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=NSC2=C1C=CCC2
Nc1nsc2c1C=CCC2
false
CC1CCC2CCCCC12
C1=Cc2cnsc2CC1
152.222
43.8814
1.6847
3
1
18
38.91
ClC1=C(NC=C1C#N)C=C
C=Cc1[nH]cc(C#N)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
152.584
40.6087
2.18278
1
1
15
39.58
CC(NC(N)=S)C=C(C)C
CC(C)=CC(C)NC(N)=S
false
CC(C)CC(C)CC(C)C
158.27
48.8141
1.1743
1
2
24
38.05
CC1=CC(Cl)=C(C)OC1=O
Cc1oc(=O)c(C)cc1Cl
false
CC1CC(C)C(C)CC1C
O=c1cccco1
158.584
39.462
1.91004
2
0
17
30.21
C=NN1SC=C(C#C)C1=O
C#Cc1csn(N=C)c1=O
false
CCC1CCC(CC)C1C
O=c1ccs[nH]1
152.178
41.461
0.3548
4
0
14
34.36
COS(=O)(=O)C=NN(C)C
COS(=O)(=O)C=NN(C)C
true
CCC(C)(C)CCC(C)C
166.202
38.1078
-0.5325
5
0
20
58.97
CN1CC(C1)C1=CSC=N1
CN1CC(c2cscn2)C1
false
CC1CC(C2CCCC2)C1
c1nc(C2CNC2)cs1
154.238
42.352
1.1721
3
0
20
16.13
C=CC(=C)C1=CSC(=O)S1
C=CC(=C)c1csc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1sccs1
170.258
47.697
2.369
3
0
16
17.07
NNS(=O)(=O)C(=C)CCO
C=C(CCO)S(=O)(=O)NN
false
CCCC(C)C(C)(C)CC
166.202
37.0857
-1.3244
4
3
20
92.42
NC1CC2=CC=C(Cl)C=C12
NC1Cc2ccc(Cl)cc21
false
CC1CCC2CC(C)C2C1
c1ccc2c(c1)CC2
153.612
42.0844
1.8959
1
1
18
26.02
N=CNC(=S)NCC1CO1
N=CNC(=S)NCC1CO1
true
CCCC(C)CCC1CC1
C1CO1
159.214
42.2601
-0.54363
3
3
19
60.44
CCC(C)NC(=S)N(C)O
CCC(C)NC(=S)N(C)O
true
CCC(C)CC(C)C(C)C
162.258
45.0362
0.9804
2
2
24
35.5
C=C1CS(=O)(=O)C=C1C#N
C=C1CS(=O)(=O)C=C1C#N
true
CCC1CC(C)(C)CC1C
C=C1C=CS(=O)(=O)C1
155.178
36.6228
0.37848
3
0
15
57.93
CN(C)C=CS(=O)(=O)C#C
C#CS(=O)(=O)C=CN(C)C
false
CCC(C)(C)CCC(C)C
159.21
40.5798
0.0247
3
0
19
37.38
CC(C)CC1=NC=C(N)S1
CC(C)Cc1ncc(N)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
156.254
45.0684
1.9238
3
1
22
38.91
CC1=C2C=CCC2=C(O)S1
Cc1sc(O)c2c1C=CC2
false
CC1CC(C)C2CCCC12
C1=Cc2cscc2C1
152.218
43.4588
2.33142
2
1
18
20.23
CC1=CCCNC(=S)N1O
CC1=CCCNC(=S)N1O
true
CC1CCCCC(C)C1C
S=C1NC=CCCN1
158.226
42.6002
0.8596
2
2
20
35.5
OCCCOC1=CC=CS1
OCCCOc1cccs1
false
CCCCCC1CCCC1
c1ccsc1
158.222
41.5168
1.5093
3
1
20
29.46
CC1=C(Cl)C=C(S1)C1CN1
Cc1sc(C2CN2)cc1Cl
false
CC1CC(C2CC2)CC1C
c1csc(C2CN2)c1
173.668
44.8097
2.35422
2
1
18
21.94
C=CC(=C)C1=NOC(=O)S1
C=CC(=C)c1noc(=O)s1
false
CCC(C)C1CCC(C)C1
O=c1oncs1
155.178
39.881
1.2955
4
0
15
43.1
CC1C2OC2S(=O)(=O)C1C
CC1C2OC2S(=O)(=O)C1C
true
CC1C2CC2C(C)(C)C1C
O=S1(=O)CCC2OC21
162.21
36.2068
0.1643
3
0
20
46.67
CC(CN)N1N=CSC1=O
CC(CN)n1ncsc1=O
false
CCC(C)C1CCCC1C
O=c1[nH]ncs1
159.214
40.1394
-0.1755
5
1
19
60.91
CN1C2CC1C1=C2SC=N1
CN1C2CC1c1scnc12
false
CC1C2CC1C1CCCC21
c1nc2c(s1)C1CC2N1
152.222
39.976
1.5744
3
0
18
16.13
C=C1C=CC2=C1NSC2=O
C=C1C=Cc2c1[nH]sc2=O
false
CC1CCC2C(C)CCC12
C=C1C=Cc2c1[nH]sc2=O
151.19
43.0077
1.4764
2
1
15
32.86
[O-][N+](=O)C1=CN=C(S1)C#C
C#Cc1ncc([N+](=O)[O-])s1
false
CCC1CCC(C(C)C)C1
c1cscn1
154.15
36.7034
1.0326
4
0
12
56.03
CC(CC#N)NS(C)(=O)=O
CC(CC#N)NS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
162.214
37.6715
-0.16222
3
1
20
69.96
CON1SC(=O)C=C1C#C
C#Cc1cc(=O)sn1OC
false
CCC1CC(C)CC1CC
O=c1cc[nH]s1
155.178
39.018
-0.0505
4
0
15
31.23
C1OC2=CN3SC=NC3=C12
c1nc2c3c(cn2s1)OC3
false
C1CC2CC3CCC3C2C1
c1nc2c3c(cn2s1)OC3
152.178
37.401
1.2882
4
0
14
26.53
CCC=CCNC(=S)NN
CCC=CCNC(=S)NN
true
CCCCCCC(C)CC
159.258
47.3548
0.2904
2
3
23
50.08
CCC1=CN(N)C(=S)NC1
CCC1=CN(N)C(=S)NC1
true
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
157.242
45.0011
0.3441
2
2
21
41.29
NCC1=CSC(NC=N)=C1
N=CNc1cc(CN)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
155.226
44.6168
1.22577
3
3
19
61.9
CN1C(=N)SC2=C1C=NO2
Cn1c(=N)sc2oncc21
false
CC1CC2CCCC2C1C
N=c1[nH]c2cnoc2s1
155.182
36.7117
0.70727
5
1
15
54.81
CC(C)=C1NC(=S)NC1=O
CC(C)=C1NC(=S)NC1=O
true
CC1CC(C)C(C(C)C)C1
C=C1NC(=S)NC1=O
156.21
42.2504
0.2846
2
2
18
41.13
CC1C2N1CC1=C2C=NS1
CC1C2c3cnsc3CN12
false
CC1C2CC3CCCC3C12
c1nsc2c1C1CN1C2
152.222
39.86
1.4019
3
0
18
15.9
CC1=C(N2CC2)C(=N)SN1
Cc1[nH]sc(=N)c1N1CC1
false
CC1CCC(C)C1C1CC1
N=c1s[nH]cc1N1CC1
155.226
41.4744
0.68409
3
2
19
42.65
CNCC1=NN(C)SC1=O
CNCc1nn(C)sc1=O
false
CCCC1CC(C)CC1C
O=c1cn[nH]s1
159.214
40.1187
-0.4388
5
1
19
46.92
O=S1(=O)CCC2CON=C12
O=S1(=O)CCC2CON=C21
false
CC1(C)CCC2CCCC21
O=S1(=O)CCC2CON=C21
161.182
35.2808
-0.2352
4
0
17
55.73
CN=C(N)C(=O)S(C)(=O)=O
CN=C(N)C(=O)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
164.186
37.3972
-1.4554
4
1
18
89.59
NC(=S)NNCC1CC1O
NC(=S)NNCC1CC1O
true
CC(C)CCCC1CC1C
C1CC1
161.23
42.0376
-1.295
3
4
21
70.31
CC1(CC1)N1SC=CC1=N
CC1(n2sccc2=N)CC1
false
CC1CCCC1C1(C)CC1
N=c1ccsn1C1CC1
154.238
41.0457
1.53807
3
1
20
28.78
CNC(=N)C1=COC=C1Cl
CNC(=N)c1cocc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
158.588
39.6064
1.47777
2
2
17
49.02
CS(=O)(=O)C1CC1CC=C
C=CCC1CC1S(C)(=O)=O
false
CCCC1CC1C(C)(C)C
C1CC1
160.238
41.5528
0.9956
2
0
22
34.14
CN=C1SN2OC=CC2=N1
CN=c1nc2ccon2s1
false
CCC1CC2CCCC2C1
N=c1nc2ccon2s1
155.182
36.822
0.5193
5
0
15
42.8
CN1C(CNNC1=S)C=C
C=CC1CNNC(=S)N1C
false
CCC1CCCC(C)C1C
S=C1NCCNN1
157.242
45.4844
-0.1345
2
2
21
27.3
CCCC1=CSN=C1C#C
C#Cc1nscc1CCC
false
CCCC1CCCC1CC
c1cnsc1
151.234
44.044
2.0769
2
0
19
12.89
CC#CCC1=C(C)N=NS1
CC#CCc1snnc1C
false
CCCCC1CCCC1C
c1csnn1
152.222
41.8
1.41232
3
0
18
25.78
CC(C)(CC#N)S(C)(=O)=O
CC(C)(CC#N)S(C)(=O)=O
true
CCCC(C)(C)C(C)(C)C
161.226
39.1528
0.72328
3
0
21
57.93
NS(=O)(=O)CC1=CCOC1
NS(=O)(=O)CC1=CCOC1
true
CC(C)(C)CC1CCCC1
C1=CCOC1
163.198
36.8762
-0.7685
3
1
19
69.39
C=C1CNC(=S)NC=NC1
C=C1CN=CNC(=S)NC1
false
CC1CCCCC(C)CC1
C=C1CN=CNC(=S)NC1
155.226
46.2354
0.0486
2
2
19
36.42
CC1=C(NC=C1Cl)C1CN1
Cc1c(Cl)c[nH]c1C1CN1
false
CC1CCC(C2CC2)C1C
c1c[nH]c(C2CN2)c1
156.616
41.2834
1.62082
1
2
19
37.73
NC(=S)NC1CCC1C=C
C=CC1CCC1NC(N)=S
false
CCC1CCC1CC(C)C
C1CCC1
156.254
46.6301
0.7842
1
2
22
38.05
NCCN1C=CC(Cl)=C1O
NCCn1ccc(Cl)c1O
false
CCCC1CCC(C)C1C
c1cc[nH]c1
160.604
40.1612
0.8058
3
2
19
51.18
CCCN1SC(C)=NC1=O
CCCn1sc(C)nc1=O
false
CCCC1CC(C)CC1C
O=c1ncs[nH]1
158.226
41.402
1.02322
4
0
20
34.89
O=CN1CCC2=C1SC=N2
O=CN1CCc2ncsc21
false
CCC1CCC2CCCC12
c1nc2c(s1)NCC2
154.194
39.228
0.662
3
0
16
33.2
CCN(O)S(=O)(=O)NC=C
C=CNS(=O)(=O)N(O)CC
false
CCCC(C)(C)C(C)CC
166.202
36.419
-0.3246
3
2
20
69.64
C=CC(=N)N1SC=CC1=O
C=CC(=N)n1sccc1=O
false
CCC(C)C1CCCC1C
O=c1ccs[nH]1
154.194
41.9007
0.92117
4
1
16
45.85
COC1=NC=C(N)C=C1Cl
COc1ncc(N)cc1Cl
false
CCC1CCC(C)CC1C
c1ccncc1
158.588
40.2114
1.3258
3
1
17
48.14
OC1=C2CNC2=C(S1)C#C
C#Cc1sc(O)c2c1NC2
false
CCC1CC(C)C2CCC12
c1scc2c1CN2
151.19
41.2455
1.3605
3
2
15
32.26
CCN(C)C1=NC(=O)NS1
CCN(C)c1nc(=O)[nH]s1
false
CCC(C)C1CCC(C)C1
O=c1ncs[nH]1
159.214
41.6787
0.2875
4
1
19
48.99
C=CC1=C(NSC1=O)C#C
C#Cc1[nH]sc(=O)c1C=C
false
CCC1CCC(C)C1CC
O=c1cc[nH]s1
151.19
42.9657
1.0607
2
1
15
32.86
CC1=C(C=CCN)N=NS1
Cc1snnc1C=CCN
false
CCCCC1CCCC1C
c1csnn1
155.226
42.7344
0.81842
4
1
19
51.8
CN1C(=N)OS(=O)(=O)C1=C
C=C1N(C)C(=N)OS1(=O)=O
false
CC1CC(C)(C)C(C)C1C
C=C1NC(=N)OS1(=O)=O
162.17
34.6345
-0.31583
4
1
16
70.46
CC1=NC2=C(N)SC=C2O1
Cc1nc2c(N)scc2o1
false
CC1CC2CCC(C)C2C1
c1nc2cscc2o1
154.194
41.0354
1.77992
4
1
16
52.05
CC1CN1C1=CSC(C)=N1
Cc1nc(N2CC2C)cs1
false
CC1CCC(C2CC2C)C1
c1nc(N2CC2)cs1
154.238
43.659
1.66002
3
0
20
15.9
NC1=CS(=O)(=O)N=C1C=O
NC1=CS(=O)(=O)N=C1C=O
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CC=N1
160.154
34.6892
-1.2302
4
1
14
89.59
CC1=CC(=C)NS(=O)(=O)C1
C=C1C=C(C)CS(=O)(=O)N1
false
CC1CC(C)CC(C)(C)C1
C=C1C=CCS(=O)(=O)N1
159.21
39.8195
0.3794
2
1
19
46.17
C=CCN1CC(=C)NC1=S
C=CCN1CC(=C)NC1=S
true
CCCC1CC(C)CC1C
C=C1CNC(=S)N1
154.238
46.6437
0.8762
1
1
20
15.27
NN=C(CS(O)(=O)=O)C=C
C=CC(CS(=O)(=O)O)=NN
false
CCC(CC)CC(C)(C)C
164.186
38.235
-0.6251
4
2
18
92.75
O=CC=CC1=CC(=O)NS1
O=CC=Cc1cc(=O)[nH]s1
false
CCCCC1CCC(C)C1
O=c1ccs[nH]1
155.178
40.0377
0.6485
3
1
15
49.93
O=CC1NCC2=C1C=CS2
O=CC1NCc2sccc21
false
CCC1CCC2CCCC12
c1cc2c(s1)CNC2
153.206
39.9637
1.0913
3
1
17
29.1
CC1=C(Cl)C=C(CCN)O1
Cc1oc(CCN)cc1Cl
false
CCCC1CC(C)C(C)C1
c1ccoc1
159.616
41.2134
1.74262
2
1
20
39.16
OC1=CN=CC(Cl)=C1C#N
N#Cc1c(O)cncc1Cl
false
CCC1C(C)CCCC1C
c1ccncc1
154.556
35.6268
1.31228
3
1
13
56.91
N=C1SN=C2COC=CN12
N=c1snc2n1C=COC2
false
CC1CCC2CCCCC12
N=c1snc2n1C=COC2
155.182
36.0777
0.38247
5
1
15
50.9
CC1(C)C2OC2CS1(=O)=O
CC1(C)C2OC2CS1(=O)=O
true
CC1(C)CC2CC2C1(C)C
O=S1(=O)CC2OC2C1
162.21
36.5268
-0.0392
3
0
20
46.67
ClC1=CSC(NCC#N)=C1
N#CCNc1cc(Cl)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
172.64
43.4317
2.33698
3
1
15
35.82
CC1C(C)C1(N)S(O)(=O)=O
CC1C(C)C1(N)S(=O)(=O)O
false
CC1C(C)C1(C)C(C)(C)C
C1CC1
165.214
36.795
-0.185
3
2
21
80.39
CC1C(C)C1C1=NN=CS1
CC1C(C)C1c1nncs1
false
CC1C(C)C1C1CCCC1
c1nnc(C2CC2)s1
154.238
40.978
1.9075
3
0
20
25.78
CC1CS(=O)(=O)C(C)=CN1
CC1=CNC(C)CS1(=O)=O
false
CC1CCC(C)C(C)(C)C1
O=S1(=O)C=CNCC1
161.226
40.1415
0.2542
3
1
21
46.17
CC(C)C1=C(Cl)C=NN1N
CC(C)c1c(Cl)cnn1N
false
CC(C)C1C(C)CCC1C
c1cn[nH]c1
159.62
41.4764
1.3737
3
1
20
43.84
CC1=CSC(CC2CO2)=C1
Cc1csc(CC2CO2)c1
false
CC1CCC(CC2CC2)C1
c1csc(CC2CO2)c1
154.234
42.5
1.99782
2
0
20
12.53
CNC1=CSN(OC)C1=N
CNc1csn(OC)c1=N
false
CCC1CCC(CC)C1C
N=c1ccs[nH]1
159.214
40.2144
0.12917
5
2
19
50.04
CCNN=C1SC=C(C)S1
CCNN=c1scc(C)s1
false
CCCCC1CCC(C)C1
N=c1sccs1
174.294
46.1727
1.54322
4
1
20
24.39
CC=COC1COS1(=O)=O
CC=COC1COS1(=O)=O
true
CCCCC1CCC1(C)C
O=S1(=O)CCO1
164.182
34.5588
0.2227
4
0
18
52.6
CCCCN=C1NC=CS1
CCCCN=c1[nH]ccs1
false
CCCCCC1CCCC1
N=c1[nH]ccs1
156.254
44.0077
1.777
2
1
22
28.15
CC(=C)N1SC(C=N1)=NO
C=C(C)n1ncc(=NO)s1
false
CCC1CCC(C(C)C)C1
N=c1cn[nH]s1
157.198
38.4575
0.7251
5
1
17
50.41
N=C1CC2=CSN=C2ON1
N=C1Cc2csnc2ON1
false
CC1CCC2CCCC2C1
N=C1Cc2csnc2ON1
155.182
37.3084
0.55987
4
2
15
58
CCC(=NN)C1=CN=CS1
CCC(=NN)c1cncs1
false
CCC(CC)C1CCCC1
c1cscn1
155.226
43.1294
1.2159
4
1
19
51.27
CC=C1CCN(C)S1(=O)=O
CC=C1CCN(C)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1CCNS1(=O)=O
161.226
39.9238
0.5555
2
0
21
37.38
S1C=C2N3N=CC=C3C2=C1
c1cc2n(n1)-c1cscc1-2
false
C1CC2C(C1)C1CCCC21
c1cc2n(n1)-c1cscc1-2
148.19
40.435
1.9142
3
0
14
17.82
CC(C)=CCS(=O)(=O)C=O
CC(C)=CCS(=O)(=O)C=O
true
CCC(C)(C)CCC(C)C
162.21
39.9683
0.5576
3
0
20
51.21
CC1CON=C2SC=CN12
CC1CON=C2SC=CN21
false
CC1CCCC2CCCC12
C1=CN2CCON=C2S1
156.21
41.419
1.1961
4
0
18
24.83
O=S1(=O)C=CNC2CNC12
O=S1(=O)C=CNC2CNC21
false
CC1(C)CCCC2CCC21
O=S1(=O)C=CNC2CNC21
160.198
36.7742
-1.2265
4
2
18
58.2
CN1C=NS(=O)(=O)CC1=N
CN1C=NS(=O)(=O)CC1=N
true
CC1CCC(C)(C)CC1C
N=C1CS(=O)(=O)N=CN1
161.186
37.7685
-0.73283
3
1
17
73.59
CCC1=C(O)C(C=C)=CS1
C=Cc1csc(CC)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
154.234
45.4528
2.6591
2
1
20
20.23
CCC1CC1C1=NSC=C1
CCC1CC1c1ccsn1
false
CCC1CC1C1CCCC1
c1cc(C2CC2)ns1
153.25
43.253
2.6566
2
0
21
12.89
OC1=C(SC=N1)C1COC1
Oc1ncsc1C1COC1
false
CC1CCCC1C1CCC1
c1ncc(C2COC2)s1
157.194
37.3388
0.9625
4
1
17
42.35
CCC=C(C)CS(C)(=O)=O
CCC=C(C)CS(C)(=O)=O
true
CCCC(C)CC(C)(C)C
162.254
43.7588
1.3873
2
0
24
34.14
CCOS(=O)(=O)C1(C)CC1
CCOS(=O)(=O)C1(C)CC1
true
CCCC(C)(C)C1(C)CC1
C1CC1
164.226
38.1848
0.9052
3
0
22
43.37
NC1C2OC2C2=C1N=CS2
NC1c2ncsc2C2OC12
false
CC1C2CCCC2C2CC12
c1nc2c(s1)C1OC1C2
154.194
36.6564
0.5964
4
1
16
51.44
CC1CC(C)=NN1C(N)=S
CC1=NN(C(N)=S)C(C)C1
false
CC1CC(C)C(C(C)C)C1
C1=NNCC1
157.242
45.8124
0.7001
2
1
21
41.62