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
CC=CC1CC2=NSC=C12
CC=CC1Cc2nscc21
false
CCCC1CC2CCCC12
c1snc2c1CC2
151.234
43.373
2.3589
2
0
19
12.89
ClC1=CC=NC2=C1N=CO2
Clc1ccnc2ocnc12
false
CC1CCCC2CCCC12
c1cnc2ocnc2c1
154.556
36.814
1.8762
3
0
13
38.92
CC(CC=C)=CNC(N)=S
C=CCC(C)=CNC(N)=S
false
CCCC(C)CCC(C)C
156.254
48.4921
1.2995
1
2
22
38.05
C=CCCNC1=CSC=N1
C=CCCNc1cscn1
false
CCCCCC1CCCC1
c1cscn1
154.238
45.4177
2.1311
3
1
20
24.92
CCNN(C1CC1)C(N)=S
CCNN(C(N)=S)C1CC1
false
CCCC(C(C)C)C1CC1
C1CC1
159.258
45.3231
0.2189
2
2
23
41.29
O=S1(=O)CNC(=N1)N1CC1
O=S1(=O)CNC(N2CC2)=N1
false
CC1(C)CCC(C2CC2)C1
O=S1(=O)CNC(N2CC2)=N1
161.186
35.9305
-1.4515
4
1
17
61.54
CCC(CNC(N)=S)=CC
CC=C(CC)CNC(N)=S
false
CCC(CC)CCC(C)C
158.27
48.8361
1.1759
1
2
24
38.05
CC=C1NC(=N)S(=O)(=O)N1
CC=C1NC(=N)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
C=C1NC(=N)S(=O)(=O)N1
161.186
36.6749
-0.69493
3
3
17
82.05
CC(N)CC1=C(C)N=NS1
Cc1nnsc1CC(C)N
false
CC(C)CC1CCCC1C
c1csnn1
157.242
41.9994
0.73622
4
1
21
51.8
OCC1CN2SC(=O)C=C12
O=c1cc2n(s1)CC2CO
false
CCC1CC2CC(C)CC12
O=c1cc2n(s1)CC2
157.194
38.4058
-0.0007
4
1
17
42.23
NCC1=C2CC=CC2=CS1
NCc1scc2c1CC=C2
false
CCC1CCC2CCCC12
C1=Cc2cscc2C1
151.234
44.9484
1.7761
2
1
19
26.02
CC1=C(C)C(CC=C)=CS1
C=CCc1csc(C)c1C
false
CCCC1CCC(C)C1C
c1ccsc1
152.262
47.694
3.09344
1
0
22
0
S=C(NC1CCC1)N1CC1
S=C(NC1CCC1)N1CC1
true
CC(CC1CCC1)C1CC1
S=C(NC1CCC1)N1CC1
156.254
44.9457
0.729
1
1
22
15.04
S=C1NN=CC=C(N1)C#C
C#CC1=CC=NNC(=S)N1
false
CCC1CCCCC(C)C1
S=C1NC=CC=NN1
151.194
44.2774
-0.033
2
2
15
36.42
O=C1NSC2=NC3CC3N12
O=C1NSC2=NC3CC3N12
true
CC1CCC2CC3CC3C12
O=C1NSC2=NC3CC3N12
155.182
37.5897
0.1703
3
1
15
44.7
C=C1C(=N)N=COS1(=O)=O
C=C1C(=N)N=COS1(=O)=O
true
CC1CCCC(C)(C)C1C
C=C1C(=N)N=COS1(=O)=O
160.154
35.3635
-0.13433
4
1
14
79.58
CC1(CN)NC(=S)NC1=O
CC1(CN)NC(=S)NC1=O
true
CCC1(C)CC(C)CC1C
O=C1CNC(=S)N1
159.214
41.3358
-1.2919
3
3
19
67.15
NC(=O)CC1=CSC(=N)N1
N=c1[nH]c(CC(N)=O)cs1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
157.198
37.4228
-0.41653
3
3
17
82.73
CCS(=O)(=O)C=CC(N)=N
CCS(=O)(=O)C=CC(=N)N
false
CCC(C)(C)CCC(C)C
162.214
40.5149
-0.12923
3
2
20
84.01
CC(N)C1=CSN(C)C1=N
CC(N)c1csn(C)c1=N
false
CC(C)C1CCC(C)C1C
N=c1ccs[nH]1
157.242
41.7471
0.58577
4
2
21
54.8
CC1=C(O)SC(C=NN)=N1
Cc1nc(C=NN)sc1O
false
CCCC1CC(C)C(C)C1
c1cscn1
157.198
40.2972
0.44972
5
2
17
71.5
CC(N)CC1=CC=C(C)S1
Cc1ccc(CC(C)N)s1
false
CC(C)CC1CCC(C)C1
c1ccsc1
155.266
46.4094
1.94622
2
1
23
26.02
CCOC1=CC(OC)=NS1
CCOc1cc(OC)ns1
false
CCCC1CCC(CC)C1
c1cnsc1
159.21
39.835
1.5504
4
0
19
31.35
CS(=O)(=O)C1=NCC2CN12
CS(=O)(=O)C1=NCC2CN12
true
CC(C)(C)C1CCC2CC21
C1=NCC2CN12
160.198
37.6398
-0.9152
4
0
18
49.51
NS(=O)(=O)C#CC(=C)CO
C=C(C#CS(N)(=O)=O)CO
false
CCC(C)CCC(C)(C)C
161.182
37.109
-1.2157
3
2
17
80.39
CC1=C(N=CS1)C1CC1O
Cc1scnc1C1CC1O
false
CC1CCCC1C1CC1C
c1nc(C2CC2)cs1
155.222
40.2158
1.29972
3
1
19
33.12
C=C1C=NS(=O)(=O)N1C=O
C=C1C=NS(=O)(=O)N1C=O
true
CCC1C(C)CCC1(C)C
C=C1C=NS(=O)(=O)N1
160.154
34.4548
-0.7123
3
0
14
66.81
CCC1CC1C1=CC=CS1
CCC1CC1c1cccs1
false
CCC1CC1C1CCCC1
c1csc(C2CC2)c1
152.262
45.458
3.2616
1
0
22
0
C=C1CC2COC1S2(=O)=O
C=C1CC2COC1S2(=O)=O
true
CC1CC2CCC1C2(C)C
C=C1CC2COC1S2(=O)=O
160.194
36.2048
0.086
3
0
18
43.37
CC=C1COS(=O)(=O)OC1
CC=C1COS(=O)(=O)OC1
true
CCC1CCC(C)(C)CC1
C=C1COS(=O)(=O)OC1
164.182
34.5808
0.2243
4
0
18
52.6
CC(=C)CC#CS(N)(=O)=O
C=C(C)CC#CS(N)(=O)=O
false
CC(C)CCCC(C)(C)C
159.21
40.3142
0.202
2
1
19
60.16
C=CC1CN(C=N)S1(=O)=O
C=CC1CN(C=N)S1(=O)=O
true
CCC1CC(CC)C1(C)C
O=S1(=O)CCN1
160.198
38.3945
-0.20653
3
1
18
61.23
CC1=C(OC(N)=N)SC=N1
Cc1ncsc1OC(=N)N
false
CC(C)CC1CCCC1C
c1cscn1
157.198
39.3931
0.72379
4
2
17
71.99
CN(CC#C)C1=NSC=N1
C#CCN(C)c1ncsn1
false
CCCC(C)C1CCCC1
c1ncsn1
153.21
42.012
0.6075
4
0
17
29.02
N=C1SC=C2OCC=NN12
N=c1scc2n1N=CCO2
false
CC1CCC2CCCCC12
N=c1scc2n1N=CCO2
155.182
37.5487
0.25537
5
1
15
50.37
CCN=C1N=CSN1OC
CCN=c1ncsn1OC
false
CCCC1CCCC1CC
N=c1ncs[nH]1
159.214
38.712
-0.0764
5
0
19
39.41
CC(C=NO)C1=NC=CS1
CC(C=NO)c1nccs1
false
CCCC(C)C1CCCC1
c1cscn1
156.21
40.8075
1.7066
4
1
18
45.48
CC1(O)COC2=C1C=NS2
CC1(O)COc2sncc21
false
CC1(C)CCC2CCCC21
c1nsc2c1CCO2
157.194
37.1798
0.743
4
1
17
42.35
NC1=CC=C(NCC=C)S1
C=CCNc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
154.238
47.4181
1.9282
3
2
20
38.05
CC(C)C1=NC(=N)N(O)S1
CC(C)c1nc(=N)n(O)s1
false
CC(C)C1CC(C)C(C)C1
N=c1ncs[nH]1
159.214
37.2322
0.78477
5
2
19
61.9
C=CC1=CSC(N1)=NC=N
C=Cc1csc(=NC=N)[nH]1
false
CCCC1CCC(CC)C1
N=c1[nH]ccs1
153.21
43.1074
1.22697
2
2
17
52
S1C=CC(=N1)C1=NSC=C1
c1cc(-c2ccsn2)ns1
false
C1CCC(C2CCCC2)C1
c1cc(-c2ccsn2)ns1
168.246
43.222
2.2666
4
0
14
25.78
C=CC1CC2CC2S1(=O)=O
C=CC1CC2CC2S1(=O)=O
true
CCC1CC2CC2C1(C)C
O=S1(=O)CCC2CC21
158.222
39.4168
0.748
2
0
20
34.14
OC1CC2=C(SC=C12)C#N
N#Cc1scc2c1CC2O
false
CCC1CCC2C(C)CC12
c1scc2c1CC2
151.19
37.6978
1.20928
3
1
15
44.02
OCC1=CN2SC=CC2=N1
OCc1cn2sccc2n1
false
CCC1CC2CCCC2C1
c1cn2sccc2n1
154.194
38.9918
0.8881
4
1
16
37.53
CN(C)NS(=O)(=O)C1CO1
CN(C)NS(=O)(=O)C1CO1
true
CC(C)CC(C)(C)C1CC1
C1CO1
166.202
35.4825
-1.2613
4
1
20
61.94
CCC=NOS(=O)(=O)C#C
C#CS(=O)(=O)ON=CCC
false
CCCCCC(C)(C)CC
161.182
37.6208
0.3193
4
0
17
55.73
CS(=O)(=O)C(=NO)N1CC1
CS(=O)(=O)C(=NO)N1CC1
true
CCC(C1CC1)C(C)(C)C
C1CN1
164.186
35.6383
-0.9082
4
1
18
69.74
CCN(CC)C(=S)N1CC1
CCN(CC)C(=S)N1CC1
true
CCC(CC)C(C)C1CC1
C1CN1
158.27
47.092
0.9287
1
0
24
6.25
COC1=NC2=C(CCO2)S1
COc1nc2c(s1)CCO2
false
CCC1CC2CCCC2C1
c1nc2c(s1)CCO2
157.194
37.865
1.0866
4
0
17
31.35
CN1SC(C)=C(CO)C1=O
Cc1sn(C)c(=O)c1CO
false
CCC1C(C)CC(C)C1C
O=c1ccs[nH]1
159.21
40.2198
0.24752
4
1
19
42.23
CC(=C)C1=CSC(O1)=NN
C=C(C)c1csc(=NN)o1
false
CCC1CCC(C(C)C)C1
N=c1occs1
156.21
41.0434
1.1486
4
1
18
51.52
NC1=CS(=O)(=O)N(C1)C=C
C=CN1CC(N)=CS1(=O)=O
false
CCC1CC(C)CC1(C)C
O=S1(=O)C=CCN1
160.198
38.0932
-0.4246
3
1
18
63.4
CC(C)NN(C=O)C(N)=S
CC(C)NN(C=O)C(N)=S
true
CCC(CC(C)C)C(C)C
161.23
42.9601
-0.3986
3
2
21
58.36
C=COCOC1=CSC=N1
C=COCOc1cscn1
false
CCCCCC1CCCC1
c1cscn1
157.194
38.891
1.6395
4
0
17
31.35
CC(O)C1=C(Cl)C(Cl)=CN1
CC(O)c1[nH]cc(Cl)c1Cl
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
180.034
41.4465
2.3748
1
2
17
36.02
O=S1(=O)C2CC(C#N)C1N2
N#CC1CC2NC1S2(=O)=O
false
CCC1CC2CC1C2(C)C
O=S1(=O)C2CCC1N2
158.182
33.3515
-0.79992
4
1
16
69.96
OCC1=NC=C(S1)N1CC1
OCc1ncc(N2CC2)s1
false
CCC1CCC(C2CC2)C1
c1ncc(N2CC2)s1
156.21
40.2498
0.4554
4
1
18
36.13
NC1=CSC2=NCC(=O)N12
NC1=CSC2=NCC(=O)N12
true
CC1CCC2CCC(C)C12
O=C1CN=C2SC=CN12
155.182
39.0094
-0.311
4
1
15
58.69
O=C1CNC(=S)NC=CC1
O=C1CC=CNC(=S)NC1
false
CC1CCCCC(C)CC1
O=C1CC=CNC(=S)NC1
156.21
42.5004
-0.063
2
2
18
41.13
CN1N=C(C)SC1=NC=O
Cc1nn(C)c(=NC=O)s1
false
CCCC1CC(C)CC1C
N=c1[nH]ncs1
157.198
37.449
-0.15288
4
0
17
47.25
CC1=CC=C(Cl)C(=N)N=N1
Cc1ccc(Cl)c(=N)nn1
false
CC1CCC(C)C(C)CC1
N=c1ccccnn1
155.588
37.6337
0.91789
3
1
16
49.63
C1CC1C=CC1=NN=CS1
C(=CC1CC1)c1nncs1
false
C1CCC(CCC2CC2)C1
C(=CC1CC1)c1nncs1
152.222
41.667
1.9613
3
0
18
25.78
CC1=CC(C=CC#N)=NS1
Cc1cc(C=CC#N)ns1
false
CCCCC1CCC(C)C1
c1cnsc1
150.206
41.498
1.9883
3
0
16
36.68
CN=CNC1=NC=C(C)S1
CN=CNc1ncc(C)s1
false
CCCCC1CCC(C)C1
c1cscn1
155.226
44.8897
1.52152
3
1
19
37.28
CC1=C(CC#N)NSC1=N
Cc1c(CC#N)[nH]sc1=N
false
CCCC1CCC(C)C1C
N=c1cc[nH]s1
153.21
38.5784
0.93017
3
2
17
63.43
CC(C=C)=CC1=NN=CS1
C=CC(C)=Cc1nncs1
false
CCC(C)CC1CCCC1
c1nncs1
152.222
43.757
2.1274
3
0
18
25.78
CC(NO)=CC1=CSN=C1
CC(=Cc1cnsc1)NO
false
CCC(C)CC1CCCC1
c1cnsc1
156.21
40.6872
1.4827
4
2
18
45.15
C=C1COCC2=NSC=C12
C=C1COCc2nscc21
false
CC1CCCC2CCCC12
C=C1COCc2nscc21
153.206
40.804
1.6865
3
0
17
22.12
CC1=CNC(=S)NC2CC12
CC1=CNC(=S)NC2CC12
true
CC1CCC(C)C2CC2C1
S=C1NC=CC2CC2N1
154.238
44.5214
0.7564
1
2
20
24.06
OCC1=C(N=CS1)C1CC1
OCc1scnc1C1CC1
false
CCC1CCCC1C1CC1
c1nc(C2CC2)cs1
155.222
40.0118
1.5128
3
1
19
33.12
NCC=CCC1=CN=CS1
NCC=CCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
154.238
44.0124
1.2005
3
1
20
38.91
CN1CC(ON=C)S1(=O)=O
C=NOC1CN(C)S1(=O)=O
false
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
164.186
35.9718
-0.7801
4
0
18
58.97
COC(=CC=C)S(C)(=O)=O
C=CC=C(OC)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
162.21
40.1328
0.7048
3
0
20
43.37
CC1=NSC(=C1)C(=C)C#N
C=C(C#N)c1cc(C)ns1
false
CCC(C)C1CCC(C)C1
c1cnsc1
150.206
41.498
1.9883
3
0
16
36.68
OC(C1CN1)C1=NC=CS1
OC(c1nccs1)C1CN1
false
CC(C1CCCC1)C1CC1
c1csc(CC2CN2)n1
156.21
38.8645
0.1483
4
2
18
55.06
NC1=NSC=C1C(=C)C=C
C=CC(=C)c1csnc1N
false
CCC(C)C1CCCC1C
c1cnsc1
152.222
45.7574
1.9245
3
1
18
38.91
CC(CNC(=S)NO)C=C
C=CC(C)CNC(=S)NO
false
CCC(C)CCC(C)CC
160.242
44.8839
0.6618
2
3
22
44.29
CC12COC1S(=O)(=O)CC2
CC12CCS(=O)(=O)C1OC2
false
CC1(C)CCC2(C)CCC12
O=S1(=O)CCC2COC21
162.21
36.2508
0.1675
3
0
20
43.37
NCC1=C(SC(O)=C1)C#C
C#Cc1sc(O)cc1CN
false
CCC1CC(C)CC1CC
c1ccsc1
153.206
41.8102
0.8937
3
2
17
46.25
CNN(C(N)=S)C(=O)C#C
C#CC(=O)N(NC)C(N)=S
false
CCC(C)C(CC)C(C)C
157.198
41.5241
-1.1738
3
2
17
58.36
CCON=C1CNC(=S)N1
CCON=C1CNC(=S)N1
true
CCCCC1CCC(C)C1
N=C1CNC(=S)N1
159.214
42.7974
-0.1859
3
2
19
45.65
NC1=CSC(=N1)C(=C)C=O
C=C(C=O)c1nc(N)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
154.194
41.6244
0.9374
4
1
16
55.98
CC1NC2=C(C)SC(C)=C12
Cc1sc(C)c2c1NC2C
false
CC1CC(C)C2C(C)CC12
c1scc2c1CN2
153.25
45.8307
2.85144
2
1
21
12.03
CC1C(=C)OC=CS1(=O)=O
C=C1OC=CS(=O)(=O)C1C
false
CC1CCCC(C)(C)C1C
C=C1CS(=O)(=O)C=CO1
160.194
37.7468
0.8048
3
0
18
43.37
CC1=CN=CC2=NSN=C12
Cc1cncc2nsnc12
false
CC1CCCC2CCCC12
c1cc2nsnc2cn1
151.194
39.947
1.39472
4
0
15
38.67
CN1SC(=O)C(=N1)C1CN1
Cn1nc(C2CN2)c(=O)s1
false
CC1CC(C)C(C2CC2)C1
O=c1s[nH]nc1C1CN1
157.198
38.0987
-0.5139
5
1
17
56.83
CC12NC1CNNS2(=O)=O
CC12NC1CNNS2(=O)=O
true
CC1(C)CCCC2CC21C
O=S1(=O)NNCC2NC21
163.202
35.3869
-1.888
4
3
19
80.14
CNS(=O)(=O)N1CC1CO
CNS(=O)(=O)N1CC1CO
true
CCC1CC1C(C)(C)CC
C1CN1
166.202
35.5593
-1.8729
3
2
20
69.41
CNC1=C(O)C=C(S1)C#C
C#Cc1cc(O)c(NC)s1
false
CCC1CC(C)C(CC)C1
c1ccsc1
153.206
43.4655
1.4767
3
2
17
32.26
CCCC1CC1S(C)(=O)=O
CCCC1CC1S(C)(=O)=O
true
CCCC1CC1C(C)(C)C
C1CC1
162.254
41.6468
1.2196
2
0
24
34.14
S=C1NC=CC2CN=CN12
S=C1NC=CC2CN=CN12
true
CC1CCCC2CCCC12
S=C1NC=CC2CN=CN12
153.21
43.8597
0.1007
2
1
17
27.63
CN=C1C=C(O)SN1N=C
C=Nn1sc(O)cc1=NC
false
CCC1CC(C)CC1CC
N=c1ccs[nH]1
157.198
40.4078
0.2494
5
1
17
49.88
OC1C(COS1(=O)=O)C=C
C=CC1COS(=O)(=O)C1O
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCCO1
164.182
34.5656
-0.533
4
1
18
63.6
CC=CC1=NNC(=S)NC1
CC=CC1=NNC(=S)NC1
true
CCCC1CCC(C)CC1
S=C1NCC=NN1
155.226
45.9854
0.3962
2
2
19
36.42
CC1(C)CC(=O)CS1(=O)=O
CC1(C)CC(=O)CS1(=O)=O
true
CC1CC(C)(C)C(C)(C)C1
O=C1CCS(=O)(=O)C1
162.21
37.4898
0.1526
3
0
20
51.21
CC#CCOS(=O)(=O)CN
CC#CCOS(=O)(=O)CN
true
CCCCCC(C)(C)CC
163.198
37.3762
-0.7277
4
1
19
69.39
ClC1=C(OC=C1)C1CCN1
Clc1ccoc1C1CCN1
false
CC1CCCC1C1CCC1
c1coc(C2CCN2)c1
157.6
39.0787
1.9674
2
1
18
25.17
CC1OC(C)C2=C1SN=C2
CC1OC(C)c2sncc21
false
CC1CC(C)C2CCCC12
c1nsc2c1COC2
155.222
40.029
2.2953
3
0
19
22.12
CC(N)CC1=C(Cl)C=NO1
CC(N)Cc1oncc1Cl
false
CC(C)CC1CCCC1C
c1cnoc1
160.604
38.8664
1.2177
3
1
19
52.05