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)S(=O)(=O)C(C)(C)C
C=C(C)S(=O)(=O)C(C)(C)C
false
CC(C)C(C)(C)C(C)(C)C
162.254
43.4868
1.7333
2
0
24
34.14
C(C1CCC1)C1=NC=CS1
c1csc(CC2CCC2)n1
false
C1CCC(CC2CCC2)C1
c1csc(CC2CCC2)n1
153.25
43.159
2.4857
2
0
21
12.89
O=S1(=O)CCN2CC12C#C
C#CC12CN1CCS2(=O)=O
false
CCC12CC1CCC2(C)C
O=S1(=O)CCN2CC21
157.194
36.9238
-0.9401
3
0
17
37.15
CC1=C(N)C(CN)=C(C)S1
Cc1sc(C)c(CN)c1N
false
CCC1C(C)CC(C)C1C
c1ccsc1
156.254
46.0968
1.40584
3
2
22
52.04
CNC(=S)N(C)C(C)=CC
CC=C(C)N(C)C(=S)NC
false
CCC(C)C(C)C(C)CC
158.27
48.8517
1.3462
1
1
24
15.27
CCC1=CC2=CSC=C2C1
CCC1=Cc2cscc2C1
false
CCC1CC2CCCC2C1
C1=Cc2cscc2C1
150.246
46.291
3.0976
1
0
20
0
NC1C2CNS(=O)(=O)C12O
NC1C2CNS(=O)(=O)C12O
true
CC1C2CCC(C)(C)C12C
O=S1(=O)NCC2CC21
164.186
33.3377
-2.4349
4
3
18
92.42
CC1=C2CCONC2=NS1
Cc1snc2c1CCON2
false
CC1CCC2CCCCC12
c1snc2c1CCON2
156.21
40.1297
1.35112
4
1
18
34.15
CNCCC=CS(N)(=O)=O
CNCCC=CS(N)(=O)=O
true
CCCCCCC(C)(C)C
164.23
40.7909
-0.6019
3
2
22
72.19
CN1CS(=O)(=O)CC1=NO
CN1CS(=O)(=O)CC1=NO
true
CCC1CC(C)(C)CC1C
N=C1CS(=O)(=O)CN1
164.186
35.6383
-0.9082
4
1
18
69.97
CNN1C=C(N)C(Cl)=C1C
CNn1cc(N)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.62
43.8761
1.20542
3
2
20
42.98
CC1(CN)CNS(=O)(=O)O1
CC1(CN)CNS(=O)(=O)O1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)NCCO1
166.202
35.4669
-1.4316
4
2
20
81.42
CC12CC1OC1=NSC=C21
CC12CC1Oc1nscc12
false
CC12CC1CC1CCCC12
c1snc2c1C1CC1O2
153.206
38.499
1.5655
3
0
17
22.12
COC1=C(Cl)C(C=C)=CO1
C=Cc1coc(OC)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
158.584
40.361
2.5846
2
0
17
22.37
S=C1NCCC2CC=CN12
S=C1NCCC2CC=CN12
true
CC1CCCC2CCCC12
S=C1NCCC2CC=CN12
154.238
44.6017
0.8526
1
1
20
15.27
CS(=O)(=O)C1=NCC(=O)N1
CS(=O)(=O)C1=NCC(=O)N1
true
CC1CCC(C(C)(C)C)C1
O=C1CN=CN1
162.17
35.2885
-1.4832
4
1
16
75.6
NS(=O)(=O)NC(=C)C1CC1
C=C(NS(N)(=O)=O)C1CC1
false
CC(CC(C)(C)C)C1CC1
C1CC1
162.214
38.1069
-0.2968
2
2
20
72.19
O=C1SN2C3CC3NC2=C1
O=c1cc2n(s1)C1CC1N2
false
CC1CC2CC3CC3C2C1
O=c1cc2n(s1)C1CC1N2
154.194
39.6437
0.6487
4
1
16
34.03
NC=CS(=O)(=O)CC1CC1
NC=CS(=O)(=O)CC1CC1
true
CCCC(C)(C)CC1CC1
C1CC1
161.226
39.8382
0.2411
3
1
21
60.16
NS(=O)(=O)C1CON=CC1
NS(=O)(=O)C1CC=NOC1
false
CC(C)(C)C1CCCCC1
C1=NOCCC1
164.186
35.9562
-0.9504
4
1
18
81.75
CC(CNS(C)(=O)=O)=NN
CC(CNS(C)(=O)=O)=NN
true
CCC(C)CCC(C)(C)C
165.218
40.1429
-1.1298
4
2
21
84.55
C(C1CNC1)C1=CSN=C1
c1nscc1CC1CNC1
false
C1CCC(CC2CCC2)C1
c1nscc1CC1CNC1
154.238
42.1777
0.905
3
1
20
24.92
COS(=O)(=O)NC=NC=C
C=CN=CNS(=O)(=O)OC
false
CCCCCC(C)(C)CC
164.186
37.7535
-0.361
4
1
18
67.76
CC(N)CC1=CC(Cl)=CN1
CC(N)Cc1cc(Cl)c[nH]1
false
CC(C)CC1CCC(C)C1
c1cc[nH]c1
158.632
43.1561
1.5578
1
2
21
41.81
CS(=O)(=O)CN1CC1C#N
CS(=O)(=O)CN1CC1C#N
true
CCC1CC1CC(C)(C)C
C1CN1
160.198
35.8178
-0.80372
4
0
18
60.94
N=C1SC=NN1OC1CC1
N=c1scnn1OC1CC1
false
CC1CCCC1CC1CC1
N=c1scnn1OC1CC1
157.198
35.5607
0.01507
5
1
17
50.9
COC=C1CN(N)C(=S)N1
COC=C1CN(N)C(=S)N1
true
CCCC1CC(C)C(C)C1
C=C1CNC(=S)N1
159.214
41.7191
-0.462
3
2
19
50.52
CCC1=NSC(OC=O)=C1
CCc1cc(OC=O)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
157.194
38.184
1.2407
4
0
17
39.19
CCS(=O)(=O)OCC#CC
CC#CCOS(=O)(=O)CC
false
CCCCCC(C)(C)CC
162.21
38.8628
0.376
3
0
20
43.37
CC1CC2CC2CS1(=O)=O
CC1CC2CC2CS1(=O)=O
true
CC1CC2CC2CC1(C)C
O=S1(=O)CCC2CC2C1
160.238
39.4628
0.8295
2
0
22
34.14
CC1CN=C2N1SC=C2N
CC1CN=C2C(N)=CSN21
false
CC1CCC2C(C)CCC12
C1=CC2=NCCN2S1
155.226
43.4644
0.5509
4
1
19
41.62
CCCC1=NNS(=O)(=O)C1
CCCC1=NNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=NN1
162.214
39.2655
0.0755
3
1
20
58.53
CN(C(CO)C#C)C(N)=S
C#CC(CO)N(C)C(N)=S
false
CCC(CC)C(C)C(C)C
158.226
44.2552
-0.8441
2
2
20
49.49
CC(=N)NC1=CC(=O)NS1
CC(=N)Nc1cc(=O)[nH]s1
false
CC(C)CC1CCC(C)C1
O=c1ccs[nH]1
157.198
41.9631
0.84547
3
3
17
68.74
C1CCN2SC=NC2=NC1
C1=NC2=NCCCCN2S1
false
C1CCC2CCCC2CC1
C1=NC2=NCCCCN2S1
155.226
44.325
1.1283
4
0
19
27.96
CCC1=NSC(O1)=NN=C
C=NN=c1oc(CC)ns1
false
CCCC1CCC(CC)C1
N=c1ocns1
157.198
38.87
0.8148
5
0
17
50.75
CN1CCNCCS1(=O)=O
CN1CCNCCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CCNCCN1
164.23
39.2865
-1.1488
3
1
22
49.41
CN(C=CC=O)S(N)(=O)=O
CN(C=CC=O)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
164.186
36.0742
-1.1657
3
1
18
80.47
ON=CN1CC2CN2C1=S
ON=CN1CC2CN2C1=S
true
CCCC1CC2CC2C1C
S=C1NCC2CN12
157.198
40.0765
-0.3114
3
1
17
38.84
NCCCOC1=NN=CS1
NCCCOc1nncs1
false
CCCCCC1CCCC1
c1nncs1
159.214
39.0754
0.2657
5
1
19
61.03
OC(CC#C)C1=NSC=N1
C#CCC(O)c1ncsn1
false
CCCC(C)C1CCCC1
c1ncsn1
154.194
38.3188
0.5948
4
1
16
46.01
N#CC1=NC=C2SC=NN12
N#Cc1ncc2scnn12
false
CCC1CCC2CCCC12
c1nn2cncc2s1
150.166
35.579
0.66248
5
0
12
53.98
OCC(=CO)C1=CSN=C1
OC=C(CO)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
157.194
39.8056
1.0343
4
2
17
53.35
CC=CC1=CSC=C1C#N
CC=Cc1cscc1C#N
false
CCCC1CCCC1CC
c1ccsc1
149.218
43.742
2.65288
2
0
17
23.79
CC1=C(C)C(CN)=C(N)S1
Cc1sc(N)c(CN)c1C
false
CCC1C(C)CC(C)C1C
c1ccsc1
156.254
46.0968
1.40584
3
2
22
52.04
CCC(=C)C1=C(C)N=NS1
C=C(CC)c1snnc1C
false
CCC(C)C1CCCC1C
c1csnn1
154.238
43.971
2.26972
3
0
20
25.78
COC1C(N)C2=CSN=C12
COC1c2nscc2C1N
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
156.21
38.7924
0.844
4
1
18
48.14
OCC=CCC1=NC=CS1
OCC=CCc1nccs1
false
CCCCCC1CCCC1
c1cscn1
155.222
42.0438
1.2341
3
1
19
33.12
CC=C(CC#N)NC(N)=S
CC=C(CC#N)NC(N)=S
true
CCCC(CC)CC(C)C
155.226
43.9081
0.63708
2
2
19
61.84
CNC1=NC2=C(CCO2)S1
CNc1nc2c(s1)CCO2
false
CCC1CC2CCCC2C1
c1nc2c(s1)CCO2
156.21
40.8597
1.1197
4
1
18
34.15
O=CNN=CC1=CSC=N1
O=CNN=Cc1cscn1
false
CCCCCC1CCCC1
c1cscn1
155.182
38.9077
0.223
4
1
15
54.35
OCCC1=CC(C=C)=CS1
C=Cc1csc(CCO)c1
false
CCCC1CCC(CC)C1
c1ccsc1
154.234
45.1998
1.9259
2
1
20
20.23
COCC1=NC=C(OC)S1
COCc1ncc(OC)s1
false
CCCC1CCC(CC)C1
c1cscn1
159.21
39.379
1.2981
4
0
19
31.35
CCNS(=O)(=O)NN=CC
CC=NNS(=O)(=O)NCC
false
CCCCC(C)(C)CCC
165.218
39.8982
-0.564
3
2
21
70.56
CN1N=NC2=C1SC=C2C
Cc1csc2c1nnn2C
false
CC1CCC2C(C)CCC12
c1cc2nn[nH]c2s1
153.21
41.123
1.33822
4
0
17
30.71
CC#CS(=O)(=O)C1OC1C
CC#CS(=O)(=O)C1OC1C
true
CCCC(C)(C)C1CC1C
C1CO1
160.194
36.7048
0.1268
3
0
18
46.67
CCN1CC2=C(C1)N=CS2
CCN1Cc2ncsc2C1
false
CCC1CC2CCCC2C1
c1nc2c(s1)CNC2
154.238
41.902
1.4786
3
0
20
16.13
CC=CN1N=C(C)SC1=N
CC=Cn1nc(C)sc1=N
false
CCCC1CC(C)CC1C
N=c1[nH]ncs1
155.226
41.6997
1.22309
4
1
19
41.67
OC1=C(SC=C1)C#CC#N
N#CC#Cc1sccc1O
false
CCCCC1CCCC1C
c1ccsc1
149.174
38.4748
1.32878
3
1
13
44.02
CC(N)C1=C(O)SC(C)=C1
Cc1cc(C(C)N)c(O)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
157.238
43.3232
1.78182
3
2
21
46.25
CCCC1=NOC(O)=C1Cl
CCCc1noc(O)c1Cl
false
CCCC1CCC(C)C1C
c1cnoc1
161.588
37.1728
1.9861
3
1
18
46.26
CNC1=CSC(=C1)C(C)O
CNc1csc(C(C)O)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
157.238
44.4995
1.8431
3
2
21
32.26
O=C1NSC(=N1)N1CCC1
O=c1nc(N2CCC2)s[nH]1
false
CC1CCC(C2CCC2)C1
O=c1nc(N2CCC2)s[nH]1
157.198
39.5647
0.0415
4
1
17
48.99
CC(C=C)S(=O)(=O)NC=N
C=CC(C)S(=O)(=O)NC=N
false
CCCC(C)(C)C(C)CC
162.214
40.4982
0.08737
3
2
20
70.02
CC1=NSC2=C1COCC2
Cc1nsc2c1COCC2
false
CC1CCC2CCCCC12
c1nsc2c1COCC2
155.222
40.211
1.52422
3
0
19
22.12
CCC12CC1CS(=O)(=O)C2
CCC12CC1CS(=O)(=O)C2
true
CCC12CC1CC(C)(C)C2
O=S1(=O)CC2CC2C1
160.238
39.4848
0.8311
2
0
22
34.14
OC1(CCS1(=O)=O)C1CN1
O=S1(=O)CCC1(O)C1CN1
false
CC1(C)CCC1(C)C1CC1
O=S1(=O)CCC1C1CN1
163.198
35.1443
-1.5347
4
2
19
76.31
NC1=C2COCCC2=CS1
Nc1scc2c1COCC2
false
CC1CCC2CCCCC12
c1scc2c1CCOC2
155.222
42.0914
1.403
3
1
19
35.25
CC1CN=C2SC=NN2O1
CC1CN=C2SC=NN2O1
true
CC1CCC2CCCC2C1
C1=NN2OCCN=C2S1
157.198
40.771
0.6682
5
0
17
37.19
CC(=N)N1C=C(Cl)C=C1N
CC(=N)n1cc(Cl)cc1N
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
157.604
42.6531
1.56897
3
2
18
54.8
NC(CO)(C=C)S(N)(=O)=O
C=CC(N)(CO)S(N)(=O)=O
false
CCC(C)(CC)C(C)(C)C
166.202
37.3084
-1.8918
4
3
20
106.41
CC(C#N)C1CS(=O)(=O)O1
CC(C#N)C1CS(=O)(=O)O1
true
CCC(C)C1CC(C)(C)C1
O=S1(=O)CCO1
161.182
33.4368
-0.12532
4
0
17
67.16
CCC1=CC(=O)N(OC)S1
CCc1cc(=O)n(OC)s1
false
CCC1CC(C)C(CC)C1
O=c1ccs[nH]1
159.21
40.461
0.5306
4
0
19
31.23
CC1=CNC2=C(O)SC=C12
Cc1c[nH]c2c(O)scc12
false
CC1CCC2C(C)CCC12
c1cc2cscc2[nH]1
153.206
42.5775
2.24342
2
2
17
36.02
CCC1=NC=C(S1)C(O)=O
CCc1ncc(C(=O)O)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
157.194
38.4513
1.4037
3
1
17
50.19
NC1C=CC(=O)NS1(=O)=O
NC1C=CC(=O)NS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
O=C1C=CCS(=O)(=O)N1
162.17
34.1779
-1.713
4
2
16
89.26
NC1CC1C=CNC(N)=S
NC(=S)NC=CC1CC1N
false
CC(C)CCCC1CC1C
C1CC1
157.242
45.1435
-0.3195
2
3
21
64.07
COC1CC2NC1S2(=O)=O
COC1CC2NC1S2(=O)=O
true
CCC1CC2CC1C2(C)C
O=S1(=O)C2CCC1N2
163.198
35.0455
-0.9247
4
1
19
55.4
CC(=O)CN=C1NC=CS1
CC(=O)CN=c1[nH]ccs1
false
CC(C)CCC1CCCC1
N=c1[nH]ccs1
156.21
39.7807
0.5659
3
1
18
45.22
CNNS(=O)(=O)C1CC1C
CNNS(=O)(=O)C1CC1C
true
CCCC(C)(C)C1CC1C
C1CC1
164.23
38.6842
-0.5514
3
2
22
58.2
C=C1CON=C2N=CSN12
C=C1CON=C2N=CSN12
true
CC1CCCC2CCCC12
C=C1CON=C2N=CSN12
155.182
40.449
0.7934
5
0
15
37.19
CN1C=C2C(Cl)=CSC2=N1
Cn1cc2c(Cl)csc2n1
false
CC1CC2CCC(C)C2C1
c1cc2c[nH]nc2s1
172.64
43.601
2.2882
3
0
15
17.82
CC1=CC(Cl)=C2SC=CN12
Cc1cc(Cl)c2sccn12
false
CC1CC(C)C2CCCC12
c1cc2sccn2c1
171.652
45.021
2.96262
2
0
16
4.41
ClC1=C2CC3CN3N2N=C1
Clc1cnn2c1CC1CN12
false
CC1CCC2C1CC1CC12
c1cc2n(n1)N1CC1C2
155.588
37.813
0.4128
3
0
16
20.83
NCCC1=COC(O)=C1Cl
NCCc1coc(O)c1Cl
false
CCCC1CCC(C)C1C
c1ccoc1
161.588
38.1412
1.1398
3
2
18
59.39
CN1NC(=S)NC(=C1)C#N
CN1C=C(C#N)NC(=S)N1
false
CCC1CC(C)CC(C)C1
S=C1NC=CNN1
154.198
40.3284
-0.32412
3
2
16
51.09
OC1C2CN2C2=CSN=C12
OC1c2nscc2N2CC12
false
CC1C2CCCC2C2CC12
c1snc2c1N1CC1C2
154.194
38.2078
0.3787
4
1
16
36.13
NC(CCNC(N)=S)C=C
C=CC(N)CCNC(N)=S
false
CCC(C)CCCC(C)C
159.258
47.5775
-0.277
2
3
23
64.07
CC1=NC(C=CCN)=CS1
Cc1nc(C=CCN)cs1
false
CCCCC1CCC(C)C1
c1cscn1
154.238
44.9394
1.42342
3
1
20
38.91
NS(=O)(=O)C1CCCC1=O
NS(=O)(=O)C1CCCC1=O
true
CC1CCCC1C(C)(C)C
O=C1CCCC1
163.198
35.7532
-0.6035
3
1
19
77.23
COC1=NCS(=O)(=O)CN1
COC1=NCS(=O)(=O)CN1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CN=CNC1
164.186
36.2335
-1.0782
5
1
18
67.76
CONC=CC1=NN=CS1
CONC=Cc1nncs1
false
CCCCCC1CCCC1
c1nncs1
157.198
39.0877
0.6598
5
1
17
47.04
CC1(CN1)C1=CSC(=O)N1
CC1(c2csc(=O)[nH]2)CN1
false
CC1CCC(C2(C)CC2)C1
O=c1[nH]c(C2CN2)cs1
156.21
40.2944
0.2548
3
2
18
54.8
O=C1SN2CC3NC3C2=N1
O=c1nc2n(s1)CC1NC21
false
CC1CC2CC3CC3C2C1
O=c1nc2n(s1)CC1NC21
155.182
36.0387
-0.6687
5
1
15
56.83
CC(O)C(C)NS(C)(=O)=O
CC(O)C(C)NS(C)(=O)=O
true
CC(C)C(C)CC(C)(C)C
167.23
39.1223
-0.6951
3
2
23
66.4
C=CC1=CC2=C(C1)SN=N2
C=CC1=Cc2nnsc2C1
false
CCC1CC2CCCC2C1
C1=Cc2nnsc2C1
150.206
41.787
1.6636
3
0
16
25.78
COC1=C(C)NC(O)=C1Cl
COc1c(C)[nH]c(O)c1Cl
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
161.588
38.7565
1.69072
2
2
18
45.25
NC1=C(N=CS1)N1CCC1
Nc1scnc1N1CCC1
false
CC1CCCC1C1CCC1
c1nc(N2CCC2)cs1
155.226
43.3564
0.9354
4
1
19
42.15
S=C1NNC2CC2(N1)C#N
N#CC12CC1NNC(=S)N2
false
CCC12CC(C)CCC1C2
S=C1NNC2CC2N1
154.198
38.7541
-0.99662
3
3
16
59.88
NS(=O)(=O)N1C=COC1=C
C=C1OC=CN1S(N)(=O)=O
false
CC1CCCC1C(C)(C)C
C=C1NC=CO1
162.17
34.3112
-0.5355
3
1
16
72.63