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
CC1(CC=C)CNS1(=O)=O
C=CCC1(C)CNS1(=O)=O
false
CCCC1(C)CCC1(C)C
O=S1(=O)CCN1
161.226
40.1415
0.2542
2
1
21
46.17
CCC(=C)OC1=NC=CS1
C=C(CC)Oc1nccs1
false
CCC(C)CC1CCCC1
c1cscn1
155.222
42.173
2.4456
3
0
19
22.12
CC(C)N(C)C(=S)NC=C
C=CNC(=S)N(C)C(C)C
false
CCCC(C)C(C)C(C)C
158.27
48.8297
1.3446
1
1
24
15.27
CCC(CNC)S(N)(=O)=O
CCC(CNC)S(N)(=O)=O
true
CCCC(CC)C(C)(C)C
166.246
41.1129
-0.7271
3
2
24
72.19
CN1SN=CC1=NC(C)=O
CC(=O)N=c1cnsn1C
false
CC(C)CC1CCCC1C
N=c1cns[nH]1
157.198
37.329
-0.0712
4
0
17
47.25
CCC1=C(CC)C(O)=CS1
CCc1scc(O)c1CC
false
CCC1CCC(C)C1CC
c1ccsc1
156.25
44.7398
2.5785
2
1
22
20.23
ON=CC1=C2NCC2=NS1
ON=Cc1snc2c1NC2
false
CCCC1CCC2CCC12
c1snc2c1NC2
155.182
38.8212
0.8767
5
2
15
57.51
CC1=CC=NOS(=O)(=O)N1
CC1=CC=NOS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)NC=CC=NO1
162.17
35.3895
-0.2594
4
1
16
67.76
CC(C)(C)C1=C(Cl)C=CS1
CC(C)(C)c1sccc1Cl
false
CC1CCCC1C(C)(C)C
c1ccsc1
174.696
48.029
3.699
1
0
21
0
NC1=C(Cl)C=CC(=N)C=C1
N=c1ccc(N)c(Cl)cc1
false
CC1CCC(C)C(C)CC1
N=c1cccccc1
154.6
41.7191
1.40167
2
2
17
49.87
O=C1NSC(C#C)=C1C#N
C#Cc1s[nH]c(=O)c1C#N
false
CCC1CCC(C)C1CC
O=c1ccs[nH]1
150.162
37.5897
0.28938
3
1
12
56.65
CCC#CC1=NN=C(C)S1
CCC#Cc1nnc(C)s1
false
CCCCC1CCC(C)C1
c1nncs1
152.222
41.815
1.60802
3
0
18
25.78
CCNCC1CNC(=S)N1
CCNCC1CNC(=S)N1
true
CCCCC1CCC(C)C1
S=C1NCCN1
159.258
46.0681
-0.5578
2
3
23
36.09
CC1=CN2C=CSC2=C1Cl
Cc1cn2ccsc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2sccn2c1
171.652
45.021
2.96262
2
0
16
4.41
N#CC1NCC2=C1SC=N2
N#CC1NCc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)CNC2
151.194
37.3077
0.81098
4
1
15
48.71
CCNC1=CSC(N1)=NC
CCNc1csc(=NC)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
157.242
44.3204
1.0385
3
2
21
40.18
CC1CNC(=N)NS1(=O)=O
CC1CNC(=N)NS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
N=C1NCCS(=O)(=O)N1
163.202
37.2469
-1.16773
3
3
19
82.05
ON=C1SN2CCCC2=N1
ON=c1nc2n(s1)CCC2
false
CCC1CC2CCCC2C1
N=c1nc2n(s1)CCC2
157.198
35.7745
0.1807
5
1
17
50.41
CC1(CC1)N1SC(=N)N=C1
CC1(n2cnc(=N)s2)CC1
false
CC1CCC(C2(C)CC2)C1
N=c1ncn(C2CC2)s1
155.226
38.8407
0.93307
4
1
19
41.67
CCN(C)S(=O)(=O)CC#N
CCN(C)S(=O)(=O)CC#N
true
CCCC(C)(C)C(C)CC
162.214
37.7038
-0.20852
3
0
20
61.17
CC1NS(=O)(=O)CC2NC12
CC1NS(=O)(=O)CC2NC12
true
CC1CC(C)(C)CC2CC12
O=S1(=O)CC2NC2CN1
162.214
37.0962
-1.3517
3
2
20
68.11
CC(C)=CNS(=O)(=O)NO
CC(C)=CNS(=O)(=O)NO
true
CCC(C)(C)CCC(C)C
166.202
36.4087
-0.2767
3
3
20
78.43
CN(C)C1=CSC(C=C)=N1
C=Cc1nc(N(C)C)cs1
false
CCC1CCC(C(C)C)C1
c1cscn1
154.238
46.532
1.8521
3
0
20
16.13
CC(=C)C(NC(N)=S)=NO
C=C(C)C(=NO)NC(N)=S
false
CCC(CC(C)C)C(C)C
159.214
43.9566
0.1834
3
3
19
70.64
ClC1=COC(CN2CC2)=C1
Clc1coc(CN2CC2)c1
false
CC1CCC(CC2CC2)C1
c1coc(CN2CC2)c1
157.6
38.995
1.7486
2
0
18
16.15
NCCC1=C(N)NC=C1Cl
NCCc1c(Cl)c[nH]c1N
false
CCCC1C(C)CCC1C
c1cc[nH]c1
159.62
42.9735
0.7515
2
3
20
67.83
CC=CC1(N)COS1(=O)=O
CC=CC1(N)COS1(=O)=O
true
CCCC1(C)CCC1(C)C
O=S1(=O)CCO1
163.198
36.6042
-0.4225
4
1
19
69.39
CC1CC2=C(N=CS2)C1=O
CC1Cc2scnc2C1=O
false
CC1CC2CCCC2C1C
O=C1CCc2scnc21
153.206
39.3125
1.518
3
0
17
29.96
CC1=CSC(C=CC=O)=N1
Cc1csc(C=CC=O)n1
false
CCCCC1CCC(C)C1
c1cscn1
153.206
41.949
1.66362
3
0
17
29.96
CNC1=NSC(=C1)C(C)N
CNc1cc(C(C)N)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
157.242
44.2631
1.2045
4
2
21
50.94
CC1(C)N=C(N)CS1(=O)=O
CC1(C)N=C(N)CS1(=O)=O
true
CC1CC(C)(C)C(C)(C)C1
O=S1(=O)CC=NC1
162.214
39.4882
-0.4919
4
1
20
72.52
COC(C=C)C1=CSC=N1
C=CC(OC)c1cscn1
false
CCC(CC)C1CCCC1
c1cscn1
155.222
42.061
2.0166
3
0
19
22.12
O=S(=O)(NC1CNC1)C#C
C#CS(=O)(=O)NC1CNC1
false
CCC(C)(C)CC1CCC1
C1CNC1
160.198
37.5462
-1.5317
3
2
18
58.2
CNC1=CS(=O)(=O)C(=O)C1
CNC1=CS(=O)(=O)C(=O)C1
true
CCC1CC(C)C(C)(C)C1
O=C1CC=CS1(=O)=O
161.182
35.6865
-0.6077
4
1
17
63.24
O=C1OC(=CS1)N1CCC1
O=c1oc(N2CCC2)cs1
false
CC1CCC(C2CCC2)C1
O=c1oc(N2CCC2)cs1
157.194
39.685
0.9114
4
0
17
33.45
CC1=CC(NC(N)=S)C=C1
CC1=CC(NC(N)=S)C=C1
true
CC(C)CC1CCC(C)C1
C1=CCC=C1
154.238
46.6061
0.7043
1
2
20
38.05
OCC=CS(=O)(=O)C1CN1
O=S(=O)(C=CCO)C1CN1
false
CCCCC(C)(C)C1CC1
C1CN1
163.198
36.9363
-1.1635
4
2
19
76.31
CC(=C)C1=CC(=O)SN1N
C=C(C)c1cc(=O)sn1N
false
CC1CC(C)C(C(C)C)C1
O=c1cc[nH]s1
156.21
43.4374
0.6567
4
1
18
48.02
CC=CC1=C(Cl)C(C)=NS1
CC=Cc1snc(C)c1Cl
false
CCCC1CCC(C)C1C
c1cnsc1
173.668
46.569
3.13802
2
0
18
12.89
O=C1SN2C(CC2=N1)C#C
C#CC1Cc2nc(=O)sn21
false
CCC1CC2CC(C)CC12
O=c1nc2n(s1)CC2
152.178
37.948
0.0352
4
0
14
34.89
CS(=O)(=O)C1=C(N)CNC1
CS(=O)(=O)C1=C(N)CNC1
true
CC1CCCC1C(C)(C)C
C1=CCNC1
162.214
38.9269
-1.1955
4
2
20
72.19
CC1=CC(=O)SN1C(N)=N
Cc1cc(=O)sn1C(=N)N
false
CC1CC(C)C(C(C)C)C1
O=c1cc[nH]s1
157.198
40.6281
-0.04021
4
2
17
71.87
CC1=CSC=C1C(=N)NO
Cc1cscc1C(=N)NO
false
CCC(C)C1CCCC1C
c1ccsc1
156.21
40.8069
1.36069
3
3
18
56.11
CC1=C(O)C(N)=C(S1)C#C
C#Cc1sc(C)c(O)c1N
false
CCC1CC(C)C(C)C1C
c1ccsc1
153.206
43.0682
1.32562
3
2
17
46.25
CC12OC1CC1=CSN=C21
CC12OC1Cc1csnc12
false
CC12CC1CC1CCCC12
c1snc2c1CC1OC21
153.206
38.043
1.3132
3
0
17
25.42
C=NNC(=S)NCCC#C
C#CCCNC(=S)NN=C
false
CCCCCC(C)CCC
155.226
46.7354
0.0894
2
2
19
36.42
O=S1(=O)CCC2=C1C=CN2
O=S1(=O)CCc2[nH]ccc21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCc2[nH]ccc21
157.194
36.5495
0.3445
2
1
17
49.93
OC1=CC(Cl)=C2CCCN12
Oc1cc(Cl)c2n1CCC2
false
CC1CC(C)C2CCCC12
c1cc2n(c1)CCC2
157.6
39.4278
1.7933
2
1
18
25.16
CN1C2CC2C2=NSC=C12
CN1c2csnc2C2CC21
false
CC1C2CCCC2C2CC12
c1snc2c1NC1CC21
152.222
41.663
1.4488
3
0
18
16.13
CC(C)(CS(O)(=O)=O)C#C
C#CC(C)(C)CS(=O)(=O)O
false
CCC(C)(C)CC(C)(C)C
162.21
39.0296
0.5336
2
1
20
54.37
CC1(CCS(N)(=O)=O)CC1
CC1(CCS(N)(=O)=O)CC1
true
CC(C)(C)CCC1(C)CC1
C1CC1
163.242
39.9322
0.4651
2
1
23
60.16
CC#CC1N(C)CS1(=O)=O
CC#CC1N(C)CS1(=O)=O
true
CCCC1C(C)CC1(C)C
O=S1(=O)CNC1
159.21
38.7878
-0.3465
3
0
19
37.38
CC(N)C=CNS(C)(=O)=O
CC(N)C=CNS(C)(=O)=O
true
CC(C)CCCC(C)(C)C
164.23
40.7689
-0.6035
3
2
22
72.19
NC1=C(N=NS1)C(=C)C#N
C=C(C#N)c1nnsc1N
false
CCC(C)C1CCCC1C
c1csnn1
152.182
38.9684
0.65708
5
1
14
75.59
CC1C(NCS1(=O)=O)C#C
C#CC1NCS(=O)(=O)C1C
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCNC1
159.21
39.0055
-0.6478
3
1
19
46.17
CS(=O)(=O)CC(CO)C=O
CS(=O)(=O)CC(C=O)CO
false
CCC(CC)CC(C)(C)C
166.198
36.3506
-1.1616
4
1
20
71.44
CC1(C)C(O)C2=NSN=C12
CC1(C)c2nsnc2C1O
false
CC1C2CCCC2C1(C)C
C1Cc2nsnc21
156.21
37.8948
0.8627
4
1
18
46.01
CCCN1SC=C(C)C1=O
CCCn1scc(C)c1=O
false
CCCC1CCC(C)C1C
O=c1ccs[nH]1
157.238
43.607
1.62822
3
0
21
22
CC1=CC(Cl)=C(C)C(N)=N1
Cc1cc(Cl)c(C)c(N)n1
false
CC1CC(C)C(C)C(C)C1
c1ccncc1
156.616
43.1334
1.93404
2
1
19
38.91
CNC(CC=C)S(C)(=O)=O
C=CCC(NC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
163.242
42.5055
0.1526
3
1
23
46.17
CON1C=CC=CNC1=S
CON1C=CC=CNC1=S
true
CCC1CCCCCC1C
S=C1NC=CC=CN1
156.21
42.8617
0.7653
2
1
18
24.5
CCC1=NSC(=N1)N(C)C
CCc1nsc(N(C)C)n1
false
CCC1CCC(C(C)C)C1
c1ncsn1
157.242
43.614
1.1665
4
0
21
29.02
CS(=O)(=O)CCCCC=O
CS(=O)(=O)CCCCC=O
true
CCCCCCC(C)(C)C
164.226
39.6258
0.4002
3
0
22
51.21
CC1=C(N)C=C(S1)C=NO
Cc1sc(C=NO)cc1N
false
CCCC1CC(C)C(C)C1
c1ccsc1
156.21
42.8489
1.44682
4
2
18
58.61
CC(O)COC1=CSN=C1
CC(O)COc1cnsc1
false
CC(C)CCC1CCCC1
c1cnsc1
159.21
39.2898
0.9027
4
1
19
42.35
CC1OCC2=C(C)SC=C12
Cc1scc2c1COC2C
false
CC1CCC2C(C)CCC12
c1scc2c1COC2
154.234
42.26
2.64772
2
0
20
9.23
CN(CC=CCN)C(N)=S
CN(CC=CCN)C(N)=S
true
CCCCCC(C)C(C)C
159.258
47.6098
-0.3233
2
2
23
55.28
CC=CC(O)C1=CSC=N1
CC=CC(O)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
155.222
41.8878
1.7526
3
1
19
33.12
O=S1(=O)CCC2=COCC12
O=S1(=O)CCC2=COCC21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2=COCC21
160.194
36.2268
0.0876
3
0
18
43.37
NCCC1=CC(O)=C(N)S1
NCCc1cc(O)c(N)s1
false
CCCC1CC(C)C(C)C1
c1ccsc1
158.226
43.1546
0.5371
4
3
20
72.27
O=C1CC(C#N)S(=O)(=O)C1
N#CC1CC(=O)CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=C1CCS(=O)(=O)C1
159.166
32.8118
-0.73382
4
0
15
75
NC=CC(=O)C1=NN=CS1
NC=CC(=O)c1nncs1
false
CCCC(C)C1CCCC1
c1nncs1
155.182
37.5669
0.1932
5
1
15
68.87
COS(=O)(=O)NCC1CC1
COS(=O)(=O)NCC1CC1
true
CCC(C)(C)CCC1CC1
C1CC1
165.214
36.6555
-0.1228
3
1
21
55.4
CC1=CSN=C1C=CCN
Cc1csnc1C=CCN
false
CCCCC1CCCC1C
c1cnsc1
154.238
44.9394
1.42342
3
1
20
38.91
CC1=C(Cl)C=C(N1)C(O)=C
C=C(O)c1cc(Cl)c(C)[nH]1
false
CC(C)C1CC(C)C(C)C1
c1cc[nH]c1
157.6
42.2025
2.50522
1
2
18
36.02
CC1=C(Cl)C(N)=C(O1)C#C
C#Cc1oc(C)c(Cl)c1N
false
CCC1CC(C)C(C)C1C
c1ccoc1
155.584
40.8024
1.80492
2
1
16
39.16
CC1=C2NC(C=O)C2=NS1
Cc1snc2c1NC2C=O
false
CCC1CC2C(C)CCC12
c1snc2c1NC2
154.194
39.2787
1.11702
4
1
16
41.99
CC(C)(O)C1=NNC(=N)S1
CC(C)(O)c1n[nH]c(=N)s1
false
CC1CCC(C(C)(C)C)C1
N=c1[nH]ncs1
159.214
37.5642
0.17807
4
3
19
72.76
OC1=CC(C=CC#N)=CS1
N#CC=Cc1csc(O)c1
false
CCCCC1CCC(C)C1
c1ccsc1
151.19
40.6308
1.99048
3
1
15
44.02
CCC(C#N)C1=CN=CS1
CCC(C#N)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
152.222
40.759
2.16028
3
0
18
36.68
COS(=O)(=O)C(C)(O)C#C
C#CC(C)(O)S(=O)(=O)OC
false
CCC(C)(C)C(C)(C)CC
164.182
35.3856
-0.6957
4
1
18
63.6
NC(=S)NC(=C)C(O)C#C
C#CC(O)C(=C)NC(N)=S
false
CCC(C)C(C)CC(C)C
156.21
43.9009
-0.6726
2
3
18
58.28
CC1=CC(NCCO)=CS1
Cc1cc(NCCO)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
157.238
44.6315
1.46072
3
2
21
32.26
CN=C1N(C)NC(O)=C1Cl
CN=c1c(Cl)c(O)[nH]n1C
false
CCC1C(C)CC(C)C1C
N=c1cc[nH][nH]1
161.592
37.9255
0.2427
3
2
18
53.31
C1NC2C1OC1=CSC=C21
c1scc2c1OC1CNC21
false
C1CC2CC3CCC3C2C1
c1scc2c1OC1CNC21
153.206
39.4787
1.1534
3
1
17
21.26
CC1C(C)N(C)C(=S)N1C
CC1C(C)N(C)C(=S)N1C
true
CC1C(C)C(C)C(C)C1C
S=C1NCCN1
158.27
47.048
0.9255
1
0
24
6.48
CC#CC(=O)C1=CN=CS1
CC#CC(=O)c1cncs1
false
CCCC(C)C1CCCC1
c1cscn1
151.19
39.8945
1.3491
3
0
15
29.96
ClC1=C2CCC(=N)N2N=C1
N=C1CCc2c(Cl)cnn21
false
CC1CCC2C(C)CCC12
N=C1CCc2ccnn21
155.588
38.6827
1.30807
3
1
16
41.67
CNN=CC1=CSC(=O)N1
CNN=Cc1csc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
157.198
41.5934
-0.0103
4
2
17
57.25
C=C(C#C)N1CCS1(=O)=O
C#CC(=C)N1CCS1(=O)=O
false
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
157.194
38.4658
-0.2213
2
0
17
37.38
CC1(N)CC1C1=CC=NS1
CC1(N)CC1c1ccns1
false
CC1(C)CC1C1CCCC1
c1cc(C2CC2)sn1
154.238
42.0644
1.3478
3
1
20
38.91
NCC1C=CC2=CSC=C12
NCC1C=Cc2cscc21
false
CCC1CCC2CCCC12
C1=Cc2cscc2C1
151.234
45.1484
1.8172
2
1
19
26.02
CC1C(C)=CC2=C1N=CS2
CC1=Cc2scnc2C1C
false
CC1CC2CCCC2C1C
C1=Cc2scnc2C1
151.234
44.18
2.6635
2
0
19
12.89
CC1OS(=O)(=O)CCC1O
CC1OS(=O)(=O)CCC1O
true
CC1CCC(C)(C)CC1C
O=S1(=O)CCCCO1
166.198
34.9576
-0.5141
4
1
20
63.6
CC1=CS(=O)(=O)N(N)C1=C
C=C1C(C)=CS(=O)(=O)N1N
false
CC1CC(C)(C)C(C)C1C
C=C1C=CS(=O)(=O)N1
160.198
37.8432
-0.077
3
1
18
63.4
CC(C=C)C1CCS1(=O)=O
C=CC(C)C1CCS1(=O)=O
false
CCC(C)C1CCC1(C)C
O=S1(=O)CCC1
160.238
41.5528
0.9956
2
0
22
34.14
CC1C(C)(NS1(=O)=O)C=O
CC1C(C)(C=O)NS1(=O)=O
false
CCC1(C)CC(C)(C)C1C
O=S1(=O)CCN1
163.198
35.9865
-0.7345
3
1
19
63.24
CN(C)C1=CSC(CN)=N1
CN(C)c1csc(CN)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
157.242
44.3324
0.6678
4
1
21
42.15
CC1(CNS(N)(=O)=O)CC1
CC1(CNS(N)(=O)=O)CC1
true
CC(C)(C)CCC1(C)CC1
C1CC1
164.23
38.4509
-0.4204
2
2
22
72.19
CC1N(C)CC2=C1N=CS2
CC1c2ncsc2CN1C
false
CC1CC2CCCC2C1C
c1nc2c(s1)CNC2
154.238
41.996
1.6495
3
0
20
16.13