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
OCCCN1C=CSC1=N
N=c1sccn1CCCO
false
CCCCC1CCCC1C
N=c1[nH]ccs1
158.226
39.8665
0.41147
4
2
20
49.01
CCS(=O)(=O)C(C=C)C#C
C#CC(C=C)S(=O)(=O)CC
false
CCC(CC)C(C)(C)CC
158.222
42.2788
0.6089
2
0
20
34.14
CC#CCC1=NOC(=O)S1
CC#CCc1noc(=O)s1
false
CCCCC1CCC(C)C1
O=c1oncs1
155.178
37.804
0.6621
4
0
15
43.1
OC1=C(CC=C)C(Cl)=CS1
C=CCc1c(Cl)csc1O
false
CCCC1C(C)CCC1C
c1ccsc1
174.652
44.8948
2.8356
2
1
17
20.23
CC=CC1=NC(=O)SN1C
CC=Cc1nc(=O)sn1C
false
CCCC1CC(C)CC1C
O=c1nc[nH]s1
156.21
42.063
0.8749
4
0
18
34.89
O=S1(=O)CC2NCC2ON1
O=S1(=O)CC2NCC2ON1
true
CC1(C)CCC2CCC2C1
O=S1(=O)CC2NCC2ON1
164.186
33.5862
-1.8086
4
2
18
67.43
CC12OC(C3CC13)S2(=O)=O
CC12OC(C3CC31)S2(=O)=O
false
CC1(C)C2CC1(C)C1CC21
O=S1(=O)C2OC1C1CC12
160.194
33.7948
0.1234
3
0
18
43.37
OC1(CCS(O)(=O)=O)CC1
O=S(=O)(O)CCC1(O)CC1
false
CC(C)(C)CCC1(C)CC1
C1CC1
166.198
35.2164
-0.2108
3
2
20
74.6
CN1C=CC=NNS1(=O)=O
CN1C=CC=NNS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)NC=CC=NN1
161.186
37.4505
-0.7343
3
1
17
61.77
C=CC1=CC2=NSN=C2C1
C=CC1=Cc2nsnc2C1
false
CCC1CC2CCCC2C1
C1=Cc2nsnc2C1
150.206
41.787
1.6636
3
0
16
25.78
OCC1COC(=C)S1(=O)=O
C=C1OCC(CO)S1(=O)=O
false
CCC1CCC(C)C1(C)C
C=C1OCCS1(=O)=O
164.182
34.8856
-0.7365
4
1
18
63.6
OC1CC2=NSN=C2C1=C
C=C1c2nsnc2CC1O
false
CC1CC2CCCC2C1C
C=C1CCc2nsnc21
154.194
38.6538
0.4683
4
1
16
46.01
COC(=C)C1=CSC=C1Cl
C=C(OC)c1cscc1Cl
false
CCC(C)C1CCCC1C
c1ccsc1
174.652
45.372
3.0186
2
0
17
9.23
CC1=NSC=C1CNC=O
Cc1nscc1CNC=O
false
CCCCC1CCCC1C
c1cnsc1
156.21
39.7547
0.69752
3
1
18
41.99
CCC1=NC(C)=C(S1)C#C
C#Cc1sc(CC)nc1C
false
CCC1CC(C)C(CC)C1
c1cscn1
151.234
44.164
1.99522
2
0
19
12.89
COC(=C)N(C)S(N)(=O)=O
C=C(OC)N(C)S(N)(=O)=O
false
CCC(C)C(C)C(C)(C)C
166.202
37.0192
-0.7607
3
1
20
72.63
CN1OC2CC(C2)S1(=O)=O
CN1OC2CC(C2)S1(=O)=O
true
CC1CC2CC(C2)C1(C)C
O=S1(=O)NOC2CC1C2
163.198
34.5778
-0.2758
3
0
19
46.61
CCS(=O)(=O)OC(C)=NN
CCS(=O)(=O)OC(C)=NN
true
CCC(C)CC(C)(C)CC
166.202
37.8422
-0.3552
5
1
20
81.75
CC1(CC1)N1SN=NC1=O
CC1(n2snnc2=O)CC1
false
CC1CCCC1C1(C)CC1
O=c1nnsn1C1CC1
157.198
37.051
0.2088
5
0
17
47.78
ClC1=C2C(CN2N=C1)C#N
N#CC1Cn2ncc(Cl)c21
false
CCC1CC2CCC(C)C12
c1cc2n(n1)CC2
153.572
35.591
1.15728
3
0
14
41.61
NC1CC(C1)C1=NN=CS1
NC1CC(c2nncs2)C1
false
CC1CC(C2CCCC2)C1
c1nnc(C2CCC2)s1
155.226
39.8594
0.7428
4
1
19
51.8
CC(=C)C1=NC=CS1(=O)=O
C=C(C)C1=NC=CS1(=O)=O
false
CC(C)C1CCCC1(C)C
O=S1(=O)C=CN=C1
157.194
40.3088
0.8606
3
0
17
46.5
CC(C)(O)C1=C(N)N=CS1
CC(C)(O)c1scnc1N
false
CC1CCCC1C(C)(C)C
c1cscn1
158.226
41.7712
0.9527
4
2
20
59.14
CON(C=N)C(=S)N1CC1
CON(C=N)C(=S)N1CC1
true
CCC(CC)C(C)C1CC1
C1CN1
159.214
41.8027
0.05737
3
1
19
39.33
OC1=CC2=C(S1)C(=C)C=C2
C=C1C=Cc2cc(O)sc21
false
CC1CC2CCC(C)C2C1
C=C1C=Cc2ccsc21
150.202
44.0518
2.4937
2
1
16
20.23
CC1OCC(=CN)S1(=O)=O
CC1OCC(=CN)S1(=O)=O
true
CCC1CCC(C)C1(C)C
C=C1COCS1(=O)=O
163.198
36.6042
-0.4225
4
1
19
69.39
CN1C2CC(O)C1S2(=O)=O
CN1C2CC(O)C1S2(=O)=O
true
CC1CC2C(C)C1C2(C)C
O=S1(=O)C2CCC1N2
163.198
34.8826
-1.2366
4
1
19
57.61
NC(=O)CN1C=CSC1=N
N=c1sccn1CC(N)=O
false
CC(C)CC1CCCC1C
N=c1[nH]ccs1
157.198
37.3581
-0.48563
4
2
17
71.87
CC1=NOC(CC#N)=C1Cl
Cc1noc(CC#N)c1Cl
false
CCCC1CCC(C)C1C
c1cnoc1
156.572
35.567
1.7025
3
0
15
49.82
OC1CS(=O)(=O)CC1C#N
N#CC1CS(=O)(=O)CC1O
false
CCC1CC(C)(C)CC1C
O=S1(=O)CCCC1
161.182
33.7636
-1.08452
4
1
17
78.16
CC1=CC2=C(ON=C2C)S1
Cc1cc2c(C)noc2s1
false
CC1CC2CCC(C)C2C1
c1cc2cnoc2s1
153.206
41.36
2.50614
3
0
17
26.03
C=CC=CS(=O)(=O)CC#N
C=CC=CS(=O)(=O)CC#N
true
CCCCC(C)(C)CCC
157.194
38.7368
0.62448
3
0
17
57.93
CN1C(=O)SC2=C1CNC2
Cn1c2c(sc1=O)CNC2
false
CC1CC2CCCC2C1C
O=c1[nH]c2c(s1)CNC2
156.21
40.1037
0.05
4
1
18
34.03
CC(=C)S(=O)(=O)N(O)C=N
C=C(C)S(=O)(=O)N(O)C=N
false
CCC(C)C(C)(C)C(C)C
164.186
36.143
0.14807
4
2
18
81.46
OC1C=CC2=NSC(O)=C12
Oc1snc2c1C(O)C=C2
false
CC1CCC2CCC(C)C12
C1=Cc2nscc2C1
155.178
37.7726
0.9089
4
2
15
53.35
CC1=NSC(=C1)C#CCN
Cc1cc(C#CCN)sn1
false
CCCCC1CCC(C)C1
c1cnsc1
152.222
42.7834
0.76172
3
1
18
38.91
NC1=NC(=NS1)C(O)C#C
C#CC(O)c1nsc(N)n1
false
CCC(C)C1CCC(C)C1
c1ncsn1
155.182
38.1142
-0.2131
5
2
15
72.03
ON1C=C(Cl)C2=C1CCC2
On1cc(Cl)c2c1CCC2
false
CC1CC(C)C2CCCC12
c1cc2c([nH]1)CCC2
157.6
38.6515
1.8675
2
1
18
25.16
CC1=CC2=C(O1)SC(N)=N2
Cc1cc2nc(N)sc2o1
false
CC1CC2CC(C)CC2C1
c1cc2ncsc2o1
154.194
41.0354
1.77992
4
1
16
52.05
OCC12CCN1C(=S)NC2
OCC12CCN1C(=S)NC2
true
CCC12CCC(C)C1CC2
S=C1NCC2CCN12
158.226
41.7405
-0.6887
2
2
20
35.5
OC1=CC2=C(CCNC2)S1
Oc1cc2c(s1)CCNC2
false
CC1CC2CCCCC2C1
c1cc2c(s1)CCNC2
155.222
41.3945
1.0994
3
2
19
32.26
CC1=CC(NO)=CC=C1Cl
Cc1cc(NO)ccc1Cl
false
CCC1CCC(C)C(C)C1
c1ccccc1
157.6
41.5982
2.44952
2
2
18
32.26
N=C(NC1=CC=CS1)C#C
C#CC(=N)Nc1cccs1
false
CCC(C)CC1CCCC1
c1ccsc1
150.206
44.5014
1.77047
2
2
16
35.88
CC=CCC(=N)NC(N)=S
CC=CCC(=N)NC(N)=S
true
CCCCC(C)CC(C)C
157.242
47.0788
0.76307
2
3
21
61.9
NC(=O)C#CC1=NSN=C1
NC(=O)C#Cc1cnsn1
false
CC(C)CCC1CCCC1
c1cnsn1
153.166
35.9814
-0.6251
4
1
13
68.87
O=CCC1=CSN=C1C#N
N#Cc1nscc1CC=O
false
CCCC1CCCC1CC
c1cnsc1
152.178
36.597
0.75618
4
0
14
53.75
CN1CCCC1S(N)(=O)=O
CN1CCCC1S(N)(=O)=O
true
CC1CCCC1C(C)(C)C
C1CCNC1
164.23
38.7592
-0.6734
3
1
22
63.4
NCC12CC1NC(=S)NO2
NCC12CC1NC(=S)NO2
true
CCC12CCC(C)CC1C2
S=C1NOC2CC2N1
159.214
40.1448
-1.1345
3
3
19
59.31
CS(=O)(=O)C#CC(O)C=C
C=CC(O)C#CS(C)(=O)=O
false
CCC(C)CCC(C)(C)C
160.194
38.8236
-0.4612
3
1
18
54.37
CCN1SC(CC)=NC1=N
CCc1nc(=N)n(CC)s1
false
CCC1CC(C)C(CC)C1
N=c1ncs[nH]1
157.242
41.0107
1.00637
4
1
21
41.67
ON1CC=CCCNC1=S
ON1CC=CCCNC1=S
true
CC1CCCCCCC1C
S=C1NCC=CCCN1
158.226
42.8502
0.512
2
2
20
35.5
CCN1N=C(C)CS1(=O)=O
CCN1N=C(C)CS1(=O)=O
true
CCC1CC(C)CC1(C)C
O=S1(=O)CC=NN1
162.214
39.2758
0.0276
3
0
20
49.74
C=C1C(COS1(=O)=O)C=O
C=C1C(C=O)COS1(=O)=O
false
CCC1CCC(C)(C)C1C
C=C1CCOS1(=O)=O
162.166
33.5658
-0.3248
4
0
16
60.44
CC(C)(O)C1=NC=C(O)S1
CC(C)(O)c1ncc(O)s1
false
CC1CCC(C(C)(C)C)C1
c1cscn1
159.21
39.0236
1.0761
4
2
19
53.35
O=CS(=O)(=O)C=CCC#N
N#CCC=CS(=O)(=O)C=O
false
CCCCCC(C)(C)CC
159.166
35.0403
0.01878
4
0
15
75
CC(C)C(C)(N)S(N)(=O)=O
CC(C)C(C)(N)S(N)(=O)=O
true
CC(C)C(C)(C)C(C)(C)C
166.246
40.5376
-0.3942
3
2
24
86.18
CNCC1=NC(C)=C(C)S1
CNCc1nc(C)c(C)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
156.254
44.3517
1.47934
3
1
22
24.92
CC1COS(=O)(=O)C(C)=C1
CC1=CC(C)COS1(=O)=O
false
CC1CCC(C)(C)C(C)C1
O=S1(=O)C=CCCO1
162.21
37.7928
0.8863
3
0
20
43.37
COC1=CC(=CS1)C(N)=N
COc1cc(C(=N)N)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
156.21
41.8871
1.04077
3
2
18
59.1
OS(=O)(=O)C1CCCCC1
O=S(=O)(O)C1CCCCC1
false
CC(C)(C)C1CCCCC1
C1CCCCC1
164.226
38.4216
1.2069
2
1
22
54.37
CS(=O)(=O)C(=C)C(=O)CO
C=C(C(=O)CO)S(C)(=O)=O
false
CCC(C)C(C)C(C)(C)C
164.182
36.0766
-0.8939
4
1
18
71.44
NCC1NS(=O)(=O)C1C#C
C#CC1C(CN)NS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCN1
160.198
37.5189
-1.7515
3
2
18
72.19
NC1=NSC2=C1C=CC2=O
Nc1nsc2c1C=CC2=O
false
CC1CCC2C(C)CCC12
O=C1C=Cc2cnsc21
152.178
39.8909
0.9348
4
1
14
55.98
COC=NN(C)S(C)(=O)=O
COC=NN(C)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
166.202
38.1078
-0.5325
4
0
20
58.97
S=C1NCC2=CON=C2N1
S=C1NCc2conc2N1
false
CC1CCC2CCCC2C1
S=C1NCc2conc2N1
155.182
39.5634
0.4746
3
2
15
50.09
O=S1(=O)CON=CN2CC12
O=S1(=O)CON=CN2CC21
false
CC1(C)CCCCC2CC21
O=S1(=O)CON=CN2CC21
162.17
33.8578
-1.0261
5
0
16
58.74
O=CCN1CCCS1(=O)=O
O=CCN1CCCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CCCN1
163.198
36.0408
-0.7792
3
0
19
54.45
NC(=S)NC1=NC=CC1=C
C=C1C=CN=C1NC(N)=S
false
CC(C)CC1CCCC1C
C=C1C=CN=C1
153.21
45.6361
0.3016
2
2
17
50.41
CN(C)C1=C(N)C(Cl)=CN1
CN(C)c1[nH]cc(Cl)c1N
false
CC(C)C1CCC(C)C1C
c1cc[nH]c1
159.62
44.5421
1.3163
2
2
20
45.05
NC1=C(Cl)C=C(CC=C)O1
C=CCc1cc(Cl)c(N)o1
false
CCCC1CC(C)C(C)C1
c1ccoc1
157.6
42.0314
2.2437
2
1
18
39.16
CC1(CN)CC2=CSC=C12
CC1(CN)Cc2cscc21
false
CCC1(C)CC2CCCC21
c1scc2c1CC2
153.25
44.4294
1.5206
2
1
21
26.02
CS(=O)(=O)NC1=NCCN1
CS(=O)(=O)NC1=NCCN1
true
CC(C)(C)CC1CCCC1
C1=NCCN1
163.202
38.2842
-1.5052
4
2
19
70.56
CC(CC1=CSC=N1)C#N
CC(C#N)Cc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
152.222
40.595
1.84528
3
0
18
36.68
NCC1COC2=CSN=C12
NCC1COc2csnc21
false
CCC1CCC2CCCC12
c1snc2c1OCC2
156.21
39.4044
0.5778
4
1
18
48.14
C=CCCNC1=NSC=N1
C=CCCNc1ncsn1
false
CCCCCC1CCCC1
c1ncsn1
155.226
43.2127
1.5261
4
1
19
37.81
C=CC1=C2OCOC2=NS1
C=Cc1snc2c1OCO2
false
CCC1CCC2CCCC12
c1snc2c1OCO2
155.178
38.328
1.5148
4
0
15
31.35
CC1C(O)C1S(=O)(=O)C#N
CC1C(O)C1S(=O)(=O)C#N
true
CCC(C)(C)C1C(C)C1C
C1CC1
161.182
33.4916
-0.73852
4
1
17
78.16
CC1(O)CNS(=O)(=O)C=C1
CC1(O)C=CS(=O)(=O)NC1
false
CC1(C)CCC(C)(C)CC1
O=S1(=O)C=CCCN1
163.198
36.6863
-0.8159
3
2
19
66.4
C=C1OCOC2=C1C=NS2
C=C1OCOc2sncc21
false
CC1CCCC2CCCC12
C=C1OCOc2sncc21
155.178
37.728
1.4803
4
0
15
31.35
CC1=C2SC(=N)NN2C=C1
Cc1ccn2[nH]c(=N)sc12
false
CC1CC2CCC(C)C2C1
N=c1[nH]n2cccc2s1
153.21
40.2164
1.11679
3
2
17
44.05
CCC1=C(Cl)C(CN)=CO1
CCc1occ(CN)c1Cl
false
CCC1CCC(CC)C1C
c1ccoc1
159.616
40.9874
1.9541
2
1
20
39.16
CC1=CC2=CSC=C2CO1
CC1=Cc2cscc2CO1
false
CC1CCC2CCCC2C1
C1=Cc2cscc2CO1
152.218
42.759
2.6391
2
0
18
9.23
O=S1(=O)OC2CCC(C2)O1
O=S1(=O)OC2CCC(C2)O1
true
CC1(C)CC2CCC(C2)C1
O=S1(=O)OC2CCC(C2)O1
164.182
32.5168
0.1991
4
0
18
52.6
CS(=O)(=O)N1CC(N)CO1
CS(=O)(=O)N1CC(N)CO1
true
CC1CCC(C(C)(C)C)C1
C1CNOC1
166.202
35.4772
-1.4795
4
1
20
72.63
CC(O)C1=C(C)C=C(N)S1
Cc1cc(N)sc1C(C)O
false
CC1CC(C)C(C(C)C)C1
c1ccsc1
157.238
44.1022
1.69202
3
2
21
46.25
CNC(=N)C1=NSC(C)=C1
CNC(=N)c1cc(C)sn1
false
CCC(C)C1CCC(C)C1
c1cnsc1
155.226
42.7394
0.99629
3
2
19
48.77
CC(C)OC1=NC(C)=CS1
Cc1csc(OC(C)C)n1
false
CC(C)CC1CCC(C)C1
c1cscn1
157.238
42.615
2.23872
3
0
21
22.12
CC12CCN1C(=S)NNC2
CC12CCN1C(=S)NNC2
true
CC1CCCC2(C)CCC12
S=C1NNCC2CCN12
157.242
43.4644
-0.1565
2
2
21
27.3
CC#CC1=NC(O)=C(N)S1
CC#Cc1nc(O)c(N)s1
false
CCCC1CC(C)C(C)C1
c1cscn1
154.194
40.7432
0.8023
4
2
16
59.14
OC1C(=C)OCCS1(=O)=O
C=C1OCCS(=O)(=O)C1O
false
CC1CCCC(C)(C)C1C
C=C1CS(=O)(=O)CCO1
164.182
34.8856
-0.7365
4
1
18
63.6
CC1CCN1C1=NN=CS1
CC1CCN1c1nncs1
false
CC1CCC1C1CCCC1
c1nnc(N2CCC2)s1
155.226
41.334
1.1367
4
0
19
29.02
CCOS(=O)(=O)N(C)NC
CCOS(=O)(=O)N(C)NC
true
CCCC(C)(C)C(C)CC
168.218
37.3685
-0.6661
4
1
22
58.64
N=C1NC(=S)N2CC12C#N
N#CC12CN1C(=S)NC2=N
false
CCC12CC1C(C)CC2C
N=C1NC(=S)N2CC12
152.182
38.5104
-0.57025
3
2
14
62.68
NC1=C(C=C)N=C(S1)C#C
C#Cc1nc(C=C)c(N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
150.206
44.5524
1.3496
3
1
16
38.91
C=CC1=CC2=C(CCN2)S1
C=Cc1cc2c(s1)CCN2
false
CCC1CC2CCCC2C1
c1cc2c(s1)CCN2
151.234
46.6037
2.3591
2
1
19
12.03
NC1=CN(SC1=O)N1CC1
Nc1cn(N2CC2)sc1=O
false
CC1CC(C2CC2)CC1C
O=c1ccn(N2CC2)s1
157.198
40.9424
-0.5564
5
1
17
51.03
CCS(=O)(=O)NOC(C)C
CCS(=O)(=O)NOC(C)C
true
CCC(C)(C)CCC(C)C
167.23
38.8175
0.2657
3
1
23
55.4
CN1C(C#N)C2CN2C1=S
CN1C(=S)N2CC2C1C#N
false
CCC1C(C)C(C)C2CC12
S=C1NCC2CN12
153.21
40.256
-0.20692
2
0
17
30.04
CC1=C(N)SC=C1C1CN1
Cc1c(C2CN2)csc1N
false
CC1CCC(C2CC2)C1C
c1cc(C2CN2)cs1
154.238
44.2121
1.28302
3
2
20
47.96
CC1=CC(Cl)=CN=C1NO
Cc1cc(Cl)cnc1NO
false
CCC1CCC(C)CC1C
c1ccncc1
158.588
39.3932
1.84452
3
2
17
45.15