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
C#CC1CN1C1=CN=NS1
C#CC1CN1c1cnns1
false
CCC1CC1C1CCCC1
c1nnsc1N1CC1
151.194
39.876
0.3599
4
0
15
28.79
C=CCCC1=CC(=N)SN1
C=CCCc1cc(=N)s[nH]1
false
CCCCC1CCC(C)C1
N=c1cc[nH]s1
154.238
43.0424
1.67427
2
2
20
39.64
CNC1=CC=C2SN=CN12
CNc1ccc2sncn12
false
CCC1CCC2CCCC12
c1cc2sncn2c1
153.21
42.6157
1.4375
4
1
17
29.33
ClC1=CN=CN=C1C1CN1
Clc1cncnc1C1CN1
false
CC1CCCCC1C1CC1
c1cc(C2CN2)ncn1
155.588
37.7857
0.7743
3
1
16
47.72
CCCCNC1=NSC=C1
CCCCNc1ccsn1
false
CCCCCC1CCCC1
c1cnsc1
156.254
45.5117
2.3551
3
1
22
24.92
NC(C=C)C1=C(N)SC=C1
C=CC(N)c1ccsc1N
false
CCC(C)C1CCCC1C
c1ccsc1
154.238
45.8568
1.5161
3
2
20
52.04
O=C1CNS(=O)(=O)C2CN12
O=C1CNS(=O)(=O)C2CN12
true
CC1CCC(C)(C)C2CC12
O=C1CNS(=O)(=O)C2CN12
162.17
32.4235
-1.9123
3
1
16
66.25
ON1CC2(CN2C1=S)C#C
C#CC12CN(O)C(=S)N1C2
false
CCC12CC(C)C(C)C1C2
S=C1NCC2CN12
154.194
39.3605
-0.3363
2
1
16
26.48
C=CC1(CCS1(=O)=O)C#C
C#CC1(C=C)CCS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCC1
156.206
40.1648
0.3629
2
0
18
34.14
NCS(=O)(=O)OC(=C)C=C
C=CC(=C)OS(=O)(=O)CN
false
CCC(C)CC(C)(C)CC
163.198
38.3962
-0.0513
4
1
19
69.39
CNC1=NC(CC#N)=CS1
CNc1nc(CC#N)cs1
false
CCCC1CCC(CC)C1
c1cscn1
153.21
40.9777
1.25088
4
1
17
48.71
CC1OC2=C(O1)C=C(N)S2
CC1Oc2cc(N)sc2O1
false
CC1CC2CC(C)CC2C1
c1cc2c(s1)OCO2
157.194
39.4494
1.4475
4
1
17
44.48
CCC(C1CC1)S(N)(=O)=O
CCC(C1CC1)S(N)(=O)=O
true
CCC(C1CC1)C(C)(C)C
C1CC1
163.242
39.9102
0.4635
2
1
23
60.16
CC=CC1=C(C)C=C(O)S1
CC=Cc1sc(O)cc1C
false
CCCC1CC(C)CC1C
c1ccsc1
154.234
45.4288
2.79522
2
1
20
20.23
CCOS(=O)(=O)CCC=C
C=CCCS(=O)(=O)OCC
false
CCCCC(C)(C)CCC
164.226
40.2268
0.9288
3
0
22
43.37
O=C1CC2CCNC(=S)N12
O=C1CC2CCNC(=S)N12
true
CC1CCCC2CC(C)C12
O=C1CC2CCNC(=S)N12
156.21
40.4687
-0.1345
2
1
18
32.34
CC1CNNC(=S)NOC1
CC1CNNC(=S)NOC1
true
CC1CCCC(C)CCC1
S=C1NNCCCON1
161.23
41.9881
-0.4636
3
3
21
45.32
CC(C)(CN)N(O)C(N)=S
CC(C)(CN)N(O)C(N)=S
true
CCC(C)(C)C(C)C(C)C
163.246
43.5443
-0.3415
3
3
23
75.51
C1C=CC=C1C1=NC=NS1
C1=CCC(c2ncns2)=C1
false
C1CCC(C2CCCC2)C1
C1=CCC(c2ncns2)=C1
150.206
41.643
1.8814
3
0
16
25.78
O=S1(=O)OC(=CC#N)C=C1
N#CC=C1C=CS(=O)(=O)O1
false
CCCC1CCC(C)(C)C1
C=C1C=CS(=O)(=O)O1
157.15
32.8408
0.26758
4
0
13
67.16
CC1C2CC(C1O)S2(=O)=O
CC1C(O)C2CC1S2(=O)=O
false
CC1C(C)C2CC1C2(C)C
O=S1(=O)C2CCC1C2
162.21
36.2836
-0.4473
3
1
20
54.37
CCN(O)S(=O)(=O)C(C)=C
C=C(C)S(=O)(=O)N(O)CC
false
CCC(C)C(C)(C)C(C)C
165.214
37.9003
0.5609
3
1
21
57.61
OCCNC1=CC(Cl)=CN1
OCCNc1cc(Cl)c[nH]1
false
CCCCC1CCC(C)C1
c1cc[nH]c1
160.604
41.3782
1.0723
2
3
19
48.05
CC#CS(=O)(=O)C(=C)CO
C=C(CO)S(=O)(=O)C#CC
false
CCCC(C)(C)C(C)CC
160.194
38.5956
-0.112
3
1
18
54.37
OC1=C2N3CC3CC2=NS1
Oc1snc2c1N1CC1C2
false
CC1CCC2CC3CC3C12
c1snc2c1N1CC1C2
154.194
38.6168
0.5934
4
1
16
36.13
NC1CNC(=S)NC2CC12
NC1CNC(=S)NC2CC12
true
CC1CCC(C)C2CC2C1
S=C1NCCC2CC2N1
157.242
43.6068
-0.8201
2
3
21
50.08
CC(=O)CC1=NC=C(C)S1
CC(=O)Cc1ncc(C)s1
false
CC(C)CC1CCC(C)C1
c1cscn1
155.222
41.236
1.58302
3
0
19
29.96
C=C1CCS(=O)(=O)CC=C1
C=C1C=CCS(=O)(=O)CC1
false
CC1CCCC(C)(C)CC1
C=C1C=CCS(=O)(=O)CC1
158.222
41.5508
0.9173
2
0
20
34.14
CC#CCCS(=O)(=O)C#C
C#CS(=O)(=O)CCC#CC
false
CCCCCC(C)(C)CC
156.206
40.6868
0.4053
2
0
18
34.14
CCC1COCCS1(=O)=O
CCC1COCCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CCOCC1
164.226
38.6848
0.21
3
0
22
43.37
CCS(=O)(=O)N1CC1CN
CCS(=O)(=O)N1CC1CN
true
CCC1CC1C(C)(C)CC
C1CN1
164.23
39.0092
-1.021
3
1
22
63.17
O=C1C2CC(C2)OS1(=O)=O
O=C1C2CC(C2)OS1(=O)=O
true
CC1C2CC(C2)CC1(C)C
O=C1C2CC(C2)OS1(=O)=O
162.166
31.5238
-0.3484
4
0
16
60.44
ON(C=C)C(=S)NC1CC1
C=CN(O)C(=S)NC1CC1
false
CCC(C)C(C)CC1CC1
C1CC1
158.226
42.5782
0.858
2
2
20
35.5
NNS(=O)(=O)C1CC(O)C1
NNS(=O)(=O)C1CC(O)C1
true
CCC(C)(C)C1CC(C)C1
C1CCC1
166.202
35.2717
-1.6972
4
3
20
92.42
CS(=O)(=O)C1(CC=O)CC1
CS(=O)(=O)C1(CC=O)CC1
true
CCCC1(C(C)(C)C)CC1
C1CC1
162.21
37.4898
0.1526
3
0
20
51.21
NC1=CSC=C1C(O)C#N
N#CC(O)c1cscc1N
false
CCC(C)C1CCCC1C
c1ccsc1
154.194
39.3042
0.88728
4
2
16
70.04
CC1COC1S(=O)(=O)C=O
CC1COC1S(=O)(=O)C=O
true
CCC(C)(C)C1CCC1C
C1COC1
164.182
34.5743
-0.4162
4
0
18
60.44
OC1=C2N3CC3CC2=CS1
Oc1scc2c1N1CC1C2
false
CC1CCC2CC3CC3C12
c1scc2c1CC1CN21
153.206
40.8218
1.1984
3
1
17
23.24
CC12CC1C=NNC(=S)N2
CC12CC1C=NNC(=S)N2
true
CC1CCCC2CC2(C)C1
S=C1NN=CC2CC2N1
155.226
43.8734
0.2285
2
2
19
36.42
OC1C2OC1C1=C2SC=N1
OC1C2OC1c1scnc12
false
CC1C2CC1C1CCCC21
c1nc2c(s1)C1CC2O1
155.178
34.6878
0.63
4
1
15
42.35
C1CCC(C1)C1=NN=NS1
C1CCC(c2nnns2)C1
false
C1CCC(C2CCCC2)C1
C1CCC(c2nnns2)C1
155.226
38.913
1.5907
4
0
19
38.67
CC1(C)OC2=C(O1)C=CS2
CC1(C)Oc2ccsc2O1
false
CC1(C)CC2CCCC2C1
c1cc2c(s1)OCO2
156.206
39.654
2.2554
3
0
18
18.46
C=C1CCC2=CSN=C2C1
C=C1CCc2csnc2C1
false
CC1CCC2CCCC2C1
C=C1CCc2csnc2C1
151.234
43.279
2.188
2
0
19
12.89
NC1=CC=C(S1)C=CC#C
C#CC=Cc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
149.218
46.5984
1.9767
2
1
17
26.02
CON(C=N)C1=CC=CS1
CON(C=N)c1cccs1
false
CCC(CC)C1CCCC1
c1ccsc1
156.21
42.5907
1.72297
3
1
18
36.32
CCC1=C(N=NS1)C(C)O
CCc1snnc1C(C)O
false
CCC1CCCC1C(C)C
c1csnn1
158.226
39.9208
1.1538
4
1
20
46.01
NC1=CC2=C(SC=C2)N=N1
Nc1cc2ccsc2nn1
false
CC1CCC2CCCC2C1
c1cc2ccsc2nn1
151.194
41.8274
1.2735
4
1
15
51.8
CCCNC1=NC(O)=CS1
CCCNc1nc(O)cs1
false
CCCCC1CCC(C)C1
c1cscn1
158.226
42.5595
1.6706
4
2
20
45.15
CCN1CC(C)S(=O)(=O)N1
CCN1CC(C)S(=O)(=O)N1
true
CCC1CC(C)C(C)(C)C1
O=S1(=O)CCNN1
164.23
38.7645
-0.4552
3
1
22
49.41
O=C1SNN=C1C1CCN1
O=c1s[nH]nc1C1CCN1
false
CC1CCCC1C1CCC1
O=c1s[nH]nc1C1CCN1
157.198
38.0954
-0.1342
4
2
17
57.78
CC=C1C(C)=CNS1(=O)=O
CC=C1C(C)=CNS1(=O)=O
true
CCC1C(C)CCC1(C)C
C=C1C=CNS1(=O)=O
159.21
39.5695
0.727
2
1
19
46.17
O=C1CC2(CO2)S(=O)(=O)C1
O=C1CC2(CO2)S(=O)(=O)C1
true
CC1CC(C)(C)C2(CC2)C1
O=C1CC2(CO2)S(=O)(=O)C1
162.166
32.0938
-0.8995
4
0
16
63.74
CC(=C)CCC1=NC=CS1
C=C(C)CCc1nccs1
false
CC(C)CCC1CCCC1
c1cscn1
153.25
45.249
2.6518
2
0
21
12.89
COC1=C2C(C)CC2=NS1
COc1snc2c1C(C)C2
false
CCC1CCC2CC(C)C12
c1snc2c1CC2
155.222
40.785
1.8113
3
0
19
22.12
CC=CS(=O)(=O)NCC=O
CC=CS(=O)(=O)NCC=O
true
CCCCC(C)(C)CCC
163.198
37.8005
-0.3617
3
1
19
63.24
NC1C=CCC2=C1SC=C2
NC1C=CCc2ccsc21
false
CC1CCCC2CCCC12
C1=CCc2sccc2C1
151.234
44.0914
1.8602
2
1
19
26.02
CCC=CN1N=CSC1=N
CCC=Cn1ncsc1=N
false
CCCCC1CCCC1C
N=c1[nH]ncs1
155.226
41.5797
1.30477
4
1
19
41.67
CC(=C)OC1=CC(N)=CS1
C=C(C)Oc1cc(N)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
155.222
44.1734
2.2427
3
1
19
35.25
CN(CC#CCO)C(N)=S
CN(CC#CCO)C(N)=S
true
CCCCCC(C)C(C)C
158.226
44.2772
-0.8425
2
2
20
49.49
C1CN2CC3=C(N=CS3)C12
c1nc2c(s1)CN1CCC21
false
C1CC2CC3CCC3C2C1
c1nc2c(s1)CN1CCC21
152.222
39.882
1.4035
3
0
18
16.13
CC1C2N1NS(=O)(=O)C2=C
C=C1C2C(C)N2NS1(=O)=O
false
CC1C2CC(C)(C)C(C)C12
C=C1C2CN2NS1(=O)=O
160.198
36.2845
-0.5792
3
1
18
49.18
CC(O)C1=C(N)NC(=N)S1
CC(O)c1sc(=N)[nH]c1N
false
CC1CC(C)C(C(C)C)C1
N=c1[nH]ccs1
159.214
39.5706
0.19117
4
4
19
85.89
CC=CCS(=O)(=O)C(C)=C
C=C(C)S(=O)(=O)CC=CC
false
CCCCC(C)(C)C(C)C
160.238
43.4148
1.5109
2
0
22
34.14
CN1C=C(Cl)C(N)=C1CO
Cn1cc(Cl)c(N)c1CO
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
160.604
40.7582
0.753
3
2
19
51.18
CCC1C(CS1(=O)=O)C#N
CCC1C(C#N)CS1(=O)=O
false
CCC1CC(C)(C)C1CC
O=S1(=O)CCC1
159.21
36.9688
0.33318
3
0
19
57.93
CCCCS(=O)(=O)C(C)C
CCCCS(=O)(=O)C(C)C
true
CCCCC(C)(C)C(C)C
164.27
43.8308
1.6097
2
0
26
34.14
CC1C(N)C1C1=NC=NS1
CC1C(N)C1c1ncns1
false
CC1C(C)C1C1CCCC1
c1nsc(C2CC2)n1
155.226
39.7894
0.5987
4
1
19
51.8
C=C1OCC(=N)NS1(=O)=O
C=C1OCC(=N)NS1(=O)=O
true
CC1CCC(C)C(C)(C)C1
C=C1OCC(=N)NS1(=O)=O
162.17
34.8742
-0.61553
4
2
16
79.25
C=C1CC=CNS(=O)(=O)C1
C=C1CC=CNS(=O)(=O)C1
true
CC1CCCCC(C)(C)C1
C=C1CC=CNS(=O)(=O)C1
159.21
39.8195
0.3794
2
1
19
46.17
CNC1=NSC2=C1OC=C2
CNc1nsc2ccoc12
false
CCC1CCC2CCCC12
c1cc2sncc2o1
154.194
41.4327
1.931
4
1
16
38.06
C=C1OC=NC2=CSC=C12
C=C1OC=Nc2cscc21
false
CC1CCCC2CCCC12
C=C1OC=Nc2cscc21
151.19
42.59
2.4088
3
0
15
21.59
O=C1CNC2=C(N1)SC=C2
O=C1CNc2ccsc2N1
false
CC1CCC2CCCC2C1
O=C1CNc2ccsc2N1
154.194
41.4384
1.1121
3
2
16
41.13
CC1OCC=C1S(C)(=O)=O
CC1OCC=C1S(C)(=O)=O
true
CC1CCCC1C(C)(C)C
C1=CCOC1
162.21
38.3408
0.3336
3
0
20
43.37
CC1=CN(CCN)C(=O)S1
Cc1cn(CCN)c(=O)s1
false
CCCC1CC(C)CC1C
O=c1[nH]ccs1
158.226
42.3704
0.17692
4
1
20
48.02
NC(=S)N1C=NC=C1C=C
C=Cc1cncn1C(N)=S
false
CCC1CCCC1C(C)C
c1c[nH]cn1
153.21
44.5014
0.6178
3
1
17
43.84
NCC1OC1C1=CSC=C1
NCC1OC1c1ccsc1
false
CCC1CC1C1CCCC1
c1cc(C2CO2)cs1
155.222
40.9874
1.1467
3
1
19
38.55
ClC1=CC(=N)OC(C=C)=C1
C=Cc1cc(Cl)cc(=N)o1
false
CCC1CC(C)CC(C)C1
N=c1cccco1
155.584
39.6637
2.05547
2
1
16
36.99
NC1=C(C=CS1)N=CNO
Nc1sccc1N=CNO
false
CCCCC1CCCC1C
c1ccsc1
157.198
41.8056
0.9689
4
3
17
70.64
CC(C)=CC1=CC(Cl)=CS1
CC(C)=Cc1cc(Cl)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
172.68
48.654
3.8247
1
0
19
0
OCC1NCC(=C)S1(=O)=O
C=C1CNC(CO)S1(=O)=O
false
CCC1CCC(C)C1(C)C
C=C1CNCS1(=O)=O
163.198
36.9363
-1.1635
4
2
19
66.4
CC1(C)NCC1S(N)(=O)=O
CC1(C)NCC1S(N)(=O)=O
true
CC(C)(C)C1CCC1(C)C
C1CNC1
164.23
38.9769
-0.9747
3
2
22
72.19
CCC1=C(Cl)C(CN)=CN1
CCc1[nH]cc(CN)c1Cl
false
CCC1CCC(CC)C1C
c1cc[nH]c1
158.632
43.0721
1.6892
1
2
21
41.81
CC1=C2OCCOC2=NS1
Cc1snc2c1OCCO2
false
CC1CCC2CCCCC12
c1snc2c1OCCO2
157.194
37.841
1.22272
4
0
17
31.35
NCCC1=C(SN=C1)C=C
C=Cc1sncc1CCN
false
CCCC1CCCC1CC
c1cnsc1
154.238
44.9634
1.2873
3
1
20
38.91
N=C1SNC2=C1C(=O)CC2
N=c1s[nH]c2c1C(=O)CC2
false
CC1CCC2CCC(C)C12
N=c1s[nH]c2c1C(=O)CC2
154.194
37.1759
0.68457
3
2
16
56.71
NCC1(O)CN(C1)C(N)=S
NCC1(O)CN(C(N)=S)C1
false
CCC1(C)CC(C(C)C)C1
C1CNC1
161.23
42.3626
-1.7646
3
3
21
75.51
NS(=O)(=O)NC1=NCCC1
NS(=O)(=O)NC1=NCCC1
true
CC(C)(C)CC1CCCC1
C1=NCCC1
163.202
37.7789
-1.0282
3
2
19
84.55
NC1C2NC2C2=C1SC=N2
NC1c2scnc2C2NC12
false
CC1C2CCCC2C2CC12
c1nc2c(s1)CC1NC21
153.21
38.7071
0.1694
4
2
17
60.85
CCCC1=NSC(O)=C1Cl
CCCc1nsc(O)c1Cl
false
CCCC1CCC(C)C1C
c1cnsc1
177.656
42.7838
2.4546
3
1
18
33.12
CC1C2CCCNC(=S)N12
CC1C2CCCNC(=S)N12
true
CC1CCCCC2C(C)C12
S=C1NCCCC2CN12
156.254
44.9237
0.7274
1
1
22
15.04
CC(C)(C#N)C1=NSC=N1
CC(C)(C#N)c1ncsn1
false
CCC(C)(C)C1CCCC1
c1ncsn1
153.21
38.548
1.33928
4
0
17
49.57
NN1C(=S)NC2(CC2)C1=O
NN1C(=O)C2(CC2)NC1=S
false
CC1CC2(CC2)C(C)C1C
O=C1NC(=S)NC12CC2
157.198
38.7321
-0.8906
3
2
17
58.36
CC#CC1=CSC=C1CN
CC#Cc1cscc1CN
false
CCCC1CCCC1CC
c1ccsc1
151.234
44.7624
1.5782
2
1
19
26.02
COC(CC#C)S(N)(=O)=O
C#CCC(OC)S(N)(=O)=O
false
CCCC(CC)C(C)(C)C
163.198
37.3542
-0.7293
3
1
19
69.39
O=C1NC(=CS1)C1CCN1
O=c1[nH]c(C2CCN2)cs1
false
CC1CCC(C2CCC2)C1
O=c1[nH]c(C2CCN2)cs1
156.21
40.3004
0.4708
3
2
18
44.89
CC1CC1NS(=O)(=O)NN
CC1CC1NS(=O)(=O)NN
true
CCC(C)(C)CC1CC1C
C1CC1
165.218
36.9476
-1.3075
3
3
21
84.22
CS(=O)(=O)C(CO)=CCO
CS(=O)(=O)C(=CCO)CO
false
CCCC(CC)C(C)(C)C
166.198
37.0984
-1.1005
4
2
20
74.6
NC1=C(Cl)C2=C(N1)C=NS2
Nc1[nH]c2cnsc2c1Cl
false
CC1CC2CCCC2C1C
c1cc2sncc2[nH]1
173.628
43.3931
1.86
3
2
14
54.7
C=NNC1=NSC(=C1)C#N
C=NNc1cc(C#N)sn1
false
CCCC1CCC(CC)C1
c1cnsc1
152.182
40.0007
1.04228
5
1
14
61.07
ClC1=CC=C(Cl)C(=O)N=C1
O=c1ncc(Cl)ccc1Cl
false
CC1CCC(C)C(C)CC1
O=c1cccccn1
176.002
40.527
1.7486
2
0
13
29.96