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=C1CCC2C1CS2(=O)=O
C=C1CCC2C1CS2(=O)=O
true
CC1CCC2C1CC2(C)C
C=C1CCC2C1CS2(=O)=O
158.222
39.4388
0.7496
2
0
20
34.14
NCCNCCS(O)(=O)=O
NCCNCCS(=O)(=O)O
false
CCCCCCC(C)(C)C
168.218
38.3397
-1.5775
4
3
22
92.42
CNC1=NC2=C(O1)C=NS2
CNc1nc2sncc2o1
false
CCC1CC2CCCC2C1
c1nc2sncc2o1
155.182
39.2277
1.326
5
1
15
50.95
CCN1CS(=O)(=O)C1CO
CCN1CS(=O)(=O)C1CO
true
CCC1CC(C)(C)C1CC
O=S1(=O)CNC1
165.214
37.0406
-0.9874
4
1
21
57.61
CC1=C(CC#N)N=C(N)S1
Cc1sc(N)nc1CC#N
false
CCCC1CC(C)CC1C
c1cscn1
153.21
40.5804
1.0998
4
1
17
62.7
OC1CCC2=C(C1)C=NS2
OC1CCc2sncc2C1
false
CC1CCC2CCCC2C1
c1nsc2c1CCCC2
155.222
40.1458
0.9927
3
1
19
33.12
C1OC2C1OC1=CSC=C21
c1scc2c1OC1COC21
false
C1CC2CC3CCC3C2C1
c1scc2c1OC1COC21
154.19
37.428
1.5804
3
0
16
18.46
CCC(N)CS(=O)(=O)NC
CCC(N)CS(=O)(=O)NC
true
CCC(C)CC(C)(C)CC
166.246
41.1129
-0.7271
3
2
24
72.19
CNC1=C(C)SC(N1)=NC
CN=c1[nH]c(NC)c(C)s1
false
CCC1CC(C)C(CC)C1
N=c1[nH]ccs1
157.242
44.4404
0.95682
3
2
21
40.18
C=C1N2C=CSC2=NC1=O
C=C1C(=O)N=C2SC=CN12
false
CC1CC2CCCC2C1C
C=C1C(=O)N=C2SC=CN12
152.178
40.152
0.9163
3
0
14
32.67
CC1OS(=O)(=O)C2(N)CC12
CC1OS(=O)(=O)C2(N)CC12
true
CC1CC(C)(C)C2(C)CC12
O=S1(=O)OCC2CC21
163.198
34.4922
-0.5902
4
1
19
69.39
CCC=C1NC(=S)NC1=O
CCC=C1NC(=S)NC1=O
true
CCCC1CC(C)CC1C
C=C1NC(=S)NC1=O
156.21
42.2504
0.2846
2
2
18
41.13
CC=C(C(C)O)S(O)(=O)=O
CC=C(C(C)O)S(=O)(=O)O
false
CCC(C(C)C)C(C)(C)C
166.198
36.9864
0.1588
3
2
20
74.6
CC1=NN(N)C(C=C)=C1Cl
C=Cc1c(Cl)c(C)nn1N
false
CCC1C(C)CC(C)C1C
c1cn[nH]c1
157.604
42.2154
1.20172
3
1
18
43.84
COC1CN(C=C1)C(N)=S
COC1C=CN(C(N)=S)C1
false
CCC1CCC(C(C)C)C1
C1=CNCC1
158.226
43.4284
0.0743
2
1
20
38.49
CN=C(C)NS(=O)(=O)C#C
C#CS(=O)(=O)NC(C)=NC
false
CCC(C)CC(C)(C)CC
160.198
39.9215
-0.4553
3
1
18
58.53
CNC(C)S(=O)(=O)CCO
CNC(C)S(=O)(=O)CCO
true
CCCC(C)(C)C(C)CC
167.23
39.3943
-1.0411
4
2
23
66.4
OC(CC1=CSC=C1)C=C
C=CC(O)Cc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
154.234
44.2268
1.8375
2
1
20
20.23
CCNC1=CC(Cl)=C(O)O1
CCNc1cc(Cl)c(O)o1
false
CCCC1CC(C)C(C)C1
c1ccoc1
161.588
39.5465
2.0704
3
2
18
45.4
COC1=CN(C)C(N)=C1Cl
COc1cn(C)c(N)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
160.604
41.3874
1.2693
3
1
19
40.18
NC(=CS(N)(=O)=O)C1CC1
NC(=CS(N)(=O)=O)C1CC1
true
CC(CC(C)(C)C)C1CC1
C1CC1
162.214
38.1016
-0.515
3
2
20
86.18
OC1=CNC(N2CC2)=C1Cl
Oc1c[nH]c(N2CC2)c1Cl
false
CC1CCC(C2CC2)C1C
c1c[nH]c(N2CC2)c1
158.588
39.6805
1.1937
2
2
17
39.03
C=C1CC(=O)C2=C1SN=N2
C=C1CC(=O)c2nnsc21
false
CC1CC(C)C2CCCC12
C=C1CC(=O)c2nnsc21
152.178
37.8905
1.1377
4
0
14
42.85
CN(C)C1=C(SC=N1)C#N
CN(C)c1ncsc1C#N
false
CCC1CCCC1C(C)C
c1cscn1
153.21
41.156
1.08078
4
0
17
39.92
CCC(C=O)C1=NN=NS1
CCC(C=O)c1nnns1
false
CCC(CC)C1CCCC1
c1nnns1
157.198
36.8
0.6256
5
0
17
55.74
NCC(=C)C1=C(O)C=NS1
C=C(CN)c1sncc1O
false
CCC(C)C1CCCC1C
c1cnsc1
156.21
41.8672
0.8206
4
2
18
59.14
CC1C=CC=C1S(O)(=O)=O
CC1C=CC=C1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
C1=CCC=C1
160.194
37.9356
0.964
2
1
18
54.37
NC1=C(N)C2=C(O1)N=CS2
Nc1oc2ncsc2c1N
false
CC1CC2CCCC2C1C
c1cc2scnc2o1
155.182
40.7108
1.0537
5
2
15
78.07
O=CC1=NSC=C1CC#N
N#CCc1csnc1C=O
false
CCCC1CCCC1CC
c1cnsc1
152.178
36.8185
1.02168
4
0
14
53.75
CC#CC1=CC(=CS1)C#N
CC#Cc1cc(C#N)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
147.202
41.586
1.99118
2
0
15
23.79
ON1SC2=C(CC=C2)C1=N
N=c1c2c(sn1O)C=CC2
false
CC1CC2CCCC2C1C
N=c1[nH]sc2c1CC=C2
154.194
38.0862
0.83567
4
2
16
49.01
O=S1(=O)NC2CCC=CC12
O=S1(=O)NC2CCC=CC21
false
CC1(C)CC2CCCCC21
O=S1(=O)NC2CCC=CC21
159.21
38.0055
0.0066
2
1
19
46.17
CNC(=S)N(C)C=CC=O
CNC(=S)N(C)C=CC=O
true
CCCCC(C)C(C)CC
158.226
44.6247
0.1351
2
1
20
32.34
CC1=CCCC2=CSN=C12
CC1=CCCc2csnc21
false
CC1CCCC2CCCC12
C1=Cc2nscc2CC1
151.234
44.086
2.4926
2
0
19
12.89
N=CN1CC2=CSC=C2N1
N=CN1Cc2cscc2N1
false
CCC1CC2CCCC2C1
c1scc2c1CNN2
153.21
42.2684
1.49767
3
2
17
39.12
CS(=O)(=O)C1CNCCN1
CS(=O)(=O)C1CNCCN1
true
CC(C)(C)C1CCCCC1
C1CNCCN1
164.23
39.5042
-1.4501
4
2
22
58.2
CCC12CC1NC(=S)NN2
CCC12CC1NC(=S)NN2
true
CCC12CCC(C)CC1C2
S=C1NNC2CC2N1
157.242
43.4321
-0.1102
2
3
21
36.09
CC1=C(C)C(CCO)=NS1
Cc1snc(CCO)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
157.238
42.3778
1.29474
3
1
21
33.12
OC1C=CC2=C1NC(=N)S2
N=c1[nH]c2c(s1)C=CC2O
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2c(s1)C=CC2
154.194
38.5182
0.61587
3
3
16
59.87
N=CNOC1CCS1(=O)=O
N=CNOC1CCS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCC1
164.186
35.1962
-0.74073
4
2
18
79.25
C=CN1C=CSC1=NC=N
C=Cn1ccsc1=NC=N
false
CCCC1CCCC1CC
N=c1[nH]ccs1
153.21
43.0427
1.15787
3
1
17
41.14
OC1=CSC(CC2CC2)=N1
Oc1csc(CC2CC2)n1
false
CC1CCC(CC2CC2)C1
c1csc(CC2CC2)n1
155.222
40.2068
1.8012
3
1
19
33.12
NC(=S)NC(=C)C1CCO1
C=C(NC(N)=S)C1CCO1
false
CC(C)CC(C)C1CCC1
C1COC1
158.226
43.4181
0.1222
2
2
20
47.28
CC1=NC(CN2CC2)=NS1
Cc1nc(CN2CC2)ns1
false
CC1CCC(CC2CC2)C1
c1nc(CN2CC2)ns1
155.226
39.923
0.66212
4
0
19
28.79
C=C1C2(CC2)C=CS1(=O)=O
C=C1C2(C=CS1(=O)=O)CC2
false
CC1C(C)(C)CCC12CC2
C=C1C2(C=CS1(=O)=O)CC2
156.206
38.8668
1.2224
2
0
18
34.14
CC1OC=CC1NC(N)=S
CC1OC=CC1NC(N)=S
true
CC(C)CC1CCCC1C
C1=COCC1
158.226
43.3961
0.1206
2
2
20
47.28
OC1CC1S(=O)(=O)C1CO1
O=S(=O)(C1CO1)C1CC1O
false
CC1CC1C(C)(C)C1CC1
O=S(=O)(C1CC1)C1CO1
164.182
33.0716
-1.1093
4
1
18
66.9
CC1OC2COC2S1(=O)=O
CC1OC2COC2S1(=O)=O
true
CC1CC2CCC2C1(C)C
O=S1(=O)COC2COC21
164.182
32.9948
-0.4977
4
0
18
52.6
ON1SN=CC1=NCC=C
C=CCN=c1cnsn1O
false
CCCCC1CCCC1C
N=c1cns[nH]1
157.198
37.9155
0.2686
5
1
17
50.41
COC(C#CC)S(N)(=O)=O
CC#CC(OC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
163.198
37.3542
-0.7293
3
1
19
69.39
CN=C1NCC2=CSN=C12
CN=C1NCc2csnc21
false
CCC1CCC2CCCC12
N=C1NCc2csnc21
153.21
41.4147
0.6227
3
1
17
37.28
O=CC1CC2=C(C1)N=NS2
O=CC1Cc2nnsc2C1
false
CCC1CC2CCCC2C1
C1Cc2nnsc2C1
154.194
36.871
0.4518
4
0
16
42.85
OC1=CN2OC=C(Cl)C2=C1
Oc1cc2c(Cl)con2c1
false
CC1CC2CCC(C)C2C1
c1cc2ccon2c1
157.556
36.3378
1.8913
3
1
14
37.78
CC1=CS(=O)(=O)CNCC1
CC1=CS(=O)(=O)CNCC1
true
CC1CCCCC(C)(C)C1
O=S1(=O)C=CCCNC1
161.226
40.1635
0.2558
3
1
21
46.17
NC1COS(=O)(=O)C=C1N
NC1=CS(=O)(=O)OCC1N
false
CC1CCC(C)(C)CC1C
O=S1(=O)C=CCCO1
164.186
35.1176
-1.5262
5
2
18
95.41
CCC1=NSN=C1CNC
CCc1nsnc1CNC
false
CCCC1CCCC1CC
c1cnsn1
157.242
42.0507
0.8199
4
1
21
37.81
CNS(=O)(=O)CC1(C)CN1
CNS(=O)(=O)CC1(C)CN1
true
CCC(C)(C)CC1(C)CC1
C1CN1
164.23
39.2542
-1.1025
3
2
22
68.11
C#CC1=CC2=C(CCC2)S1
C#Cc1cc2c(s1)CCC2
false
CCC1CC2CCCC2C1
c1cc2c(s1)CCC2
148.23
44.279
2.2181
1
0
18
0
CNC(=S)NC(=C)CC#C
C#CCC(=C)NC(=S)NC
false
CCCC(C)CC(C)CC
154.238
47.3834
0.6173
1
2
20
24.06
CC(=C)OC=CS(N)(=O)=O
C=C(C)OC=CS(N)(=O)=O
false
CC(C)CCCC(C)(C)C
163.198
38.1462
0.2963
3
1
19
69.39
C=COCCS(=O)(=O)C=O
C=COCCS(=O)(=O)C=O
true
CCCCCC(C)(C)CC
164.182
36.6863
-0.2485
4
0
18
60.44
C1NC11CNC2=CSC=C12
c1scc2c1NCC21CN1
false
C1CC2CCC3(CC3)C2C1
c1scc2c1NCC21CN1
152.222
42.4894
0.9721
3
2
18
33.97
CNCS(=O)(=O)C(C)CO
CNCS(=O)(=O)C(C)CO
true
CCCC(C)(C)C(C)CC
167.23
39.3943
-1.0411
4
2
23
66.4
NC(=S)N(O)C1CCC=C1
NC(=S)N(O)C1C=CCC1
false
CC(C)C(C)C1CCCC1
C1=CCCC1
158.226
42.5729
0.6398
2
2
20
49.49
CCC1(O)CC(O)S1(=O)=O
CCC1(O)CC(O)S1(=O)=O
true
CCC1(C)CC(C)C1(C)C
O=S1(=O)CCC1
166.198
34.7844
-0.7781
4
2
20
74.6
CC1=NC=C(S1)C(=C)C=C
C=CC(=C)c1cnc(C)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
151.234
46.082
2.65072
2
0
19
12.89
CC1NNC(=S)N2CC12C
CC1NNC(=S)N2CC12C
true
CC1CCC(C)C2(C)CC12
S=C1NNCC2CN12
157.242
43.4424
-0.1581
2
2
21
27.07
NCC=COC1=CN=CS1
NCC=COc1cncs1
false
CCCCCC1CCCC1
c1cscn1
156.21
40.9364
0.9943
4
1
18
48.14
C=C(C=O)N1CCS1(=O)=O
C=C(C=O)N1CCS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
161.182
35.6968
-0.6556
3
0
17
54.45
O=C1N=CN2CC2S1(=O)=O
O=C1N=CN2CC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=C1N=CN2CC2S1(=O)=O
160.154
33.3018
-0.7952
4
0
14
66.58
O=S1(=O)NNC2CCOC12
O=S1(=O)NNC2CCOC21
false
CC1(C)CCC2CCCC21
O=S1(=O)NNC2CCOC21
164.186
33.3362
-1.461
4
2
18
67.43
NS(=O)(=O)NNCCC#C
C#CCCNNS(N)(=O)=O
false
CCCCCCC(C)(C)C
163.202
37.6956
-1.6926
3
3
19
84.22
OC(=CC1=CSN=C1)C#N
N#CC(O)=Cc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
152.178
38.3328
1.56558
4
1
14
56.91
CC1=COC2=C(O)SN=C12
Cc1coc2c(O)snc12
false
CC1CCC2C(C)CCC12
c1cc2nscc2o1
155.178
38.2878
1.90332
4
1
15
46.26
COC1=CS(=O)(=O)CC1O
COC1=CS(=O)(=O)CC1O
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCC1
164.182
34.8856
-0.7365
4
1
18
63.6
CC1=NSC2=C1C(=O)N=C2
Cc1nsc2c1C(=O)N=C2
false
CC1CCC2CCC(C)C12
O=C1N=Cc2sncc21
152.178
38.7755
1.02422
3
0
14
42.32
COC1CC1C1=CN=NS1
COC1CC1c1cnns1
false
CCC1CC1C1CCCC1
c1nnsc1C1CC1
156.21
38.064
1.0404
4
0
18
35.01
CCN(CC)CS(O)(=O)=O
CCN(CC)CS(=O)(=O)O
false
CCC(CC)CC(C)(C)C
167.23
39.3366
0.1735
3
1
23
57.61
NC(CC1=NC=NS1)C#C
C#CC(N)Cc1ncns1
false
CCC(C)CC1CCCC1
c1ncsn1
153.21
40.4214
0.0411
4
1
17
51.8
CNCC1=CSC=C1NC
CNCc1cscc1NC
false
CCCC1CCCC1CC
c1ccsc1
156.254
46.6294
1.5092
3
2
22
24.06
OC1=CC=C2NC(=N)SN12
N=c1[nH]c2ccc(O)n2s1
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2cccn2s1
155.182
37.1442
0.51397
4
3
15
64.28
CN(C=N)C(=S)NC(C)=C
C=C(C)NC(=S)N(C)C=N
false
CCC(C)C(C)CC(C)C
157.242
47.0944
0.93337
2
2
21
39.12
OC12CC(O)(C=C1)S2(=O)=O
O=S1(=O)C2(O)C=CC1(O)C2
false
CC12CCC(C)(C1)C2(C)C
O=S1(=O)C2C=CC1C2
162.166
32.5764
-1.2481
4
2
16
74.6
CC1=C(O)C2=C(CCC2)S1
Cc1sc2c(c1O)CCC2
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCC2
154.234
42.7458
2.25082
2
1
20
20.23
CC1CC2=C(Cl)C=CC=C12
CC1Cc2c(Cl)cccc21
false
CC1CC2C(C)CCCC12
c1ccc2c(c1)CC2
152.624
43.571
2.9996
0
0
19
0
CC1=CC(=C(N)S1)[N+]([O-])=O
Cc1cc([N+](=O)[O-])c(N)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
158.182
40.1228
1.54692
4
1
16
69.16
NC(=N)C1=CC(O)=C(N)S1
N=C(N)c1cc(O)c(N)s1
false
CC(C)C1CC(C)C(C)C1
c1ccsc1
157.198
41.4123
0.31997
4
4
17
96.12
NS(=O)(=O)C(=O)NCC#C
C#CCNC(=O)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
162.17
35.3389
-1.3823
3
2
16
89.26
C1C2NC3=C(OC12)N=NS3
C1C2Nc3snnc3OC12
false
C1CC2CC3CC3CC2C1
C1C2Nc3snnc3OC12
155.182
36.3527
0.4833
5
1
15
47.04
C=CC1=C(C#C)C(=O)SN1
C#Cc1c(C=C)[nH]sc1=O
false
CCC1CCC(C)C1CC
O=c1cc[nH]s1
151.19
42.9657
1.0607
2
1
15
32.86
CN1C(CN)CONC1=S
CN1C(=S)NOCC1CN
false
CCC1CCCC(C)C1C
S=C1NCCON1
161.23
42.2911
-0.9348
3
2
21
50.52
CC1C2ONS(=O)(=O)C12N
CC1C2ONS(=O)(=O)C12N
true
CC1C2CCC(C)(C)C12C
O=S1(=O)NOC2CC21
164.186
33.0109
-1.4757
4
2
18
81.42
CCN1N=COCS1(=O)=O
CCN1N=COCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)COC=NN1
164.186
35.7438
-0.4309
4
0
18
58.97
CN1CCC(N)S(=O)(=O)N1
CN1CCC(N)S(=O)(=O)N1
true
CC1CCC(C)C(C)(C)C1
O=S1(=O)CCCNN1
165.218
37.2779
-1.5589
4
2
21
75.43
ClC1=CSC=C1CNC=N
N=CNCc1cscc1Cl
false
CCCCC1CCCC1C
c1ccsc1
174.656
44.9524
2.09817
2
2
17
35.88
CC1=C(CC#C)NC=C1Cl
C#CCc1[nH]cc(Cl)c1C
false
CCCC1CCC(C)C1C
c1cc[nH]c1
153.612
43.0767
2.15222
0
1
18
15.79
C=CCC(=O)C1=CC=CS1
C=CCC(=O)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
152.218
43.4635
2.5069
2
0
18
17.07
C=NNC1=NSC(=C1)C#C
C#Cc1cc(NN=C)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
151.194
43.2207
1.1519
4
1
15
37.28
NNC(=N)C1=CC=C(O)S1
N=C(NN)c1ccc(O)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.198
40.1356
0.24237
4
4
17
82.13
CC(C)CCNS(C)(=O)=O
CC(C)CCNS(C)(=O)=O
true
CC(C)CCCC(C)(C)C
165.258
42.3015
0.5817
2
1
25
46.17