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
C=C1C=COC2=C1N=CS2
C=C1C=COc2scnc21
false
CC1CCCC2CCCC12
C=C1C=COc2scnc21
151.19
40.916
2.0624
3
0
15
22.12
O=CC1=CCS(=O)(=O)C1=O
O=CC1=CCS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
O=C1C=CCS1(=O)=O
160.15
32.9408
-0.9333
4
0
14
68.28
NNC(=S)NC1CCOC1
NNC(=S)NC1CCOC1
true
CCC(C)CC1CCCC1
C1CCOC1
161.23
42.2808
-0.8869
3
3
21
59.31
CS(=O)(=O)N1OCCC=C1
CS(=O)(=O)N1C=CCCO1
false
CC(C)(C)C1CCCCC1
C1=CNOCC1
163.198
36.3918
0.097
3
0
19
46.61
C#CCC1=CSN=C1C#N
C#CCc1csnc1C#N
false
CCCC1CCCC1CC
c1cnsc1
148.19
39.366
1.19048
3
0
14
36.68
NCC1CN2C1=CSC2=N
N=c1scc2n1CC2CN
false
CCC1CC2C(C)CCC12
N=c1scc2n1CC2
155.226
39.9591
0.08497
4
2
19
54.8
CC(=N)NC1=C(O)SC=C1
CC(=N)Nc1ccsc1O
false
CC(C)CC1CCCC1C
c1ccsc1
156.21
43.0072
1.86277
3
3
18
56.11
C#CC1=C2C=CSC2=NO1
C#Cc1onc2sccc12
false
CCC1CCC2CCCC12
c1cc2conc2s1
149.174
39.821
1.8706
3
0
13
26.03
CC1C2NNS(=O)(=O)C12N
CC1C2NNS(=O)(=O)C12N
true
CC1C2CCC(C)(C)C12C
O=S1(=O)NNC2CC21
163.202
35.0616
-1.9027
4
3
19
84.22
CCCOCS(=O)(=O)C#C
C#CS(=O)(=O)COCCC
false
CCCCCC(C)(C)CC
162.21
38.8628
0.376
3
0
20
43.37
CC1=C(C(N)=O)C(N)=CS1
Cc1scc(N)c1C(N)=O
false
CC(C)C1C(C)CCC1C
c1ccsc1
156.21
41.9863
0.73762
3
2
18
69.11
CC1=NCCONC(=S)N1
CC1=NCCONC(=S)N1
true
CC1CCCCCC(C)C1
S=C1NC=NCCON1
159.214
42.7974
-0.1859
3
2
19
45.65
CC(C)COS(=O)(=O)CN
CC(C)COS(=O)(=O)CN
true
CCC(C)(C)CCC(C)C
167.23
38.7642
-0.095
4
1
23
69.39
CS(=O)(=O)N(O)C(=C)CN
C=C(CN)N(O)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
166.202
36.6637
-0.8904
4
2
20
83.63
CC1=CNC2=C1NC(=N)S2
Cc1c[nH]c2sc(=N)[nH]c12
false
CC1CC2CCC(C)C2C1
N=c1[nH]c2cc[nH]c2s1
153.21
41.1181
1.34539
2
3
17
55.43
OC1=CC(NN2CC2)=NS1
Oc1cc(NN2CC2)ns1
false
CC1CCC(CC2CC2)C1
c1cc(NN2CC2)ns1
157.198
38.9745
0.4912
5
2
17
48.16
CC(=O)C1CC2=NSC=C12
CC(=O)C1Cc2nscc21
false
CC(C)C1CC2CCCC21
c1snc2c1CC2
153.206
39.24
1.3718
3
0
17
29.96
CON(C=N)C(=S)N(C)C
CON(C=N)C(=S)N(C)C
true
CCC(CC)C(C)C(C)C
161.23
43.9167
0.30337
3
1
21
39.56
CCCC1=C(C)SC=C1C
CCCc1c(C)csc1C
false
CCCC1C(C)CCC1C
c1ccsc1
154.278
47.788
3.31744
1
0
24
0
OCC1=NSC(C=C)=C1Cl
C=Cc1snc(CO)c1Cl
false
CCC1CCC(CC)C1C
c1cnsc1
175.64
43.1378
1.9318
3
1
16
33.12
CC=CS(=O)(=O)C(C)(C)C
CC=CS(=O)(=O)C(C)(C)C
true
CCCC(C)(C)C(C)(C)C
162.254
43.4868
1.7333
2
0
24
34.14
CC(NC1=CSN=C1)C=O
CC(C=O)Nc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
156.21
41.2627
1.1424
4
1
18
41.99
CCC1=C(SC(O)=C1)C=C
C=Cc1sc(O)cc1CC
false
CCC1CC(C)CC1CC
c1ccsc1
154.234
45.4528
2.6591
2
1
20
20.23
ON1CC2=CSN=C2N=C1
ON1C=Nc2nscc2C1
false
CC1CCC2CCCC2C1
C1=Nc2nscc2CN1
155.182
37.5955
1.0077
5
1
15
48.72
CC(C)CS(=O)(=O)C=NO
CC(C)CS(=O)(=O)C=NO
true
CCCC(C)(C)CC(C)C
165.214
38.9033
0.4747
4
1
21
66.73
NC1=CC(Cl)=CC=CC1=N
N=c1cccc(Cl)cc1N
false
CC1CCCC(C)C(C)C1
N=c1cccccc1
154.6
41.7191
1.40167
2
2
17
49.87
CN(C)C1=C(C)SC(C)=C1
Cc1cc(N(C)C)c(C)s1
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
155.266
48.12
2.43094
2
0
23
3.24
CC1=NSC(C)=C1N1CC1
Cc1nsc(C)c1N1CC1
false
CC1CCC(C)C1C1CC1
c1nscc1N1CC1
154.238
43.801
1.57994
3
0
20
15.9
COCC1=C(C=CS1)C#N
COCc1sccc1C#N
false
CCCC1CCCC1CC
c1ccsc1
153.206
39.747
1.76618
3
0
17
33.02
CC(NC(N)=S)C(C)(C)C
CC(NC(N)=S)C(C)(C)C
true
CC(C)CC(C)C(C)(C)C
160.286
48.8381
1.2542
1
2
26
38.05
CN=C1C(C)NC(=S)N1O
CN=C1C(C)NC(=S)N1O
true
CCC1C(C)CC(C)C1C
N=C1CNC(=S)N1
159.214
42.1802
-0.0175
3
2
19
47.86
CC1=CC2CS(=O)(=O)C1N2
CC1=CC2CS(=O)(=O)C1N2
true
CC1CC2CC1C(C)(C)C2
O=S1(=O)CC2C=CC1N2
159.21
38.2555
-0.341
3
1
19
46.17
CS(=O)(=O)N=C1NCCN1
CS(=O)(=O)N=C1NCCN1
true
CC(C)(C)CC1CCCC1
N=C1NCCN1
163.202
38.2842
-1.5052
2
2
19
70.56
CCCOC1=C(N)N=NS1
CCCOc1snnc1N
false
CCCCC1CCCC1C
c1csnn1
159.214
40.1074
0.9091
5
1
19
61.03
CC1=CCC2=C1SN=C2N
CC1=CCc2c(N)nsc21
false
CC1CCC2C(C)CCC12
C1=Cc2sncc2C1
152.222
43.8814
1.6847
3
1
18
38.91
C1OC2C1CC1=C2C=NS1
c1nsc2c1C1OCC1C2
false
C1CC2CC3CCC3C2C1
c1nsc2c1C1OCC1C2
153.206
38.001
1.3867
3
0
17
22.12
CC1(CCO1)C1=CC=CS1
CC1(c2cccs2)CCO1
false
CC1(C2CCCC2)CCC1
c1csc(C2CCO2)c1
154.234
42.24
2.3836
2
0
20
9.23
CC1OC(=N)N(C)S1(=O)=O
CC1OC(=N)N(C)S1(=O)=O
true
CC1CC(C)C(C)(C)C1C
N=C1NS(=O)(=O)CO1
164.186
34.9565
-0.44103
4
1
18
70.46
CC=CC1=CSN=C1C=O
CC=Cc1csnc1C=O
false
CCCC1CCCC1CC
c1cnsc1
153.206
42.2095
1.9887
3
0
17
29.96
CC=CN1C=C(C)SC1=O
CC=Cn1cc(C)sc1=O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
155.222
44.32
1.70882
3
0
19
22
CNC1=C(N)SC(C)=C1O
CNc1c(N)sc(C)c1O
false
CCC1C(C)CC(C)C1C
c1ccsc1
158.226
44.6799
1.38602
4
3
20
58.28
O=CS(=O)(=O)N1CCCN1
O=CS(=O)(=O)N1CCCN1
true
CCC(C)(C)C1CCCC1
C1CNNC1
164.186
34.996
-1.2833
4
1
18
66.48
CC1=C(CC#N)C(N)=CS1
Cc1scc(N)c1CC#N
false
CCCC1C(C)CCC1C
c1ccsc1
152.222
42.7854
1.7048
3
1
18
49.81
CCC1=C(C)SN=C1C#C
C#Cc1nsc(C)c1CC
false
CCC1CCC(C)C1CC
c1cnsc1
151.234
44.164
1.99522
2
0
19
12.89
CC1(CCS1(=O)=O)C1CO1
CC1(C2CO2)CCS1(=O)=O
false
CC1(C)CCC1(C)C1CC1
O=S1(=O)CCC1C1CO1
162.21
36.5488
-0.0376
3
0
20
46.67
CC1CC2=C(SN=C2)N1C
CC1Cc2cnsc2N1C
false
CC1CC2CCCC2C1C
c1nsc2c1CCN2
154.238
43.683
1.5239
3
0
20
16.13
NC1=C(N)C(Cl)=C2CCN12
Nc1c(Cl)c2n(c1N)CC2
false
CC1C(C)C2CCC2C1C
c1cc2n(c1)CC2
157.604
41.9708
0.862
3
2
18
56.97
NC1=CC2=C(CCCN2)S1
Nc1cc2c(s1)CCCN2
false
CC1CC2CCCCC2C1
c1cc2c(s1)CCCN2
154.238
45.5421
1.6884
3
2
20
38.05
CNCS(=O)(=O)C1CCN1
CNCS(=O)(=O)C1CCN1
true
CCCC(C)(C)C1CCC1
C1CNC1
164.23
39.2542
-1.1025
4
2
22
58.2
NC(=CS(O)(=O)=O)N1CC1
NC(=CS(=O)(=O)O)N1CC1
false
CC(CC(C)(C)C)C1CC1
C1CN1
164.186
35.392
-1.0526
4
2
18
83.4
CS(=O)(=O)OC(C=O)C#C
C#CC(C=O)OS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
162.166
34.6138
-0.8367
4
0
16
60.44
CC1=CCC2=C1NC(=O)S2
CC1=CCc2sc(=O)[nH]c21
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2c(s1)CC=C2
153.206
42.2947
1.3958
2
1
17
32.86
NN1C(CO)C(=C)NC1=S
C=C1NC(=S)N(N)C1CO
false
CCC1C(C)CC(C)C1C
C=C1CNC(=S)N1
159.214
41.7739
-1.0752
3
3
19
61.52
COC(=C)NS(=O)(=O)C#C
C#CS(=O)(=O)NC(=C)OC
false
CCC(C)CC(C)(C)CC
161.182
37.0375
-0.3859
3
1
17
55.4
OS(=O)(=O)C=CCCC#N
N#CCCC=CS(=O)(=O)O
false
CCCCCCC(C)(C)C
161.182
35.5356
0.69168
3
1
17
78.16
S=C1NOC2CC(N1)C=C2
S=C1NOC2C=CC(C2)N1
false
CC1CCC2CCC(C1)C2
S=C1NOC2C=CC(C2)N1
156.21
41.2874
0.0928
2
2
18
33.29
CC1=CC(=O)C2=C1SN=C2
CC1=CC(=O)c2cnsc21
false
CC1CC(C)C2CCCC12
O=C1C=Cc2sncc21
151.19
40.0955
1.7427
3
0
15
29.96
CC(C)=CN(C=C)C(N)=S
C=CN(C=C(C)C)C(N)=S
false
CCC(CC(C)C)C(C)C
156.254
48.2524
1.5992
1
1
22
29.26
CN(CCO)S(=O)(=O)C#C
C#CS(=O)(=O)N(C)CCO
false
CCCC(C)C(C)(C)CC
163.198
37.4686
-1.169
3
1
19
57.61
CC=C1C(=N)NCS1(=O)=O
CC=C1C(=N)NCS1(=O)=O
true
CCC1C(C)CCC1(C)C
C=C1C(=N)NCS1(=O)=O
160.198
38.4062
-0.15703
3
2
18
70.02
CC1=C(Cl)C=CN1NC=N
Cc1c(Cl)ccn1NC=N
false
CCCC1CCC(C)C1C
c1cc[nH]c1
157.604
42.3234
1.60049
2
2
18
40.81
CC1OCC1OS(C)(=O)=O
CC1OCC1OS(C)(=O)=O
true
CC1CCC1CC(C)(C)C
C1COC1
166.198
35.1308
-0.2501
4
0
20
52.6
CON=C1OC=CC=C1Cl
CON=c1occcc1Cl
false
CCCC1CCCCC1C
N=c1cccco1
159.572
36.29
1.3951
3
0
16
34.73
CC1(O)CC1NS(N)(=O)=O
CC1(O)CC1NS(N)(=O)=O
true
CC(C)(C)CC1CC1(C)C
C1CC1
166.202
35.2717
-1.6972
3
3
20
92.42
CC1CN=C2SC=CN2C1
CC1CN=C2SC=CN2C1
true
CC1CCC2CCCC2C1
C1=CN2CCCN=C2S1
154.238
44.903
1.5121
3
0
20
15.6
CC1=C(Cl)C(OC=C)=NN1
C=COc1n[nH]c(C)c1Cl
false
CCCC1CCC(C)C1C
c1cn[nH]c1
158.588
39.1597
1.89382
2
1
17
37.91
CCN1C=C(Cl)C=C1C=O
CCn1cc(Cl)cc1C=O
false
CCC1CC(C)CC1CC
c1cc[nH]c1
157.6
40.5035
1.9739
2
0
18
22
CCNN1SC(N)=CC1=O
CCNn1sc(N)cc1=O
false
CCCC1CC(C)CC1C
O=c1ccs[nH]1
159.214
42.8931
0.0554
5
2
19
60.05
CC(CN)C1=NSC=C1O
CC(CN)c1nscc1O
false
CCC(C)C1CCCC1C
c1cnsc1
158.226
41.2482
0.9109
4
2
20
59.14
N=C1NC(=S)NC1CC#C
C#CCC1NC(=S)NC1=N
false
CCCC1CC(C)CC1C
N=C1CNC(=S)N1
153.21
43.8341
-0.16673
2
3
17
47.91
COC1=CSC=C1C1CN1
COc1cscc1C1CN1
false
CCC1CCCC1C1CC1
c1cc(C2CN2)cs1
155.222
41.6147
1.401
3
1
19
31.17
O=S1(=O)CC2C=NN=CC12
O=S1(=O)CC2C=NN=CC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2C=NN=CC21
158.182
38.0488
-0.5302
4
0
16
58.86
CN=C1C(N)=CNC=C1Cl
CN=c1c(N)c[nH]cc1Cl
false
CCC1C(C)CCCC1C
N=c1cc[nH]cc1
157.604
41.7021
0.7808
2
2
18
54.17
COS(=O)(=O)NCC=CC
CC=CCNS(=O)(=O)OC
false
CCCCCC(C)(C)CC
165.214
38.7455
0.0433
3
1
21
55.4
CC(=C)COS(=O)(=O)CN
C=C(C)COS(=O)(=O)CN
false
CCC(C)(C)CCC(C)C
165.214
38.7402
-0.1749
4
1
21
69.39
N=C1NC=COCS1(=O)=O
N=C1NC=COCS1(=O)=O
true
CC1CCCCCC1(C)C
N=C1NC=COCS1(=O)=O
162.17
34.8742
-0.61553
4
2
16
79.25
CC(=CCNC(N)=S)C#C
C#CC(C)=CCNC(N)=S
false
CCC(C)CCCC(C)C
154.238
47.3781
0.3991
1
2
20
38.05
CC1=C(CCO1)S(C)(=O)=O
CC1=C(S(C)(=O)=O)CCO1
false
CC1CCCC1C(C)(C)C
C1=COCC1
162.21
38.1128
0.6828
3
0
20
43.37
COC1CC2=C(O1)SC=N2
COC1Cc2ncsc2O1
false
CCC1CC2CCCC2C1
c1nc2c(s1)OCC2
157.194
37.243
1.0505
4
0
17
31.35
CN1CCC(C)=NNC1=S
CC1=NNC(=S)N(C)CC1
false
CC1CCC(C)C(C)CC1
S=C1NCCC=NN1
157.242
46.0897
0.5723
2
1
21
27.63
CNC1=C(NC)C(C)=CS1
CNc1scc(C)c1NC
false
CCC1CCC(C)C1CC
c1ccsc1
156.254
48.1494
2.13992
3
2
22
24.06
CC1=C2N=CON=C2SN1
CC1=C2N=CON=C2SN1
true
CC1CCC2CCCCC12
C1=NC2=CNSC2=NO1
155.182
40.4387
0.8413
5
1
15
45.98
CC1=C2CC(C=C)C2=NS1
C=CC1Cc2c1nsc2C
false
CCC1CC2C(C)CCC12
c1snc2c1CC2
151.234
43.493
2.27722
2
0
19
12.89
O=S1(=O)C2C3CC1NCC23
O=S1(=O)C2CC3C(CN2)C31
false
CC1(C)C2CCC3C(C2)C31
O=S1(=O)C2CC3C(CN2)C31
159.21
36.0955
-0.6512
3
1
19
46.17
CC(=C)C1=C(Cl)C(C)=CN1
C=C(C)c1[nH]cc(C)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
155.628
45.2477
3.00962
0
1
20
15.79
CN(C)C1=NC(C)=C(N)S1
Cc1nc(N(C)C)sc1N
false
CC(C)C1CC(C)C(C)C1
c1cscn1
157.242
45.5904
1.09972
4
1
21
42.15
CN(C)NC1=NSC(C)=C1
Cc1cc(NN(C)C)ns1
false
CC(C)CC1CCC(C)C1
c1cnsc1
157.242
44.1607
1.34002
4
1
21
28.16
O=S1(=O)CC2(CCOC2)N1
O=S1(=O)CC2(CCOC2)N1
true
CC1(C)CC2(CCCC2)C1
O=S1(=O)CC2(CCOC2)N1
163.198
35.0895
-0.9215
3
1
19
55.4
ON=C1CC2NC2S1(=O)=O
O=S1(=O)C(=NO)CC2NC21
false
CCC1CC2CC2C1(C)C
N=C1CC2NC2S1(=O)=O
162.17
33.47
-1.1095
5
2
16
88.67
NC1=NN=C(CCC#N)S1
N#CCCc1nnc(N)s1
false
CCCCC1CCC(C)C1
c1nncs1
154.198
38.2554
0.57648
5
1
16
75.59
CC1=C(C=NO1)S(C)(=O)=O
Cc1oncc1S(C)(=O)=O
false
CC1CCCC1C(C)(C)C
c1cnoc1
161.182
34.3498
0.38652
4
0
17
60.17
CCS(=O)(=O)C(=O)NC=N
CCS(=O)(=O)C(=O)NC=N
true
CCCC(C)C(C)(C)CC
164.186
36.7762
-0.26223
4
2
18
87.09
CC=CCC1=NN=C(N)S1
CC=CCc1nnc(N)s1
false
CCCCC1CCC(C)C1
c1nncs1
155.226
42.8394
1.2389
4
1
19
51.8
CC1(NCC1O)S(N)(=O)=O
CC1(S(N)(=O)=O)NCC1O
false
CC1CCC1(C)C(C)(C)C
C1CNC1
166.202
35.5217
-2.0448
4
3
20
92.42
CON=C(N)S(=O)(=O)C=C
C=CS(=O)(=O)C(N)=NOC
false
CCCC(C)C(C)(C)CC
164.186
37.7482
-0.5792
4
1
18
81.75
CC1=C(Cl)C=C(N1)OC=O
Cc1[nH]c(OC=O)cc1Cl
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
159.572
37.2317
1.51172
2
1
16
42.09
COC=CNS(=O)(=O)C#C
C#CS(=O)(=O)NC=COC
false
CCCCCC(C)(C)CC
161.182
37.0375
-0.3859
3
1
17
55.4
O=C1NC(CN2CC2)=NS1
O=c1[nH]c(CN2CC2)ns1
false
CC1CCC(CC2CC2)C1
O=c1[nH]c(CN2CC2)ns1
157.198
38.0117
-0.353
4
1
17
48.76
CC(=O)N(C=C)S(C)(=O)=O
C=CN(C(C)=O)S(C)(=O)=O
false
CCC(C(C)C)C(C)(C)C
163.198
37.5608
-0.062
3
0
19
54.45
OCC(C#C)C1=CN=CS1
C#CC(CO)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
153.206
40.7738
0.8522
3
1
17
33.12