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
CNCC1=NC=C(CN)S1
CNCc1ncc(CN)s1
false
CCCC1CCC(CC)C1
c1cscn1
157.242
42.7691
0.3212
4
2
21
50.94
CC1C2CCS(=O)(=O)C1N2
CC1C2CCS(=O)(=O)C1N2
true
CC1C2CCC(C)(C)C1C2
O=S1(=O)CCC2CC1N2
161.226
38.2795
-0.2611
3
1
21
46.17
CC1ONC2=NSC(C)=C12
Cc1snc2c1C(C)ON2
false
CC1CCC2CCC(C)C12
c1snc2c1CON2
156.21
39.9737
1.86962
4
1
18
34.15
CNC(=N)C1=C(C)C=CS1
CNC(=N)c1sccc1C
false
CCC(C)C1CCCC1C
c1ccsc1
154.238
44.9444
1.60129
2
2
20
35.88
CCC1ONS(=O)(=O)C=C1
CCC1C=CS(=O)(=O)NO1
false
CCC1CCC(C)(C)CC1
O=S1(=O)C=CCON1
163.198
36.3595
0.1433
3
1
19
55.4
CNS(=O)(=O)NCCC=O
CNS(=O)(=O)NCCC=O
true
CCCCCC(C)(C)CC
166.202
36.6632
-1.3708
3
2
20
75.27
CN1C=C(C)C(O)S1(=O)=O
CC1=CN(C)S(=O)(=O)C1O
false
CC1CC(C)C(C)(C)C1C
O=S1(=O)CC=CN1
163.198
36.4466
-0.5162
3
1
19
57.61
OC1C=CNC(=S)N2CC12
OC1C=CNC(=S)N2CC12
true
CC1CCCC(C)C2CC12
S=C1NC=CCC2CN12
156.21
41.3745
-0.5667
2
2
18
35.27
NC(C=NO)C1=CSN=C1
NC(C=NO)c1cnsc1
false
CCCC(C)C1CCCC1
c1cnsc1
157.198
39.3209
0.6029
5
2
17
71.5
CC1C=CN(N=C)S1(=O)=O
C=NN1C=CC(C)S1(=O)=O
false
CCC1CCC(C)C1(C)C
O=S1(=O)CC=CN1
160.198
38.9098
0.1496
3
0
18
49.74
CCC(=C)C(=O)S(N)(=O)=O
C=C(CC)C(=O)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
163.198
37.5452
-0.2323
3
1
19
77.23
CN(CCN)C1=CC=CS1
CN(CCN)c1cccs1
false
CCCC(C)C1CCCC1
c1ccsc1
156.254
46.6434
1.143
3
1
22
29.26
CC1(CNC(=S)N1)C1CO1
CC1(C2CO2)CNC(=S)N1
false
CC1CCC(C)(C2CC2)C1
S=C1NCC(C2CO2)N1
158.226
41.8814
-0.3784
2
2
20
36.59
CNN1C=C(Cl)C(O)=C1C
CNn1cc(Cl)c(O)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
160.604
41.1285
1.32882
3
2
19
37.19
CC1=CC(O)S(=O)(=O)C1O
CC1=CC(O)S(=O)(=O)C1O
true
CC1CC(C)C(C)(C)C1C
O=S1(=O)CC=CC1
164.182
34.6904
-1.0021
4
2
18
74.6
CN(C)C1=CSC(C)=C1N
Cc1scc(N(C)C)c1N
false
CC(C)C1CCC(C)C1C
c1ccsc1
156.254
47.7954
1.70472
3
1
22
29.26
CC1=CC(=N)N2C=CSN12
Cc1cc(=N)n2ccsn12
false
CC1CC(C)C2CCCC12
N=c1ccn2sccn12
153.21
39.3147
0.88819
4
1
17
32.67
O=CN1CS(=O)(=O)C1C#C
C#CC1N(C=O)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CNC1
159.166
34.3108
-1.21
3
0
15
54.45
CC12CS(=O)(=O)C(O1)C2=O
CC12CS(=O)(=O)C(O1)C2=O
true
CC1C2CC1(C)CC2(C)C
O=C1C2CS(=O)(=O)C1O2
162.166
32.0718
-0.9011
4
0
16
60.44
CCNN=C1ON=C(C)S1
CCNN=c1onc(C)s1
false
CCCCC1CCC(C)C1
N=c1oncs1
159.214
38.3567
0.46972
5
1
19
50.42
CCC1=C(N)SC(C)=C1N
CCc1c(N)sc(C)c1N
false
CCC1C(C)CC(C)C1C
c1ccsc1
156.254
47.2588
1.78332
3
2
22
52.04
ClC1=CC=NC2=C1SN=N2
Clc1ccnc2nnsc12
false
CC1CCCC2CCCC12
c1cnc2nnsc2c1
171.612
40.22
1.7397
4
0
12
38.67
CCC1(CO)COS1(=O)=O
CCC1(CO)COS1(=O)=O
true
CCC1(CC)CCC1(C)C
O=S1(=O)CCO1
166.198
34.9796
-0.5125
4
1
20
63.6
O=C1CN2C1C=NNC2=S
O=C1CN2C(=S)NN=CC12
false
CC1CC2C(C)CCCC12
O=C1CN2C(=S)NN=CC12
155.182
39.7267
-0.8864
3
1
15
44.7
O=CC1=CC2=C(CCN2)S1
O=Cc1cc2c(s1)CCN2
false
CCC1CC2CCCC2C1
c1cc2c(s1)CCN2
153.206
41.9002
1.5286
3
1
17
29.1
OCC(=C)C1=C(O)N=CS1
C=C(CO)c1scnc1O
false
CCC(C)C1CCCC1C
c1cscn1
157.194
39.8986
0.8542
4
2
17
53.35
OCC#CC1=NSC=C1O
OCC#Cc1nscc1O
false
CCCCC1CCCC1C
c1cnsc1
155.178
37.7426
0.1925
4
2
15
53.35
CCC1=CSC(OC)=C1O
CCc1csc(OC)c1O
false
CCC1CCC(CC)C1C
c1ccsc1
158.222
41.9138
2.0247
3
1
20
29.46
CC=C1NS(=O)(=O)CC1=C
C=C1CS(=O)(=O)NC1=CC
false
CCC1CC(C)(C)CC1C
C=C1CS(=O)(=O)NC1=C
159.21
39.8195
0.3794
2
1
19
46.17
C1CC(CO1)C1=CSN=C1
c1nscc1C1CCOC1
false
C1CCC(C2CCCC2)C1
c1nscc1C1CCOC1
155.222
40.291
1.647
3
0
19
22.12
CC1=NSC(CCCN)=C1
Cc1cc(CCCN)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
156.254
44.2264
1.34282
3
1
22
38.91
CC1=C(OCCO)C=NS1
Cc1sncc1OCCO
false
CCCCC1CCCC1C
c1cnsc1
159.21
39.4318
0.82262
4
1
19
42.35
COC1=C(SC=C1)C(N)=O
COc1ccsc1C(N)=O
false
CCC1CCCC1C(C)C
c1ccsc1
157.194
39.3889
0.8556
3
1
17
52.32
CCNCC1=C(C)SN=N1
CCNCc1nnsc1C
false
CCCCC1CCCC1C
c1csnn1
157.242
42.0267
0.95602
4
1
21
37.81
CN1CC(C=O)S(=O)(=O)N1
CN1CC(C=O)S(=O)(=O)N1
true
CCC1CC(C)CC1(C)C
O=S1(=O)CCNN1
164.186
34.5375
-1.6663
4
1
18
66.48
CN(CC#C)C1=CN=NS1
C#CCN(C)c1cnns1
false
CCCC(C)C1CCCC1
c1csnn1
153.21
42.012
0.6075
4
0
17
29.02
NC1=CC=C(Cl)C=C1CO
Nc1ccc(Cl)cc1CO
false
CCC1CC(C)CCC1C
c1ccccc1
157.6
41.7872
1.4145
2
2
18
46.25
CC1CC(O)C2=CSN=C12
CC1CC(O)c2csnc21
false
CC1CC(C)C2CCCC12
c1snc2c1CCC2
155.222
40.1058
1.6837
3
1
19
33.12
O=CCC1=CCOS1(=O)=O
O=CCC1=CCOS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)C=CCO1
162.166
33.6358
-0.1807
4
0
16
60.44
C=CC1=C2C=CSN2C=C1
C=Cc1ccn2sccc12
false
CCC1CCC2CCCC12
c1cc2ccsn2c1
149.218
45.365
2.6438
2
0
17
4.41
NCC1=C(O)NC(N)=C1Cl
NCc1c(O)[nH]c(N)c1Cl
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
161.592
39.7713
0.4146
3
4
18
88.06
CCC(C)=NNS(N)(=O)=O
CCC(C)=NNS(N)(=O)=O
true
CCC(C)CCC(C)(C)C
165.218
39.6429
-0.4346
3
2
21
84.55
COC1=CSC(NC=N)=N1
COc1csc(NC=N)n1
false
CCCC1CCC(CC)C1
c1cscn1
157.198
41.0724
1.17067
4
2
17
58
CC(N)C=CC1=CSC=N1
CC(N)C=Cc1cscn1
false
CC(C)CCC1CCCC1
c1cscn1
154.238
44.7974
1.5035
3
1
20
38.91
CNN1C(C)=CSC1=NO
CNn1c(C)csc1=NO
false
CCC1CCC(C)C1CC
N=c1[nH]ccs1
159.214
39.6802
0.32122
5
2
19
49.55
NCC(N)C1=NC=C(O)S1
NCC(N)c1ncc(O)s1
false
CCC(C)C1CCC(C)C1
c1cscn1
159.214
39.7616
-0.1928
5
3
19
85.16
CC1=C(CO)SN=C1CN
Cc1c(CN)nsc1CO
false
CCC1CCC(CC)C1C
c1cnsc1
158.226
40.6652
0.40252
4
2
20
59.14
CC1N(O)C(=S)N(C)C1=N
CC1C(=N)N(C)C(=S)N1O
false
CC1C(C)C(C)C(C)C1C
N=C1CNC(=S)N1
159.214
41.1752
0.27367
3
2
19
50.56
NN1C=C2SC=CC2=C1O
Nn1cc2sccc2c1O
false
CC1CC2CCCC2C1C
c1cc2c[nH]cc2s1
154.194
41.6302
1.1222
4
2
16
51.18
CCC(=N)NC1=CC=NS1
CCC(=N)Nc1ccns1
false
CCC(C)CC1CCCC1
c1cnsc1
155.226
43.7544
1.94227
3
2
19
48.77
CC(C=O)S(=O)(=O)CC#N
CC(C=O)S(=O)(=O)CC#N
true
CCCC(C)(C)C(C)CC
161.182
34.9258
-0.48782
4
0
17
75
CC1=C(O)C2=CNSC2=N1
Cc1nc2s[nH]cc-2c1O
false
CC1CC2CCCC2C1C
c1cc2c[nH]sc-2n1
154.194
39.4885
1.59002
3
2
16
48.91
CC1=C(OCCO)C=CS1
Cc1sccc1OCCO
false
CCCCC1CCCC1C
c1ccsc1
158.222
41.6368
1.42762
3
1
20
29.46
C=CC1C(=O)COS1(=O)=O
C=CC1C(=O)COS1(=O)=O
true
CCC1C(C)CCC1(C)C
O=C1COS(=O)(=O)C1
162.166
33.8638
-0.5299
4
0
16
60.44
CC1=C(CC=NO)SN=C1
Cc1cnsc1CC=NO
false
CCCCC1CCCC1C
c1cnsc1
156.21
40.8335
1.45402
4
1
18
45.48
OCC1CN=C2SC=NN12
OCC1CN=C2SC=NN21
false
CCC1CCC2CCCC12
C1=NN2CCN=C2S1
157.198
41.0978
-0.291
5
1
17
48.19
COC1CS(=O)(=O)C=C1C
COC1CS(=O)(=O)C=C1C
true
CCC1CC(C)(C)CC1C
O=S1(=O)C=CCC1
162.21
38.3408
0.3336
3
0
20
43.37
CC1=NOCC1S(N)(=O)=O
CC1=NOCC1S(N)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=NOCC1
164.186
35.9562
-0.9504
4
1
18
81.75
OS(=O)(=O)C1CC2CC1C2
O=S(=O)(O)C1CC2CC1C2
false
CC(C)(C)C1CC2CC1C2
C1CC2CC1C2
162.21
36.1676
0.6727
2
1
20
54.37
N#CC1=C2C=CSC2=NS1
N#Cc1snc2sccc12
false
CCC1CCC2CCCC12
c1cc2csnc2s1
166.23
42.212
2.22948
4
0
12
36.68
CNC1C=C(C)NS1(=O)=O
CNC1C=C(C)NS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)CC=CN1
162.214
38.6602
-0.6313
3
2
20
58.2
CNCS(=O)(=O)CC(C)C
CNCS(=O)(=O)CC(C)C
true
CCCC(C)(C)CC(C)C
165.258
42.5515
0.2341
3
1
25
46.17
CS(=O)(=O)C=CC(O)C=O
CS(=O)(=O)C=CC(O)C=O
true
CCC(C)CCC(C)(C)C
164.182
36.0546
-0.8955
4
1
18
71.44
O1C=NC2=C(N=CS2)N=C1
C1=Nc2ncsc2N=CO1
false
C1CCC2CCCC2CC1
C1=Nc2ncsc2N=CO1
153.166
39.503
1.4929
5
0
13
46.84
CC=CC1=C(C)NC(=N)S1
CC=Cc1sc(=N)[nH]c1C
false
CCCC1CC(C)CC1C
N=c1[nH]ccs1
154.238
43.9694
1.89719
2
2
20
39.64
CC(=O)CC1=CSC(C)=C1
CC(=O)Cc1csc(C)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
154.234
43.441
2.18802
2
0
20
17.07
CN1C=NCCN(O)C1=S
CN1C=NCCN(O)C1=S
true
CC1CCCCC(C)C1C
S=C1NC=NCCN1
159.214
42.2125
-0.0638
3
1
19
39.07
CC1NC(=S)N2OCC=C12
CC1NC(=S)N2OCC=C12
true
CC1CC(C)C2CCCC12
S=C1NCC2=CCON12
156.21
41.0697
0.3941
2
1
18
24.5
COC1=NN=C2SNC=C12
COc1nnc2s[nH]cc1-2
false
CCC1CCC2CCCC12
c1nnc2s[nH]cc1-2
155.182
37.4337
0.9796
4
1
15
50.8
N=CN1C2CC1S(=O)(=O)C2
N=CN1C2CC1S(=O)(=O)C2
true
CCC1C2CC1C(C)(C)C2
O=S1(=O)CC2CC1N2
160.198
36.6025
-0.57773
3
1
18
61.23
C=C1OC2=C(C=CS2)C1=O
C=C1Oc2sccc2C1=O
false
CC1CC2CCCC2C1C
C=C1Oc2sccc2C1=O
152.174
38.4175
1.8369
3
0
14
26.3
CN(C=C(C)C)S(N)(=O)=O
CC(C)=CN(C)S(N)(=O)=O
false
CC(C)CC(C)C(C)(C)C
164.23
40.3012
0.0454
2
1
22
63.4
OC1=CSC(CCC#N)=N1
N#CCCc1nc(O)cs1
false
CCCCC1CCC(C)C1
c1cscn1
154.194
37.7128
1.30488
4
1
16
56.91
CCC(=C)C1=NN=C(C)S1
C=C(CC)c1nnc(C)s1
false
CCC(C)C1CCC(C)C1
c1nncs1
154.238
43.971
2.26972
3
0
20
25.78
CNS(=O)(=O)C(=C)C=NN
C=C(C=NN)S(=O)(=O)NC
false
CCCC(C)C(C)(C)CC
163.202
39.7989
-1.0062
4
2
19
84.55
C=CN1C(=C)CCNC1=S
C=CN1C(=C)CCNC1=S
true
CCC1C(C)CCCC1C
C=C1CCNC(=S)N1
154.238
46.3937
1.2238
1
1
20
15.27
S=C1NC2CCOCC2N1
S=C1NC2CCOCC2N1
true
CC1CC2CCCCC2C1
S=C1NC2CCOCC2N1
158.226
41.8814
-0.3784
2
2
20
33.29
COS(=O)(=O)NN1CC1C
COS(=O)(=O)NN1CC1C
true
CCC(C)(C)CC1CC1C
C1CN1
166.202
35.2325
-0.9137
4
1
20
58.41
CC=CC(=O)C1=NSC=C1
CC=CC(=O)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
153.206
41.2585
1.9019
3
0
17
29.96
C=COC=CC1=CN=CS1
C=COC=Cc1cncs1
false
CCCCCC1CCCC1
c1cscn1
153.206
42.43
2.2739
3
0
17
22.12
O=S1(=O)NC(C#N)C2CC12
N#CC1NS(=O)(=O)C2CC12
false
CCC1CC(C)(C)C2CC12
O=S1(=O)NCC2CC21
158.182
33.3515
-0.79992
3
1
16
69.96
CC1=C(C=O)C(Cl)=CN1O
Cc1c(C=O)c(Cl)cn1O
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
159.572
36.751
1.49972
3
1
16
42.23
NCCN1CC(N)S1(=O)=O
NCCN1CC(N)S1(=O)=O
true
CCCC1CC(C)C1(C)C
O=S1(=O)CCN1
165.218
37.5226
-2.1247
4
2
21
89.42
CNS(=O)(=O)CC1CCC1
CNS(=O)(=O)CC1CCC1
true
CCC(C)(C)CC1CCC1
C1CCC1
163.242
40.1875
0.3357
2
1
23
46.17
CCOC1=C(N)C(N)=CS1
CCOc1scc(N)c1N
false
CCCC1CCC(C)C1C
c1ccsc1
158.226
44.3128
1.3112
4
2
20
61.27
CC1ONS(=O)(=O)C1(C)N
CC1ONS(=O)(=O)C1(C)N
true
CC1CCC(C)(C)C1(C)C
O=S1(=O)CCON1
166.202
35.1949
-1.0856
4
2
20
81.42
CN1C2CC3=C(N=CS3)C12
CN1C2Cc3scnc3C21
false
CC1C2CC3CCCC3C12
c1nc2c(s1)CC1NC21
152.222
40.11
1.0543
3
0
18
15.9
ClC1=CC=CC(C=C)=C1Cl
C=Cc1cccc(Cl)c1Cl
false
CCC1CCCC(C)C1C
c1ccccc1
173.042
46.553
3.6364
0
0
16
0
OC(=O)CCC1=CSC=C1
O=C(O)CCc1ccsc1
false
CC(C)CCC1CCCC1
c1ccsc1
156.206
40.2758
1.7653
2
1
18
37.3
O=S1(=O)OC2CC1COC2
O=S1(=O)OC2COCC1C2
false
CC1(C)CC2CCCC1C2
O=S1(=O)OC2COCC1C2
164.182
33.0168
-0.4961
4
0
18
52.6
CC1CC2=CSN=C2N1C
CC1Cc2csnc2N1C
false
CC1CC2CCCC2C1C
c1snc2c1CCN2
154.238
43.683
1.5239
3
0
20
16.13
OC1=CC(Cl)=CC(C=C)=N1
C=Cc1cc(Cl)cc(O)n1
false
CCC1CC(C)CC(C)C1
c1ccncc1
155.584
41.0028
2.0836
2
1
16
33.12
O=CCN1CC=CNC1=S
O=CCN1CC=CNC1=S
true
CCCC1CCCCC1C
S=C1NC=CCN1
156.21
42.5107
-0.1109
2
1
18
32.34
O=S1(=O)CNCC2CCC12
O=S1(=O)CNCC2CCC21
false
CC1(C)CCCC2CCC21
O=S1(=O)CNCC2CCC21
161.226
38.3015
-0.2595
3
1
21
46.17
CNCC1=C(SN=N1)C=O
CNCc1nnsc1C=O
false
CCCC1CCCC1CC
c1csnn1
157.198
38.0602
0.07
5
1
17
54.88
CCC(=O)C(=C)S(O)(=O)=O
C=C(C(=O)CC)S(=O)(=O)O
false
CCC(C)C(C)C(C)(C)C
164.182
35.9866
0.367
3
1
18
71.44
OCC1=CS(=O)(=O)CCC1
O=S1(=O)C=C(CO)CCC1
false
CCC1CCCC(C)(C)C1
O=S1(=O)C=CCCC1
162.21
38.1896
0.0712
3
1
20
54.37
CC1=C(NC(N)=S)ON=C1
Cc1cnoc1NC(N)=S
false
CC(C)CC1CCCC1C
c1cnoc1
157.198
41.6481
0.63852
3
2
17
64.08
NC1=CC=C2CCC2=C1Cl
Nc1ccc2c(c1Cl)CC2
false
CC1CCC2CCC2C1C
c1ccc2c(c1)CC2
153.612
43.2724
2.0208
1
1
18
26.02
CNNS(=O)(=O)NCC=C
C=CCNS(=O)(=O)NNC
false
CCCCC(C)(C)CCC
165.218
39.3149
-1.2692
3
3
21
70.23