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
O=S1(=O)COCC(O1)C#C
C#CC1COCS(=O)(=O)O1
false
CCC1CCCC(C)(C)C1
O=S1(=O)COCCO1
162.166
33.4448
-0.6777
4
0
16
52.6
CC(=C)CN=CNC(N)=S
C=C(C)CN=CNC(N)=S
false
CC(C)CCCCC(C)C
157.242
48.0941
0.424
2
2
21
50.41
CNC(C=O)C1=NC=CS1
CNC(C=O)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
156.21
39.9787
0.6025
4
1
18
41.99
C1CC=CC2=CSN=C2O1
C1=Cc2csnc2OCC1
false
C1CCC2CCCC2CC1
C1=Cc2csnc2OCC1
153.206
41.26
1.9388
3
0
17
22.12
CN1CS(=O)(=O)C(=C)C1=N
C=C1C(=N)N(C)CS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1C(=N)NCS1(=O)=O
160.198
38.4165
-0.20493
3
1
18
61.23
CCNS(=O)(=O)NCC#C
C#CCNS(=O)(=O)NCC
false
CCCCC(C)(C)CCC
162.214
39.4322
-0.9365
2
2
20
58.2
CCS(=O)(=O)N(C)CC=O
CCS(=O)(=O)N(C)CC=O
true
CCCC(C)C(C)(C)CC
165.214
38.1548
-0.5332
3
0
21
54.45
CCC1=C(C)SC=C1OC
CCc1c(OC)csc1C
false
CCC1CCC(C)C1CC
c1ccsc1
156.25
44.986
2.62752
2
0
22
9.23
CC=NN1CCN(C)C1=S
CC=NN1CCN(C)C1=S
true
CCCC1CCC(C)C1C
S=C1NCCN1
157.242
46.1
0.5244
2
0
21
18.84
CN=C1SC(C=O)=NN1C
CN=c1sc(C=O)nn1C
false
CCC1CC(C)C(CC)C1
N=c1[nH]ncs1
157.198
37.9595
-0.1754
5
0
17
47.25
CN1CC=CC2=C1SC=N2
CN1CC=Cc2ncsc21
false
CC1CCCC2CCCC12
C1=Cc2ncsc2NC1
152.222
44.418
1.6061
3
0
18
16.13
CCC(N)CN(O)C(N)=S
CCC(N)CN(O)C(N)=S
true
CCC(C)CC(C)C(C)C
163.246
43.5443
-0.3415
3
3
23
75.51
CCS(=O)(=O)C(=N)N(C)C
CCS(=O)(=O)C(=N)N(C)C
true
CCC(C)(C)C(C)C(C)C
164.23
40.8745
-0.08253
3
1
22
61.23
C=CC(=C)C1=NC(=N)NS1
C=CC(=C)c1nc(=N)[nH]s1
false
CCC(C)C1CCC(C)C1
N=c1ncs[nH]1
153.21
41.5504
1.14987
3
2
17
52.53
S=C1NCC2CON=C2N1
S=C1NCC2CON=C2N1
true
CC1CCC2CCCC2C1
S=C1NCC2CON=C2N1
157.198
40.6134
-0.576
3
2
17
45.65
O=S1(=O)OC(CC#C)C=C1
C#CCC1C=CS(=O)(=O)O1
false
CCCC1CCC(C)(C)C1
O=S1(=O)C=CCO1
158.178
36.3828
0.252
3
0
16
43.37
CCC1=CN(NC)C(=O)S1
CCc1cn(NC)c(=O)s1
false
CCC1CC(C)C(CC)C1
O=c1[nH]ccs1
158.226
43.2417
0.6455
4
1
20
34.03
C#CC1=NN2CCN=C2S1
C#CC1=NN2CCN=C2S1
true
CCC1CC2CCCC2C1
C1=NN2CCN=C2S1
151.194
42.867
0.3515
4
0
15
27.96
CC(C=C)C1=C(O)N=CS1
C=CC(C)c1scnc1O
false
CCC(C)C1CCCC1C
c1cscn1
155.222
42.3908
2.1382
3
1
19
33.12
C=CS(=O)(=O)NCC1CO1
C=CS(=O)(=O)NCC1CO1
true
CCC(C)(C)CCC1CC1
C1CO1
163.198
36.8595
-0.5519
3
1
19
58.7
CN(C)CC1COS1(=O)=O
CN(C)CC1COS1(=O)=O
true
CC(C)CC1CCC1(C)C
O=S1(=O)CCO1
165.214
37.2138
-0.7234
4
0
21
46.61
O=C1CCC2=CSN=C2O1
O=C1CCc2csnc2O1
false
CC1CCC2CCCC2C1
O=C1CCc2csnc2O1
155.178
36.07
0.9947
4
0
15
39.19
C#CC1COC2=C1SN=C2
C#CC1COc2cnsc21
false
CCC1CCC2CCCC12
c1nsc2c1OCC2
151.19
39.183
1.2523
3
0
15
22.12
NC1=C(OCC#N)SC=C1
N#CCOc1sccc1N
false
CCCCC1CCCC1C
c1ccsc1
154.194
39.8394
1.23268
4
1
16
59.04
OCCC(O)S(=O)(=O)C#C
C#CS(=O)(=O)C(O)CCO
false
CCCC(C)C(C)(C)CC
164.182
35.4624
-1.3073
4
2
18
74.6
NC1C(=C)CC2=CSC=C12
C=C1Cc2cscc2C1N
false
CC1CC2CCCC2C1C
C=C1Cc2cscc2C1
151.234
44.0914
1.8602
2
1
19
26.02
CC1CCC2=C1SC(=O)N2
CC1CCc2[nH]c(=O)sc21
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2c(s1)CCC2
155.222
41.6757
1.4861
2
1
19
32.86
CN=C(C)NC(=S)N(C)O
CN=C(C)NC(=S)N(C)O
true
CCC(C)CC(C)C(C)C
161.23
44.3162
0.2301
3
2
21
47.86
CCNCCN(O)C(N)=S
CCNCCN(O)C(N)=S
true
CCCCCC(C)C(C)C
163.246
43.8216
-0.4693
3
3
23
61.52
O=S1(=O)NC=CCC1C#N
N#CC1CC=CNS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)CCC=CN1
158.182
35.2135
-0.28462
3
1
16
69.96
NCC1=CC2=C(S1)C=NS2
NCc1cc2sncc2s1
false
CCC1CC2CCCC2C1
c1cc2sncc2s1
170.262
45.3884
1.8165
4
1
16
38.91
NC1C2CCC1S(=O)(=O)O2
NC1C2CCC1S(=O)(=O)O2
true
CC1C2CCC1C(C)(C)C2
O=S1(=O)OC2CCC1C2
163.198
34.7902
-0.7953
4
1
19
69.39
CC1CC(=O)C(=C)S1(=O)=O
C=C1C(=O)CC(C)S1(=O)=O
false
CC1CC(C)C(C)(C)C1C
C=C1C(=O)CCS1(=O)=O
160.194
37.1458
0.2762
3
0
18
51.21
OC1CNNC(=S)N2CC12
OC1CNNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
S=C1NNCCC2CN12
159.214
40.2372
-1.5758
3
3
19
47.3
ClC1=COC2=C1CC(=O)C2
O=C1Cc2occ(Cl)c2C1
false
CC1CC2CCC(C)C2C1
O=C1Cc2ccoc2C1
156.568
36.133
1.6007
2
0
15
30.21
CN(C)C1=CC(=O)SN1C
CN(C)c1cc(=O)sn1C
false
CC1CC(C)C(C(C)C)C1
O=c1cc[nH]s1
158.226
43.887
0.5128
4
0
20
25.24
NN1C=COCCNC1=S
NN1C=COCCNC1=S
true
CC1CCCCCCC1C
S=C1NC=COCCN1
159.214
41.7191
-0.462
3
2
19
50.52
NC1=C(Cl)C2=C(CCN2)S1
Nc1sc2c(c1Cl)NCC2
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCN2
174.656
45.9351
1.9517
3
2
17
38.05
O=C1NC(=S)N2C=CN=C12
O=C1NC(=S)n2ccnc21
false
CC1CC(C)C2CCCC12
O=C1NC(=S)n2ccnc21
153.166
37.6892
-0.2405
4
1
13
46.92
NCC#CCC1=CSN=N1
NCC#CCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
153.21
40.4434
0.0427
4
1
17
51.8
CC(=CC=C)C1=CSC=C1
C=CC=C(C)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
150.246
48.167
3.3374
1
0
20
0
CCCCNS(=O)(=O)CO
CCCCNS(=O)(=O)CO
true
CCCCCC(C)(C)CC
167.23
38.9163
-0.3443
3
2
23
66.4
COS(=O)(=O)C1NC1C#C
C#CC1NC1S(=O)(=O)OC
false
CCC1CC1C(C)(C)CC
C1CN1
161.182
35.4735
-1.1063
4
1
17
65.31
CC1=NC(=N)C2=CSN=C12
CC1=NC(=N)c2csnc21
false
CC1CC(C)C2CCCC12
N=C1N=Cc2nscc21
151.194
41.1537
1.29107
3
1
15
49.1
CN(CS(=O)(=O)C=C)N=C
C=CS(=O)(=O)CN(C)N=C
false
CCC(C)CC(C)(C)CC
162.214
41.2958
0.0496
4
0
20
49.74
CNCC1=NSC(C=O)=C1
CNCc1cc(C=O)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
156.21
40.2652
0.675
4
1
18
41.99
COS(=O)(=O)N(C=C)C=N
C=CN(C=N)S(=O)(=O)OC
false
CCC(CC)C(C)(C)CC
164.186
36.7485
-0.06983
4
1
18
70.46
CC1=CNS(=O)(=O)C(N)C1
CC1=CNS(=O)(=O)C(N)C1
true
CC1CCC(C)(C)C(C)C1
O=S1(=O)CCC=CN1
162.214
38.4049
-0.5019
3
2
20
72.19
CC(=O)C1=C(C)SN=C1N
CC(=O)c1c(N)nsc1C
false
CC(C)C1C(C)CCC1C
c1cnsc1
156.21
41.2679
1.23632
4
1
18
55.98
O=S1(=O)CCOCC2CN12
O=S1(=O)CCOCC2CN21
false
CC1(C)CCCCC2CC21
O=S1(=O)CCOCC2CN21
163.198
35.0998
-0.9694
3
0
19
46.38
NC(CO)C=CNC(N)=S
NC(=S)NC=CC(N)CO
false
CCC(C)CCCC(C)C
161.23
44.1223
-1.3471
3
4
21
84.3
CS(=O)(=O)C(=NN=C)C#C
C#CC(=NN=C)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
158.182
40.6608
-0.3217
4
0
16
58.86
NC(CO)CC1=CSC=N1
NC(CO)Cc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
158.226
40.8792
0.0052
4
2
20
59.14
CON=C1N=C(C)SN1C
CON=c1nc(C)sn1C
false
CCCC1CC(C)CC1C
N=c1ncs[nH]1
159.214
38.394
0.25212
5
0
19
39.41
CC1=C(C=CCN)C=CS1
Cc1sccc1C=CCN
false
CCCCC1CCCC1C
c1ccsc1
153.25
47.1444
2.02842
2
1
21
26.02
CC1CC1C=CS(O)(=O)=O
CC1CC1C=CS(=O)(=O)O
false
CC1CC1CCC(C)(C)C
C1CC1
162.21
37.9596
1.0439
2
1
20
54.37
CCC1=C(Cl)C(C)=CN1O
CCc1c(Cl)c(C)cn1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.616
40.7415
2.24962
2
1
20
25.16
CC12CC(C1)NS(=O)(=O)C2
CC12CC(C1)NS(=O)(=O)C2
true
CC1(C)CC2CC(C)(C2)C1
O=S1(=O)CC2CC(C2)N1
161.226
38.0515
0.0881
2
1
21
46.17
CC(O)C=NNS(C)(=O)=O
CC(O)C=NNS(C)(=O)=O
true
CC(C)CCCC(C)(C)C
166.202
38.1523
-1.0978
4
2
20
78.76
O=CCCCS(=O)(=O)C#N
N#CS(=O)(=O)CCCC=O
false
CCCCCC(C)(C)CC
161.182
34.6978
-0.13862
4
0
17
75
CNC(=S)NC1(C)CC1O
CNC(=S)NC1(C)CC1O
true
CCC(C)CC1(C)CC1C
C1CC1
160.242
43.8222
-0.3964
2
3
22
44.29
CC(O)C1=NC=C(S1)C=O
CC(O)c1ncc(C=O)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
157.194
38.1353
1.0089
4
1
17
50.19
CCN1SC(CN)=CC1=O
CCn1sc(CN)cc1=O
false
CCC1CC(C)C(CC)C1
O=c1ccs[nH]1
158.226
42.1444
0.3884
4
1
20
48.02
CC1=NC2=C(S1)C(N)CN2
Cc1nc2c(s1)C(N)CN2
false
CC1CC2CCC(C)C2C1
c1nc2c(s1)CCN2
155.226
42.2691
0.87682
4
2
19
50.94
O=S1(=O)C2C3CCC1NC23
O=S1(=O)C2CCC3C(N2)C31
false
CC1(C)C2CCC3C(C2)C31
O=S1(=O)C2CCC3C(N2)C31
159.21
36.1435
-0.5087
3
1
19
46.17
CC1=CSC(NC=N)=C1Cl
Cc1csc(NC=N)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
174.656
46.4724
2.72889
2
2
17
35.88
NC1CCN2C(=O)SC=C12
NC1CCn2c1csc2=O
false
CC1CCC2C(C)CCC12
O=c1scc2n1CCC2
156.21
40.1244
0.3133
4
1
18
48.02
CC1=C(C=CS1)C(=O)CO
Cc1sccc1C(=O)CO
false
CCC(C)C1CCCC1C
c1ccsc1
156.206
40.4723
1.23152
3
1
18
37.3
CC(NS(=O)(=O)NN)C=C
C=CC(C)NS(=O)(=O)NN
false
CCC(C)CC(C)(C)CC
165.218
39.0376
-1.1414
3
3
21
84.22
NN=C1SN2CCC2=C1Cl
NN=c1sn2c(c1Cl)CC2
false
CCC1CC2CCC2C1C
N=c1cc2n(s1)CC2
175.644
40.7734
0.5335
4
1
16
43.31
CCC1=C(O)OC(N)=C1Cl
CCc1c(O)oc(N)c1Cl
false
CCC1C(C)CC(C)C1C
c1ccoc1
161.588
39.1732
1.7832
3
2
18
59.39
CCNC1=CSN=C1C=C
C=Cc1nscc1NCC
false
CCCC1CCCC1CC
c1cnsc1
154.238
46.3687
2.2179
3
1
20
24.92
CC1=CSC(=C1)C#CCO
Cc1csc(C#CCO)c1
false
CCCCC1CCC(C)C1
c1ccsc1
152.218
43.0198
1.40032
2
1
18
20.23
NCC1CC=CNC(=S)N1
NCC1CC=CNC(=S)N1
true
CCC1CCCCC(C)C1
S=C1NC=CCCN1
157.242
45.4688
-0.3048
2
3
21
50.08
CCC1=CC=C(Cl)C(O)=C1
CCc1ccc(Cl)c(O)c1
false
CCC1CCC(C)C(C)C1
c1ccccc1
156.612
42.4948
2.608
1
1
19
20.23
NC(C=C)C1=NC=C(O)S1
C=CC(N)c1ncc(O)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
156.21
40.9042
1.0345
4
2
18
59.14
CNC(=S)N(N)C(=C)CO
C=C(CO)N(N)C(=S)NC
false
CCC(C)C(C)C(C)CC
161.23
43.9099
-0.8276
3
3
21
61.52
O=CC1=CC2CN2C(=S)N1
O=CC1=CC2CN2C(=S)N1
true
CCC1CC(C)C2CC2C1
S=C1NC=CC2CN12
154.194
40.3747
-0.3585
2
1
16
32.11
CC(CCC=O)S(C)(=O)=O
CC(CCC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
164.226
39.6038
0.3986
3
0
22
51.21
C(NC1=CN=CS1)C1CO1
c1ncc(NCC2CO2)s1
false
C1CCC(CCC2CC2)C1
c1ncc(NCC2CO2)s1
156.21
40.3437
0.9538
4
1
18
37.45
CC12CC(N1)S(=O)(=O)C=C2
CC12C=CS(=O)(=O)C(C1)N2
false
CC12CCC(C)(C)C(C1)C2
O=S1(=O)C=CC2CC1N2
159.21
38.0055
0.0066
3
1
19
46.17
CN(C(=N)CO)S(C)(=O)=O
CN(C(=N)CO)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.202
37.4193
-1.15263
4
2
20
81.46
CC1=C2SC=NC2=C(C)O1
Cc1oc(C)c2scnc12
false
CC1CC(C)C2CCCC12
c1nc2cocc2s1
153.206
41.36
2.50614
3
0
17
26.03
NN(C=N)C1=CC=C(O)S1
N=CN(N)c1ccc(O)s1
false
CCC(C)C1CCC(C)C1
c1ccsc1
157.198
41.4339
0.74087
4
3
17
73.34
NC1=C2OCC2=C(CO)S1
Nc1sc(CO)c2c1OC2
false
CCC1CC(C)C2CCC12
c1scc2c1CO2
157.194
38.9862
0.715
4
2
17
55.48
C#CC1=NOC2=C1C=CS2
C#Cc1noc2sccc12
false
CCC1CCC2CCCC12
c1cc2cnoc2s1
149.174
39.821
1.8706
3
0
13
26.03
COC1=CC=C2SC=CN12
COc1ccc2sccn12
false
CCC1CCC2CCCC12
c1cc2sccn2c1
153.206
41.826
2.0094
3
0
17
13.64
CCCC1=CSC(C)=C1C
CCCc1csc(C)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
154.278
47.788
3.31744
1
0
24
0
NS(=O)(=O)C1=CC=NN=C1
NS(=O)(=O)c1ccnnc1
false
CC(C)(C)C1CCCCC1
c1ccnnc1
159.17
33.4052
-0.876
4
1
15
85.94
CS(=O)(=O)C12COCC1O2
CS(=O)(=O)C12COCC1O2
true
CC(C)(C)C12CCCC1C2
C1OCC2OC12
164.182
33.2668
-0.8437
4
0
18
55.9
CCC=NN=C1OC=NS1
CCC=NN=c1ocns1
false
CCCCCC1CCCC1
N=c1ocns1
157.198
38.726
1.0326
5
0
17
50.75
N#CC1CN=C2N=CSN12
N#CC1CN=C2N=CSN21
false
CCC1CCC2CCCC12
C1=NC2=NCCN2S1
152.182
39.625
0.24028
5
0
14
51.75
ClC1=CN2NCCC2=C1Cl
Clc1cn2c(c1Cl)CCN2
false
CC1CC2CCCC2C1C
c1cc2n(c1)NCC2
177.034
42.3837
1.8945
2
1
16
16.96
CC1=NC(C=CCO)=CS1
Cc1nc(C=CCO)cs1
false
CCCCC1CCC(C)C1
c1cscn1
155.222
42.9708
1.45702
3
1
19
33.12
CC(O)C1=NN=C(S1)C#C
C#Cc1nnc(C(C)O)s1
false
CCC1CCC(C(C)C)C1
c1nncs1
154.194
38.4778
0.5727
4
1
16
46.01
OC1=CC(Cl)=C(N1)C1CO1
Oc1cc(Cl)c(C2CO2)[nH]1
false
CC1CC(C)C(C2CC2)C1
c1c[nH]c(C2CO2)c1
159.572
36.1605
1.445
2
2
16
48.55
CCNC1=C(N)SC(O)=C1
CCNc1cc(O)sc1N
false
CCCC1CC(C)CC1C
c1ccsc1
158.226
44.5599
1.4677
4
3
20
58.28
CC#CS(=O)(=O)C(C)(C)C
CC#CS(=O)(=O)C(C)(C)C
true
CCCC(C)(C)C(C)(C)C
160.238
42.1228
1.1805
2
0
22
34.14
NS(=O)(=O)C1=NN2CC2C1
NS(=O)(=O)C1=NN2CC2C1
true
CC(C)(C)C1CC2CC2C1
C1=NN2CC2C1
161.186
35.6532
-1.3237
4
1
17
75.53
NCCC1=C(Cl)C(=N)SN1
N=c1s[nH]c(CCN)c1Cl
false
CCCC1CCC(C)C1C
N=c1cc[nH]s1
177.66
42.2928
0.71027
3
3
18
65.66