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
CC12CC1N(C=C2)C(N)=S
CC12C=CN(C(N)=S)C1C2
false
CC(C)C1CCC2(C)CC12
C1=CC2CC2N1
154.238
44.2764
0.8379
1
1
20
29.26
CC1=NOCC2=NSC=C12
CC1=NOCc2nscc21
false
CC1CCCC2CCCC12
C1=NOCc2nscc21
154.194
39.114
1.3973
4
0
16
34.48
NC1C=CC=C1S(N)(=O)=O
NC1C=CC=C1S(N)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CCC=C1
160.198
38.3056
-0.9441
3
2
18
86.18
CS(=O)(=O)C1COC1C#N
CS(=O)(=O)C1COC1C#N
true
CCC1CCC1C(C)(C)C
C1COC1
161.182
33.9848
-0.67802
4
0
17
67.16
CC=NNS(=O)(=O)C(C)N
CC=NNS(=O)(=O)C(C)N
true
CCCCC(C)(C)C(C)C
165.218
39.8709
-0.7838
4
2
21
84.55
CCC1=COC(NC)=C1Cl
CCc1coc(NC)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
159.616
42.6427
2.5371
2
1
20
25.17
CNCCCC1=NSN=C1
CNCCCc1cnsn1
false
CCCCCC1CCCC1
c1cnsn1
157.242
42.1567
0.6901
4
1
21
37.81
NC(CC1=CSN=C1)C=C
C=CC(N)Cc1cnsc1
false
CCC(C)CC1CCCC1
c1cnsc1
154.238
43.9904
1.1989
3
1
20
38.91
ONC(=S)NCC1CCN1
ONC(=S)NCC1CCN1
true
CCC(C)CCC1CCC1
C1CNC1
161.23
41.9306
-0.7984
3
4
21
56.32
CC=CCNS(=O)(=O)C#N
CC=CCNS(=O)(=O)C#N
true
CCCCCC(C)(C)CC
160.198
37.3495
-0.03702
3
1
18
69.96
CC1CCC1(C)S(C)(=O)=O
CC1CCC1(C)S(C)(=O)=O
true
CC1CCC1(C)C(C)(C)C
C1CCC1
162.254
41.6468
1.2196
2
0
24
34.14
CCOC=CS(=O)(=O)OC
CCOC=CS(=O)(=O)OC
true
CCCCCC(C)(C)CC
166.198
36.6948
0.4703
4
0
20
52.6
CC1(C)CN(N)C(=S)NO1
CC1(C)CN(N)C(=S)NO1
true
CC1CCC(C)(C)CC1C
S=C1NCCON1
161.23
41.7911
-0.2396
3
2
21
50.52
CC1C=CC2NC2S1(=O)=O
CC1C=CC2NC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
O=S1(=O)CC=CC2NC21
159.21
38.2335
-0.3426
3
1
19
56.08
NCC(C#C)C1=CSN=N1
C#CC(CN)c1csnn1
false
CCC(CC)C1CCCC1
c1csnn1
153.21
40.5374
0.2136
4
1
17
51.8
O=C1NC2=C(CO1)SC=C2
O=C1Nc2ccsc2CO1
false
CC1CCC2CCCC2C1
O=C1Nc2ccsc2CO1
155.178
38.1267
1.8102
3
1
15
38.33
O=S1(=O)CC(CCN1)C#C
C#CC1CCNS(=O)(=O)C1
false
CCC1CCCC(C)(C)C1
O=S1(=O)CCCCN1
159.21
38.7295
-0.4411
2
1
19
46.17
O=CNC1=CCCS1(=O)=O
O=CNC1=CCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CCC1
161.182
35.6865
-0.6077
3
1
17
63.24
CC1CCN2C1CS2(=O)=O
CC1CCN2C1CS2(=O)=O
true
CC1CCC2C1CC2(C)C
O=S1(=O)CC2CCCN21
161.226
38.0618
0.0402
2
0
21
37.38
CC(=C)CC1=COC(=O)S1
C=C(C)Cc1coc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1occs1
156.206
41.373
1.8199
3
0
18
30.21
N=C1SN=C2C3CC3ON12
N=c1snc2n1OC1CC21
false
CC1CCC2C1CC1CC12
N=c1snc2n1OC1CC21
155.182
33.6847
-0.27783
5
1
15
50.9
CCC1=CSN=C1NN=C
C=NNc1nscc1CC
false
CCCC1CCCC1CC
c1cnsc1
155.226
44.6637
1.733
4
1
19
37.28
CCCNC(=S)NC(C)=N
CCCNC(=S)NC(C)=N
true
CCCCC(C)CC(C)C
159.258
47.4281
0.85767
2
3
23
47.91
CC(N)CC1=C(C)SC=N1
Cc1scnc1CC(C)N
false
CC(C)CC1CCCC1C
c1cscn1
156.254
44.2044
1.34122
3
1
22
38.91
NC1=CSN2C(=C)CN=C12
C=C1CN=C2C(N)=CSN12
false
CC1CCC2C(C)CCC12
C=C1CN=C2C=CSN12
153.21
43.1424
0.6761
4
1
17
41.62
NCC1=CCC2=C1SN=C2
NCC1=CCc2cnsc21
false
CCC1CCC2CCCC12
C1=Cc2sncc2C1
152.222
42.8494
1.0413
3
1
18
38.91
CCN1N=C(C)CNC1=S
CCN1N=C(C)CNC1=S
true
CCC1CC(C)CCC1C
S=C1NCC=NN1
157.242
46.0897
0.5723
2
1
21
27.63
O1C=CC2=C(C=NS2)C=C1
C1=Cc2cnsc2C=CO1
false
C1CCC2CCCC2CC1
C1=Cc2cnsc2C=CO1
151.19
41.267
2.1147
3
0
15
22.12
OC1=C2CNN=CC2=CS1
Oc1scc2c1CNN=C2
false
CC1CCC2CCCCC12
C1=NNCc2cscc21
154.194
40.4175
0.8908
4
2
16
44.62
ClC1=COC2=C1C(=O)CC2
O=C1CCc2occ(Cl)c21
false
CC1CCC2CCC(C)C12
O=C1CCc2occc21
156.568
36.3695
2.0619
2
0
15
30.21
CCN1C(=O)CN(N)C1=S
CCN1C(=O)CN(N)C1=S
true
CCC1C(C)CC(C)C1C
O=C1CNC(=S)N1
159.214
40.8784
-0.6909
3
1
19
49.57
O=S1(=O)C2CC1OCOC2
O=S1(=O)C2COCOC1C2
false
CC1(C)C2CCCCC1C2
O=S1(=O)C2COCOC1C2
164.182
33.0168
-0.4961
4
0
18
52.6
C#CC1CNC2=CSN=C12
C#CC1CNc2csnc21
false
CCC1CCC2CCCC12
c1snc2c1NCC2
150.206
42.1777
1.2854
3
1
16
24.92
COCC1=CN=CC=C1Cl
COCc1cnccc1Cl
false
CCCC1CCCCC1C
c1ccncc1
157.6
39.96
1.8814
2
0
18
22.12
ClC1=CN(OCC=C)N=C1
C=CCOn1cc(Cl)cn1
false
CCCCC1CCC(C)C1
c1cn[nH]c1
158.588
38.881
1.1511
3
0
17
27.05
C=CC1NC(=O)NS1(=O)=O
C=CC1NC(=O)NS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=C1NCS(=O)(=O)N1
162.17
34.5722
-0.8589
3
2
16
75.27
CCC1NCC2=C1N=NS2
CCC1NCc2snnc21
false
CCC1CCC2CCCC12
C1NCc2snnc21
155.226
39.7807
1.0924
4
1
19
37.81
O=S1(=O)NC2CC1OCC2
O=S1(=O)NC2CCOC1C2
false
CC1(C)CC2CCCC1C2
O=S1(=O)NC2CCOC1C2
163.198
34.8175
-0.5755
3
1
19
55.4
CNCC(N)C1=CN=CS1
CNCC(N)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
157.242
42.9691
0.3623
4
2
21
50.94
CC1=NC(=NS1)C#CC=O
Cc1nc(C#CC=O)ns1
false
CCCCC1CCC(C)C1
c1ncsn1
152.178
37.588
0.39692
4
0
14
42.85
C1C2NCC3=C(SN=C3)C12
c1nsc2c1CNC1CC21
false
C1CC2CCC3CC3C2C1
c1nsc2c1CNC1CC21
152.222
40.0997
1.1022
3
1
18
24.92
NC1CC2=C(SC=N2)C=C1
NC1C=Cc2scnc2C1
false
CC1CCC2CCCC2C1
C1=Cc2scnc2CC1
152.222
42.8274
1.0397
3
1
18
38.91
CC1C2NC2S(=O)(=O)C1O
CC1C2NC2S(=O)(=O)C1O
true
CC1C2CC2C(C)(C)C1C
O=S1(=O)CCC2NC21
163.198
34.8023
-1.3328
4
2
19
76.31
CCN1SC(N)=C(N)C1=O
CCn1sc(N)c(N)c1=O
false
CCC1CC(C)C(C)C1C
O=c1ccs[nH]1
159.214
43.0778
0.0941
5
2
19
74.04
CS(=O)(=O)CCN(O)C=N
CS(=O)(=O)CCN(O)C=N
true
CCC(C)CCC(C)(C)C
166.202
36.987
-0.67073
4
2
20
81.46
CC1(O)C2NCS(=O)(=O)C12
CC1(O)C2NCS(=O)(=O)C21
false
CC1(C)CCC2C1C2(C)C
O=S1(=O)CNC2CC21
163.198
35.1223
-1.5363
4
2
19
66.4
CN1CCC2=C1SC=C2O
CN1CCc2c(O)csc21
false
CC1CCC2C(C)CCC12
c1cc2c(s1)NCC2
155.222
42.9578
1.446
3
1
19
23.47
NN1CC=CC=CNC1=S
NN1CC=CC=CNC1=S
true
CC1CCCCCCC1C
S=C1NC=CC=CCN1
155.226
44.9071
0.1201
2
2
19
41.29
CN1CC(C=N1)S(N)(=O)=O
CN1CC(S(N)(=O)=O)C=N1
false
CC1CCC(C(C)(C)C)C1
C1=NNCC1
163.202
38.0172
-1.4253
4
1
19
75.76
ON1C=CC(Cl)=C1CC=C
C=CCc1c(Cl)ccn1O
false
CCCC1C(C)CCC1C
c1cc[nH]c1
157.6
40.5275
2.1073
2
1
18
25.16
O=CNC1=CNS(=O)(=O)C1
O=CNC1=CNS(=O)(=O)C1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CC=CN1
162.17
34.2052
-1.4932
3
2
16
75.27
NCC(=C)C(=O)NC(N)=S
C=C(CN)C(=O)NC(N)=S
false
CCC(C)C(C)CC(C)C
159.214
43.1225
-1.1389
3
3
19
81.14
CC(=C)C(=N)NC(=S)NO
C=C(C)C(=N)NC(=S)NO
false
CCC(C)CC(C)C(C)C
159.214
43.1966
0.39307
3
4
19
68.14
CNC1=C(C#C)C(=O)NS1
C#Cc1c(NC)s[nH]c1=O
false
CCC1CCC(C)C1CC
O=c1ccs[nH]1
154.194
42.4214
0.4594
3
2
16
44.89
CS(=O)(=O)N(O)C=CCN
CS(=O)(=O)N(O)C=CCN
true
CCCCC(C)C(C)(C)C
166.202
36.6637
-0.8904
4
2
20
83.63
CCC1C(C)OCS1(=O)=O
CCC1C(C)OCS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=S1(=O)CCOC1
164.226
38.4128
0.556
3
0
22
43.37
OS(=O)(=O)C1=CNCCC1
O=S(=O)(O)C1=CNCCC1
false
CC(C)(C)C1CCCCC1
C1=CNCCC1
163.198
36.8683
0.099
3
2
19
66.4
C=CC1=CC2=C(N1)N=CS2
C=Cc1cc2scnc2[nH]1
false
CCC1CC2CCCC2C1
c1cc2scnc2[nH]1
150.206
44.0617
2.2674
2
1
16
28.68
O=CC1CN=C2N=CSN12
O=CC1CN=C2N=CSN21
false
CCC1CCC2CCCC12
C1=NC2=NCCN2S1
155.182
40.076
-0.0844
5
0
15
45.03
CC(=C)C1=CC(CO)=NS1
C=C(C)c1cc(CO)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
155.222
42.7448
1.6685
3
1
19
33.12
CCC1OCC2=NSC=C12
CCC1OCc2nscc21
false
CCC1CCC2CCCC12
c1snc2c1COC2
155.222
39.935
2.1244
3
0
19
22.12
CN1CC1C1CS(=O)(=O)N1
CN1CC1C1CS(=O)(=O)N1
true
CC1CC1C1CC(C)(C)C1
O=S1(=O)CC(C2CN2)N1
162.214
37.1285
-1.398
3
1
20
49.18
NC=C1C2CN2CS1(=O)=O
NC=C1C2CN2CS1(=O)=O
true
CCC1C2CC2CC1(C)C
C=C1C2CN2CS1(=O)=O
160.198
36.5512
-1.1434
4
1
18
63.17
CC1CC(O)C1NC(N)=S
CC1CC(O)C1NC(N)=S
true
CC(C)CC1C(C)CC1C
C1CCC1
160.242
43.4969
-0.4111
2
3
22
58.28
CC(=CC#N)C1=NN=CS1
CC(=CC#N)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
151.194
39.173
1.46498
4
0
15
49.57
CN1N2CCN=C2SC1=O
CN1C(=O)SC2=NCCN21
false
CC1CC2CCCC2C1C
O=C1NN2CCN=C2S1
157.198
39.758
0.3716
4
0
17
35.91
CNCS(=O)(=O)C(=C)CO
C=C(CO)S(=O)(=O)CNC
false
CCCC(C)(C)C(C)CC
165.214
39.0723
-0.9159
4
2
21
66.4
CCC(=C)C#CS(C)(=O)=O
C=C(C#CS(C)(=O)=O)CC
false
CCC(C)CCC(C)(C)C
158.222
42.0508
0.9581
2
0
20
34.14
N#CC1=CC2=C(S1)C=NO2
N#Cc1cc2oncc2s1
false
CCC1CC2CCCC2C1
c1cc2oncc2s1
150.162
36.601
1.76098
4
0
12
49.82
NC(=S)N(OCC=C)C=N
C=CCON(C=N)C(N)=S
false
CCCCC(CC)C(C)C
159.214
43.5571
0.25667
3
2
19
62.34
CCC(C)CC1=NC=NS1
CCC(C)Cc1ncns1
false
CCC(C)CC1CCCC1
c1ncsn1
156.254
43.068
2.1267
3
0
22
25.78
CCCCNCS(N)(=O)=O
CCCCNCS(N)(=O)=O
true
CCCCCCC(C)(C)C
166.246
40.8849
-0.3779
3
2
24
72.19
CC1CNC(=S)N1CC=C
C=CCN1C(=S)NCC1C
false
CCCC1C(C)CCC1C
S=C1NCCN1
156.254
46.9657
0.751
1
1
22
15.27
CC(C)(N)C1=C(N)C=NS1
CC(C)(N)c1sncc1N
false
CC1CCCC1C(C)(C)C
c1cnsc1
157.242
43.7398
0.9191
4
2
21
64.93
OC1=CSC(=C1)C#CC#N
N#CC#Cc1cc(O)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
149.174
38.4748
1.32878
3
1
13
44.02
CCC1OC1(C)S(N)(=O)=O
CCC1OC1(C)S(N)(=O)=O
true
CCC1CC1(C)C(C)(C)C
C1CO1
165.214
36.6762
-0.2001
3
1
21
72.69
ON1C=C(Cl)C(O)=C1C=C
C=Cc1c(O)c(Cl)cn1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.572
38.3823
1.7274
3
2
16
45.39
CN=C(N)C(=C)S(C)(=O)=O
C=C(C(N)=NC)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.214
41.5302
-0.4683
3
1
20
72.52
CC1=CSC(C2CN2)=C1O
Cc1csc(C2CN2)c1O
false
CC1CCC(C2CC2)C1C
c1csc(C2CN2)c1
155.222
41.4645
1.40642
3
2
19
42.17
NC(=N)C1=C(Cl)C=C(N)O1
N=C(N)c1oc(N)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1ccoc1
159.576
39.1465
0.79927
3
3
16
89.03
NS(=O)(=O)CC#CC=NO
NS(=O)(=O)CC#CC=NO
true
CCCCCCC(C)(C)C
162.17
36.0287
-1.2617
4
2
16
92.75
CCOS(=O)(=O)C(=C)OC
C=C(OC)S(=O)(=O)OCC
false
CCCC(C)(C)C(C)CC
166.198
36.6948
0.4703
4
0
20
52.6
CC(CN)C(C)S(N)(=O)=O
CC(CN)C(C)S(N)(=O)=O
true
CCC(C)C(C)C(C)(C)C
166.246
40.7876
-0.7418
3
2
24
86.18
NN1C=CC2CCN2C1=S
NN1C=CC2CCN2C1=S
true
CC1CCC2CCC2C1C
S=C1NC=CC2CCN12
155.226
42.8754
0.0486
2
1
19
32.5
CC=COC1=CSC(=O)N1
CC=COc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.194
40.3817
1.3488
3
1
17
42.09
CC1CC2=C(C)SC(C)=C12
Cc1sc(C)c2c1CC2C
false
CC1CC(C)C2C(C)CC12
c1scc2c1CC2
152.262
45.912
3.02454
1
0
22
0
NC1=C(CCC=O)C=CS1
Nc1sccc1CCC=O
false
CCCCC1CCCC1C
c1ccsc1
155.222
43.1164
1.4618
3
1
19
43.09
NC(=S)N(NC=O)C1CC1
NC(=S)N(NC=O)C1CC1
true
CCCC(C(C)C)C1CC1
C1CC1
159.214
40.8461
-0.6446
2
2
19
58.36
ON1C(=N)CC2=C1SC=C2
N=C1Cc2ccsc2N1O
false
CC1CC2CCCC2C1C
N=C1Cc2ccsc2N1
154.194
40.0152
1.47707
3
2
16
47.32
OC1C2CCOC2S1(=O)=O
O=S1(=O)C(O)C2CCOC21
false
CC1C2CCCC2C1(C)C
O=S1(=O)CC2CCOC21
164.182
32.7736
-0.9042
4
1
18
63.6
CCN1SC(CC)=CC1=N
CCc1cc(=N)n(CC)s1
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
156.254
43.2157
1.61137
3
1
22
28.78
NCCC#CC1=CN=CS1
NCCC#Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
152.222
42.6634
0.8434
3
1
18
38.91
C1CCN(C1)C1=CSC=C1
c1cc(N2CCCC2)cs1
false
C1CCC(C2CCCC2)C1
c1cc(N2CCCC2)cs1
153.25
45.766
2.3483
2
0
21
3.24
C=CCOCC1=CSN=C1
C=CCOCc1cnsc1
false
CCCCCC1CCCC1
c1cnsc1
155.222
41.967
1.8457
3
0
19
22.12
COC1COC2=C1SC=N2
COC1COc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CCO2
157.194
37.359
1.223
4
0
17
31.35
OC1=C(CC2CN2)SN=C1
Oc1cnsc1CC1CN1
false
CC1CCCC1CC1CC1
c1cc(CC2CN2)sn1
156.21
39.2735
0.363
4
2
18
55.06
CC#CCCC1=NSC=C1
CC#CCCc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
151.234
43.885
2.099
2
0
19
12.89
CCC(C)C1=CSC(=O)N1
CCC(C)c1csc(=O)[nH]1
false
CCC(C)C1CCC(C)C1
O=c1[nH]ccs1
157.238
43.6457
1.9499
2
1
21
32.86
CN1CC=CCNNC1=S
CN1CC=CCNNC1=S
true
CC1CCCCCCC1C
S=C1NCC=CCNN1
157.242
45.5064
-0.1329
2
2
21
27.3
NN1C=C(N)C(=O)C(Cl)=C1
Nc1cn(N)cc(Cl)c1=O
false
CC1CC(C)C(C)C(C)C1
O=c1cc[nH]cc1
159.576
40.2748
-0.2023
4
2
16
74.04