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
CCC1CN2SC=NC2=N1
CCC1CN2SC=NC2=N1
true
CCC1CC2CCCC2C1
C1=NC2=NCCN2S1
155.226
44.303
1.1267
4
0
19
27.96
O=CC12OC1CCS2(=O)=O
O=CC12OC1CCS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)CCC2OC21
162.166
32.0718
-0.9011
4
0
16
63.74
CON1C(=C)C=CS1(=O)=O
C=C1C=CS(=O)(=O)N1OC
false
CCC1C(C)CCC1(C)C
C=C1C=CS(=O)(=O)N1
161.182
36.0478
0.2206
3
0
17
46.61
ClC1=CN2C(=N)C=CC2=C1
N=C1C=Cc2cc(Cl)cn21
false
CC1CC2CCC(C)C2C1
N=C1C=Cc2cccn21
152.584
41.6007
1.99367
2
1
15
28.78
COCCCS(=O)(=O)OC
COCCCS(=O)(=O)OC
true
CCCCCC(C)(C)CC
168.214
37.2888
-0.0009
4
0
22
52.6
CC1CCC=CNS1(=O)=O
CC1CCC=CNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CCCC=CN1
161.226
39.8915
0.6018
2
1
21
46.17
COC1=C(Cl)C(C)=NN1N
COc1c(Cl)c(C)nn1N
false
CCC1C(C)CC(C)C1C
c1cn[nH]c1
161.592
38.6764
0.56732
4
1
18
53.07
OC1=CSC(C=CC#N)=C1
N#CC=Cc1cc(O)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
151.19
40.6308
1.99048
3
1
15
44.02
CC(C)(O)C1CNC(=S)N1
CC(C)(O)C1CNC(=S)N1
true
CC1CCC(C(C)(C)C)C1
S=C1NCCN1
160.242
43.8222
-0.3964
2
3
22
44.29
CC1CC2NC(=S)NNC12
CC1CC2NC(=S)NNC12
true
CC1CCC2C(C)CC2C1
S=C1NNC2CCC2N1
157.242
43.3621
-0.2543
2
3
21
36.09
CNC(=O)C1CN1C(N)=S
CNC(=O)C1CN1C(N)=S
true
CCC(C)C1CC1C(C)C
C1CN1
159.214
41.3461
-1.3398
2
2
19
58.13
S=C1NCCN1CCC#N
N#CCCN1CCNC1=S
false
CCCCC1CCCC1C
S=C1NCCN1
155.226
42.4037
0.09018
2
1
19
39.06
CC1CS(=O)(=O)CC2NC12
CC1CS(=O)(=O)CC2NC12
true
CC1CC(C)(C)CC2CC12
O=S1(=O)CCC2NC2C1
161.226
38.5295
-0.6087
3
1
21
56.08
ON1NC2=C(SC=C2)C1=N
N=c1c2sccc2[nH]n1O
false
CC1CC2CCCC2C1C
N=c1[nH][nH]c2ccsc12
155.182
37.2049
0.74767
4
3
15
64.8
CC(CNC(N)=S)C(C)=O
CC(=O)C(C)CNC(N)=S
false
CC(C)CCC(C)C(C)C
160.242
44.6331
0.0447
2
2
22
55.12
CCNC1=CSC=C1C=C
C=Cc1cscc1NCC
false
CCCC1CCCC1CC
c1ccsc1
153.25
48.5737
2.8229
2
1
21
12.03
S=C1NC2CC22CN=CN12
S=C1NC2CC23CN=CN13
false
CC1CC2CC23CCCC13
S=C1NC2CC23CN=CN13
153.21
42.0677
-0.2705
2
1
17
27.63
COC1=NSC(=C1)N(C)C
COc1cc(N(C)C)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
158.226
42.993
1.2177
4
0
20
25.36
NC1=CSC(=C1)C(=C)CO
C=C(CO)c1cc(N)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
155.222
44.8512
1.3358
3
2
19
46.25
NCC1=C(OC=C)C=CS1
C=COc1ccsc1CN
false
CCCC1CCCC1CC
c1ccsc1
155.222
43.0354
1.7291
3
1
19
35.25
NCC1=NC2=C(S1)C=CO2
NCc1nc2occc2s1
false
CCC1CC2CCCC2C1
c1cc2scnc2o1
154.194
39.7774
1.348
4
1
16
52.05
C=CC#CCC1=NSN=N1
C=CC#CCc1nnsn1
false
CCCCCC1CCCC1
c1nnsn1
151.194
39.381
0.665
4
0
15
38.67
CCC1=CN=C(CC=O)S1
CCc1cnc(CC=O)s1
false
CCCC1CCC(CC)C1
c1cscn1
155.222
41.26
1.4469
3
0
19
29.96
ClC1=CNC(=O)C=NC1=N
N=c1ncc(=O)[nH]cc1Cl
false
CC1CCC(C)C(C)CC1
N=c1cc[nH]c(=O)cn1
157.56
35.7224
-0.09723
3
2
14
69.6
O=C1CC2CC1S(=O)(=O)C2
O=C1CC2CC1S(=O)(=O)C2
true
CC1CC2CC1C(C)(C)C2
O=C1CC2CC1S(=O)(=O)C2
160.194
35.3058
-0.2375
3
0
18
51.21
COC1=COC2=C1C=CS2
COc1coc2sccc12
false
CCC1CCC2CCCC12
c1cc2ccsc2o1
154.19
40.643
2.5029
3
0
16
22.37
N=CN1SC(=O)C(=N1)C#C
C#Cc1nn(C=N)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1cn[nH]s1
153.166
38.4907
-0.25873
5
1
13
58.74
CNCCCC1=CSC=N1
CNCCCc1cscn1
false
CCCCCC1CCCC1
c1cscn1
156.254
44.3617
1.2951
3
1
22
24.92
CNCC1=C(C)C(=O)SN1
CNCc1[nH]sc(=O)c1C
false
CCCC1CCC(C)C1C
O=c1cc[nH]s1
158.226
42.4404
0.46422
3
2
20
44.89
CNC(=S)NN(C)C(C)=O
CNC(=S)NN(C)C(C)=O
true
CCC(C)CC(C)C(C)C
161.23
43.2374
-0.5264
2
2
21
44.37
CCN(C)S(=O)(=O)C1CO1
CCN(C)S(=O)(=O)C1CO1
true
CCC(C)C(C)(C)C1CC1
C1CO1
165.214
36.9638
-0.3758
3
0
21
49.91
CN1SC=C(C(N)=N)C1=O
Cn1scc(C(=N)N)c1=O
false
CC(C)C1CCC(C)C1C
O=c1ccs[nH]1
157.198
40.5761
-0.26913
4
2
17
71.87
COC(C#C)C1=CC=NS1
C#CC(OC)c1ccns1
false
CCC(CC)C1CCCC1
c1cnsc1
153.206
40.697
1.4638
3
0
17
22.12
C=C1CNN2C(=N)SC=C12
C=C1CNn2c1csc2=N
false
CC1CCC2C(C)CCC12
C=C1CNn2c1csc2=N
153.21
41.4254
0.59937
4
2
17
40.81
CCC1CNNS(=O)(=O)N1
CCC1CNNS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)NCCNN1
165.218
37.2729
-1.2928
3
3
21
70.23
ClC1=CNC(OCC#N)=C1
N#CCOc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
156.572
36.9107
1.57048
2
1
15
48.81
O=C(CC#C)C1=NSC=N1
C#CCC(=O)c1ncsn1
false
CCCC(C)C1CCCC1
c1ncsn1
152.178
37.6895
0.7441
4
0
14
42.85
CCC(=O)CS(=O)(=O)OC
CCC(=O)CS(=O)(=O)OC
true
CCC(C)CC(C)(C)CC
166.198
36.0938
-0.0583
4
0
20
60.44
CN1N=C(SC1=N)C1CO1
Cn1nc(C2CO2)sc1=N
false
CC1CC(C2CC2)CC1C
N=c1[nH]nc(C2CO2)s1
157.198
35.6327
0.03237
5
1
17
54.2
O=S1(=O)CC2NC2CCO1
O=S1(=O)CC2NC2CCO1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CC2NC2CCO1
163.198
35.0675
-0.9231
4
1
19
65.31
CC1CC(=C)S(=O)(=O)C1=C
C=C1CC(C)C(=C)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1CCC(=C)S1(=O)=O
158.222
40.9808
1.4684
2
0
20
34.14
CC#CCC1=CNC(=N)S1
CC#CCc1c[nH]c(=N)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
152.222
41.6784
1.12147
2
2
18
39.64
CC(N)C(C)C1=CN=CS1
CC(N)C(C)c1cncs1
false
CC(C)C(C)C1CCCC1
c1cscn1
156.254
44.1784
1.5938
3
1
22
38.91
COC(=C)C1=CC(=O)SN1
C=C(OC)c1cc(=O)s[nH]1
false
CCC(C)C1CCC(C)C1
O=c1cc[nH]s1
157.194
40.9827
1.0535
3
1
17
42.09
CCS(=O)(=O)N(C=N)C=N
CCS(=O)(=O)N(C=N)C=N
true
CCC(CC)C(C)(C)CC
163.202
38.8672
-0.14776
4
2
19
85.08
OCC#CC1COS1(=O)=O
O=S1(=O)OCC1C#CCO
false
CCCCC1CCC1(C)C
O=S1(=O)CCO1
162.166
33.5216
-1.2893
4
1
16
63.6
CC(O)C1=COS(=O)(=O)C1
CC(O)C1=COS(=O)(=O)C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CC=CO1
164.182
34.6356
-0.3889
4
1
18
63.6
CC1=C2C=CC(=O)C2=CS1
Cc1scc2c1C=CC2=O
false
CC1CCC2C(C)CCC12
O=C1C=Cc2cscc21
150.202
42.4205
2.26602
2
0
16
17.07
ClC1=CN(N=C)N=C1C=O
C=Nn1cc(Cl)c(C=O)n1
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
157.56
37.5715
0.8127
4
0
14
47.25
CCC(=O)S(=O)(=O)N(C)C
CCC(=O)S(=O)(=O)N(C)C
true
CCC(C)C(C)(C)C(C)C
165.214
37.9048
-0.1856
3
0
21
54.45
CC(C)NN=C1SNC=C1
CC(C)NN=c1cc[nH]s1
false
CC(C)CCC1CCCC1
N=c1cc[nH]s1
157.242
42.5044
0.8899
3
2
21
40.18
O=S1(=O)NCC=COC=C1
O=S1(=O)C=COC=CCN1
false
CC1(C)CCCCCCC1
O=S1(=O)C=COC=CCN1
161.182
36.2875
-0.0791
3
1
17
55.4
CCN1CS(=O)(=O)C1C=O
CCN1CS(=O)(=O)C1C=O
true
CCC1CC(C)(C)C1CC
O=S1(=O)CNC1
163.198
36.0188
-0.7808
4
0
19
54.45
O=CC1=CN2SC=NC2=N1
O=Cc1cn2scnc2n1
false
CCC1CC2CCCC2C1
c1cn2scnc2n1
153.166
36.2515
0.6033
5
0
13
47.26
O=S1(=O)CCN2CCC2C1
O=S1(=O)CCN2CCC2C1
true
CC1(C)CCC2CCC2C1
O=S1(=O)CCN2CCC2C1
161.226
38.6318
-0.5109
3
0
21
37.38
CCNC1=C(Cl)C=C(O)O1
CCNc1oc(O)cc1Cl
false
CCCC1CC(C)CC1C
c1ccoc1
161.588
39.5465
2.0704
3
2
18
45.4
CC(O)C1=C(C=CS1)C#N
CC(O)c1sccc1C#N
false
CCC1CCCC1C(C)C
c1ccsc1
153.206
39.6678
1.67308
3
1
17
44.02
CCNCC1=NSC=C1C
CCNCc1nscc1C
false
CCCCC1CCCC1C
c1cnsc1
156.254
44.2317
1.56102
3
1
22
24.92
NC(=N)C1=C(C=O)C=CS1
N=C(N)c1sccc1C=O
false
CCC1CCCC1C(C)C
c1ccsc1
154.194
40.7226
0.84467
3
2
16
66.94
CCC1=C(SC=C1)C=CO
CCc1ccsc1C=CO
false
CCCC1CCCC1CC
c1ccsc1
154.234
45.3598
2.8392
2
1
20
20.23
CC1=CC(=O)SN1CCN
Cc1cc(=O)sn1CCN
false
CCCC1CC(C)CC1C
O=c1cc[nH]s1
158.226
42.3704
0.17692
4
1
20
48.02
O=C1NS(=O)(=O)CC11CN1
O=C1NS(=O)(=O)CC12CN2
false
CC1CC(C)(C)CC12CC2
O=C1NS(=O)(=O)CC12CN2
162.17
32.6632
-2.212
4
2
16
85.18
O=S1(=O)CCC2CCCN12
O=S1(=O)CCC2CCCN21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2CCCN21
161.226
38.1318
0.1843
2
0
21
37.38
O=S1(=O)N=CN=C1CC#N
N#CCC1=NC=NS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)C=NC=N1
157.154
35.0768
-0.32972
4
0
13
82.65
COC1=CNC(C#C)=C1Cl
C#Cc1[nH]cc(OC)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
155.584
40.2897
1.658
1
1
16
25.02
CC(=NN)C1=CSC(=O)N1
CC(=NN)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
157.198
41.3381
0.1191
4
2
17
71.24
C1OC=C(O1)C1=CSC=C1
C1=C(c2ccsc2)OCO1
false
C1CCC(C2CCCC2)C1
C1=C(c2ccsc2)OCO1
154.19
39.333
2.0508
3
0
16
18.46
CC1(C)C(NS1(=O)=O)C=C
C=CC1NS(=O)(=O)C1(C)C
false
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCN1
161.226
40.1195
0.2526
2
1
21
46.17
CN(O)C(=N)C1=NC=CS1
CN(O)C(=N)c1nccs1
false
CC(C)C(C)C1CCCC1
c1cscn1
157.198
38.4922
0.78947
4
2
17
60.21
CC1=C2OCC(O)C2=CS1
Cc1scc2c1OCC2O
false
CC1CCC2C(C)CCC12
c1scc2c1CCO2
156.206
39.5108
1.48232
3
1
18
29.46
CC(C)NC1CS(=O)(=O)C1
CC(C)NC1CS(=O)(=O)C1
true
CC(C)CC1CC(C)(C)C1
O=S1(=O)CCC1
163.242
40.7135
-0.2186
3
1
23
46.17
CC12CC1NCS(=O)(=O)C2
CC12CC1NCS(=O)(=O)C2
true
CC1(C)CCC2CC2(C)C1
O=S1(=O)CNC2CC2C1
161.226
38.3015
-0.2595
3
1
21
46.17
C=CCN=C1NC(=O)NS1
C=CCN=c1[nH]c(=O)[nH]s1
false
CCCCC1CCC(C)C1
N=c1[nH]c(=O)[nH]s1
157.198
39.9174
-0.1488
3
2
17
61.01
CC1CCNC2=CSN=C12
CC1CCNc2csnc21
false
CC1CCCC2CCCC12
c1snc2c1NCCC2
154.238
43.6357
2.0622
3
1
20
24.92
CCC1=NSC(=C1)C(C)=O
CCc1cc(C(C)=O)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
155.222
41.4965
1.9081
3
0
19
29.96
NC(=S)N1C2C=CC=CC12
NC(=S)N1C2C=CC=CC21
false
CC(C)C1C2CCCCC21
C1=CC2NC2C=C1
152.222
44.4804
0.4088
1
1
18
29.03
CN1SC2=C(OC=C2)C1=N
Cn1sc2ccoc2c1=N
false
CC1CC2CCCC2C1C
N=c1[nH]sc2ccoc12
154.194
38.9167
1.31227
4
1
16
41.92
CC1CC(C)S(=O)(=O)C1C
CC1CC(C)S(=O)(=O)C1C
true
CC1CC(C)C(C)(C)C1C
O=S1(=O)CCCC1
162.254
41.6248
1.218
2
0
24
34.14
C#CC1CC2=C(O1)SN=C2
C#CC1Cc2cnsc2O1
false
CCC1CC2CCCC2C1
c1nsc2c1CCO2
151.19
39.067
1.0798
3
0
15
22.12
OCC1=C(SC=C1O)C#C
C#Cc1scc(O)c1CO
false
CCC1CCC(C)C1CC
c1ccsc1
154.19
39.8416
0.9273
3
2
16
40.46
NN1C=C(Cl)C(CCO)=C1
Nn1cc(Cl)c(CCO)c1
false
CCCC1CC(C)CC1C
c1cc[nH]c1
160.604
40.3822
0.3901
3
2
19
51.18
COS(=O)(=O)OC(C)=CC
CC=C(C)OS(=O)(=O)OC
false
CCC(C)CC(C)(C)CC
166.198
36.4448
0.8179
4
0
20
52.6
CN(C1CC1)C1=NC=NS1
CN(c1ncns1)C1CC1
false
CC(C1CCCC1)C1CC1
c1nsc(NC2CC2)n1
155.226
41.334
1.1367
4
0
19
29.02
CC12OCC1COS2(=O)=O
CC12OCC1COS2(=O)=O
true
CC1(C)CCC2CCC21C
O=S1(=O)OCC2COC21
164.182
32.7188
-0.291
4
0
18
52.6
NC1CC2=C(C1)C=C(O)S2
NC1Cc2cc(O)sc2C1
false
CC1CC2CC(C)CC2C1
c1cc2c(s1)CCC2
155.222
41.3672
0.8796
3
2
19
46.25
CC1NCC2=C1C(C)=NS2
Cc1nsc2c1C(C)NC2
false
CC1CCC2CCC(C)C12
c1nsc2c1CNC2
154.238
42.1057
1.61572
3
1
20
24.92
NC1C=CN(C=N)S1(=O)=O
N=CN1C=CC(N)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CN1
161.186
36.6579
-0.96263
4
2
17
87.25
CNN=C(N)S(=O)(=O)C#C
C#CS(=O)(=O)C(N)=NNC
false
CCCC(C)C(C)(C)CC
161.186
38.4349
-1.559
4
2
17
84.55
CC(N)CC1=CC(=O)NS1
CC(N)Cc1cc(=O)[nH]s1
false
CC(C)CC1CCC(C)C1
O=c1ccs[nH]1
158.226
42.2931
0.3261
3
2
20
58.88
NN=C1C=NC=CC(Cl)=C1
NN=c1cnccc(Cl)c1
false
CCC1CCCCC(C)C1
N=c1ccccnc1
155.588
38.9974
0.5094
3
1
16
51.27
NN1CC(O)C2CN2C1=S
NN1CC(O)C2CN2C1=S
true
CC1CC(C)C2CC2C1C
S=C1NCCC2CN12
159.214
39.9922
-1.4943
3
2
19
52.5
CC=NOC(C)S(C)(=O)=O
CC=NOC(C)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
165.214
39.5568
0.3993
4
0
21
55.73
CC(=C)C1=C(N)SC=C1C
C=C(C)c1c(C)csc1N
false
CC(C)C1C(C)CCC1C
c1ccsc1
153.25
48.1764
2.67182
2
1
21
26.02
CC1=C(CNN=C)C=CS1
C=NNCc1ccsc1C
false
CCCCC1CCCC1C
c1ccsc1
154.238
45.4447
1.76172
3
1
20
24.39
CN1CCC(=O)CS1(=O)=O
CN1CCC(=O)CS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
O=C1CCNS(=O)(=O)C1
163.198
36.0408
-0.7792
3
0
19
54.45
CNS(=O)(=O)C1CC(N)C1
CNS(=O)(=O)C1CC(N)C1
true
CCC(C)(C)C1CC(C)C1
C1CCC1
164.23
38.9769
-0.9747
3
2
22
72.19
NC1=CSC=C1N(O)C=N
N=CN(O)c1cscc1N
false
CCC(C)C1CCCC1C
c1ccsc1
157.198
41.7806
1.13297
4
3
17
73.34
NCC1ONS(=O)(=O)C=C1
NCC1C=CS(=O)(=O)NO1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCON1
164.186
35.1229
-1.308
4
2
18
81.42
CCNS(=O)(=O)C1CC1N
CCNS(=O)(=O)C1CC1N
true
CCCC(C)(C)C1CC1C
C1CC1
164.23
38.9769
-0.9747
3
2
22
72.19
NC(C#C)C1=C(Cl)C=CO1
C#CC(N)c1occc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
155.584
39.4794
1.566
2
1
16
39.16