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
CCCC1=C(CN)C=NS1
CCCc1sncc1CN
false
CCCC1CCCC1CC
c1cnsc1
156.254
44.0004
1.5543
3
1
22
38.91
O=C1CCC2=C(N1)SC=N2
O=C1CCc2ncsc2N1
false
CC1CCC2CCCC2C1
O=C1CCc2ncsc2N1
154.194
39.0647
1.0278
3
1
16
41.99
ClC1=CNC2=C1C(=C)CN2
C=C1CNc2[nH]cc(Cl)c21
false
CC1CCC2CCC(C)C12
C=C1CNc2[nH]ccc21
154.6
43.3264
2.1068
1
2
17
27.82
CC(CO)N(C)S(C)(=O)=O
CC(CO)N(C)S(C)(=O)=O
true
CCC(C)C(C)C(C)(C)C
167.23
39.1546
-0.7414
3
1
23
57.61
CC1=NN2SC=C(Cl)C2=N1
Cc1nc2c(Cl)csn2n1
false
CC1CC2CCC(C)C2C1
c1nc2ccsn2n1
173.628
40.611
1.75262
4
0
14
30.19
C=CN1C(=N)NCS1(=O)=O
C=CN1C(=N)NCS1(=O)=O
true
CCC1C(C)CCC1(C)C
N=C1NCS(=O)(=O)N1
161.186
36.6852
-0.74283
3
2
17
73.26
CC1=C(N)SC(NC=N)=C1
Cc1cc(NC=N)sc1N
false
CCCC1CC(C)C(C)C1
c1ccsc1
155.226
45.8748
1.65769
3
3
19
61.9
CCCC1=C(C)SN=C1N
CCCc1c(N)nsc1C
false
CCCC1C(C)CCC1C
c1cnsc1
156.254
45.2584
1.98622
3
1
22
38.91
NS(=O)(=O)C1=CCC(=N)N1
N=C1CC=C(S(N)(=O)=O)N1
false
CC1CCC(C(C)(C)C)C1
N=C1CC=CN1
161.186
36.6696
-0.91313
3
3
17
96.04
CC1=C(N)C=CC(Cl)=C1C
Cc1c(N)ccc(Cl)c1C
false
CC1CCC(C)C(C)C1C
c1ccccc1
155.628
45.3384
2.53904
1
1
20
26.02
CC1NC1CC1=NN=CS1
CC1NC1Cc1nncs1
false
CC1CC1CC1CCCC1
c1nnc(CC2CN2)s1
155.226
39.9987
0.4409
4
1
19
47.72
NN1C=COCCS1(=O)=O
NN1C=COCCS1(=O)=O
true
CC1CCCCCC1(C)C
O=S1(=O)CCOC=CN1
164.186
34.9052
-1.0067
4
1
18
72.63
CCC1=NSC(C)=C1NC
CCc1nsc(C)c1NC
false
CCC1CCC(C)C1CC
c1cnsc1
156.254
45.7757
2.05562
3
1
22
24.92
CC1NC(=S)NCC1C=C
C=CC1CNC(=S)NC1C
false
CCC1CCC(C)CC1C
S=C1NCCCN1
156.254
46.8854
0.6548
1
2
22
24.06
CC1=C(O)N2SC=CC2=C1
Cc1cc2ccsn2c1O
false
CC1CC2CCCC2C1C
c1cc2ccsn2c1
153.206
41.6758
2.01482
3
1
17
24.64
CCCN1C=CCS1(=O)=O
CCCN1C=CCS1(=O)=O
true
CCCC1CCCC1(C)C
O=S1(=O)CC=CN1
161.226
39.9238
0.5555
2
0
21
37.38
NN1C(=N)C2CC2S1(=O)=O
N=C1C2CC2S(=O)(=O)N1N
false
CC1C2CC2C(C)(C)C1C
N=C1NS(=O)(=O)C2CC12
161.186
34.5679
-1.12873
4
2
17
87.25
CC(C)C1=NSC(C)=C1Cl
Cc1snc(C(C)C)c1Cl
false
CC(C)C1CCC(C)C1C
c1cnsc1
175.684
45.95
3.22832
2
0
20
12.89
CC1CN(C)CS(=O)(=O)C1
CC1CN(C)CS(=O)(=O)C1
true
CC1CC(C)CC(C)(C)C1
O=S1(=O)CCCNC1
163.242
40.4478
-0.0598
3
0
23
37.38
CNC1=C2SC=NC2=CS1
CNc1scc2ncsc12
false
CCC1CCC2CCCC12
c1nc2cscc2s1
170.262
47.0437
2.3995
4
1
16
24.92
CC(=O)C1CNS(=O)(=O)N1
CC(=O)C1CNS(=O)(=O)N1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)NCCN1
164.186
34.5272
-1.6184
3
2
18
75.27
CN1C=C(C)CONC1=S
CC1=CN(C)C(=S)NOC1
false
CC1CCCC(C)C(C)C1
S=C1NC=CCON1
158.226
43.2057
0.6417
2
1
20
24.5
CC1=C(CC=O)SC=C1O
Cc1c(O)csc1CC=O
false
CCCC1CCC(C)C1C
c1ccsc1
156.206
40.4888
1.50352
3
1
18
37.3
CCS(=O)(=O)NN(C)C=O
CCS(=O)(=O)NN(C)C=O
true
CCC(C)CC(C)(C)CC
166.202
36.4235
-1.0711
3
1
20
66.48
CC#CCN1N=NSC1=O
CC#CCn1nnsc1=O
false
CCCCC1CCCC1C
O=c1[nH]nns1
155.182
37.619
-0.2769
5
0
15
47.78
O=C1OC=CC2=C1N=CS2
O=c1occc2scnc12
false
CC1CCCC2CCCC12
O=c1occc2scnc12
153.162
38.156
1.2495
4
0
13
43.1
C1OC2=NN3C=NSC3=C12
c1nsc2c3c(nn12)OC3
false
C1CC2CC3CCC3C2C1
c1nsc2c3c(nn12)OC3
153.166
35.196
0.6832
5
0
13
39.42
ClC1=CN(C=O)C(=O)C=C1
O=Cn1cc(Cl)ccc1=O
false
CCC1CC(C)CCC1C
O=c1cccc[nH]1
157.556
37.8605
0.54
3
0
14
39.07
O=C1CC2CC1CS2(=O)=O
O=C1CC2CC1CS2(=O)=O
true
CC1CC2CC1CC2(C)C
O=C1CC2CC1CS2(=O)=O
160.194
35.3058
-0.2375
3
0
18
51.21
COC1=CSC(=N1)N(C)C
COc1csc(N(C)C)n1
false
CCC1CCC(C(C)C)C1
c1cscn1
158.226
42.993
1.2177
4
0
20
25.36
C=CS(=O)(=O)CC1CCN1
C=CS(=O)(=O)CC1CCN1
true
CCC(C)(C)CC1CCC1
C1CNC1
161.226
40.3915
-0.0934
3
1
21
46.17
CC(CC1=CN=CS1)=NO
CC(Cc1cncs1)=NO
false
CCC(C)CC1CCCC1
c1cscn1
156.21
40.7135
1.5357
4
1
18
45.48
CC(=C)C1=NC=C(S1)C#C
C#Cc1cnc(C(=C)C)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
149.218
44.757
2.1575
2
0
17
12.89
CC=CNS(=O)(=O)NC=C
C=CNS(=O)(=O)NC=CC
false
CCCCC(C)(C)CCC
162.214
40.2022
0.0875
2
2
20
58.2
CC#CS(=O)(=O)C1NC1C
CC#CS(=O)(=O)C1NC1C
true
CCCC(C)(C)C1CC1C
C1CN1
159.21
38.7555
-0.3002
3
1
19
56.08
CCC(C)N(C=O)C(N)=S
CCC(C)N(C=O)C(N)=S
true
CCC(C)C(CC)C(C)C
160.242
44.4414
0.4869
2
1
22
46.33
CC1=C(C=NS1(=O)=O)C#N
CC1=C(C#N)C=NS1(=O)=O
false
CCC1CCC(C)(C)C1C
O=S1(=O)C=CC=N1
156.166
35.7248
0.19818
3
0
14
70.29
NC1CC1OC1=CN=CS1
NC1CC1Oc1cncs1
false
CC1CC1CC1CCCC1
c1ncc(OC2CC2)s1
156.21
39.1224
0.6215
4
1
18
48.14
CC#CC(=C)C1=NN=NS1
C=C(C#CC)c1nnns1
false
CCCC(C)C1CCCC1
c1nnns1
151.194
40.188
0.9696
4
0
15
38.67
CCNS(=O)(=O)C=CC=O
CCNS(=O)(=O)C=CC=O
true
CCCCC(C)(C)CCC
163.198
37.8005
-0.3617
3
1
19
63.24
CC12CC(CCN1)S2(=O)=O
CC12CC(CCN1)S2(=O)=O
true
CC12CCCC(C1)C2(C)C
O=S1(=O)C2CCNC1C2
161.226
38.3495
-0.117
3
1
21
46.17
CN1C2C(O)CC2NC1=S
CN1C(=S)NC2CC(O)C21
false
CC1CC2CC(C)C2C1C
S=C1NC2CCC2N1
158.226
41.6965
-0.6919
2
2
20
35.5
C=NN=C1C=CSN1C=O
C=NN=c1ccsn1C=O
false
CCCC1CCCC1CC
N=c1ccs[nH]1
155.182
39.5695
0.1042
5
0
15
46.72
NS(=O)(=O)C1CC(C1)C#N
N#CC1CC(S(N)(=O)=O)C1
false
CCC1CC(C(C)(C)C)C1
C1CCC1
160.198
35.2322
-0.42292
3
1
18
83.95
OCC1=C2SC=CN2C=C1
OCc1ccn2ccsc12
false
CCC1CCC2CCCC12
c1cc2sccn2c1
153.206
41.1968
1.4931
3
1
17
24.64
COC1CC2OC1S2(=O)=O
COC1CC2OC1S2(=O)=O
true
CCC1CC2CC1C2(C)C
O=S1(=O)C2CCC1O2
164.182
32.9948
-0.4977
4
0
18
52.6
CS(=O)(=O)C(=N)NCC#C
C#CCNC(=N)S(C)(=O)=O
false
CCCCC(C)C(C)(C)C
160.198
39.4062
-0.81143
3
2
18
70.02
OCC1CN1C1=CN=NS1
OCC1CN1c1cnns1
false
CCC1CC1C1CCCC1
c1nnsc1N1CC1
157.198
38.1288
-0.281
5
1
17
49.02
CS(=O)(=O)N1CCC2CC12
CS(=O)(=O)N1CCC2CC21
false
CC(C)(C)C1CCC2CC21
C1CC2CC2N1
161.226
38.0618
0.0402
2
0
21
37.38
CN1C(=O)NC2=C1C=CS2
Cn1c(=O)[nH]c2sccc21
false
CC1CC2CCCC2C1C
O=c1[nH]c2ccsc2[nH]1
154.194
41.4167
0.9281
3
1
16
37.79
CC1CNC1C1=CC=CS1
CC1CNC1c1cccs1
false
CC1CCC1C1CCCC1
c1csc(C2CCN2)c1
153.25
44.2267
2.0285
2
1
21
12.03
CC=CC1CNC(=S)N1C
CC=CC1CNC(=S)N1C
true
CCCC1CCC(C)C1C
S=C1NCCN1
156.254
46.9657
0.751
1
1
22
15.27
CC1=C2CCC2=C(CN)S1
Cc1sc(CN)c2c1CC2
false
CCC1CC(C)C2CCC12
c1scc2c1CC2
153.25
44.3554
1.61382
2
1
21
26.02
CCS(=O)(=O)C(=C)C1CC1
C=C(C1CC1)S(=O)(=O)CC
false
CCC(C)(C)C(C)C1CC1
C1CC1
160.238
41.3248
1.3448
2
0
22
34.14
CC(=C)C1=C(SN=N1)C=O
C=C(C)c1nnsc1C=O
false
CCC1CCCC1C(C)C
c1csnn1
154.194
40.0045
1.3837
4
0
16
42.85
CCCN(C)C(=S)NN=C
C=NNC(=S)N(C)CCC
false
CCCC(C)C(C)CCC
159.258
48.2037
0.8183
2
1
23
27.63
CC(C)OCCS(O)(=O)=O
CC(C)OCCS(=O)(=O)O
false
CC(C)CCCC(C)(C)C
168.214
37.5036
0.2992
3
1
22
63.6
NCC1OC2=NSC(N)=C12
NCC1Oc2nsc(N)c21
false
CCC1CC2CCC(C)C12
c1snc2c1CO2
157.198
38.9498
0.1175
5
2
17
74.16
CC1=C(Cl)C=C(O)N1C=N
Cc1c(Cl)cc(O)n1C=N
false
CCC1C(C)CC(C)C1C
c1cc[nH]c1
158.588
40.0255
1.61069
3
2
17
49.01
C1COC2=C(CN1)SC=N2
c1nc2c(s1)CNCCO2
false
C1CCC2CCCC2CC1
c1nc2c(s1)CNCCO2
156.21
39.3157
0.6251
4
1
18
34.15
CN(C)N1SC(=O)C=C1C
Cc1cc(=O)sn1N(C)C
false
CC1CC(C)C(C(C)C)C1
O=c1cc[nH]s1
158.226
43.381
0.41582
4
0
20
25.24
CCCN(CC#N)C(N)=S
CCCN(CC#N)C(N)=S
true
CCCC(CCC)C(C)C
157.242
44.2624
0.46558
2
1
21
53.05
OCC1(CNC(=S)N1)C=C
C=CC1(CO)CNC(=S)N1
false
CCC1(CC)CCC(C)C1
S=C1NCCN1
158.226
43.7502
-0.6188
2
3
20
44.29
N=C1N=COC2=C1SC=N2
N=c1ncoc2ncsc12
false
CC1CCCC2CCCC12
N=c1ncoc2ncsc12
153.166
35.5357
0.76377
5
1
13
62.77
ON1C(=N)C=CCS1(=O)=O
N=C1C=CCS(=O)(=O)N1O
false
CC1CCCC(C)(C)C1C
N=C1C=CCS(=O)(=O)N1
162.17
34.279
-0.44553
4
2
16
81.46
CCCC1NC(=S)N2CC12
CCCC1NC(=S)N2CC12
true
CCCC1CC(C)C2CC12
S=C1NCC2CN12
156.254
44.9237
0.7274
1
1
22
15.04
NC1=C(O)SC(CCO)=C1
Nc1cc(CCO)sc1O
false
CCCC1CC(C)C(C)C1
c1ccsc1
159.21
41.186
0.5707
4
3
19
66.48
O=S1(=O)CCC2(CC2)C=C1
O=S1(=O)C=CC2(CC2)CC1
false
CC1(C)CCC2(CC1)CC2
O=S1(=O)C=CC2(CC2)CC1
158.222
39.2108
1.0988
2
0
20
34.14
CC1(C)CN2C1=CSC2=O
CC1(C)Cn2c1csc2=O
false
CC1CCC2C1CC2(C)C
O=c1scc2n1CC2
155.222
41.605
1.201
3
0
19
22
CC1OC1C(=C)S(N)(=O)=O
C=C(C1OC1C)S(N)(=O)=O
false
CC1CC1C(C)C(C)(C)C
C1CO1
163.198
36.5822
-0.4241
3
1
19
72.69
OC1C(CCS1(=O)=O)C=C
C=CC1CCS(=O)(=O)C1O
false
CCC1CCC(C)(C)C1C
O=S1(=O)CCCC1
162.21
38.0976
-0.0745
3
1
20
54.37
OCC1=C2N=CSN2C=N1
OCc1ncn2scnc12
false
CCC1CCC2CCCC12
c1nc2cncn2s1
155.182
36.7868
0.2831
5
1
15
50.42
COC1=NC(CN)=C(N)S1
COc1nc(CN)c(N)s1
false
CCC1CC(C)C(CC)C1
c1cscn1
159.214
40.9698
0.1926
5
2
19
74.16
CN=CN1SC=C(O)C1=N
CN=Cn1scc(O)c1=N
false
CCCC1CCC(C)C1C
N=c1ccs[nH]1
157.198
39.6425
0.24087
5
2
17
61.37
CC1=C2OCCN2C(=N)S1
Cc1sc(=N)n2c1OCC2
false
CC1CC(C)C2CCCC12
N=c1scc2n1CCO2
156.21
38.3957
0.72989
4
1
18
38.01
OC1CCC1C1=NN=NS1
OC1CCC1c1nnns1
false
CC1CCC1C1CCCC1
C1CC(c2nnns2)C1
157.198
35.6858
0.1714
5
1
17
58.9
CCC(CN)C1=NC=CS1
CCC(CN)c1nccs1
false
CCC(CC)C1CCCC1
c1cscn1
156.254
44.2004
1.5954
3
1
22
38.91
C=C1CCC2=C(O1)SC=N2
C=C1CCc2ncsc2O1
false
CC1CCC2CCCC2C1
C=C1CCc2ncsc2O1
153.206
40.203
1.9818
3
0
17
22.12
CCN(N=C)C(=S)N(C)C
C=NN(CC)C(=S)N(C)C
false
CCC(CC)C(C)C(C)C
159.258
48.214
0.7704
2
0
23
18.84
NC1=CC(Cl)=CC(N)=C1Cl
Nc1cc(Cl)cc(N)c1Cl
false
CC1CC(C)C(C)C(C)C1
c1ccccc1
177.034
45.2868
2.1578
2
2
16
52.04
NC(=S)NC=C(CO)C#C
C#CC(=CNC(N)=S)CO
false
CCC(CC)CCC(C)C
156.21
43.9229
-0.671
2
3
18
58.28
ON=C1C=CC2=C1N=CS2
ON=C1C=Cc2scnc21
false
CCC1CCC2CCCC12
N=C1C=Cc2scnc21
152.178
39.4715
1.3482
4
1
14
45.48
CC1OCC2CS(=O)(=O)C12
CC1OCC2CS(=O)(=O)C21
false
CC1CCC2CC(C)(C)C12
O=S1(=O)CC2COCC21
162.21
36.4788
-0.1817
3
0
20
43.37
O=CC1CC1C1=NC=CS1
O=CC1CC1c1nccs1
false
CCC1CC1C1CCCC1
c1csc(C2CC2)n1
153.206
39.026
1.4455
3
0
17
29.96
CN1C(C)=NC2=NSC=C12
Cc1nc2nscc2n1C
false
CC1CC2CCCC2C1C
c1nc2nscc2[nH]1
153.21
41.123
1.33822
4
0
17
30.71
CC1=C(Cl)C=C(CC#C)N1
C#CCc1cc(Cl)c(C)[nH]1
false
CCCC1CC(C)C(C)C1
c1cc[nH]c1
153.612
43.0767
2.15222
0
1
18
15.79
CC12OC1CS(=O)(=O)C2=C
C=C1C2(C)OC2CS1(=O)=O
false
CC1C(C)(C)CC2CC21C
C=C1C2OC2CS1(=O)=O
160.194
36.2048
0.086
3
0
18
46.67
CNN=C1SC(C)=C(C)S1
CNN=c1sc(C)c(C)s1
false
CCCC1CC(C)C(C)C1
N=c1sccs1
174.294
46.2927
1.46154
4
1
20
24.39
CCC(C)C1=C(O)SC=C1
CCC(C)c1ccsc1O
false
CCC(C)C1CCCC1C
c1ccsc1
156.25
44.6898
2.9672
2
1
22
20.23
CCN1CCS(=O)(=O)CC1
CCN1CCS(=O)(=O)CC1
true
CCC1CCC(C)(C)CC1
O=S1(=O)CCNCC1
163.242
40.7678
-0.2633
3
0
23
37.38
ClC1=C2CCCC(S2)=C1Cl
Clc1c2sc(c1Cl)CCC2
false
CC1C2CCCC(C2)C1C
c1cc2sc1CCC2
193.098
46.364
3.5436
1
0
16
0
ON=CS(=O)(=O)C#CC=C
C=CC#CS(=O)(=O)C=NO
false
CCCCC(C)(C)CCC
159.166
37.1713
-0.0344
4
1
15
66.73
CC=C(NS(C)(=O)=O)C=C
C=CC(=CC)NS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
161.226
41.9335
0.6254
2
1
21
46.17
CN=C1SNC(C#C)=C1O
C#Cc1[nH]sc(=NC)c1O
false
CCC1CCC(CC)C1C
N=c1cc[nH]s1
154.194
39.7565
0.2936
3
2
16
48.38
C=CC1C2CNS(=O)(=O)C12
C=CC1C2CNS(=O)(=O)C12
true
CCC1C2CCC(C)(C)C12
O=S1(=O)NCC2CC21
159.21
37.8875
-0.28
2
1
19
46.17
ClC1=C(OCC#C)OC=C1
C#CCOc1occc1Cl
false
CCCCC1CCCC1C
c1ccoc1
156.568
38.046
1.945
2
0
15
22.37
CC1=NC(CN1)S(O)(=O)=O
CC1=NC(S(=O)(=O)O)CN1
false
CC1CCC(C(C)(C)C)C1
C1=NCCN1
164.186
36.4483
-0.7781
4
2
18
78.76
CC1NC(=S)NNC1C=C
C=CC1NNC(=S)NC1C
false
CCC1CCC(C)CC1C
S=C1NCCNN1
157.242
45.4521
-0.0882
2
3
21
36.09
CC(C)C1=NSC=C1CN
CC(C)c1nscc1CN
false
CCC1CCCC1C(C)C
c1cnsc1
156.254
44.0944
1.7252
3
1
22
38.91
NCC1CNC(=S)N(O)C1
NCC1CNC(=S)N(O)C1
true
CCC1CCC(C)C(C)C1
S=C1NCCCN1
161.23
41.6376
-0.8594
3
3
21
61.52