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#CC1=NSC(CC#N)=C1
C#Cc1cc(CC#N)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
148.19
39.366
1.19048
3
0
14
36.68
CNS(=O)(=O)NNC(C)C
CNS(=O)(=O)NNC(C)C
true
CCC(C)(C)CCC(C)C
167.234
39.3869
-1.0468
3
3
23
70.23
S=C1NCCC2(CN12)C#C
C#CC12CCNC(=S)N1C2
false
CCC12CCCC(C)C1C2
S=C1NCCC2CN12
152.222
43.4877
-0.0478
1
1
18
15.04
CCC(O)C1=C(N)SN=N1
CCC(O)c1nnsc1N
false
CCC(C)C1CCCC1C
c1csnn1
159.214
39.5722
0.5637
5
2
19
72.03
C1CC1C=CC1=NSN=C1
C(=CC1CC1)c1cnsn1
false
C1CCC(CCC2CC2)C1
C(=CC1CC1)c1cnsn1
152.222
41.667
1.9613
3
0
18
25.78
OC1=C(Cl)C2=C(NCC2)O1
Oc1oc2c(c1Cl)CCN2
false
CC1CC2CCCC2C1C
c1cc2c(o1)NCC2
159.572
37.5765
1.6066
3
2
16
45.4
CN(C)N1CCONC1=S
CN(C)N1CCONC1=S
true
CC(C)C1CCCCC1C
S=C1NCCON1
161.23
42.0787
-0.4153
3
1
21
27.74
CC1=NC2=C(N1)SC(N)=C2
Cc1nc2cc(N)sc2[nH]1
false
CC1CC2CC(C)CC2C1
c1nc2ccsc2[nH]1
153.21
43.1201
1.51502
3
2
17
54.7
CC(C(N)=O)C1=NSC=C1
CC(C(N)=O)c1ccsn1
false
CC(C)C(C)C1CCCC1
c1cnsc1
156.21
39.7234
0.7319
3
1
18
55.98
CC(O)C#CC1=NN=CS1
CC(O)C#Cc1nncs1
false
CC(C)CCC1CCCC1
c1nncs1
154.194
38.4678
0.2704
4
1
16
46.01
CC(N)C1=NC(C=C)=NS1
C=Cc1nsc(C(C)N)n1
false
CCC1CCC(C(C)C)C1
c1ncsn1
155.226
42.6024
1.2008
4
1
19
51.8
C=NNC1CC2=NSC=C12
C=NNC1Cc2nscc21
false
CCCC1CC2CCCC12
c1snc2c1CC2
153.21
41.2437
0.9455
4
1
17
37.28
ClC1=CON2NCCN=C12
ClC1=CON2NCCN=C12
true
CC1CCC2CCCCC12
C1=CC2=NCCNN2O1
159.576
37.1647
0.2305
4
1
16
36.86
CS(=O)(=O)CN=CN=CN
CS(=O)(=O)CN=CN=CN
true
CCCCCCC(C)(C)C
163.202
40.8822
-0.9962
3
1
19
84.88
CCC1=NSN=C1C(C)O
CCc1nsnc1C(C)O
false
CCC1CCCC1C(C)C
c1cnsn1
158.226
39.9208
1.1538
4
1
20
46.01
CC1C(NO)=NCS1(=O)=O
CC1C(NO)=NCS1(=O)=O
true
CCC1CCC(C)(C)C1C
O=S1(=O)CC=NC1
164.186
35.606
-0.8619
5
2
18
78.76
OC1=CC(Cl)=CC(C=O)=C1
O=Cc1cc(O)cc(Cl)c1
false
CCC1CC(C)CC(C)C1
c1ccccc1
156.568
38.5043
1.8581
2
1
15
37.3
NC1=NSN=C1CCC#C
C#CCCc1nsnc1N
false
CCCCC1CCCC1C
c1cnsn1
153.21
41.4754
0.6861
4
1
17
51.8
O=S1(=O)CC(=NN1)C1CN1
O=S1(=O)CC(C2CN2)=NN1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CC(C2CN2)=NN1
161.186
36.1482
-1.7528
4
2
17
80.47
NC1=C2C(O)CN2C=C1Cl
Nc1c(Cl)cn2c1C(O)C2
false
CC1CC2CC(C)C2C1C
c1cc2n(c1)CC2
158.588
38.8142
0.7707
3
2
17
51.18
CC1(CCC1)ONC(N)=S
CC1(ONC(N)=S)CCC1
false
CC(C)CCC1(C)CCC1
C1CCC1
160.242
43.2621
0.6938
2
2
22
47.28
CN1SC(=O)C2=C1SC=C2
Cn1sc(=O)c2ccsc21
false
CC1CC(C)C2CCCC12
O=c1s[nH]c2sccc12
171.246
44.943
1.6615
4
0
15
22
[O-][N+](=O)C1=NN=NC=C1Cl
O=[N+]([O-])c1nnncc1Cl
false
CC(C)C1CCCCC1C
c1cnnnc1
160.52
31.4914
0.4332
5
0
11
81.81
CC1CC(=O)NNS1(=O)=O
CC1CC(=O)NNS1(=O)=O
true
CC1CCC(C)(C)C(C)C1
O=C1CCS(=O)(=O)NN1
164.186
34.2772
-1.2708
3
2
18
75.27
C1NCC1OC1=NSC=C1
c1cc(OC2CNC2)ns1
false
C1CCC(CC2CCC2)C1
c1cc(OC2CNC2)ns1
156.21
39.3997
0.4937
4
1
18
34.15
CC(=C)C1=C(Cl)C(=N)SN1
C=C(C)c1[nH]sc(=N)c1Cl
false
CC(C)C1CCC(C)C1C
N=c1cc[nH]s1
174.656
44.2424
2.24217
2
2
17
39.64
CCC(C=C)C1=NSN=C1
C=CC(CC)c1cnsn1
false
CCC(CC)C1CCCC1
c1cnsn1
154.238
43.138
2.2177
3
0
20
25.78
COC(C)C1=C(O)SN=C1
COC(C)c1cnsc1O
false
CCC(C)C1CCCC1C
c1cnsc1
159.21
39.2028
1.5561
4
1
19
42.35
NCCC#CC1=NN=CS1
NCCC#Cc1nncs1
false
CCCCCC1CCCC1
c1nncs1
153.21
40.4584
0.2384
4
1
17
51.8
O=S1(=O)CC=NN1CC#N
N#CCN1N=CCS1(=O)=O
false
CCCC1CCCC1(C)C
O=S1(=O)CC=NN1
159.17
34.5978
-0.85882
4
0
15
73.53
CC1(N)CC(C1)S(N)(=O)=O
CC1(N)CC(S(N)(=O)=O)C1
false
CC1(C)CC(C(C)(C)C)C1
C1CCC1
164.23
38.7216
-0.8453
3
2
22
86.18
C=C1CNNC(=S)NOC1
C=C1CNNC(=S)NOC1
true
CC1CCCC(C)CCC1
C=C1CNNC(=S)NOC1
159.214
41.9641
-0.5435
3
3
19
45.32
CC1NC(=S)N(C)C2CC12
CC1NC(=S)N(C)C2CC12
true
CC1CC(C)C2CC2C1C
S=C1NCC2CC2N1
156.254
44.8537
0.5833
1
1
22
15.27
NC=C1C=CS(=O)(=O)C1=O
NC=C1C=CS(=O)(=O)C1=O
true
CCC1CCC(C)(C)C1C
C=C1C=CS(=O)(=O)C1=O
159.166
35.3372
-0.7023
4
1
15
77.23
ClC1=CC=CC2=C1C=CO2
Clc1cccc2occc12
false
CC1CCCC2CCCC12
c1ccc2occc2c1
152.58
41.224
3.0862
1
0
15
13.14
O=S1(=O)NC2=NN=CC2=C1
O=S1(=O)C=C2C=NN=C2N1
false
CC1(C)CC2CCCC2C1
O=S1(=O)C=C2C=NN=C2N1
157.154
36.0655
-0.7988
4
1
13
70.89
CON1C=CCNNC1=S
CON1C=CCNNC1=S
true
CCC1CCCCCC1C
S=C1NC=CCNN1
159.214
41.7244
-0.2438
3
2
19
36.53
NC(C#C)C1=CC(=N)SN1
C#CC(N)c1cc(=N)s[nH]1
false
CCC(C)C1CCC(C)C1
N=c1cc[nH]s1
153.21
40.2858
0.18867
3
3
17
65.66
C1CC2=C(C=CO1)N=CS2
C1=Cc2ncsc2CCO1
false
C1CCC2CCCC2CC1
C1=Cc2ncsc2CCO1
153.206
40.804
1.6865
3
0
17
22.12
CCN1C=CC(C)S1(=O)=O
CCN1C=CC(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CN1
161.226
39.9018
0.5539
2
0
21
37.38
CC1=NSC=C1CCC#N
Cc1nscc1CCC#N
false
CCCCC1CCCC1C
c1cnsc1
152.222
40.785
1.9077
3
0
18
36.68
O=CS(=O)(=O)C#CCC#N
N#CCC#CS(=O)(=O)C=O
false
CCCCCC(C)(C)CC
157.15
33.6763
-0.53402
4
0
13
75
CN1CC1C#CS(C)(=O)=O
CN1CC1C#CS(C)(=O)=O
true
CC1CC1CCC(C)(C)C
C1CN1
159.21
39.0378
-0.6941
3
0
19
37.15
CC1=C2NC(=O)SN2C=N1
Cc1ncn2sc(=O)[nH]c12
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2cncn2s1
155.182
38.4267
0.39252
4
1
15
50.16
NNC(=O)C1=C(Cl)C=CN1
NNC(=O)c1[nH]ccc1Cl
false
CCC(C)C1CCCC1C
c1cc[nH]c1
159.576
37.4563
0.2716
2
3
16
70.91
CCC#CC=NNC(N)=S
CCC#CC=NNC(N)=S
true
CCCCCCCC(C)C
155.226
46.4801
0.2188
2
2
19
50.41
CON(C=NC)S(C)(=O)=O
CN=CN(OC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
166.202
38.1078
-0.5325
4
0
20
58.97
CCC1=C(Cl)C=COC1=N
CCc1c(Cl)ccoc1=N
false
CCC1C(C)CCCC1C
N=c1cccco1
157.6
38.9507
1.97487
2
1
18
36.99
OC12CNC1CCS2(=O)=O
O=S1(=O)CCC2NCC21O
false
CC1(C)CCC2CCC21C
O=S1(=O)CCC2NCC21
163.198
35.1443
-1.5347
4
2
19
66.4
CCN1NC(=O)SC1=NC
CCn1[nH]c(=O)sc1=NC
false
CCC1CC(C)CC1CC
N=c1[nH][nH]c(=O)s1
159.214
40.0907
-0.2117
4
1
19
50.15
COCC1=C(Cl)C=C(C)N1
COCc1[nH]c(C)cc1Cl
false
CCCC1CC(C)CC1C
c1cc[nH]c1
159.616
41.2527
2.12292
1
1
20
25.02
CS(=O)(=O)C1=CC(O)=CN1
CS(=O)(=O)c1cc(O)c[nH]1
false
CC1CCC(C(C)(C)C)C1
c1cc[nH]c1
161.182
35.5673
0.1238
3
2
17
70.16
CCC1=CSC(=NO)N1N
CCc1csc(=NO)n1N
false
CCC1CCC(CC)C1C
N=c1[nH]ccs1
159.214
39.1869
0.1157
5
2
19
63.54
ON1SC(=O)C2=C1C=CC2
O=c1sn(O)c2c1CC=C2
false
CC1CC(C)C2CCCC12
O=c1s[nH]c2c1CC=C2
155.178
38.5015
0.7164
4
1
15
42.23
O=S1(=O)CC2CCCC2C1
O=S1(=O)CC2CCCC2C1
true
CC1(C)CC2CCCC2C1
O=S1(=O)CC2CCCC2C1
160.238
39.4848
0.8311
2
0
22
34.14
CC1C2CN(C=O)C(=S)N12
CC1C2CN(C=O)C(=S)N12
true
CCC1CC2C(C)C2C1C
S=C1NCC2CN12
156.21
40.457
-0.184
2
0
18
23.32
CC#CC1(N)COS1(=O)=O
CC#CC1(N)COS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CCO1
161.182
35.2402
-0.9753
4
1
17
69.39
CC=CC1=CSC(=N)N1C
CC=Cc1csc(=N)n1C
false
CCCC1CCC(C)C1C
N=c1[nH]ccs1
154.238
43.8527
1.59917
3
1
20
28.78
CCC1=C(Cl)C(=O)N=CN1
CCc1[nH]cnc(=O)c1Cl
false
CCC1CCCC(C)C1C
O=c1cc[nH]cn1
158.588
39.2457
0.9857
2
1
17
45.75
CN1CCC1S(=O)(=O)CO
CN1CCC1S(=O)(=O)CO
true
CCC(C)(C)C1CCC1C
C1CNC1
165.214
37.0406
-0.9874
4
1
21
57.61
CN=C(N)S(=O)(=O)C=CN
CN=C(N)S(=O)(=O)C=CN
true
CCCC(C)(C)C(C)CC
163.202
39.7936
-1.2244
4
2
19
98.54
CN=C1NC(=NS1)C#CC
CC#Cc1nsc(=NC)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]cns1
153.21
40.5037
0.3731
3
1
17
41.04
CN(CC(=C)C=C)C(N)=S
C=CC(=C)CN(C)C(N)=S
false
CCC(C)CC(C)C(C)C
156.254
48.7524
0.904
1
1
22
29.26
ONC(=S)N1C2CC1C=C2
ONC(=S)N1C2C=CC1C2
false
CCC(C)C1C2CCC1C2
C1=CC2CC1N2
156.21
40.6922
0.2628
2
2
18
35.5
CC1C(C#C)S(=O)(=O)N1C
C#CC1C(C)N(C)S1(=O)=O
false
CCC1C(C)C(C)C1(C)C
O=S1(=O)CCN1
159.21
38.7658
-0.3481
2
0
19
37.38
CC1=NC(=CS1)C1CCO1
Cc1nc(C2CCO2)cs1
false
CC1CCC(C2CCC2)C1
c1nc(C2CCO2)cs1
155.222
40.161
1.91292
3
0
19
22.12
OCC#CCC1=CSN=N1
OCC#CCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
154.194
38.4748
0.0763
4
1
16
46.01
CC=C1C=CC2=CSC=C12
CC=C1C=Cc2cscc21
false
CCC1CCC2CCCC12
C=C1C=Cc2cscc21
148.23
47.004
3.1782
1
0
18
0
NC1CC2CS(=O)(=O)NC12
NC1CC2CS(=O)(=O)NC12
true
CC1CC2CC(C)(C)CC12
O=S1(=O)CC2CCC2N1
162.214
36.7929
-1.3648
3
2
20
72.19
CC=CC#CS(=O)(=O)NN
CC=CC#CS(=O)(=O)NN
true
CCCCCC(C)(C)CC
160.198
38.8329
-0.6835
3
2
18
72.19
NC(=S)N(N=C)C(=C)C#N
C=NN(C(=C)C#N)C(N)=S
false
CCC(C)C(CC)C(C)C
154.198
42.9264
0.18488
3
1
16
65.41
O=CNC1=CSC=C1C#N
N#Cc1cscc1NC=O
false
CCCC1CCCC1CC
c1ccsc1
152.178
38.7207
1.18808
3
1
14
52.89
CC1C2C3CC3S(=O)(=O)C12
CC1C2C3CC3S(=O)(=O)C12
true
CC1C2C3CC3C(C)(C)C12
O=S1(=O)C2CC2C2CC21
158.222
37.2568
0.4378
2
0
20
34.14
NC1CN(C(N)=S)C(=O)C1
NC(=S)N1CC(N)CC1=O
false
CC1CC(C)C(C(C)C)C1
O=C1CCCN1
159.214
41.0908
-1.2104
3
2
19
72.35
NC1(COS(=O)(=O)C1)C#C
C#CC1(N)COS(=O)(=O)C1
false
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCCO1
161.182
35.4902
-1.3229
4
1
17
69.39
CN1SC=C2CC=NN=C12
CN1SC=C2CC=NN=C21
false
CC1CCC2CCCCC12
C1=NN=C2NSC=C2C1
153.21
43.981
1.2519
4
0
17
27.96
O=S1(=O)CC(CN1)=CC#C
C#CC=C1CNS(=O)(=O)C1
false
CCCC1CCC(C)(C)C1
C=C1CNS(=O)(=O)C1
157.194
38.7055
-0.521
2
1
17
46.17
CN1CC1S(=O)(=O)C(N)=O
CN1CC1S(=O)(=O)C(N)=O
true
CC1CC1C(C)(C)C(C)C
C1CN1
164.186
34.9212
-1.2486
4
1
18
80.24
CC(C)=CC1=CSC(O)=C1
CC(C)=Cc1csc(O)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
154.234
45.3088
2.8769
2
1
20
20.23
CNCC(NC)S(O)(=O)=O
CNCC(NC)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
168.218
38.323
-1.3609
4
3
22
78.43
NC1=C(N)N=C(CC=C)S1
C=CCc1nc(N)c(N)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
155.226
44.8398
1.036
4
2
19
64.93
COC1=C(C=CS1)C1CO1
COc1sccc1C1CO1
false
CCC1CCCC1C1CC1
c1cc(C2CO2)cs1
156.206
39.564
1.828
3
0
18
21.76
O=S1(=O)COC2COC2C1
O=S1(=O)COC2COC2C1
true
CC1(C)CCC2CCC2C1
O=S1(=O)COC2COC2C1
164.182
33.2668
-0.8437
4
0
18
52.6
CC1CCOS(=O)(=O)OC1
CC1CCOS(=O)(=O)OC1
true
CC1CCCC(C)(C)CC1
O=S1(=O)OCCCCO1
166.198
34.6048
0.3042
4
0
20
52.6
S=C1N2CC2C2CN=CN12
S=C1N2C=NCC2C2CN12
false
CC1C2CCCC2C2CC12
S=C1N2C=NCC2C2CN12
153.21
42.078
-0.3184
2
0
17
18.61
C#CC1OCC2=C1N=CS2
C#CC1OCc2scnc21
false
CCC1CCC2CCCC12
c1nc2c(s1)COC2
151.19
38.477
1.3476
3
0
15
22.12
CN=CN(O)C(=S)N(C)C
CN=CN(O)C(=S)N(C)C
true
CCCC(C)C(C)C(C)C
161.23
44.3265
0.1822
3
1
21
39.07
CC(=O)C1=CC=CC(Cl)=C1
CC(=O)c1cccc(Cl)c1
false
CC1CCCC(C(C)C)C1
c1ccccc1
154.596
41.4565
2.5426
1
0
17
17.07
CC(C)OC1=NSN=C1N
CC(C)Oc1nsnc1N
false
CC(C)CC1CCCC1C
c1cnsn1
159.214
40.0854
0.9075
5
1
19
61.03
CC12CC1NC1=NSN=C21
CC12CC1Nc1nsnc12
false
CC12CC1CC1CCCC12
C1C2Nc3nsnc3C12
153.21
39.2887
0.9936
4
1
17
37.81
OCS(=O)(=O)CNCC=C
C=CCNCS(=O)(=O)CO
false
CCCCCC(C)(C)CC
165.214
39.0723
-0.9159
4
2
21
66.4
CC(O)C1CC1S(C)(=O)=O
CC(O)C1CC1S(C)(=O)=O
true
CC(C)C1CC1C(C)(C)C
C1CC1
164.226
38.4196
-0.1997
3
1
22
54.37
CCN1C=CSC1=NNC
CCn1ccsc1=NNC
false
CCCC1CCCC1CC
N=c1[nH]ccs1
157.242
42.6057
0.6046
4
1
21
29.32
CCOC1=NS(=O)(=O)C=N1
CCOC1=NS(=O)(=O)C=N1
true
CCCC1CCC(C)(C)C1
O=S1(=O)C=NC=N1
162.17
36.4728
-0.2494
4
0
16
68.09
C#CC1=CC=C(S1)N1CC1
C#Cc1ccc(N2CC2)s1
false
CCC1CCC(C2CC2)C1
c1csc(N2CC2)c1
149.218
44.467
1.5494
2
0
17
3.01
ON1C2CCC2NNC1=S
ON1C(=S)NNC2CCC21
false
CC1CCC2CCC2C1C
S=C1NNC2CCC2N1
159.214
39.3049
-0.3987
3
3
19
47.53
C1CC=C(C1)C1=CC=CS1
C1=C(c2cccs2)CCC1
false
C1CCC(C2CCCC2)C1
C1=C(c2cccs2)CCC1
150.246
46.147
3.3154
1
0
20
0
CON1C(=N)SC(C)=C1N
COn1c(N)c(C)sc1=N
false
CCC1C(C)CC(C)C1C
N=c1[nH]ccs1
159.214
39.8171
-0.02191
5
2
19
64.03
CC(CC1=CSN=N1)=NO
CC(Cc1csnn1)=NO
false
CCC(C)CC1CCCC1
c1csnn1
157.198
38.5085
0.9307
5
1
17
58.37
CNC1=C(OC=C1Cl)C=C
C=Cc1occ(Cl)c1NC
false
CCC1CCC(C)C1CC
c1ccoc1
157.6
43.3557
2.6177
2
1
18
25.17