=C1N=CNC(=S)N1
false
CCCC1CCCC(C)C1
C=C1N=CNC(=S)N1
153.21
45.6414
0.5198
2
2
17
36.42
CC1NC1C(O)S(C)(=O)=O
CC1NC1C(O)S(C)(=O)=O
true
CC1CC1C(C)C(C)(C)C
C1CN1
165.214
37.2363
-1.2903
4
2
21
76.31
CC(CO)CC1=CN=CS1
CC(CO)Cc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
157.238
42.0678
1.314
3
1
21
33.12
CC(C)C1=NSN(N)C1=O
CC(C)c1nsn(N)c1=O
false
CC(C)C1CCC(C)C1C
O=c1cns[nH]1
159.214
40.6134
0.142
5
1
19
60.91
CC1=C(Cl)C(=N)N(S1)N=C
C=Nn1sc(C)c(Cl)c1=N
false
CCC1CC(C)C(C)C1C
N=c1ccs[nH]1
175.644
42.8577
1.45459
4
1
16
41.14
N#CC1CC2=C(N1)SN=N2
N#CC1Cc2nnsc2N1
false
CCC1CC2CCCC2C1
C1Cc2nnsc2N1
152.182
36.6367
0.39828
5
1
14
61.6
C1CNN=C2SC=CN2C1
C1=CN2CCCNN=C2S1
false
C1CCC2CCCC2CC1
C1=CN2CCCNN=C2S1
155.226
43.4917
0.7707
4
1
19
27.63
S=C1NC=CC2(COC2)N1
S=C1NC=CC2(COC2)N1
true
CC1CCCC2(CCC2)C1
S=C1NC=CC2(COC2)N1
156.21
41.5594
-0.2532
2
2
18
33.29
CC=C(C)C1=NSC=C1Cl
CC=C(C)c1nscc1Cl
false
CCC(C)C1CCCC1C
c1cnsc1
173.668
46.449
3.2197
2
0
18
12.89
CNCC(C)C1=CSN=N1
CNCC(C)c1csnn1
false
CCCC(C)C1CCCC1
c1csnn1
157.242
42.2507
0.861
4
1
21
37.81
CC(CS(N)(=O)=O)=CC=O
CC(=CC=O)CS(N)(=O)=O
false
CCCC(C)CC(C)(C)C
163.198
37.7952
-0.5799
3
1
19
77.23
NCC1=C(O)SC(=N1)C#C
C#Cc1nc(CN)c(O)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
154.194
39.6052
0.2887
4
2
16
59.14
S=C1NC=NC(=CN1)C#N
N#CC1=CNC(=S)NC=N1
false
CCC1CCCC(C)CC1
S=C1NC=CN=CN1
152.182
41.0574
-0.14262
3
2
14
60.21
NCC1CC2=C(N1)N=CS2
NCC1Cc2scnc2N1
false
CCC1CC2CCCC2C1
c1nc2c(s1)CCN2
155.226
42.2831
0.4384
4
2
19
50.94
COC1(CS(=O)(=O)C1)C#C
C#CC1(OC)CS(=O)(=O)C1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCC1
160.194
37.2268
-0.5668
3
0
18
43.37
NNS(=O)(=O)C(=C)OC=C
C=COC(=C)S(=O)(=O)NN
false
CCCC(C)C(C)(C)CC
164.186
36.6649
-0.5892
4
2
18
81.42
C1C2OC3=C(OC12)N=CS3
c1nc2c(s1)OC1CC1O2
false
C1CC2CC3CC3CC2C1
c1nc2c(s1)OC1CC1O2
155.178
35.563
1.0552
4
0
15
31.35
NN1C=C(Cl)C2=C1CCC2
Nn1cc(Cl)c2c1CCC2
false
CC1CC(C)C2CCCC12
c1cc2c([nH]1)CCC2
156.616
41.6174
1.344
2
1
19
30.95
CN(NC(=O)C=C)C(N)=S
C=CC(=O)NN(C)C(N)=S
false
CCC(C)CC(C)C(C)C
159.214
42.8881
-0.621
2
2
19
58.36
NC1=NC=CC(Cl)=C1NO
Nc1nccc(Cl)c1NO
false
CCC1C(C)CCCC1C
c1ccncc1
159.576
39.0686
1.1183
4
3
16
71.17
CC=NOCC1=CSN=N1
CC=NOCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
157.198
38.864
1.0604
5
0
17
47.37
CNN=C1CS(=O)(=O)CO1
CNN=C1CS(=O)(=O)CO1
true
CCCC1CCC(C)(C)C1
N=C1CS(=O)(=O)CO1
164.186
36.2335
-1.0782
5
1
18
67.76
CC1=CS(=O)(=O)NC(=N)C1
CC1=CS(=O)(=O)NC(=N)C1
true
CC1CC(C)CC(C)(C)C1
N=C1CC=CS(=O)(=O)N1
160.198
38.1562
0.19057
3
2
18
70.02
O=S1(=O)CCN2C=NCC12
O=S1(=O)CCN2C=NCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCN2C=NCC21
160.198
37.6398
-0.9152
4
0
18
49.74
NCC=CC=CS(N)(=O)=O
NCC=CC=CS(N)(=O)=O
true
CCCCCCC(C)(C)C
162.214
40.4416
-0.6965
3
2
20
86.18
O=C1SN=C2CCC=NN12
O=c1snc2n1N=CCC2
false
CC1CCC2CCCCC12
O=c1snc2n1N=CCC2
155.182
38.585
0.0849
5
0
15
47.25
ON1N=CN2C=CC(Cl)=C12
On1ncn2ccc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2[nH]ncn2c1
157.56
35.3765
1.0265
4
1
14
42.46
CCC(NS(C)(=O)=O)C=O
CCC(C=O)NS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
165.214
38.1225
-0.4869
3
1
21
63.24
COC1=C(C)C(C=O)=CS1
COc1scc(C=O)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
156.206
40.9955
1.87762
3
0
18
26.3
CC(=C)CCS(=O)(=O)C#C
C#CS(=O)(=O)CCC(=C)C
false
CCC(C)(C)CCC(C)C
158.222
42.0508
0.9581
2
0
20
34.14
CC1=CC(CC(O)=O)=NS1
Cc1cc(CC(=O)O)ns1
false
CC(C)CC1CCC(C)C1
c1cnsc1
157.194
38.1908
1.07862
3
1
17
50.19
CC=CNC(=S)NC(C)=N
CC=CNC(=S)NC(C)=N
true
CCCCC(C)CC(C)C
157.242
47.0841
0.98127
2
3
21
47.91
NCC1CC1C1=CSN=C1
NCC1CC1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1C1CC1
154.238
42.0164
1.2053
3
1
20
38.91
OCC1=NNC(=S)N2CC12
OCC1=NNC(=S)N2CC12
true
CCC1CCC(C)C2CC12
S=C1NN=CC2CN12
157.198
40.7485
-1.093
3
2
17
47.63
C(C1CCO1)C1=CSC=C1
c1cc(CC2CCO2)cs1
false
C1CCC(CC2CCC2)C1
c1cc(CC2CCO2)cs1
154.234
42.38
2.0795
2
0
20
9.23
NNS(=O)(=O)CC1CCO1
NNS(=O)(=O)CC1CCO1
true
CCC(C)(C)CC1CCC1
C1COC1
166.202
35.4669
-1.4316
4
2
20
81.42
CN(C=N)C1=CC(O)=CS1
CN(C=N)c1cc(O)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.21
43.1705
1.49697
3
2
18
47.32
CC1=C(CO)C(C=C)=CS1
C=Cc1csc(C)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
154.234
45.0698
2.19182
2
1
20
20.23
CC1C2CS(=O)(=O)C1CN2
CC1C2CS(=O)(=O)C1CN2
true
CC1C2CCC1C(C)(C)C2
O=S1(=O)CC2CC1CN2
161.226
38.5295
-0.6087
3
1
21
46.17
CC1(CC(O)C1)S(N)(=O)=O
CC1(S(N)(=O)=O)CC(O)C1
false
CC1CC(C)(C(C)(C)C)C1
C1CCC1
165.214
36.753
-0.8117
3
2
21
80.39
CN=C1NC2=C(CC=C2)S1
CN=c1[nH]c2c(s1)CC=C2
false
CCC1CC2CCCC2C1
N=c1[nH]c2c(s1)CC=C2
152.222
42.8947
1.176
2
1
18
28.15
NC1=CC=C(OCC=C)S1
C=CCOc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
155.222
44.4234
1.8951
3
1
19
35.25
ON=CC=CC1=NC=CS1
ON=CC=Cc1nccs1
false
CCCCCC1CCCC1
c1cscn1
154.194
41.4265
1.6163
4
1
16
45.48
CC1C2C1S(=O)(=O)NC2C
CC1NS(=O)(=O)C2C(C)C12
false
CC1CC(C)(C)C2C(C)C12
O=S1(=O)NCC2CC21
161.226
37.9595
-0.0576
2
1
21
46.17
COC(CO)CS(C)(=O)=O
COC(CO)CS(C)(=O)=O
true
CCC(CC)CC(C)(C)C
168.214
37.5936
-0.9617
4
1
22
63.6
COC=CC1=CSN=C1N
COC=Cc1csnc1N
false
CCCCC1CCCC1C
c1cnsc1
156.21
42.5694
1.3424
4
1
18
48.14
C=C1CC2CNC2S1(=O)=O
C=C1CC2CNC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
C=C1CC2CNC2S1(=O)=O
159.21
37.9575
-0.1359
3
1
19
46.17
CC1CC2=C(CO1)C=NS2
CC1Cc2sncc2CO1
false
CC1CCC2CCCC2C1
c1nsc2c1COCC2
155.222
40.069
1.6043
3
0
19
22.12
CC(CO)C1=C(C)SC=C1
Cc1sccc1C(C)CO
false
CCC(C)C1CCCC1C
c1ccsc1
156.25
44.5568
2.15232
2
1
22
20.23
N=C1NCCCOS1(=O)=O
N=C1NCCCOS1(=O)=O
true
CC1CCCCCC1(C)C
N=C1NCCCOS1(=O)=O
164.186
35.2182
-0.73913
4
2
18
79.25
O=C1CC(N1)C1=CSN=N1
O=C1CC(c2csnn2)N1
false
CC1CC(C2CCCC2)C1
O=C1CC(c2csnn2)N1
155.182
35.4097
0.0991
4
1
15
54.88
O=C1SNC2=C1NC1CC21
O=c1s[nH]c2c1NC1CC21
false
CC1CCC2C1CC1CC12
O=c1s[nH]c2c1NC1CC21
154.194
39.7084
0.7178
3
2
16
44.89
NC(=S)NN1CC2CC1C2
NC(=S)NN1CC2CC1C2
true
CC(C)CC1CC2CC1C2
C1NC2CC1C2
157.242
43.1391
-0.1712
2
2
21
41.29
CC1=NOC(C2CO2)=C1Cl
Cc1noc(C2CO2)c1Cl
false
CC1CCC(C2CC2)C1C
c1cc(C2CO2)on1
159.572
34.943
1.70772
3
0
16
38.56
CCC=CNC(=S)NC=N
CCC=CNC(=S)NC=N
true
CCCCCC(C)CCC
157.242
47.0841
0.98127
2
3
21
47.91
NC1=NC(C#C)=C(S1)C=C
C#Cc1nc(N)sc1C=C
false
CCC1CC(C)CC1CC
c1cscn1
150.206
44.5524
1.3496
3
1
16
38.91
ClC1=COC2=C1CNC2=N
N=C1NCc2c(Cl)coc21
false
CC1CCC2C(C)CCC12
N=C1NCc2ccoc21
156.572
37.3864
1.36157
2
2
15
49.02
O=C(N1CC1)C1=CSN=C1
O=C(c1cnsc1)N1CC1
false
CC(C1CCCC1)C1CC1
O=C(c1cnsc1)N1CC1
154.194
38.0175
0.5989
3
0
16
32.97
CN1C2C1C1OC2S1(=O)=O
CN1C2C1C1OC2S1(=O)=O
true
CC1C2C1C1CC2C1(C)C
O=S1(=O)C2OC1C1NC12
161.182
32.9198
-1.2202
4
0
17
46.38
CC1=C(C#C)C(Cl)=C(N)S1
C#Cc1c(C)sc(N)c1Cl
false
CCC1C(C)CC(C)C1C
c1ccsc1
171.652
46.4134
2.27342
2
1
16
26.02
C#CC1=C2CONC2=NS1
C#Cc1snc2c1CON2
false
CCC1CCC2CCCC12
c1snc2c1CON2
152.178
38.4607
0.9815
4
1
14
34.15