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=CSN=C1C=NN
CCc1csnc1C=NN
false
CCCC1CCCC1CC
c1cnsc1
155.226
43.2734
0.9981
4
1
19
51.27
C=CN1C(=C)CNS1(=O)=O
C=CN1C(=C)CNS1(=O)=O
true
CCC1C(C)CCC1(C)C
C=C1CNS(=O)(=O)N1
160.198
38.0985
-0.2064
2
1
18
49.41
CN1CC(=C)C2=CSN=C12
C=C1CN(C)c2nscc21
false
CC1CC(C)C2CCCC12
C=C1CNc2nscc21
152.222
44.418
1.6061
3
0
18
16.13
CN1CC2(CO2)S(=O)(=O)N1
CN1CC2(CO2)S(=O)(=O)N1
true
CC1CC(C)(C)C2(CC2)C1
O=S1(=O)NNCC12CO2
164.186
33.3685
-1.5073
4
1
18
61.94
S=C1N2CC2CN1CC#C
C#CCN1CC2CN2C1=S
false
CCCC1CC2CC2C1C
S=C1NCC2CN12
152.222
43.498
-0.0957
1
0
18
6.25
CN1C(=O)SC2=C1CCN2
Cn1c2c(sc1=O)NCC2
false
CC1CC2CCCC2C1C
O=c1[nH]c2c(s1)NCC2
156.21
41.7537
0.4148
4
1
18
34.03
CC(=C)C1OCCS1(=O)=O
C=C(C)C1OCCS1(=O)=O
false
CC(C)C1CCCC1(C)C
O=S1(=O)CCOC1
162.21
38.3408
0.3336
3
0
20
43.37
NS(=O)(=O)C1C2CN1CC2
NS(=O)(=O)C1C2CCN1C2
false
CC(C)(C)C1C2CCC1C2
C1CN2CC1C2
162.214
36.5752
-1.0635
3
1
20
63.4
CC1=CNN=COS1(=O)=O
CC1=CNN=COS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=CNN=CO1
162.17
35.3895
-0.2594
5
1
16
67.76
CC(=O)CNS(=O)(=O)C=C
C=CS(=O)(=O)NCC(C)=O
false
CCC(C)(C)CCC(C)C
163.198
37.8005
-0.3617
3
1
19
63.24
CN=C1C=C(SN1C)C#C
C#Cc1cc(=NC)n(C)s1
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
152.222
42.712
0.5984
3
0
18
17.29
COC(=CC)S(=O)(=O)CO
CC=C(OC)S(=O)(=O)CO
false
CCC(CC)C(C)(C)CC
166.198
36.7716
-0.1413
4
1
20
63.6
CN1C(O)=CSC1=NC=N
Cn1c(O)csc1=NC=N
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
157.198
39.3015
0.29997
4
2
17
61.37
CC1C(COS1(=O)=O)C=O
CC1C(C=O)COS1(=O)=O
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCCO1
164.182
33.8878
-0.45
4
0
18
60.44
CC(=C)C1=NSC(O)=C1O
C=C(C)c1nsc(O)c1O
false
CC(C)C1CCC(C)C1C
c1cnsc1
157.194
40.1516
1.5874
4
2
17
53.35
CCC1=C(N=CS1)N(C)C
CCc1scnc1N(C)C
false
CCC1CCCC1C(C)C
c1cscn1
156.254
45.819
1.7715
3
0
22
16.13
CN1C=C(Cl)C(OC=O)=C1
Cn1cc(Cl)c(OC=O)c1
false
CCCC1CC(C)CC1C
c1cc[nH]c1
159.572
37.115
1.2137
3
0
16
31.23
NCCC1=NN=C(S1)C#C
C#Cc1nnc(CCN)s1
false
CCCC1CCC(CC)C1
c1nncs1
153.21
40.6024
0.0206
4
1
17
51.8
C=CC(=O)NC1=CSC=C1
C=CC(=O)Nc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
153.206
43.1457
1.8726
2
1
17
29.1
CCN1C=C(Cl)C(=C1)C#N
CCn1cc(Cl)c(C#N)c1
false
CCC1CC(C)C(CC)C1
c1cc[nH]c1
154.6
39.831
2.03308
2
0
17
28.72
CC=C(C)S(=O)(=O)N(C)N
CC=C(C)S(=O)(=O)N(C)N
true
CCC(C)C(C)(C)C(C)C
164.23
40.3012
0.0454
3
1
22
63.4
COC=CC1=CC(N)=CS1
COC=Cc1cc(N)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
155.222
44.7744
1.9474
3
1
19
35.25
CN1CC=C(NC1=S)C=O
CN1CC=C(C=O)NC1=S
false
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
156.21
42.5107
-0.1109
2
1
18
32.34
ClC1=C2CNC2=COC1=O
O=c1occ2c(c1Cl)CN2
false
CC1CCC2CCC2C1C
O=c1cc2c(co1)NC2
157.556
37.3147
1.2187
3
1
14
42.24
CCC1NC(=S)NCC1=O
CCC1NC(=S)NCC1=O
true
CCC1CC(C)CCC1C
O=C1CNC(=S)NC1
158.226
42.8224
-0.1882
2
2
20
41.13
C1CC2=C(CC=C1)C=NS2
C1=CCc2cnsc2CC1
false
C1CCC2CCCC2CC1
C1=CCc2cnsc2CC1
151.234
43.279
2.188
2
0
19
12.89
CC1(C)CC1C1=CC=NS1
CC1(C)CC1c1ccns1
false
CC1(C)CC1C1CCCC1
c1cc(C2CC2)sn1
153.25
43.253
2.6566
2
0
21
12.89
O=S1(=O)C=CCCC11CN1
O=S1(=O)C=CCCC12CN2
false
CC1(C)CCCCC12CC2
O=S1(=O)C=CCCC12CN2
159.21
38.0275
0.0082
3
1
19
56.08
CNCC1=NC=C(NC)S1
CNCc1ncc(NC)s1
false
CCCC1CCC(CC)C1
c1cscn1
157.242
44.4244
0.9042
4
2
21
36.95
N#CC1=CC2=C(N1)SC=N2
N#Cc1cc2ncsc2[nH]1
false
CCC1CC2CCCC2C1
c1cc2ncsc2[nH]1
149.178
38.6857
1.49608
3
1
13
52.47
NC1=C(SC=C1CO)C=O
Nc1c(CO)csc1C=O
false
CCC1CCC(CC)C1C
c1ccsc1
157.194
40.0417
0.6351
4
2
17
63.32
NCC(CN)C1=CSC=C1
NCC(CN)c1ccsc1
false
CCC(CC)C1CCCC1
c1ccsc1
156.254
45.1688
0.7491
3
2
22
52.04
CC1OS(=O)(=O)C2(C)NC12
CC1OS(=O)(=O)C2(C)NC12
true
CC1CC(C)(C)C2(C)CC12
O=S1(=O)OCC2NC21
163.198
34.7955
-0.5771
4
1
19
65.31
O=C1SN2CC(C#N)C2=C1
N#CC1Cn2sc(=O)cc21
false
CCC1CC2CC(C)CC12
O=c1cc2n(s1)CC2
152.178
36.933
0.53058
4
0
14
45.79
CS(=O)(=O)CC(C=C)C#N
C=CC(C#N)CS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
159.21
39.0108
0.35678
3
0
19
57.93
O=S(=O)(CCC#N)CC#C
C#CCS(=O)(=O)CCC#N
false
CCCCC(C)(C)CCC
157.194
37.7168
-0.05192
3
0
17
57.93
O=S1(=O)COC2=COC=C12
O=S1(=O)COc2cocc21
false
CC1(C)CCC2CCCC21
O=S1(=O)COc2cocc21
160.15
31.3888
0.4032
4
0
14
56.51
CC1NC1C(=C)S(C)(=O)=O
C=C(C1NC1C)S(C)(=O)=O
false
CC1CC1C(C)C(C)(C)C
C1CN1
161.226
40.3695
-0.095
3
1
21
56.08
CC(N)C1=C(N)C(N)=CS1
CC(N)c1scc(N)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
157.242
45.7462
0.9322
4
3
21
78.06
OC(=O)CC1=C(Cl)C=CN1
O=C(O)Cc1[nH]ccc1Cl
false
CC(C)CC1CCCC1C
c1cc[nH]c1
159.572
37.1425
1.2952
1
2
16
53.09
NC1=C(Cl)C(=O)C=NC=N1
Nc1ncncc(=O)c1Cl
false
CC1CCCCC(C)C1C
O=c1ccncnc1
157.56
37.7244
0.0724
4
1
14
68.87
OC1CC2NC2S(=O)(=O)C1
O=S1(=O)CC(O)CC2NC21
false
CC1CC2CC2C(C)(C)C1
O=S1(=O)CCCC2NC21
163.198
35.1223
-1.5363
4
2
19
76.31
CC1(CC1)NCS(N)(=O)=O
CC1(NCS(N)(=O)=O)CC1
false
CC(C)(C)CCC1(C)CC1
C1CC1
164.23
38.7489
-0.6255
3
2
22
72.19
C=CC1C2CNC(=S)NN12
C=CC1C2CNC(=S)NN12
true
CCC1C2CCC(C)CC12
S=C1NCC2CN2N1
155.226
43.3484
-0.3821
2
2
19
27.07
CC1=C(NC(N)=O)N=CS1
Cc1scnc1NC(N)=O
false
CC(C)CC1CCCC1C
c1cscn1
157.198
40.0571
0.94212
3
2
17
68.01
CC1CNC=C1S(C)(=O)=O
CC1CNC=C1S(C)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CNCC1
161.226
40.0935
0.1117
3
1
21
46.17
C1OC2=C(C=NS2)C2OC12
c1nsc2c1C1OC1CO2
false
C1CC2CCC3CC3C2C1
c1nsc2c1C1OC1CO2
155.178
35.223
0.9754
4
0
15
34.65
O=S1(=O)OCCCCCO1
O=S1(=O)OCCCCCO1
true
CC1(C)CCCCCCC1
O=S1(=O)OCCCCCO1
166.198
34.6748
0.4483
4
0
20
52.6
O=S(=O)(C1CO1)C1CNC1
O=S(=O)(C1CNC1)C1CO1
false
CC(C)(C1CCC1)C1CC1
O=S(=O)(C1CNC1)C1CO1
163.198
35.3175
-1.2707
4
1
19
58.7
CC1=CC=C(Cl)C(O)=C1C
Cc1ccc(Cl)c(O)c1C
false
CC1CCC(C)C(C)C1C
c1ccccc1
156.612
42.5908
2.66244
1
1
19
20.23
CN=C1NN=C(S1)C#CC
CC#Cc1n[nH]c(=NC)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ncs1
153.21
40.5037
0.3731
3
1
17
41.04
CS(=O)(=O)C1OC1CCO
CS(=O)(=O)C1OC1CCO
true
CCCC1CC1C(C)(C)C
C1CO1
166.198
35.2076
-0.8617
4
1
20
66.9
NCC1=C(CO)NC(=N)S1
N=c1[nH]c(CO)c(CN)s1
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
159.214
38.3386
-0.49333
4
4
19
85.89
CN(C)C1=CC(C=C)=NS1
C=Cc1cc(N(C)C)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
154.238
46.532
1.8521
3
0
20
16.13
O=CC=CCC1=NSC=N1
O=CC=CCc1ncsn1
false
CCCCCC1CCCC1
c1ncsn1
154.194
38.817
0.8357
4
0
16
42.85
CC1(C)NCC2=C1C=CS2
CC1(C)NCc2sccc21
false
CC1(C)CCC2CCCC21
c1cc2c(s1)CNC2
153.25
44.1847
2.0864
2
1
21
12.03
CC(C)N1C=C(Cl)C(N)=N1
CC(C)n1cc(Cl)c(N)n1
false
CC(C)C1CC(C)C(C)C1
c1cn[nH]c1
159.62
42.0344
1.6996
3
1
20
43.84
CC1CNNS(=O)(=O)OC1
CC1CNNS(=O)(=O)OC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)NNCCCO1
166.202
35.1742
-1.0083
4
2
20
67.43
CN1C=CC2=C1SC(C)=C2
Cc1cc2ccn(C)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2ccsc2[nH]1
151.234
45.533
2.54822
2
0
19
4.93
CCN=C1SN=C2CCN12
CCN=c1snc2n1CC2
false
CCCC1CCC2CCC12
N=c1snc2n1CC2
155.226
39.912
0.4213
4
0
19
30.18
CC1=NOC2=C1C(N)=NS2
Cc1noc2snc(N)c12
false
CC1CCC2CCC(C)C12
c1noc2sncc12
155.182
38.8304
1.17492
5
1
15
64.94
CS(=O)(=O)C=CC=CC#N
CS(=O)(=O)C=CC=CC#N
true
CCCCCCC(C)(C)C
157.194
38.7368
0.62448
3
0
17
57.93
C=C1CNCS(=O)(=O)NC1
C=C1CNCS(=O)(=O)NC1
true
CC1CCCC(C)(C)CC1
C=C1CNCS(=O)(=O)NC1
162.214
38.9322
-0.9773
3
2
20
58.2
CC(O)C1=CSC(CN)=C1
CC(O)c1csc(CN)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
157.238
42.8442
1.2601
3
2
21
46.25
CC1NS(=O)(=O)C1OC=C
C=COC1C(C)NS1(=O)=O
false
CCCC1C(C)CC1(C)C
O=S1(=O)CCN1
163.198
36.5875
-0.2059
3
1
19
55.4
CS(=O)(=O)N1CCC1CN
CS(=O)(=O)N1CCC1CN
true
CCC1CCC1C(C)(C)C
C1CNC1
164.23
39.0092
-1.021
3
1
22
63.4
O=CC1=COC2=C1SC=N2
O=Cc1coc2ncsc12
false
CCC1CCC2CCCC12
c1cc2scnc2o1
153.162
37.2735
1.7018
4
0
13
43.1
CCCC(=C)S(=O)(=O)NC
C=C(CCC)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
163.242
42.0275
0.8494
2
1
23
46.17
CCC=CC1=CC(=O)NS1
CCC=Cc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
155.222
44.2647
1.8596
2
1
19
32.86
CCC=CC#CS(O)(=O)=O
CCC=CC#CS(=O)(=O)O
false
CCCCCCC(C)(C)C
160.194
38.7556
0.8013
2
1
18
54.37
CCC1=CSC(O)=C1C#C
C#Cc1c(CC)csc1O
false
CCC1CCC(C)C1CC
c1ccsc1
152.218
43.2968
1.9974
2
1
18
20.23
CNC1=CSC2=C1OC=C2
CNc1csc2ccoc12
false
CCC1CCC2CCCC12
c1cc2sccc2o1
153.206
43.6377
2.536
3
1
17
25.17
CC1(C)OC1C1=NC=CS1
CC1(C)OC1c1nccs1
false
CC1(C)CC1C1CCCC1
c1csc(C2CO2)n1
155.222
40.019
1.993
3
0
19
25.42
N=C1NN=C(S1)C1COC1
N=c1[nH]nc(C2COC2)s1
false
CC1CCC(C2CCC2)C1
N=c1[nH]nc(C2COC2)s1
157.198
35.8794
0.06447
4
2
17
61.76
CCNC(=S)N(O)C(C)=C
C=C(C)N(O)C(=S)NCC
false
CCCC(C)C(C)C(C)C
160.242
44.7142
1.1056
2
2
22
35.5
CCN(C=NC)C(=S)NC
CCN(C=NC)C(=S)NC
true
CCCC(CC)C(C)CC
159.258
48.4537
0.4707
2
1
23
27.63
CCC(C=C)N(C)C(N)=S
C=CC(CC)N(C)C(N)=S
false
CCC(CC)C(C)C(C)C
158.27
48.8244
1.1264
1
1
24
29.26
CC1=C(O)NC(CO)=C1Cl
Cc1c(O)[nH]c(CO)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
161.588
38.1273
1.17442
2
3
18
56.25
ONS(=O)(=O)NC(=C)C#C
C#CC(=C)NS(=O)(=O)NO
false
CCC(C)CC(C)(C)CC
162.17
34.9507
-1.0535
3
3
16
78.43
CCC1=C(CN)OC(=O)S1
CCc1sc(=O)oc1CN
false
CCC1CC(C)CC1CC
O=c1occs1
159.21
40.1244
0.7224
4
1
19
56.23
CN(C=N)C1=NC(C)=CS1
Cc1csc(N(C)C=N)n1
false
CCC(C)C1CCC(C)C1
c1cscn1
155.226
44.0377
1.49479
3
1
19
39.98
CNC1=C(Cl)C=CN1C=O
CNc1c(Cl)ccn1C=O
false
CCC1CCC(C)C1CC
c1cc[nH]c1
158.588
41.1372
1.2215
3
1
17
34.03
O=S1(=O)NC(CC=C1)C#C
C#CC1CC=CS(=O)(=O)N1
false
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCN1
157.194
38.4335
-0.175
2
1
17
46.17
NN1SC(=O)C=C1C1CC1
Nn1sc(=O)cc1C1CC1
false
CC1CC(C)C(C2CC2)C1
O=c1cc(C2CC2)[nH]s1
156.21
40.7044
0.501
4
1
18
48.02
CC1C=CCC2=NSC=C12
CC1C=CCc2nscc21
false
CC1CCCC2CCCC12
C1=CCc2nscc2C1
151.234
43.373
2.3589
2
0
19
12.89
C=C1CCC(=O)CS1(=O)=O
C=C1CCC(=O)CS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
C=C1CCC(=O)CS1(=O)=O
160.194
37.1678
0.2778
3
0
18
51.21
CC12CC1COS(=O)(=O)C2
CC12CC1COS(=O)(=O)C2
true
CC1(C)CCC2CC2(C)C1
O=S1(=O)CC2CC2CO1
162.21
35.9528
0.3726
3
0
20
43.37
CC#CC(NC(N)=S)C=O
CC#CC(C=O)NC(N)=S
false
CCCC(CC)CC(C)C
156.21
43.2231
-0.5896
2
2
18
55.12
CC(=O)CCCNC(N)=S
CC(=O)CCCNC(N)=S
true
CC(C)CCCCC(C)C
160.242
44.7031
0.1888
2
2
22
55.12
CC1C(N)C1(N)S(O)(=O)=O
CC1C(N)C1(N)S(=O)(=O)O
false
CC1C(C)C1(C)C(C)(C)C
C1CC1
166.202
35.6064
-1.4938
4
3
20
106.41
O1N=NC=C1C1=CN=CS1
c1ncc(-c2cnno2)s1
false
C1CCC(C2CCCC2)C1
c1ncc(-c2cnno2)s1
153.166
35.406
1.1931
5
0
13
51.81
O=S1(=O)C2NC2C2CCN12
O=S1(=O)C2NC2C2CCN21
false
CC1(C)C2CCC2C2CC21
O=S1(=O)C2NC2C2CCN21
160.198
34.7425
-1.298
3
1
18
59.32
CCCC1=C(SN=N1)C#C
C#Cc1snnc1CCC
false
CCCC1CCCC1CC
c1csnn1
152.222
41.839
1.4719
3
0
18
25.78
CNC(=S)NCC1CCN1
CNC(=S)NCC1CCN1
true
CCC(C)CCC1CCC1
C1CNC1
159.258
46.0681
-0.5578
2
3
23
36.09
COC1=CCC2=C1SN=C2
COC1=CCc2cnsc21
false
CCC1CCC2CCCC12
C1=Cc2sncc2C1
153.206
40.804
1.6865
3
0
17
22.12
C#CC1=NC2=C(S1)C=NO2
C#Cc1nc2oncc2s1
false
CCC1CC2CCCC2C1
c1nc2oncc2s1
150.162
37.616
1.2656
4
0
12
38.92
COC1=CCC2=C1N=NS2
COC1=CCc2snnc21
false
CCC1CCC2CCCC12
C1=Cc2nnsc2C1
154.194
38.599
1.0815
4
0
16
35.01
CCC(C)(C)CS(C)(=O)=O
CCC(C)(C)CS(C)(=O)=O
true
CCC(C)(C)CC(C)(C)C
164.27
43.7828
1.4672
2
0
26
34.14
OCC(=C)NC(=S)NC=N
C=C(CO)NC(=S)NC=N
false
CCCC(C)CC(C)CC
159.214
43.8789
-0.43643
3
4
19
68.14
NCC1(CC1N)S(O)(=O)=O
NCC1(S(=O)(=O)O)CC1N
false
CCC1(C(C)(C)C)CC1C
C1CC1
166.202
35.9264
-1.6973
4
3
20
106.41