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
CCOC1=NSN(C)C1=N
CCOc1nsn(C)c1=N
false
CCCC1CCC(C)C1C
N=c1cns[nH]1
159.214
38.1087
0.35977
5
1
19
50.9
NC1=C(CCC#C)SC=C1
C#CCCc1sccc1N
false
CCCCC1CCCC1C
c1ccsc1
151.234
45.8854
1.8961
2
1
19
26.02
CC1=C(NC(S1)=NN)C=C
C=Cc1[nH]c(=NN)sc1C
false
CCC1CC(C)C(CC)C1
N=c1[nH]ccs1
155.226
43.2481
0.80202
3
2
19
54.17
N=C1NC2C(CS2(=O)=O)O1
N=C1NC2C(CS2(=O)=O)O1
true
CC1CC2CC(C)(C)C2C1
N=C1NC2C(CS2(=O)=O)O1
162.17
33.3102
-1.33593
4
2
16
79.25
NS(=O)(=O)CNC1CNC1
NS(=O)(=O)CNC1CNC1
true
CC(C)(C)CCC1CCC1
C1CNC1
165.218
37.7676
-2.2062
4
3
21
84.22
CCN1N=C(N)C(Cl)=C1O
CCn1nc(N)c(Cl)c1O
false
CCC1CC(C)C(C)C1C
c1cn[nH]c1
161.592
38.9882
0.8442
4
2
18
64.07
CC(O)(CCO)S(C)(=O)=O
CC(O)(CCO)S(C)(=O)=O
true
CCCC(C)(C)C(C)(C)C
168.214
37.1704
-0.8781
4
2
22
74.6
CC1NC(=N)C2=C1N=CS2
CC1NC(=N)c2scnc21
false
CC1CC(C)C2CCCC12
N=C1NCc2ncsc21
153.21
40.4934
1.13267
3
2
17
48.77
CCC1=C(SC=C1O)C=C
C=Cc1scc(O)c1CC
false
CCC1CCC(C)C1CC
c1ccsc1
154.234
45.4528
2.6591
2
1
20
20.23
CC1=CSC2=NCCON12
CC1=CSC2=NCCON12
true
CC1CCC2CCCCC12
C1=CN2OCCN=C2S1
156.21
41.441
1.1977
4
0
18
24.83
ClC1=CNC2=C1C1CC1O2
Clc1c[nH]c2c1C1CC1O2
false
CC1CCC2CC3CC3C12
c1cc2c([nH]1)OC1CC21
155.584
37.5767
1.9164
1
1
16
25.02
CCCCCS(=O)(=O)C=O
CCCCCS(=O)(=O)C=O
true
CCCCCC(C)(C)CC
164.226
40.0623
0.7816
3
0
22
51.21
CC#CC1=C(C)C(C)=CS1
CC#Cc1scc(C)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
150.246
46.345
2.73634
1
0
20
0
OC1=CC(=N)N(S1)N1CC1
N=c1cc(O)sn1N1CC1
false
CC1CC(C)C(C2CC2)C1
N=c1ccsn1N1CC1
157.198
37.7795
-0.31373
5
2
17
52.02
CN1CS(=O)(=O)C2CCC12
CN1CS(=O)(=O)C2CCC21
false
CC1CC(C)(C)C2CCC12
O=S1(=O)CNC2CCC21
161.226
38.3598
-0.1649
3
0
21
37.38
CC1=COC(=C)S(=O)(=O)O1
C=C1OC=C(C)OS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
C=C1OC=COS1(=O)=O
162.166
33.9868
0.6955
4
0
16
52.6
C=C1C(=O)C2NC2S1(=O)=O
C=C1C(=O)C2NC2S1(=O)=O
true
CC1C2CC2C(C)(C)C1C
C=C1C(=O)C2NC2S1(=O)=O
159.166
33.7785
-1.2045
4
1
15
73.15
CC1(O)CCC2=CSC=C12
CC1(O)CCc2cscc21
false
CC1(C)CCC2CCCC21
c1scc2c1CCC2
154.234
42.2108
1.9018
2
1
20
20.23
CNCC(O)C1=NC=CS1
CNCC(O)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
158.226
41.0005
0.3959
4
2
20
45.15
CCC=CN(C)S(C)(=O)=O
CCC=CN(C)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
163.242
42.0378
0.8015
2
0
23
37.38
COC(C)=CCS(C)(=O)=O
COC(C)=CCS(C)(=O)=O
true
CCC(C)CCC(C)(C)C
164.226
40.4768
0.5812
3
0
22
43.37
CN1OCCC=CNC1=S
CN1OCCC=CNC1=S
true
CC1CCCCCCC1C
S=C1NC=CCCON1
158.226
43.2057
0.6417
2
1
20
24.5
N=CN1CC2=C(O1)SN=C2
N=CN1Cc2cnsc2O1
false
CCC1CC2CCCC2C1
c1nsc2c1CNO2
155.182
37.0687
0.85957
4
1
15
49.21
CC(=O)OC1=CSC=C1C
CC(=O)Oc1cscc1C
false
CC(C)CC1CCCC1C
c1ccsc1
156.206
40.365
1.98182
3
0
18
26.3
C1C2CN1C1=NSC=C1O2
c1snc2c1OC1CN2C1
false
C1CC2CC3CC(C3)C2C1
c1snc2c1OC1CN2C1
154.194
38.743
0.7241
4
0
16
25.36
NCC1=CNC2=C1C=NS2
NCc1c[nH]c2sncc12
false
CCC1CCC2CCCC12
c1cc2cnsc2[nH]1
153.21
41.8621
1.0831
3
2
17
54.7
ClC1=CN=C2C=NNC2=C1
Clc1cnc2cn[nH]c2c1
false
CC1CCC2CCCC2C1
c1cnc2cn[nH]c2c1
153.572
38.8987
1.6113
2
1
14
41.57
CCNC1=CSC(C=C)=N1
C=Cc1nc(NCC)cs1
false
CCCC1CCC(CC)C1
c1cscn1
154.238
46.3687
2.2179
3
1
20
24.92
C1CCC(C1)C1=NSC=C1
c1cc(C2CCCC2)ns1
false
C1CCC(C2CCCC2)C1
c1cc(C2CCCC2)ns1
153.25
43.323
2.8007
2
0
21
12.89
CC(C)C1CS(=O)(=O)N1N
CC(C)C1CS(=O)(=O)N1N
true
CC(C)C1CC(C)(C)C1C
O=S1(=O)CCN1
164.23
38.4392
-0.4699
3
1
22
63.4
CC1C2CC(C2)N1C(N)=S
CC1C2CC(C2)N1C(N)=S
true
CC(C)C1C2CC(C2)C1C
C1NC2CC1C2
156.254
44.5984
0.7127
1
1
22
29.26
N=C1SC=C2N3CC3CN12
N=c1scc2n1CC1CN21
false
CC1CCC2C1CC1CC12
N=c1scc2n1CC1CN21
153.21
39.2977
0.23127
4
1
17
31.79
CC1=NSN=C1C=CCN
Cc1nsnc1C=CCN
false
CCCCC1CCCC1C
c1cnsn1
155.226
42.7344
0.81842
4
1
19
51.8
CCC1=NNS(=O)(=O)C1=O
CCC1=NNS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
O=C1C=NNS1(=O)=O
162.17
34.7885
-0.788
4
1
16
75.6
NS(=O)(=O)C(=C)COC=C
C=COCC(=C)S(N)(=O)=O
false
CCCCC(C)C(C)(C)C
163.198
38.3962
-0.0513
3
1
19
69.39
OC1=CC(CC2CO2)=CS1
Oc1cc(CC2CO2)cs1
false
CC1CCC(CC2CC2)C1
c1cc(CC2CO2)cs1
156.206
39.4278
1.395
3
1
18
32.76
CC(C)C1=CSC(S1)=NN
CC(C)c1csc(=NN)s1
false
CCC1CCC(C(C)C)C1
N=c1sccs1
174.294
46.0354
1.7074
4
1
20
38.38
CC1C2C3CN3C1S2(=O)=O
CC1C2C3CN3C1S2(=O)=O
true
CC1C2C3CC3C1C2(C)C
O=S1(=O)C2CC1N1CC21
159.21
36.1538
-0.5566
3
0
19
37.15
OC1C(C#N)C2=CSC=C12
N#CC1c2cscc2C1O
false
CCC1C(C)C2CCCC12
c1scc2c1CC2
151.19
37.6328
1.40228
3
1
15
44.02
CN(C=N)C(=S)NCCO
CN(C=N)C(=S)NCCO
true
CCCCC(C)C(C)CC
161.23
44.2332
-0.60793
3
3
21
59.35
OCC1C2CC(N2)S1(=O)=O
O=S1(=O)C2CC(N2)C1CO
false
CCC1C2CC(C2)C1(C)C
O=S1(=O)CC2CC1N2
163.198
35.1223
-1.5363
4
2
19
66.4
CC1=NC=C2CCC2=C1Cl
Cc1ncc2c(c1Cl)CC2
false
CC1CCC2CCC2C1C
c1cc2c(cn1)CC2
153.612
41.392
2.14202
1
0
18
12.89
NC1=C(Cl)C=NN1OC=C
C=COn1ncc(Cl)c1N
false
CCCC1CCC(C)C1C
c1cn[nH]c1
159.576
38.4264
0.6908
4
1
16
53.07
NC1=C2SC=CC2=C(N)O1
Nc1oc(N)c2sccc12
false
CC1CC(C)C2CCCC12
c1cc2cocc2s1
154.194
42.9158
1.6587
4
2
16
65.18
CC1=NN2N=CC(Cl)=C2O1
Cc1nn2ncc(Cl)c2o1
false
CC1CC2CCC(C)C2C1
c1cc2ocnn2n1
157.56
35
1.28412
4
0
14
43.33
OCCN1CC2=CSN=C12
OCCN1Cc2csnc21
false
CCCC1CC2CCCC12
c1snc2c1CN2
156.21
40.2498
0.4554
4
1
18
36.36
C=CC=CC1=NSC(=O)O1
C=CC=Cc1nsc(=O)o1
false
CCCCC1CCC(C)C1
O=c1ocns1
155.178
39.881
1.2955
4
0
15
43.1
CC(C=O)=CC1=CN=NS1
CC(C=O)=Cc1cnns1
false
CCC(C)CC1CCCC1
c1csnn1
154.194
39.624
1.1403
4
0
16
42.85
NN(C1CCC=C1)C(N)=S
NC(=S)N(N)C1C=CCC1
false
CC(C)C(C)C1CCCC1
C1=CCCC1
157.242
44.9738
0.1243
2
2
21
55.28
CN1CC(CN)S(=O)(=O)N1
CN1CC(CN)S(=O)(=O)N1
true
CCC1CC(C)CC1(C)C
O=S1(=O)CCNN1
165.218
37.5279
-1.9065
4
2
21
75.43
COC1=CC(C)S(=O)(=O)N1
COC1=CC(C)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CN1
163.198
36.6095
-0.2043
3
1
19
55.4
C#CCC1=CC(=CS1)C#N
C#CCc1cc(C#N)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
147.202
41.571
1.79548
2
0
15
23.79
C1OCC1NC1=NSC=N1
c1nc(NC2COC2)ns1
false
C1CCC(CC2CCC2)C1
c1nc(NC2COC2)ns1
157.198
38.1387
0.3488
5
1
17
47.04
NC1=C(Cl)C(OC=C)=CS1
C=COc1csc(N)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
175.64
44.5664
2.506
3
1
16
35.25
CCC(C)(NC(N)=S)C#C
C#CC(C)(CC)NC(N)=S
false
CCC(C)(CC)CC(C)C
156.254
47.4501
0.6215
1
2
22
38.05
OC1CC1NC(=S)NC=N
N=CNC(=S)NC1CC1O
false
CCCC(C)CC1CC1C
C1CC1
159.214
42.0649
-0.80923
3
4
19
68.14
CC1=CCC(=C)NS1(=O)=O
C=C1CC=C(C)S(=O)(=O)N1
false
CC1CCC(C)C(C)(C)C1
C=C1CC=CS(=O)(=O)N1
159.21
39.5695
0.727
2
1
19
46.17
COC1=C(C)CCS1(=O)=O
COC1=C(C)CCS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)C=CCC1
162.21
38.1128
0.6828
3
0
20
43.37
CN1SC(=O)C(C#N)=C1C
Cc1c(C#N)c(=O)sn1C
false
CCC1C(C)CC(C)C1C
O=c1cc[nH]s1
154.194
39.012
0.6269
4
0
16
45.79
C1OC=CCC2=C1N=CS2
C1=COCc2ncsc2C1
false
C1CCC2CCCC2CC1
C1=COCc2ncsc2C1
153.206
39.747
1.7295
3
0
17
22.12
NCC(O)C(=C)NC(N)=S
C=C(NC(N)=S)C(O)CN
false
CCC(C)C(C)CC(C)C
161.23
44.1223
-1.3471
3
4
21
84.3
ClC1=C(NN=C1)C1CNC1
Clc1cn[nH]c1C1CNC1
false
CC1CCCC1C1CCC1
c1cc(C2CNC2)[nH]n1
157.604
39.2084
0.7499
2
2
18
40.71
CC1NNC(=S)NOC1C
CC1NNC(=S)NOC1C
true
CC1CCC(C)C(C)CC1
S=C1NNCCON1
161.23
42.0141
-0.3227
3
3
21
45.32
O=S1(=O)NN2CC2C1C#C
C#CC1C2CN2NS1(=O)=O
false
CCC1C2CC2CC1(C)C
O=S1(=O)CC2CN2N1
158.182
35.1705
-1.4796
3
1
16
49.18
COCC(NC(N)=S)=NC
CN=C(COC)NC(N)=S
false
CCCC(CC)CC(C)C
161.23
45.1561
-0.5057
3
2
21
59.64
NN1C2CC(C2)N(O)C1=S
NN1C(=S)N(O)C2CC1C2
false
CC1C2CC(C2)C(C)C1C
S=C1NC2CC(C2)N1
159.214
39.0599
-0.3172
3
2
19
52.73
CCC(C)N(NC)C(N)=S
CCC(C)N(NC)C(N)=S
true
CCC(C)C(CC)C(C)C
161.274
47.4371
0.4649
2
2
25
41.29
CCNC1=NSC(CO)=C1
CCNc1cc(CO)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
158.226
42.2005
1.0672
4
2
20
45.15
CN1C=C(Cl)C(=O)C=C1N
Cn1cc(Cl)c(=O)cc1N
false
CC1CC(C)C(C)CC1C
O=c1cc[nH]cc1
158.588
41.1054
0.6209
3
1
17
48.02
O=S(=O)(C#C)N1CC1C#C
C#CC1CN1S(=O)(=O)C#C
false
CCC1CC1C(C)(C)CC
C1CN1
155.178
37.0798
-0.7757
2
0
15
37.15
OC1=CC2=C(N=CS2)N=N1
Oc1cc2scnc2nn1
false
CC1CCC2CCCC2C1
c1cc2scnc2nn1
153.166
36.8748
0.7919
5
1
13
58.9
C1CC=C(O1)C1=CSC=C1
C1=C(c2ccsc2)OCC1
false
C1CCC(C2CCCC2)C1
C1=C(c2ccsc2)OCC1
152.218
42.865
2.5093
2
0
18
9.23
OC(CC1=NSN=N1)C=C
C=CC(O)Cc1nnsn1
false
CCC(C)CC1CCCC1
c1nnsn1
157.198
37.6118
0.0225
5
1
17
58.9
NC1C=CC(NC(N)=S)=C1
NC(=S)NC1=CC(N)C=C1
false
CC(C)CC1CCC(C)C1
C1=CCC=C1
155.226
45.1195
-0.3994
2
3
19
64.07
CC(C)C1=CC(=O)N(O)S1
CC(C)c1cc(=O)n(O)s1
false
CC(C)C1CC(C)C(C)C1
O=c1ccs[nH]1
159.21
39.8525
1.2705
4
1
19
42.23
O=S1(=O)NCCCC11CC1
O=S1(=O)NCCCC12CC2
false
CC1(C)CCCCC12CC2
O=S1(=O)NCCCC12CC2
161.226
38.1215
0.2322
2
1
21
46.17
CC1=CSC2=C1C(=O)OC2
Cc1csc2c1C(=O)OC2
false
CC1CCC2CCC(C)C12
O=C1OCc2sccc21
154.19
38.1755
1.72692
3
0
16
26.3
OCCCC1=C(Cl)C=CN1
OCCCc1[nH]ccc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
159.616
41.2095
1.593
1
2
20
36.02
CC(=C)CNS(=O)(=O)NO
C=C(C)CNS(=O)(=O)NO
false
CCC(C)(C)CCC(C)C
166.202
36.6587
-0.6243
3
3
20
78.43
NNS(=O)(=O)C1=CCCO1
NNS(=O)(=O)C1=CCCO1
true
CCC(C)(C)C1CCCC1
C1=COCC1
164.186
34.8949
-0.9588
4
2
18
81.42
OCCC1CC2=CSN=C12
OCCC1Cc2csnc21
false
CCCC1CC2CCCC12
c1snc2c1CC2
155.222
40.2618
1.1652
3
1
19
33.12
C=C1CC(=CS1(=O)=O)C#N
C=C1CC(C#N)=CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
C=C1CC=CS1(=O)=O
155.178
36.3728
0.72608
3
0
15
57.93
N=C1NC2=C(S1)C(=O)C=C2
N=c1[nH]c2c(s1)C(=O)C=C2
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2c(s1)C(=O)C=C2
152.178
37.8889
0.76517
3
2
14
56.71
NN=CC1=NC=C(S1)C=C
C=Cc1cnc(C=NN)s1
false
CCCC1CCC(CC)C1
c1cscn1
153.21
43.9864
1.0787
4
1
17
51.27
CC1=NN=C2SN(O)C=C12
Cc1nnc2sn(O)cc1-2
false
CC1CC2CCC(C)C2C1
c1nnc2s[nH]cc1-2
155.182
36.4425
0.99012
5
1
15
50.94
NC(=S)N(CC#C)C=NO
C#CCN(C=NO)C(N)=S
false
CCCC(CCC)C(C)C
157.198
42.6029
-0.4173
3
2
17
61.85
CC1=CC=C2N1SN=C2C
Cc1nsn2c(C)ccc12
false
CC1CCC2C(C)CCC12
c1cc2cnsn2c1
152.222
42.543
2.01264
3
0
18
17.3
NCC1=C(CCO)C=CS1
NCc1sccc1CCO
false
CCCC1CCCC1CC
c1ccsc1
157.238
43.0002
0.7416
3
2
21
46.25
NS(=O)(=O)C(=O)C1CCC1
NS(=O)(=O)C(=O)C1CCC1
true
CC(C1CCC1)C(C)(C)C
C1CCC1
163.198
35.4552
-0.3984
3
1
19
77.23
CC1=CNC(S1)=NCC=C
C=CCN=c1[nH]cc(C)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
154.238
44.0337
1.47132
2
1
20
28.15
NCC1(O)C2NC(=S)NC12
NCC1(O)C2NC(=S)NC21
false
CCC1(C)C2CC(C)CC21
S=C1NC2CC2N1
159.214
40.4496
-2.0953
3
4
19
70.31
N=C1N(CC#C)NSC1=O
C#CCn1[nH]sc(=O)c1=N
false
CCCC1CCC(C)C1C
N=c1[nH][nH]sc1=O
155.182
37.6174
-0.64943
4
2
15
61.64
N#CC=CNC1=CSC=C1
N#CC=CNc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
150.206
42.6947
2.19728
3
1
16
35.82
CC#CC#CS(=O)(=O)C#N
CC#CC#CS(=O)(=O)C#N
true
CCCCCC(C)(C)CC
153.162
35.7588
-0.13352
3
0
13
57.93
CC1ON=CC2=C1SN=C2
CC1ON=Cc2cnsc21
false
CC1CCCC2CCCC12
C1=NOCc2sncc21
154.194
39.208
1.5682
4
0
16
34.48
OCC1CC11CNC(=S)N1
OCC1CC12CNC(=S)N2
false
CCC1CC12CCC(C)C2
S=C1NCC2(CC2)N1
158.226
41.6602
-0.7849
2
3
20
44.29
CC1=COCC2=C1N=NS2
CC1=COCc2snnc21
false
CC1CCCC2CCCC12
C1=Cc2nnsc2CO1
154.194
38.349
1.4291
4
0
16
35.01
CC(=O)OC1=CSC(C)=C1
CC(=O)Oc1csc(C)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
156.206
40.365
1.98182
3
0
18
26.3
N=C(NS(=O)(=O)C=O)C#C
C#CC(=N)NS(=O)(=O)C=O
false
CCC(C)CC(C)(C)CC
160.154
35.3657
-1.29353
4
2
14
87.09
CCC#CS(=O)(=O)NN=C
C=NNS(=O)(=O)C#CCC
false
CCCCC(C)(C)CCC
160.198
39.6715
-0.1077
3
1
18
58.53