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
CCC#CC1=C(Cl)C=CO1
CCC#Cc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
154.596
40.887
2.6945
1
0
17
13.14
NCC1=NOC(=N)C=C1Cl
N=c1cc(Cl)c(CN)no1
false
CCC1CCC(C)CC1C
N=c1cccno1
159.576
35.2591
0.26617
4
2
16
75.9
COC(C#N)C1=CSC=C1
COC(C#N)c1ccsc1
false
CCC(CC)C1CCCC1
c1ccsc1
153.206
39.682
1.95918
3
0
17
33.02
COS(=O)(=O)N1CC1C=C
C=CC1CN1S(=O)(=O)OC
false
CCC1CC1C(C)(C)CC
C1CN1
163.198
36.6198
-0.2522
3
0
19
46.38
CC(O)CC1=CSC=C1O
CC(O)Cc1cscc1O
false
CC(C)CC1CCCC1C
c1ccsc1
158.222
41.3686
1.377
3
2
20
40.46
OC1=CC2=C(CO2)C=C1Cl
Oc1cc2c(cc1Cl)CO2
false
CC1CC2CCC2CC1C
c1ccc2c(c1)CO2
156.568
37.4488
1.938
2
1
15
29.46
CC(O)CC1=CC=C(N)S1
CC(O)Cc1ccc(N)s1
false
CC(C)CC1CCC(C)C1
c1ccsc1
157.238
44.1162
1.2536
3
2
21
46.25
CCC1=CNC(S1)=NNC
CCc1c[nH]c(=NNC)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
157.242
42.6704
0.6737
3
2
21
40.18
C=CC1=CN=C2C=NSN12
C=Cc1cnc2cnsn12
false
CCC1CCC2CCCC12
c1cn2sncc2n1
151.194
40.955
1.4338
4
0
15
30.19
NCC1CCNC(=S)NC1
NCC1CCNC(=S)NC1
true
CCC1CCCC(C)CC1
S=C1NCCCCN1
159.258
45.7648
-0.5709
2
3
23
50.08
NC1=NC(C=CCO)=NS1
Nc1nc(C=CCO)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
157.198
40.4412
0.1258
5
2
17
72.03
CC1(O)C2CC2OS1(=O)=O
CC1(O)C2CC2OS1(=O)=O
true
CC1(C)CC2CC2C1(C)C
O=S1(=O)CC2CC2O1
164.182
32.5236
-0.5566
4
1
18
63.6
ON=C1NCC2=CSC=C12
ON=C1NCc2cscc21
false
CCC1CCC2CCCC12
N=C1NCc2cscc21
154.194
39.4822
0.9871
3
2
16
44.62
CC(C#C)C1=CSC(=O)S1
C#CC(C)c1csc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1sccs1
170.258
45.714
1.9065
3
0
16
17.07
CCC1=NCS(=O)(=O)N1O
CCC1=NCS(=O)(=O)N1O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CN=CN1
164.186
35.1383
-0.213
4
1
18
69.97
CCS(=O)(=O)C#CCC=O
CCS(=O)(=O)C#CCC=O
true
CCCCCC(C)(C)CC
160.194
37.9178
-0.029
3
0
18
51.21
ON1C2C=CCC2NC1=S
ON1C(=S)NC2CC=CC21
false
CC1CC2CCCC2C1C
S=C1NC2C=CCC2N1
156.21
40.6922
0.2628
2
2
18
35.5
CC1=CCC(=NO)S1(=O)=O
CC1=CCC(=NO)S1(=O)=O
true
CCC1CCC(C)C1(C)C
N=C1CC=CS1(=O)=O
161.182
36.5153
0.4964
4
1
17
66.73
CC(=O)C1=CSC(=C1)C#N
CC(=O)c1csc(C#N)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
151.19
39.0385
1.82238
3
0
15
40.86
CN1N=C(SC1=O)N1CC1
Cn1nc(N2CC2)sc1=O
false
CC1CC(C2CC2)CC1C
O=c1[nH]nc(N2CC2)s1
157.198
39.568
-0.3382
5
0
17
37.9
CNCCC1=NC(O)=CS1
CNCCc1nc(O)cs1
false
CCCCC1CCC(C)C1
c1cscn1
158.226
41.4095
0.6106
4
2
20
45.15
COC1=C(C)C(CO)=CS1
COc1scc(CO)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
158.222
41.5308
1.55742
3
1
20
29.46
OCC1=NC2=C(CNC2)S1
OCc1nc2c(s1)CNC2
false
CCC1CC2CCCC2C1
c1nc2c(s1)CNC2
156.21
38.5805
0.2386
4
2
18
45.15
CC1OC1S(=O)(=O)CC#N
CC1OC1S(=O)(=O)CC#N
true
CCCC(C)(C)C1CC1C
C1CO1
161.182
33.7348
-0.33042
4
0
17
70.46
CC=CC1=NC(=N)SN1O
CC=Cc1nc(=N)sn1O
false
CCCC1CC(C)CC1C
N=c1nc[nH]s1
157.198
37.8512
0.69447
5
2
17
61.9
C=CC1=NC2=C(O1)SC=C2
C=Cc1nc2ccsc2o1
false
CCC1CC2CCCC2C1
c1nc2ccsc2o1
151.19
41.977
2.5323
3
0
15
26.03
OS(=O)(=O)C1C2CC=NN12
O=S(=O)(O)C1C2CC=NN21
false
CC(C)(C)C1C2CCCC21
C1=NN2CC2C1
162.17
34.0726
-0.726
4
1
16
69.74
C=C1CCC2=C1NSC2=N
C=C1CCc2c1[nH]sc2=N
false
CC1CCC2C(C)CCC12
C=C1CCc2c1[nH]sc2=N
152.222
41.8794
1.51507
2
2
18
39.64
O=C1CCC11CNC(=S)N1
O=C1CCC12CNC(=S)N2
false
CC1CCC2(CCC2C)C1
O=C1CCC12CNC(=S)N2
156.21
40.7084
-0.4342
2
2
18
41.13
OS(=O)(=O)C1=CC=NC=C1
O=S(=O)(O)c1ccncc1
false
CC(C)(C)C1CCCCC1
c1ccncc1
159.166
34.0516
0.3283
3
1
15
67.26
NCCC#CC1=CC=CS1
NCCC#Cc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
151.234
44.8684
1.4484
2
1
19
26.02
O=CC1=NN2C=CSC2=N1
O=Cc1nc2sccn2n1
false
CCC1CC2CCCC2C1
c1nc2sccn2n1
153.166
36.2515
0.6033
5
0
13
47.26
CC1CC1OS(=O)(=O)C=C
C=CS(=O)(=O)OC1CC1C
false
CCC(C)(C)CC1CC1C
C1CC1
162.21
37.7708
0.8847
3
0
20
43.37
CC(CN)C1=NN=C(C)S1
Cc1nnc(C(C)CN)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
157.242
42.1154
0.90872
4
1
21
51.8
CC1=NC=CC(Cl)=CC1=O
Cc1nccc(Cl)cc1=O
false
CC1CCCC(C)C(C)C1
O=c1ccccnc1
155.584
40.254
1.40362
2
0
16
29.96
C=CNC(=O)C1=NSC=C1
C=CNC(=O)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
154.194
39.7772
1.0164
3
1
16
41.99
CC(C)C=CN(N)C(N)=S
CC(C)C=CN(N)C(N)=S
true
CC(C)CCC(C)C(C)C
159.258
46.7898
0.5754
2
2
23
55.28
CNC(=S)N(O)CC(C)=C
C=C(C)CN(O)C(=S)NC
false
CCC(C)C(C)CC(C)C
160.242
44.9642
0.758
2
2
22
35.5
CCC(CC)S(=O)(=O)C#N
CCC(CC)S(=O)(=O)C#N
true
CCC(CC)C(C)(C)CC
161.226
38.9028
1.07088
3
0
21
57.93
CC(=O)S(=O)(=O)NCC=C
C=CCNS(=O)(=O)C(C)=O
false
CCCCC(C)(C)C(C)C
163.198
37.8005
-0.3617
3
1
19
63.24
COC(=N)N1C=C(Cl)C=N1
COC(=N)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
159.576
37.3707
0.96577
4
1
16
50.9
S=C1NCC2CC2(N1)C#C
C#CC12CC1CNC(=S)N2
false
CCC12CC(C)CCC1C2
S=C1NCC2CC2N1
152.222
43.4074
-0.144
1
2
18
24.06
CN=C1NS(=O)(=O)C(N)=C1
CN=C1C=C(N)S(=O)(=O)N1
false
CCC1CC(C)C(C)(C)C1
N=C1C=CS(=O)(=O)N1
161.186
37.6849
-1.2522
4
2
17
84.55
O=S1(=O)C=NNCC11CC1
O=S1(=O)C=NNCC12CC2
false
CC1(C)CCCCC12CC2
O=S1(=O)C=NNCC12CC2
160.198
37.3795
-0.5197
4
1
18
58.53
O=S1(=O)COC2CCC2C1
O=S1(=O)COC2CCC2C1
true
CC1(C)CCC2CCC2C1
O=S1(=O)COC2CCC2C1
162.21
36.2508
0.1675
3
0
20
43.37
ON=C(C=C)C1=CSN=C1
C=CC(=NO)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
154.194
40.6345
1.5074
4
1
16
45.48
N#CC1=C2NCCC2=NS1
N#Cc1snc2c1NCC2
false
CCC1CCC2CCCC12
c1snc2c1NCC2
151.194
39.0227
0.98278
4
1
15
48.71
CN=C1OC=C(N)C(Cl)=C1
CN=c1cc(Cl)c(N)co1
false
CCC1CCC(C)C(C)C1
N=c1cccco1
158.588
39.6174
1.0457
3
1
17
51.52
CCON1CC=CS1(=O)=O
CCON1CC=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CCN1
163.198
36.3918
0.097
3
0
19
46.61
NC1=CC(=N)N(CC=O)S1
N=c1cc(N)sn1CC=O
false
CCCC1CC(C)CC1C
N=c1ccs[nH]1
157.198
38.6401
-0.18983
5
2
17
71.87
CCC1=CSC(=N)N1OC
CCc1csc(=N)n1OC
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
158.226
40.0457
0.64987
4
1
20
38.01
CC(=O)C1=CC(Cl)=C(C)N1
CC(=O)c1cc(Cl)c(C)[nH]1
false
CC(C)C1CC(C)C(C)C1
c1cc[nH]c1
157.6
40.5442
2.17912
1
1
18
32.86
CC(=C)OC1=CC(O)=CS1
C=C(C)Oc1cc(O)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
156.206
41.4258
2.3661
3
1
18
29.46
CC1CCS(=O)(=O)OC1C
CC1CCS(=O)(=O)OC1C
true
CC1CCC(C)(C)CC1C
O=S1(=O)CCCCO1
164.226
38.1148
0.7611
3
0
22
43.37
OC1=C(C=NS1)N1CCC1
Oc1sncc1N1CCC1
false
CC1CCCC1C1CCC1
c1nscc1N1CCC1
156.21
40.6088
1.0588
4
1
18
36.36
CC=C(C)C1=C(C)SN=N1
CC=C(C)c1nnsc1C
false
CCC(C)C1CCCC1C
c1csnn1
154.238
43.971
2.26972
3
0
20
25.78
O1C=NC=NC2=C1C=CS2
C1=NC=Nc2sccc2O1
false
C1CCC2CCCC2CC1
C1=NC=Nc2sccc2O1
152.178
41.591
1.8286
4
0
14
33.95
NC1CON2N=CC(Cl)=C12
NC1COn2ncc(Cl)c21
false
CC1CCC2CCC(C)C12
c1cc2n(n1)OCC2
159.576
35.6124
-0.0215
4
1
16
53.07
CC12OC1CC1=NSC=C21
CC12OC1Cc1nscc12
false
CC12CC1CC1CCCC12
c1snc2c1C1OC1C2
153.206
38.043
1.3132
3
0
17
25.42
CCCS(=O)(=O)CC(C)=O
CCCS(=O)(=O)CC(C)=O
true
CCCC(C)(C)CC(C)C
164.226
39.6258
0.4002
3
0
22
51.21
CCCOC1CS(=O)(=O)C1
CCCOC1CS(=O)(=O)C1
true
CCCCC1CC(C)(C)C1
O=S1(=O)CCC1
164.226
38.6848
0.21
3
0
22
43.37
NC1C(O)C1C1=CC=CS1
NC1C(O)C1c1cccs1
false
CC1C(C)C1C1CCCC1
c1csc(C2CC2)c1
155.222
41.0422
0.5335
3
2
19
46.25
ClC1=CN2CC=CN2C1=N
N=c1c(Cl)cn2n1C=CC2
false
CC1CC2CCCC2C1C
N=c1ccn2n1C=CC2
155.588
38.6167
0.90677
3
1
16
33.71
N#CC#CCC1=CSC=N1
N#CC#CCc1cscn1
false
CCCCCC1CCCC1
c1cscn1
148.19
39.207
1.21258
3
0
14
36.68
CC#CC(CN)S(N)(=O)=O
CC#CC(CN)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
162.214
39.3996
-1.3745
3
2
20
86.18
NS(=O)(=O)C1CC2CN2C1
NS(=O)(=O)C1CC2CN2C1
true
CC(C)(C)C1CC2CC2C1
C1CC2CN2C1
162.214
36.8732
-1.2686
3
1
20
63.17
C=CN1CCNNS1(=O)=O
C=CN1CCNNS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)NCCNN1
163.202
36.9612
-1.2155
3
2
19
61.44
CC1=C(N)C(N)=C(S1)C#C
C#Cc1sc(C)c(N)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
152.222
45.8158
1.20222
3
2
18
52.04
O=C(CC1=CC=CS1)C#N
N#CC(=O)Cc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
151.19
38.643
1.38328
3
0
15
40.86
CNC=C1N=CNS1(=O)=O
CNC=C1N=CNS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1N=CNS1(=O)=O
161.186
37.6902
-1.034
4
2
17
70.56
CC1CC1NC1=CN=NS1
CC1CC1Nc1cnns1
false
CC1CC1CC1CCCC1
c1nnsc1NC1CC1
155.226
41.1007
1.3584
4
1
19
37.81
CCC(OC)C1=NC=NS1
CCC(OC)c1ncns1
false
CCC(CC)C1CCCC1
c1ncsn1
158.226
39.95
1.6356
4
0
20
35.01
CC(O)CC1=CNC(=O)S1
CC(O)Cc1c[nH]c(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1[nH]ccs1
159.21
40.3245
0.3597
3
2
19
53.09
CNC(=S)N(O)C=CC#C
C#CC=CN(O)C(=S)NC
false
CCCCC(C)C(C)CC
156.21
43.2562
0.3288
2
2
18
35.5
CN1C(C=NNC1=S)C#N
CN1C(=S)NN=CC1C#N
false
CCC1CCCC(C)C1C
S=C1NCC=NN1
154.198
41.3897
-0.31572
3
1
16
51.42
CC1OCC2=C1C(Cl)=CO2
CC1OCc2occ(Cl)c21
false
CC1CCC2CCC(C)C12
c1cc2c(o1)COC2
158.584
36.922
2.5242
2
0
17
22.37
CCC1=CC=C(NC=N)S1
CCc1ccc(NC=N)s1
false
CCCC1CCC(CC)C1
c1ccsc1
154.238
46.1034
2.32947
2
2
20
35.88
C=CCON=C1NC=CS1
C=CCON=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
156.21
40.3817
1.0945
3
1
18
37.38
CCC1C(C)N(N)S1(=O)=O
CCC1C(C)N(N)S1(=O)=O
true
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCN1
164.23
38.4872
-0.3274
3
1
22
63.4
CC(=C)C1=C(N)SC(O)=C1
C=C(C)c1cc(O)sc1N
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
155.222
45.1042
2.069
3
2
19
46.25
N=CN=C1SC=C2CCN12
N=CN=c1scc2n1CC2
false
CCCC1CCC2CCC12
N=c1scc2n1CC2
153.21
40.3597
0.61347
3
1
17
41.14
CC1OC2C1NCS2(=O)=O
CC1OC2C1NCS2(=O)=O
true
CC1CC2C1CCC2(C)C
O=S1(=O)CNC2COC21
163.198
35.0455
-0.9247
4
1
19
55.4
CCC1=NC2=C(CC=C2)S1
CCc1nc2c(s1)CC=C2
false
CCC1CC2CCCC2C1
C1=Cc2ncsc2C1
151.234
44.23
2.2748
2
0
19
12.89
CC(C)=CCS(=O)(=O)NO
CC(C)=CCS(=O)(=O)NO
true
CCC(C)(C)CCC(C)C
165.214
38.14
0.2612
3
2
21
66.4
NC1=CC(=C(N)S1)[N+]([O-])=O
Nc1cc([N+](=O)[O-])c(N)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
159.17
39.7982
0.8207
5
2
15
95.18
CC1C(N1C=O)S(C)(=O)=O
CC1C(S(C)(=O)=O)N1C=O
false
CCC1C(C)C1C(C)(C)C
C1CN1
163.198
35.9968
-0.7824
3
0
19
54.22
O=C1NSC(CCC#C)=C1
C#CCCc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
153.206
42.0937
1.0022
2
1
17
32.86
NC(=S)N1CC1CCC=O
NC(=S)N1CC1CCC=O
true
CCCCC1CC1C(C)C
C1CN1
158.226
42.5774
-0.1067
2
1
20
46.1
CCON1CC(=C)NC1=S
C=C1CN(OCC)C(=S)N1
false
CCCC1CC(C)CC1C
C=C1CNC(=S)N1
158.226
43.2057
0.6417
2
1
20
24.5
CC(C)=CC1CNS1(=O)=O
CC(C)=CC1CNS1(=O)=O
true
CC(C)CC1CCC1(C)C
O=S1(=O)CCN1
161.226
40.1415
0.2542
2
1
21
46.17
CNNC(=S)NOCC=C
C=CCONC(=S)NNC
false
CCCCCC(C)CCC
161.23
44.0781
-0.2975
3
3
21
45.32
CC1C2(CO2)COS1(=O)=O
CC1C2(CO2)COS1(=O)=O
true
CC1C(C)(C)CCC12CC2
O=S1(=O)CC2(CO2)CO1
164.182
33.0168
-0.4961
4
0
18
55.9
CCN1NC(N)=C(Cl)C1=O
CCn1[nH]c(N)c(Cl)c1=O
false
CCC1CC(C)C(C)C1C
O=c1cc[nH][nH]1
161.592
40.1491
0.4319
3
2
18
63.81
C#CC1CCC2=C1N=NS2
C#CC1CCc2snnc21
false
CCC1CCC2CCCC12
C1Cc2nnsc2C1
150.206
39.804
1.2011
3
0
16
25.78
CON1C=CCN(C)C1=S
CON1C=CCN(C)C1=S
true
CCC1CCCC(C)C1C
S=C1NC=CCN1
158.226
43.216
0.5938
2
0
20
15.71
CCC(=C)C1=CSC(=N)N1
C=C(CC)c1csc(=N)[nH]1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
154.238
43.8494
1.97887
2
2
20
39.64
CC(N)CCC1=CSC=N1
CC(N)CCc1cscn1
false
CC(C)CCC1CCCC1
c1cscn1
156.254
44.0844
1.4229
3
1
22
38.91
CC=C(C)OC1=CN=CS1
CC=C(C)Oc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
155.222
42.173
2.4456
3
0
19
22.12
CC1=C(Cl)C=C2NN=CN12
Cc1c(Cl)cc2[nH]ncn12
false
CC1CC2CCCC2C1C
c1cc2[nH]ncn2c1
155.588
39.2897
1.62422
2
1
16
33.09
CN1C=CC=CN(O)C1=S
CN1C=CC=CN(O)C1=S
true
CC1CCCCC(C)C1C
S=C1NC=CC=CN1
156.21
42.2665
0.9353
2
1
18
26.71