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
CC1CC2(CN2)S(=O)(=O)O1
CC1CC2(CN2)S(=O)(=O)O1
true
CC1CC(C)(C)C2(CC2)C1
O=S1(=O)OCCC12CN2
163.198
34.8175
-0.5755
4
1
19
65.31
OC1=C(O)C2=CSC=C2C1
OC1=C(O)c2cscc2C1
false
CC1CC2CCCC2C1C
C1=Cc2cscc2C1
154.19
40.2006
2.0888
3
2
16
40.46
NC1=CC(=N)N=CS1(=O)=O
N=C1C=C(N)S(=O)(=O)C=N1
false
CC1CCC(C)(C)C(C)C1
N=C1C=CS(=O)(=O)C=N1
159.17
37.4089
-0.77953
4
2
15
96.37
NC1=C2N(CC2=CS1)C=N
N=CN1Cc2csc(N)c21
false
CCC1CC2CCC(C)C12
c1scc2c1CN2
153.21
43.6981
1.25737
3
2
17
53.11
CCNC(=O)CS(C)(=O)=O
CCNC(=O)CS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
165.214
38.3945
-0.8329
3
1
21
63.24
CCNN1CC(=O)NC1=S
CCNN1CC(=O)NC1=S
true
CCCC1CC(C)CC1C
O=C1CNC(=S)N1
159.214
41.1234
-0.7724
3
2
19
44.37
CNCC(=C)C1=NSC=C1
C=C(CNC)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
154.238
45.0747
1.3757
3
1
20
24.92
O=CC=C1OS(=O)(=O)C=C1
O=CC=C1C=CS(=O)(=O)O1
false
CCCC1CCC(C)(C)C1
C=C1C=CS(=O)(=O)O1
160.15
33.2918
-0.0571
4
0
14
60.44
CC1CS(=O)(=O)C(N1)C=O
CC1CS(=O)(=O)C(C=O)N1
false
CCC1CC(C)CC1(C)C
O=S1(=O)CCNC1
163.198
36.2365
-1.0821
4
1
19
63.24
CN=C1NC(OC=C)=NS1
C=COc1nsc(=NC)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]cns1
157.198
38.7767
0.524
4
1
17
50.27
CC1C2NC(=S)NC1C2=O
CC1C2NC(=S)NC1C2=O
true
CC1CC2C(C)C(C1)C2C
O=C1C2CC1NC(=S)N2
156.21
40.6164
-0.5799
2
2
18
41.13
N=C1NS(=O)(=O)CN2CC12
N=C1NS(=O)(=O)CN2CC12
true
CC1CC(C)(C)CC2CC12
N=C1NS(=O)(=O)CN2CC12
161.186
35.1432
-1.46163
4
2
17
73.03
O=C1SNC2=NCC=CN12
O=C1SNC2=NCC=CN12
true
CC1CCC2CCCCC12
O=C1SNC2=NCC=CN12
155.182
39.4037
0.5431
4
1
15
44.7
NC1C(CO)C2=CSN=C12
NC1c2nscc2C1CO
false
CCC1C(C)C2CCCC12
c1snc2c1CC2
156.21
38.8692
0.2324
4
2
18
59.14
COC=CN1SC=CC1=O
COC=Cn1sccc1=O
false
CCCCC1CCCC1C
O=c1ccs[nH]1
157.194
40.918
0.9844
4
0
17
31.23
CN(OCC#C)S(C)(=O)=O
C#CCON(C)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
163.198
37.3918
-0.5574
3
0
19
46.61
CC1CCC2=C1C(=O)NS2
CC1CCc2s[nH]c(=O)c21
false
CC1CCC2CCC(C)C12
O=c1[nH]sc2c1CCC2
155.222
41.6757
1.4861
2
1
19
32.86
CC(C#C)C1=CSC=C1O
C#CC(C)c1cscc1O
false
CCC(C)C1CCCC1C
c1ccsc1
152.218
43.2318
2.1904
2
1
18
20.23
OC1=CC(=N)N=NC=C1Cl
N=c1cc(O)c(Cl)cnn1
false
CC1CCCC(C)C(C)C1
N=c1ccccnn1
157.56
34.5615
0.31507
4
2
14
69.86
CC1=C(Cl)C2=C(NC=C2)S1
Cc1sc2[nH]ccc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ccsc2[nH]1
171.652
45.9227
3.19122
1
1
16
15.79
CC(C)(C1CO1)S(C)(=O)=O
CC(C)(C1CO1)S(C)(=O)=O
true
CC(C)(C)C(C)(C)C1CC1
C1CO1
164.226
38.6628
0.2084
3
0
22
46.67
NC1=CSC2=C1CON=C2
Nc1csc2c1CON=C2
false
CC1CCC2CCCCC12
C1=NOCc2ccsc21
154.194
41.1144
1.1944
4
1
16
47.61
CC(NCS(N)(=O)=O)C#N
CC(C#N)NCS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
163.202
36.1849
-1.26592
4
2
19
95.98
OC1=C2OC(=C)CC2=CS1
C=C1Cc2csc(O)c2O1
false
CC1CC2CCC(C)C2C1
C=C1Cc2cscc2O1
154.19
39.4558
1.9023
3
1
16
29.46
O=C1C2(CN2)CCS1(=O)=O
O=C1C2(CCS1(=O)=O)CN2
false
CC1C(C)(C)CCC12CC2
O=C1C2(CCS1(=O)=O)CN2
161.182
34.1445
-1.3265
4
1
17
73.15
CCC1(COS1(=O)=O)C=C
C=CC1(CC)COS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCO1
162.21
38.0908
0.6812
3
0
20
43.37
CS(=O)(=O)CC(=O)C(N)=N
CS(=O)(=O)CC(=O)C(=N)N
false
CC(C)C(C)CC(C)(C)C
164.186
36.6319
-1.46393
4
2
18
101.08
CCC#CC1=CNC(=O)S1
CCC#Cc1c[nH]c(=O)s1
false
CCCCC1CCC(C)C1
O=c1[nH]ccs1
153.206
42.1087
1.1979
2
1
17
32.86
CNC(CN)C1=NSC=C1
CNC(CN)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
157.242
42.9691
0.3623
4
2
21
50.94
NC1=NC2=C(S1)C(=C)CC2
C=C1CCc2nc(N)sc21
false
CC1CC2CCC(C)C2C1
C=C1CCc2ncsc21
152.222
43.8814
1.6847
3
1
18
38.91
CC1CN1C(=S)NCC#C
C#CCNC(=S)N1CC1C
false
CCCCC(C)C1CC1C
C1CN1
154.238
45.6017
0.1982
1
1
20
15.04
CC(=C)CC(=O)S(C)(=O)=O
C=C(C)CC(=O)S(C)(=O)=O
false
CC(C)CC(C)C(C)(C)C
162.21
39.2818
0.5238
3
0
20
51.21
CCN1C=CC(O)S1(=O)=O
CCN1C=CC(O)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CN1
163.198
36.4466
-0.5162
3
1
19
57.61
OC1CCS(=O)(=O)CNC1
O=S1(=O)CCC(O)CNC1
false
CC1CCCC(C)(C)CC1
O=S1(=O)CCCCNC1
165.214
37.2803
-1.2871
4
2
21
66.4
CON=CC1=NN=C(C)S1
CON=Cc1nnc(C)s1
false
CCCCC1CCC(C)C1
c1nncs1
157.198
39.249
0.82682
5
0
17
47.37
C=COCCS(=O)(=O)C=C
C=COCCS(=O)(=O)C=C
true
CCCCCC(C)(C)CC
162.21
40.1328
0.7048
3
0
20
43.37
NC1(CC=CC1)S(O)(=O)=O
NC1(S(=O)(=O)O)CC=CC1
false
CC(C)(C)C1(C)CCCC1
C1=CCCC1
163.198
36.841
-0.1208
3
2
19
80.39
CC=CC1=C(O)NC(=O)S1
CC=Cc1sc(=O)[nH]c1O
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
157.194
41.3125
1.1751
3
2
17
53.09
CC(=O)C1=C(N)SC(N)=N1
CC(=O)c1nc(N)sc1N
false
CC1CC(C)C(C(C)C)C1
c1cscn1
157.198
40.9433
0.5101
5
2
17
82
CC1=NOCS(=O)(=O)C=C1
CC1=NOCS(=O)(=O)C=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)C=CC=NOC1
161.182
37.1208
0.2785
4
0
17
55.73
CS(=O)(=O)NC(=N)C1CO1
CS(=O)(=O)NC(=N)C1CO1
true
CC(CC(C)(C)C)C1CC1
C1CO1
164.186
35.4462
-1.08833
4
2
18
82.55
N=C1NCC2=CSC(=O)N12
N=C1NCc2csc(=O)n21
false
CC1CCC2CCC(C)C12
N=C1NCc2csc(=O)n21
155.182
38.5434
-0.20413
4
2
15
57.88
CS(=O)(=O)N1C=NC2CC12
CS(=O)(=O)N1C=NC2CC21
false
CC(C)(C)C1CCC2CC21
C1=NC2CC2N1
160.198
37.3678
-0.5692
3
0
18
49.74
OC=C(C=C)C1=CC=CS1
C=CC(=CO)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
152.218
45.1218
2.833
2
1
18
20.23
CC1=C(Cl)C=CC2=C1NC2
Cc1c(Cl)ccc2c1NC2
false
CC1CCC2CCC2C1C
c1ccc2c(c1)CN2
153.612
43.5157
2.57392
1
1
18
12.03
CCNCC=CS(N)(=O)=O
CCNCC=CS(N)(=O)=O
true
CCCCCCC(C)(C)C
164.23
40.7909
-0.6019
3
2
22
72.19
NC1=CNN2C=CC(Cl)=C12
Nc1c[nH]n2ccc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cc[nH]n2c1
155.588
41.1701
1.503
2
2
16
46.22
CC=NOCC1=CSC=C1
CC=NOCc1ccsc1
false
CCCCCC1CCCC1
c1ccsc1
155.222
43.274
2.2704
3
0
19
21.59
NC(CC#C)C1=CSC=N1
C#CCC(N)c1cscn1
false
CCCC(C)C1CCCC1
c1cscn1
152.222
42.4924
1.1662
3
1
18
38.91
NN1C=C(Cl)C(N)=C1C#C
C#Cc1c(N)c(Cl)cn1N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
155.588
41.9398
0.4188
3
2
16
56.97
CC12CCC1COS2(=O)=O
CC12CCC1COS2(=O)=O
true
CC1(C)CCC2CCC21C
O=S1(=O)OCC2CCC21
162.21
36.0008
0.5151
3
0
20
43.37
O=S1(=O)CC2C3C=CC2C13
O=S1(=O)CC2C3C=CC2C31
false
CC1(C)CC2C3CCC2C31
O=S1(=O)CC2C3C=CC2C31
156.206
37.1848
0.2154
2
0
18
34.14
CNNS(=O)(=O)NCC#C
C#CCNS(=O)(=O)NNC
false
CCCCC(C)(C)CCC
163.202
37.9509
-1.822
3
3
19
70.23
CCNCC1=NC=C(N)S1
CCNCc1ncc(N)s1
false
CCCCC1CCC(C)C1
c1cscn1
157.242
43.9071
0.8348
4
2
21
50.94
NC(=N)C1=CSC(=C1)C#C
C#Cc1cc(C(=N)N)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
150.206
43.2701
1.01347
2
2
16
49.87
CC1(OC2=NSN=C12)C=C
C=CC1(C)Oc2nsnc21
false
CCC1(C)CC2CCCC21
C1Oc2nsnc21
154.194
38.086
1.3317
4
0
16
35.01
CC1OCC1S(=O)(=O)C#C
C#CS(=O)(=O)C1COC1C
false
CCC(C)(C)C1CCC1C
C1COC1
160.194
36.9548
-0.2208
3
0
18
43.37
CC(C)S(=O)(=O)C(=O)C#N
CC(C)S(=O)(=O)C(=O)C#N
true
CCC(C)C(C)(C)C(C)C
161.182
34.6758
-0.14022
4
0
17
75
CN(CC1CC1)S(C)(=O)=O
CN(CC1CC1)S(C)(=O)=O
true
CC(CC1CC1)C(C)(C)C
C1CC1
163.242
40.1978
0.2878
2
0
23
37.38
CCCN=C1SNC(C)=C1
CCCN=c1cc(C)[nH]s1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
156.254
44.1277
1.69532
2
1
22
28.15
O=C1SN=C(S1)C#CC#C
C#CC#Cc1nsc(=O)s1
false
CCCCC1CCC(C)C1
O=c1scns1
167.214
41.972
0.5495
4
0
11
29.96
C=C1CNS(=O)(=O)NC=N1
C=C1CNS(=O)(=O)NC=N1
true
CC1CCCC(C)(C)CC1
C=C1CNS(=O)(=O)NC=N1
161.186
37.6902
-1.034
3
2
17
70.56
CC#CC1=C(C=CS1)C#N
CC#Cc1sccc1C#N
false
CCCC1CCCC1CC
c1ccsc1
147.202
41.586
1.99118
2
0
15
23.79
CNN(C=C)S(=O)(=O)C=C
C=CN(NC)S(=O)(=O)C=C
false
CCC(CC)C(C)(C)CC
162.214
40.2125
0.0396
3
1
20
49.41
CC1N(O)S(=O)(=O)NC1=C
C=C1NS(=O)(=O)N(O)C1C
false
CC1CC(C)(C)C(C)C1C
C=C1CNS(=O)(=O)N1
164.186
34.283
-0.5722
3
2
18
69.64
OC1C2CC1C1=C2SN=C1
OC1C2CC1c1sncc12
false
CC1C2CC1C1CCCC21
c1nsc2c1C1CC2C1
153.206
38.2198
1.0885
3
1
17
33.12
CNC1CCC2=C1C=NS2
CNC1CCc2sncc21
false
CCC1CCC2CCCC12
c1nsc2c1CCC2
154.238
42.2357
1.3498
3
1
20
24.92
O=S1(=O)OC2(CC2)C2CC12
O=S1(=O)OC2(CC2)C2CC21
false
CC1(C)CC2(CC2)C2CC21
O=S1(=O)OC2(CC2)C2CC21
160.194
33.8648
0.2675
3
0
18
43.37
O=C1CN(N2CC2)C(=S)N1
O=C1CN(N2CC2)C(=S)N1
true
CC1CC(C)C(C2CC2)C1
O=C1CN(N2CC2)C(=S)N1
157.198
39.0197
-1.0663
3
1
17
35.35
CCC1=NSC(C=O)=C1C
CCc1nsc(C=O)c1C
false
CCC1CCC(CC)C1C
c1cnsc1
155.222
41.6165
1.82642
3
0
19
29.96
C=CC(C#C)C1=CSC=N1
C#CC(C=C)c1cscn1
false
CCC(CC)C1CCCC1
c1cscn1
149.218
43.885
2.0459
2
0
17
12.89
CN1C=CC(=O)N1C(N)=S
Cn1ccc(=O)n1C(N)=S
false
CC(C)C1C(C)CCC1C
O=c1cc[nH][nH]1
157.198
41.8564
-0.7215
4
1
17
52.95
ClC1=CN=NC(=C1)N1CC1
Clc1cnnc(N2CC2)c1
false
CC1CCCC(C2CC2)C1
c1cnnc(N2CC2)c1
155.588
39.255
0.95
3
0
16
28.79
CS(=O)(=O)OCCC1CC1
CS(=O)(=O)OCCC1CC1
true
CC(C)(C)CCCC1CC1
C1CC1
164.226
38.1368
0.7627
3
0
22
43.37
NC1=C(SC=N1)C1CCC1
Nc1ncsc1C1CCC1
false
CC1CCCC1C1CCC1
c1ncc(C2CCC2)s1
154.238
43.1184
1.9928
3
1
20
38.91
CC1COC2=C(O1)C=NS2
CC1COc2sncc2O1
false
CC1CCC2CCCC2C1
c1nsc2c1OCCO2
157.194
37.699
1.3028
4
0
17
31.35
OCC1=CC2=C(ON=C2)S1
OCc1cc2cnoc2s1
false
CCC1CC2CCCC2C1
c1cc2cnoc2s1
155.178
37.8088
1.3816
4
1
15
46.26
OC1CNC2=C(C1)SN=N2
OC1CNc2nnsc2C1
false
CC1CCC2CCCC2C1
C1CNc2nnsc2C1
157.198
38.1095
-0.133
5
2
17
58.04
CC#CC#CCNC(N)=S
CC#CC#CCNC(N)=S
true
CCCCCCCC(C)C
152.222
46.0141
-0.1537
1
2
18
38.05
CC#CCS(=O)(=O)CCO
CC#CCS(=O)(=O)CCO
true
CCCCC(C)(C)CCC
162.21
39.1896
-0.5832
3
1
20
54.37
S=C1NOCC=CN=CN1
S=C1NC=NC=CCON1
false
CC1CCCCCCCC1
S=C1NC=NC=CCON1
157.198
42.4534
-0.0623
3
2
17
45.65
O1N=CC=C1C1=NSN=C1
c1cc(-c2cnsn2)on1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cnsn2)on1
153.166
35.406
1.1931
5
0
13
51.81
NN1C=C(Cl)C2=C1N=CO2
Nn1cc(Cl)c2ocnc21
false
CC1CC(C)C2CCCC12
c1cc2ocnc2[nH]1
157.56
37.1594
0.9965
4
1
14
56.98
COC1=CN=C(S1)[N+]([O-])=O
COc1cnc([N+](=O)[O-])s1
false
CCC1CCC(C(C)C)C1
c1cscn1
160.154
35.3204
1.0599
5
0
14
65.26
CN1C=C(N)C2=C1C=NS2
Cn1cc(N)c2sncc21
false
CC1CC(C)C2CCCC12
c1cc2sncc2[nH]1
153.21
43.0034
1.217
4
1
17
43.84
OC1C2CCS(=O)(=O)C1N2
O=S1(=O)CCC2NC1C2O
false
CC1C2CCC(C)(C)C1C2
O=S1(=O)CCC2CC1N2
163.198
35.1223
-1.5363
4
2
19
66.4
CCCCC1=NOC=C1Cl
CCCCc1nocc1Cl
false
CCCCC1CCCC1C
c1cnoc1
159.616
40.125
2.6706
2
0
20
26.03
CCC1=C(NC(=O)S1)C=O
CCc1sc(=O)[nH]c1C=O
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
157.194
39.7052
0.8113
3
1
17
49.93
ON=C1SC=NN1C1CC1
ON=c1scnn1C1CC1
false
CCC1CCCC1C1CC1
N=c1scnn1C1CC1
157.198
35.7245
0.5694
5
1
17
50.41
CNC1=NSC(C=NO)=C1
CNc1cc(C=NO)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
157.198
41.0412
0.9929
5
2
17
57.51
CCC1=C(SC(=N)N1)C=C
C=Cc1sc(=N)[nH]c1CC
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
154.238
43.9934
1.76107
2
2
20
39.64
O=CN1CC2=C(C1)C=NS2
O=CN1Cc2cnsc2C1
false
CCC1CC2CCCC2C1
c1nsc2c1CNC2
154.194
37.425
0.6151
3
0
16
33.2
ONS(=O)(=O)CNC1CC1
O=S(=O)(CNC1CC1)NO
false
CCC(C)(C)CCC1CC1
C1CC1
166.202
34.8667
-0.9955
4
3
20
78.43
CC(=C)C(O)C1=CSN=N1
C=C(C)C(O)c1csnn1
false
CC(C)C(C)C1CCCC1
c1csnn1
156.21
39.6828
1.1476
4
1
18
46.01
C=CC1=C(C=NS1)C1CC1
C=Cc1sncc1C1CC1
false
CCC1CCCC1C1CC1
c1nscc1C1CC1
151.234
44.18
2.6635
2
0
19
12.89
C=C1NS(=O)(=O)C=NC1=N
C=C1NS(=O)(=O)C=NC1=N
true
CC1CCC(C)(C)CC1C
C=C1NS(=O)(=O)C=NC1=N
159.17
37.4142
-0.56133
3
2
15
82.38
C=NN=C1NC=C(S1)C#N
C=NN=c1[nH]cc(C#N)s1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
152.182
38.4967
0.46418
4
1
14
64.3
CNC1=CSC(=O)N1C=C
C=Cn1c(NC)csc1=O
false
CCC1CCC(C)C1CC
O=c1[nH]ccs1
156.21
44.5127
1.052
4
1
18
34.03
CCC1=CC=NN1C(N)=S
CCc1ccnn1C(N)=S
false
CCC1CCCC1C(C)C
c1cn[nH]c1
155.226
43.7884
0.5372
3
1
19
43.84
COC1=CC=CC(Cl)=C1O
COc1cccc(Cl)c1O
false
CCC1CCCC(C)C1C
c1ccccc1
158.584
39.6688
2.0542
2
1
17
29.46