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
N#CC1=C2SC=CN2N=C1
N#Cc1cnn2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccn2n1
149.178
37.784
1.26748
4
0
13
41.09
CC1=C(Cl)C(=O)N(O1)C=C
C=Cn1oc(C)c(Cl)c1=O
false
CCC1CC(C)C(C)C1C
O=c1cco[nH]1
159.572
39.102
1.50362
3
0
16
35.14
CC#CS(=O)(=O)OCC#N
CC#CS(=O)(=O)OCC#N
true
CCCCC(C)(C)CCC
159.166
33.9348
-0.16282
4
0
15
67.16
O=S1(=O)COC2CCOC12
O=S1(=O)COC2CCOC21
false
CC1(C)CCC2CCCC21
O=S1(=O)COC2CCOC21
164.182
33.0168
-0.4961
4
0
18
52.6
CCC#CC1=C(N)SC=C1
CCC#Cc1ccsc1N
false
CCCCC1CCCC1C
c1ccsc1
151.234
45.9004
2.0918
2
1
19
26.02
CC=CS(=O)(=O)ON=CN
CC=CS(=O)(=O)ON=CN
true
CCCCC(C)(C)CCC
164.186
37.4982
-0.2316
4
1
18
81.75
CC1=C(NC(=O)S1)C=CO
Cc1sc(=O)[nH]c1C=CO
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
157.194
41.3395
1.27352
3
2
17
53.09
CS(=O)(=O)NN=CCCO
CS(=O)(=O)NN=CCCO
true
CCCCCCC(C)(C)C
166.202
38.1743
-1.0962
4
2
20
78.76
CC1CC1C1=C(Cl)C=NO1
CC1CC1c1oncc1Cl
false
CC1CCCC1C1CC1C
c1cc(C2CC2)on1
157.6
38.035
2.4514
2
0
18
26.03
ClC1=C2NCC(=N)N2C=C1
N=C1CNc2c(Cl)ccn21
false
CC1CCC2C(C)CCC12
N=C1CNc2cccn21
155.588
41.0564
1.39237
3
2
16
40.81
COCCNCS(N)(=O)=O
COCCNCS(N)(=O)=O
true
CCCCCCC(C)(C)C
168.218
37.8529
-1.5316
4
2
22
81.42
NC1=CC(Cl)=CC=C1CO
Nc1cc(Cl)ccc1CO
false
CCC1CCC(C)CC1C
c1ccccc1
157.6
41.7872
1.4145
2
2
18
46.25
CS(=O)(=O)C1CC1C1CC1
CS(=O)(=O)C1CC1C1CC1
true
CC(C)(C)C1CC1C1CC1
C1CC1C1CC1
160.238
39.4628
0.8295
2
0
22
34.14
CC1(O)CN(C=C1)C(N)=S
CC1(O)C=CN(C(N)=S)C1
false
CC(C)C1CCC(C)(C)C1
C1=CNCC1
158.226
43.2552
-0.1897
2
2
20
49.49
CS(=O)(=O)NC(=N)CC=C
C=CCC(=N)NS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
162.214
40.5202
0.08897
3
2
20
70.02
CC(C)(NC(N)=S)C1CO1
CC(C)(NC(N)=S)C1CO1
true
CC(C)CC(C)(C)C1CC1
C1CO1
160.242
43.7401
-0.003
2
2
22
50.58
CC1=COC2=C1SC(N)=C2
Cc1coc2cc(N)sc12
false
CC1CC2CCC(C)C2C1
c1cc2sccc2o1
153.206
43.2404
2.38492
3
1
17
39.16
CC1CNC1(C)S(C)(=O)=O
CC1CNC1(C)S(C)(=O)=O
true
CC1CCC1(C)C(C)(C)C
C1CNC1
163.242
40.4155
-0.0135
3
1
23
46.17
COC1=CC(Cl)=CN=C1N
COc1cc(Cl)cnc1N
false
CCC1CC(C)CCC1C
c1ccncc1
158.588
40.2114
1.3258
3
1
17
48.14
CNS(=O)(=O)CC(N)CO
CNS(=O)(=O)CC(N)CO
true
CCC(C)CC(C)(C)CC
168.218
37.9077
-2.1448
4
3
22
92.42
S1C=CC(=C1)C1=NC=CS1
c1csc(-c2ccsc2)n1
false
C1CCC(C2CCCC2)C1
c1csc(-c2ccsc2)n1
167.258
45.427
2.8716
3
0
15
12.89
CON1C(=C)C(=N)NC1=S
C=C1C(=N)NC(=S)N1OC
false
CCC1C(C)CC(C)C1C
C=C1NC(=S)NC1=N
157.198
41.4484
0.22887
3
2
17
48.35
C=CCCC1=CC(=O)SN1
C=CCCc1cc(=O)s[nH]1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
155.222
43.4577
1.555
2
1
19
32.86
CN1C=NC2=C1C(=O)SN2
Cn1cnc2[nH]sc(=O)c21
false
CC1CCC2CCC(C)C12
O=c1s[nH]c2nc[nH]c12
155.182
39.2117
0.3231
4
1
15
50.68
O=CCC1=CNS(=O)(=O)C1
O=CCC1=CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CN1
161.182
35.6865
-0.6077
3
1
17
63.24
OCC1=CN(SC1=O)C=C
C=Cn1cc(CO)c(=O)s1
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
157.194
40.8888
0.5026
4
1
17
42.23
CC1=C(Cl)C(N)=C2CCN12
Cc1c(Cl)c(N)c2n1CC2
false
CC1C(C)C2CCC2C1C
c1cc2n(c1)CC2
156.616
42.2954
1.58822
2
1
19
30.95
C=C1OS(=O)(=O)C=CC=C1
C=C1C=CC=CS(=O)(=O)O1
false
CC1CCCCC(C)(C)C1
C=C1C=CC=CS(=O)(=O)O1
158.178
37.4248
0.93
3
0
16
43.37
CC1CNCCS(=O)(=O)O1
CC1CNCCS(=O)(=O)O1
true
CC1CCCCC(C)(C)C1
O=S1(=O)CCNCCO1
165.214
37.2035
-0.6755
4
1
21
55.4
[O-][N+](=O)C1=C(SN=N1)C=O
O=Cc1snnc1[N+](=O)[O-]
false
CCC1CCCC1C(C)C
c1csnn1
159.126
31.9509
0.2588
6
0
11
85.99
NCC(=O)N1C=C(Cl)C=N1
NCC(=O)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
159.576
36.9179
0.1354
4
1
16
60.91
OC1=CSN=C1CC1CN1
Oc1csnc1CC1CN1
false
CC1CCCC1CC1CC1
c1cc(CC2CN2)ns1
156.21
39.2735
0.363
4
2
18
55.06
CC1OC1C1=C(C)C=NS1
Cc1cnsc1C1OC1C
false
CC1CCCC1C1CC1C
c1cc(C2CO2)sn1
155.222
40.139
1.91132
3
0
19
25.42
CC(=C)C1=CC=C(Cl)C=C1
C=C(C)c1ccc(Cl)cc1
false
CC1CCC(C(C)C)CC1
c1ccccc1
152.624
46.16
3.3731
0
0
19
0
CN1CCC2=CC(Cl)=CN12
CN1CCc2cc(Cl)cn21
false
CC1CC2CCC(C)C2C1
c1cc2n(c1)NCC2
156.616
42.154
1.2654
2
0
19
8.17
ClC1=CC=CC=C1C1CN1
Clc1ccccc1C1CN1
false
CC1CCCCC1C1CC1
c1ccc(C2CN2)cc1
153.612
42.1957
1.9843
1
1
18
21.94
COC(C)=CC1=NSN=N1
COC(C)=Cc1nnsn1
false
CCC(C)CC1CCCC1
c1nnsn1
157.198
38.364
0.9403
5
0
17
47.9
C1C2OCC3=C(SC=C3)C12
c1cc2c(s1)C1CC1OC2
false
C1CC2CCC3CC3C2C1
c1cc2c(s1)C1CC1OC2
152.218
40.254
2.1342
2
0
18
9.23
CC(C)C1=CSN(O)C1=O
CC(C)c1csn(O)c1=O
false
CC(C)C1CCC(C)C1C
O=c1ccs[nH]1
159.21
39.8525
1.2705
4
1
19
42.23
CC(C)N=C1SC=CN1O
CC(C)N=c1sccn1O
false
CC(C)CC1CCCC1C
N=c1[nH]ccs1
158.226
40.1925
1.096
4
1
20
37.52
CC1C2CC2S(=O)(=O)C1=C
C=C1C(C)C2CC2S1(=O)=O
false
CC1C2CC2C(C)(C)C1C
C=C1CC2CC2S1(=O)=O
158.222
39.1188
0.9531
2
0
20
34.14
CNC(C)C1=NNC(=O)S1
CNC(C)c1n[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ncs1
159.214
40.2094
0.1118
4
2
19
57.78
O=CC1C2COS(=O)(=O)C12
O=CC1C2COS(=O)(=O)C12
true
CCC1C2CCC(C)(C)C12
O=S1(=O)OCC2CC21
162.166
31.7038
-0.8401
4
0
16
60.44
NCC(O)CC1=CSC=C1
NCC(O)Cc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
157.238
43.0842
0.6102
3
2
21
46.25
O=CN1SC(=CC1=O)C#C
C#Cc1cc(=O)n(C=O)s1
false
CCC1CC(C)C(CC)C1
O=c1ccs[nH]1
153.162
38.6625
-0.0706
4
0
13
39.07
CC1(COS(C)(=O)=O)CN1
CC1(COS(C)(=O)=O)CN1
true
CC(C)(C)CCC1(C)CC1
C1CN1
165.214
37.2035
-0.6755
4
1
21
65.31
ON1SC(=NC1=N)C1CC1
N=c1nc(C2CC2)sn1O
false
CC1CC(C2CC2)CC1C
N=c1nc(C2CC2)s[nH]1
157.198
35.1182
0.53877
5
2
17
61.9
CC1CC1C1=COC=C1Cl
CC1CC1c1cocc1Cl
false
CC1CCCC1C1CC1C
c1cc(C2CC2)co1
156.612
40.24
3.0564
1
0
19
13.14
CCC(=CS(C)(=O)=O)C#N
CCC(C#N)=CS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
159.21
38.8308
0.84848
3
0
19
57.93
CC(=C)CC(=O)S(N)(=O)=O
C=C(C)CC(=O)S(N)(=O)=O
false
CC(C)CC(C)C(C)(C)C
163.198
37.5452
-0.2323
3
1
19
77.23
NN=C1NS(=O)(=O)CC1=C
C=C1CS(=O)(=O)NC1=NN
false
CCC1CC(C)(C)CC1C
C=C1CS(=O)(=O)NC1=N
161.186
37.6849
-1.2522
4
2
17
84.55
CCOC1C=NNS1(=O)=O
CCOC1C=NNS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CC=NN1
164.186
35.9615
-0.7322
4
1
18
67.76
O=S1(=O)CC2C(N1)C2C#C
C#CC1C2CS(=O)(=O)NC12
false
CCC1C2CC(C)(C)CC12
O=S1(=O)CC2CC2N1
157.194
36.5235
-0.8328
2
1
17
46.17
CS(=O)(=O)N1CCCC=N1
CS(=O)(=O)N1CCCC=N1
true
CC(C)(C)C1CCCCC1
C1=NNCCC1
162.214
39.2758
0.0276
3
0
20
49.74
CC=C1CN=C2SC=NN12
CC=C1CN=C2SC=NN12
true
CCC1CCC2CCCC12
C=C1CN=C2SC=NN12
153.21
43.981
1.2519
4
0
17
27.96
CC1=CC(Cl)=C2NN=CN12
Cc1cc(Cl)c2[nH]ncn12
false
CC1CC(C)C2CCCC12
c1cc2[nH]ncn2c1
155.588
39.2897
1.62422
2
1
16
33.09
CC=CC1=C(C=O)C=CS1
CC=Cc1sccc1C=O
false
CCCC1CCCC1CC
c1ccsc1
152.218
44.4145
2.5937
2
0
18
17.07
CNC(=N)C1=NC=C(C)S1
CNC(=N)c1ncc(C)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
155.226
42.7394
0.99629
3
2
19
48.77
CC=CCC1=C(N)C=NS1
CC=CCc1sncc1N
false
CCCCC1CCCC1C
c1cnsc1
154.238
45.0444
1.8439
3
1
20
38.91
O=C(CC#C)C1=NC=CS1
C#CCC(=O)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
151.19
39.8945
1.3491
3
0
15
29.96
C=C1COC2=NSC=C2C1
C=C1COc2nscc2C1
false
CC1CCC2CCCC2C1
C=C1COc2nscc2C1
153.206
40.453
1.6342
3
0
17
22.12
C=NNCC1COS1(=O)=O
C=NNCC1COS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCO1
164.186
36.2115
-1.0798
5
1
18
67.76
OCC#CS(=O)(=O)OC=C
C=COS(=O)(=O)C#CCO
false
CCCCC(C)(C)CCC
162.166
35.0636
-0.5705
4
1
16
63.6
CC=CS(=O)(=O)C1CCO1
CC=CS(=O)(=O)C1CCO1
true
CCCC(C)(C)C1CCC1
C1COC1
162.21
38.0908
0.6812
3
0
20
43.37
CC=CCC(C)S(O)(=O)=O
CC=CCC(C)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
164.226
40.4416
1.2289
2
1
22
54.37
OC1=C(CC=C)NC(=O)S1
C=CCc1[nH]c(=O)sc1O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
157.194
40.5055
0.8705
3
2
17
53.09
CC1N2CC2CNS1(=O)=O
CC1N2CC2CNS1(=O)=O
true
CC1C2CC2CCC1(C)C
O=S1(=O)CN2CC2CN1
162.214
36.8785
-1.0504
3
1
20
49.18
C=CC1=NNS(=O)(=O)NC1
C=CC1=NNS(=O)(=O)NC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)NCC=NN1
161.186
37.6902
-1.034
3
2
17
70.56
COC1=C(CC=O)C=CS1
COc1sccc1CC=O
false
CCCC1CCCC1CC
c1ccsc1
156.206
40.639
1.4981
3
0
18
26.3
N=C1C=CSN1NCC#C
C#CCNn1sccc1=N
false
CCCCC1CCCC1C
N=c1ccs[nH]1
153.21
41.2244
0.20577
4
2
17
40.81
CC1=C(O)C(CC#C)=CS1
C#CCc1csc(C)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
152.218
43.2578
1.93782
2
1
18
20.23
C=CS(=O)(=O)C1=CC=NO1
C=CS(=O)(=O)c1ccno1
false
CCC(C)(C)C1CCCC1
c1cnoc1
159.166
33.8858
0.5918
4
0
15
60.17
CC1(COS1(=O)=O)NN=C
C=NNC1(C)COS1(=O)=O
false
CCCC1(C)CCC1(C)C
O=S1(=O)CCO1
164.186
35.9615
-0.7322
5
1
18
67.76
CC1=CN(OC=C)C=C1Cl
C=COn1cc(C)c(Cl)c1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
157.6
40.956
2.02202
2
0
18
14.16
CC1=C(CC#C)C(Cl)=CO1
C#CCc1c(Cl)coc1C
false
CCCC1C(C)CCC1C
c1ccoc1
154.596
40.992
2.41712
1
0
17
13.14
CC=CC#CC1=CN=CS1
CC=CC#Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
149.218
43.806
2.0707
2
0
17
12.89
OCC1=CC2=CSN=C2C1
OCC1=Cc2csnc2C1
false
CCC1CC2CCCC2C1
C1=Cc2csnc2C1
153.206
40.8808
1.0749
3
1
17
33.12
O=S1(=O)CCC2(CC2)OC1
O=S1(=O)CCC2(CC2)OC1
true
CC1(C)CCC2(CC1)CC2
O=S1(=O)CCC2(CC2)OC1
162.21
36.3208
0.3116
3
0
20
43.37
C=C(OS(=O)(=O)C#N)C#C
C#CC(=C)OS(=O)(=O)C#N
false
CCC(C)CC(C)(C)CC
157.15
33.5908
-0.03922
4
0
13
67.16
CC1C(O)C=CCS1(=O)=O
CC1C(O)C=CCS1(=O)=O
true
CC1CCCC(C)(C)C1C
O=S1(=O)CC=CCC1
162.21
38.3956
-0.2796
3
1
20
54.37
CC1=CN=CS(=O)(=O)C1=O
CC1=CN=CS(=O)(=O)C1=O
true
CC1CCCC(C)(C)C1C
O=C1C=CN=CS1(=O)=O
159.166
36.1758
-0.1265
4
0
15
63.57
NN1SC2=C(COC2)C1=N
N=c1c2c(sn1N)COC2
false
CC1CC2CCCC2C1C
N=c1[nH]sc2c1COC2
157.198
36.8071
-0.22693
5
2
17
64.03
CC=CCC1=CSC=C1O
CC=CCc1cscc1O
false
CCCCC1CCCC1C
c1ccsc1
154.234
44.5018
2.5723
2
1
20
20.23
C=C1NC(=N)CNS1(=O)=O
C=C1NC(=N)CNS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
C=C1NC(=N)CNS1(=O)=O
161.186
36.9249
-1.04253
3
3
17
82.05
NC1C=CN(N=C)S1(=O)=O
C=NN1C=CC(N)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CN1
161.186
37.4232
-0.9541
4
1
17
75.76
CN=C1SNC(C=O)=C1C
CN=c1s[nH]c(C=O)c1C
false
CCC1CCC(CC)C1C
N=c1cc[nH]s1
156.21
40.2812
0.72762
3
1
18
45.22
OCC1=C(O)C=C(S1)C=C
C=Cc1cc(O)c(CO)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
156.206
41.9976
1.589
3
2
18
40.46
C=C1N=CNC2=C1SC=N2
C=C1N=CNc2ncsc21
false
CC1CCCC2CCCC12
C=C1N=CNc2ncsc21
151.194
43.2627
1.5676
4
1
15
37.28
COC1=C(NC(=N)S1)C#C
C#Cc1[nH]c(=N)sc1OC
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
154.194
39.0114
0.54557
3
2
16
48.87
CC=CC1=C(Cl)C=CN1O
CC=Cc1c(Cl)ccn1O
false
CCCC1C(C)CCC1C
c1cc[nH]c1
157.6
41.3345
2.4119
2
1
18
25.16
CCC=C(C)C1=NC=NS1
CCC=C(C)c1ncns1
false
CCCC(C)C1CCCC1
c1ncsn1
154.238
43.851
2.3514
3
0
20
25.78
COC1=CC=CC(N)=C1Cl
COc1cccc(N)c1Cl
false
CCC1CCCC(C)C1C
c1ccccc1
157.6
42.4164
1.9308
2
1
18
35.25
C1CC2=C(C=NS2)C2OC12
c1nsc2c1C1OC1CC2
false
C1CC2CCC3CC3C2C1
c1nsc2c1C1OC1CC2
153.206
38.049
1.5292
3
0
17
25.42
CCOC1=NSC(NC)=N1
CCOc1nsc(NC)n1
false
CCCC1CCC(CC)C1
c1ncsn1
159.214
40.6247
0.9785
5
1
19
47.04
CC1=C(NCCO)C=NS1
Cc1sncc1NCCO
false
CCCCC1CCCC1C
c1cnsc1
158.226
42.4265
0.85572
4
2
20
45.15
COC1=NSC=C1C1CC1
COc1nscc1C1CC1
false
CCC1CCCC1C1CC1
c1nscc1C1CC1
155.222
40.641
2.0291
3
0
19
22.12
COC(C(C)O)S(C)(=O)=O
COC(C(C)O)S(C)(=O)=O
true
CCC(C(C)C)C(C)(C)C
168.214
37.3216
-0.6157
4
1
22
63.6
O=C(C#C)N1CS(=O)(=O)C1
C#CC(=O)N1CS(=O)(=O)C1
false
CCC(C)C1CC(C)(C)C1
O=S1(=O)CNC1
159.166
34.3328
-1.2084
3
0
15
54.45
CCC1=C(NC)C(Cl)=CN1
CCc1[nH]cc(Cl)c1NC
false
CCC1CCC(C)C1CC
c1cc[nH]c1
158.632
44.7274
2.2722
1
2
21
27.82
C1OC1C1OC2=NSC=C12
c1snc2c1C(C1CO1)O2
false
C1CC2CC(C3CC3)C2C1
c1snc2c1C(C1CO1)O2
155.178
35.223
0.9754
4
0
15
34.65