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
NC1CC1C1=CNSC1=O
NC1CC1c1c[nH]sc1=O
false
CC1CCCC1C1CC1C
O=c1s[nH]cc1C1CC1
156.21
40.2731
0.251
3
2
18
58.88
CCN1CC(N)CS1(=O)=O
CCN1CC(N)CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)CCCN1
164.23
39.0092
-1.021
3
1
22
63.4
CC1(C)CN=C2C=CSN12
CC1(C)CN=C2C=CSN21
false
CC1(C)CCC2CCCC21
C1=CC2=NCCN2S1
154.238
44.951
1.6546
3
0
20
15.6
COC1=CC(O)=C(S1)C=C
C=Cc1sc(OC)cc1O
false
CCC1CC(C)C(CC)C1
c1ccsc1
156.206
42.6268
2.1053
3
1
18
29.46
CC(CO)C1=CNC(=O)S1
CC(CO)c1c[nH]c(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
159.21
40.4405
0.5322
3
2
19
53.09
CC1NC2=CSN=C2C1=C
C=C1c2nscc2NC1C
false
CC1CC2CCCC2C1C
C=C1CNc2csnc21
152.222
44.2327
1.9703
3
1
18
24.92
CC1=CCC(NC(N)=S)=N1
CC1=CCC(NC(N)=S)=N1
true
CC(C)CC1CCC(C)C1
C1=CN=CC1
155.226
45.7301
0.5256
2
2
19
50.41
OC1=CC2=C(OC(=C)C2)S1
C=C1Cc2cc(O)sc2O1
false
CC1CC2CC(C)CC2C1
C=C1Cc2ccsc2O1
154.19
39.4558
1.9023
3
1
16
29.46
CC1=C(N)CS(=O)(=O)C1=O
CC1=C(N)CS(=O)(=O)C1=O
true
CC1CC(C)(C)C(C)C1C
O=C1C=CCS1(=O)=O
161.182
35.6812
-0.8259
4
1
17
77.23
CC1=NSC(C2CC2)=C1C
Cc1nsc(C2CC2)c1C
false
CC1CCC(C2CC2)C1C
c1cc(C2CC2)sn1
153.25
43.563
2.63734
2
0
21
12.89
CCC(=O)C(=N)NC(N)=S
CCC(=O)C(=N)NC(N)=S
true
CCC(C)C(C)CC(C)C
159.214
42.9458
-0.22403
3
3
19
78.97
CC1=C(Cl)C2=C(NCC2)S1
Cc1sc2c(c1Cl)CCN2
false
CC1CC2CCCC2C1C
c1cc2c(s1)NCC2
173.668
46.2597
2.67792
2
1
18
12.03
CCC1=NCCS(=O)(=O)N1
CCC1=NCCS(=O)(=O)N1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCN=CN1
162.214
39.5155
-0.2721
3
1
20
58.53
CC(CN)OC1=NSN=C1
CC(CN)Oc1cnsn1
false
CCC(C)CC1CCCC1
c1cnsn1
159.214
39.0534
0.2641
5
1
19
61.03
CN=C1SN(O)C(=N1)C#C
C#Cc1nc(=NC)sn1O
false
CCC1CC(C)C(CC)C1
N=c1nc[nH]s1
155.182
36.7105
-0.3063
5
1
15
50.41
C1C=NNC1C1=NSC=C1
C1=NNC(c2ccsn2)C1
false
C1CCC(C2CCCC2)C1
C1=NNC(c2ccsn2)C1
153.21
41.0997
1.1633
4
1
17
37.28
CNC(=S)N(N)C(=O)C#C
C#CC(=O)N(N)C(=S)NC
false
CCC(C)C(C)C(C)CC
157.198
41.5241
-1.1738
3
2
17
58.36
CCC1=CSC2=C1COC2
CCc1csc2c1COC2
false
CCC1CCC2CCCC12
c1cc2c(s1)COC2
154.234
42.19
2.3407
2
0
20
9.23
COCCCC1=CN=CS1
COCCCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
157.238
42.311
1.7221
3
0
21
22.12
CCC1(CCS1(=O)=O)C=O
CCC1(C=O)CCS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCC1
162.21
37.4898
0.1526
3
0
20
51.21
CCNC(=S)NC1(C)CC1
CCNC(=S)NC1(C)CC1
true
CCCC(C)CC1(C)CC1
C1CC1
158.27
47.0494
1.0229
1
2
24
24.06
NCC1C(O)C2=NSC=C12
NCC1c2csnc2C1O
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
156.21
38.8692
0.2324
4
2
18
59.14
NCC1NC1C1=CSN=C1
NCC1NC1c1cnsc1
false
CCC1CC1C1CCCC1
c1nscc1C1CN1
155.226
40.8331
0.1147
4
2
19
60.85
CC1C(N)C1CNC(N)=S
CC1C(N)C1CNC(N)=S
true
CC(C)CCC1C(C)C1C
C1CC1
159.258
45.4175
-0.5872
2
3
23
64.07
COCC1=CC=CC(Cl)=C1
COCc1cccc(Cl)c1
false
CCCC1CCCC(C)C1
c1ccccc1
156.612
42.165
2.4864
1
0
19
9.23
NCC(=C)C1=CSC(=O)N1
C=C(CN)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
156.21
43.0281
0.4083
3
2
18
58.88
CC(N)C(=C)C1=NSN=C1
C=C(c1cnsn1)C(C)N
false
CC(C)C(C)C1CCCC1
c1cnsn1
155.226
42.5924
0.8985
4
1
19
51.8
C1NC2=C(OC=C1)SC=N2
C1=COc2scnc2NC1
false
C1CCC2CCCC2CC1
C1=COc2scnc2NC1
154.194
40.3717
1.4611
4
1
16
34.15
CC1N=C(CS1(=O)=O)NO
CC1N=C(NO)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=NC1
164.186
35.606
-0.8619
5
2
18
78.76
ClC1=CC=NC2=C1OCC2
Clc1ccnc2c1OCC2
false
CC1CCCC2CCCC12
c1cnc2c(c1)OCC2
155.584
38.446
1.6699
2
0
16
22.12
ClC1=C(C=C)C(=N)OC=C1
C=Cc1c(Cl)ccoc1=N
false
CCC1C(C)CCCC1C
N=c1cccco1
155.584
39.6637
2.05547
2
1
16
36.99
CN(C)C1=CSN(O)C1=N
CN(C)c1csn(O)c1=N
false
CC(C)C1CCC(C)C1C
N=c1ccs[nH]1
159.214
39.6752
0.33237
5
2
19
52.25
CC1C(C#N)C2=NSN=C12
CC1c2nsnc2C1C#N
false
CCC1C(C)C2CCCC12
C1Cc2nsnc21
151.194
36.678
1.26238
4
0
15
49.57
ClC1=CN=CC2=C1SC=N2
Clc1cncc2ncsc12
false
CC1CCCC2CCCC12
c1cc2scnc2cn1
170.624
42.425
2.3447
3
0
13
25.78
NC(=S)N1C=NCC1C#N
N#CC1CN=CN1C(N)=S
false
CCC1CCCC1C(C)C
C1=NCCN1
154.198
41.3844
-0.53392
3
1
16
65.41
CC1=C2N(N)C=NC2=CS1
Cc1scc2ncn(N)c12
false
CC1CCC2CCC(C)C12
c1nc2cscc2[nH]1
153.21
42.4974
1.12002
4
1
17
43.84
NC1CC(CO)NS1(=O)=O
NC1CC(CO)NS1(=O)=O
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCCN1
166.202
35.5217
-2.0448
4
3
20
92.42
OC1C(=C)CC2=NSN=C12
C=C1Cc2nsnc2C1O
false
CC1CC2CCCC2C1C
C=C1Cc2nsnc2C1
154.194
37.7128
0.6838
4
1
16
46.01
CC1C(C)S(=O)(=O)C1C=C
C=CC1C(C)C(C)S1(=O)=O
false
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCC1
160.238
41.5308
0.994
2
0
22
34.14
COC(C#C)S(=O)(=O)CO
C#CC(OC)S(=O)(=O)CO
false
CCC(CC)C(C)(C)CC
164.182
35.6356
-1.0433
4
1
18
63.6
CN(CC#C)S(=O)(=O)NO
C#CCN(C)S(=O)(=O)NO
false
CCCC(C)C(C)(C)CC
164.186
35.305
-1.225
3
2
18
69.64
CN(C)C(=S)NC=CCN
CN(C)C(=S)NC=CCN
true
CCCCCC(C)C(C)C
159.258
47.6151
-0.1051
2
2
23
41.29
CCN1N=NC2=CSC=C12
CCn1nnc2cscc21
false
CCC1CCC2CCCC12
c1scc2[nH]nnc12
153.21
41.079
1.5127
4
0
17
30.71
CC1CN(C(N)=S)C(=C)O1
C=C1OC(C)CN1C(N)=S
false
CC1CC(C)C(C(C)C)C1
C=C1NCCO1
158.226
43.1784
0.4219
2
1
20
38.49
CN=C1SNC(C)=C1CN
CN=c1s[nH]c(C)c1CN
false
CCC1CCC(C)C1CC
N=c1cc[nH]s1
157.242
42.7851
0.37382
3
2
21
54.17
O=COCCS(=O)(=O)C#C
C#CS(=O)(=O)CCOC=O
false
CCCCCC(C)(C)CC
162.166
34.6358
-0.8351
4
0
16
60.44
CC1=C(N)C2=CSC=C2N1
Cc1[nH]c2cscc2c1N
false
CC1CC2CCCC2C1C
c1cc2cscc2[nH]1
152.222
45.3251
2.12002
2
2
18
41.81
OCC1=CNC(CO)=C1Cl
OCc1c[nH]c(CO)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
161.588
37.6483
0.6527
2
3
18
56.25
NS(=O)(=O)CN1CC(=O)C1
NS(=O)(=O)CN1CC(=O)C1
true
CC1CC(CC(C)(C)C)C1
O=C1CNC1
164.186
34.5542
-1.8829
4
1
18
80.47
NC(=O)C(=C)C1=NC=NS1
C=C(C(N)=O)c1ncns1
false
CC(C)C(C)C1CCCC1
c1ncsn1
155.182
38.1374
0.0366
4
1
15
68.87
ClC1=CC=CC2=C1CC2=O
O=C1Cc2c(Cl)cccc21
false
CC1CC2C(C)CCCC12
O=C1Cc2ccccc21
152.58
39.4865
2.0788
1
0
15
17.07
C=C1OC=NC2=C1N=NS2
C=C1OC=Nc2snnc21
false
CC1CCCC2CCCC12
C=C1OC=Nc2snnc21
153.166
38.18
1.1988
5
0
13
47.37
CN(CC=C)C1=CN=CS1
C=CCN(C)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
154.238
45.581
1.7653
3
0
20
16.13
COCC1=C(N)C(C)=NS1
COCc1snc(C)c1N
false
CCCC1CCC(C)C1C
c1cnsc1
158.226
41.9764
1.18012
4
1
20
48.14
CC1CCN(N1C)C(N)=S
CC1CCN(C(N)=S)N1C
false
CC(C)C1CCC(C)C1C
C1CNNC1
159.258
45.3334
0.171
2
1
23
32.5
CC1=CN(CC=O)SC1=O
Cc1cn(CC=O)sc1=O
false
CCCC1CC(C)C(C)C1
O=c1cc[nH]s1
157.194
39.38
0.41712
4
0
17
39.07
NCC1=C(CC#C)SC=N1
C#CCc1scnc1CN
false
CCCC1CCCC1CC
c1cscn1
152.222
42.5424
0.7775
3
1
18
38.91
COS(=O)(=O)C1C(C)N1C
COS(=O)(=O)C1C(C)N1C
true
CCC(C)(C)C1C(C)C1C
C1CN1
165.214
36.9418
-0.3774
4
0
21
46.38
OCCN1CC2=CSC=C12
OCCN1Cc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CN2
155.222
42.4548
1.0604
3
1
19
23.47
CNC1=CS(=O)(=O)C2NC12
CNC1=CS(=O)(=O)C2NC12
true
CCC1CC(C)(C)C2CC12
O=S1(=O)C=CC2NC21
160.198
36.7742
-1.2265
4
2
18
68.11
CS(=O)(=O)OC1CCC1N
CS(=O)(=O)OC1CCC1N
true
CC1CCC1CC(C)(C)C
C1CCC1
165.214
36.9262
-0.5477
4
1
21
69.39
CC1=C(Cl)C(=O)N=CN1N
Cc1c(Cl)c(=O)ncn1N
false
CC1CCC(C)C(C)C1C
O=c1cc[nH]cn1
159.576
38.3944
-0.08108
4
1
16
60.91
O=S(=O)(C#N)C1=COC=C1
N#CS(=O)(=O)c1ccoc1
false
CCC(C)(C)C1CCCC1
c1ccoc1
157.15
31.5068
0.53438
4
0
13
71.07
O=C1CCC2CS(=O)(=O)C12
O=C1CCC2CS(=O)(=O)C12
true
CC1CCC2CC(C)(C)C12
O=C1CCC2CS(=O)(=O)C12
160.194
35.3058
-0.2375
3
0
18
51.21
CNCC1=NSN(C)C1=O
CNCc1nsn(C)c1=O
false
CCCC1CCC(C)C1C
O=c1cns[nH]1
159.214
40.1187
-0.4388
5
1
19
46.92
CN(C)C1=NS(=O)(=O)C=N1
CN(C)C1=NS(=O)(=O)C=N1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)C=NC=N1
161.186
38.5338
-0.7243
4
0
17
62.1
CCC(C)=CC1=CSC=C1
CCC(C)=Cc1ccsc1
false
CCC(C)CC1CCCC1
c1ccsc1
152.262
48.261
3.5614
1
0
22
0
CC=NNCC1=CC=NS1
CC=NNCc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
155.226
43.1197
1.2384
4
1
19
37.28
CC1ON=C2SN(N)C=C12
CC1ON=C2SN(N)C=C21
false
CC1CC2CCC(C)C2C1
C1=C2CON=C2SN1
157.198
39.6824
0.44
5
1
17
50.85
CC1=CC(=O)C2=CSN=C12
CC1=CC(=O)c2csnc21
false
CC1CC(C)C2CCCC12
O=C1C=Cc2nscc21
151.19
40.0955
1.7427
3
0
15
29.96
CC12CC(C1N)S(=O)(=O)N2
CC12CC(C1N)S(=O)(=O)N2
true
CC1C2CC1(C)CC2(C)C
O=S1(=O)NC2CC1C2
162.214
36.8409
-1.2223
3
2
20
72.19
C=C1C2CN2C2=CSN=C12
C=C1c2nscc2N2CC12
false
CC1C2CCCC2C2CC12
C=C1c2nscc2N2CC12
150.206
42.282
1.3585
3
0
16
15.9
OC1=CNC(C2CC2)=C1Cl
Oc1c[nH]c(C2CC2)c1Cl
false
CC1CCC(C2CC2)C1C
c1c[nH]c(C2CC2)c1
157.6
39.4425
2.2511
1
2
18
36.02
CON1SC2=NC=NC2=C1
COn1cc2ncnc-2s1
false
CCC1CC2CCCC2C1
c1nc2c[nH]sc-2n1
155.182
37.025
0.5028
5
0
15
39.94
O=S(=O)(CC#C)NCC#N
C#CCS(=O)(=O)NCC#N
false
CCCCC(C)(C)CCC
158.182
36.2355
-0.93742
3
1
16
69.96
NCC1=C(SC(O)=C1)C=C
C=Cc1sc(O)cc1CN
false
CCC1CC(C)CC1CC
c1ccsc1
155.222
43.9662
1.5554
3
2
19
46.25
C=C1C2CC2OCS1(=O)=O
C=C1C2CC2OCS1(=O)=O
true
CC1C2CC2CCC1(C)C
C=C1C2CC2OCS1(=O)=O
160.194
35.9068
0.2911
3
0
18
43.37
CC1C2OC(=C)C1S2(=O)=O
C=C1OC2C(C)C1S2(=O)=O
false
CC1CC2C(C)C1C2(C)C
C=C1OC2CC1S2(=O)=O
160.194
35.8848
0.2895
3
0
18
43.37
C1NC2=C(N=NS2)C2OC12
C1Nc2snnc2C2OC12
false
C1CC2CCC3CC3C2C1
C1Nc2snnc2C2OC12
155.182
36.0127
0.4035
5
1
15
50.34
CC1C=NNC(=S)N2CC12
CC1C=NNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
S=C1NN=CCC2CN12
155.226
43.8837
0.1806
2
1
19
27.4
CC1=CC2=NSC(C)=C2C1
CC1=Cc2nsc(C)c2C1
false
CC1CC2CCC(C)C2C1
C1=Cc2nscc2C1
151.234
44.206
2.41092
2
0
19
12.89
CC1=C2SC=CC2=NN1O
Cc1c2sccc2nn1O
false
CC1CC2CCCC2C1C
c1cc2n[nH]cc2s1
154.194
39.5315
1.64352
4
1
16
38.05
CC(=C)CC(=C)NC(N)=S
C=C(C)CC(=C)NC(N)=S
false
CC(C)CC(C)CC(C)C
156.254
48.4921
1.2995
1
2
22
38.05
CCC1CCNC(=S)NO1
CCC1CCNC(=S)NO1
true
CCC1CCCC(C)CC1
S=C1NCCCON1
160.242
43.5174
0.5644
2
2
22
33.29
N=C1NC(=CS1)C#CC#C
C#CC#Cc1csc(=N)[nH]1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
148.19
40.2354
0.54037
2
2
14
39.64
CC1CS(=O)(=O)OCC1O
CC1CS(=O)(=O)OCC1O
true
CC1CCC(C)(C)CC1C
O=S1(=O)CCCCO1
166.198
34.9096
-0.6566
4
1
20
63.6
C=C(CC1=NN=CS1)C#N
C=C(C#N)Cc1nncs1
false
CCC(C)CC1CCCC1
c1nncs1
151.194
38.366
1.16038
4
0
15
49.57
COC(CO)S(=O)(=O)C#C
C#CS(=O)(=O)C(CO)OC
false
CCC(CC)C(C)(C)CC
164.182
35.6356
-1.0433
4
1
18
63.6
CCCON=C1NC=CS1
CCCON=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
158.226
40.4757
1.3185
3
1
20
37.38
NC1=C(OC=C)SC(=N)N1
C=COc1sc(=N)[nH]c1N
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
157.198
39.7618
0.66017
4
3
17
74.89
ON=CS(=O)(=O)NCC#C
C#CCNS(=O)(=O)C=NO
false
CCCCC(C)(C)CCC
162.17
36.034
-1.0435
4
2
16
78.76
C#CC1OC2=C(O1)C=NS2
C#CC1Oc2cnsc2O1
false
CCC1CC2CCCC2C1
c1nsc2c1OCO2
153.162
35.991
0.8736
4
0
13
31.35
CC1=CCC2=C1SC(=O)S2
CC1=CCc2sc(=O)sc21
false
CC1CC2CCC(C)C2C1
O=c1sc2c(s1)CC=C2
170.258
45.821
2.1292
3
0
16
17.07
CC1=C(N=CS1)C(=O)NN
Cc1scnc1C(=O)NN
false
CCC(C)C1CCCC1C
c1cscn1
157.198
38.5046
0.05502
4
2
17
68.01
NC(=S)NC(CO)C1CC1
NC(=S)NC(CO)C1CC1
true
CCC(CC(C)C)C1CC1
C1CC1
160.242
43.5189
-0.4095
2
3
22
58.28
ClC1=CN=C2N=NOC2=C1
Clc1cnc2nnoc2c1
false
CC1CCC2CCCC2C1
c1cnc2nnoc2c1
155.544
34.609
1.2712
4
0
12
51.81
NC1=C2SC(O)=CN2C=C1
Nc1ccn2cc(O)sc12
false
CC1CC2CCC(C)C2C1
c1cc2sccn2c1
154.194
41.3512
1.2886
4
2
16
50.66
S1C=C2C3=CSN=C3C2=N1
c1snc2c1-c1csnc1-2
false
C1CC2C(C1)C1CCCC21
c1snc2c1-c1csnc1-2
166.23
42.216
2.247
4
0
12
25.78
CC=CCON(C)C(N)=S
CC=CCON(C)C(N)=S
true
CCCCCC(C)C(C)C
160.242
45.3144
0.6695
2
1
22
38.49
CC1CCC=COS1(=O)=O
CC1CCC=COS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CCCC=CO1
162.21
37.8408
1.0288
3
0
20
43.37