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
NC1=NN=CC(Cl)=C1CO
Nc1nncc(Cl)c1CO
false
CCC1C(C)CCCC1C
c1ccnnc1
159.576
37.3772
0.2045
4
2
16
72.03
CC(=O)C1(C)CCS1(=O)=O
CC(=O)C1(C)CCS1(=O)=O
true
CC(C)C1(C)CCC1(C)C
O=S1(=O)CCC1
162.21
37.4898
0.1526
3
0
20
51.21
NCC1=CC2CN2S1(=O)=O
NCC1=CC2CN2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)C=CC2CN21
160.198
36.5512
-1.1434
3
1
18
63.17
CN1C2CCN=C2NC1=S
CN1C(=S)NC2=NCCC21
false
CC1CC2CCCC2C1C
S=C1NC2=NCCC2N1
155.226
44.2037
-0.0229
2
1
19
27.63
OC1CCC2=C(C1)N=NS2
OC1CCc2snnc2C1
false
CC1CCC2CCCC2C1
C1CCc2snnc2C1
156.21
37.9408
0.3877
4
1
18
46.01
CNCC1=CC(O)=C(C)S1
CNCc1cc(O)c(C)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
157.238
43.4845
1.48152
3
2
21
32.26
CCNCS(=O)(=O)C(C)C
CCNCS(=O)(=O)C(C)C
true
CCCCC(C)(C)C(C)C
165.258
42.5995
0.3766
3
1
25
46.17
CC1=CN2C(C)=NN=C2S1
Cc1cn2c(C)nnc2s1
false
CC1CC2CCC(C)C2C1
c1cn2cnnc2s1
153.21
40.338
1.40764
4
0
17
30.19
CC1=CN=C(C)NC(=S)N1
CC1=CN=C(C)NC(=S)N1
true
CC1CCC(C)CC(C)C1
S=C1NC=CN=CN1
155.226
45.7354
0.7438
2
2
19
36.42
OC1=CSN=C1C=CC=O
O=CC=Cc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
155.178
38.8768
1.0608
4
1
15
50.19
[O-][N+](=O)C1=C(SN=N1)C#C
C#Cc1snnc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1csnn1
155.138
34.4984
0.4276
5
0
11
68.92
OS(=O)(=O)CC#CCC=C
C=CCC#CCS(=O)(=O)O
false
CCCCCCC(C)(C)C
160.194
39.0056
0.4537
2
1
18
54.37
CC1=CN=C(N1)S(C)(=O)=O
Cc1cnc(S(C)(=O)=O)[nH]1
false
CC1CCC(C(C)(C)C)C1
c1c[nH]cn1
160.198
36.4345
0.12162
3
1
18
62.82
CC1(C)NCC2=CSN=C12
CC1(C)NCc2csnc21
false
CC1(C)CCC2CCCC21
c1snc2c1CNC2
154.238
41.9797
1.4814
3
1
20
24.92
ON1SC=C2NCCN=C12
ON1SC=C2NCCN=C21
false
CC1CCC2CCCCC12
C1=C2NCCN=C2NS1
157.198
39.6042
0.1825
5
2
17
47.86
OC1=CONC2=C1SC=C2
OC1=CONc2ccsc21
false
CC1CCCC2CCCC12
C1=Cc2sccc2NO1
155.178
39.6325
1.9616
4
2
15
41.49
CC1=NC=C(S1)C(N)CO
Cc1ncc(C(N)CO)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
158.226
40.8652
0.44362
4
2
20
59.14
CNN1C(=O)CCS1(=O)=O
CNN1C(=O)CCS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=C1CCS(=O)(=O)N1
164.186
34.3095
-1.3171
4
1
18
66.48
CC12OCCC1NS2(=O)=O
CC12OCCC1NS2(=O)=O
true
CC1(C)CC2CCCC21C
O=S1(=O)NC2CCOC21
163.198
34.8175
-0.5755
3
1
19
55.4
OC1=CN(NC=N)C=C1Cl
N=CNn1cc(O)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
159.576
39.2512
0.99767
3
3
16
61.04
CCC(OS(C)(=O)=O)C#C
C#CC(CC)OS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
162.21
38.8408
0.3744
3
0
20
43.37
NC1=C(N=NS1)C(O)C#C
C#CC(O)c1nnsc1N
false
CCC(C)C1CCCC1C
c1csnn1
155.182
38.1142
-0.2131
5
2
15
72.03
CNC1=NC=C(Cl)C(=O)N1
CNc1ncc(Cl)c(=O)[nH]1
false
CCC1CCC(C)C(C)C1
O=c1ccnc[nH]1
159.576
39.4144
0.465
3
2
16
57.78
CC=C1N(O)C(=S)NC1=N
CC=C1C(=N)NC(=S)N1O
false
CCC1C(C)CC(C)C1C
C=C1NC(=S)NC1=N
157.198
40.8429
0.44677
3
3
17
59.35
CS(=O)(=O)C12CC(C1)CO2
CS(=O)(=O)C12CC(CO1)C2
false
CC(C)(C)C12CCC(C1)C2
C1OC2CC1C2
162.21
36.2508
0.1675
3
0
20
43.37
N=CN1CS(=O)(=O)C2CC12
N=CN1CS(=O)(=O)C2CC21
false
CCC1CC(C)(C)C2CC12
O=S1(=O)CNC2CC21
160.198
36.6025
-0.57773
3
1
18
61.23
NC12CC1NS(=O)(=O)C=C2
NC12C=CS(=O)(=O)NC1C2
false
CC1(C)CCC2(C)CC2C1
O=S1(=O)C=CC2CC2N1
160.198
36.5189
-1.0971
3
2
18
72.19
CCCNC1=NSC=C1N
CCCNc1nscc1N
false
CCCCC1CCCC1C
c1cnsc1
157.242
45.3071
1.5472
4
2
21
50.94
CC(CCCO)NC(N)=S
CC(CCCO)NC(N)=S
true
CCCCC(C)CC(C)C
162.258
45.7029
-0.0194
2
3
24
58.28
NN=COCC1=CC=CS1
NN=COCc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
156.21
41.7874
1.1667
4
1
18
47.61
NCC1=NSC2=C1C=NO2
NCc1nsc2oncc12
false
CCC1CCC2CCCC12
c1noc2sncc12
155.182
37.5724
0.743
5
1
15
64.94
O=S(=O)(CC1CC1)N1CC1
O=S(=O)(CC1CC1)N1CC1
true
CC(C)(CC1CC1)C1CC1
O=S(=O)(CC1CC1)N1CC1
161.226
38.0838
0.0418
2
0
21
37.15
CC(C)=COC1=NSN=N1
CC(C)=COc1nnsn1
false
CC(C)CCC1CCCC1
c1nnsn1
157.198
37.763
1.2356
5
0
17
47.9
C1CC=CC2=C(O1)SN=N2
C1=Cc2nnsc2OCC1
false
C1CCC2CCCC2CC1
C1=Cc2nnsc2OCC1
154.194
39.055
1.3338
4
0
16
35.01
OC1(COCS1(=O)=O)C#C
C#CC1(O)COCS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCOC1
162.166
33.5216
-1.2893
4
1
16
63.6
CC=C(OS(C)(=O)=O)C#C
C#CC(=CC)OS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
160.194
38.5188
0.4996
3
0
18
43.37
O=CC1CCS(=O)(=O)NC1
O=CC1CCS(=O)(=O)NC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCCCN1
163.198
35.9605
-0.8754
3
1
19
63.24
CC1(C(O)C1O)S(C)(=O)=O
CC1(S(C)(=O)=O)C(O)C1O
false
CC1C(C)C1(C)C(C)(C)C
C1CC1
166.198
35.2624
-1.4749
4
2
20
74.6
CC#CC(C)(N)S(O)(=O)=O
CC#CC(C)(N)S(=O)(=O)O
false
CCCC(C)(C)C(C)(C)C
163.198
37.591
-0.4276
3
2
19
80.39
CCC=CC1=CNSC1=O
CCC=Cc1c[nH]sc1=O
false
CCCCC1CCCC1C
O=c1cc[nH]s1
155.222
44.2647
1.8596
2
1
19
32.86
CNC(=O)CC1=CSN=N1
CNC(=O)Cc1csnn1
false
CCC(C)CC1CCCC1
c1csnn1
157.198
37.6797
-0.1734
4
1
17
54.88
NCCOS(=O)(=O)CC#C
C#CCS(=O)(=O)OCCN
false
CCCCC(C)(C)CCC
163.198
37.6262
-1.0753
4
1
19
69.39
ON1C(=N)CC2CN2C1=S
N=C1CC2CN2C(=S)N1O
false
CC1CC2CC2C(C)C1C
N=C1CC2CN2C(=S)N1
157.198
39.0612
0.02767
3
2
17
50.33
COC=CC1=CC(=O)NS1
COC=Cc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
157.194
40.9827
1.0535
3
1
17
42.09
NC(=N)C1=NC(C=C)=CS1
C=Cc1csc(C(=N)N)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
153.21
43.2211
1.07017
3
2
17
62.76
ONC(=S)NNCC1CC1
ONC(=S)NNCC1CC1
true
CCC(C)CCCC1CC1
C1CC1
161.23
41.3826
-0.2457
3
4
21
56.32
CC=CC1=C(N)SC(=O)O1
CC=Cc1oc(=O)sc1N
false
CCCC1CC(C)CC1C
O=c1occs1
157.194
41.9754
1.3166
4
1
17
56.23
C=NN1C=CC(=C)S1(=O)=O
C=NN1C=CC(=C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1C=CNS1(=O)=O
158.182
38.5878
0.2748
3
0
16
49.74
CS(=O)(=O)C(C=O)=CC=C
C=CC=C(C=O)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
160.194
39.1878
0.2998
3
0
18
51.21
OCCCCC1=CC=CS1
OCCCCc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
156.25
44.3428
2.0631
2
1
22
20.23
C=C1C=NN2C(=N)SC=C12
C=c1cnn2c(=N)scc12
false
CC1CCC2C(C)CCC12
C=c1cnn2c(=N)scc12
151.194
39.6637
0.00447
4
1
15
41.15
ON=C(C#C)C1=CSN=C1
C#CC(=NO)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
152.178
39.2705
0.9546
4
1
14
45.48
ClC1=CN(N=C1)C(=N)C=O
N=C(C=O)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
157.56
36.4257
0.56077
4
1
14
58.74
CC(CO)C1=CNC(=N)S1
CC(CO)c1c[nH]c(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
158.226
40.0252
0.65147
3
3
20
59.87
CC1(COS(=O)(=O)N1)C#C
C#CC1(C)COS(=O)(=O)N1
false
CCC1(C)CCC(C)(C)C1
O=S1(=O)NCCO1
161.182
35.2455
-0.7571
3
1
17
55.4
NC1COS(=O)(=O)NC=C1
NC1C=CNS(=O)(=O)OC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)NC=CCCO1
164.186
35.1229
-1.308
4
2
18
81.42
N=CNCCC1=CSN=C1
N=CNCCc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
155.226
42.6044
0.88227
3
2
19
48.77
CCC1=C(N)N(C)C=C1Cl
CCc1c(Cl)cn(C)c1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
158.632
44.2134
1.8231
2
1
21
30.95
CN(NC=O)C1=CSC=N1
CN(NC=O)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
157.198
39.7167
0.2403
4
1
17
45.23
CN1CC2(CN2C1=S)C=C
C=CC12CN(C)C(=S)N1C2
false
CCC12CC(C)C(C)C1C2
S=C1NCC2CN12
154.238
44.862
0.4571
1
0
20
6.25
CC1CNC(=S)NC1=NO
CC1CNC(=S)NC1=NO
true
CCC1CC(C)CCC1C
N=C1CCNC(=S)N1
159.214
42.1219
-0.1121
3
3
19
56.65
NC(=N)C1=CC(=NS1)C#N
N#Cc1cc(C(=N)N)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
152.182
37.8451
0.29885
4
2
14
86.55
CCCN1CCCNC1=S
CCCN1CCCNC1=S
true
CCCC1CCCCC1C
S=C1NCCCN1
158.27
47.0817
0.9766
1
1
24
15.27
NC1=C2C(O)CNC2=CS1
Nc1scc2c1C(O)CN2
false
CC1CCC2CCC(C)C12
c1scc2c1CCN2
156.21
42.1809
0.7892
4
3
18
58.28
CS(=O)(=O)C(OC=C)C=O
C=COC(C=O)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
164.182
35.9778
-0.2839
4
0
18
60.44
CC1NC(=S)NNCC1O
CC1NC(=S)NNCC1O
true
CC1CCCC(C)C(C)C1
S=C1NCCCNN1
161.23
42.3409
-1.2819
3
4
21
56.32
C1CC1NN=C1OC=NS1
c1nsc(=NNC2CC2)o1
false
C1CCC(CCC2CC2)C1
c1nsc(=NNC2CC2)o1
157.198
36.1007
0.3038
5
1
17
50.42
CCC1CC1C1=NN=CS1
CCC1CC1c1nncs1
false
CCC1CC1C1CCCC1
c1nnc(C2CC2)s1
154.238
41.048
2.0516
3
0
20
25.78
CC#CCN1N=CSC1=N
CC#CCn1ncsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ncs1
153.21
39.4087
0.44737
4
1
17
41.67
COS(=O)(=O)C=CN(C)C
COS(=O)(=O)C=CN(C)C
true
CCC(C)(C)CCC(C)C
165.214
38.7558
-0.0046
4
0
21
46.61
CC(=CN)S(=O)(=O)C1CO1
CC(=CN)S(=O)(=O)C1CO1
true
CCC(C)C(C)(C)C1CC1
C1CO1
163.198
36.6042
-0.4225
4
1
19
72.69
C=CN1C=NNCS1(=O)=O
C=CN1C=NNCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CNN=CN1
161.186
37.4505
-0.7343
4
1
17
61.77
CCCN1C(=O)SN=C1N
CCCn1c(N)nsc1=O
false
CCCC1C(C)CCC1C
O=c1[nH]cns1
159.214
41.0774
0.297
5
1
19
60.91
ClC1=CNC(C=CC=O)=C1
O=CC=Cc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
155.584
40.9007
1.8802
1
1
16
32.86
NN=CCC1=NSC(O)=C1
NN=CCc1cc(O)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
157.198
40.1622
0.3357
5
2
17
71.5
CC1OC2=C(SC=C12)C=C
C=Cc1scc2c1OC2C
false
CCC1CCC2C(C)CC12
c1scc2c1CO2
152.218
43.453
2.8445
2
0
18
9.23
CC1CC(C)OS(=O)(=O)N1
CC1CC(C)OS(=O)(=O)N1
true
CC1CC(C)CC(C)(C)C1
O=S1(=O)NCCCO1
165.214
36.6815
0.0181
3
1
21
55.4
CC1=C(Cl)C2=C(CC=C2)S1
Cc1sc2c(c1Cl)C=CC2
false
CC1CC2CCCC2C1C
C1=Cc2ccsc2C1
170.664
46.804
3.27922
1
0
17
0
CC1=C(C)C(CO)=C(C)S1
Cc1sc(C)c(CO)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
156.25
44.4528
2.16566
2
1
22
20.23
NC(=S)NC1=CCCC1=C
C=C1CCC=C1NC(N)=S
false
CC(C)CC1CCCC1C
C=C1C=CCC1
154.238
46.3781
1.0535
1
2
20
38.05
NS(=O)(=O)C(NC=O)C#C
C#CC(NC=O)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
162.17
34.9279
-2.0198
3
2
16
89.26
NC1=C(C#C)C(SN1)=NO
C#Cc1c(N)[nH]sc1=NO
false
CCC1CCC(C)C1CC
N=c1cc[nH]s1
155.182
38.3666
-0.0704
4
3
15
74.4
CCCC1=C(OC)SN=N1
CCCc1nnsc1OC
false
CCCC1CCCC1CC
c1csnn1
158.226
40.456
1.4992
4
0
20
35.01
NC1=C(O)C=C2C=CSN12
Nc1c(O)cc2ccsn12
false
CC1CC2CCCC2C1C
c1cc2ccsn2c1
154.194
41.3512
1.2886
4
2
16
50.66
CN(C=CC(C)=C)C(N)=S
C=C(C)C=CN(C)C(N)=S
false
CC(C)CCC(C)C(C)C
156.254
48.5024
1.2516
1
1
22
29.26
OCC1=CCCCS1(=O)=O
O=S1(=O)CCCC=C1CO
false
CCC1CCCCC1(C)C
O=S1(=O)C=CCCC1
162.21
38.1896
0.0712
3
1
20
54.37
C(CC1=NC=CS1)C1CN1
c1csc(CCC2CN2)n1
false
C1CCC(CCC2CC2)C1
c1csc(CCC2CN2)n1
154.238
42.2257
1.0475
3
1
20
34.83
CN(NC(N)=S)C1CC1O
CN(NC(N)=S)C1CC1O
true
CC(C)CC(C)C1CC1C
C1CC1
161.23
42.0959
-1.2004
3
3
21
61.52
O=S1(=O)N=CC=C1CC#C
C#CCC1=CC=NS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)C=CC=N1
155.178
38.9448
0.3078
2
0
15
46.5
OC1=CSN2C3CC3N=C12
OC1=CSN2C1=NC1CC12
false
CC1CCC2C1CC1CC12
C1=CC2=NC3CC3N2S1
154.194
39.7698
0.9026
4
1
16
35.83
CC(CC#N)C1=CN=CS1
CC(CC#N)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
152.222
40.759
2.16028
3
0
18
36.68
CC(C)OC=CNC(N)=S
CC(C)OC=CNC(N)=S
true
CC(C)CCCCC(C)C
160.242
45.2821
0.7158
2
2
22
47.28
C1C2COC3=CSN=C3N12
c1snc2c1OCC1CN21
false
C1CC2CCC3CC3C2C1
c1snc2c1OCC1CN21
154.194
38.743
0.7241
4
0
16
25.13
CC(C)C1=C(C)N=C(N)S1
Cc1nc(N)sc1C(C)C
false
CC1CC(C)C(C(C)C)C1
c1cscn1
156.254
45.3524
2.15712
3
1
22
38.91
CC1=CN(SC1=NO)N=C
C=Nn1cc(C)c(=NO)s1
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
157.198
39.3425
0.61162
5
1
17
49.88
CC1NC(=S)NC2CNC12
CC1NC(=S)NC2CNC12
true
CC1CC(C)C2CCC2C1
S=C1NCC2NCC2N1
157.242
43.9101
-0.807
2
3
21
36.09
CC(C#C)N1C=CSC1=O
C#CC(C)n1ccsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]ccs1
153.206
42.123
1.104
3
0
17
22
CC=CC(=C)S(=O)(=O)C=O
C=C(C=CC)S(=O)(=O)C=O
false
CCCC(C)C(C)(C)CC
160.194
39.6243
0.6812
3
0
18
51.21
CCOC(C)S(=O)(=O)C#N
CCOC(C)S(=O)(=O)C#N
true
CCCC(C)C(C)(C)CC
163.198
35.6208
0.26478
4
0
19
67.16
OC1=C(NC2CC2)N=NS1
Oc1snnc1NC1CC1
false
CC1CCCC1CC1CC1
c1snnc1NC1CC1
157.198
38.2185
0.818
5
2
17
58.04