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
CC#CC1=C(Cl)C(=N)SN1
CC#Cc1[nH]sc(=N)c1Cl
false
CCCC1CCC(C)C1C
N=c1cc[nH]s1
172.64
42.0864
1.58047
2
2
15
39.64
CCC#CCN(C)C(N)=S
CCC#CCN(C)C(N)=S
true
CCCCCC(C)C(C)C
156.254
47.4824
0.5752
1
1
22
29.26
CON1SC(=O)C(C=C)=C1
C=Cc1cn(OC)sc1=O
false
CCC1CC(C)C(CC)C1
O=c1cc[nH]s1
157.194
41.174
0.6112
4
0
17
31.23
CC(=O)C1=C(C)SC=C1C
CC(=O)c1c(C)csc1C
false
CC(C)C1C(C)CCC1C
c1ccsc1
154.234
43.7975
2.56754
2
0
20
17.07
COC1=CC2=C(NCC2)S1
COc1cc2c(s1)NCC2
false
CCC1CC2CCCC2C1
c1cc2c(s1)NCC2
155.222
43.0647
1.7247
3
1
19
21.26
CCC(O)CC1=NSC=N1
CCC(O)Cc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
158.226
39.9108
0.8515
4
1
20
46.01
NCC=CCN(O)C(N)=S
NCC=CCN(O)C(N)=S
true
CCCCCC(C)C(C)C
161.23
43.4723
-0.5639
3
3
21
75.51
O=S1(=O)NC2=CCOC2=C1
O=S1(=O)C=C2OCC=C2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2OCC=C2N1
159.166
34.1735
-0.3251
3
1
15
55.4
CCCC1(C)CCS1(=O)=O
CCCC1(C)CCS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CCC1
162.254
41.7168
1.3637
2
0
24
34.14
NC(=S)N1N=CC=C1CO
NC(=S)n1nccc1CO
false
CCC1CCCC1C(C)C
c1cn[nH]c1
157.198
40.3332
-0.5329
4
2
17
64.07
O=S1(=O)NC=NC1=CC#N
N#CC=C1N=CNS1(=O)=O
false
CCCC1CCCC1(C)C
C=C1N=CNS1(=O)=O
157.154
34.2435
-0.68732
4
1
13
82.32
CNC(=S)NC(=C)OC=C
C=COC(=C)NC(=S)NC
false
CCCC(C)CC(C)CC
158.226
45.2154
0.7116
2
2
20
33.29
CC1=CC(=CS1)C(N)CN
Cc1cc(C(N)CN)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.254
45.0388
1.01502
3
2
22
52.04
CC#CC(=O)CS(C)(=O)=O
CC#CC(=O)CS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
160.194
38.1678
-0.3766
3
0
18
51.21
N=C1OC=C2N1CS2(=O)=O
N=c1occ2n1CS2(=O)=O
false
CC1CCC2C1CC2(C)C
N=c1occ2n1CS2(=O)=O
160.154
29.7385
-0.69463
5
1
14
76.06
CNCC(=O)C1=NSC=C1
CNCC(=O)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
156.21
40.3712
0.5452
4
1
18
41.99
COC(C)S(=O)(=O)OC=C
C=COS(=O)(=O)C(C)OC
false
CCCC(C)(C)C(C)CC
166.198
36.6728
0.4687
4
0
20
52.6
CC(O)C#CC1=NSC=N1
CC(O)C#Cc1ncsn1
false
CC(C)CCC1CCCC1
c1ncsn1
154.194
38.4678
0.2704
4
1
16
46.01
ClC1=CN=NC2=C1N=CS2
Clc1cnnc2scnc12
false
CC1CCCC2CCCC12
c1cc2ncsc2nn1
171.612
40.22
1.7397
4
0
12
38.67
COCC1=C2CCC2=CS1
COCc1scc2c1CC2
false
CCCC1CCC2CCC12
c1scc2c1CC2
154.234
42.44
1.9931
2
0
20
9.23
CN1CC(=C)COS1(=O)=O
C=C1COS(=O)(=O)N(C)C1
false
CC1CCC(C)(C)C(C)C1
C=C1CNS(=O)(=O)OC1
163.198
36.6418
-0.2506
3
0
19
46.61
ClC1=CN=C2NCCC2=C1
Clc1cnc2c(c1)CCN2
false
CC1CCC2CCCC2C1
c1cnc2c(c1)CCN2
154.6
41.4407
1.703
2
1
17
24.92
CC1=CC(=NN1)S(C)(=O)=O
Cc1cc(S(C)(=O)=O)n[nH]1
false
CC1CCC(C(C)(C)C)C1
c1cn[nH]c1
160.198
36.4345
0.12162
3
1
18
62.82
CCCCNS(=O)(=O)NN
CCCCNS(=O)(=O)NN
true
CCCCCC(C)(C)CC
167.234
39.1536
-0.9158
3
3
23
84.22
C=CCS(=O)(=O)C#CC=O
C=CCS(=O)(=O)C#CC=O
true
CCCCC(C)(C)CCC
158.178
37.8238
-0.253
3
0
16
51.21
CCNC(=S)N1CCC=C1
CCNC(=S)N1C=CCC1
false
CCCC(C)C1CCCC1
C1=CNCC1
156.254
46.7377
1.1002
1
1
22
15.27
CS(=O)(=O)C12CC(C1)CN2
CS(=O)(=O)C12CC(CN1)C2
false
CC(C)(C)C12CCC(C1)C2
C1NC2CC1C2
161.226
38.3015
-0.2595
3
1
21
46.17
C=CC1(CS(=O)(=O)N1)C#N
C=CC1(C#N)CS(=O)(=O)N1
false
CCC1(CC)CC(C)(C)C1
O=S1(=O)CCN1
158.182
35.4635
-0.63222
3
1
16
69.96
CC1(CCC1)NS(C)(=O)=O
CC1(NS(C)(=O)=O)CCC1
false
CC(C)(C)CC1(C)CCC1
C1CCC1
163.242
40.2355
0.4782
2
1
23
46.17
CN=CN(CC#N)C(N)=S
CN=CN(CC#N)C(N)=S
true
CCCC(CCC)C(C)C
156.214
43.5204
-0.28632
3
1
18
65.41
COC1=C(C)SC(CN)=N1
COc1nc(CN)sc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
158.226
41.2944
0.91882
4
1
20
48.14
ClC1=CNC2=C1NCC2=C
C=C1CNc2c(Cl)c[nH]c21
false
CC1CCC2C(C)CCC12
C=C1CNc2cc[nH]c21
154.6
43.3264
2.1068
1
2
17
27.82
C=C(CC1=NSC=N1)C#N
C=C(C#N)Cc1ncsn1
false
CCC(C)CC1CCCC1
c1ncsn1
151.194
38.366
1.16038
4
0
15
49.57
CC1NC(=N)C2=C1C=CS2
CC1NC(=N)c2sccc21
false
CC1CC(C)C2CCCC12
N=C1NCc2ccsc21
152.222
42.6984
1.73767
2
2
18
35.88
CC1=NC(CCC#N)=NS1
Cc1nc(CCC#N)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
153.21
38.58
1.3027
4
0
17
49.57
COS(=O)(=O)C=CC(C)=O
COS(=O)(=O)C=CC(C)=O
true
CCC(C)(C)CCC(C)C
164.182
35.7498
0.0653
4
0
18
60.44
O=S1(=O)C=C(C#C)C2OC12
C#CC1=CS(=O)(=O)C2OC12
false
CCC1CC(C)(C)C2CC12
O=S1(=O)C=CC2OC21
156.162
34.4968
-0.3432
3
0
14
46.67
OCC12CN1C(=S)N1CC21
OCC12CN1C(=S)N1CC12
false
CCC12CC1C(C)C1CC12
S=C1N2CC2C2CN12
156.21
39.6148
-0.9842
2
1
18
26.25
COC1=CC(C=CC)=CS1
CC=Cc1csc(OC)c1
false
CCCC1CCC(CC)C1
c1ccsc1
154.234
45.579
2.7898
2
0
20
9.23
CNCC(C)=CNC(N)=S
CNCC(C)=CNC(N)=S
true
CCCC(C)CCC(C)C
159.258
47.6048
-0.0572
2
3
23
50.08
CCN1C2CC(C2)S1(=O)=O
CCN1C2CC(C2)S1(=O)=O
true
CCC1C2CC(C2)C1(C)C
O=S1(=O)NC2CC1C2
161.226
38.1098
0.1827
2
0
21
37.38
OCCC1=NSC(=N1)C#C
C#Cc1nc(CCO)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
154.194
38.6338
0.0542
4
1
16
46.01
NC1=CSC(=O)N1C1CC1
Nc1csc(=O)n1C1CC1
false
CC1CCC(C)C1C1CC1
O=c1sccn1C1CC1
156.21
41.2624
0.8269
4
1
18
48.02
CC(C=C)=CC1=NC=CS1
C=CC(C)=Cc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
151.234
45.962
2.7324
2
0
19
12.89
O=C1NC(=NS1)C1CCC1
O=c1[nH]c(C2CCC2)ns1
false
CC1CCC(C2CCC2)C1
O=c1[nH]c(C2CCC2)ns1
156.21
39.3267
1.0989
3
1
18
45.75
CN1C(=O)CC=CNC1=S
CN1C(=O)CC=CNC1=S
true
CC1CCCCC(C)C1C
O=C1CC=CNC(=S)N1
156.21
42.2607
0.2367
2
1
18
32.34
CC1=NNS(=O)(=O)C(=C)O1
C=C1OC(C)=NNS1(=O)=O
false
CC1CCC(C)(C)C(C)C1
C=C1OC=NNS1(=O)=O
162.17
35.3895
-0.2594
4
1
16
67.76
ClC1=COC=C1C(=O)C#C
C#CC(=O)c1cocc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
154.552
36.8815
1.7489
2
0
13
30.21
S=C1NCC23CC2CNN13
S=C1NCC23CC2CNN13
true
CC1CCC23CC2CCC13
S=C1NCC23CC2CNN13
155.226
41.2804
-0.5466
2
2
19
27.3
C=CC#CC1=CNC(=O)S1
C=CC#Cc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
151.19
42.0147
0.9739
2
1
15
32.86
CC1=CSC2=NC(=O)CN12
CC1=CSC2=NC(=O)CN12
true
CC1CC2CCC(C)C2C1
O=C1CN2C=CSC2=N1
154.194
40.496
0.7927
3
0
16
32.67
O=S(=O)(NCCC#N)C#C
C#CS(=O)(=O)NCCC#N
false
CCCCCC(C)(C)CC
158.182
35.9855
-0.58982
3
1
16
69.96
CCC1=C2C=CSC2=CS1
CCc1scc2sccc12
false
CCC1CCC2CCCC12
c1cc2cscc2s1
168.286
49.08
3.5252
2
0
18
0
CN(C)S(=O)(=O)C=NN=C
C=NN=CS(=O)(=O)N(C)C
false
CCCCC(C)(C)C(C)C
163.202
40.6478
-0.4783
4
0
19
62.1
NC=C1CCN(O)S1(=O)=O
NC=C1CCN(O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1CCNS1(=O)=O
164.186
34.2997
-0.7888
4
2
18
83.63
ClC1=CC=COC1=NN=C
C=NN=c1occcc1Cl
false
CCCC1CCCCC1C
N=c1cccco1
156.572
38.83
1.4493
3
0
15
37.86
O=C1CC2=C(NN1)N=CS2
O=C1Cc2scnc2NN1
false
CC1CCC2CCCC2C1
O=C1Cc2scnc2NN1
155.182
37.5834
0.1423
4
2
15
54.02
CC1=NS(=O)(=O)C(=N1)C#C
C#CC1=NC(C)=NS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=NC=N1
156.166
38.2968
-0.2201
3
0
14
58.86
COC(C)(C=C)S(N)(=O)=O
C=CC(C)(OC)S(N)(=O)=O
false
CCC(C)(CC)C(C)(C)C
165.214
38.7182
-0.1765
3
1
21
69.39
NC(=N)C1=CC(Cl)=CN1O
N=C(N)c1cc(Cl)cn1O
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
159.576
37.6426
0.66287
3
3
16
75.03
CC1CC2=CSC(C#N)=C12
CC1Cc2csc(C#N)c21
false
CCC1CCC2CC(C)C12
c1scc2c1CC2
149.218
41.153
2.27938
2
0
17
23.79
COC(CN)C1=CC=CS1
COC(CN)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
157.238
43.1234
1.3943
3
1
21
35.25
NC1C2CCC1NC(=S)N2
NC1C2CCC1NC(=S)N2
true
CC1CC2CCC(C1)C2C
S=C1NC2CCC(C2)N1
157.242
43.6548
-0.6776
2
3
21
50.08
ONC(=S)NC=CC1CN1
ONC(=S)NC=CC1CN1
true
CCC(C)CCCC1CC1
C1CN1
159.214
41.5866
-0.6748
3
4
19
66.23
CN(C)C1=NSC(C=O)=C1
CN(C)c1cc(C=O)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
156.21
41.8285
1.0216
4
0
18
33.2
CC(=C)C1=NSC(O)=C1C
C=C(C)c1nsc(O)c1C
false
CC(C)C1CCC(C)C1C
c1cnsc1
155.222
43.2238
2.19022
3
1
19
33.12
CC1CS(=O)(=O)C(=N)N1C
CC1CS(=O)(=O)C(=N)N1C
true
CC1CC(C)(C)C(C)C1C
N=C1NCCS1(=O)=O
162.214
38.7385
-0.33013
3
1
20
61.23
ON=CC#CC1=CSC=N1
ON=CC#Cc1cscn1
false
CCCCCC1CCCC1
c1cscn1
152.178
39.2705
0.9546
4
1
14
45.48
CC#CS(=O)(=O)CC(N)=N
CC#CS(=O)(=O)CC(=N)N
false
CCCC(C)(C)CC(C)C
160.198
39.1509
-0.68203
3
2
18
84.01
CC1=C(C=NS1)C(N)CN
Cc1sncc1C(N)CN
false
CCC(C)C1CCCC1C
c1cnsc1
157.242
42.8338
0.41002
4
2
21
64.93
CN1C2CC(C)(C2)NC1=S
CN1C(=S)NC2(C)CC1C2
false
CC1CC2(C)CC(C2)C1C
S=C1NC2CC(C2)N1
156.254
44.9237
0.7274
1
1
22
15.27
CC(CN)C1=CC(Cl)=CS1
CC(CN)c1cc(Cl)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
175.684
46.7984
2.4637
2
1
20
26.02
O=S1(=O)ON=CC1N1CC1
O=S1(=O)ON=CC1N1CC1
true
CC1(C)CCCC1C1CC1
O=S1(=O)ON=CC1N1CC1
162.17
33.8578
-1.0261
5
0
16
58.74
NN1C=C2NC(=O)SC2=C1
Nn1cc2[nH]c(=O)sc2c1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2c[nH]cc2s1
155.182
40.5861
0.1049
4
2
15
63.81
CNC=NC1=COC=C1Cl
CNC=Nc1cocc1Cl
false
CCCCC1CCCC1C
c1ccoc1
158.588
40.9297
1.8122
2
1
17
37.53
CNC1=CC(C=C)=C(N)S1
C=Cc1cc(NC)sc1N
false
CCC1CC(C)C(CC)C1
c1ccsc1
154.238
48.3691
2.015
3
2
20
38.05
CC(=C(N)C=C)S(C)(=O)=O
C=CC(N)=C(C)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
161.226
41.9282
0.4072
3
1
21
60.16
CC=CC1=CC(C=C)=NS1
C=Cc1cc(C=CC)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
151.234
46.913
2.8192
2
0
19
12.89
CC(=C)C(O)C1=CC=NS1
C=C(C)C(O)c1ccns1
false
CC(C)C(C)C1CCCC1
c1cnsc1
155.222
41.8878
1.7526
3
1
19
33.12
CCNNS(=O)(=O)NC=C
C=CNS(=O)(=O)NNCC
false
CCCCC(C)(C)CCC
165.218
39.0649
-0.9216
3
3
21
70.23
OC1CS(=O)(=O)C2CC1N2
O=S1(=O)CC(O)C2CC1N2
false
CC1CC(C)(C)C2CC1C2
O=S1(=O)CCC2CC1N2
163.198
35.1223
-1.5363
4
2
19
66.4
CC1=C(C)S(=O)(=O)COC1
CC1=C(C)S(=O)(=O)COC1
true
CC1CCCC(C)(C)C1C
O=S1(=O)C=CCOC1
162.21
38.1128
0.6828
3
0
20
43.37
O=C1NC(NCC#C)=CS1
C#CCNc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
154.194
42.2624
0.4815
3
2
16
44.89
C=CN1C(=N)OCS1(=O)=O
C=CN1C(=N)OCS1(=O)=O
true
CCC1C(C)CCC1(C)C
N=C1NS(=O)(=O)CO1
162.17
34.6345
-0.31583
4
1
16
70.46
NC12CNC1COS2(=O)=O
NC12CNC1COS2(=O)=O
true
CC1(C)CCC2CCC21C
O=S1(=O)OCC2NCC21
164.186
33.5809
-2.0268
5
2
18
81.42
NCC1=C2OCCC2=CS1
NCc1scc2c1OCC2
false
CCC1CCC2CCCC12
c1scc2c1CCO2
155.222
41.4094
1.1417
3
1
19
35.25
CC1(CNS(C)(=O)=O)CN1
CC1(CNS(C)(=O)=O)CN1
true
CC(C)(C)CCC1(C)CC1
C1CN1
164.23
39.2542
-1.1025
3
2
22
68.11
CNC(=S)N(O)CCC#C
C#CCCN(O)C(=S)NC
false
CCCCC(C)C(C)CC
158.226
43.6002
0.2052
2
2
20
35.5
OC1C2CC1S(=O)(=O)C=C2
O=S1(=O)C=CC2CC1C2O
false
CC1C2CCC(C)(C)C1C2
O=S1(=O)C=CC2CC1C2
160.194
35.9616
-0.3221
3
1
18
54.37
CC=C(C#C)C1=NSN=C1
C#CC(=CC)c1cnsn1
false
CCC(CC)C1CCCC1
c1cnsn1
150.206
42.393
1.5746
3
0
16
25.78
N=C(C#C)N1C=CSC1=O
C#CC(=N)n1ccsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]ccs1
152.178
40.5367
0.36837
4
1
14
45.85
CCCS(=O)(=O)C=COC
CCCS(=O)(=O)C=COC
true
CCCCC(C)(C)CCC
164.226
40.2268
0.9288
3
0
22
43.37
C=CC1=NSC=C1N1CC1
C=Cc1nscc1N1CC1
false
CCC1CCCC1C1CC1
c1nscc1N1CC1
152.222
44.418
1.6061
3
0
18
15.9
ClC1=CN=NC2=CSN=C12
Clc1cnnc2csnc12
false
CC1CCCC2CCCC12
c1cc2nscc2nn1
171.612
40.22
1.7397
4
0
12
38.67
CN=CN=C(N)S(C)(=O)=O
CN=CN=C(N)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
163.202
40.8822
-0.9962
3
1
19
84.88
COC(=O)C1=CSC(C)=C1
COC(=O)c1csc(C)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.206
40.3955
1.84312
3
0
18
26.3
OC1=CC2=CC(Cl)=CN2N1
Oc1cc2cc(Cl)cn2[nH]1
false
CC1CC2CC(C)CC2C1
c1cc2cc[nH]n2c1
156.572
38.4225
1.6264
2
2
15
40.43
CN1C(CNNC1=S)C#N
CN1C(=S)NNCC1C#N
false
CCC1CCCC(C)C1C
S=C1NCCNN1
156.214
40.9004
-0.79692
3
2
18
51.09
CC(=O)NC1=CSC=C1Cl
CC(=O)Nc1cscc1Cl
false
CC(C)CC1CCCC1C
c1ccsc1
175.64
43.6327
2.3599
2
1
16
29.1
O=S1(=O)C2CNC1C=NO2
O=S1(=O)C2C=NOC1CN2
false
CC1(C)C2CCCC1CC2
O=S1(=O)C2C=NOC1CN2
162.17
34.0755
-1.3274
5
1
16
67.76