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
NC1CC1CCNC(N)=S
NC(=S)NCCC1CC1N
false
CC(C)CCCC1CC1C
C1CC1
159.258
45.4875
-0.4431
2
3
23
64.07
CCN(NCCO)C(N)=S
CCN(NCCO)C(N)=S
true
CCCCC(CC)C(C)C
163.246
44.2539
-0.9512
3
3
23
61.52
CCOS(=O)(=O)C(N)CN
CCOS(=O)(=O)C(N)CN
true
CCCC(C)(C)C(C)CC
168.218
37.5756
-1.4038
5
2
22
95.41
C=CCN1CCOS1(=O)=O
C=CCN1CCOS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)NCCO1
163.198
36.6418
-0.2506
3
0
19
46.61
CC1=NC(N)=C(CC=C)S1
C=CCc1sc(C)nc1N
false
CCCC1CC(C)CC1C
c1cscn1
154.238
45.1644
1.76222
3
1
20
38.91
CC(C)C1=CN(N)C(=O)S1
CC(C)c1cn(N)c(=O)s1
false
CC(C)C1CC(C)C(C)C1
O=c1[nH]ccs1
158.226
42.8184
0.747
4
1
20
48.02
CC(C)C1=CC(Cl)=CN1O
CC(C)c1cc(Cl)cn1O
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
159.616
40.7155
2.5022
2
1
20
25.16
CC=C(C)CNC(=S)NN
CC=C(C)CNC(=S)NN
true
CCC(C)CCC(C)CC
159.258
47.3548
0.2904
2
3
23
50.08
CC#CC1=C(C)N=C(N)S1
CC#Cc1sc(N)nc1C
false
CCCC1CC(C)CC1C
c1cscn1
152.222
43.8154
1.40512
3
1
18
38.91
CCN1C=C(C)SC1=NC
CCn1cc(C)sc1=NC
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
156.254
44.207
1.40842
3
0
22
17.29
CC(=C)N(N)S(=O)(=O)C#C
C#CS(=O)(=O)N(N)C(=C)C
false
CCC(C)(C)C(C)C(C)C
160.198
38.5932
-0.3838
3
1
18
63.4
CCC(=O)S(=O)(=O)N1CC1
CCC(=O)S(=O)(=O)N1CC1
true
CCC(C)C(C)(C)C1CC1
C1CN1
163.198
35.7908
-0.4316
3
0
19
54.22
CC(=O)CC1=C(C)SC=C1
CC(=O)Cc1ccsc1C
false
CC(C)CC1CCCC1C
c1ccsc1
154.234
43.441
2.18802
2
0
20
17.07
CCC(=CC=O)S(N)(=O)=O
CCC(=CC=O)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
163.198
37.5452
-0.2323
3
1
19
77.23
CC1CC1OCS(O)(=O)=O
CC1CC1OCS(=O)(=O)O
false
CC1CC1CCC(C)(C)C
C1CC1
166.198
35.0696
0.2567
3
1
20
63.6
C=COC1=CSC=C1C=O
C=COc1cscc1C=O
false
CCCC1CCCC1CC
c1ccsc1
154.19
40.5315
2.0829
3
0
16
26.3
OC1=CNC(OC=C)=C1Cl
C=COc1[nH]cc(O)c1Cl
false
CCCC1CCC(C)C1C
c1cc[nH]c1
159.572
38.2925
1.896
2
2
16
45.25
CCCC1=NC(=N)N(C)S1
CCCc1nc(=N)n(C)s1
false
CCCC1CC(C)C(C)C1
N=c1ncs[nH]1
157.242
40.9347
0.91357
4
1
21
41.67
CC1(O)C=CC(O)S1(=O)=O
CC1(O)C=CC(O)S1(=O)=O
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CC=CC1
164.182
34.6904
-1.0021
4
2
18
74.6
CC(CCO)C1=CC=NS1
CC(CCO)c1ccns1
false
CCCC(C)C1CCCC1
c1cnsc1
157.238
42.2318
1.629
3
1
21
33.12
NC(=O)S(=O)(=O)C=CC#C
C#CC=CS(=O)(=O)C(N)=O
false
CCCCC(C)(C)C(C)C
159.166
36.4762
-0.3732
3
1
15
77.23
CC1C=CCS(=O)(=O)N1C
CC1C=CCS(=O)(=O)N1C
true
CC1CCCC(C)(C)C1C
O=S1(=O)CC=CCN1
161.226
40.1518
0.2063
2
0
21
37.38
O=S1(=O)CNC2(CCC2)C1
O=S1(=O)CNC2(CCC2)C1
true
CC1(C)CCC2(CCC2)C1
O=S1(=O)CNC2(CCC2)C1
161.226
38.3715
-0.1154
3
1
21
46.17
O=S1(=O)CN2C=NN=C2C1
O=S1(=O)Cc2nncn2C1
false
CC1(C)CC2CCCC2C1
O=S1(=O)Cc2nncn2C1
159.17
32.6458
-0.836
5
0
15
64.85
C=CC1CC2=NSC(=N)N12
C=CC1Cc2nsc(=N)n21
false
CCC1CC2CCC(C)C12
N=c1snc2n1CC2
153.21
38.8967
0.70727
4
1
17
41.67
CC1NCC2=C1SC(C)=C2
Cc1cc2c(s1)C(C)NC2
false
CC1CC2CCC(C)C2C1
c1cc2c(s1)CNC2
153.25
44.3107
2.22072
2
1
21
12.03
O=S1(=O)OC2CC2CC=C1
O=S1(=O)C=CCC2CC2O1
false
CC1(C)CCCC2CC2C1
O=S1(=O)C=CCC2CC2O1
160.194
35.6568
0.6387
3
0
18
43.37
OC1C2OC2C2=C1N=CS2
OC1c2ncsc2C2OC12
false
CC1C2CCCC2C2CC12
c1nc2c(s1)C1OC1C2
155.178
34.6878
0.63
4
1
15
45.65
CNC(C=C)S(=O)(=O)NO
C=CC(NC)S(=O)(=O)NO
false
CCC(CC)C(C)(C)CC
166.202
36.8867
-0.9735
4
3
20
78.43
CC1(CC1C#N)S(O)(=O)=O
CC1(S(=O)(=O)O)CC1C#N
false
CCC1CC1(C)C(C)(C)C
C1CC1
161.182
33.6736
0.17638
3
1
17
78.16
CCC1=NC(C)=C(OC)S1
CCc1nc(C)c(OC)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
157.238
42.781
2.02252
3
0
21
22.12
O=S1(=O)N=C2CCOC2=N1
O=S1(=O)N=C2CCOC2=N1
true
CC1(C)CC2CCCC2C1
O=S1(=O)N=C2CCOC2=N1
160.154
34.3588
-0.4954
3
0
14
68.09
CC1OCC2=C1SC=C2O
CC1OCc2c(O)csc21
false
CC1CCC2C(C)CCC12
c1cc2c(s1)COC2
156.206
39.1878
2.0449
3
1
18
29.46
CC(NC(N)=S)C(=C)C=O
C=C(C=O)C(C)NC(N)=S
false
CCC(C)C(C)CC(C)C
158.226
44.5871
-0.0368
2
2
20
55.12
ClC1=CN2CC=CC2=C1Cl
Clc1cn2c(c1Cl)C=CC2
false
CC1CC2CCCC2C1C
C1=Cc2cccn2C1
174.03
43.486
2.8217
1
0
15
4.93
CC=C(C)OS(=O)(=O)CN
CC=C(C)OS(=O)(=O)CN
true
CCC(C)CC(C)(C)CC
165.214
38.4902
0.1727
4
1
21
69.39
C1C2C=CC3=NSN=C3N12
C1=CC2CN2c2nsnc21
false
C1CC2CCC3CC3C2C1
C1=CC2CN2c2nsnc21
151.194
40.077
0.7535
4
0
15
28.79
CN(N)C(=S)NOC1CC1
CN(N)C(=S)NOC1CC1
true
CC(C)C(C)CCC1CC1
C1CC1
161.23
41.7911
-0.2396
3
2
21
50.52
NC1=CN2SC(=O)NC2=C1
Nc1cc2[nH]c(=O)sn2c1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2cccn2s1
155.182
40.3071
0.2713
4
2
15
63.29
C=C1COS(=O)(=O)NC=C1
C=C1C=CNS(=O)(=O)OC1
false
CC1CCCC(C)(C)CC1
C=C1C=CNS(=O)(=O)OC1
161.182
36.2875
-0.0791
3
1
17
55.4
NC(=O)CCC1=CSN=N1
NC(=O)CCc1csnn1
false
CC(C)CCC1CCCC1
c1csnn1
157.198
37.4244
-0.044
4
1
17
68.87
N=CNOCS(=O)(=O)C#C
C#CS(=O)(=O)CONC=N
false
CCCCCC(C)(C)CC
162.17
35.6242
-0.92233
4
2
16
79.25
OCC(=N)NC(=S)N1CC1
N=C(CO)NC(=S)N1CC1
false
CCC(C)CC(C)C1CC1
C1CN1
159.214
42.1192
-0.85393
3
3
19
59.12
CC1=C(SC(CO)=N1)C=C
C=Cc1sc(CO)nc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
155.222
42.8648
1.58682
3
1
19
33.12
COS(=O)(=O)CCC(C)=C
C=C(C)CCS(=O)(=O)OC
false
CCC(C)(C)CCC(C)C
164.226
40.2268
0.9288
3
0
22
43.37
CN(C)C1=C(C)SC(=N)N1
Cc1sc(=N)[nH]c1N(C)C
false
CC1CC(C)C(C(C)C)C1
N=c1[nH]ccs1
157.242
43.5884
0.93009
3
2
21
42.88
NC1=NC(C=C)=NC=C1Cl
C=Cc1ncc(Cl)c(N)n1
false
CCC1CCC(C)C(C)C1
c1cncnc1
155.588
41.5454
1.3552
3
1
16
51.8
CC1=NSC(CN)=C1C=C
C=Cc1c(C)nsc1CN
false
CCC1CCC(C)C1CC
c1cnsc1
154.238
44.8334
1.55322
3
1
20
38.91
C1COCC2=CSC=C2N1
c1scc2c1COCCN2
false
C1CCC2CCCC2CC1
c1scc2c1COCCN2
155.222
42.4647
1.6902
3
1
19
21.26
NN1C(=C)CCCNC1=S
C=C1CCCNC(=S)N1N
false
CC1CCCCC(C)C1C
C=C1CCCNC(=S)N1
157.242
45.0011
0.3441
2
2
21
41.29
CS(=O)(=O)CCC=CC=C
C=CC=CCCS(C)(=O)=O
false
CCCCCCC(C)(C)C
160.238
43.6648
1.1633
2
0
22
34.14
N=CNN=CC1=CSC=C1
N=CNN=Cc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
153.21
43.8324
1.27867
3
2
17
48.24
CNC(=S)NC(=C)C1CC1
C=C(NC(=S)NC)C1CC1
false
CCC(C)CC(C)C1CC1
C1CC1
156.254
46.6574
1.004
1
2
22
24.06
NN1C=C(Cl)C2=C1COC2
Nn1cc(Cl)c2c1COC2
false
CC1CC(C)C2CCCC12
c1cc2c([nH]1)COC2
158.588
38.0854
0.8855
3
1
17
40.18
COC(C)C1=CC=C(C)S1
COC(C)c1ccc(C)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.25
44.48
2.76392
2
0
22
9.23
OC1=CSC(O)=C1C1CN1
Oc1csc(O)c1C1CN1
false
CC1CCC(C)C1C1CC1
c1cc(C2CN2)cs1
157.194
38.3923
0.8036
4
3
17
62.4
CC1CC(NC(N)=S)C1N
CC1CC(NC(N)=S)C1N
true
CC(C)CC1CC(C)C1C
C1CCC1
159.258
45.4655
-0.4447
2
3
23
64.07
CC1(C)CN2C=C(Cl)C=C12
CC1(C)Cn2cc(Cl)cc21
false
CC1CC2CC(C)(C)C2C1
c1cc2n(c1)CC2
155.628
42.468
2.4327
1
0
20
4.93
OCC#CC1=C(Cl)C=CO1
OCC#Cc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
156.568
37.6818
1.2768
2
1
15
33.37
CC1=CC(N)C2=C1C=NS2
CC1=CC(N)c2sncc21
false
CC1CC(C)C2CCCC12
C1=Cc2cnsc2C1
152.222
42.6934
1.5598
3
1
18
38.91
CCS(=O)(=O)C1=NCCN1
CCS(=O)(=O)C1=NCCN1
true
CCC(C)(C)C1CCCC1
C1=NCCN1
162.214
39.7655
-0.6197
4
1
20
58.53
CC1=C(Cl)C2=C(S1)C=CS2
Cc1sc2ccsc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2sccc2s1
188.704
49.449
3.92462
2
0
15
0
CNCC1=CC(=CS1)C#C
C#Cc1csc(CNC)c1
false
CCCC1CCC(CC)C1
c1ccsc1
151.234
45.0177
1.4488
2
1
19
12.03
CC=CC(C)=NNC(N)=S
CC=CC(C)=NNC(N)=S
true
CCCC(C)CCC(C)C
157.242
47.8441
0.7716
2
2
21
50.41
CN1N2CC2C(=C)NC1=S
C=C1NC(=S)N(C)N2CC12
false
CC1CC(C)C2CC2C1C
C=C1NC(=S)NN2CC12
155.226
43.1307
-0.0808
2
1
19
18.28
CN1C=NNS(=O)(=O)C1=C
C=C1N(C)C=NNS1(=O)=O
false
CC1CCCC(C)(C)C1C
C=C1NC=NNS1(=O)=O
161.186
37.4505
-0.7343
4
1
17
61.77
OCC1CNC(=S)N1C=C
C=CN1C(=S)NCC1CO
false
CCC1CCC(C)C1CC
S=C1NCCN1
158.226
43.5105
-0.3191
2
2
20
35.5
CON1CC(C)NS1(=O)=O
CON1CC(C)NS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)NCCN1
166.202
35.2325
-0.9137
3
1
20
58.64
C=C1CN(CS1(=O)=O)C=O
C=C1CN(C=O)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1CNCS1(=O)=O
161.182
35.6968
-0.6556
3
0
17
54.45
COS(=O)(=O)COC=CC
CC=COCS(=O)(=O)OC
false
CCCCCC(C)(C)CC
166.198
36.6948
0.4703
4
0
20
52.6
O=S1(=O)CC=CC1CC#C
C#CCC1C=CCS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)CC=CC1
156.206
40.1648
0.3629
2
0
18
34.14
CN(C1CON=C1)C(N)=S
CN(C(N)=S)C1C=NOC1
false
CC(C)C(C)C1CCCC1
C1=NOCC1
159.214
42.7804
-0.4536
3
1
19
50.85
CCN1N=CC2CN2C1=S
CCN1N=CC2CN2C1=S
true
CCC1CCC2CC2C1C
S=C1NN=CC2CN12
155.226
43.964
0.2768
2
0
19
18.61
CS(=O)(=O)CCC(=N)NO
CS(=O)(=O)CCC(=N)NO
true
CCC(C)CCC(C)(C)C
166.202
36.9767
-0.62283
4
3
20
90.25
CC1=CC2=C(N1)C(N)=CS2
Cc1cc2scc(N)c2[nH]1
false
CC1CC2CCC(C)C2C1
c1cc2sccc2[nH]1
152.222
45.3251
2.12002
2
2
18
41.81
NNS(=O)(=O)C=CC1CC1
NNS(=O)(=O)C=CC1CC1
true
CCC(C)(C)CCC1CC1
C1CC1
162.214
38.1069
-0.2968
3
2
20
72.19
NCC1=NC(CC=C)=CS1
C=CCc1csc(CN)n1
false
CCCC1CCC(CC)C1
c1cscn1
154.238
43.9064
1.3303
3
1
20
38.91
N#CC1NC1C1=NC=NS1
N#CC1NC1c1ncns1
false
CCC1CC1C1CCCC1
c1nsc(C2CN2)n1
152.182
35.1867
0.07458
5
1
14
71.51
CNC1=CSN=C1CC=O
CNc1csnc1CC=O
false
CCCC1CCCC1CC
c1cnsc1
156.21
41.4287
0.9262
4
1
18
41.99
CC1=NN(O)C(=N)C(Cl)=C1
Cc1cc(Cl)c(=N)n(O)n1
false
CC1CC(C)C(C)C(C)C1
N=c1cccn[nH]1
159.576
35.0132
0.56169
4
2
16
61.9
O=C1SNC2=C1C1CN2C1
O=c1s[nH]c2c1C1CN2C1
false
CC1CCC2C3CC(C3)C12
O=c1s[nH]c2c1C1CN2C1
154.194
39.8937
0.3536
3
1
16
36.1
CC(C1(C)CO1)S(O)(=O)=O
CC(C1(C)CO1)S(=O)(=O)O
false
CC(C(C)(C)C)C1(C)CC1
C1CO1
166.198
35.3676
0.0516
3
1
20
66.9
O=C1C=CN2C=NSC2=N1
O=c1ccn2cnsc2n1
false
CC1CCC2CCCC2C1
O=c1ccn2cnsc2n1
153.166
37.134
0.151
5
0
13
47.26
NC1=NSC=C1NCC#N
N#CCNc1csnc1N
false
CCCCC1CCCC1C
c1cnsc1
154.198
40.6291
0.66078
5
2
16
74.73
NC(=N)C1=CSC(CO)=N1
N=C(N)c1csc(CO)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
157.198
39.0529
-0.08053
4
3
17
82.99
O=S1(=O)CCC2CC2OC1
O=S1(=O)CCC2CC2OC1
true
CC1(C)CCC2CC2CC1
O=S1(=O)CCC2CC2OC1
162.21
36.2508
0.1675
3
0
20
43.37
CON(C(N)=S)C(=N)C=C
C=CC(=N)N(OC)C(N)=S
false
CCC(C)C(CC)C(C)C
159.214
43.5571
0.25667
3
2
19
62.34
NN=CCOS(=O)(=O)C=C
C=CS(=O)(=O)OCC=NN
false
CCCCCC(C)(C)CC
164.186
37.7482
-0.5792
5
1
18
81.75
CC1C2CC2NN1C(N)=S
CC1C2CC2NN1C(N)=S
true
CC(C)C1CC2CC2C1C
C1NNC2CC12
157.242
43.1171
-0.1728
2
2
21
41.29
NC(=O)N(C1CC1)C(N)=S
NC(=O)N(C(N)=S)C1CC1
false
CC(C)C(C(C)C)C1CC1
C1CC1
159.214
41.2298
-0.2269
2
2
19
72.35
CC(C)S(=O)(=O)C(=O)C#C
C#CC(=O)S(=O)(=O)C(C)C
false
CCC(C)C(C)(C)C(C)C
160.194
37.8958
-0.0306
3
0
18
51.21
CNC1=CC2=C(NC=C2)S1
CNc1cc2cc[nH]c2s1
false
CCC1CC2CCCC2C1
c1cc2ccsc2[nH]1
152.222
45.7224
2.2711
2
2
18
27.82
O=S1(=O)NCC2(CN12)C#C
C#CC12CNS(=O)(=O)N1C2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)NCC2CN21
158.182
35.1925
-1.478
2
1
16
49.18
NCCCN1C=C(Cl)C=N1
NCCCn1cc(Cl)cn1
false
CCCCC1CCC(C)C1
c1cn[nH]c1
159.62
40.9084
0.8853
3
1
20
43.84
CC1=C2C(Cl)=CSC2=CO1
Cc1occ2scc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cocc2s1
172.636
43.838
3.45612
2
0
15
13.14
CCNC1=C(N)C(=O)NS1
CCNc1s[nH]c(=O)c1N
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
159.214
43.5158
0.4504
4
3
19
70.91
CCC1=C(O)SC(=O)N1C
CCc1c(O)sc(=O)n1C
false
CCC1C(C)CC(C)C1C
O=c1[nH]ccs1
159.21
40.6028
0.7148
4
1
19
42.23
CN(C)C1=C(N)SC(=O)N1
CN(C)c1[nH]c(=O)sc1N
false
CC1CC(C)C(C(C)C)C1
O=c1[nH]ccs1
159.214
43.6791
0.0846
4
2
19
62.12
COCC1=C(C)SC(N)=C1
COCc1cc(N)sc1C
false
CCCC1CC(C)CC1C
c1ccsc1
157.238
44.1814
1.78512
3
1
21
35.25
C=CC1CNS(=O)(=O)C1=O
C=CC1CNS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
O=C1CCNS1(=O)=O
161.182
35.6165
-0.7518
3
1
17
63.24