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
NN1CCC2(CN2)S1(=O)=O
NN1CCC2(CN2)S1(=O)=O
true
CC1CCC2(CC2)C1(C)C
O=S1(=O)NCCC12CN2
163.202
35.1639
-1.8049
4
2
19
85.34
OCCCC1=CC(=N)SN1
N=c1cc(CCCO)[nH]s1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
158.226
39.9312
0.48057
3
3
20
59.87
CC1CN(CCO1)C(N)=S
CC1CN(C(N)=S)CCO1
false
CC1CCCC(C(C)C)C1
C1COCCN1
160.242
43.7724
-0.0493
2
1
22
38.49
CS(=O)(=O)C1C2ON=CC12
CS(=O)(=O)C1C2C=NOC21
false
CC(C)(C)C1C2CCCC21
C1=NOC2CC12
161.182
35.4868
-0.586
4
0
17
55.73
CC=C1CN=C2SC=CN12
CC=C1CN=C2SC=CN12
true
CCC1CCC2CCCC12
C=C1CN=C2SC=CN12
152.222
44.629
1.7798
3
0
18
15.6
NC1=CC(=O)S(=O)(=O)C=N1
NC1=CC(=O)S(=O)(=O)C=N1
true
CC1CCC(C)(C)C(C)C1
O=C1C=CN=CS1(=O)=O
160.154
34.6892
-1.2302
5
1
14
89.59
CC=CS(=O)(=O)C=CCO
CC=CS(=O)(=O)C=CCO
true
CCCCC(C)(C)CCC
162.21
39.9596
0.4408
3
1
20
54.37
O=C(C1CN1)C1=CN=CS1
O=C(c1cncs1)C1CN1
false
CC(C1CCCC1)C1CC1
O=C(c1cncs1)C1CN1
154.194
38.2352
0.2976
4
1
16
51.9
CC12COC(C1O)S2(=O)=O
CC12COC(C1O)S2(=O)=O
true
CC1C2CCC1(C)C2(C)C
O=S1(=O)C2COC1C2
164.182
33.0716
-1.1093
4
1
18
63.6
C=C1C2CC(C2=O)S1(=O)=O
C=C1C2CC(C2=O)S1(=O)=O
true
CC1C2CC1C(C)(C)C2C
C=C1C2CC(C2=O)S1(=O)=O
158.178
34.9618
-0.1139
3
0
16
51.21
COCCC1=CC=C(O)S1
COCCc1ccc(O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
158.222
41.5638
1.6426
3
1
20
29.46
O=S1(=O)CCOC1C1CN1
O=S1(=O)CCOC1C1CN1
true
CC1(C)CCCC1C1CC1
O=S1(=O)CCOC1C1CN1
163.198
35.3175
-1.2707
4
1
19
65.31
O=CCC1OC2=CSC=C12
O=CCC1Oc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CO2
154.19
38.369
1.7706
3
0
16
26.3
CC(=O)N1SC(=O)C(C)=C1
CC(=O)n1cc(C)c(=O)s1
false
CC(C)C1CC(C)C(C)C1
O=c1cc[nH]s1
157.194
39.6165
0.87832
4
0
17
39.07
CNS(=O)(=O)C(=C)C#CC
C=C(C#CC)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
159.21
40.5695
0.0726
2
1
19
46.17
NCC1OCC2=C1SC=C2
NCC1OCc2ccsc21
false
CCC1CCC2CCCC12
c1cc2c(s1)COC2
155.222
40.9034
1.2781
3
1
19
35.25
CC=C1CCNC(=S)NC1
CC=C1CCNC(=S)NC1
true
CCC1CCCC(C)CC1
C=C1CCNC(=S)NC1
156.254
46.9774
0.8005
1
2
22
24.06
NNC=NC1=C(Cl)C=CS1
NNC=Nc1sccc1Cl
false
CCCCC1CCCC1C
c1ccsc1
175.644
44.8041
1.5246
3
2
16
50.41
CCN1NC(C)=C(Cl)C1=N
CCn1[nH]c(C)c(Cl)c1=N
false
CCC1CC(C)C(C)C1C
N=c1cc[nH][nH]1
159.62
40.0584
1.27739
2
2
20
44.57
NCC=C1CNS(=O)(=O)C1
NCC=C1CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
C=C1CNS(=O)(=O)C1
162.214
38.9269
-1.1955
3
2
20
72.19
CC(=C)C(=O)S(=O)(=O)CO
C=C(C)C(=O)S(=O)(=O)CO
false
CCC(C)(C)C(C)C(C)C
164.182
35.8266
-0.5463
4
1
18
71.44
NC1=CSC(N)=C1CC#N
N#CCc1c(N)csc1N
false
CCCC1C(C)CCC1C
c1ccsc1
153.21
42.4608
0.97858
4
2
17
75.83
CC1CNCCS(=O)(=O)C1
CC1CNCCS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCCNCC1
163.242
40.6875
-0.3595
3
1
23
46.17
O=S1(=O)CCC2CN(C2)C1
O=S1(=O)CCC2CN(C2)C1
true
CC1(C)CCC2CC(C2)C1
O=S1(=O)CCC2CN(C2)C1
161.226
38.3338
-0.3058
3
0
21
37.38
CCC1=C(N)N=CS1(=O)=O
CCC1=C(N)N=CS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)C=CN=C1
160.198
38.9162
-0.0191
4
1
18
72.52
OCC1=CNC2=C1SC=C2
OCc1c[nH]c2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccc2[nH]1
153.206
42.0985
1.7217
2
2
17
36.02
CS(=O)(=O)C(O)C(=C)C=O
C=C(C=O)C(O)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
164.182
36.0546
-0.8955
4
1
18
71.44
CCCCC1=NSC=C1C
CCCCc1nscc1C
false
CCCCC1CCCC1C
c1cnsc1
155.266
45.463
2.79412
2
0
23
12.89
CC(=CC=C)N(O)C(N)=S
C=CC=C(C)N(O)C(N)=S
false
CCCC(C)C(C)C(C)C
158.226
44.3649
1.011
2
2
20
49.49
CNC(=N)NS(=O)(=O)C#C
C#CS(=O)(=O)NC(=N)NC
false
CCC(C)CC(C)(C)CC
161.186
37.6749
-1.34933
3
3
17
82.05
CC(N)(CN)C1=NSC=C1
CC(N)(CN)c1ccsn1
false
CCC(C)(C)C1CCCC1
c1cnsc1
157.242
42.7078
0.2757
4
2
21
64.93
CN1CC2=C(SN=N2)C1=O
CN1Cc2nnsc2C1=O
false
CC1CC2CCCC2C1C
O=C1NCc2nnsc21
155.182
35.7065
0.1237
4
0
15
46.09
OCC1=CSN2CCN=C12
OCC1=CSN2CCN=C12
true
CCC1CCC2CCCC12
C1=CC2=NCCN2S1
156.21
41.7678
0.2385
4
1
18
35.83
CNC1=C(C)N=C(S1)C=C
C=Cc1nc(C)c(NC)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
154.238
46.4887
2.13622
3
1
20
24.92
NC(C=C)C1=NSC=C1O
C=CC(N)c1nscc1O
false
CCC(C)C1CCCC1C
c1cnsc1
156.21
40.9042
1.0345
4
2
18
59.14
CN1C(COS1(=O)=O)C#C
C#CC1COS(=O)(=O)N1C
false
CCC1CCC(C)(C)C1C
O=S1(=O)NCCO1
161.182
35.2558
-0.805
3
0
17
46.61
CC1=C(SC(=O)S1)N1CC1
Cc1sc(=O)sc1N1CC1
false
CC1CC(C)C(C2CC2)C1
O=c1scc(N2CC2)s1
173.262
45.416
1.29822
4
0
17
20.08
CC1=CN(O)C(=S)NC=N1
CC1=CN(O)C(=S)NC=N1
true
CC1CCCC(C)C(C)C1
S=C1NC=CN=CN1
157.198
41.6082
0.4553
3
2
17
47.86
C=C(C#C)N1SN=NC1=O
C#CC(=C)n1snnc1=O
false
CCC(C)C1CCCC1C
O=c1nns[nH]1
153.166
38.332
-0.1963
5
0
13
47.78
ClC1=CN=CN(C=O)C1=N
N=c1c(Cl)cncn1C=O
false
CCC1CCCC(C)C1C
N=c1ccnc[nH]1
157.56
35.2402
0.05427
4
1
14
58.74
CN(N)C(=S)N(O)C(C)=C
C=C(C)N(O)C(=S)N(C)N
false
CC(C)C(C)C(C)C(C)C
161.23
42.9879
0.3016
3
2
21
52.73
CC1=C(C=CO)C(O)=CS1
Cc1scc(O)c1C=CO
false
CCCC1C(C)CCC1C
c1ccsc1
156.206
42.3836
2.29082
3
2
18
40.46
C=C1CONC2=NSN=C12
C=C1CONc2nsnc21
false
CC1CCCC2CCCC12
C=C1CONc2nsnc21
155.182
38.5177
0.9084
5
1
15
47.04
NN1CC(CO)CS1(=O)=O
NN1CC(CO)CS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCCN1
166.202
35.256
-1.886
4
2
20
83.63
COC(C)(C)CS(N)(=O)=O
COC(C)(C)CS(N)(=O)=O
true
CCC(C)(C)CC(C)(C)C
167.23
39.0622
-0.3001
3
1
23
69.39
CCC1=CCC2=C1SN=N2
CCC1=CCc2nnsc21
false
CCC1CCC2CCCC12
C1=Cc2snnc2C1
152.222
41.881
1.8876
3
0
18
25.78
C1CC1C=CC1=NC=NS1
C(=CC1CC1)c1ncns1
false
C1CCC(CCC2CC2)C1
C(=CC1CC1)c1ncns1
152.222
41.667
1.9613
3
0
18
25.78
OC1CC2=C(N=NS2)C1=C
C=C1c2nnsc2CC1O
false
CC1CC2CCCC2C1C
C=C1CCc2snnc21
154.194
38.6538
0.4683
4
1
16
46.01
CC1=C(Cl)C(=CN1)C(N)=O
Cc1[nH]cc(C(N)=O)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
158.588
39.0576
1.07542
1
2
17
58.88
O=S1(=O)OC2CC3NC3C12
O=S1(=O)OC2CC3NC3C21
false
CC1(C)CC2CC3CC3C21
O=S1(=O)OC2CC3NC3C21
161.182
32.9095
-1.1723
4
1
17
65.31
CCNC(=S)N(NC)C=C
C=CN(NC)C(=S)NCC
false
CCCC(C)C(CC)CC
159.258
47.3704
0.4607
2
2
23
27.3
NCC#CC1COS1(=O)=O
NCC#CC1COS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCO1
161.182
35.4902
-1.3229
4
1
17
69.39
NCC1=C(SC(=N)N1)C=C
C=Cc1sc(=N)[nH]c1CN
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
155.226
42.5068
0.65737
3
3
19
65.66
CN1NC2CC2CNC1=S
CN1NC2CC2CNC1=S
true
CC1CCC2CC2CC1C
S=C1NCC2CC2NN1
157.242
43.3944
-0.3006
2
2
21
27.3
COC1(CCC1)S(C)(=O)=O
COC1(S(C)(=O)=O)CCC1
false
CCC1(C(C)(C)C)CCC1
C1CCC1
164.226
38.4348
0.5576
3
0
22
43.37
CC(=O)N(N)S(=O)(=O)C=C
C=CS(=O)(=O)N(N)C(C)=O
false
CCC(C)(C)C(C)C(C)C
164.186
35.8242
-0.8181
4
1
18
80.47
C=CC1=CNS(=O)(=O)CC1
C=CC1=CNS(=O)(=O)CC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCC=CN1
159.21
39.8195
0.3794
2
1
19
46.17
CC(C)N(NC(N)=S)C=O
CC(C)N(C=O)NC(N)=S
false
CCC(CC(C)C)C(C)C
161.23
42.9601
-0.3986
2
2
21
58.36
CC(C)(C=C)C1=NC=CS1
C=CC(C)(C)c1nccs1
false
CCC(C)(C)C1CCCC1
c1cscn1
153.25
45.337
2.6067
2
0
21
12.89
CCNN1SC=C(C)C1=N
CCNn1scc(C)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
157.242
42.8024
0.90089
4
2
21
40.81
CC(N)C1=C(C)NSC1=O
Cc1[nH]sc(=O)c1C(C)N
false
CC(C)C1C(C)CCC1C
O=c1cc[nH]s1
158.226
42.2791
0.76452
3
2
20
58.88
CS(=O)(=O)CCC(=C)CO
C=C(CO)CCS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
164.226
40.5536
-0.0304
3
1
22
54.37
CC(O)C1=CSC(N)=C1O
CC(O)c1csc(N)c1O
false
CC(C)C1CCC(C)C1C
c1ccsc1
159.21
41.03
1.0892
4
3
19
66.48
ClC1=CSC2=C1C1CC1N2
Clc1csc2c1C1CC1N2
false
CC1CCC2CC3CC3C12
c1cc2c(s1)NC1CC21
171.652
44.0977
2.6829
2
1
16
12.03
CC12CC(O1)S(=O)(=O)CC2
CC12CCS(=O)(=O)C(C1)O2
false
CC12CCC(C)(C)C(C1)C2
O=S1(=O)CCC2CC1O2
162.21
36.2988
0.31
3
0
20
43.37
CC1=C(N=CS1)C(O)C=C
C=CC(O)c1ncsc1C
false
CCC(C)C1CCCC1C
c1cscn1
155.222
42.0078
1.67092
3
1
19
33.12
CC=C(C)CC1=CSC=C1
CC=C(C)Cc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
152.262
47.454
3.2568
1
0
22
0
CN=C1SC=C2C=CSN12
CN=c1scc2ccsn12
false
CCC1CCC2CCCC12
N=c1scc2ccsn12
170.262
44.638
1.5928
4
0
16
16.77
CNC=CS(=O)(=O)CC=O
CNC=CS(=O)(=O)CC=O
true
CCCCC(C)(C)CCC
163.198
38.0505
-0.7093
4
1
19
63.24
CN1CS(=O)(=O)N=C1C#C
C#CC1=NS(=O)(=O)CN1C
false
CCC1CC(C)(C)CC1C
O=S1(=O)CNC=N1
158.182
37.8178
-0.7492
3
0
16
49.74
CN=C1NC2=C(CCN2)S1
CN=c1[nH]c2c(s1)CCN2
false
CCC1CC2CCCC2C1
N=c1[nH]c2c(s1)CCN2
155.226
42.3504
0.5747
3
2
19
40.18
COC1C(C)N(N)S1(=O)=O
COC1C(C)N(N)S1(=O)=O
true
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCN1
166.202
35.2052
-1.1335
4
1
20
72.63
NN1CC(NS1(=O)=O)C#C
C#CC1CN(N)S(=O)(=O)N1
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)NCCN1
161.186
35.5699
-1.9881
3
2
17
75.43
C=CC1=CC2=C(COC2)S1
C=Cc1cc2c(s1)COC2
false
CCC1CC2CCCC2C1
c1cc2c(s1)COC2
152.218
42.903
2.4213
2
0
18
9.23
CC1CN(C)C2=CSN=C12
CC1CN(C)c2csnc21
false
CC1CC(C)C2CCCC12
c1snc2c1NCC2
154.238
43.799
1.6964
3
0
20
16.13
CCCS(=O)(=O)NNC=O
CCCS(=O)(=O)NNC=O
true
CCCCC(C)(C)CCC
166.202
36.4132
-1.0232
3
2
20
75.27
OC=CC1=CC=C(S1)C#N
N#Cc1ccc(C=CO)s1
false
CCCC1CCC(CC)C1
c1ccsc1
151.19
40.6968
2.14848
3
1
15
44.02
CC1NS(=O)(=O)OC2CC12
CC1NS(=O)(=O)OC2CC12
true
CC1CC(C)(C)CC2CC12
O=S1(=O)NCC2CC2O1
163.198
34.4975
-0.372
3
1
19
55.4
CCC#CC1=C(C)SC=C1
CCC#Cc1ccsc1C
false
CCCCC1CCCC1C
c1ccsc1
150.246
46.225
2.81802
1
0
20
0
O=CC1=CSC2=C1C=CC2
O=Cc1csc2c1C=CC2
false
CCC1CCC2CCCC12
C1=Cc2ccsc2C1
150.202
42.4445
2.1299
2
0
16
17.07
CC1COC(=O)S(=O)(=O)C1
CC1COC(=O)S(=O)(=O)C1
true
CC1CCC(C)C(C)(C)C1
O=C1OCCCS1(=O)=O
164.182
34.2988
0.1875
4
0
18
60.44
C=C(C1CC1)C1=CSC=N1
C=C(c1cscn1)C1CC1
false
CC(C1CCCC1)C1CC1
C=C(c1cscn1)C1CC1
151.234
43.872
2.5663
2
0
19
12.89
CNC1C=CC2=NSC=C12
CNC1C=Cc2nscc21
false
CCC1CCC2CCCC12
C1=Cc2nscc2C1
152.222
42.9487
1.4304
3
1
18
24.92
CC1CC2=C(CN1)SN=C2
CC1Cc2cnsc2CN1
false
CC1CCC2CCCC2C1
c1nsc2c1CCNC2
154.238
42.1197
1.1773
3
1
20
24.92
CCC(C)C1=NN=C(C)S1
CCC(C)c1nnc(C)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
156.254
43.352
2.36002
3
0
22
25.78
CCC(C)C1=C(O)N=CS1
CCC(C)c1scnc1O
false
CCC(C)C1CCCC1C
c1cscn1
157.238
42.4848
2.3622
3
1
21
33.12
O=C1OCC1C1=CSC=C1
O=C1OCC1c1ccsc1
false
CC1CCC1C1CCCC1
O=C1OCC1c1ccsc1
154.19
38.019
1.3885
3
0
16
26.3
CC=CC(N)C1=NN=CS1
CC=CC(N)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
155.226
41.6514
1.114
4
1
19
51.8
C=NOCS(=O)(=O)C1CC1
C=NOCS(=O)(=O)C1CC1
true
CCCCC(C)(C)C1CC1
C1CC1
163.198
37.4428
0.1533
4
0
19
55.73
O=C1NS(=O)(=O)CC2NC12
O=C1NS(=O)(=O)CC2NC12
true
CC1CC(C)(C)CC2CC12
O=C1NS(=O)(=O)CC2NC12
162.17
32.6412
-2.2136
4
2
16
85.18
NC1C=NNS(=O)(=O)C1=C
C=C1C(N)C=NNS1(=O)=O
false
CC1CCCC(C)(C)C1C
C=C1CC=NNS1(=O)=O
161.186
37.6629
-1.2538
4
2
17
84.55
CC(C#C)C1=C(O)SC=N1
C#CC(C)c1ncsc1O
false
CCC(C)C1CCCC1C
c1cscn1
153.206
41.0268
1.5854
3
1
17
33.12
CC1OC1C1=C(N)N=CS1
CC1OC1c1scnc1N
false
CC1CCCC1C1CC1C
c1ncc(C2CO2)s1
156.21
39.8144
1.1851
4
1
18
51.44
CC1(CCC1)N(N)C(N)=S
CC1(N(N)C(N)=S)CCC1
false
CC(C)C(C)C1(C)CCC1
C1CCC1
159.258
45.0678
0.3483
2
2
23
55.28
CC12OC1C=CCS2(=O)=O
CC12OC1C=CCS2(=O)=O
true
CC1(C)CCCC2CC21C
O=S1(=O)CC=CC2OC21
160.194
36.2048
0.086
3
0
18
46.67
NCC1=CSC=C1C=NO
NCc1cscc1C=NO
false
CCCC1CCCC1CC
c1ccsc1
156.21
41.5909
1.0149
4
2
18
58.61
CC(C)NNS(=O)(=O)C=C
C=CS(=O)(=O)NNC(C)C
false
CCC(C)(C)CCC(C)C
164.23
40.5242
-0.0377
3
2
22
58.2
CNC1(C)CNS(=O)(=O)C1
CNC1(C)CNS(=O)(=O)C1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCCN1
164.23
39.2542
-1.1025
3
2
22
58.2
CC(=O)S(=O)(=O)C1CNC1
CC(=O)S(=O)(=O)C1CNC1
true
CC(C)C(C)(C)C1CCC1
C1CNC1
163.198
36.2585
-1.0805
4
1
19
63.24
NC(CC1=NSC=N1)C#C
C#CC(N)Cc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
153.21
40.4214
0.0411
4
1
17
51.8