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
CC1=C(O)C(=NS1)C1CO1
Cc1snc(C2CO2)c1O
false
CC1CCC(C2CC2)C1C
c1cc(C2CO2)ns1
157.194
37.2088
1.22842
4
1
17
45.65
NC(=S)NC1C=CCC=C1
NC(=S)NC1C=CCC=C1
true
CC(C)CC1CCCCC1
C1=CCC=CC1
154.238
46.6061
0.7043
1
2
20
38.05
CN1CC1C1=CSC(N)=C1
CN1CC1c1csc(N)c1
false
CC1CCC(C2CC2C)C1
c1cc(C2CN2)cs1
154.238
44.1024
1.3168
3
1
20
29.03
C=C1NC(=N)COS1(=O)=O
C=C1NC(=N)COS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
C=C1NC(=N)COS1(=O)=O
162.17
34.8742
-0.61553
4
2
16
79.25
CC1=CN2C=C(C)N=C2S1
Cc1cn2cc(C)sc2n1
false
CC1CC2CC(C)CC2C1
c1cn2ccsc2n1
152.222
42.543
2.01264
3
0
18
17.3
OS(=O)(=O)C1COCC1=C
C=C1COCC1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
C=C1CCOC1
164.182
35.2956
-0.1708
3
1
18
63.6
CC1=C2C=C(N)SC2=NS1
Cc1snc2sc(N)cc12
false
CC1CC2CCC(C)C2C1
c1cc2csnc2s1
170.262
46.6464
2.24842
4
1
16
38.91
CC=NNC1=NOC=C1Cl
CC=NNc1nocc1Cl
false
CCCCC1CCCC1C
c1cnoc1
159.576
39.3017
1.7456
4
1
16
50.42
CN=C1NC(C=C)=C(C)S1
C=Cc1[nH]c(=NC)sc1C
false
CCC1CC(C)C(CC)C1
N=c1[nH]ccs1
154.238
44.9847
1.55812
2
1
20
28.15
CN(C)N(CCO)C(N)=S
CN(C)N(CCO)C(N)=S
true
CCCC(C(C)C)C(C)C
163.246
44.2642
-0.9991
3
2
23
52.73
CC1OC2=CN=CC(Cl)=C12
CC1Oc2cncc(Cl)c21
false
CC1CCCC2CC(C)C12
c1cc2c(cn1)OC2
155.584
38.29
2.1884
2
0
16
22.12
O=C1OC2CC1CS2(=O)=O
O=C1OC2CC1CS2(=O)=O
true
CC1CC2CC1CC2(C)C
O=C1OC2CC1CS2(=O)=O
162.166
31.7738
-0.696
4
0
16
60.44
CNC1=C(SC=N1)C(C)C
CNc1ncsc1C(C)C
false
CCC1CCCC1C(C)C
c1cscn1
156.254
45.7497
2.3082
3
1
22
24.92
CC1OCS(=O)(=O)C(C)=C1
CC1=CC(C)OCS1(=O)=O
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)C=CCOC1
162.21
38.0908
0.6812
3
0
20
43.37
CC1CCC2=C1C(O)=CS2
CC1CCc2scc(O)c21
false
CC1CCC2CCC(C)C12
c1cc2c(s1)CCC2
154.234
42.7198
2.5034
2
1
20
20.23
NC1=NC=C(S1)C(=C)C#C
C#CC(=C)c1cnc(N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
150.206
44.3934
1.3717
3
1
16
38.91
NC1=C(N)C(C=C)=C(O)S1
C=Cc1c(O)sc(N)c1N
false
CCC1C(C)CC(C)C1C
c1ccsc1
156.21
44.8996
1.2611
4
3
18
72.27
CNN=C(C)S(=O)(=O)C=O
CNN=C(C)S(=O)(=O)C=O
true
CCCC(C)C(C)(C)CC
164.186
37.839
-0.8558
5
1
18
75.6
CC1NC1C1CS(=O)(=O)C1
CC1NC1C1CS(=O)(=O)C1
true
CC1CC1C1CC(C)(C)C1
O=S1(=O)CC(C2CN2)C1
161.226
38.5295
-0.6087
3
1
21
56.08
CC1=C(CN)C(Cl)=CN1O
Cc1c(CN)c(Cl)cn1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
39.2549
1.14592
3
2
19
51.18
C=CN1C(=N)C(=O)NC1=S
C=CN1C(=N)C(=O)NC1=S
true
CCC1C(C)CC(C)C1C
N=C1NC(=S)NC1=O
155.182
40.5034
-0.17613
3
2
15
56.19
CC(N)C(N)CS(O)(=O)=O
CC(N)C(N)CS(=O)(=O)O
false
CC(C)C(C)CC(C)(C)C
168.218
38.0404
-1.4513
4
3
22
106.41
O=S1(=O)CC(=CN1)C1CO1
O=S1(=O)CC(C2CO2)=CN1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CC(C2CO2)=CN1
161.182
34.7455
-0.7979
3
1
17
58.7
C=C1CCNC(=S)NNC1
C=C1CCNC(=S)NNC1
true
CC1CCCC(C)CCC1
C=C1CCNC(=S)NNC1
157.242
45.4961
-0.085
2
3
21
36.09
O=C1SC=C2NCCNN12
O=c1scc2n1NCCN2
false
CC1CCC2CCCCC12
O=c1scc2n1NCCN2
157.198
41.2964
-0.1212
5
2
17
46.06
CC(CN)C1=CC(N)=CS1
CC(CN)c1cc(N)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.254
46.2008
1.3925
3
2
22
52.04
NCC(=C)C1=CC(Cl)=CN1
C=C(CN)c1cc(Cl)c[nH]1
false
CCC(C)C1CCC(C)C1
c1cc[nH]c1
156.616
43.8911
1.64
1
2
19
41.81
NS(=O)(=O)N(CC=O)C=C
C=CN(CC=O)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
164.186
36.0742
-1.1657
3
1
18
80.47
CC1(CC1)S(=O)(=O)NC=C
C=CNS(=O)(=O)C1(C)CC1
false
CCCC(C)(C)C1(C)CC1
C1CC1
161.226
39.8915
0.6018
2
1
21
46.17
CNC(=S)NCC1CC1C
CNC(=S)NCC1CC1C
true
CCC(C)CCC1CC1C
C1CC1
158.27
46.9314
0.7363
1
2
24
24.06
NC=C1NS(=O)(=O)CC1=O
NC=C1NS(=O)(=O)CC1=O
true
CCC1CC(C)(C)CC1C
C=C1NS(=O)(=O)CC1=O
162.17
34.1999
-1.7114
4
2
16
89.26
CCCNCC1=NSN=C1
CCCNCc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
157.242
41.9067
1.0377
4
1
21
37.81
CC=CC=CNC(=S)NN
CC=CC=CNC(=S)NN
true
CCCCCCC(C)CC
157.242
47.0108
0.414
2
3
21
50.08
CCC=C(C)NC(=S)NN
CCC=C(C)NC(=S)NN
true
CCCC(C)CC(C)CC
159.258
47.1048
0.638
2
3
23
50.08
NCC1=CCC2=NSC=C12
NCC1=CCc2nscc21
false
CCC1CCC2CCCC12
C1=Cc2csnc2C1
152.222
42.8494
1.0413
3
1
18
38.91
CN1C2CC(C2)CS1(=O)=O
CN1C2CC(C2)CS1(=O)=O
true
CC1C2CC(C2)CC1(C)C
O=S1(=O)CC2CC(C2)N1
161.226
38.0618
0.0402
2
0
21
37.38
COS(=O)(=O)CC(C)C#C
C#CC(C)CS(=O)(=O)OC
false
CCC(C)CC(C)(C)CC
162.21
38.7928
0.2319
3
0
20
43.37
OC1=CSC=C1C(=C)C=C
C=CC(=C)c1cscc1O
false
CCC(C)C1CCCC1C
c1ccsc1
152.218
45.2148
2.6529
2
1
18
20.23
O=CNC1=CC=CS1(=O)=O
O=CNC1=CC=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CC=C1
159.166
35.3425
-0.4841
3
1
15
63.24
C=CC=CNS(=O)(=O)C#C
C#CS(=O)(=O)NC=CC=C
false
CCCCCC(C)(C)CC
157.194
40.2255
0.1962
2
1
17
46.17
CC12CC1S(=O)(=O)C=CO2
CC12CC1S(=O)(=O)C=CO2
true
CC1(C)CCCC2(C)CC12
O=S1(=O)C=COC2CC21
160.194
35.9548
0.4336
3
0
18
43.37
CN=C(C)NC1=CN=CS1
CN=C(C)Nc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
155.226
44.7697
1.6032
3
1
19
37.28
NS(=O)(=O)CCC=NN=C
C=NN=CCCS(N)(=O)=O
false
CCCCCCC(C)(C)C
163.202
40.6322
-0.6486
4
1
19
84.88
NN(CC=CC#C)C(N)=S
C#CC=CCN(N)C(N)=S
false
CCCCCC(C)C(C)C
155.226
45.6518
-0.4049
2
2
19
55.28
CC1C2C=COC2S1(=O)=O
CC1C2C=COC2S1(=O)=O
true
CC1C2CCCC2C1(C)C
O=S1(=O)CC2C=COC21
160.194
35.8848
0.2895
3
0
18
43.37
NC1=CSN=C1OCC#C
C#CCOc1nscc1N
false
CCCCC1CCCC1C
c1cnsc1
154.194
40.8544
0.7373
4
1
16
48.14
O1N=CN=C1C1=CC=NS1
c1cc(-c2ncno2)sn1
false
C1CCC(C2CCCC2)C1
c1cc(-c2ncno2)sn1
153.166
35.406
1.1931
5
0
13
51.81
N#CC1=CC2=C(S1)C=CC2
N#Cc1cc2c(s1)C=CC2
false
CCC1CC2CCCC2C1
C1=Cc2sccc2C1
147.202
41.772
2.18908
2
0
15
23.79
OCC1OCC2=C1C=NS2
OCC1OCc2sncc21
false
CCC1CCC2CCCC12
c1nsc2c1COC2
157.194
36.7298
0.7067
4
1
17
42.35
CNC1CS(=O)(=O)C1C#C
C#CC1C(NC)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
159.21
39.2555
-0.9954
3
1
19
46.17
N=CN1CS(=O)(=O)OC=C1
N=CN1C=COS(=O)(=O)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CNC=CO1
162.17
34.6345
-0.31583
4
1
16
70.46
NC(=S)NC(=CC#C)C#C
C#CC=C(C#C)NC(N)=S
false
CCCC(CC)CC(C)C
150.206
45.6701
-0.0301
1
2
16
38.05
OCC#CC1=NC=C(O)S1
OCC#Cc1ncc(O)s1
false
CCCCC1CCC(C)C1
c1cscn1
155.178
37.7426
0.1925
4
2
15
53.35
CC=C(C)CC1=NC=CS1
CC=C(C)Cc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
153.25
45.249
2.6518
2
0
21
12.89
CN=C1N(O)CCS1(=O)=O
CN=C1N(O)CCS1(=O)=O
true
CCC1C(C)CCC1(C)C
N=C1NCCS1(=O)=O
164.186
35.6383
-0.9082
4
1
18
69.97
NS(=O)(=O)CC(=O)C1CN1
NS(=O)(=O)CC(=O)C1CN1
true
CC(CC(C)(C)C)C1CC1
C1CN1
164.186
34.7719
-2.1842
4
2
18
99.17
O=CC1=C(C#C)C(=O)NS1
C#Cc1c(C=O)s[nH]c1=O
false
CCC1CCC(C)C1CC
O=c1ccs[nH]1
153.162
38.2622
0.2302
3
1
13
49.93
OC1(CC1)S(=O)(=O)CC=O
O=CCS(=O)(=O)C1(O)CC1
false
CCCC(C)(C)C1(C)CC1
C1CC1
164.182
34.0346
-0.9175
4
1
18
71.44
OCCCC1=NSC=C1O
OCCCc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
159.21
39.1856
0.7736
4
2
19
53.35
CC(=N)NC(=S)NCC#C
C#CCNC(=S)NC(C)=N
false
CCCCC(C)CC(C)C
155.226
45.9701
0.08087
2
3
19
47.91
CC1(O)CCCS(=O)(=O)C1
CC1(O)CCCS(=O)(=O)C1
true
CC1(C)CCCC(C)(C)C1
O=S1(=O)CCCCC1
164.226
38.5116
-0.054
3
1
22
54.37
CN(CC=C)S(=O)(=O)C=C
C=CCN(C)S(=O)(=O)C=C
false
CCCC(C)C(C)(C)CC
161.226
41.9438
0.5775
2
0
21
37.38
CCC1=CCC(C)S1(=O)=O
CCC1=CCC(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CCC1
160.238
41.3728
1.4873
2
0
22
34.14
NS(=O)(=O)C(NC=N)C#C
C#CC(NC=N)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
161.186
37.6476
-1.56913
3
3
17
96.04
ClC1=C(C=COC1=O)C#C
C#Cc1ccoc(=O)c1Cl
false
CCC1CCCC(C)C1C
O=c1cccco1
154.552
37.923
1.2745
2
0
13
30.21
NC1C2CNS(=O)(=O)OC12
NC1C2CNS(=O)(=O)OC12
true
CC1C2CCC(C)(C)CC12
O=S1(=O)NCC2CC2O1
164.186
33.2609
-1.8233
4
2
18
81.42
C1C2ON=C3N=CSN3C12
C1=NC2=NOC3CC3N2S1
false
C1CC2CCC3CC3C2C1
C1=NC2=NOC3CC3N2S1
155.182
38.635
0.4206
5
0
15
37.19
CC1CNC(=S)N(N)C1=C
C=C1C(C)CNC(=S)N1N
false
CC1CCC(C)C(C)C1C
C=C1CCNC(=S)N1
157.242
44.9311
0.2
2
2
21
41.29
S=C1NNCCCC2CN12
S=C1NNCCCC2CN12
true
CC1CCCCCC2CC12
S=C1NNCCCC2CN12
157.242
43.4644
-0.1565
2
2
21
27.07
CC1OS(=O)(=O)CC1C=O
CC1OS(=O)(=O)CC1C=O
true
CCC1CC(C)(C)CC1C
O=S1(=O)CCCO1
164.182
33.8878
-0.45
4
0
18
60.44
CC1=C(N)C(CC=C)=NS1
C=CCc1nsc(C)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
154.238
45.1644
1.76222
3
1
20
38.91
O=S1(=O)COC=CC2CN12
O=S1(=O)COC=CC2CN21
false
CC1(C)CCCCC2CC21
O=S1(=O)COC=CC2CN21
161.182
34.5058
-0.4982
3
0
17
46.38
CC(C)(N1CC1)S(C)(=O)=O
CC(C)(N1CC1)S(C)(=O)=O
true
CC(C)(C)C(C)(C)C1CC1
C1CN1
163.242
40.4958
0.0827
3
0
23
37.15
CCCNS(=O)(=O)NCC
CCCNS(=O)(=O)NCC
true
CCCCC(C)(C)CCC
166.246
40.8902
-0.1597
2
2
24
58.2
ClC1=CSC(N2CC2)=C1Cl
Clc1csc(N2CC2)c1Cl
false
CC1CCC(C2CC2)C1C
c1csc(N2CC2)c1
194.086
46.552
2.8749
2
0
15
3.01
OCC1=CSC(C=NO)=C1
OCc1csc(C=NO)c1
false
CCCC1CCC(CC)C1
c1ccsc1
157.194
39.6223
1.0485
4
2
17
52.82
CC1=CN2SN=C(C)C2=N1
Cc1cn2snc(C)c2n1
false
CC1CC2CCC(C)C2C1
c1cn2sncc2n1
153.21
40.338
1.40764
4
0
17
30.19
CC1=C2N=CSC2=NN1O
Cc1c2ncsc2nn1O
false
CC1CC2CCCC2C1C
c1nc2c[nH]nc2s1
155.182
37.3265
1.03852
5
1
15
50.94
NS(=O)(=O)CC1=CC=CO1
NS(=O)(=O)Cc1ccco1
false
CC(C)(C)CC1CCCC1
c1ccoc1
161.182
35.5192
0.0681
3
1
17
73.3
O=C1NC2=NSC=C2C=N1
O=c1ncc2csnc2[nH]1
false
CC1CCC2CCCC2C1
O=c1ncc2csnc2[nH]1
153.166
38.0357
0.3796
4
1
13
58.64
ClC1=CNC=C1C1CNC1
Clc1c[nH]cc1C1CNC1
false
CC1CCCC1C1CCC1
c1cc(C2CNC2)c[nH]1
156.616
41.4134
1.3549
1
2
19
27.82
CC1C=CC2=NC(=O)SN12
CC1C=Cc2nc(=O)sn21
false
CC1CC2CCC(C)C2C1
O=c1nc2n(s1)CC=C2
154.194
40.119
0.8926
4
0
16
34.89
NC1=CN=CC(Cl)=C1CO
Nc1cncc(Cl)c1CO
false
CCC1C(C)CCCC1C
c1ccncc1
158.588
39.5822
0.8095
3
2
17
59.14
CS(=O)(=O)C(=C)NC(N)=N
C=C(NC(=N)N)S(C)(=O)=O
false
CC(C)CC(C)C(C)(C)C
163.202
39.0336
-1.01473
3
3
19
96.04
C=CC12CC(C1)OS2(=O)=O
C=CC12CC(C1)OS2(=O)=O
true
CCC12CC(CC1(C)C)C2
O=S1(=O)OC2CC1C2
160.194
35.9548
0.4336
3
0
18
43.37
NC(=S)N1CCC1CC#C
C#CCC1CCN1C(N)=S
false
CCCC1CCC1C(C)C
C1CNC1
154.238
45.3464
0.3276
1
1
20
29.26
CNCCS(=O)(=O)CC=O
CNCCS(=O)(=O)CC=O
true
CCCCC(C)(C)CCC
165.214
38.6445
-1.1805
4
1
21
63.24
CCS(=O)(=O)N1CC(N)C1
CCS(=O)(=O)N1CC(N)C1
true
CCC(C)(C)C1CC(C)C1
C1CNC1
164.23
39.0092
-1.021
3
1
22
63.4
N=CNC1=CC=CS1(=O)=O
N=CNC1=CC=CS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CC=C1
158.182
38.0622
-0.03343
3
2
16
70.02
CC=CC(C)NC(=S)NO
CC=CC(C)NC(=S)NO
true
CCCC(C)CC(C)CC
160.242
44.9319
0.8043
2
3
22
44.29
CC(C)NC(C)S(O)(=O)=O
CC(C)NC(C)S(=O)(=O)O
false
CC(C)CC(C)C(C)(C)C
167.23
39.2823
0.2182
3
2
23
66.4
ClC1=CN2CC(C#C)C2=C1
C#CC1Cn2cc(Cl)cc21
false
CCC1CC2CC(C)CC12
c1cc2n(c1)CC2
151.596
41.016
1.8719
1
0
16
4.93
C1C2OCC3=CSC=C3C12
c1scc2c1COC1CC21
false
C1CC2CCC3CC3C2C1
c1scc2c1COC1CC21
152.218
40.254
2.1342
2
0
18
9.23
CCOCC1=NC=C(C)S1
CCOCc1ncc(C)s1
false
CCCCC1CCC(C)C1
c1cscn1
157.238
42.181
1.98802
3
0
21
22.12
O=C(CC1=CSN=C1)C#N
N#CC(=O)Cc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
152.178
36.438
0.77828
4
0
14
53.75
C=C1C=CC2C1CS2(=O)=O
C=C1C=CC2C1CS2(=O)=O
true
CC1CCC2C1CC2(C)C
C=C1C=CC2C1CS2(=O)=O
156.206
39.3448
0.5256
2
0
18
34.14
CC(O)C(C)NS(N)(=O)=O
CC(O)C(C)NS(N)(=O)=O
true
CC(C)C(C)CC(C)(C)C
168.218
37.3857
-1.4512
3
3
22
92.42
OC(=O)C1=CCS(=O)(=O)C1
O=C(O)C1=CCS(=O)(=O)C1
false
CC(C)C1CCC(C)(C)C1
O=S1(=O)CC=CC1
162.166
34.3726
-0.5742
3
1
16
71.44
CC1=CSC=C1NC(N)=O
Cc1cscc1NC(N)=O
false
CC(C)CC1CCCC1C
c1ccsc1
156.21
42.2621
1.54712
2
2
18
55.12
COC(=C)CC1=NSN=C1
C=C(Cc1cnsn1)OC
false
CCC(C)CC1CCCC1
c1cnsn1
156.21
39.762
1.2407
4
0
18
35.01