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
S=C1NC2C3CC(N3)C2N1
S=C1NC2C3CC(N3)C2N1
true
CC1CC2C3CC(C3)C2C1
S=C1NC2C3CC(N3)C2N1
155.226
41.7741
-1.0546
2
3
19
36.09
OCC1C=CS(=O)(=O)C1=C
C=C1C(CO)C=CS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1CC=CS1(=O)=O
160.194
37.7756
0.0507
3
1
18
54.37
CNC(=O)CC1=NN=CS1
CNC(=O)Cc1nncs1
false
CCC(C)CC1CCCC1
c1nncs1
157.198
37.6797
-0.1734
4
1
17
54.88
CC#CC1=C(Cl)C(=O)ON1
CC#Cc1[nH]oc(=O)c1Cl
false
CCCC1CCC(C)C1C
O=c1cc[nH]o1
157.556
36.8907
0.9927
2
1
14
46
CC1=CC(=O)N=CC=C1Cl
Cc1cc(=O)nccc1Cl
false
CC1CCCC(C)C(C)C1
O=c1cccccn1
155.584
40.254
1.40362
2
0
16
29.96
NC1=CSC=C1C#CC=C
C=CC#Cc1cscc1N
false
CCCCC1CCCC1C
c1ccsc1
149.218
45.8064
1.8678
2
1
17
26.02
NC1CON2C=CC(Cl)=C12
NC1COn2ccc(Cl)c21
false
CC1CCC2CCC(C)C12
c1cc2n(c1)OCC2
158.588
37.8174
0.5835
3
1
17
40.18
NN=CC1=COS(=O)(=O)C1
NN=CC1=COS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CO1
162.17
35.6342
-0.8252
5
1
16
81.75
C=CC1=C(NC=N)SC=N1
C=Cc1ncsc1NC=N
false
CCCC1CCCC1CC
c1cscn1
153.21
44.6114
1.80507
3
2
17
48.77
OC12CC(C1)C1=C2SC=N1
OC12CC(C1)c1ncsc12
false
CC12CC(C1)C1CCCC12
c1nc2c(s1)C1CC2C1
153.206
37.9858
1.2217
3
1
17
33.12
ClC1=CNC=C(C#C)C1=O
C#Cc1c[nH]cc(Cl)c1=O
false
CCC1CCCC(C)C1C
O=c1cc[nH]cc1
153.568
40.0077
1.0096
1
1
14
32.86
COC1=CNSC1=NN=C
C=NN=c1s[nH]cc1OC
false
CCCC1CCCC1CC
N=c1cc[nH]s1
157.198
40.3337
0.6011
4
1
17
49.74
CC(=C)COS(=O)(=O)C#N
C=C(C)COS(=O)(=O)C#N
false
CCC(C)(C)CCC(C)C
161.182
35.2988
0.38998
4
0
17
67.16
NC1=COC(N2CC2)=C1Cl
Nc1coc(N2CC2)c1Cl
false
CC1CCC(C2CC2)C1C
c1coc(N2CC2)c1
158.588
40.3434
1.3352
3
1
17
42.17
CCOC1=CC=NS1(=O)=O
CCOC1=CC=NS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CC=N1
161.182
37.1208
0.2785
3
0
17
55.73
O=C1SC=C2CC=CCN12
O=c1scc2n1CC=CC2
false
CC1CCC2CCCCC12
O=c1scc2n1CC=CC2
153.206
41.423
1.0221
3
0
17
22
COCC1=C(O)C(N)=CS1
COCc1scc(N)c1O
false
CCCC1CCC(C)C1C
c1ccsc1
159.21
41.1092
1.1823
4
2
19
55.48
CC=C(C#C)C1=CSC=N1
C#CC(=CC)c1cscn1
false
CCC(CC)C1CCCC1
c1cscn1
149.218
44.598
2.1796
2
0
17
12.89
C=COCCC1=NSC=C1
C=COCCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
155.222
41.967
1.8457
3
0
19
22.12
CNS(=O)(=O)N(N)CC=C
C=CCN(N)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
165.218
39.0699
-1.1877
3
2
21
75.43
OCC1=CC2=C(O1)C=NS2
OCc1cc2sncc2o1
false
CCC1CC2CCCC2C1
c1cc2sncc2o1
155.178
37.8088
1.3816
4
1
15
46.26
CC1=CNC(=S)NNCC1
CC1=CNC(=S)NNCC1
true
CC1CCCCC(C)CC1
S=C1NC=CCCNN1
157.242
45.2461
0.2626
2
3
21
36.09
NC1=NNC2=C1C(Cl)=CO2
Nc1n[nH]c2occ(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cn[nH]c2o1
157.56
37.7821
1.3915
3
2
14
67.84
O=S1(=O)NC2=CC=CN=C12
O=S1(=O)Nc2cccnc21
false
CC1(C)CC2CCCCC21
O=S1(=O)Nc2cccnc21
156.166
35.0455
0.1958
3
1
14
59.06
O=COC=CC1=CSN=C1
O=COC=Cc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
155.178
38.297
1.2868
4
0
15
39.19
N#CC1=NC2=C(N1)SC=C2
N#Cc1nc2ccsc2[nH]1
false
CCC1CC2CCCC2C1
c1nc2ccsc2[nH]1
149.178
38.6857
1.49608
3
1
13
52.47
O=C1CNN2C=CSC2=N1
O=C1CNN2C=CSC2=N1
true
CC1CCC2CCCC2C1
O=C1CNN2C=CSC2=N1
155.182
39.0147
-0.0928
4
1
15
44.7
CCC1OCC2=CSN=C12
CCC1OCc2csnc21
false
CCC1CCC2CCCC12
c1snc2c1COC2
155.222
39.935
2.1244
3
0
19
22.12
CCC1CS(=O)(=O)N(C)N1
CCC1CS(=O)(=O)N(C)N1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCNN1
164.23
38.7645
-0.4552
3
1
22
49.41
O=S1(=O)CC2CNCCC12
O=S1(=O)CC2CNCCC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2CNCCC21
161.226
38.5515
-0.6071
3
1
21
46.17
CCNC(=S)N(C)C(C)=O
CCNC(=S)N(C)C(C)=O
true
CCCC(C)C(C)C(C)C
160.242
44.7187
0.3591
2
1
22
32.34
NN1C(N)=CC=C(Cl)C1=O
Nc1ccc(Cl)c(=O)n1N
false
CC1CCC(C)C(C)C1C
O=c1cccc[nH]1
159.576
40.2748
-0.2023
4
2
16
74.04
CC1=C(SC=C1)C(O)CO
Cc1ccsc1C(O)CO
false
CCC(C)C1CCCC1C
c1ccsc1
158.222
41.1016
1.08222
3
2
20
40.46
CCC(O)C1=NN=C(N)S1
CCC(O)c1nnc(N)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
159.214
39.5722
0.5637
5
2
19
72.03
CCCC1=NN(C)SC1=O
CCCc1nn(C)sc1=O
false
CCCC1CC(C)CC1C
O=c1cn[nH]s1
158.226
41.35
0.7943
4
0
20
34.89
CC1=NC(=CS1(=O)=O)C#N
CC1=NC(C#N)=CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)C=CN=C1
156.166
35.7248
0.19818
4
0
14
70.29
CN1NC2=C(SC=N2)C1=O
Cn1[nH]c2ncsc2c1=O
false
CC1CC2CCCC2C1C
O=c1[nH][nH]c2ncsc12
155.182
39.2117
0.3231
4
1
15
50.68
OS(=O)(=O)C(C#C)N1CC1
C#CC(N1CC1)S(=O)(=O)O
false
CCC(C1CC1)C(C)(C)C
C1CN1
161.182
35.7426
-0.8509
3
1
17
57.38
C=C(C1CN1)C1=CSN=C1
C=C(c1cnsc1)C1CN1
false
CC(C1CCCC1)C1CC1
C=C(c1cnsc1)C1CN1
152.222
42.9387
1.1281
3
1
18
34.83
C=CC1=CC2=CSN=C2N1
C=Cc1cc2csnc2[nH]1
false
CCC1CC2CCCC2C1
c1cc2csnc2[nH]1
150.206
44.0617
2.2674
2
1
16
28.68
CN1C=C(O)C(Cl)=C1C#C
C#Cc1c(Cl)c(O)cn1C
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
155.584
40.0228
1.3654
2
1
16
25.16
COC=COC1=CSN=C1
COC=COc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
157.194
38.891
1.6395
4
0
17
31.35
CC(CN)(NC(N)=S)C=C
C=CC(C)(CN)NC(N)=S
false
CCC(C)(CC)CC(C)C
159.258
47.5775
-0.277
2
3
23
64.07
S1C=NC(=C1)C1=CC=CS1
c1csc(-c2cscn2)c1
false
C1CCC(C2CCCC2)C1
c1csc(-c2cscn2)c1
167.258
45.427
2.8716
3
0
15
12.89
COCCS(=O)(=O)C(N)=N
COCCS(=O)(=O)C(=N)N
false
CCCCC(C)(C)C(C)C
166.202
37.5769
-1.05893
4
2
20
93.24
S=C1NNC2CCC=C2N1
S=C1NNC2CCC=C2N1
true
CC1CCC2CCCC2C1
S=C1NNC2CCC=C2N1
155.226
43.1101
0.015
2
3
19
36.09
CCC1=CSN(C=N)C1=O
CCc1csn(C=N)c1=O
false
CCC1CCC(CC)C1C
O=c1ccs[nH]1
156.21
42.1387
0.92737
4
1
18
45.85
C=C1NS(=O)(=O)CC2NC12
C=C1NS(=O)(=O)CC2NC12
true
CC1CC(C)(C)CC2CC12
C=C1NS(=O)(=O)CC2NC12
160.198
36.7742
-1.2265
3
2
18
68.11
O=CC12CC1NNS2(=O)=O
O=CC12CC1NNS2(=O)=O
true
CCC12CC1CCC2(C)C
O=S1(=O)NNC2CC21
162.17
32.3912
-1.866
4
2
16
75.27
CS(=O)(=O)OCCC1CO1
CS(=O)(=O)OCCC1CO1
true
CC(C)(C)CCCC1CC1
C1CO1
166.198
35.1528
-0.2485
4
0
20
55.9
NC(=S)N1OCCCN=C1
NC(=S)N1C=NCCCO1
false
CC(C)C1CCCCCC1
C1=NCCCON1
159.214
42.5524
-0.1044
3
1
19
50.85
C=C1CC2=C(O1)SC(=O)N2
C=C1Cc2[nH]c(=O)sc2O1
false
CC1CC2CC(C)CC2C1
C=C1Cc2[nH]c(=O)sc2O1
155.178
38.4117
0.885
3
1
15
42.09
ClC1=C(OC(=N)N=C1)C=C
C=Cc1oc(=N)ncc1Cl
false
CCC1CC(C)CCC1C
N=c1nccco1
156.572
37.4587
1.45047
3
1
15
49.88
CC1(C)CS(=O)(=O)C1C#N
CC1(C)CS(=O)(=O)C1C#N
true
CCC1C(C)(C)CC1(C)C
O=S1(=O)CCC1
159.21
36.9688
0.33318
3
0
19
57.93
CC=CC1CN1C(=S)NN
CC=CC1CN1C(=S)NN
true
CCCC1CC1C(C)CC
C1CN1
157.242
45.2291
-0.0051
2
2
21
41.06
NC1=NC2=C(S1)N1CC2C1
Nc1nc2c(s1)N1CC2C1
false
CC1CC2C3CC(C3)C2C1
c1nc2c(s1)N1CC2C1
153.21
41.4804
0.6425
4
1
17
42.15
COC1=CC(Cl)=CC(N)=N1
COc1cc(Cl)cc(N)n1
false
CCC1CC(C)CC(C)C1
c1ccncc1
158.588
40.2114
1.3258
3
1
17
48.14
CNS(=O)(=O)OC1CNC1
CNS(=O)(=O)OC1CNC1
true
CCC(C)(C)CC1CCC1
C1CNC1
166.202
35.7222
-1.561
4
2
20
67.43
ON=CC1=CS(=O)(=O)CC1
O=S1(=O)C=C(C=NO)CC1
false
CCCC1CCC(C)(C)C1
O=S1(=O)C=CCC1
161.182
36.7653
0.1488
4
1
17
66.73
CC1=C(O)SC(O)=C1C#C
C#Cc1c(O)sc(O)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
154.19
40.3206
1.44902
3
2
16
40.46
CC(C)C1=NC(=CS1)C#N
CC(C)c1nc(C#N)cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
152.222
40.918
2.13818
3
0
18
36.68
C=CC1CN2SC(=O)N=C12
C=CC1Cn2sc(=O)nc21
false
CCC1CC2CC(C)CC12
O=c1nc2n(s1)CC2
154.194
39.312
0.588
4
0
16
34.89
OC1CCN2SC(=O)C=C12
O=c1cc2n(s1)CCC2O
false
CC1CC2CCC(C)C2C1
O=c1cc2n(s1)CCC2
157.194
38.1558
0.3469
4
1
17
42.23
CNS(=O)(=O)C#CC(N)=N
CNS(=O)(=O)C#CC(=N)N
false
CCC(C)(C)CCC(C)C
161.186
37.6696
-1.56753
3
3
17
96.04
ClC1=CN=C2C=CNC2=C1
Clc1cnc2cc[nH]c2c1
false
CC1CCC2CCCC2C1
c1cnc2cc[nH]c2c1
152.584
41.1037
2.2163
1
1
15
28.68
C=C(OC1=CC=CS1)C#N
C=C(C#N)Oc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
151.19
39.7
2.16418
3
0
15
33.02
CC=CC1=CC(=O)N(C)S1
CC=Cc1cc(=O)n(C)s1
false
CCCC1CC(C)C(C)C1
O=c1ccs[nH]1
155.222
44.268
1.4799
3
0
19
22
CC(=NN)C1=CC(=O)NS1
CC(=NN)c1cc(=O)[nH]s1
false
CCC(C)C1CCC(C)C1
O=c1ccs[nH]1
157.198
41.3381
0.1191
4
2
17
71.24
CCC1=CN(C=C)C=C1Cl
C=Cn1cc(Cl)c(CC)c1
false
CCC1CC(C)C(CC)C1
c1cc[nH]c1
155.628
45.207
2.8044
1
0
20
4.93
ClC1=C2NCC1=CC=C2Cl
Clc1ccc2c(Cl)c1NC2
false
CC1CCC2CCC1C2C
c1cc2cc(c1)NC2
174.03
43.7887
2.9189
1
1
15
12.03
NN(C=C)S(=O)(=O)N1CC1
C=CN(N)S(=O)(=O)N1CC1
false
CCC(C)C(C)(C)C1CC1
C1CN1
163.202
36.7162
-1.134
3
1
19
66.41
CC1=NSC(CO)=C1C#N
Cc1nsc(CO)c1C#N
false
CCC1CCC(C)C1CC
c1cnsc1
154.194
37.4888
0.8155
4
1
16
56.91
C(C1CCC1)C1=NN=NS1
C1CC(Cc2nnns2)C1
false
C1CCC(CC2CCC2)C1
C1CC(Cc2nnns2)C1
155.226
38.749
1.2757
4
0
19
38.67
OC(=O)C=CC1=CC=NS1
O=C(O)C=Cc1ccns1
false
CC(C)CCC1CCCC1
c1cnsc1
155.178
38.7838
1.2409
3
1
15
50.19
C1NC2CC1C1=CSN=C21
c1snc2c1C1CNC2C1
false
C1CC2C3CCC(C3)C2C1
c1snc2c1C1CNC2C1
152.222
40.2157
1.2747
3
1
18
24.92
CC1CS(=O)(=O)C(O1)C#C
C#CC1OC(C)CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)CCOC1
160.194
36.9548
-0.2208
3
0
18
43.37
C=C1CCC2=C(C1)C=NS2
C=C1CCc2sncc2C1
false
CC1CCC2CCCC2C1
C=C1CCc2sncc2C1
151.234
43.279
2.188
2
0
19
12.89
CC1NCS(=O)(=O)NN=C1
CC1C=NNS(=O)(=O)CN1
false
CC1CCCC(C)(C)CC1
O=S1(=O)CNCC=NN1
163.202
38.0122
-1.1592
4
2
19
70.56
CC(=C)OCS(=O)(=O)C#N
C=C(C)OCS(=O)(=O)C#N
false
CCC(C)(C)CCC(C)C
161.182
35.2988
0.38998
4
0
17
67.16
CS(=O)(=O)CC1=NC=NO1
CS(=O)(=O)Cc1ncno1
false
CC(C)(C)CC1CCCC1
c1ncon1
162.17
32.8458
-0.3858
5
0
16
73.06
ClC1=C(OC=C1C#C)C#N
C#Cc1coc(C#N)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
151.552
36.368
1.78598
2
0
12
36.93
OCC1=NC=C(CC#C)S1
C#CCc1cnc(CO)s1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
40.5738
0.8111
3
1
17
33.12
CC1=NC(OC2CC2)=CS1
Cc1nc(OC2CC2)cs1
false
CC1CCC(CC2CC2)C1
c1nc(OC2CC2)cs1
155.222
40.501
1.99272
3
0
19
22.12
CC(=C)OC1=NOC=C1Cl
C=C(C)Oc1nocc1Cl
false
CC(C)CC1CCCC1C
c1cnoc1
159.572
36.955
2.2404
3
0
16
35.26
NCC(CC=C)S(N)(=O)=O
C=CCC(CN)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
164.23
40.7636
-0.8217
3
2
22
86.18
O=S1(=O)CCC2CC2NC1
O=S1(=O)CCC2CC2NC1
true
CC1(C)CCC2CC2CC1
O=S1(=O)CCC2CC2NC1
161.226
38.3015
-0.2595
3
1
21
46.17
NNC(=S)N1CCCCO1
NNC(=S)N1CCCCO1
true
CCC(C)C1CCCCC1
C1CCONC1
161.23
41.8131
-0.238
3
2
21
50.52
CC1=CC(ONC=N)=CS1
Cc1cc(ONC=N)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
156.21
41.6034
1.54699
3
2
18
45.11
CC(O)CC1=C(N)SC=N1
CC(O)Cc1ncsc1N
false
CC(C)CC1CCCC1C
c1cscn1
158.226
41.9112
0.6486
4
2
20
59.14
CCN1CC(CO)S1(=O)=O
CCN1CC(CO)S1(=O)=O
true
CCC1CC(CC)C1(C)C
O=S1(=O)CCN1
165.214
37.0406
-0.9874
3
1
21
57.61
CC1=C(CO)SN=C1NN
Cc1c(NN)nsc1CO
false
CCC1CCC(CC)C1C
c1cnsc1
159.214
40.5839
0.22942
5
3
19
71.17
COCC1(CN1)S(C)(=O)=O
COCC1(S(C)(=O)=O)CN1
false
CCCC1(C(C)(C)C)CC1
C1CN1
165.214
37.4535
-1.0231
4
1
21
65.31
CC(C)CNC1=CN=NS1
CC(C)CNc1cnns1
false
CC(C)CCC1CCCC1
c1csnn1
157.242
43.2367
1.606
4
1
21
37.81
COCCS(=O)(=O)CCO
COCCS(=O)(=O)CCO
true
CCCCC(C)(C)CCC
168.214
37.6156
-0.9601
4
1
22
63.6
OC1=CC2=C(N1)SC(=N)N2
N=c1[nH]c2cc(O)[nH]c2s1
false
CC1CC2CC(C)CC2C1
N=c1[nH]c2cc[nH]c2s1
155.182
38.0459
0.74257
3
4
15
75.66
CS(=O)(=O)C(=C)C1CCO1
C=C(C1CCO1)S(C)(=O)=O
false
CC(C1CCC1)C(C)(C)C
C1COC1
162.21
38.3408
0.3336
3
0
20
43.37
O=C1C2CC2C2=C1SC=C2
O=C1c2sccc2C2CC12
false
CC1C2CCCC2C2CC12
O=C1c2sccc2C2CC12
150.202
39.4975
2.0479
2
0
16
17.07
OCC1CC1C1=CN=CS1
OCC1CC1c1cncs1
false
CCC1CC1C1CCCC1
c1ncc(C2CC2)s1
155.222
40.0478
1.2389
3
1
19
33.12
CON=C(C)S(=O)(=O)C#C
C#CS(=O)(=O)C(C)=NOC
false
CCCC(C)C(C)(C)CC
161.182
37.8708
-0.0283
4
0
17
55.73
CC(=O)C1(C)CNC(=S)N1
CC(=O)C1(C)CNC(=S)N1
true
CC1CCC(C)(C(C)C)C1
S=C1NCCN1
158.226
42.8224
-0.1882
2
2
20
41.13