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
CC(NC1CC1)S(C)(=O)=O
CC(NC1CC1)S(C)(=O)=O
true
CC(CC1CC1)C(C)(C)C
C1CC1
163.242
40.4635
0.129
3
1
23
46.17
CC1=CC2=CC(=O)SN2O1
Cc1cc2cc(=O)sn2o1
false
CC1CC2CC(C)CC2C1
O=c1cc2ccon2s1
155.178
38.547
1.26242
4
0
15
34.62
NC1=NC=C(Cl)C(=O)C=N1
Nc1ncc(Cl)c(=O)cn1
false
CC1CCC(C)C(C)CC1
O=c1ccncnc1
157.56
37.7244
0.0724
4
1
14
68.87
CC1=CC(=CS1(=O)=O)C#N
CC1=CC(C#N)=CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CC=C1
155.178
36.3728
0.72608
3
0
15
57.93
O=S1(=O)OC2C3CC(C3)C12
O=S1(=O)OC2C3CC(C3)C21
false
CC1(C)CC2C3CC(C3)C21
O=S1(=O)OC2C3CC(C3)C21
160.194
33.7948
0.1234
3
0
18
43.37
S=C1NC2CC(N1)C1OC21
S=C1NC2CC(N1)C1OC21
true
CC1CC2CC(C1)C1CC21
S=C1NC2CC(N1)C1OC21
156.21
39.7234
-0.6276
2
2
18
36.59
CC1CCN2SC=NC2=N1
CC1CCN2SC=NC2=N1
true
CC1CCC2CCCC2C1
C1=NC2=NCCCN2S1
155.226
44.303
1.1267
4
0
19
27.96
OC(=O)CC1CS(=O)(=O)C1
O=C(O)CC1CS(=O)(=O)C1
false
CC(C)CC1CC(C)(C)C1
O=S1(=O)CCC1
164.182
34.3966
-0.4943
3
1
18
71.44
NCC1=CC(Cl)=CC(=N)O1
N=c1cc(Cl)cc(CN)o1
false
CCC1CC(C)CC(C)C1
N=c1cccco1
158.588
37.4641
0.87117
3
2
17
63.01
CC1N(C)CC2=C1SN=N2
CC1c2snnc2CN1C
false
CC1CC2CCCC2C1C
C1NCc2snnc21
155.226
39.791
1.0445
4
0
19
29.02
CC12CS(=O)(=O)C(O1)C2O
CC12CS(=O)(=O)C(O1)C2O
true
CC1C2CC1(C)CC2(C)C
O=S1(=O)CC2CC1O2
164.182
33.0716
-1.1093
4
1
18
63.6
CCNC1=NC(CC)=CS1
CCNc1nc(CC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
156.254
45.6557
2.1373
3
1
22
24.92
NCC1=C(O)C=C(CO)S1
NCc1sc(CO)cc1O
false
CCC1CC(C)C(CC)C1
c1ccsc1
159.21
39.798
0.4047
4
3
19
66.48
CC1CC(=C)S(=O)(=O)NN1
C=C1CC(C)NNS1(=O)=O
false
CC1CCC(C)(C)C(C)C1
C=C1CCNNS1(=O)=O
162.214
38.4102
-0.2837
3
2
20
58.2
N#CC1=CSC(=C1)C1CN1
N#Cc1csc(C2CN2)c1
false
CCC1CCC(C2CC2)C1
c1csc(C2CN2)c1
150.206
39.7777
1.26408
3
1
16
45.73
CCC(=O)C#CS(O)(=O)=O
CCC(=O)C#CS(=O)(=O)O
false
CCC(C)CCC(C)(C)C
162.166
34.6226
-0.1858
3
1
16
71.44
COC1=C(N)SC(CN)=C1
COc1cc(CN)sc1N
false
CCC1CC(C)C(CC)C1
c1ccsc1
158.226
43.1748
0.7976
4
2
20
61.27
CC=C1OCC2=C1N=CS2
CC=C1OCc2scnc21
false
CCC1CCC2CCCC12
C=C1OCc2scnc21
153.206
40.554
2.0341
3
0
17
22.12
O=S1(=O)CC=COCC=C1
O=S1(=O)C=CCOC=CC1
false
CC1(C)CCCCCCC1
O=S1(=O)C=CCOC=CC1
160.194
38.0188
0.4588
3
0
18
43.37
CCC=C(C#N)S(C)(=O)=O
CCC=C(C#N)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
159.21
38.8308
0.84848
3
0
19
57.93
O=S1(=O)CCC=CC1C#C
C#CC1C=CCCS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)CC=CCC1
156.206
40.1648
0.3629
2
0
18
34.14
CCNCC1=CC(=O)NS1
CCNCc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
158.226
42.3204
0.5459
3
2
20
44.89
ON1NC(=N)C2=CSC=C12
N=c1[nH]n(O)c2cscc12
false
CC1CC(C)C2CCCC12
N=c1[nH][nH]c2cscc12
155.182
37.2049
0.74767
4
3
15
64.8
CCC(NNC(N)=S)C=O
CCC(C=O)NNC(N)=S
false
CCC(CC)CCC(C)C
161.23
43.1998
-0.6983
3
3
21
67.15
NC1=CC=C(Cl)C2=C1NC2
Nc1ccc(Cl)c2c1NC2
false
CC1CCC(C)C2CCC12
c1ccc2c(c1)CN2
154.6
43.1911
1.8477
2
2
17
38.05
CCN(C)CC1=NSC=C1
CCN(C)Cc1ccsn1
false
CCC(C)CC1CCCC1
c1cnsc1
156.254
44.122
1.5948
3
0
22
16.13
O=C1CN(C1)C1=NC=CS1
O=C1CN(c2nccs2)C1
false
CC1CC(C2CCCC2)C1
O=C1CN(c2nccs2)C1
154.194
39.334
0.5322
4
0
16
33.2
NC(=O)NC(=S)NCC#C
C#CCNC(=S)NC(N)=O
false
CCCCC(C)CC(C)C
157.198
42.1528
-0.8376
2
3
17
67.15
N=C1C=CC2=NSC(=O)N12
N=C1C=Cc2nsc(=O)n21
false
CC1CCC2CCC(C)C12
N=C1C=Cc2nsc(=O)n21
153.166
38.5327
0.15697
5
1
13
58.74
CC(=C)C1=C2NCC2=CS1
C=C(C)c1scc2c1NC2
false
CC(C)C1CCC2CCC21
c1scc2c1CN2
151.234
46.3537
2.7067
2
1
19
12.03
CCC(=C)OC1=NC=NS1
C=C(CC)Oc1ncns1
false
CCC(C)CC1CCCC1
c1ncsn1
156.21
39.968
1.8406
4
0
18
35.01
CCC1C(N)C2=CSN=C12
CCC1c2nscc2C1N
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
154.238
42.0744
1.6501
3
1
20
38.91
CCC(=C)C1CS(=O)(=O)C1
C=C(CC)C1CS(=O)(=O)C1
false
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCC1
160.238
41.5748
0.9972
2
0
22
34.14
OC(C#C)C1=CC(Cl)=CN1
C#CC(O)c1cc(Cl)c[nH]1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
155.584
39.5955
1.3347
1
2
16
36.02
CN=C1SN=C2C=CON12
CN=c1snc2ccon12
false
CCC1CCC2CCCC12
N=c1snc2ccon12
155.182
36.822
0.5193
5
0
15
42.8
NC1=C(SC=N1)C=CC#N
N#CC=Cc1scnc1N
false
CCCCC1CCCC1C
c1cscn1
151.194
41.1734
1.26208
4
1
15
62.7
CC1=C(N)N(N)C(O)=C1Cl
Cc1c(Cl)c(O)n(N)c1N
false
CC1C(C)C(C)C(C)C1C
c1cc[nH]c1
161.592
40.4066
0.45152
4
3
18
77.2
NN1CC(=C)CCS1(=O)=O
C=C1CCS(=O)(=O)N(N)C1
false
CC1CCC(C)(C)C(C)C1
C=C1CCS(=O)(=O)NC1
162.214
38.4372
-0.5482
3
1
20
63.4
OC1C(=COS1(=O)=O)C#C
C#CC1=COS(=O)(=O)C1O
false
CCC1CCC(C)(C)C1C
O=S1(=O)CC=CO1
160.15
32.9276
-0.8181
4
1
14
63.6
S=C1NCC2CC2C2CN12
S=C1NCC2CC2C2CN12
true
CC1CCC2CC2C2CC12
S=C1NCC2CC2C2CN12
154.238
42.6917
0.1948
1
1
20
15.04
NC1=CC(Cl)=CC2=C1NC2
Nc1cc(Cl)cc2c1NC2
false
CC1CC(C)C2CCC2C1
c1ccc2c(c1)CN2
154.6
43.1911
1.8477
2
2
17
38.05
CCCC(=C)C1=CC=NS1
C=C(CCC)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
153.25
46.056
2.9564
2
0
21
12.89
CC1=C2NNC(=O)C2=CS1
Cc1scc2c(=O)[nH][nH]c12
false
CC1CCC2C(C)CCC12
O=c1[nH][nH]c2cscc12
154.194
41.5334
1.22612
2
2
16
48.65
O=S1(=O)NC2CC1C2C#N
N#CC1C2CC1S(=O)(=O)N2
false
CCC1C2CC1C(C)(C)C2
O=S1(=O)NC2CC1C2
158.182
33.3515
-0.79992
3
1
16
69.96
CCC1=CN(C=N)C(=O)S1
CCc1cn(C=N)c(=O)s1
false
CCC1CC(C)C(CC)C1
O=c1[nH]ccs1
156.21
42.1387
0.92737
4
1
18
45.85
CC1(COC1)C1=NC=CS1
CC1(c2nccs2)COC1
false
CC1(C2CCCC2)CCC1
c1csc(C2COC2)n1
155.222
40.285
1.431
3
0
19
22.12
C#CC1CC1C1=CC=NS1
C#CC1CC1c1ccns1
false
CCC1CC1C1CCCC1
c1cc(C2CC2)sn1
149.218
41.795
1.8798
2
0
17
12.89
CC1=CC=CC1S(C)(=O)=O
CC1=CC=CC1S(C)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CCC=C1
158.222
41.5288
0.9157
2
0
20
34.14
C#CC1CN1C1=CSC=C1
C#CC1CN1c1ccsc1
false
CCC1CC1C1CCCC1
c1cc(N2CC2)cs1
149.218
44.286
1.5699
2
0
17
3.01
CC(C)CC1=CSN=C1N
CC(C)Cc1csnc1N
false
CC(C)CC1CCCC1C
c1cnsc1
156.254
45.0684
1.9238
3
1
22
38.91
CC1=C2C(O)CCC2=CS1
Cc1scc2c1C(O)CC2
false
CC1CCC2CCC(C)C12
c1scc2c1CCC2
154.234
42.3368
2.03612
2
1
20
20.23
CC(CCCO)S(C)(=O)=O
CC(CCCO)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
166.242
40.6256
0.192
3
1
24
54.37
CC(OC1=NSN=C1)C#C
C#CC(C)Oc1cnsn1
false
CCC(C)CC1CCCC1
c1cnsn1
154.194
38.832
0.9386
4
0
16
35.01
O=S1(=O)CC2(CN2)C=NO1
O=S1(=O)CC2(C=NO1)CN2
false
CC1(C)CCCC2(CC2)C1
O=S1(=O)CC2(C=NO1)CN2
162.17
34.0975
-1.3258
5
1
16
77.67
C#CCC#CC1=CSC=C1
C#CCC#Cc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
146.214
44.647
2.1229
1
0
16
0
CNC1CS(=O)(=O)NC1=N
CNC1CS(=O)(=O)NC1=N
true
CCC1CC(C)(C)CC1C
N=C1CCS(=O)(=O)N1
163.202
37.4969
-1.51533
4
3
19
82.05
NN1C(=O)SC2=C1NC=C2
Nn1c(=O)sc2cc[nH]c21
false
CC1CC2CCCC2C1C
O=c1[nH]c2[nH]ccc2s1
155.182
40.5861
0.1049
4
2
15
63.81
CC1=CC2=C(C1)SC(=O)S2
CC1=Cc2sc(=O)sc2C1
false
CC1CC2CC(C)CC2C1
O=c1sc2c(s1)CC=C2
170.258
45.821
2.1292
3
0
16
17.07
CNN=C(C)CS(O)(=O)=O
CNN=C(C)CS(=O)(=O)O
false
CCCC(C)CC(C)(C)C
166.202
38.5843
-0.5305
4
2
20
78.76
NCC(O)C1=C(N)SC=N1
NCC(O)c1ncsc1N
false
CCC(C)C1CCCC1C
c1cscn1
159.214
40.5406
-0.2826
5
3
19
85.16
NCCC1=C(Cl)C=C(O)S1
NCCc1sc(O)cc1Cl
false
CCCC1CC(C)CC1C
c1ccsc1
177.656
43.7522
1.6083
3
2
18
46.25
C=CNC(=S)NN=CC=C
C=CC=NNC(=S)NC=C
false
CCCCCC(C)CCC
155.226
47.7554
0.7658
2
2
19
36.42
CC(NC(N)=S)C(O)C#C
C#CC(O)C(C)NC(N)=S
false
CCC(C)C(C)CC(C)C
158.226
44.2229
-0.7978
2
3
20
58.28
NCC=C1NC(=S)N2CC12
NCC=C1NC(=S)N2CC12
true
CCCC1CC(C)C2CC12
C=C1NC(=S)N2CC12
155.226
43.3651
-0.5987
2
2
19
41.06
CCC1=NN=CC(Cl)=C1Cl
CCc1nncc(Cl)c1Cl
false
CCC1CCCC(C)C1C
c1ccnnc1
177.034
41.43
2.3458
2
0
16
25.78
OCCCS(=O)(=O)NN=C
C=NNS(=O)(=O)CCCO
false
CCCCC(C)(C)CCC
166.202
38.1743
-1.0962
4
2
20
78.76
C=NN1CC1C1=CSN=C1
C=NN1CC1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1C1CN1
153.21
41.11
1.1154
4
0
17
28.26
OC1CC1S(=O)(=O)C1CN1
O=S(=O)(C1CN1)C1CC1O
false
CC1CC1C(C)(C)C1CC1
O=S(=O)(C1CC1)C1CN1
163.198
35.1223
-1.5363
4
2
19
76.31
ClC1=COC2=NNCC2=C1
ClC1=COC2=NNCC2=C1
true
CC1CCC2CCCC2C1
C1=COC2=NNCC2=C1
156.572
38.5417
0.9399
3
1
15
33.62
CC(C)C1CS(=O)(=O)N1O
CC(C)C1CS(=O)(=O)N1O
true
CC(C)C1CC(C)(C)C1C
O=S1(=O)CCN1
165.214
36.0383
0.0456
3
1
21
57.61
CN1C=C(C)C(Cl)=C1C#C
C#Cc1c(Cl)c(C)cn1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
153.612
43.095
1.96822
1
0
18
4.93
C=CCC1CS(=O)(=O)CN1
C=CCC1CS(=O)(=O)CN1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCNC1
161.226
40.3915
-0.0934
3
1
21
46.17
CC1(COC1)C1=NSN=C1
CC1(c2cnsn2)COC1
false
CC1(C2CCCC2)CCC1
c1nsnc1C1COC1
156.21
38.08
0.826
4
0
18
35.01
NC1=CC=C2SNC(=O)N12
Nc1ccc2s[nH]c(=O)n12
false
CC1CCC2CCC(C)C12
O=c1[nH]sc2cccn12
155.182
40.3071
0.2713
4
2
15
63.29
NC1=C2OCC=CC2=CS1
Nc1scc2c1OCC=C2
false
CC1CCC2CCCCC12
C1=Cc2cscc2OC1
153.206
43.2604
1.7359
3
1
17
35.25
CN=C1NC(=C)S(=O)(=O)N1
C=C1NC(=NC)NS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1NC(=N)NS1(=O)=O
161.186
37.6902
-1.034
3
2
17
70.56
CCNC1=C(Cl)C(O)=CN1
CCNc1[nH]cc(O)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
160.604
41.6312
1.8055
2
3
19
48.05
CC1=C(C=C)S(=O)(=O)C=C1
C=CC1=C(C)C=CS1(=O)=O
false
CCC1C(C)CCC1(C)C
O=S1(=O)C=CC=C1
156.206
40.9568
1.3885
2
0
18
34.14
CS(=O)(=O)C#CCN1CC1
CS(=O)(=O)C#CCN1CC1
true
CC(C)(C)CCCC1CC1
C1CN1
159.21
39.0598
-0.6925
3
0
19
37.15
CN(CC#N)C1=CSN=C1
CN(CC#N)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
153.21
40.997
1.10288
4
0
17
39.92
NCC1CNS(=O)(=O)C1N
NCC1CNS(=O)(=O)C1N
true
CCC1CCC(C)(C)C1C
O=S1(=O)CCCN1
165.218
37.4423
-2.2209
4
3
21
98.21
NC1=C(NCC#C)SC=C1
C#CCNc1sccc1N
false
CCCCC1CCCC1C
c1ccsc1
152.222
46.0541
1.3754
3
2
18
38.05
CN1CCN(C)S(=O)(=O)N1
CN1CCN(C)S(=O)(=O)N1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)NCCNN1
165.218
37.3155
-1.387
3
1
21
52.65
COC1CCN(C1)C(N)=S
COC1CCN(C(N)=S)C1
false
CCC1CCC(C(C)C)C1
C1CCNC1
160.242
43.7724
-0.0493
2
1
22
38.49
CC=CC(O)S(=O)(=O)C#N
CC=CC(O)S(=O)(=O)C#N
true
CCCC(C)C(C)(C)CC
161.182
35.3536
-0.22322
4
1
17
78.16
CN1CCON(C)C(=S)N1
CN1CCON(C)C(=S)N1
true
CC1CCCC(C)C(C)C1
S=C1NNCCON1
161.23
42.0787
-0.4153
3
1
21
27.74
COC1=CN=C(N)S1(=O)=O
COC1=CN=C(N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CN=C1
162.17
35.6342
-0.8252
5
1
16
81.75
NS(=O)(=O)NCCCC#C
C#CCCCNS(N)(=O)=O
false
CCCCCCC(C)(C)C
162.214
39.1769
-0.8071
2
2
20
72.19
CC1CC(=C)C2=C1SC=N2
C=C1CC(C)c2scnc21
false
CC1CC(C)C2CCCC12
C=C1CCc2scnc21
151.234
44.18
2.6635
2
0
19
12.89
CN1CC(CS1(=O)=O)C#N
CN1CC(C#N)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCCN1
160.198
35.5198
-0.59862
3
0
18
61.17
CCC1=C(SN=C1)C(C)N
CCc1cnsc1C(C)N
false
CCC1CCCC1C(C)C
c1cnsc1
156.254
44.0944
1.7252
3
1
22
38.91
CNS(=O)(=O)C(C)C(N)=N
CNS(=O)(=O)C(C)C(=N)N
false
CCC(C)(C)C(C)C(C)C
165.218
39.3556
-1.13993
3
3
21
96.04
O=S1(=O)CCC2N=CNC12
O=S1(=O)CCC2N=CNC21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2N=CNC21
160.198
37.6075
-0.8689
4
1
18
58.53
CC1(CC1)C1=NC(=O)SN1
CC1(c2nc(=O)s[nH]2)CC1
false
CC1CCC(C2(C)CC2)C1
O=c1nc(C2CC2)[nH]s1
156.21
39.3207
0.8829
3
1
18
45.75
NC1CN2C1CN(O)C2=S
NC1CN2C(=S)N(O)CC12
false
CC1CC2C(C)CC2C1C
S=C1NCC2CCN12
159.214
39.5599
-1.0124
3
2
19
52.73
CNC1=NSC=C1C=CC
CC=Cc1csnc1NC
false
CCCC1CCCC1CC
c1cnsc1
154.238
46.3687
2.2179
3
1
20
24.92
CC1=C(N)SC(C#N)=C1O
Cc1c(N)sc(C#N)c1O
false
CCC1CC(C)C(C)C1C
c1ccsc1
154.194
39.8482
1.216
4
2
16
70.04
NC1=CC(Cl)=C(CC#C)N1
C#CCc1[nH]c(N)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
154.6
42.7521
1.426
1
2
17
41.81
CN=CN(C)S(=O)(=O)C#N
CN=CN(C)S(=O)(=O)C#N
true
CCCC(C)C(C)(C)CC
161.186
36.7118
-0.61282
4
0
17
73.53
N=C1NNS(=O)(=O)CC=C1
N=C1C=CCS(=O)(=O)NN1
false
CC1CCCC(C)(C)CC1
N=C1C=CCS(=O)(=O)NN1
161.186
36.9249
-1.04253
3
3
17
82.05