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
C1C2OCC3=C(SN=N3)C12
C1OC2CC2c2snnc21
false
C1CC2CCC3CC3C2C1
C1OC2CC2c2snnc21
154.194
35.844
0.9242
4
0
16
35.01
CC(C)CCC1=CSN=C1
CC(C)CCc1cnsc1
false
CC(C)CCC1CCCC1
c1cnsc1
155.266
45.273
2.7317
2
0
23
12.89
OC1=CN2C=CCN=C2S1
OC1=CN2C=CCN=C2S1
true
CC1CC2CCCCC2C1
C1=CN2C=CSC2=NC1
154.194
41.5838
1.2754
4
1
16
35.83
CCCNNC(=S)N1CC1
CCCNNC(=S)N1CC1
true
CCCCCC(C)C1CC1
C1CN1
159.258
45.6004
0.0911
2
2
23
27.07
CN1CC2NC(=S)NC2C1
CN1CC2NC(=S)NC2C1
true
CC1CC2CC(C)CC2C1
S=C1NC2CNCC2N1
157.242
43.9424
-0.8533
2
2
21
27.3
CC1=C(O)C2=C(S1)N=NN2
Cc1sc2nn[nH]c2c1O
false
CC1CC2CCCC2C1C
c1cc2[nH]nnc2s1
155.182
38.1675
1.03342
4
2
15
61.8
NC(=S)NCC(=C)OC=C
C=COC(=C)CNC(N)=S
false
CCCC(C)CCC(C)C
158.226
45.2101
0.4934
2
2
20
47.28
NC1=C(N=CS1)C#CC=O
Nc1scnc1C#CC=O
false
CCCCC1CCCC1C
c1cscn1
152.178
39.4684
0.2757
4
1
14
55.98
NC(=S)N1C=CCCC=N1
NC(=S)N1C=CCCC=N1
true
CC(C)C1CCCCCC1
C1=CNN=CCC1
155.226
45.4904
0.8253
2
1
19
41.62
CCNC1=C(N)NC=C1Cl
CCNc1c(Cl)c[nH]c1N
false
CCCC1C(C)CCC1C
c1cc[nH]c1
159.62
44.3788
1.6821
2
3
20
53.84
CC1=NCCOS(=O)(=O)N1
CC1=NCCOS(=O)(=O)N1
true
CC1CCCCC(C)(C)C1
O=S1(=O)NC=NCCO1
164.186
35.9835
-0.7306
4
1
18
67.76
CNC1=NC=C(Cl)C=C1C
CNc1ncc(Cl)cc1C
false
CCC1CCC(C)CC1C
c1ccncc1
156.616
43.5307
2.08512
2
1
19
24.92
O=S1(=O)OCCC11CCO1
O=S1(=O)OCCC12CCO2
false
CC1(C)CCCC12CCC2
O=S1(=O)OCCC12CCO2
164.182
32.7888
-0.1469
4
0
18
52.6
O=S1(=O)CNC2CON=C12
O=S1(=O)CNC2CON=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)CNC2CON=C21
162.17
34.0975
-1.3258
5
1
16
67.76
O=C1SNC=C1NCC#C
C#CCNc1c[nH]sc1=O
false
CCCCC1CCCC1C
O=c1cc[nH]s1
154.194
42.2624
0.4815
3
2
16
44.89
CN=C1NC2=C(O1)SC=N2
CN=c1[nH]c2ncsc2o1
false
CCC1CC2CCCC2C1
N=c1[nH]c2ncsc2o1
155.182
37.7237
0.7479
4
1
15
54.18
ClC1=CNC2=C(CO2)C1=N
N=c1c(Cl)c[nH]c2c1CO2
false
CC1CCC2CCC2C1C
N=c1cc[nH]c2c1CO2
156.572
35.9894
1.03997
2
2
15
48.87
C1CC1C1NC2=NSN=C12
C1CC1C1Nc2nsnc21
false
C1CC2CC(C3CC3)C2C1
C1CC1C1Nc2nsnc21
153.21
38.9967
1.4147
4
1
17
37.81
O=CC1C=CC2=C1C=NS2
O=CC1C=Cc2sncc21
false
CCC1CCC2CCCC12
C1=Cc2sncc2C1
151.19
39.953
1.4524
3
0
15
29.96
CN(C(C)=O)C1=CC=NS1
CC(=O)N(C)c1ccns1
false
CC(C)C(C)C1CCCC1
c1cnsc1
156.21
41.198
1.1258
3
0
18
33.2
CC1=C(Cl)C(=O)N(N)N=C1
Cc1cnn(N)c(=O)c1Cl
false
CC1CCC(C)C(C)C1C
O=c1cccn[nH]1
159.576
38.3944
-0.08108
4
1
16
60.91
CC1=NSC=C1CC1CC1
Cc1nscc1CC1CC1
false
CC1CCCC1CC1CC1
c1nscc1CC1CC1
153.25
43.279
2.40402
2
0
21
12.89
NC(=S)NCC1(N)CCC1
NC(=S)NCC1(N)CCC1
true
CC(C)CCC1(C)CCC1
C1CCC1
159.258
45.5575
-0.299
2
3
23
64.07
CC(O)C1=C(N)SC(O)=C1
CC(O)c1cc(O)sc1N
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
159.21
41.03
1.0892
4
3
19
66.48
CC#CCNS(=O)(=O)C=O
CC#CCNS(=O)(=O)C=O
true
CCCCCC(C)(C)CC
161.182
37.123
-0.8807
3
1
17
63.24
CCC1=C(CO)NC(=O)S1
CCc1sc(=O)[nH]c1CO
false
CCC1CC(C)CC1CC
O=c1[nH]ccs1
159.21
40.2405
0.4911
3
2
19
53.09
O=S(=O)(C#C)C1=NON=C1
C#CS(=O)(=O)c1cnon1
false
CCC(C)(C)C1CCCC1
c1cnon1
158.138
30.3168
-0.566
5
0
12
73.06
CCNCC1=CSC(N)=N1
CCNCc1csc(N)n1
false
CCCCC1CCC(C)C1
c1cscn1
157.242
43.9071
0.8348
4
2
21
50.94
OC1CC1C1CNC(=S)N1
OC1CC1C1CNC(=S)N1
true
CC1CCC(C2CC2C)C1
S=C1NCC(C2CC2)N1
158.226
41.6382
-0.7865
2
3
20
44.29
CC1(C)OS(=O)(=O)NC1=N
CC1(C)OS(=O)(=O)NC1=N
true
CC1CC(C)(C)CC1(C)C
N=C1COS(=O)(=O)N1
164.186
34.9462
-0.39313
4
2
18
79.25
CC1OS(=O)(=O)C2NC12C
CC1OS(=O)(=O)C2NC12C
true
CC1CC(C)(C)C2CC12C
O=S1(=O)OCC2NC21
163.198
34.7955
-0.5771
4
1
19
65.31
CC(C#C)C(N)S(N)(=O)=O
C#CC(C)C(N)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
162.214
39.0796
-1.171
3
2
20
86.18
N#CCC1=C(SC=C1)C#N
N#CCc1ccsc1C#N
false
CCCC1CCCC1CC
c1ccsc1
148.19
38.351
1.68586
3
0
14
47.58
CNC1=C(Cl)C(C)=CN1O
CNc1c(Cl)c(C)cn1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
40.9102
1.72892
3
2
19
37.19
CN1CC2=C(C)SC(O)=C12
Cc1sc(O)c2c1CN2C
false
CC1CC(C)C2C(C)CC12
c1scc2c1CN2
155.222
42.8278
1.71192
3
1
19
23.47
O=S1(=O)C=CC2=CC=CN12
O=S1(=O)C=Cc2cccn21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Cc2cccn21
155.178
37.7838
0.6503
3
0
15
39.07
CCS(=O)(=O)NNC(C)C
CCS(=O)(=O)NNC(C)C
true
CCC(C)(C)CCC(C)C
166.246
40.8682
-0.1613
3
2
24
58.2
CC1=C(Cl)C=NC=NC1=O
Cc1c(Cl)cncnc1=O
false
CC1CCCCC(C)C1C
O=c1cccncn1
156.572
38.049
0.79862
3
0
15
42.85
CC1=COC2=C1NC(=O)S2
Cc1coc2sc(=O)[nH]c12
false
CC1CC2CCC(C)C2C1
O=c1[nH]c2ccoc2s1
155.178
39.4487
1.49102
3
1
15
46
OCCC1=NC(=CS1)C#C
C#Cc1csc(CCO)n1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
40.8388
0.6592
3
1
17
33.12
CN1C=CC2=C1C(=O)SN2
Cn1ccc2[nH]sc(=O)c21
false
CC1CCC2CCC(C)C12
O=c1s[nH]c2cc[nH]c12
154.194
41.4167
0.9281
3
1
16
37.79
CON1C=C(C)SC1=NN
COn1cc(C)sc1=NN
false
CCC1CC(C)CC1CC
N=c1[nH]ccs1
159.214
39.3004
-0.30918
5
1
19
52.54
CC1CN1C1=CSC(=O)N1
CC1CN1c1csc(=O)[nH]1
false
CC1CCC(C2CC2C)C1
O=c1[nH]c(N2CC2)cs1
156.21
41.7477
0.6449
3
1
18
35.87
CC1OS(=O)(=O)C=CC1=C
C=C1C=CS(=O)(=O)OC1C
false
CC1CCC(C)(C)CC1C
C=C1C=CS(=O)(=O)OC1
160.194
37.7468
0.8048
3
0
18
43.37
C=CC1=C2C=CSN2C=N1
C=Cc1ncn2sccc12
false
CCC1CCC2CCCC12
c1cc2cncn2s1
150.206
43.16
2.0388
3
0
16
17.3
CC(C)C1=C(C=O)C=CS1
CC(C)c1sccc1C=O
false
CCC1CCCC1C(C)C
c1ccsc1
154.234
43.7955
2.684
2
0
20
17.07
C=NOCS(=O)(=O)C1CN1
C=NOCS(=O)(=O)C1CN1
true
CCCCC(C)(C)C1CC1
C1CN1
164.186
36.2115
-1.0798
5
1
18
77.67
C=CC1C2CNC(=S)NC12
C=CC1C2CNC(=S)NC12
true
CCC1C2CCC(C)CC12
S=C1NCC2CC2N1
154.238
44.7014
0.2647
1
2
20
24.06
OC1=C2C(OC2=CS1)C#C
C#CC1Oc2csc(O)c21
false
CCC1CC2CCC(C)C12
c1scc2c1CO2
152.174
38.1858
1.5204
3
1
14
29.46
CCC1=C(CC)N=C(N)S1
CCc1nc(N)sc1CC
false
CCC1CC(C)CC1CC
c1cscn1
156.254
45.2824
1.8501
3
1
22
38.91
NCC1C=CC2=CSN=C12
NCC1C=Cc2csnc21
false
CCC1CCC2CCCC12
C1=Cc2csnc2C1
152.222
42.9434
1.2122
3
1
18
38.91
CN1C=CCCN(O)C1=S
CN1C=CCCN(O)C1=S
true
CC1CCCCC(C)C1C
S=C1NC=CCCN1
158.226
42.6105
0.8117
2
1
20
26.71
CC1=C2C(N)CNC2=NS1
Cc1snc2c1C(N)CN2
false
CC1CCC2CCC(C)C12
c1snc2c1CCN2
155.226
42.2691
0.87682
4
2
19
50.94
S1C=CC=C1C1=NN=CS1
c1csc(-c2nncs2)c1
false
C1CCC(C2CCCC2)C1
c1csc(-c2nncs2)c1
168.246
43.222
2.2666
4
0
14
25.78
CCCC1=NSN=C1NC
CCCc1nsnc1NC
false
CCCC1CCCC1CC
c1cnsn1
157.242
43.4507
1.5323
4
1
21
37.81
CC1(CCCS1(=O)=O)C=C
C=CC1(C)CCCS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCCC1
160.238
41.6228
1.1397
2
0
22
34.14
CNC1=CC(N)=C(NC)S1
CNc1cc(N)c(NC)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
157.242
47.8248
1.4137
4
3
21
50.08
OCC=C1CNNS1(=O)=O
O=S1(=O)NNCC1=CCO
false
CCCC1CCCC1(C)C
C=C1CNNS1(=O)=O
164.186
35.227
-1.6998
4
3
18
78.43
CC(C#N)C1=NC(C)=NS1
Cc1nsc(C(C)C#N)n1
false
CCC(C)C1CCC(C)C1
c1ncsn1
153.21
38.674
1.4736
4
0
17
49.57
NC1=CC=C(Cl)C(N)=C1O
Nc1ccc(Cl)c(N)c1O
false
CC1CCC(C)C(C)C1C
c1ccccc1
158.588
41.9416
1.21
3
3
17
72.27
O=S1(=O)C=CCCC2CC12
O=S1(=O)C=CCCC2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)C=CCCC2CC21
158.222
39.1888
1.0972
2
0
20
34.14
CCN1C(=N)CN(C)C1=S
CCN1C(=N)CN(C)C1=S
true
CCC1C(C)CC(C)C1C
N=C1CNC(=S)N1
157.242
45.3347
0.51587
2
1
21
30.33
COC(CO)C1=NSC=C1
COC(CO)c1ccsn1
false
CCC(CC)C1CCCC1
c1cnsc1
159.21
38.9498
0.8229
4
1
19
42.35
CC(=CC=C)C1=NSC=N1
C=CC=C(C)c1ncsn1
false
CCCC(C)C1CCCC1
c1ncsn1
152.222
43.757
2.1274
3
0
18
25.78
CC1=CCCN(N)C(=S)N1
CC1=CCCN(N)C(=S)N1
true
CC1CCCC(C)C(C)C1
S=C1NC=CCCN1
157.242
45.0011
0.3441
2
2
21
41.29
CN(C=NO)C1=CSC=C1
CN(C=NO)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
156.21
43.0005
1.6018
3
1
18
35.83
CC1=C(N)C=C2SC=CN12
Cc1c(N)cc2sccn12
false
CC1CC2CCCC2C1C
c1cc2sccn2c1
152.222
44.4234
1.89142
3
1
18
30.43
COC1=NN2C=CSC2=N1
COc1nc2sccn2n1
false
CCC1CC2CCCC2C1
c1nc2sccn2n1
155.182
37.416
0.7994
5
0
15
39.42
ON=C1NS(=O)(=O)CC1=C
C=C1CS(=O)(=O)NC1=NO
false
CCC1CC(C)(C)CC1C
C=C1CS(=O)(=O)NC1=N
162.17
35.284
-0.7367
4
2
16
78.76
O=S1(=O)OC(C#N)C2CC12
N#CC1OS(=O)(=O)C2CC12
false
CCC1CC(C)(C)C2CC12
O=S1(=O)OCC2CC21
159.166
31.3008
-0.37292
4
0
15
67.16
CC1(ON=CS1(=O)=O)C=C
C=CC1(C)ON=CS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)C=NOC1
161.182
37.0988
0.2769
4
0
17
55.73
C#CC1=CSC2=C1SN=C2
C#Cc1csc2cnsc12
false
CCC1CCC2CCCC12
c1cc2sncc2s1
165.242
45.432
2.3391
3
0
13
12.89
CC(C)CNNS(N)(=O)=O
CC(C)CNNS(N)(=O)=O
true
CC(C)CCCC(C)(C)C
167.234
39.0836
-1.0599
3
3
23
84.22
N=C1OC2=C(SC=C2)N=N1
N=c1nnc2sccc2o1
false
CC1CCC2CCCC2C1
N=c1nnc2sccc2o1
153.166
35.5357
0.76377
5
1
13
62.77
CNC1=CSC(=N1)C1CO1
CNc1csc(C2CO2)n1
false
CCC1CCC(C2CC2)C1
c1csc(C2CO2)n1
156.21
40.3537
1.2561
4
1
18
37.45
CC1=CSC2=C1C=C(O)N2
Cc1csc2[nH]c(O)cc12
false
CC1CC2CCC(C)C2C1
c1cc2ccsc2[nH]1
153.206
42.5775
2.24342
2
2
17
36.02
CNC1=C(C)SN=C1CO
CNc1c(CO)nsc1C
false
CCC1CCC(C)C1CC
c1cnsc1
158.226
42.3205
0.98552
4
2
20
45.15
NN(C=CCC#C)C(N)=S
C#CCC=CN(N)C(N)=S
false
CCCCCC(C)C(C)C
155.226
45.4018
-0.0573
2
2
19
55.28
CC=CCN1SC(=O)C=C1
CC=CCn1ccc(=O)s1
false
CCCCC1CCC(C)C1
O=c1cc[nH]s1
155.222
43.393
1.4859
3
0
19
22
NC1C2CC2C2=C1SN=C2
NC1c2sncc2C2CC12
false
CC1C2CCCC2C2CC12
c1nsc2c1C1CC1C2
152.222
39.8904
1.26
3
1
18
38.91
NCC1=CS(=O)(=O)NC1=N
N=C1NS(=O)(=O)C=C1CN
false
CCC1CC(C)(C)CC1C
N=C1C=CS(=O)(=O)N1
161.186
36.9196
-1.26073
4
3
17
96.04
OC1=C2OC(CC=C2)=C1Cl
Oc1c2oc(c1Cl)CC=C2
false
CC1C2CCCC(C2)C1C
C1=Cc2ccc(o2)C1
156.568
38.1208
2.2079
2
1
15
33.37
NCC(N)C1=C(O)SC=C1
NCC(N)c1ccsc1O
false
CCC(C)C1CCCC1C
c1ccsc1
158.226
41.9666
0.4122
4
3
20
72.27
NS(=O)(=O)C1C=COC=C1
NS(=O)(=O)C1C=COC=C1
true
CC(C)(C)C1CCCCC1
C1=COC=CC1
161.182
36.2602
-0.2989
3
1
17
69.39
CCCN=C(C)NC(N)=S
CCCN=C(C)NC(N)=S
true
CCCCC(C)CC(C)C
159.258
48.1881
0.648
2
2
23
50.41
S=C(NC=CC#N)N1CC1
N#CC=CNC(=S)N1CC1
false
CCCCCC(C)C1CC1
C1CN1
153.21
42.0597
0.21378
2
1
17
38.83
CC1=CSN2C=CCN=C12
CC1=CSN2C=CCN=C12
true
CC1CCC2CCCCC12
C1=CN2SC=CC2=NC1
152.222
44.629
1.7798
3
0
18
15.6
CC(CC#C)CS(N)(=O)=O
C#CCC(C)CS(N)(=O)=O
false
CCCC(C)CC(C)(C)C
161.226
40.5882
-0.0657
2
1
21
60.16
C1CC=C(O1)C1=NC=CS1
C1=C(c2nccs2)OCC1
false
C1CCC(C2CCCC2)C1
C1=C(c2nccs2)OCC1
153.206
40.66
1.9043
3
0
17
22.12
O=S1(=O)NCC2(CC12)C#C
C#CC12CNS(=O)(=O)C1C2
false
CCC12CCC(C)(C)C1C2
O=S1(=O)NCC2CC21
157.194
36.5935
-0.6887
2
1
17
46.17
NC1=C(C=C(O)S1)C1CC1
Nc1sc(O)cc1C1CC1
false
CC1CC(C)C(C2CC2)C1
c1cc(C2CC2)cs1
155.222
42.3712
1.9133
3
2
19
46.25
OCC1=C(CC#C)SN=C1
C#CCc1sncc1CO
false
CCCC1CCCC1CC
c1cnsc1
153.206
40.5738
0.8111
3
1
17
33.12
OCC1=CC(O)S(=O)(=O)C1
O=S1(=O)CC(CO)=CC1O
false
CCC1CC(C)C(C)(C)C1
O=S1(=O)CC=CC1
164.182
34.9624
-1.3481
4
2
18
74.6
CC1NC1S(=O)(=O)C(C)=C
C=C(C)S(=O)(=O)C1NC1C
false
CC1CC1C(C)(C)C(C)C
C1CN1
161.226
40.1195
0.2526
3
1
21
56.08
O=C1NC(=NS1)C#CC#C
C#CC#Cc1nsc(=O)[nH]1
false
CCCCC1CCC(C)C1
O=c1[nH]cns1
150.162
38.4457
-0.1839
3
1
12
45.75
CCC(=O)C1CNS1(=O)=O
CCC(=O)C1CNS1(=O)=O
true
CCC(C)C1CCC1(C)C
O=S1(=O)CCN1
163.198
36.0085
-0.7329
3
1
19
63.24
C=C1CN=C2SC=NN2C1
C=C1CN=C2SC=NN2C1
true
CC1CCC2CCCC2C1
C=C1CN=C2SC=NN2C1
153.21
44.231
0.9043
4
0
17
27.96
CC1(CN)CS(=O)(=O)NO1
CC1(CN)CS(=O)(=O)NO1
true
CCC1(C)CCC(C)(C)C1
O=S1(=O)CCON1
166.202
35.4669
-1.4316
4
2
20
81.42
N=C1NC(=CS1(=O)=O)C#N
N#CC1=CS(=O)(=O)C(=N)N1
false
CCC1CC(C)C(C)(C)C1
N=C1NC=CS1(=O)=O
157.154
33.4782
-0.69585
4
2
13
93.81
OC1=C2C(=C)CNC2=CS1
C=C1CNc2csc(O)c21
false
CC1CCC2CCC(C)C12
C=C1CNc2cscc21
153.206
43.5075
1.8924
3
2
17
32.26