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(C)=CC1CN1C(N)=S
CC(C)=CC1CN1C(N)=S
true
CC(C)CC1CC1C(C)C
C1CN1
156.254
46.7104
0.8804
1
1
22
29.03
OC1=CSC(C#C)=C1C=C
C#Cc1scc(O)c1C=C
false
CCC1CCC(C)C1CC
c1ccsc1
150.202
44.0098
2.078
2
1
16
20.23
C1C2CN=C3SNC=C3N12
C1=C2C(=NCC3CN23)SN1
false
C1CC2CCC3CC3C2C1
C1=C2C(=NCC3CN23)SN1
153.21
41.6057
0.1755
4
1
17
27.4
COCC(C=C)S(N)(=O)=O
C=CC(COC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
165.214
38.9682
-0.5241
3
1
21
69.39
CNC(=O)CC1=CN=CS1
CNC(=O)Cc1cncs1
false
CCC(C)CC1CCCC1
c1cscn1
156.21
39.8847
0.4316
3
1
18
41.99
CC(=C)CC1=NSC(C)=N1
C=C(C)Cc1nsc(C)n1
false
CC(C)CC1CCC(C)C1
c1ncsn1
154.238
43.164
1.96512
3
0
20
25.78
C=CC1=C(C=CS1)C1CO1
C=Cc1sccc1C1CO1
false
CCC1CCCC1C1CC1
c1cc(C2CO2)cs1
152.218
43.103
2.4624
2
0
18
12.53
CNN=C1ON=C(S1)C#C
C#Cc1noc(=NNC)s1
false
CCCC1CCC(CC)C1
N=c1oncs1
155.182
36.9377
-0.2475
5
1
15
50.42
CC(N)C1C(C)N1C(N)=S
CC(N)C1C(C)N1C(N)=S
true
CC(C)C1C(C)C1C(C)C
C1CN1
159.258
45.5238
-0.3501
2
2
23
55.05
CN1CC(C1)S(=O)(=O)NO
CN1CC(S(=O)(=O)NO)C1
false
CCC(C)(C)C1CC(C)C1
C1CNC1
166.202
35.127
-1.391
4
2
20
69.64
O=C1OC2CS(=O)(=O)CC12
O=C1OC2CS(=O)(=O)CC12
true
CC1CC2CC(C)(C)CC12
O=C1OC2CS(=O)(=O)CC12
162.166
32.0238
-1.0436
4
0
16
60.44
O=CCC1=CC=C(S1)C=O
O=CCc1ccc(C=O)s1
false
CCCC1CCC(CC)C1
c1ccsc1
154.19
39.4745
1.302
3
0
16
34.14
C=C1C=NC=NNS1(=O)=O
C=C1C=NC=NNS1(=O)=O
true
CC1CCCCCC1(C)C
C=C1C=NC=NNS1(=O)=O
159.17
38.1795
-0.5528
4
1
15
70.89
CC12CN(C1)C1=C2C=NS1
CC12CN(C1)c1sncc12
false
CC12CC(C1)C1CCCC12
c1nsc2c1C1CN2C1
152.222
41.679
1.2344
3
0
18
16.13
O=S1(=O)C2CC1NCCN2
O=S1(=O)C2CC1NCCN2
true
CC1(C)C2CCCCC1C2
O=S1(=O)C2CC1NCCN2
162.214
37.1182
-1.3501
4
2
20
58.2
CC1C2N1C(N)=CS2(=O)=O
CC1C2N1C(N)=CS2(=O)=O
true
CC1CC(C)(C)C2C(C)C12
O=S1(=O)C=CN2CC21
160.198
36.2792
-0.7974
4
1
18
63.17
COC=CN(C=C)C(N)=S
C=CN(C=COC)C(N)=S
false
CCCCC(CC)C(C)C
158.226
44.9704
0.7931
2
1
20
38.49
O=S1(=O)CCOC2CNC12
O=S1(=O)CCOC2CNC21
false
CC1(C)CCCC2CCC21
O=S1(=O)CCOC2CNC21
163.198
35.3175
-1.2707
4
1
19
55.4
C#CC1CC2=C(N1)N=NS2
C#CC1Cc2snnc2N1
false
CCC1CC2CCCC2C1
C1Cc2snnc2N1
151.194
39.8567
0.5079
4
1
15
37.81
CC(C)=CC1=C(O)N=NS1
CC(C)=Cc1snnc1O
false
CC(C)CC1CCCC1C
c1csnn1
156.21
40.8988
1.6669
4
1
18
46.01
CC#CC(CO)NC(N)=S
CC#CC(CO)NC(N)=S
true
CCCC(CC)CC(C)C
158.226
44.2449
-0.7962
2
3
20
58.28
CC(C=C)N1N=CSC1=N
C=CC(C)n1ncsc1=N
false
CCC(C)C1CCCC1C
N=c1[nH]ncs1
155.226
40.8667
1.17107
4
1
19
41.67
CC1C2CC1OS(=O)(=O)C2
CC1C2CC1OS(=O)(=O)C2
true
CC1C2CC1CC(C)(C)C2
O=S1(=O)CC2CC(C2)O1
162.21
35.9308
0.371
3
0
20
43.37
CC=NNS(=O)(=O)C1CC1
CC=NNS(=O)(=O)C1CC1
true
CCCCC(C)(C)C1CC1
C1CC1
162.214
39.2435
0.0739
3
1
20
58.53
CC#CC1=CC(Cl)=C(O)N1
CC#Cc1cc(Cl)c(O)[nH]1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
155.584
40.0195
1.7451
1
2
16
36.02
CC=CS(=O)(=O)C(=O)C=O
CC=CS(=O)(=O)C(=O)C=O
true
CCCC(C)(C)C(C)CC
162.166
34.8048
-0.3397
4
0
16
68.28
OCC1=CSC=C1N1CC1
OCc1cscc1N1CC1
false
CCC1CCCC1C1CC1
c1cc(N2CC2)cs1
155.222
42.4548
1.0604
3
1
19
23.24
CC1=NSC=C1C1CC1N
Cc1nscc1C1CC1N
false
CC1CCCC1C1CC1C
c1nscc1C1CC1
154.238
42.1844
1.26612
3
1
20
38.91
ClC1=CNC2=C1CCC2=O
O=C1CCc2c(Cl)c[nH]c21
false
CC1CCC2C(C)CCC12
O=C1CCc2cc[nH]c21
155.584
38.4542
1.797
1
1
16
32.86
NN1CC2(CO2)CS1(=O)=O
NN1CC2(CO2)CS1(=O)=O
true
CC1CC2(CC2)CC1(C)C
O=S1(=O)CC2(CN1)CO2
164.186
33.3632
-1.7255
4
1
18
75.93
CNC1CC(C1)S(O)(=O)=O
CNC1CC(S(=O)(=O)O)C1
false
CCC1CC(C(C)(C)C)C1
C1CCC1
165.214
37.4183
-0.3754
3
2
21
66.4
CCNC1=C(C)N=C(N)S1
CCNc1sc(N)nc1C
false
CCCC1CC(C)CC1C
c1cscn1
157.242
45.4271
1.46552
4
2
21
50.94
COCC1=CN(N)C=C1Cl
COCc1cn(N)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
160.604
40.3054
1.0017
3
1
19
40.18
CC1NC2CNC(=S)NC12
CC1NC2CNC(=S)NC12
true
CC1CCC2CC(C)C2C1
S=C1NCC2NCC2N1
157.242
43.9101
-0.807
2
3
21
36.09
CCCNC1=CC(N)=CS1
CCCNc1cc(N)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
156.254
47.5121
2.1522
3
2
22
38.05
CC1C(C)C2=NSC(=N)N12
CC1c2nsc(=N)n2C1C
false
CC1CCC2C(C)C(C)C12
N=c1snc2n1CC2
155.226
39.0847
1.10217
4
1
19
41.67
CC1C(=O)CC(O)S1(=O)=O
CC1C(=O)CC(O)S1(=O)=O
true
CC1CC(C)C(C)(C)C1C
O=C1CCS(=O)(=O)C1
164.182
34.0126
-0.9191
4
1
18
71.44
NC1=CSN=C1C#CC#N
N#CC#Cc1nscc1N
false
CCCCC1CCCC1C
c1cnsc1
149.178
39.0174
0.60038
4
1
13
62.7
O=CN1CCS(=O)(=O)CN1
O=CN1CCS(=O)(=O)CN1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCNNC1
164.186
34.5595
-1.6647
4
1
18
66.48
CCC1=COC(=N)C=C1Cl
CCc1coc(=N)cc1Cl
false
CCC1CCC(C)CC1C
N=c1cccco1
157.6
38.9507
1.97487
2
1
18
36.99
C#CC1=C(C=NS1)C1CO1
C#Cc1sncc1C1CO1
false
CCC1CCCC1C1CC1
c1nscc1C1CO1
151.19
38.742
1.1957
3
0
15
25.42
CC=CN1OC(=O)C(Cl)=C1
CC=Cn1cc(Cl)c(=O)o1
false
CCCC1CC(C)C(C)C1
O=c1cc[nH]o1
159.572
38.982
1.5853
3
0
16
35.14
CCC(O)C1=CNC(=N)S1
CCC(O)c1c[nH]c(=N)s1
false
CCC(C)C1CCC(C)C1
N=c1[nH]ccs1
158.226
39.7752
0.99907
3
3
20
59.87
COS(=O)(=O)C(C)N=CN
COS(=O)(=O)C(C)N=CN
true
CCCC(C)C(C)(C)CC
166.202
38.0702
-0.7044
4
1
20
81.75
ON=C1SNC=C1CC=C
C=CCc1c[nH]sc1=NO
false
CCCC1CCCC1CC
N=c1cc[nH]s1
156.21
39.9202
1.0946
3
2
18
48.38
CN1N2SC=CC2=CC1=O
Cn1c(=O)cc2ccsn21
false
CC1CC2CCCC2C1C
O=c1cc2ccsn2[nH]1
154.194
40.515
0.6995
4
0
16
26.41
CC1(C)CC2=NSC=C2N1
CC1(C)Cc2nscc2N1
false
CC1(C)CC2CCCC2C1
c1snc2c1NCC2
154.238
43.5197
1.8897
3
1
20
24.92
CC(O)C1=CN(O)C=C1Cl
CC(O)c1cn(O)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
161.588
37.2603
1.4321
3
2
18
45.39
CCCC1=CC=C(Cl)C=N1
CCCc1ccc(Cl)cn1
false
CCCC1CCC(C)CC1
c1ccncc1
155.628
43.242
2.6875
1
0
20
12.89
CC(=O)CC1=CC(=N)SN1
CC(=O)Cc1cc(=N)s[nH]1
false
CC(C)CC1CCC(C)C1
N=c1cc[nH]s1
156.21
38.9094
0.68717
3
2
18
56.71
C=C1COC2=C(C1)SC=C2
C=C1COc2ccsc2C1
false
CC1CCC2CCCC2C1
C=C1COc2ccsc2C1
152.218
42.658
2.2392
2
0
18
9.23
COC1=NSC2=NCCN12
COC1=NSC2=NCCN12
true
CCC1CCC2CCCC12
C1=NSC2=NCCN12
157.198
41.043
0.3222
5
0
17
37.19
CNC(NC)=CS(O)(=O)=O
CNC(=CS(=O)(=O)O)NC
false
CCC(CC)CC(C)(C)C
166.202
37.751
-0.8881
4
3
20
78.43
CN1SC2=C(COC2)C1=O
Cn1sc2c(c1=O)COC2
false
CC1CC2CCCC2C1C
O=c1[nH]sc2c1COC2
157.194
38.053
0.477
4
0
17
31.23
OCC1=CSC=C1NC=O
O=CNc1cscc1CO
false
CCCC1CCCC1CC
c1ccsc1
157.194
39.9285
0.8087
3
2
17
49.33
NC1=CSC(=N1)C1CNC1
Nc1csc(C2CNC2)n1
false
CC1CCC(C2CCC2)C1
c1csc(C2CNC2)n1
155.226
42.1371
0.4121
4
2
19
50.94
ON1C(CNC1=S)C1CN1
ON1C(=S)NCC1C1CN1
false
CC1CCC(C2CC2)C1C
S=C1NCC(C2CN2)N1
159.214
39.8049
-1.0939
3
3
19
57.44
CC1=C(CCC=C)SN=N1
C=CCCc1snnc1C
false
CCCCC1CCCC1C
c1csnn1
154.238
43.164
1.96512
3
0
20
25.78
CC(O)C1C(C)CS1(=O)=O
CC(O)C1C(C)CS1(=O)=O
true
CC(C)C1C(C)CC1(C)C
O=S1(=O)CCC1
164.226
38.4196
-0.1997
3
1
22
54.37
ClC1=CC=CC2=C1CON2
Clc1cccc2c1CON2
false
CC1CCCC2CCCC12
c1ccc2c(c1)CON2
155.584
39.8637
2.1971
2
1
16
21.26
CC1=NN2CCOC2=C1Cl
Cc1nn2c(c1Cl)OCC2
false
CC1CC2CCCC2C1C
c1cc2n(n1)CCO2
158.588
37.469
1.23732
3
0
17
27.05
CC1=CN2SC=CN2C1=O
Cc1cn2sccn2c1=O
false
CC1CC2CCCC2C1C
O=c1ccn2sccn12
154.194
39.73
0.76892
4
0
16
25.89
NN(CC(=C)C#C)C(N)=S
C#CC(=C)CN(N)C(N)=S
false
CCC(C)CC(C)C(C)C
155.226
45.6518
-0.4049
2
2
19
55.28
CC=CN1SN=C(C)C1=O
CC=Cn1snc(C)c1=O
false
CCCC1CCC(C)C1C
O=c1cns[nH]1
156.21
42.115
1.10382
4
0
18
34.89
C1CN1C1=C2COC2=CS1
c1sc(N2CC2)c2c1OC2
false
C1CC1C1CCC2CCC21
c1sc(N2CC2)c2c1OC2
153.206
40.864
1.4605
3
0
17
12.24
CNC(=S)NC1(CC1)C=C
C=CC1(NC(=S)NC)CC1
false
CCC(C)CC1(CC)CC1
C1CC1
156.254
46.9554
0.7989
1
2
22
24.06
NC1=NSC(C2CC2)=C1N
Nc1nsc(C2CC2)c1N
false
CC1CCC(C2CC2)C1C
c1cc(C2CC2)sn1
155.226
42.9138
1.1849
4
2
19
64.93
CC1=CC(Cl)=C(O1)N1CC1
Cc1cc(Cl)c(N2CC2)o1
false
CC1CC(C)C(C2CC2)C1
c1coc(N2CC2)c1
157.6
40.668
2.06142
2
0
18
16.15
CN1SC2=NC=NC2=C1C
Cc1c2ncnc-2sn1C
false
CC1CC2CCCC2C1C
c1nc2c[nH]sc-2n1
153.21
40.239
1.28982
4
0
17
30.71
N#CCC=CC1=CSC=N1
N#CCC=Cc1cscn1
false
CCCCCC1CCCC1
c1cscn1
150.206
41.378
2.06998
3
0
16
36.68
N=C1C=NSN1CC1CC1
N=c1cnsn1CC1CC1
false
CC1CCCC1CC1CC1
N=c1cnsn1CC1CC1
155.226
38.6827
0.83407
4
1
19
41.67
N=C1NC(=NS1)C#CC#N
N#CC#Cc1nsc(=N)[nH]1
false
CCCCC1CCC(C)C1
N=c1[nH]cns1
150.166
34.8104
-0.17425
4
2
12
76.32
CC(C)CC1CS(=O)(=O)O1
CC(C)CC1CS(=O)(=O)O1
true
CC(C)CC1CC(C)(C)C1
O=S1(=O)CCO1
164.226
38.1148
0.7611
3
0
22
43.37
CNC1CC(C)(O)S1(=O)=O
CNC1CC(C)(O)S1(=O)=O
true
CCC1CC(C)(C)C1(C)C
O=S1(=O)CCC1
165.214
37.0083
-0.9411
4
2
21
66.4
CC1CC1C1=CNSC1=N
CC1CC1c1c[nH]sc1=N
false
CC1CCCC1C1CC1C
N=c1s[nH]cc1C1CC1
154.238
41.0464
1.67907
2
2
20
39.64
CC(C)OCS(=O)(=O)C#N
CC(C)OCS(=O)(=O)C#N
true
CCC(C)(C)CCC(C)C
163.198
35.6208
0.26478
4
0
19
67.16
CC1(C=C)C(O)CS1(=O)=O
C=CC1(C)C(O)CS1(=O)=O
false
CCC1(C)C(C)CC1(C)C
O=S1(=O)CCC1
162.21
38.3956
-0.2796
3
1
20
54.37
CCCN=C1SC=CN1N
CCCN=c1sccn1N
false
CCCCC1CCCC1C
N=c1[nH]ccs1
157.242
43.1804
0.5741
4
1
21
43.31
OC1=C(Cl)C2=C(CCC2)O1
Oc1oc2c(c1Cl)CCC2
false
CC1CC2CCCC2C1C
c1cc2c(o1)CCC2
158.584
37.4078
2.1273
2
1
17
33.37
O=CNC1=C(N=NS1)C#C
C#Cc1nnsc1NC=O
false
CCCC1CCCC1CC
c1csnn1
153.166
37.5307
0.0877
4
1
13
54.88
N#CC1NC1C1=CN=CS1
N#CC1NC1c1cncs1
false
CCC1CC1C1CCCC1
c1ncc(C2CN2)s1
151.194
37.3917
0.67958
4
1
15
58.62
CC(C)(C)C1=NSC=C1O
CC(C)(C)c1nscc1O
false
CC1CCCC1C(C)(C)C
c1cnsc1
157.238
42.4788
2.1462
3
1
21
33.12
NC(=S)NNCC=CC#N
N#CC=CCNNC(N)=S
false
CCCCCCCC(C)C
156.214
42.6768
-0.59602
3
3
18
73.87
CCC1=NC(=N)SN1C=O
CCc1nc(=N)sn1C=O
false
CCC1CC(C)CC1CC
N=c1nc[nH]s1
157.198
37.4852
0.02477
5
1
17
58.74
CCOC1=CC(Cl)=CN1N
CCOc1cc(Cl)cn1N
false
CCCC1CC(C)CC1C
c1cc[nH]c1
160.604
40.7614
1.254
3
1
19
40.18
CN1CS(=O)(=O)N(C)N=C1
CN1C=NN(C)S(=O)(=O)C1
false
CC1CCC(C)C(C)(C)C1
O=S1(=O)CNC=NN1
163.202
37.8048
-0.9058
4
0
19
52.98
ONC(=N)CC1=CN=CS1
N=C(Cc1cncs1)NO
false
CCC(C)CC1CCCC1
c1cscn1
157.198
38.4669
0.64167
4
3
17
69
NCC1CN1C1=NC=CS1
NCC1CN1c1nccs1
false
CCC1CC1C1CCCC1
c1csc(N2CC2)n1
155.226
42.3024
0.2904
4
1
19
41.92
CCC1(CCS1(=O)=O)C#C
C#CC1(CC)CCS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCC1
158.222
40.2588
0.5869
2
0
20
34.14
COS(=O)(=O)N(N)C1CC1
COS(=O)(=O)N(N)C1CC1
true
CCC(C)(C)C(C)C1CC1
C1CC1
166.202
34.9772
-0.7843
4
1
20
72.63
O=S1(=O)C2CC3NC3C1O2
O=S1(=O)C2CC3NC3C1O2
true
CC1(C)C2CC3CC3C1C2
O=S1(=O)C2CC3NC3C1O2
161.182
32.9095
-1.1723
4
1
17
65.31
CS(=O)(=O)C1=CN=NC=N1
CS(=O)(=O)c1cnncn1
false
CC(C)(C)C1CCCCC1
c1cnncn1
159.17
32.9368
-0.7249
5
0
15
72.81
CNC1=C(CCN)SC=N1
CNc1ncsc1CCN
false
CCCC1CCCC1CC
c1cscn1
157.242
44.4191
0.686
4
2
21
50.94
OC1=C(Cl)C=CC(=N)C=C1
N=c1ccc(O)c(Cl)cc1
false
CC1CCC(C)C(C)CC1
N=c1cccccc1
155.584
38.9715
1.52507
2
2
16
44.08
CCOC1=C(O)SC(C)=N1
CCOc1nc(C)sc1O
false
CCCC1CC(C)CC1C
c1cscn1
159.21
39.6848
1.55582
4
1
19
42.35
OC1COCC2=C1SC=C2
OC1COCc2ccsc21
false
CC1CCCC2CCCC12
c1cc2c(s1)CCOC2
156.206
38.9348
1.3117
3
1
18
29.46
CCC1=C(N)SC(=N)N1O
CCc1c(N)sc(=N)n1O
false
CCC1C(C)CC(C)C1C
N=c1[nH]ccs1
159.214
39.1386
0.41097
5
3
19
75.03
O=S1(=O)C=COC1=CC#C
C#CC=C1OC=CS1(=O)=O
false
CCCC1CCCC1(C)C
C=C1OC=CS1(=O)=O
156.162
36.0608
0.3772
3
0
14
43.37
CC1=NC=C(NCC#N)S1
Cc1ncc(NCC#N)s1
false
CCCCC1CCC(C)C1
c1cscn1
153.21
40.9537
1.387
4
1
17
48.71
C1OC1C=CC1=NSC=C1
C(=CC1CO1)c1ccsn1
false
C1CCC(CCC2CC2)C1
C(=CC1CO1)c1ccsn1
153.206
40.888
1.5551
3
0
17
25.42