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=C(C1CO1)C1=CSN=N1
C=C(c1csnn1)C1CO1
false
CC(C1CCCC1)C1CC1
C=C(c1csnn1)C1CO1
154.194
38.683
0.9501
4
0
16
38.31
NS(=O)(=O)NC1=NCC=C1
NS(=O)(=O)NC1=NCC=C1
true
CC(C)(C)CC1CCCC1
C1=CCN=C1
161.186
37.6849
-1.2522
3
2
17
84.55
NCC1=C(Cl)C=NNC1=O
NCc1c(Cl)cn[nH]c1=O
false
CCC1C(C)CCCC1C
O=c1cccn[nH]1
159.576
37.7591
-0.118
3
2
16
71.77
CC=CS(=O)(=O)C(=C)C#C
C#CC(=C)S(=O)(=O)C=CC
false
CCCC(C)(C)C(C)CC
156.206
41.7068
1.0817
2
0
18
34.14
CC1CS(=O)(=O)C2NCC12
CC1CS(=O)(=O)C2NCC12
true
CC1CC(C)(C)C2CCC12
O=S1(=O)CCC2CNC21
161.226
38.2315
-0.4036
3
1
21
46.17
CN1SC2=C(NCC2)C1=N
Cn1sc2c(c1=N)NCC2
false
CC1CC2CCCC2C1C
N=c1[nH]sc2c1NCC2
155.226
41.3384
0.53407
4
2
19
40.81
CC1N(N)C(=S)N(C)C1=C
C=C1C(C)N(N)C(=S)N1C
false
CC1C(C)C(C)C(C)C1C
C=C1CNC(=S)N1
157.242
44.9894
0.2946
2
1
21
32.5
O=S1(=O)C2CC=CCC1N2
O=S1(=O)C2CC=CCC1N2
true
CC1(C)C2CCCCC1C2
O=S1(=O)C2CC=CCC1N2
159.21
38.0055
0.0066
3
1
19
46.17
CC1=C2C(OC2=CS1)C#N
Cc1scc2c1C(C#N)O2
false
CCC1CC2CCC(C)C12
c1scc2c1CO2
151.19
38.038
2.0136
3
0
15
33.02
NC(=S)N1CCOCC1=C
C=C1COCCN1C(N)=S
false
CC(C)C1CCCCC1C
C=C1COCCN1
158.226
43.4504
0.0759
2
1
20
38.49
CC(N)CS(=O)(=O)N1CC1
CC(N)CS(=O)(=O)N1CC1
true
CC(C)CC(C)(C)C1CC1
C1CN1
164.23
39.0092
-1.021
3
1
22
63.17
CCC1(CS(=O)(=O)C1)C#N
CCC1(C#N)CS(=O)(=O)C1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCC1
159.21
36.9908
0.33478
3
0
19
57.93
NS(=O)(=O)C#CC=CC#C
C#CC=CC#CS(N)(=O)=O
false
CCCCCCC(C)(C)C
155.178
38.8562
-0.5748
2
1
15
60.16
CCOS(=O)(=O)C1(O)CC1
CCOS(=O)(=O)C1(O)CC1
true
CCCC(C)(C)C1(C)CC1
C1CC1
166.198
34.7296
-0.1649
4
1
20
63.6
NC(=S)N1CCC(C1)C=C
C=CC1CCN(C(N)=S)C1
false
CCC1CCC(C(C)C)C1
C1CCNC1
156.254
46.6624
0.7379
1
1
22
29.26
CN(C=N)S(=O)(=O)CC#C
C#CCS(=O)(=O)N(C)C=N
false
CCCC(C)(C)C(C)CC
160.198
39.1665
-0.51173
3
1
18
61.23
C=C(C#C)S(=O)(=O)N1CC1
C#CC(=C)S(=O)(=O)N1CC1
false
CCC(C)C(C)(C)C1CC1
C1CN1
157.194
38.4658
-0.2213
2
0
17
37.15
CC1ON=CS(=O)(=O)C=C1
CC1C=CS(=O)(=O)C=NO1
false
CC1CCCC(C)(C)CC1
O=S1(=O)C=CCON=C1
161.182
37.0988
0.2769
4
0
17
55.73
CCN(C)C1=COC=C1Cl
CCN(C)c1cocc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
159.616
42.662
2.3891
2
0
20
16.38
CCCOS(=O)(=O)NCC
CCCOS(=O)(=O)NCC
true
CCCCC(C)(C)CCC
167.23
38.8395
0.2673
3
1
23
55.4
COC1C(O)C2=NSC=C12
COC1c2csnc2C1O
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
157.194
36.8238
0.8776
4
1
17
42.35
COC1=CSC(C#N)=C1N
COc1csc(C#N)c1N
false
CCC1CCC(CC)C1C
c1ccsc1
154.194
39.9984
1.21058
4
1
16
59.04
CC=CC1CN(C1)C(N)=S
CC=CC1CN(C(N)=S)C1
false
CCCC1CC(C(C)C)C1
C1CNC1
156.254
46.6624
0.7379
1
1
22
29.26
CS(=O)(=O)C(=C)CCC=O
C=C(CCC=O)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
162.21
39.2818
0.5238
3
0
20
51.21
CC(CCS(C)(=O)=O)C=O
CC(C=O)CCS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
164.226
39.5558
0.2561
3
0
22
51.21
CCC1=C2SC=CN2N=C1
CCc1cnn2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccn2n1
152.222
42.447
1.9582
3
0
18
17.3
ClC1=C(CN2CC2)NC=C1
Clc1cc[nH]c1CN1CC1
false
CC1CCCC1CC1CC1
c1c[nH]c(CN2CC2)c1
156.616
41.0797
1.4837
1
1
19
18.8
CN1CC(CN)N(C)C1=S
CN1CC(CN)N(C)C1=S
true
CCC1CC(C)C(C)C1C
S=C1NCCN1
159.258
45.8334
-0.5242
2
1
23
32.5
CC1=CSN=C1C1CCN1
Cc1csnc1C1CCN1
false
CC1CCCC1C1CCC1
c1cc(C2CCN2)ns1
154.238
42.2117
1.48592
3
1
20
24.92
O=CN1CC2CCN2C1=S
O=CN1CC2CCN2C1=S
true
CCC1CC2CCC2C1C
S=C1NCC2CCN12
156.21
40.479
-0.1824
2
0
18
23.55
NC1(CC#C)CNS1(=O)=O
C#CCC1(N)CNS1(=O)=O
false
CCCC1(C)CCC1(C)C
O=S1(=O)CCN1
160.198
37.2909
-1.4023
3
2
18
72.19
CS(=O)(=O)C=C1C=CC=N1
CS(=O)(=O)C=C1C=CC=N1
true
CC(C)(C)CC1CCCC1
C=C1C=CC=N1
157.194
40.5588
0.513
3
0
17
46.5
CC1=CC2=C(C1)OC(=O)S2
CC1=Cc2sc(=O)oc2C1
false
CC1CC2CC(C)CC2C1
O=c1oc2c(s1)C=CC2
154.19
40.21
1.6607
3
0
16
30.21
S1C=NC(=C1)C1=CSN=C1
c1nc(-c2cnsc2)cs1
false
C1CCC(C2CCCC2)C1
c1nc(-c2cnsc2)cs1
168.246
43.222
2.2666
4
0
14
25.78
COC1=NN2C=CSC2=C1
COc1cc2sccn2n1
false
CCC1CC2CCCC2C1
c1cc2sccn2n1
154.194
39.621
1.4044
4
0
16
26.53
O=CN1NC2CC2S1(=O)=O
O=CN1NC2CC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)NNC2CC21
162.17
32.1515
-1.5663
4
1
16
66.48
S=C1NCCN(N1)C1CC1
S=C1NCCN(C2CC2)N1
false
CC1CCCC(C2CC2)C1
S=C1NCCN(C2CC2)N1
157.242
43.4644
-0.1565
2
2
21
27.3
O1C=NC(=N1)C1=CN=CS1
c1nc(-c2cncs2)no1
false
C1CCC(C2CCCC2)C1
c1nc(-c2cncs2)no1
153.166
35.406
1.1931
5
0
13
51.81
CON=CC1=CC=C(N)S1
CON=Cc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
156.21
43.3344
1.3106
4
1
18
47.61
O=S1(=O)CNCC2(CC2)O1
O=S1(=O)CNCC2(CC2)O1
true
CC1(C)CCCC2(CC2)C1
O=S1(=O)CNCC2(CC2)O1
163.198
34.8395
-0.5739
4
1
19
55.4
CNCC(C)C1=NC=CS1
CNCC(C)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
156.254
44.4557
1.466
3
1
22
24.92
NC1=CC=C(C=C)C(Cl)=C1
C=Cc1ccc(N)cc1Cl
false
CCC1CCC(C)CC1C
c1ccccc1
153.612
45.9554
2.5652
1
1
18
26.02
CC1(O)CN(C=C)S1(=O)=O
C=CN1CC(C)(O)S1(=O)=O
false
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCN1
163.198
36.4466
-0.5162
3
1
19
57.61
NCC12CC1CNS2(=O)=O
NCC12CC1CNS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)NCC2CC21
162.214
36.8149
-1.3632
3
2
20
72.19
NCC1=C(C=C)C(O)=CS1
C=Cc1c(O)csc1CN
false
CCC1CCC(C)C1CC
c1ccsc1
155.222
43.9662
1.5554
3
2
19
46.25
CNN=C(CO)S(C)(=O)=O
CNN=C(CO)S(C)(=O)=O
true
CCCC(CC)C(C)(C)C
166.202
38.4243
-1.4438
5
2
20
78.76
C=CCC1CNCS1(=O)=O
C=CCC1CNCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCNC1
161.226
40.3915
-0.0934
3
1
21
46.17
CNC1=C(O)SC(N)=C1C
CNc1c(O)sc(N)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
158.226
44.6799
1.38602
4
3
20
58.28
CC1=CC2=NSN=C2C=C1
Cc1ccc2nsnc2c1
false
CC1CCC2CCCC2C1
c1ccc2nsnc2c1
150.206
42.152
1.99972
3
0
16
25.78
CNC1=C(Cl)C(=O)N(C)N1
CNc1[nH]n(C)c(=O)c1Cl
false
CCC1CC(C)C(C)C1C
O=c1cc[nH][nH]1
161.592
40.5904
0.4085
3
2
18
49.82
CC1=C(C)C(Cl)=C(N1)C#C
C#Cc1[nH]c(C)c(C)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
153.612
43.2117
2.26624
0
1
18
15.79
O=S1(=O)C=C(C#N)C2CC12
N#CC1=CS(=O)(=O)C2CC12
false
CCC1CC(C)(C)C2CC12
O=S1(=O)C=CC2CC21
155.178
34.5108
0.21078
3
0
15
57.93
CC1CNS(=O)(=O)NC1=C
C=C1NS(=O)(=O)NCC1C
false
CC1CCC(C)(C)CC1C
C=C1CCNS(=O)(=O)N1
162.214
38.3622
-0.4262
2
2
20
58.2
CC1OCC2=C(C)SN=C12
Cc1snc2c1COC2C
false
CC1CCC2C(C)CCC12
c1snc2c1COC2
155.222
40.055
2.04272
3
0
19
22.12
O=S1(=O)CC2OC2CCO1
O=S1(=O)CC2OC2CCO1
true
CC1(C)CCCC2CC2C1
O=S1(=O)CC2OC2CCO1
164.182
33.0168
-0.4961
4
0
18
55.9
CCOC(=C)C1=NC=NS1
C=C(OCC)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
156.21
40.569
1.5453
4
0
18
35.01
N#CC(C#N)C1=CC=CS1
N#CC(C#N)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
148.19
38.286
1.87886
3
0
14
47.58
S=C1NCC2(CO2)C2CN12
S=C1NCC2(CO2)C2CN12
true
CC1CCC2(CC2)C2CC12
S=C1NCC2(CO2)C2CN12
156.21
39.7777
-0.6723
2
1
18
27.57
ON=C1CS(=O)(=O)CCN1
O=S1(=O)CCNC(=NO)C1
false
CCC1CCCC(C)(C)C1
N=C1CS(=O)(=O)CCN1
164.186
35.878
-1.2079
4
2
18
78.76
CC(C)C(C)NC(=S)NO
CC(C)C(C)NC(=S)NO
true
CCC(C)CC(C)C(C)C
162.258
44.9559
0.8842
2
3
24
44.29
CC(C#N)C1=COC=C1Cl
CC(C#N)c1cocc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
155.584
37.746
2.56008
2
0
16
36.93
CC1(NC2=NSC=C12)C#C
C#CC1(C)Nc2nscc21
false
CCC1(C)CC2CCCC21
c1snc2c1CN2
150.206
41.9217
1.417
3
1
16
24.92
COCCNC(=S)NC=C
C=CNC(=S)NCCOC
false
CCCCCC(C)CCC
160.242
45.8094
0.2404
2
2
22
33.29
CC1=CC2=C(S1)C(N)=NS2
Cc1cc2snc(N)c2s1
false
CC1CC2CCC(C)C2C1
c1cc2sncc2s1
170.262
46.6464
2.24842
4
1
16
38.91
CN(C)S(=O)(=O)NC(C)=O
CC(=O)NS(=O)(=O)N(C)C
false
CC(C)CC(C)(C)C(C)C
166.202
36.4235
-1.0711
3
1
20
66.48
CN(N=C)S(=O)(=O)CC=C
C=CCS(=O)(=O)N(C)N=C
false
CCCC(C)(C)C(C)CC
162.214
41.2958
0.0496
3
0
20
49.74
CCC1=C(NC)C(Cl)=CO1
CCc1occ(Cl)c1NC
false
CCC1CCC(C)C1CC
c1ccoc1
159.616
42.6427
2.5371
2
1
20
25.17
CC1=CC(SN1)=NNC=O
Cc1cc(=NNC=O)s[nH]1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
157.198
38.1694
-0.05368
3
2
17
57.25
CC(=C)CS(=O)(=O)ON=C
C=NOS(=O)(=O)CC(=C)C
false
CCCC(C)(C)CC(C)C
163.198
39.2348
0.5245
4
0
19
55.73
NC1=NSC=C1C(=C)CO
C=C(CO)c1csnc1N
false
CCC(C)C1CCCC1C
c1cnsc1
156.21
42.6462
0.7308
4
2
18
59.14
NC(C1CN1)C1=CN=CS1
NC(c1cncs1)C1CN1
false
CC(C1CCCC1)C1CC1
c1ncc(CC2CN2)s1
155.226
40.8331
0.1147
4
2
19
60.85
CC(C)C12CC1NC(=S)N2
CC(C)C12CC1NC(=S)N2
true
CC1CC2CC2(C(C)C)C1
S=C1NC2CC2N1
156.254
44.8434
0.6312
1
2
22
24.06
COC1=CC=NNC(=S)N1
COC1=CC=NNC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NC=CC=NN1
157.198
42.4534
-0.0623
3
2
17
45.65
ON=C1SN(CC#C)N=C1
C#CCn1ncc(=NO)s1
false
CCCC1CCC(CC)C1
N=c1cn[nH]s1
155.182
36.2865
-0.1323
5
1
15
50.41
CCOC1=NSN=C1CC
CCOc1nsnc1CC
false
CCCC1CCCC1CC
c1cnsn1
158.226
40.456
1.4992
4
0
20
35.01
CC1=C(C=CS1)C(=C)C#C
C#CC(=C)c1ccsc1C
false
CCC(C)C1CCCC1C
c1ccsc1
148.23
46.923
2.70292
1
0
18
0
CC(=C)COC1=NSN=C1
C=C(C)COc1cnsn1
false
CC(C)CCC1CCCC1
c1cnsn1
156.21
40.218
1.493
4
0
18
35.01
NC=NC(=C)S(=O)(=O)CO
C=C(N=CN)S(=O)(=O)CO
false
CCCC(C)C(C)(C)CC
164.186
37.825
-1.1908
4
2
18
92.75
CNN=COC1=CC=NS1
CNN=COc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
157.198
40.2937
0.6846
5
1
17
46.51
CC1=NN2SC(=O)C=C2C1
CC1=Nn2sc(=O)cc2C1
false
CC1CC2CC(C)CC2C1
O=c1cc2n(s1)N=CC2
154.194
40.79
0.6899
4
0
16
34.36
CCCC1=NC(O)=C(C)S1
CCCc1nc(O)c(C)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
157.238
42.5108
2.10962
3
1
21
33.12
CS(=O)(=O)NN1C=CN=C1
CS(=O)(=O)Nn1ccnc1
false
CC(C)(C)CC1CCCC1
c1c[nH]cn1
161.186
36.4315
-0.6138
4
1
17
63.99
NC(N)=C(C=C)S(N)(=O)=O
C=CC(=C(N)N)S(N)(=O)=O
false
CCC(C(C)C)C(C)(C)C
163.202
38.705
-1.4526
4
3
19
112.2
NC1=NC(N)=C(CC=C)S1
C=CCc1sc(N)nc1N
false
CCCC1CC(C)CC1C
c1cscn1
155.226
44.8398
1.036
4
2
19
64.93
O=C1SN2N=NC=CC2=C1
O=c1cc2ccnnn2s1
false
CC1CC2CCCCC2C1
O=c1cc2ccnnn2s1
153.166
37.134
0.151
5
0
13
47.26
CC1=C(Cl)C(CO)=C(N)N1
Cc1[nH]c(N)c(CO)c1Cl
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
40.8749
1.05102
2
3
19
62.04
CC12CC(CC1O)S2(=O)=O
CC12CC(CC1O)S2(=O)=O
true
CC1CC2CC1(C)C2(C)C
O=S1(=O)C2CCC1C2
162.21
36.3536
-0.3032
3
1
20
54.37
CN=CN1SC=C(C)C1=N
CN=Cn1scc(C)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
155.226
42.7147
0.84369
4
1
19
41.14
CCC=CNS(=O)(=O)OC
CCC=CNS(=O)(=O)OC
true
CCCCCC(C)(C)CC
165.214
38.4955
0.3909
3
1
21
55.4
CCNS(=O)(=O)C(O)C#C
C#CC(O)S(=O)(=O)NCC
false
CCCC(C)(C)C(C)CC
163.198
37.4363
-1.1227
3
2
19
66.4
CCC(C#N)C1=CSC=N1
CCC(C#N)c1cscn1
false
CCC(CC)C1CCCC1
c1cscn1
152.222
40.759
2.16028
3
0
18
36.68
CCNCC1=C(C)C=NS1
CCNCc1sncc1C
false
CCCCC1CCCC1C
c1cnsc1
156.254
44.2317
1.56102
3
1
22
24.92
CN1OCC(=C)N(C)C1=S
C=C1CON(C)C(=S)N1C
false
CC1CCC(C)C(C)C1C
C=C1CONC(=S)N1
158.226
43.216
0.5938
2
0
20
15.71
ON1SC2=C(C=CC2)C1=N
N=c1c2c(sn1O)CC=C2
false
CC1CC2CCCC2C1C
N=c1[nH]sc2c1C=CC2
154.194
38.0862
0.83567
4
2
16
49.01
CC1=CSC(=C1)C(=O)NN
Cc1csc(C(=O)NN)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.21
40.7096
0.66002
3
2
18
55.12
CC(=C)C(N)C1=NC=CS1
C=C(C)C(N)c1nccs1
false
CC(C)C(C)C1CCCC1
c1cscn1
154.238
43.8564
1.719
3
1
20
38.91
NC1=NSC2=C1C(=C)CO2
C=C1COc2snc(N)c21
false
CC1CCC2CCC(C)C12
C=C1COc2sncc21
154.194
41.0554
1.1309
4
1
16
48.14
CCN1SC(=O)N=C1CN
CCn1sc(=O)nc1CN
false
CCC1CC(C)CC1CC
O=c1nc[nH]s1
159.214
39.9394
-0.2166
5
1
19
60.91
C1CC(C1)OC1=CC=NS1
c1cc(OC2CCC2)sn1
false
C1CCC(CC2CCC2)C1
c1cc(OC2CCC2)sn1
155.222
40.381
2.0744
3
0
19
22.12
CC=CS(=O)(=O)CCC=C
C=CCCS(=O)(=O)C=CC
false
CCCCC(C)(C)CCC
160.238
43.4148
1.5109
2
0
22
34.14