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
CN(O)C(=N)C1=CSC=C1
CN(O)C(=N)c1ccsc1
false
CC(C)C(C)C1CCCC1
c1ccsc1
156.21
40.6972
1.39447
3
2
18
47.32
NC1CCNC(=S)N(O)C1
NC1CCNC(=S)N(O)C1
true
CC1CCCC(C)C(C)C1
S=C1NCCCCN1
161.23
41.6856
-0.7169
3
3
21
61.52
NC1CCC1C1=CSC=N1
NC1CCC1c1cscn1
false
CC1CCC1C1CCCC1
c1nc(C2CCC2)cs1
154.238
42.0644
1.3478
3
1
20
38.91
CN(C)CC1=CSC=C1N
CN(C)Cc1cscc1N
false
CC(C)CC1CCCC1C
c1ccsc1
156.254
46.1224
1.3919
3
1
22
29.26
CCC1(N)CC1S(O)(=O)=O
CCC1(N)CC1S(=O)(=O)O
false
CCC1(C)CC1C(C)(C)C
C1CC1
165.214
37.163
-0.246
3
2
21
80.39
CC(=C)OCCS(O)(=O)=O
C=C(C)OCCS(=O)(=O)O
false
CC(C)CCCC(C)(C)C
166.198
37.1816
0.4244
3
1
20
63.6
CC(=C)S(=O)(=O)OCC=C
C=CCOS(=O)(=O)C(=C)C
false
CCCCC(C)(C)C(C)C
162.21
39.8828
1.0524
3
0
20
43.37
N=CN1C2CC2ONC1=S
N=CN1C(=S)NOC2CC21
false
CCC1C(C)CCC2CC21
S=C1NOC2CC2N1
157.198
39.6344
-0.14393
3
2
17
48.35
CC(=C)CNNS(C)(=O)=O
C=C(C)CNNS(C)(=O)=O
false
CC(C)CCCC(C)(C)C
164.23
40.7962
-0.3837
3
2
22
58.2
CCCS(=O)(=O)CC(C)=C
C=C(C)CS(=O)(=O)CCC
false
CCCC(C)(C)CC(C)C
162.254
43.7588
1.3873
2
0
24
34.14
NC1=C(Cl)C(OC=C)=CN1
C=COc1c[nH]c(N)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
158.588
41.0401
1.7726
2
2
17
51.04
OCC1CN2SC=CC2=N1
OCC1CN2SC=CC2=N1
true
CCC1CC2CCCC2C1
C1=CC2=NCCN2S1
156.21
41.7458
0.2369
4
1
18
35.83
NC(=S)NC(CO)=NC=C
C=CN=C(CO)NC(N)=S
false
CCCC(CC)CC(C)C
159.214
44.6389
-0.6461
3
3
19
70.64
ONC(=S)NCC=CC=C
C=CC=CCNC(=S)NO
false
CCCCCCC(C)CC
158.226
44.8599
0.5819
2
3
20
44.29
CC1=NC(C#N)=C(S1)C#C
C#Cc1sc(C)nc1C#N
false
CCC1CC(C)CC1CC
c1cscn1
148.19
39.501
1.3045
3
0
14
36.68
CNC(C)C(N)S(O)(=O)=O
CNC(C)C(N)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
168.218
38.0457
-1.2331
4
3
22
92.42
NC(=S)N1CCN2CC2C1
NC(=S)N1CCN2CC2C1
true
CC(C)C1CCC2CC2C1
C1CN2CC2CN1
157.242
43.7194
-0.7702
2
1
21
32.27
C1COC2=C(OC1)C=NS2
c1nsc2c1OCCCO2
false
C1CCC2CCCC2CC1
c1nsc2c1OCCCO2
157.194
37.721
1.3044
4
0
17
31.35
CC1(C)OC1CNC(N)=S
CC1(C)OC1CNC(N)=S
true
CC(C)CCC1CC1(C)C
C1CO1
160.242
43.7401
-0.003
2
2
22
50.58
ON1CC2CCN2S1(=O)=O
O=S1(=O)N(O)CC2CCN21
false
CC1CC2CCC2C1(C)C
O=S1(=O)NCC2CCN21
164.186
32.5233
-0.9897
3
1
18
60.85
C=CC1C=CC2=C1C=CS2
C=CC1C=Cc2sccc21
false
CCC1CCC2CCCC12
C1=Cc2sccc2C1
148.23
46.291
3.0445
1
0
18
0
CCC1=NOC2=C1N=NS2
CCc1noc2snnc12
false
CCC1CCC2CCCC12
c1noc2snnc12
155.182
36.854
1.2417
5
0
15
51.81
OCS(=O)(=O)C1=NNC=C1
O=S(=O)(CO)c1cc[nH]n1
false
CCC(C)(C)C1CCCC1
c1cn[nH]c1
162.17
32.8593
-0.8668
4
2
16
83.05
CC(C#N)=C1NNC(=S)N1
CC(C#N)=C1NNC(=S)N1
true
CCC(C)C1CCC(C)C1
C=C1NNC(=S)N1
154.198
40.3181
-0.27622
3
3
16
59.88
CC1=C(SC(C=C)=C1)C=O
C=Cc1cc(C)c(C=O)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
152.218
44.5345
2.51202
2
0
18
17.07
S=C1NNCC(CC#C)N1
C#CCC1CNNC(=S)N1
false
CCCC1CCCC(C)C1
S=C1NCCNN1
155.226
44.1101
-0.6394
2
3
19
36.09
CNC1C=CCNS1(=O)=O
CNC1C=CCNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CC=CCN1
162.214
38.9102
-0.9789
3
2
20
58.2
CN(C(N)=S)C1(C)CNC1
CN(C(N)=S)C1(C)CNC1
true
CC(C)C(C)C1(C)CCC1
C1CNC1
159.258
45.8231
-0.4763
2
2
23
41.29
CC(CC#N)=CNC(N)=S
CC(=CNC(N)=S)CC#N
false
CCCC(C)CCC(C)C
155.226
43.9081
0.63708
2
2
19
61.84
CCC(OC)S(=O)(=O)CC
CCC(OC)S(=O)(=O)CC
true
CCC(CC)C(C)(C)CC
166.242
40.5488
0.8036
3
0
24
43.37
CN=C(C)N1C=CSC1=O
CN=C(C)n1ccsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]ccs1
156.21
43.01
0.8061
4
0
18
34.36
CC1(CC=C)CNC(=S)N1
C=CCC1(C)CNC(=S)N1
false
CCCC1(C)CCC(C)C1
S=C1NCCN1
156.254
46.9554
0.7989
1
2
22
24.06
CC1C=CS(=O)(=O)C1C=O
CC1C=CS(=O)(=O)C1C=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCC1
160.194
37.0758
0.1321
3
0
18
51.21
CCN(N=C)S(=O)(=O)OC
C=NN(CC)S(=O)(=O)OC
false
CCC(CC)C(C)(C)CC
166.202
37.8578
-0.1849
4
0
20
58.97
OC1=CC2=C(CC2)C=C1Cl
Oc1cc2c(cc1Cl)CC2
false
CC1CC2CCC2CC1C
c1ccc2c(c1)CC2
154.596
40.5248
2.1442
1
1
17
20.23
C#CC1=C2CC=CC2=CS1
C#Cc1scc2c1CC=C2
false
CCC1CCC2CCCC12
C1=Cc2cscc2C1
146.214
44.992
2.2987
1
0
16
0
OCCC1=C(C=CS1)C#N
N#Cc1ccsc1CCO
false
CCCC1CCCC1CC
c1ccsc1
153.206
39.8238
1.15458
3
1
17
44.02
CC1=CC(=O)C2=C1SC=N2
CC1=CC(=O)c2ncsc21
false
CC1CC(C)C2CCCC12
O=C1C=Cc2scnc21
151.19
40.0955
1.7427
3
0
15
29.96
CNC1=C(SC(=N)N1)C#C
C#Cc1sc(=N)[nH]c1NC
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
153.21
42.0061
0.57867
3
3
17
51.67
CC1CC2=C(N1)SN=C2N
CC1Cc2c(N)nsc2N1
false
CC1CC2CCC(C)C2C1
c1nsc2c1CCN2
155.226
43.3151
1.0818
4
2
19
50.94
CN1CC(O)C1S(N)(=O)=O
CN1CC(O)C1S(N)(=O)=O
true
CC1CC(C)C1C(C)(C)C
C1CNC1
166.202
35.532
-2.0927
4
2
20
83.63
CCNC1=C(C)C(N)=NS1
CCNc1snc(N)c1C
false
CCCC1CCC(C)C1C
c1cnsc1
157.242
45.4271
1.46552
4
2
21
50.94
ClC1=C(C=C)N(N=C)N=C1
C=Cc1c(Cl)cnn1N=C
false
CCC1CCC(C)C1CC
c1cn[nH]c1
155.588
42.275
1.6432
3
0
16
30.18
CC(C)(C)N1SC=CC1=N
CC(C)(C)n1sccc1=N
false
CC1CCCC1C(C)(C)C
N=c1ccs[nH]1
156.254
43.1597
1.78407
3
1
22
28.78
CCN(N)C(=S)N1CC1C
CCN(N)C(=S)N1CC1C
true
CCC(C)C(C)C1CC1C
C1CN1
159.258
45.3334
0.171
2
1
23
32.27
CCCC#CC1=CC=NS1
CCCC#Cc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
151.234
43.9
2.2947
2
0
19
12.89
CN=C1NC(=C)S(=O)(=O)O1
C=C1NC(=NC)OS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1NC(=N)OS1(=O)=O
162.17
35.6395
-0.607
4
1
16
67.76
CC1NC2=CN=CC(Cl)=C12
CC1Nc2cncc(Cl)c21
false
CC1CCCC2CC(C)C12
c1cc2c(cn1)NC2
154.6
41.2847
2.2215
2
1
17
24.92
CS(=O)(=O)C1CC(O)C1O
CS(=O)(=O)C1CC(O)C1O
true
CC1CC(C(C)(C)C)C1C
C1CCC1
166.198
35.2624
-1.4749
4
2
20
74.6
COC12CC(C1)NS2(=O)=O
COC12CC(C1)NS2(=O)=O
true
CCC12CC(CC1(C)C)C2
O=S1(=O)NC2CC1C2
163.198
34.8175
-0.5755
3
1
19
55.4
NC(=S)N1NCC=C1C=C
C=CC1=CCNN1C(N)=S
false
CCC1CCCC1C(C)C
C1=CNNC1
155.226
44.9071
0.1201
2
2
19
41.29
NC1=C(CCS1(=O)=O)C#N
N#CC1=C(N)S(=O)(=O)CC1
false
CCC1CCC(C)(C)C1C
O=S1(=O)C=CCC1
158.182
35.2302
-0.50122
4
1
16
83.95
OC1COC(=C)CS1(=O)=O
C=C1CS(=O)(=O)C(O)CO1
false
CC1CCC(C)C(C)(C)C1
C=C1CS(=O)(=O)CCO1
164.182
34.8856
-0.7365
4
1
18
63.6
CC(O)C12CN1C(=S)NC2
CC(O)C12CNC(=S)N1C2
false
CC1CCC2(C(C)C)CC12
S=C1NCC2CN12
158.226
41.7185
-0.6903
2
2
20
35.27
CC1CN1CC1=CN=NS1
CC1CN1Cc1cnns1
false
CC1CC1CC1CCCC1
c1nnsc1CN1CC1
155.226
39.781
0.7422
4
0
19
28.79
CC1C(=N)NC(=S)NC1=O
CC1C(=N)NC(=S)NC1=O
true
CC1CC(C)C(C)C(C)C1
N=C1CC(=O)NC(=S)N1
157.198
40.7671
-0.39593
3
3
17
64.98
O=C1C=CNC(=S)NC=C1
O=C1C=CNC(=S)NC=C1
true
CC1CCCC(C)CCC1
O=C1C=CNC(=S)NC=C1
154.194
42.1564
0.0606
2
2
16
41.13
O=S1(=O)CC2CNC1C=C2
O=S1(=O)CC2C=CC1NC2
false
CC1(C)CC2CCC1CC2
O=S1(=O)CC2C=CC1NC2
159.21
38.2075
-0.4835
3
1
19
46.17
ClC1=CN=C2CCCC2=C1
Clc1cnc2c(c1)CCC2
false
CC1CCC2CCCC2C1
c1cnc2c(c1)CCC2
153.612
41.272
2.2237
1
0
18
12.89
CC1=C(NC(=S)NC1)C=O
CC1=C(C=O)NC(=S)NC1
false
CCC1CC(C)CCC1C
S=C1NC=CCN1
156.21
42.5004
-0.063
2
2
18
41.13
CC1(N)CC2=NSC(O)=C12
CC1(N)Cc2nsc(O)c21
false
CC1CCC2CC(C)(C)C12
c1snc2c1CC2
156.21
39.0222
0.5787
4
2
18
59.14
CC1=NN=C2C=C(O)SN12
Cc1nnc2cc(O)sn12
false
CC1CC2CCC(C)C2C1
c1cc2nncn2s1
155.182
37.2658
0.80482
5
1
15
50.42
C=NN1C=CC2=C1N=CS2
C=Nn1ccc2scnc21
false
CCC1CCC2CCCC12
c1cc2scnc2[nH]1
151.194
42.557
1.5615
4
0
15
30.18
OCC(=C)C1=C(Cl)C=NO1
C=C(CO)c1oncc1Cl
false
CCC(C)C1CCCC1C
c1cnoc1
159.572
37.6328
1.3335
3
1
16
46.26
NC=C1COC=CS1(=O)=O
NC=C1COC=CS1(=O)=O
true
CCC1CCCCC1(C)C
C=C1COC=CS1(=O)=O
161.182
36.2822
-0.2973
4
1
17
69.39
CCC1=C(CC)C=C(O)S1
CCc1cc(O)sc1CC
false
CCC1CC(C)CC1CC
c1ccsc1
156.25
44.7398
2.5785
2
1
22
20.23
CC1N=CNN(C)S1(=O)=O
CC1N=CNN(C)S1(=O)=O
true
CC1CCCC(C)C1(C)C
O=S1(=O)CN=CNN1
163.202
37.7725
-0.8595
4
1
19
61.77
CNC1=CC(OC=O)=CS1
CNc1cc(OC=O)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
157.194
40.5577
1.325
4
1
17
38.33
CS(=O)(=O)N1CCC1C=C
C=CC1CCN1S(C)(=O)=O
false
CCC1CCC1C(C)(C)C
C1CNC1
161.226
40.1518
0.2063
2
0
21
37.38
COC(CS(O)(=O)=O)=CC
CC=C(CS(=O)(=O)O)OC
false
CCC(CC)CC(C)(C)C
166.198
37.1816
0.4244
3
1
20
63.6
CC1=NC2=C(O1)SC=C2Cl
Cc1nc2c(Cl)csc2o1
false
CC1CC2CCC(C)C2C1
c1nc2ccsc2o1
173.624
41.633
2.85112
3
0
14
26.03
NC1CNC2=C(C1)SC=N2
NC1CNc2ncsc2C1
false
CC1CCC2CCCC2C1
c1nc2c(s1)CCCN2
155.226
42.2831
0.4384
4
2
19
50.94
CC(C#C)N1SN=NC1=O
C#CC(C)n1snnc1=O
false
CCC(C)C1CCCC1C
O=c1nns[nH]1
155.182
37.713
-0.106
5
0
15
47.78
CCS(=O)(=O)C1(O)CC1C
CCS(=O)(=O)C1(O)CC1C
true
CCC(C)(C)C1(C)CC1C
C1CC1
164.226
38.1916
0.1495
3
1
22
54.37
NN=C1OC2=C(CCC2)S1
NN=c1oc2c(s1)CCC2
false
CCC1CC2CCCC2C1
N=c1oc2c(s1)CCC2
156.21
38.3604
0.6042
4
1
18
51.52
OCC1=CC(=O)S(=O)(=O)C1
O=C1C=C(CO)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=C1C=CCS1(=O)=O
162.166
33.9626
-1.1399
4
1
16
71.44
O=S1(=O)NC=C2CON=C12
O=S1(=O)NC=C2CON=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)NC=C2CON=C21
160.154
33.5255
-0.853
4
1
14
67.76
CC1(O)C(OS1(=O)=O)C#C
C#CC1OS(=O)(=O)C1(C)O
false
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCO1
162.166
33.2496
-0.9433
4
1
16
63.6
CC1CC2=NSN=C2C=C1
CC1C=Cc2nsnc2C1
false
CC1CCC2CCCC2C1
C1=Cc2nsnc2CC1
152.222
41.811
1.7435
3
0
18
25.78
CC(=C)C=CC1=NC=NS1
C=C(C)C=Cc1ncns1
false
CC(C)CCC1CCCC1
c1ncsn1
152.222
43.757
2.1274
3
0
18
25.78
CC(O)C1NC(=S)N2CC12
CC(O)C1NC(=S)N2CC12
true
CC(C)C1CC(C)C2CC12
S=C1NCC2CN12
158.226
41.6965
-0.6919
2
2
20
35.27
CC(CO)C1=NSC=C1N
CC(CO)c1nscc1N
false
CCC(C)C1CCCC1C
c1cnsc1
158.226
42.0272
0.8211
4
2
20
59.14
NN=COC1=CC(Cl)=CN1
NN=COc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
159.576
39.1101
0.9489
3
2
16
63.4
CC1=C(C=NS1)C#CCO
Cc1sncc1C#CCO
false
CCCCC1CCCC1C
c1cnsc1
153.206
40.8148
0.79532
3
1
17
33.12
CCCC1=C(N)C(N)=NS1
CCCc1snc(N)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
157.242
44.9338
1.26
4
2
21
64.93
CC1=C(Cl)C(C#N)=C(O)N1
Cc1[nH]c(O)c(C#N)c1Cl
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
156.572
36.9195
1.5538
2
2
15
59.81
CC=C(C#C)N(O)C(N)=S
C#CC(=CC)N(O)C(N)=S
false
CCC(CC)C(C)C(C)C
156.21
43.0009
0.4582
2
2
18
49.49
CCN(C)S(=O)(=O)C1CC1
CCN(C)S(=O)(=O)C1CC1
true
CCC(C)C(C)(C)C1CC1
C1CC1
163.242
40.2458
0.4303
2
0
23
37.38
NCC1=C(OC=C)C=NS1
C=COc1cnsc1CN
false
CCCC1CCCC1CC
c1cnsc1
156.21
40.8304
1.1241
4
1
18
48.14
CCN1CC2=C(C1)C=CS2
CCN1Cc2ccsc2C1
false
CCC1CC2CCCC2C1
c1cc2c(s1)CNC2
153.25
44.107
2.0836
2
0
21
3.24
NCC1=CC(Cl)=C(CO)S1
NCc1cc(Cl)c(CO)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
177.656
43.1432
1.3525
3
2
18
46.25
CC1=CSN=C1CNN=C
C=NNCc1nscc1C
false
CCCCC1CCCC1C
c1cnsc1
155.226
43.2397
1.15672
4
1
19
37.28
CC1(CS(=O)(=O)N1)C=NN
CC1(C=NN)CS(=O)(=O)N1
false
CCCC1(C)CC(C)(C)C1
O=S1(=O)CCN1
163.202
38.0069
-1.3774
4
2
19
84.55
CC(N)C(O)C1=NSC=C1
CC(N)C(O)c1ccsn1
false
CC(C)C(C)C1CCCC1
c1cnsc1
158.226
40.7232
0.5237
4
2
20
59.14
O=CNCS(=O)(=O)C1CN1
O=CNCS(=O)(=O)C1CN1
true
CCCCC(C)(C)C1CC1
C1CN1
164.186
34.7772
-1.966
4
2
18
85.18
CC1=C(NCCO)SC=C1
Cc1ccsc1NCCO
false
CCCCC1CCCC1C
c1ccsc1
157.238
44.6315
1.46072
3
2
21
32.26
NC1C=NN2C=C(Cl)C=C12
NC1C=Nn2cc(Cl)cc21
false
CC1CC2CCC(C)C2C1
C1=Nn2cccc2C1
155.588
40.2604
0.9888
3
1
16
43.31
CC1=C(C=NN)C(O)=CS1
Cc1scc(O)c1C=NN
false
CCCC1C(C)CCC1C
c1ccsc1
156.21
42.5022
1.05472
4
2
18
58.61
OCC1=NSC(OC=C)=C1
C=COc1cc(CO)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
157.194
38.8618
1.1577
4
1
17
42.35
CN1OC2=CN=CN2C1=S
Cn1oc2cncn2c1=S
false
CC1CC2CCCC2C1C
S=c1[nH]oc2cncn12
155.182
37.263
0.99529
5
0
15
35.37