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
CN1SC=C(O)C1=NC=N
Cn1scc(O)c1=NC=N
false
CCCC1C(C)CCC1C
N=c1ccs[nH]1
157.198
39.3015
0.29997
4
2
17
61.37
CC(C)(CN)CS(O)(=O)=O
CC(C)(CN)CS(=O)(=O)O
false
CCC(C)(C)CC(C)(C)C
167.23
39.251
-0.1409
3
2
23
80.39
CC(C)N(C=C)S(C)(=O)=O
C=CN(C(C)C)S(C)(=O)=O
false
CCC(C(C)C)C(C)(C)C
163.242
42.0158
0.7999
2
0
23
37.38
CC1NC(=S)NNCC1=C
C=C1CNNC(=S)NC1C
false
CC1CCCC(C)C(C)C1
C=C1CNNC(=S)NC1
157.242
45.4741
-0.0866
2
3
21
36.09
CC(C)CC1=NNC(=N)S1
CC(C)Cc1n[nH]c(=N)s1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ncs1
157.242
40.8614
1.14917
3
2
21
52.53
COC=C1CS(=O)(=O)C=C1
COC=C1C=CS(=O)(=O)C1
false
CCCC1CCC(C)(C)C1
C=C1C=CS(=O)(=O)C1
160.194
38.0188
0.4588
3
0
18
43.37
C=CS(=O)(=O)C#CC1CO1
C=CS(=O)(=O)C#CC1CO1
true
CCC(C)(C)CCC1CC1
C1CO1
158.178
36.6328
-0.0956
3
0
16
46.67
CC1OCS(=O)(=O)C(=C)O1
C=C1OC(C)OCS1(=O)=O
false
CC1CCC(C)(C)C(C)C1
C=C1OCOCS1(=O)=O
164.182
34.5588
0.2227
4
0
18
52.6
CCCC1=C2OCC2=CS1
CCCc1scc2c1OC2
false
CCCC1CCC2CCC12
c1scc2c1CO2
154.234
42.646
2.593
2
0
20
9.23
ClC1=CC2=NCCN2C=C1
ClC1=CC2=NCCN2C=C1
true
CC1CCC2CCCC2C1
C1=CC2=NCCN2C=C1
154.6
42.084
1.3505
2
0
17
15.6
CCC1=C(CO)C(Cl)=CN1
CCc1[nH]cc(Cl)c1CO
false
CCC1CCC(C)C1CC
c1cc[nH]c1
159.616
41.1035
1.7228
1
2
20
36.02
COCC1=NC=C(S1)C#C
C#Cc1cnc(COC)s1
false
CCCC1CCC(CC)C1
c1cscn1
153.206
40.762
1.2708
3
0
17
22.12
NCC1CC2=C(O1)C=CS2
NCC1Cc2sccc2O1
false
CCC1CC2CCCC2C1
c1cc2c(s1)CCO2
155.222
41.4934
1.0103
3
1
19
35.25
NC(=C)C1=C(Cl)C=C(N)N1
C=C(N)c1[nH]c(N)cc1Cl
false
CC1CC(C)C(C(C)C)C1
c1cc[nH]c1
157.604
43.4365
1.1797
2
3
18
67.83
COC(=C)C1=CSC(O)=C1
C=C(OC)c1csc(O)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
156.206
42.0268
2.0708
3
1
18
29.46
NC1=C(Cl)C(Cl)=CN1C=N
N=Cn1cc(Cl)c(Cl)c1N
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
178.022
43.0461
1.83227
3
2
15
54.8
CC(=CN)S(=O)(=O)CC=C
C=CCS(=O)(=O)C(C)=CN
false
CCCC(C)(C)C(C)CC
161.226
41.9282
0.4072
3
1
21
60.16
CNC1=CSC(C=O)=C1C
CNc1csc(C=O)c1C
false
CCC1CCC(CC)C1C
c1ccsc1
155.222
43.9902
1.91072
3
1
19
29.1
NC(=O)CCS(=O)(=O)C#C
C#CS(=O)(=O)CCC(N)=O
false
CCC(C)(C)CCC(C)C
161.182
36.4312
-1.1327
3
1
17
77.23
CC1=NNCC1S(O)(=O)=O
CC1=NNCC1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
C1=NNCC1
164.186
36.4483
-0.7781
4
2
18
78.76
CCC1=C(O)N=C(NC)S1
CCc1sc(NC)nc1O
false
CCC1CC(C)C(CC)C1
c1cscn1
158.226
42.7035
1.4528
4
2
20
45.15
CCC1OCCCS1(=O)=O
CCC1OCCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCCOC1
164.226
38.4348
0.5576
3
0
22
43.37
OC1=C(SN=N1)C=CC=C
C=CC=Cc1snnc1O
false
CCCCC1CCCC1C
c1csnn1
154.194
40.8048
1.4429
4
1
16
46.01
CCNC1=C2COC2=NS1
CCNc1snc2c1CO2
false
CCCC1CCC2CCC12
c1snc2c1CO2
156.21
40.6097
1.4673
4
1
18
34.15
ClC1=CSC(C=CC=O)=C1
O=CC=Cc1cc(Cl)cs1
false
CCCCC1CCC(C)C1
c1ccsc1
172.636
44.427
2.6136
2
0
15
17.07
CN1C(C)(C)C(N)S1(=O)=O
CN1C(C)(C)C(N)S1(=O)=O
true
CC1C(C)(C)C(C)C1(C)C
O=S1(=O)CCN1
164.23
38.7372
-0.675
3
1
22
63.4
NC(=S)NC1C2CCC1N2
NC(=S)NC1C2CCC1N2
true
CC(C)CC1C2CCC1C2
C1CC2CC1N2
157.242
43.6548
-0.6776
2
3
21
50.08
CC=C(C)C(=C)S(O)(=O)=O
C=C(C(C)=CC)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
162.21
40.1196
1.3541
2
1
20
54.37
NS(=O)(=O)C(CC#C)C#C
C#CCC(C#C)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
157.194
39.1782
-0.7
2
1
17
60.16
CCCOS(=O)(=O)COC
CCCOS(=O)(=O)COC
true
CCCCC(C)(C)CCC
168.214
37.0388
0.3467
4
0
22
52.6
ONC1=CC(Cl)=CC=C1Cl
ONc1cc(Cl)ccc1Cl
false
CCC1CC(C)CCC1C
c1ccccc1
178.018
41.8712
2.7945
2
2
15
32.26
CCONC(=S)N(C)CC
CCONC(=S)N(C)CC
true
CCCCC(C)C(C)CC
162.258
45.6637
0.7641
2
1
24
24.5
CC1(CNCS1(=O)=O)C=C
C=CC1(C)CNCS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CCNC1
161.226
40.3915
-0.0934
3
1
21
46.17
C(C1CCC1)C1=CC=NS1
c1cc(CC2CCC2)sn1
false
C1CCC(CC2CCC2)C1
c1cc(CC2CCC2)sn1
153.25
43.159
2.4857
2
0
21
12.89
CC(C=C)=CNS(C)(=O)=O
C=CC(C)=CNS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
161.226
41.9335
0.6254
2
1
21
46.17
CNC1=C(C)C(SN1)=NO
CNc1[nH]sc(=NO)c1C
false
CCC1CCC(CC)C1C
N=c1cc[nH]s1
159.214
40.3029
0.71622
4
3
19
60.41
CON1CC(NC1=S)C=C
C=CC1CN(OC)C(=S)N1
false
CCC1CC(C)C(CC)C1
S=C1NCCN1
158.226
43.4337
0.2925
2
1
20
24.5
CN1CS(=O)(=O)CC1CO
CN1CS(=O)(=O)CC1CO
true
CCC1CC(C)(C)CC1C
O=S1(=O)CCNC1
165.214
37.2906
-1.335
4
1
21
57.61
CCCC1OC(C)S1(=O)=O
CCCC1OC(C)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)COC1
164.226
38.1628
0.9036
3
0
22
43.37
CC1C(N)CC2=CSC=C12
CC1c2cscc2CC1N
false
CC1CC2CCCC2C1C
c1scc2c1CCC2
153.25
44.4134
1.735
2
1
21
26.02
CC1=NN(N)C2=CSC=C12
Cc1nn(N)c2cscc12
false
CC1CC(C)C2CCCC12
c1n[nH]c2cscc12
153.21
42.4974
1.12002
4
1
17
43.84
CC1=C(Cl)C(NC=N)=CS1
Cc1scc(NC=N)c1Cl
false
CCCC1CCC(C)C1C
c1ccsc1
174.656
46.4724
2.72889
2
2
17
35.88
NC(=O)NC(=S)NCC=C
C=CCNC(=S)NC(N)=O
false
CCCCC(C)CC(C)C
159.214
43.5168
-0.2848
2
3
19
67.15
NC(=S)N1OC2CC1C=C2
NC(=S)N1OC2C=CC1C2
false
CC(C)C1CC2CCC1C2
C1=CC2CC1NO2
156.21
41.0424
0.1743
2
1
18
38.49
CC1=C(C2CC2)C(=O)NS1
Cc1s[nH]c(=O)c1C1CC1
false
CC1CCC(C)C1C1CC1
O=c1[nH]scc1C1CC1
155.222
41.6517
1.62222
2
1
19
32.86
COC1C(C)C1S(N)(=O)=O
COC1C(C)C1S(N)(=O)=O
true
CCC1C(C)C1C(C)(C)C
C1CC1
165.214
36.8562
-0.6918
3
1
21
69.39
N=C1C=NSN1C1COC1
N=c1cnsn1C1COC1
false
CC1CCCC1C1CCC1
N=c1cnsn1C1COC1
157.198
35.8147
-0.00463
5
1
17
50.9
CC1(CC#N)CNC(=S)N1
CC1(CC#N)CNC(=S)N1
true
CCCC1(C)CCC(C)C1
S=C1NCCN1
155.226
42.3714
0.13648
2
2
19
47.85
C1ON=CC1C1=NSC=C1
C1=NOCC1c1ccsn1
false
C1CCC(C2CCCC2)C1
C1=NOCC1c1ccsn1
154.194
39.299
1.2427
4
0
16
34.48
CC(C)OC1=CNSC1=N
CC(C)Oc1c[nH]sc1=N
false
CC(C)CC1CCCC1C
N=c1cc[nH]s1
158.226
40.2884
1.34287
3
2
20
48.87
O=S1(=O)CC2C3COC1C23
O=S1(=O)CC2C3COC1C32
false
CC1(C)CC2C3CCC1C32
O=S1(=O)CC2C3COC1C32
160.194
33.9968
-0.3667
3
0
18
43.37
O1C=CN=C1C1=CSC=N1
c1coc(-c2cscn2)n1
false
C1CCC(C2CCCC2)C1
c1coc(-c2cscn2)n1
152.178
37.611
1.7981
4
0
14
38.92
CCCCS(=O)(=O)OCC
CCCCS(=O)(=O)OCC
true
CCCCC(C)(C)CCC
166.242
40.3208
1.1528
3
0
24
43.37
ClC1=C(SC(=C1)C#N)C#C
C#Cc1sc(C#N)cc1Cl
false
CCC1CC(C)C(CC)C1
c1ccsc1
167.62
41.979
2.25448
2
0
12
23.79
O=S1(=O)C=NC2=CC=CN12
O=S1(=O)C=Nc2cccn21
false
CC1(C)CCC2CCCC21
O=S1(=O)C=Nc2cccn21
156.166
36.9018
0.3394
4
0
14
51.43
CC1=NN2SC=CC2=C1Cl
Cc1nn2sccc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2ccsn2n1
172.64
42.816
2.35762
3
0
15
17.3
NC1=NC(CO)=C(S1)C#C
C#Cc1sc(N)nc1CO
false
CCC1CC(C)CC1CC
c1cscn1
154.194
40.3842
0.1989
4
2
16
59.14
CCC1=C(SN=C1)C(N)=O
CCc1cnsc1C(N)=O
false
CCC1CCCC1C(C)C
c1cnsc1
156.21
40.0099
0.8044
3
1
18
55.98
NC1CCC2=C1SC(N)=N2
Nc1nc2c(s1)C(N)CC2
false
CC1CC2CCC(C)C2C1
c1nc2c(s1)CCC2
155.226
41.7758
0.6713
4
2
19
64.93
O=CC1NC1C1=CN=CS1
O=CC1NC1c1cncs1
false
CCC1CC1C1CCCC1
c1ncc(C2CN2)s1
154.194
37.8427
0.3549
4
1
16
51.9
NC1=CS(=O)(=O)C(=N1)C#C
C#CC1=NC(N)=CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=CN=C1
156.166
37.4582
-0.7959
4
1
14
72.52
C=C(OC1=NN=NS1)C#C
C#CC(=C)Oc1nnns1
false
CCC(C)CC1CCCC1
c1nnns1
153.166
36.305
0.4588
5
0
13
47.9
CC12OCC(CS1(=O)=O)O2
CC12OCC(CS1(=O)=O)O2
true
CC1(C)CC2CCC1(C)C2
O=S1(=O)CC2COC1O2
164.182
33.0168
-0.4961
4
0
18
52.6
CC1=NC=C(S1)C(O)C#N
Cc1ncc(C(O)C#N)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
154.194
37.4238
1.0085
4
1
16
56.91
NS(=O)(=O)CN1CC1C#C
C#CC1CN1CS(N)(=O)=O
false
CCC1CC1CC(C)(C)C
C1CN1
160.198
37.3012
-1.4502
3
1
18
63.17
CCC(C)CCS(N)(=O)=O
CCC(C)CCS(N)(=O)=O
true
CCC(C)CCC(C)(C)C
165.258
42.0462
0.7111
2
1
25
60.16
CNC1=C(C)C(Cl)=C(N)N1
CNc1[nH]c(N)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
159.62
44.4988
1.60042
2
3
20
53.84
CC(N)C1=C2COC2=NS1
CC(N)c1snc2c1CO2
false
CC(C)C1CCC2CCC21
c1snc2c1CO2
156.21
39.0484
1.0552
4
1
18
48.14
CNC(=N)C1=C(Cl)C=CO1
CNC(=N)c1occc1Cl
false
CCC(C)C1CCCC1C
c1ccoc1
158.588
39.6064
1.47777
2
2
17
49.02
CC12CC1CS(=O)(=O)C2=C
C=C1C2(C)CC2CS1(=O)=O
false
CC1C(C)(C)CC2CC21C
C=C1C2CC2CS1(=O)=O
158.222
39.1408
0.9547
2
0
20
34.14
CCC1=NSC(=N)N1C=O
CCc1nsc(=N)n1C=O
false
CCC1CCC(C)C1CC
N=c1[nH]cns1
157.198
37.4852
0.02477
5
1
17
58.74
CC1C2CN2S(=O)(=O)C1=O
CC1C(=O)S(=O)(=O)N2CC12
false
CC1C2CC2C(C)(C)C1C
O=C1CC2CN2S1(=O)=O
161.182
33.5848
-0.8233
3
0
17
54.22
CN1SC2=C(CC=C2)C1=O
Cn1sc2c(c1=O)CC=C2
false
CC1CC2CCCC2C1C
O=c1[nH]sc2c1CC=C2
153.206
42.298
1.0161
3
0
17
22
CC1=C(O)C2=C(N1)SN=N2
Cc1[nH]c2snnc2c1O
false
CC1CC2CCCC2C1C
c1cc2nnsc2[nH]1
155.182
38.1675
1.03342
4
2
15
61.8
CC1=CON2C(=O)SC=C12
Cc1con2c(=O)scc12
false
CC1CCC2C(C)CCC12
O=c1scc2ccon12
155.178
38.547
1.26242
4
0
15
34.62
CC=CCC1=NSNC1=O
CC=CCc1ns[nH]c1=O
false
CCCCC1CCCC1C
O=c1cns[nH]1
156.21
41.2527
0.95
3
1
18
45.75
NS(=O)(=O)C1=CCC(=C)C1
C=C1CC=C(S(N)(=O)=O)C1
false
CC1CCC(C(C)(C)C)C1
C=C1CC=CC1
159.21
39.5642
0.5088
2
1
19
60.16
OS(=O)(=O)C1=CC=CN=N1
O=S(=O)(O)c1cccnn1
false
CC(C)(C)C1CCCCC1
c1ccnnc1
160.154
31.8466
-0.2767
4
1
14
80.15
NCC1=CC(=NS1)C1CO1
NCc1cc(C2CO2)ns1
false
CCC1CCC(C2CC2)C1
c1cc(C2CO2)ns1
156.21
38.6984
0.6731
4
1
18
51.44
N#CC1=CNC2=C1SC=C2
N#Cc1c[nH]c2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccc2[nH]1
148.19
40.8907
2.10108
2
1
14
39.58
CN=C1SNC(CCN)=C1
CN=c1cc(CCN)[nH]s1
false
CCCC1CCC(CC)C1
N=c1cc[nH]s1
157.242
42.9151
0.1079
3
2
21
54.17
OS(=O)(=O)C1=NN=CC1=C
C=C1C=NN=C1S(=O)(=O)O
false
CC1CCCC1C(C)(C)C
C=C1C=NN=C1
160.154
36.6156
-0.1717
4
1
14
79.09
CC(=O)COS(=O)(=O)C#C
C#CS(=O)(=O)OCC(C)=O
false
CCC(C)(C)CCC(C)C
162.166
34.3858
-0.4875
4
0
16
60.44
NCC1=C(Cl)C=NOC1=N
N=c1oncc(Cl)c1CN
false
CCC1C(C)CCCC1C
N=c1cccno1
159.576
35.2591
0.26617
4
2
16
75.9
CN=C1NC(=S)NOC1C
CN=C1NC(=S)NOC1C
true
CCC1CC(C)CCC1C
N=C1CONC(=S)N1
159.214
42.7754
-0.1875
3
2
19
45.65
CC(C#C)C1=C(O)SN=C1
C#CC(C)c1cnsc1O
false
CCC(C)C1CCCC1C
c1cnsc1
153.206
41.0268
1.5854
3
1
17
33.12
OC1=CC2=C(C1)SNC2=O
O=c1[nH]sc2c1C=C(O)C2
false
CC1CC2CCC(C)C2C1
O=c1[nH]sc2c1C=CC2
155.178
39.2495
0.8914
3
2
15
53.09
CC1=C(N)N=C2SC=CN12
Cc1c(N)nc2sccn12
false
CC1CC2CCCC2C1C
c1cn2ccsc2n1
153.21
42.2184
1.28642
4
1
17
43.32
CCC1CCC1S(C)(=O)=O
CCC1CCC1S(C)(=O)=O
true
CCC1CCC1C(C)(C)C
C1CCC1
162.254
41.6468
1.2196
2
0
24
34.14
CNS(=O)(=O)C1CNN=C1
CNS(=O)(=O)C1C=NNC1
false
CCC(C)(C)C1CCCC1
C1=NNCC1
163.202
38.2622
-1.5068
4
2
19
70.56
COC1=NC2=C(S1)C=CN2
COc1nc2[nH]ccc2s1
false
CCC1CC2CCCC2C1
c1cc2scnc2[nH]1
154.194
40.5227
1.633
3
1
16
37.91
C=CC1CC2=NSN=C2O1
C=CC1Cc2nsnc2O1
false
CCC1CC2CCCC2C1
C1Cc2nsnc2O1
154.194
38.226
1.0276
4
0
16
35.01
NC(=S)N1CC(=O)C1C=C
C=CC1C(=O)CN1C(N)=S
false
CCC1C(C)CC1C(C)C
O=C1CNC1
156.21
42.4834
-0.3307
2
1
18
46.33
NCC1=NN(C=C)C=C1Cl
C=Cn1cc(Cl)c(CN)n1
false
CCC1CC(C)C(CC)C1
c1cn[nH]c1
157.604
41.5154
1.0957
3
1
18
43.84
CN1CCS(=O)(=O)C=C1N
CN1CCS(=O)(=O)C=C1N
true
CC1CCC(C)(C)CC1C
O=S1(=O)C=CNCC1
162.214
38.6872
-0.8958
4
1
20
63.4
OC1(C=C)C=CCS1(=O)=O
C=CC1(O)C=CCS1(=O)=O
false
CCC1(C)CCCC1(C)C
O=S1(=O)CC=CC1
160.194
38.0736
-0.1544
3
1
18
54.37
CC(C)N1N=CC(Cl)=C1N
CC(C)n1ncc(Cl)c1N
false
CC(C)C1CCC(C)C1C
c1cn[nH]c1
159.62
42.0344
1.6996
3
1
20
43.84
CCC1=COC2=NSN=C12
CCc1coc2nsnc12
false
CCC1CCC2CCCC12
c1cc2nsnc2o1
154.194
39.059
1.8467
4
0
16
38.92
CCC1=COC(S1)=NN=C
C=NN=c1occ(CC)s1
false
CCCC1CCC(CC)C1
N=c1occs1
156.21
41.075
1.4198
4
0
18
37.86
O=S(=O)(CC#N)CN1CC1
N#CCS(=O)(=O)CN1CC1
false
CCCC(C)(C)CC1CC1
C1CN1
160.198
35.8398
-0.80212
4
0
18
60.94