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
CCCOC1=CSC(=N)N1
CCCOc1csc(=N)[nH]1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
158.226
40.3104
1.34447
3
2
20
48.87
NN1C(=O)CC2=C1SC=N2
NN1C(=O)Cc2ncsc21
false
CC1CC2CCCC2C1C
O=C1Cc2ncsc2N1
155.182
37.4914
-0.0941
4
1
15
59.22
COCC1=NSC(C)=C1C
COCc1nsc(C)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
157.238
42.301
1.90634
3
0
21
22.12
NC(=S)NCCC1CCN1
NC(=S)NCCC1CCN1
true
CC(C)CCCC1CCC1
C1CNC1
159.258
45.8128
-0.4284
2
3
23
50.08
O=C1NCC2CN2S1(=O)=O
O=C1NCC2CN2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=C1NCC2CN2S1(=O)=O
162.17
32.8125
-1.2764
3
1
16
66.25
CNC1=CS(=O)(=O)NCC1
CNC1=CS(=O)(=O)NCC1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCN1
162.214
38.6822
-0.6297
3
2
20
58.2
CC(N)C1=C(CO)N=NS1
CC(N)c1snnc1CO
false
CCC1CCCC1C(C)C
c1csnn1
159.214
38.4342
0.0501
5
2
19
72.03
CC1(O)CNS(=O)(=O)C1N
CC1(O)CNS(=O)(=O)C1N
true
CC1C(C)(C)CCC1(C)C
O=S1(=O)CCCN1
166.202
35.5217
-2.0448
4
3
20
92.42
CC1=CC2=C(O)SN=C2O1
Cc1cc2c(O)snc2o1
false
CC1CC2CCC(C)C2C1
c1cc2csnc2o1
155.178
38.2878
1.90332
4
1
15
46.26
CN=C1NS(=O)(=O)C(C)=C1
CN=C1C=C(C)S(=O)(=O)N1
false
CCC1CC(C)C(C)(C)C1
N=C1C=CS(=O)(=O)N1
160.198
39.1715
-0.1485
3
1
18
58.53
CNC1=NSC(C=C)=C1Cl
C=Cc1snc(NC)c1Cl
false
CCC1CCC(CC)C1C
c1cnsc1
174.656
46.7617
2.4812
3
1
17
24.92
CNC1=C(C)C(O)=C(O)S1
CNc1sc(O)c(O)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
159.21
41.9323
1.50942
4
3
19
52.49
CCC1CC=CS(=O)(=O)N1
CCC1CC=CS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCN1
161.226
39.8915
0.6018
2
1
21
46.17
CCCC1=C(N)C(C)=NS1
CCCc1snc(C)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
156.254
45.2584
1.98622
3
1
22
38.91
CN=C1CCS(=O)(=O)N1C
CN=C1CCS(=O)(=O)N1C
true
CCC1CCC(C)(C)C1C
N=C1CCS(=O)(=O)N1
162.214
39.5258
-0.32
3
0
20
49.74
CC(N)C1=C(Cl)C(N)=NS1
CC(N)c1snc(N)c1Cl
false
CC(C)C1CCC(C)C1C
c1cnsc1
177.66
44.1388
1.3984
4
2
18
64.93
CNC(C=CC)S(O)(=O)=O
CC=CC(NC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
165.214
39.2103
-0.0042
3
2
21
66.4
O=C1NS(=O)(=O)CC2CC12
O=C1NS(=O)(=O)CC2CC12
true
CC1CC(C)(C)CC2CC12
O=C1NS(=O)(=O)CC2CC12
161.182
33.5265
-0.9179
3
1
17
63.24
NC1=C2C=C(O)SC2=CS1
Nc1scc2sc(O)cc12
false
CC1CC2CCC(C)C2C1
c1cc2cscc2s1
171.246
45.7792
2.2506
4
2
15
46.25
C=C(C#C)C1=NC(=N)NS1
C#CC(=C)c1nc(=N)[nH]s1
false
CCC(C)C1CCC(C)C1
N=c1ncs[nH]1
151.194
40.1864
0.59707
3
2
15
52.53
CNC1=NS(=O)(=O)CCN1
CNC1=NS(=O)(=O)CCN1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCNC=N1
163.202
38.2842
-1.5052
4
2
19
70.56
CC(C)(N)C1=COC=C1Cl
CC(C)(N)c1cocc1Cl
false
CC1CCCC1C(C)(C)C
c1ccoc1
159.616
40.9314
2.1268
2
1
20
39.16
CC1C(C1(C)C)S(O)(=O)=O
CC1C(S(=O)(=O)O)C1(C)C
false
CC1C(C(C)(C)C)C1(C)C
C1CC1
164.226
38.2816
0.9187
2
1
22
54.37
CNC1=CC(Cl)=C(C)N=N1
CNc1cc(Cl)c(C)nn1
false
CCC1CCC(C)C(C)C1
c1ccnnc1
157.604
41.3257
1.48012
3
1
18
37.81
O=CNC1CCNS1(=O)=O
O=CNC1CCNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCCN1
164.186
34.5272
-1.6184
3
2
18
75.27
NC(C1CO1)C1=NSC=N1
NC(c1ncsn1)C1CO1
false
CC(C1CCCC1)C1CC1
c1nc(CC2CO2)ns1
157.198
36.5774
-0.0633
5
1
17
64.33
CC(C)CC1=CSC=C1C
Cc1cscc1CC(C)C
false
CC(C)CC1CCCC1C
c1ccsc1
154.278
47.598
3.25502
1
0
24
0
CCC(=O)S(=O)(=O)CNC
CCC(=O)S(=O)(=O)CNC
true
CCCC(C)(C)C(C)CC
165.214
38.1445
-0.4853
4
1
21
63.24
NN=C1SC=C(C=C)N1O
C=Cc1csc(=NN)n1O
false
CCC1CCC(CC)C1C
N=c1[nH]ccs1
157.198
39.3349
0.2043
5
2
17
63.54
CC(C(N)CN)S(N)(=O)=O
CC(C(N)CN)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
167.234
39.599
-2.0506
4
3
23
112.2
CCOC(=C)C1=NSN=C1
C=C(OCC)c1cnsn1
false
CCCC(C)C1CCCC1
c1cnsn1
156.21
40.569
1.5453
4
0
18
35.01
CCC1=C(SC=N1)C(N)=O
CCc1ncsc1C(N)=O
false
CCC1CCCC1C(C)C
c1cscn1
156.21
40.0099
0.8044
3
1
18
55.98
CC1CC(NC(N)=S)C=C1
CC1C=CC(NC(N)=S)C1
false
CC(C)CC1CCC(C)C1
C1=CCCC1
156.254
46.6301
0.7842
1
2
22
38.05
CC1(C)CC=CN1C(N)=S
CC1(C)CC=CN1C(N)=S
true
CC(C)C1CCCC1(C)C
C1=CNCC1
156.254
46.4604
1.228
1
1
22
29.26
CCC1=CSC(O)=C1C#N
CCc1csc(O)c1C#N
false
CCC1CCC(C)C1CC
c1ccsc1
153.206
40.0768
1.88778
3
1
17
44.02
CC=CN1C=CCNC1=S
CC=CN1C=CCNC1=S
true
CCCC1CCCCC1C
S=C1NC=CCN1
154.238
46.3937
1.2238
1
1
20
15.27
OC1=CC2=C(NCC=C2)S1
Oc1cc2c(s1)NCC=C2
false
CC1CC2CCCCC2C1
C1=Cc2ccsc2NC1
153.206
43.5075
1.8924
3
2
17
32.26
C#CC#CCC1=NSC=N1
C#CC#CCc1ncsn1
false
CCCCCC1CCCC1
c1ncsn1
148.19
40.222
0.7172
3
0
14
25.78
S=C1NCC2=CCCNN12
S=C1NCC2=CCCNN12
true
CC1CCC2CCCCC12
S=C1NCC2=CCCNN12
155.226
43.1424
-0.0313
2
2
19
27.3
CC1C(N)CNC(=S)N1O
CC1C(N)CNC(=S)N1O
true
CC1CCC(C)C(C)C1C
S=C1NCCCN1
161.23
41.6636
-0.7185
3
3
21
61.52
NC1=C2C(Cl)=CNC2=CS1
Nc1scc2[nH]cc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cscc2[nH]1
172.64
45.5981
2.465
2
2
15
41.81
CS(=O)(=O)CC(=O)CC=C
C=CCC(=O)CS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
162.21
39.5318
0.1762
3
0
20
51.21
CC1CS(=O)(=O)OC(C)=C1
CC1=CC(C)CS(=O)(=O)O1
false
CC1CC(C)CC(C)(C)C1
O=S1(=O)CCC=CO1
162.21
37.7928
0.8863
3
0
20
43.37
CN1C(=S)NCC2CC12C
CN1C(=S)NCC2CC21C
false
CC1CCC2CC2(C)C1C
S=C1NCC2CC2N1
156.254
44.8757
0.5849
1
1
22
15.27
CC=CN(N)C(=S)NC=O
CC=CN(N)C(=S)NC=O
true
CCCC(C)C(C)CCC
159.214
42.6381
-0.2734
3
2
19
58.36
CC1CC(=C)C2=C1SC=C2
C=C1CC(C)c2sccc21
false
CC1CC(C)C2CCCC12
C=C1CCc2sccc21
150.246
46.385
3.2685
1
0
20
0
NC1CC2=C(N=CS2)C1=C
C=C1c2ncsc2CC1N
false
CC1CC2CCCC2C1C
C=C1CCc2scnc21
152.222
42.8274
1.0397
3
1
18
38.91
OCC1=NSC=C1OC=C
C=COc1csnc1CO
false
CCCC1CCCC1CC
c1cnsc1
157.194
38.8618
1.1577
4
1
17
42.35
CC1=NSC(=C1)C(N)C=C
C=CC(N)c1cc(C)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
154.238
43.9764
1.63732
3
1
20
38.91
O=CCN1CC2=NSC=C12
O=CCN1Cc2nscc21
false
CCCC1CC2CCCC12
c1snc2c1NC2
154.194
39.228
0.662
4
0
16
33.2
CC12CNC1CS(=O)(=O)C2
CC12CNC1CS(=O)(=O)C2
true
CC1(C)CC2CCC2(C)C1
O=S1(=O)CC2CNC2C1
161.226
38.5515
-0.6071
3
1
21
46.17
CC1C(CC=O)NS1(=O)=O
CC1C(CC=O)NS1(=O)=O
true
CCCC1CC(C)(C)C1C
O=S1(=O)CCN1
163.198
35.9865
-0.7345
3
1
19
63.24
CCN1N(C)C=C(Cl)C1=N
CCn1c(=N)c(Cl)cn1C
false
CCC1C(C)CC(C)C1C
N=c1cc[nH][nH]1
159.62
39.9417
0.97937
3
1
20
33.71
OCC=CS(=O)(=O)CC=C
C=CCS(=O)(=O)C=CCO
false
CCCCC(C)(C)CCC
162.21
40.2096
0.0932
3
1
20
54.37
OCC1COC2=C1SC=N2
OCC1COc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CCO2
157.194
37.4358
0.6114
4
1
17
42.35
OC1(C=C)C=COS1(=O)=O
C=CC1(O)C=COS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CC=CO1
162.166
34.2916
-0.2653
4
1
16
63.6
CC1CC=CN(N1)C(N)=S
CC1CC=CN(C(N)=S)N1
false
CC1CCCC(C(C)C)C1
C1=CNNCC1
157.242
44.9791
0.3425
2
2
21
41.29
CNS(=O)(=O)NC1CC1C
CNS(=O)(=O)NC1CC1C
true
CCC(C)(C)CC1CC1C
C1CC1
164.23
38.6842
-0.5514
2
2
22
58.2
S=C1NC=NC=C(N1)C#N
N#CC1=CN=CNC(=S)N1
false
CCC1CCCCC(C)C1
S=C1NC=CN=CN1
152.182
41.0574
-0.14262
3
2
14
60.21
CC1C2CS(=O)(=O)C(=O)N12
CC1C2CS(=O)(=O)C(=O)N12
true
CC1C2CC(C)(C)C(C)C12
O=C1N2CC2CS1(=O)=O
161.182
34.2718
-0.3925
3
0
17
54.22
CC=CCCC1=CSC=C1
CC=CCCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
152.262
47.454
3.2568
1
0
22
0
CN(C1CCCC1)C(N)=S
CN(C(N)=S)C1CCCC1
false
CC(C)C(C)C1CCCC1
C1CCCC1
158.27
46.8044
1.1044
1
1
24
29.26
C=CC(=O)OC1=CC=CS1
C=CC(=O)Oc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
154.19
40.151
1.8395
3
0
16
26.3
OCS(=O)(=O)C1=NCCN1
O=S(=O)(CO)C1=NCCN1
false
CCC(C)(C)C1CCCC1
C1=NCCN1
164.186
36.3103
-1.6898
5
2
18
78.76
CCC=C1CONS1(=O)=O
CCC=C1CONS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1CONS1(=O)=O
163.198
36.3815
0.1449
3
1
19
55.4
CCNC(=S)N1CCN=C1
CCNC(=S)N1C=NCC1
false
CCCC(C)C1CCCC1
C1=NCCN1
157.242
46.3397
0.2247
2
1
21
27.63
O=CC1CC2=CNSC2=N1
O=CC1CC2=CNSC2=N1
true
CCC1CC2CCCC2C1
C1=C2CCN=C2SN1
154.194
40.7137
0.4914
4
1
16
41.46
O=S1(=O)CC=CCOC=C1
O=S1(=O)C=COCC=CC1
false
CC1(C)CCCCCCC1
O=S1(=O)C=COCC=CC1
160.194
38.0188
0.4588
3
0
18
43.37
CC1=CSC(CC#N)=C1C
Cc1csc(CC#N)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
151.234
43.11
2.43102
2
0
19
23.79
O=S1(=O)C2NC2C2CNC12
O=S1(=O)C2NCC2C2NC21
false
CC1(C)C2CCC2C2CC21
O=S1(=O)C2NCC2C2NC21
160.198
34.9122
-1.7418
4
2
18
68.11
NNC(=O)C1=CNC=C1Cl
NNC(=O)c1c[nH]cc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
159.576
37.4563
0.2716
2
3
16
70.91
NC(=O)C1=NSN=C1C=C
C=Cc1nsnc1C(N)=O
false
CCC1CCCC1C(C)C
c1cnsn1
155.182
38.5179
0.28
4
1
15
68.87
CC1=NC(CCCN)=NS1
Cc1nc(CCCN)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
157.242
42.0214
0.73782
4
1
21
51.8
NN=C1SC(O)=C2CCN12
NN=c1sc(O)c2n1CC2
false
CCC1CC(C)C2CCC12
N=c1scc2n1CC2
157.198
37.4282
-0.4143
5
2
17
63.54
N#CC1=C(SC=N1)C1CN1
N#Cc1ncsc1C1CN1
false
CCC1CCCC1C1CC1
c1ncc(C2CN2)s1
151.194
37.5727
0.65908
4
1
15
58.62
CC1(CC1)C1=NNC(=N)S1
CC1(c2n[nH]c(=N)s2)CC1
false
CC1CCC(C2(C)CC2)C1
N=c1[nH]nc(C2CC2)s1
155.226
38.9054
1.00217
3
2
19
52.53
CCC(=C)S(=O)(=O)NOC
C=C(CC)S(=O)(=O)NOC
false
CCCC(C)(C)C(C)CC
165.214
38.4955
0.3909
3
1
21
55.4
CC1C2OS(=O)(=O)NC12C
CC1C2OS(=O)(=O)NC12C
true
CC1C2CC(C)(C)CC12C
O=S1(=O)NC2CC2O1
163.198
34.4975
-0.372
3
1
19
55.4
CC1=C(C=NS1)C1CC1N
Cc1sncc1C1CC1N
false
CC1CCCC1C1CC1C
c1nscc1C1CC1
154.238
42.1844
1.26612
3
1
20
38.91
C=CC(=C)C1=CC(=N)SN1
C=CC(=C)c1cc(=N)s[nH]1
false
CCC(C)C1CCC(C)C1
N=c1cc[nH]s1
152.222
43.7554
1.75487
2
2
18
39.64
CC(=C)CC1=C(O)N=NS1
C=C(C)Cc1snnc1O
false
CC(C)CC1CCCC1C
c1csnn1
156.21
40.0918
1.3623
4
1
18
46.01
CNC(=S)NC(=O)N(C)C
CNC(=S)NC(=O)N(C)C
true
CCC(C)CC(C)C(C)C
161.23
43.8764
-0.2381
2
2
21
44.37
CN(CC=C)S(=O)(=O)CO
C=CCN(C)S(=O)(=O)CO
false
CCCC(C)C(C)(C)CC
165.214
38.8326
-0.6162
3
1
21
57.61
CNC(C)(C=O)S(C)(=O)=O
CNC(C)(C=O)S(C)(=O)=O
true
CCC(C)(CC)C(C)(C)C
165.214
38.3725
-0.8345
4
1
21
63.24
NS(=O)(=O)N1CC1CC#C
C#CCC1CN1S(N)(=O)=O
false
CCCC1CC1C(C)(C)C
C1CN1
160.198
37.0512
-1.1026
2
1
18
63.17
CN1C(CCO)CS1(=O)=O
CN1C(CCO)CS1(=O)=O
true
CCCC1CC(C)(C)C1C
O=S1(=O)CCN1
165.214
37.0406
-0.9874
3
1
21
57.61
CCN1NCCN(C)C1=S
CCN1NCCN(C)C1=S
true
CCC1CCCC(C)C1C
S=C1NCCNN1
159.258
45.6107
0.0432
2
1
23
18.51
CC1CNC(=S)N(O)C1=C
C=C1C(C)CNC(=S)N1O
false
CC1CCC(C)C(C)C1C
C=C1CCNC(=S)N1
158.226
42.5302
0.7155
2
2
20
35.5
CC=CC1=C(C=O)N=NS1
CC=Cc1snnc1C=O
false
CCCC1CCCC1CC
c1csnn1
154.194
40.0045
1.3837
4
0
16
42.85
CC#CC1=C(C)C(N)=NS1
CC#Cc1snc(N)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
152.222
43.8154
1.40512
3
1
18
38.91
CC(=O)C1C2CNC(=S)N12
CC(=O)C1C2CNC(=S)N21
false
CC(C)C1C2CCC(C)C21
S=C1NCC2CN12
156.21
40.6967
-0.4837
2
1
18
32.11
OC1=C(O)C2=C(C1)SN=C2
OC1=C(O)c2cnsc2C1
false
CC1CC2CCCC2C1C
C1=Cc2cnsc2C1
155.178
37.9956
1.4838
4
2
15
53.35
CC=CCCNNC(N)=S
CC=CCCNNC(N)=S
true
CCCCCCCC(C)C
159.258
47.3548
0.2904
2
3
23
50.08
CC(C)S(=O)(=O)NC(N)=N
CC(C)S(=O)(=O)NC(=N)N
false
CC(C)CC(C)(C)C(C)C
165.218
39.1056
-0.79233
3
3
21
96.04
CN(C(C)=N)C(=S)NC=C
C=CNC(=S)N(C)C(C)=N
false
CCCC(C)C(C)C(C)C
157.242
47.0944
0.93337
2
2
21
39.12
OC1=CC2=C(C1)C(Cl)=CN2
OC1=Cc2[nH]cc(Cl)c2C1
false
CC1CC2CCC(C)C2C1
C1=Cc2[nH]ccc2C1
155.584
40.1125
2.1231
1
2
16
36.02
CS(=O)(=O)C1C2CNCC12
CS(=O)(=O)C1C2CNCC21
false
CC(C)(C)C1C2CCCC21
C1NCC2CC12
161.226
38.4815
-0.7512
3
1
21
46.17
NC1=NSC(=N1)C#CC#N
N#CC#Cc1nc(N)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
150.166
36.8124
-0.00462
5
1
12
75.59
OC12CC1OC1=CSN=C21
OC12CC1Oc1csnc12
false
CC12CC1CC1CCCC12
c1snc2c1OC1CC21
155.178
35.0438
0.4954
4
1
15
42.35
O=S1(=O)CC(O1)C1CCN1
O=S1(=O)CC(C2CCN2)O1
false
CC1(C)CC(C2CCC2)C1
O=S1(=O)CC(C2CCN2)O1
163.198
35.0675
-0.9231
4
1
19
55.4