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
NC1=C2OCCN2C=C1Cl
Nc1c(Cl)cn2c1OCC2
false
CC1CC2CCCC2C1C
c1cc2n(c1)CCO2
158.588
39.3494
1.1161
3
1
17
40.18
CNC1=C(C=CS1)C(C)C
CNc1sccc1C(C)C
false
CCC1CCCC1C(C)C
c1ccsc1
155.266
47.9547
2.9132
2
1
23
12.03
C=CC1C=CC2=CSC=C12
C=CC1C=Cc2cscc21
false
CCC1CCC2CCCC12
C1=Cc2cscc2C1
148.23
46.291
3.0445
1
0
18
0
CNN1SC=C(C=C)C1=N
C=Cc1csn(NC)c1=N
false
CCC1CCC(CC)C1C
N=c1ccs[nH]1
155.226
43.5394
0.84537
4
2
19
40.81
N=C1N=CSN1CCC#C
C#CCCn1scnc1=N
false
CCCCC1CCCC1C
N=c1ncs[nH]1
153.21
39.4087
0.44737
4
1
17
41.67
C#CCC1=NC=C(S1)C#N
C#CCc1ncc(C#N)s1
false
CCCC1CCC(CC)C1
c1cscn1
148.19
39.366
1.19048
3
0
14
36.68
OC1CC2=CSC(C=C)=C12
C=Cc1scc2c1C(O)C2
false
CCC1CCC2CC(C)C12
c1scc2c1CC2
152.218
43.0738
1.9806
2
1
18
20.23
C1C2CN1CC1=NSN=C21
C1c2nsnc2C2CN1C2
false
C1CC2CC3CC(C3)C2C1
C1c2nsnc2C2CN1C2
153.21
37.927
0.4509
4
0
17
29.02
CC1CN=C2N(O)SN=C12
CC1CN=C2C1=NSN2O
false
CC1CCC2C(C)CCC12
C1CC2=NSNC2=N1
157.198
40.1175
0.7436
5
1
17
48.19
S=C1NCCN1CCC#C
C#CCCN1CCNC1=S
false
CCCCC1CCCC1C
S=C1NCCN1
154.238
45.6237
0.1998
1
1
20
15.27
CNC1=CSC(=C1)C(C)=O
CNc1csc(C(C)=O)c1
false
CCC1CCC(C(C)C)C1
c1ccsc1
155.222
43.8702
1.9924
3
1
19
29.1
O=C1CNCS(=O)(=O)NC1
O=C1CNCS(=O)(=O)NC1
true
CC1CCCC(C)(C)CC1
O=C1CNCS(=O)(=O)NC1
164.186
34.7992
-1.9644
4
2
18
75.27
CN1N=CC(=N1)S(C)(=O)=O
Cn1ncc(S(C)(=O)=O)n1
false
CC1CCC(C(C)(C)C)C1
c1cn[nH]n1
161.186
34.1128
-0.7814
5
0
17
64.85
CCC1(C)C=NOS1(=O)=O
CCC1(C)C=NOS1(=O)=O
true
CCC1(C)CCCC1(C)C
O=S1(=O)CC=NO1
163.198
37.1928
0.5009
4
0
19
55.73
O=CC1=NC=C2N=CSN12
O=Cc1ncc2ncsn12
false
CCC1CCC2CCCC12
c1nc2cncn2s1
153.166
36.2515
0.6033
5
0
13
47.26
CCC(CO)C1=NSN=N1
CCC(CO)c1nnsn1
false
CCC(CC)C1CCCC1
c1nnsn1
159.214
37.8218
0.419
5
1
19
58.9
C=NN1CC(NC1=S)C#N
C=NN1CC(C#N)NC1=S
false
CCC1CC(C)C(CC)C1
S=C1NCCN1
154.198
41.3897
-0.31572
3
1
16
51.42
CC1=NC=C(C#N)S1(=O)=O
CC1=NC=C(C#N)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)C=CN=C1
156.166
35.7248
0.19818
4
0
14
70.29
COC=C(C=C)S(C)(=O)=O
C=CC(=COC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
162.21
40.1328
0.7048
3
0
20
43.37
CN1CCOC2=C1SN=C2
CN1CCOc2cnsc21
false
CC1CCCC2CCCC12
c1nsc2c1OCCN2
156.21
40.879
0.9717
4
0
18
25.36
CCC1OC2=CSC(N)=C12
CCC1Oc2csc(N)c21
false
CCC1CC2CCC(C)C12
c1scc2c1CO2
155.222
42.3914
2.1738
3
1
19
35.25
C=CC1=CC(=C)NC(=S)N1
C=CC1=CC(=C)NC(=S)N1
true
CCC1CC(C)CC(C)C1
C=C1C=CNC(=S)N1
152.222
46.2894
1.0477
1
2
18
24.06
N=CN1CCNS(=O)(=O)C1
N=CN1CCNS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CNCCN1
163.202
37.2792
-1.21403
3
2
19
73.26
CC(C)S(=O)(=O)C1CC1C
CC1CC1S(=O)(=O)C(C)C
false
CC1CC1C(C)(C)C(C)C
C1CC1
162.254
41.6248
1.218
2
0
24
34.14
ON=C1CC2=C(O1)SC=C2
ON=C1Cc2ccsc2O1
false
CCC1CC2CCCC2C1
N=C1Cc2ccsc2O1
155.178
37.8725
1.4707
4
1
15
41.82
CC(N)C1=NC(=NS1)C#C
C#Cc1nsc(C(C)N)n1
false
CCC1CCC(C(C)C)C1
c1ncsn1
153.21
40.4464
0.5391
4
1
17
51.8
NC1=CSC2=NCCCN12
NC1=CSC2=NCCCN12
true
CC1CCC2CCCCC12
C1=CN2CCCN=C2S1
155.226
43.4864
0.5525
4
1
19
41.62
CN=C1SNC=C1CC=O
CN=c1s[nH]cc1CC=O
false
CCCC1CCCC1CC
N=c1cc[nH]s1
156.21
39.9247
0.3481
3
1
18
45.22
C=C(NS(=O)(=O)C=O)C#C
C#CC(=C)NS(=O)(=O)C=O
false
CCC(C)CC(C)(C)CC
159.166
36.779
-0.7571
3
1
15
63.24
CCNC1=CC(=O)N(N)S1
CCNc1cc(=O)n(N)s1
false
CCCC1CC(C)C(C)C1
O=c1ccs[nH]1
159.214
42.8931
0.0554
5
2
19
60.05
NC1=C2C=CON2C(=N)S1
N=c1sc(N)c2ccon12
false
CC1CC(C)C2CCCC12
N=c1scc2ccon12
155.182
37.8071
0.65547
5
2
15
67.42
CCC1=CN=C(CCN)S1
CCc1cnc(CCN)s1
false
CCCC1CCC(CC)C1
c1cscn1
156.254
44.2504
1.2067
3
1
22
38.91
CNN1C(C)C2CN2C1=S
CNN1C(=S)N2CC2C1C
false
CCC1C(C)C2CC2C1C
S=C1NCC2CN12
157.242
43.4527
-0.206
2
1
21
18.28
CN(N1CC1(C)C)C(N)=S
CN(C(N)=S)N1CC1(C)C
false
CC(C)C(C)C1CC1(C)C
C1CN1
159.258
45.3334
0.171
2
1
23
32.27
C=CC1=NN=C(CC#C)S1
C#CCc1nnc(C=C)s1
false
CCCC1CCC(CC)C1
c1nncs1
150.206
42.537
1.3568
3
0
16
25.78
C#CCC=CC1=NC=NS1
C#CCC=Cc1ncns1
false
CCCCCC1CCCC1
c1ncsn1
150.206
42.393
1.5746
3
0
16
25.78
CON1C=CC(Cl)=C1C=C
C=Cc1c(Cl)ccn1OC
false
CCC1CCC(C)C1CC
c1cc[nH]c1
157.6
42.037
1.8429
2
0
18
14.16
N1C=CC(=C1)C1=CSC=C1
c1cc(-c2ccsc2)c[nH]1
false
C1CCC(C2CCCC2)C1
c1cc(-c2ccsc2)c[nH]1
149.218
44.1057
2.7432
1
1
17
15.79
CC=CC1=CNSC1=NC
CC=Cc1c[nH]sc1=NC
false
CCCC1CCCC1CC
N=c1cc[nH]s1
154.238
44.8647
1.6398
2
1
20
28.15
CC=C1CN(N)C(=S)N1O
CC=C1CN(N)C(=S)N1O
true
CCC1CC(C)C(C)C1C
C=C1CNC(=S)N1
159.214
40.8739
0.0556
3
2
19
52.73
CC(C)C1=CN=C(CN)S1
CC(C)c1cnc(CN)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
156.254
44.0944
1.7252
3
1
22
38.91
CCC1=CC(SN1C)=NN
CCc1cc(=NN)sn1C
false
CCC1CC(C)C(CC)C1
N=c1cc[nH]s1
157.242
42.4184
0.4234
4
1
21
43.31
NS(=O)(=O)CCNCC#N
N#CCNCCS(N)(=O)=O
false
CCCCCCC(C)(C)C
163.202
36.4569
-1.61192
4
2
19
95.98
CCCC1=C(Cl)C(C)=NS1
CCCc1snc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cnsc1
175.684
45.856
3.05742
2
0
20
12.89
CNCC(=C)N(C)C(N)=S
C=C(CNC)N(C)C(N)=S
false
CCCC(C)C(C)C(C)C
159.258
47.6151
-0.1051
2
2
23
41.29
C=CC1NS(=O)(=O)C1C=O
C=CC1NS(=O)(=O)C1C=O
true
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
161.182
35.8925
-0.9585
3
1
17
63.24
COC1=CC(=CS1)C1CO1
COc1cc(C2CO2)cs1
false
CCC1CCC(C2CC2)C1
c1cc(C2CO2)cs1
156.206
39.564
1.828
3
0
18
21.76
C=CCNN1C=CSC1=N
C=CCNn1ccsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ccs1
155.226
42.5884
0.75857
4
2
19
40.81
CNN1CCN(OC)C1=S
CNN1CCN(OC)C1=S
true
CCC1CCC(CC)C1C
S=C1NCCN1
161.23
42.0787
-0.4153
3
1
21
27.74
CC1=NN(C=C1)S(O)(=O)=O
Cc1ccn(S(=O)(=O)O)n1
false
CC1CCC(C(C)(C)C)C1
c1cn[nH]c1
162.17
33.9106
-0.15758
4
1
16
72.19
CC=CC1=CSC(=O)N1N
CC=Cc1csc(=O)n1N
false
CCCC1CCC(C)C1C
O=c1[nH]ccs1
156.21
43.4374
0.6567
4
1
18
48.02
NC1=C(O)C2=C(OCC2)S1
Nc1sc2c(c1O)CCO2
false
CC1CC2CCCC2C1C
c1cc2c(s1)OCC2
157.194
39.5952
0.9708
4
2
17
55.48
C=C1CCONS(=O)(=O)C1
C=C1CCONS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
C=C1CCONS(=O)(=O)C1
163.198
36.6315
-0.2027
3
1
19
55.4
CC(C)C1=CNS(=O)(=O)C1
CC(C)C1=CNS(=O)(=O)C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)CC=CN1
161.226
39.8435
0.4593
2
1
21
46.17
CCCC(O)C1=CSC=N1
CCCC(O)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
157.238
41.9818
1.9766
3
1
21
33.12
CC1CC=CCNC(=S)N1
CC1CC=CCNC(=S)N1
true
CC1CCCCCC(C)C1
S=C1NCC=CCCN1
156.254
46.9554
0.7989
1
2
22
24.06
CC1CS(=O)(=O)CC1CO
CC1CS(=O)(=O)CC1CO
true
CCC1CC(C)(C)CC1C
O=S1(=O)CCCC1
164.226
38.3936
-0.3406
3
1
22
54.37
NC1CC1N(C=O)C(N)=S
NC(=S)N(C=O)C1CC1N
false
CCC(C(C)C)C1CC1C
C1CC1
159.214
41.0688
-1.212
3
2
19
72.35
C=CCC1CCS(=O)(=O)O1
C=CCC1CCS(=O)(=O)O1
true
CCCC1CCC(C)(C)C1
O=S1(=O)CCCO1
162.21
38.0908
0.6812
3
0
20
43.37
CC(C)C1=CC(C=O)=NS1
CC(C)c1cc(C=O)ns1
false
CCC1CCC(C(C)C)C1
c1cnsc1
155.222
41.5905
2.079
3
0
19
29.96
CNC1=C(N)SC(C=O)=N1
CNc1nc(C=O)sc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
157.198
41.4606
0.5795
5
2
17
68.01
CC1=CC(OC=NN)=CS1
Cc1cc(OC=NN)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
156.21
42.3634
1.33732
4
1
18
47.61
C#CC1=NSC2=C1OCO2
C#Cc1nsc2c1OCO2
false
CCC1CCC2CCCC12
c1nsc2c1OCO2
153.162
36.172
0.8531
4
0
13
31.35
C=C1NS(=O)(=O)CN2CC12
C=C1NS(=O)(=O)CN2CC12
true
CC1CC(C)(C)CC2CC12
C=C1NS(=O)(=O)CN2CC12
160.198
36.5565
-0.9252
3
1
18
49.18
CN1CCCS(=O)(=O)C1=N
CN1CCCS(=O)(=O)C1=N
true
CC1CCCC(C)(C)C1C
N=C1NCCCS1(=O)=O
162.214
38.7605
-0.32853
3
1
20
61.23
CC1C(O)C=CN1C(N)=S
CC1C(O)C=CN1C(N)=S
true
CC(C)C1CCC(C)C1C
C1=CNCC1
158.226
43.2332
-0.1913
2
2
20
49.49
CCOC1=NN=CC=C1Cl
CCOc1nnccc1Cl
false
CCCC1CCCCC1C
c1ccnnc1
158.588
38.211
1.5287
3
0
17
35.01
O=C1SNN=C1CC1CC1
O=c1s[nH]nc1CC1CC1
false
CC1CCCC1CC1CC1
O=c1s[nH]nc1CC1CC1
156.21
39.1627
0.7839
3
1
18
45.75
CC1CC1(N)CS(O)(=O)=O
CC1CC1(N)CS(=O)(=O)O
false
CC1CC1(C)CC(C)(C)C
C1CC1
165.214
37.115
-0.3885
3
2
21
80.39
CC1=CSC(C2CO2)=C1C
Cc1csc(C2CO2)c1C
false
CC1CCC(C2CC2)C1C
c1csc(C2CO2)c1
154.234
42.486
2.43624
2
0
20
12.53
CS(=O)(=O)C(C=O)=CC=O
CS(=O)(=O)C(C=O)=CC=O
true
CCCC(CC)C(C)(C)C
162.166
35.0548
-0.6873
4
0
16
68.28
CCONC(=S)NC1CC1
CCONC(=S)NC1CC1
true
CCCCC(C)CC1CC1
C1CC1
160.242
43.5174
0.5644
2
2
22
33.29
O=S1(=O)C=CNC2CCC12
O=S1(=O)C=CNC2CCC21
false
CC1(C)CCCC2CCC21
O=S1(=O)C=CNC2CCC21
159.21
38.0055
0.0066
3
1
19
46.17
CN(C)C1=CN=CC=C1Cl
CN(C)c1cnccc1Cl
false
CC(C)C1CCCCC1C
c1ccncc1
156.616
43.574
1.801
2
0
19
16.13
COS(=O)(=O)C(C=C)=CN
C=CC(=CN)S(=O)(=O)OC
false
CCC(CC)C(C)(C)CC
163.198
38.3962
-0.0513
4
1
19
69.39
NCC#CCNC(=S)NO
NCC#CCNC(=S)NO
true
CCCCCCC(C)CC
159.214
42.3533
-1.1982
3
4
19
70.31
OC1C2OC3=C(N=CS3)C12
OC1C2Oc3scnc3C12
false
CC1C2CC3CCCC3C12
c1nc2c(s1)OC1CC21
155.178
35.2778
0.3622
4
1
15
42.35
CNN=CC1=CSC(N)=C1
CNN=Cc1csc(N)c1
false
CCCCC1CCC(C)C1
c1ccsc1
155.226
45.3851
0.8836
4
2
19
50.41
CCC1=NN2SC=NC2=C1
CCc1cc2ncsn2n1
false
CCC1CC2CCCC2C1
c1cc2ncsn2n1
153.21
40.242
1.3532
4
0
17
30.19
O=S1(=O)OC2(CC2)CC=C1
O=S1(=O)C=CCC2(CC2)O1
false
CC1(C)CCCC2(CC2)C1
O=S1(=O)C=CCC2(CC2)O1
160.194
35.7268
0.7828
3
0
18
43.37
CNN1N=C(SC1=O)C=C
C=Cc1nn(NC)c(=O)s1
false
CCC1CC(C)C(CC)C1
O=c1[nH]ncs1
157.198
41.7497
0.1211
5
1
17
46.92
CCS(=O)(=O)CCCC#N
CCS(=O)(=O)CCCC#N
true
CCCCCC(C)(C)CC
161.226
39.1748
0.72488
3
0
21
57.93
CN1C(=N)CC2=C1C=NS2
CN1C(=N)Cc2sncc21
false
CC1CC2CCCC2C1C
N=C1Cc2sncc2N1
153.21
41.9477
1.11267
3
1
17
39.98
ON=C1C=NC2=C1C=CS2
ON=C1C=Nc2sccc21
false
CCC1CCC2CCCC12
N=C1C=Nc2sccc21
152.178
40.7945
1.6423
4
1
14
44.95
CC(C=O)S(=O)(=O)C1CC1
CC(C=O)S(=O)(=O)C1CC1
true
CCC(C)C(C)(C)C1CC1
C1CC1
162.21
37.4678
0.151
3
0
20
51.21
CC(=CCCO)S(C)(=O)=O
CC(=CCCO)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
164.226
40.3036
0.3172
3
1
22
54.37
CC1(CC1S(O)(=O)=O)C#C
C#CC1(C)CC1S(=O)(=O)O
false
CCC1(C)CC1C(C)(C)C
C1CC1
160.194
36.8936
0.286
2
1
18
54.37
CC(C)C(C)N(O)C(N)=S
CC(C)C(C)N(O)C(N)=S
true
CC(C)C(C)C(C)C(C)C
162.258
44.7109
0.9657
2
2
24
49.49
N=C1CS(=O)(=O)ONC=C1
N=C1C=CNOS(=O)(=O)C1
false
CC1CCCCC(C)(C)C1
N=C1C=CNOS(=O)(=O)C1
162.17
34.8742
-0.61553
5
2
16
79.25
CNS(=O)(=O)C(C)(O)CN
CNS(=O)(=O)C(C)(O)CN
true
CCC(C)(C)C(C)(C)CC
168.218
37.6577
-1.7972
4
3
22
92.42
CC1NC1C#CS(N)(=O)=O
CC1NC1C#CS(N)(=O)=O
true
CC1CC1CCC(C)(C)C
C1CN1
160.198
37.2689
-1.4039
3
2
18
82.1
OC1CC=CC2=C1N=CS2
OC1CC=Cc2scnc21
false
CC1CCCC2CCCC12
C1=Cc2scnc2CC1
153.206
40.7248
1.5934
3
1
17
33.12
CC1CON2C=CC(Cl)=C12
CC1COn2ccc(Cl)c21
false
CC1CCC2CCC(C)C12
c1cc2n(c1)OCC2
157.6
39.304
1.6872
2
0
18
14.16
CS(=O)(=O)CN=CNN=C
C=NNC=NCS(C)(=O)=O
false
CCCCCCC(C)(C)C
163.202
40.8875
-0.778
4
1
19
70.89
OC1=CSC2=C1C1CC1C2
Oc1csc2c1C1CC1C2
false
CC1CCC2CC3CC3C12
c1cc2c(s1)CC1CC21
152.218
40.5358
2.1133
2
1
18
20.23
CCC=COC1=CSC=C1
CCC=COc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
154.234
44.378
3.0506
2
0
20
9.23
CC(C)(CN)C1=CSN=N1
CC(C)(CN)c1csnn1
false
CCC(C)(C)C1CCCC1
c1csnn1
157.242
41.9894
0.7744
4
1
21
51.8
CC1CC1S(=O)(=O)N(C)C
CC1CC1S(=O)(=O)N(C)C
true
CC1CC1C(C)(C)C(C)C
C1CC1
163.242
40.1758
0.2862
2
0
23
37.38
CS(=O)(=O)C1C2NC1C=C2
CS(=O)(=O)C1C2C=CC1N2
false
CC(C)(C)C1C2CCC1C2
C1=CC2CC1N2
159.21
38.4835
-0.6902
3
1
19
46.17
N=C1NC(CC2CN2)=CS1
N=c1[nH]c(CC2CN2)cs1
false
CC1CCC(CC2CC2)C1
N=c1[nH]c(CC2CN2)cs1
155.226
40.0191
0.06997
3
3
19
61.58