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(Cl)=C2OC=NN12
Cc1cc(Cl)c2ocnn12
false
CC1CC(C)C2CCCC12
c1cc2ocnn2c1
156.572
37.205
1.88912
3
0
15
30.44
C#CC(C#N)C1=NC=CS1
C#CC(C#N)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
148.19
39.301
1.38348
3
0
14
36.68
CC1C2NNS(=O)(=O)C12C
CC1C2NNS(=O)(=O)C12C
true
CC1C2CCC(C)(C)C12C
O=S1(=O)NNC2CC21
162.214
36.5482
-0.799
3
2
20
58.2
NC(=S)NC=C(C=O)C#C
C#CC(C=O)=CNC(N)=S
false
CCC(CC)CCC(C)C
154.194
42.9011
-0.4644
2
2
16
55.12
NCC1CCOS(=O)(=O)C1
NCC1CCOS(=O)(=O)C1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCCCO1
165.214
36.9002
-0.6886
4
1
21
69.39
CNC(=S)NC1C(C)C1C
CNC(=S)NC1C(C)C1C
true
CCC(C)CC1C(C)C1C
C1CC1
158.27
46.9094
0.7347
1
2
24
24.06
C=CC=CS(=O)(=O)C1CO1
C=CC=CS(=O)(=O)C1CO1
true
CCCCC(C)(C)C1CC1
C1CO1
160.194
37.9968
0.4572
3
0
18
46.67
CCCON=C1NSC=N1
CCCON=c1ncs[nH]1
false
CCCCCC1CCCC1
N=c1ncs[nH]1
159.214
38.2707
0.7135
4
1
19
50.27
COC(=C)C1=C(N)N=NS1
C=C(OC)c1snnc1N
false
CCC(C)C1CCCC1C
c1csnn1
157.198
40.3644
0.7374
5
1
17
61.03
CCNS(=O)(=O)CC#CC
CC#CCS(=O)(=O)NCC
false
CCCCC(C)(C)CCC
161.226
40.9135
-0.051
2
1
21
46.17
S=C(NNCC#C)N1CC1
C#CCNNC(=S)N1CC1
false
CCCCCC(C)C1CC1
C1CN1
155.226
44.1424
-0.6857
2
2
19
27.07
CC1=CCNN=CS1(=O)=O
CC1=CCNN=CS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=CCNN=C1
160.198
39.1715
-0.1485
4
1
18
58.53
O=C1NC2=C(S1)C1NC1C2
O=c1[nH]c2c(s1)C1NC1C2
false
CC1CC2CC3CC3C2C1
O=c1[nH]c2c(s1)C1NC1C2
154.194
38.3084
0.0054
3
2
16
54.8
CC(C)(N)CC1=CC=CS1
CC(C)(N)Cc1cccs1
false
CC(C)(C)CC1CCCC1
c1ccsc1
155.266
46.2894
2.0279
2
1
23
26.02
CCNN1CCONC1=S
CCNN1CCONC1=S
true
CCCC1CCCCC1C
S=C1NCCON1
161.23
42.0684
-0.3674
3
2
21
36.53
CCC1=CCNC(=S)N1O
CCC1=CCNC(=S)N1O
true
CCC1CCCC(C)C1C
S=C1NC=CCN1
158.226
42.6002
0.8596
2
2
20
35.5
CC1=C(CO)C(Cl)=C(N)S1
Cc1sc(N)c(Cl)c1CO
false
CCC1C(C)CC(C)C1C
c1ccsc1
177.656
44.4012
1.78442
3
2
18
46.25
C1OC=CC1C1=CSN=C1
C1=CC(c2cnsc2)CO1
false
C1CCC(C2CCCC2)C1
C1=CC(c2cnsc2)CO1
153.206
39.947
1.7706
3
0
17
22.12
C#CC1=CN=C2C=NSN12
C#Cc1cnc2cnsn12
false
CCC1CCC2CCCC12
c1cn2sncc2n1
149.178
38.799
0.7721
4
0
13
30.19
O=CCCCC1=CSN=N1
O=CCCCc1csnn1
false
CCCCCC1CCCC1
c1csnn1
156.21
38.911
1.0597
4
0
18
42.85
O=S1(=O)C2CC1C1CC2O1
O=S1(=O)C2CC1C1CC2O1
true
CC1(C)C2CC1C1CC2C1
O=S1(=O)C2CC1C1CC2O1
160.194
34.3908
-0.2868
3
0
18
43.37
CCCN(C)C1=CSC=C1
CCCN(C)c1ccsc1
false
CCCC(C)C1CCCC1
c1ccsc1
155.266
47.88
2.5943
2
0
23
3.24
CNC1=C(C=CS1)C(C)O
CNc1sccc1C(C)O
false
CCC1CCCC1C(C)C
c1ccsc1
157.238
44.4995
1.8431
3
2
21
32.26
COCC1C=CCS1(=O)=O
COCC1C=CCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CC=CC1
162.21
38.5908
-0.014
3
0
20
43.37
CCC12CN1C(=S)NC2=C
C=C1NC(=S)N2CC12CC
false
CCC12CC1C(C)CC2C
C=C1NC(=S)N2CC12
154.238
44.6017
0.8526
1
1
20
15.04
NS(=O)(=O)CC1NC1C#C
C#CC1NC1CS(N)(=O)=O
false
CCC1CC1CC(C)(C)C
C1CN1
160.198
37.5189
-1.7515
3
2
18
82.1
CNC(=S)NNCC1CC1
CNC(=S)NNCC1CC1
true
CCC(C)CCCC1CC1
C1CC1
159.258
45.5201
-0.0051
2
3
23
36.09
CN=C(C)N1C=C(Cl)C=N1
CN=C(C)n1cc(Cl)cn1
false
CCC(C)C1CCC(C)C1
c1cn[nH]c1
157.604
41.668
1.4328
3
0
18
30.18
CC1N(N)S(=O)(=O)C=C1C
CC1=CS(=O)(=O)N(N)C1C
false
CC1CC(C)(C)C(C)C1C
O=S1(=O)C=CCN1
162.214
38.1652
-0.2022
3
1
20
63.4
N=C1C=CS(=O)(=O)C2CN12
N=C1C=CS(=O)(=O)C2CN12
true
CC1CCC(C)(C)C2CC12
N=C1C=CS(=O)(=O)C2CN12
158.182
36.2805
-0.45253
3
1
16
61
OC1=C2N(OC=C2Cl)C=C1
Oc1ccn2occ(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2ccon2c1
157.556
36.3378
1.8913
3
1
14
37.78
CC(O)CC(=O)S(C)(=O)=O
CC(O)CC(=O)S(C)(=O)=O
true
CC(C)CC(C)C(C)(C)C
166.198
36.1486
-0.6715
4
1
20
71.44
CCC1=NN(C=C)C=C1Cl
C=Cn1cc(Cl)c(CC)n1
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
156.616
43.002
2.1994
2
0
19
17.82
COC=CCCNC(N)=S
COC=CCCNC(N)=S
true
CCCCCCCC(C)C
160.242
45.5541
0.3698
2
2
22
47.28
CNC1CC1(N)S(O)(=O)=O
CNC1CC1(N)S(=O)(=O)O
false
CCC1CC1(C)C(C)(C)C
C1CC1
166.202
35.9317
-1.4791
4
3
20
92.42
C=CC1=CSN2C=NN=C12
C=Cc1csn2cnnc12
false
CCC1CCC2CCCC12
c1cc2nncn2s1
151.194
40.955
1.4338
4
0
15
30.19
NC1=C2N(OC=C2Cl)C=N1
Nc1ncn2occ(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2cncn2o1
157.56
36.8804
1.1629
4
1
14
56.46
NC1=C(Cl)C=CC2=C1CN2
Nc1c(Cl)ccc2c1CN2
false
CC1CCC2CCC2C1C
c1ccc2c(c1)CN2
154.6
43.1911
1.8477
2
2
17
38.05
OCCC1=C(C=C)N=NS1
C=Cc1nnsc1CCO
false
CCCC1CCCC1CC
c1csnn1
156.21
40.7898
0.7159
4
1
18
46.01
CC1=NN2SC(=O)NC2=C1
Cc1cc2[nH]c(=O)sn2n1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2ccnn2s1
155.182
38.4267
0.39252
4
1
15
50.16
CC=C(OS(C)(=O)=O)C=O
CC=C(C=O)OS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
164.182
35.7498
0.0653
4
0
18
60.44
CC=NN1C=CSC1=NO
CC=Nn1ccsc1=NO
false
CCCC1CCCC1CC
N=c1[nH]ccs1
157.198
39.2225
0.6933
5
1
17
49.88
CC(C)C1=C(N)C(Cl)=CN1
CC(C)c1[nH]cc(Cl)c1N
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
158.632
44.3041
2.3737
1
2
21
41.81
C=C1C=NN2CC2S1(=O)=O
C=C1C=NN2CC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
C=C1C=NN2CC2S1(=O)=O
158.182
37.0458
-0.444
4
0
16
49.51
COC=CC1=CC(Cl)=CO1
COC=Cc1cc(Cl)co1
false
CCCCC1CCC(C)C1
c1ccoc1
158.584
39.761
2.5501
2
0
17
22.37
CCCNC1=C(C)N=NS1
CCCNc1snnc1C
false
CCCCC1CCCC1C
c1csnn1
157.242
43.4267
1.66842
4
1
21
37.81
CN=C1C=C(C)SN1C=C
C=Cn1sc(C)cc1=NC
false
CCC1CC(C)CC1CC
N=c1ccs[nH]1
154.238
44.92
1.48902
3
0
20
17.29
NN1C=C(C#C)C(Cl)=C1O
C#Cc1cn(N)c(O)c1Cl
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
156.572
39.1922
0.5422
3
2
15
51.18
COS(=O)(=O)C(=O)C(C)=C
C=C(C)C(=O)S(=O)(=O)OC
false
CCC(C)(C)C(C)C(C)C
164.182
35.7498
0.0653
4
0
18
60.44
O=S1(=O)OCC2=CCOC12
O=S1(=O)OCC2=CCOC21
false
CC1(C)CCC2CCCC21
O=S1(=O)OCC2=CCOC21
162.166
32.6948
-0.3709
4
0
16
52.6
CC1=NC(C(N)=O)=C(N)S1
Cc1nc(C(N)=O)c(N)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
157.198
39.7813
0.13262
4
2
17
82
CNC(=S)NNC1COC1
CNC(=S)NNC1COC1
true
CCC(C)CCC1CCC1
C1COC1
161.23
42.5361
-1.0163
3
3
21
45.32
CC(C=C)N1SC=CC1=O
C=CC(C)n1sccc1=O
false
CCC(C)C1CCCC1C
O=c1ccs[nH]1
155.222
43.487
1.6568
3
0
19
22
CC1COC2=C1C(C)=NS2
Cc1nsc2c1C(C)CO2
false
CC1CCC2CCC(C)C12
c1nsc2c1CCO2
155.222
40.761
1.94742
3
0
19
22.12
OC(CC=C)S(=O)(=O)C#C
C#CS(=O)(=O)C(O)CC=C
false
CCCC(C)C(C)(C)CC
160.194
38.5736
-0.1136
3
1
18
54.37
CC1CC1NC1=CN=CS1
CC1CC1Nc1cncs1
false
CC1CC1CC1CCCC1
c1ncc(NC2CC2)s1
154.238
43.3057
1.9634
3
1
20
24.92
CN(CC#CC=O)C(N)=S
CN(CC#CC=O)C(N)=S
true
CCCCCC(C)C(C)C
156.21
43.2554
-0.6359
2
1
18
46.33
CNN1C2CC(C2)S1(=O)=O
CNN1C2CC(C2)S1(=O)=O
true
CCC1C2CC(C2)C1(C)C
O=S1(=O)NC2CC1C2
162.214
36.6285
-0.7028
3
1
20
49.41
ON=C1CCC2=C1C=CS2
ON=C1CCc2sccc21
false
CCC1CCC2CCCC12
N=C1CCc2sccc21
153.206
40.9635
1.8726
3
1
17
32.59
CC1C(C1(C)N)S(N)(=O)=O
CC1C(S(N)(=O)=O)C1(C)N
false
CC1C(C(C)(C)C)C1(C)C
C1CC1
164.23
38.6516
-0.9894
3
2
22
86.18
CCC(C)=NNC(=S)NC
CCC(C)=NNC(=S)NC
true
CCC(C)CCC(C)CC
159.258
48.1934
0.8662
2
2
23
36.42
OCC(C=O)C1=NC=CS1
O=CC(CO)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
157.194
38.0048
0.4179
4
1
17
50.19
CC(=C)C1=COC(S1)=NN
C=C(C)c1coc(=NN)s1
false
CCC1CCC(C(C)C)C1
N=c1occs1
156.21
41.0434
1.1486
4
1
18
51.52
CC(CO)C1=C(Cl)C=CO1
CC(CO)c1occc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
160.6
39.2188
2.0288
2
1
19
33.37
O=CC1CCC=CS1(=O)=O
O=CC1CCC=CS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=CCCC1
160.194
37.1458
0.2762
3
0
18
51.21
CC1(C)NN=CNS1(=O)=O
CC1(C)NN=CNS1(=O)=O
true
CC1(C)CCCCC1(C)C
O=S1(=O)CNN=CN1
163.202
37.7622
-0.8116
4
2
19
70.56
CC1=C(C=O)C(=NS1)C#C
C#Cc1nsc(C)c1C=O
false
CCC1CCC(C)C1CC
c1cnsc1
151.19
40.1735
1.24532
3
0
15
29.96
CC1NC=CS(=O)(=O)C1C
CC1NC=CS(=O)(=O)C1C
true
CC1CCCC(C)(C)C1C
O=S1(=O)C=CNCC1
161.226
40.1195
0.2526
3
1
21
46.17
CNS(=O)(=O)NCC1CN1
CNS(=O)(=O)NCC1CN1
true
CCC(C)(C)CCC1CC1
C1CN1
165.218
37.7729
-1.988
3
3
21
80.14
O=S1(=O)OCCNCC=C1
O=S1(=O)C=CCNCCO1
false
CC1(C)CCCCCCC1
O=S1(=O)C=CCNCCO1
163.198
36.8815
-0.5503
4
1
19
55.4
CC(=C)C1=C(Cl)C=C(C)S1
C=C(C)c1sc(C)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
172.68
48.774
3.74302
1
0
19
0
O=S1(=O)N2CC2C=C1C#C
C#CC1=CC2CN2S1(=O)=O
false
CCC1CC2CC2C1(C)C
O=S1(=O)C=CC2CN21
155.178
36.3298
-0.4689
2
0
15
37.15
OS(=O)(=O)CC=CCC#N
N#CCC=CCS(=O)(=O)O
false
CCCCCCC(C)(C)C
161.182
35.7856
0.34408
3
1
17
78.16
CC1C=C(C)C2=C1SC=C2
CC1=CC(C)c2sccc21
false
CC1CC(C)C2CCCC12
C1=Cc2ccsc2C1
150.246
46.385
3.2685
1
0
20
0
ClC1=CN2NCCOC2=C1
Clc1cc2n(c1)NCCO2
false
CC1CC2CCCCC2C1
c1cc2n(c1)NCCO2
158.588
39.1647
1.0774
3
1
17
26.19
OCCC12CC1NC(=S)N2
OCCC12CC1NC(=S)N2
true
CCCC12CC(C)CC1C2
S=C1NC2CC2N1
158.226
41.7082
-0.6424
2
3
20
44.29
C=CC1=COCCS1(=O)=O
C=CC1=COCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)C=COCC1
160.194
38.0188
0.4588
3
0
18
43.37
CC1CS(=O)(=O)N1CC#N
CC1CS(=O)(=O)N1CC#N
true
CCCC1C(C)CC1(C)C
O=S1(=O)CCN1
160.198
35.5678
-0.45612
3
0
18
61.17
CC(N)=CC1=NSC=C1Cl
CC(N)=Cc1nscc1Cl
false
CC(C)CC1CCCC1C
c1cnsc1
174.656
44.9624
2.116
3
1
17
38.91
CC(=C)N(C(C)=C)C(N)=S
C=C(C)N(C(=C)C)C(N)=S
false
CC(C)C(C(C)C)C(C)C
156.254
48.2524
1.5992
1
1
22
29.26
CC1=C(Cl)C=C(N1)C1CN1
Cc1[nH]c(C2CN2)cc1Cl
false
CC1CC(C2CC2)CC1C
c1c[nH]c(C2CN2)c1
156.616
41.2834
1.62082
1
2
19
37.73
CC(=N)N(N)S(=O)(=O)C=C
C=CS(=O)(=O)N(N)C(C)=N
false
CCC(C)(C)C(C)C(C)C
163.202
38.5439
-0.36743
4
2
19
87.25
CC(=CC1CN1)S(N)(=O)=O
CC(=CC1CN1)S(N)(=O)=O
true
CC(CC1CC1)C(C)(C)C
C1CN1
162.214
38.6549
-0.8495
3
2
20
82.1
CNC(C)(C)C1=CN=CS1
CNC(C)(C)c1cncs1
false
CCC(C)(C)C1CCCC1
c1cscn1
156.254
44.1997
1.5976
3
1
22
24.92
CNC1=C(C)C(C)=C(N)S1
CNc1sc(N)c(C)c1C
false
CCC1CC(C)C(C)C1C
c1ccsc1
156.254
47.7521
1.98884
3
2
22
38.05
O=S1(=O)CCN1C=CC#N
N#CC=CN1CCS1(=O)=O
false
CCCCC1CCC1(C)C
O=S1(=O)CCN1
158.182
35.2458
-0.33092
3
0
16
61.17
CON=CS(=O)(=O)C#CC
CC#CS(=O)(=O)C=NOC
false
CCCCC(C)(C)CCC
161.182
37.8708
-0.0283
4
0
17
55.73
NC1=CSC2=C1N=CC2=C
C=C1C=Nc2c(N)csc21
false
CC1CCC2C(C)CCC12
C=C1C=Nc2ccsc21
150.206
45.9174
2.0594
3
1
16
38.38
CC12CON=C1NC(=S)N2
CC12CON=C1NC(=S)N2
true
CC1CC2CCCC2(C)C1
S=C1NC2=NOCC2N1
157.198
40.6614
-0.4335
3
2
17
45.65
CN1C(=S)NC(=NO)C1=C
C=C1C(=NO)NC(=S)N1C
false
CCC1CC(C)C(C)C1C
C=C1NC(=S)NC1=N
157.198
41.8582
0.1077
3
2
17
47.86
CNS(=O)(=O)ON=C(C)C
CNS(=O)(=O)ON=C(C)C
true
CCC(C)(C)CCC(C)C
166.202
37.8475
-0.137
4
1
20
67.76
C=CN1C=CCNNC1=S
C=CN1C=CCNNC1=S
true
CCC1CCCCCC1C
S=C1NC=CCNN1
155.226
44.9124
0.3383
2
2
19
27.3
OC1=CSN=C1C1CCN1
Oc1csnc1C1CCN1
false
CC1CCCC1C1CCC1
c1cc(C2CCN2)ns1
156.21
39.1395
0.8831
4
2
18
45.15
CC1CN(C)C(=S)NC=C1
CC1C=CNC(=S)N(C)C1
false
CC1CCCC(C)C(C)C1
S=C1NC=CCCN1
156.254
46.6677
0.9561
1
1
22
15.27
C1CNC2=C(OC1)SN=C2
c1nsc2c1NCCCO2
false
C1CCC2CCCC2CC1
c1nsc2c1NCCCO2
156.21
40.7157
1.3375
4
1
18
34.15
NC1=CNC=C1S(O)(=O)=O
Nc1c[nH]cc1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
c1cc[nH]c1
162.17
35.0197
-0.1564
3
3
16
96.18
OS(=O)(=O)CC(C#C)C#N
C#CC(C#N)CS(=O)(=O)O
false
CCC(CC)CC(C)(C)C
159.166
34.3516
-0.35282
3
1
15
78.16
CN1CC=CC=CS1(=O)=O
CN1CC=CC=CS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)C=CC=CCN1
159.21
39.8298
0.3315
2
0
19
37.38
OC1CCOC(=C)S1(=O)=O
C=C1OCCC(O)S1(=O)=O
false
CC1CCCC(C)C1(C)C
C=C1OCCCS1(=O)=O
164.182
34.6356
-0.3889
4
1
18
63.6
N#CC1=CN2C=NSC2=N1
N#Cc1cn2cnsc2n1
false
CCC1CC2CCCC2C1
c1cn2cnsc2n1
150.166
35.579
0.66248
5
0
12
53.98