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(C=C)C1=NC(=O)NS1
C=CC(C)c1nc(=O)[nH]s1
false
CCC(C)C1CCC(C)C1
O=c1ncs[nH]1
156.21
41.3467
1.1209
3
1
18
45.75
CN1C=C2NC(=O)SC2=C1
Cn1cc2[nH]c(=O)sc2c1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2c[nH]cc2s1
154.194
41.4167
0.9281
3
1
16
37.79
CC=COC1=NSC(C)=N1
CC=COc1nsc(C)n1
false
CCCCC1CCC(C)C1
c1ncsn1
156.21
40.088
1.75892
4
0
18
35.01
CN(CCC=O)S(C)(=O)=O
CN(CCC=O)S(C)(=O)=O
true
CCCCC(C)C(C)(C)C
165.214
38.1548
-0.5332
3
0
21
54.45
NCC1=C(CC#C)N=NS1
C#CCc1nnsc1CN
false
CCCC1CCCC1CC
c1csnn1
153.21
40.3374
0.1725
4
1
17
51.8
ON1C=NN2C=CC(Cl)=C12
On1cnn2ccc(Cl)c12
false
CC1CCC2CCC(C)C12
c1cc2[nH]cnn2c1
157.56
35.3765
1.0265
4
1
14
42.46
CC1N(OCC1=C)C(N)=S
C=C1CON(C(N)=S)C1C
false
CC(C)C1CCC(C)C1C
C=C1CNOC1
158.226
43.1784
0.4219
2
1
20
38.49
CN1C(=N)SC2=C1COC2
Cn1c2c(sc1=N)COC2
false
CC1CC2CCCC2C1C
N=c1[nH]c2c(s1)COC2
156.21
37.6377
0.59627
4
1
18
38.01
CC1=NSN=C1C1CC1N
Cc1nsnc1C1CC1N
false
CC1CCCC1C1CC1C
c1nsnc1C1CC1
155.226
39.9794
0.66112
4
1
19
51.8
NC1=CSC(=N1)C(=O)C#C
C#CC(=O)c1nc(N)cs1
false
CCC(C)C1CCC(C)C1
c1cscn1
152.178
39.6899
0.5412
4
1
14
55.98
CN1N=CC(CN)S1(=O)=O
CN1N=CC(CN)S1(=O)=O
true
CCC1CCC(C)C1(C)C
O=S1(=O)CC=NN1
163.202
38.0172
-1.4253
4
1
19
75.76
C1C=CCN1C1=NSC=C1
C1=CCN(c2ccsn2)C1
false
C1CCC(C2CCCC2)C1
C1=CCN(c2ccsn2)C1
152.222
43.467
1.5193
3
0
18
16.13
CN1C(=CO)C=NS1(=O)=O
CN1C(=CO)C=NS1(=O)=O
true
CCC1CCC(C)(C)C1C
C=C1C=NS(=O)(=O)N1
162.17
35.8866
-0.3532
3
1
16
69.97
CCC(NC(N)=S)=CCO
CCC(=CCO)NC(N)=S
false
CCCC(CC)CC(C)C
160.242
45.3809
0.1058
2
3
22
58.28
NC=C1OCC(=C)S1(=O)=O
C=C1COC(=CN)S1(=O)=O
false
CCC1CCC(C)C1(C)C
C=C1COC(=C)S1(=O)=O
161.182
36.2822
-0.2973
4
1
17
69.39
CNS(=O)(=O)C1NC1C=O
CNS(=O)(=O)C1NC1C=O
true
CCC1CC1C(C)(C)CC
C1CN1
164.186
34.7552
-1.9676
4
2
18
85.18
NCC1=CCCS(=O)(=O)O1
NCC1=CCCS(=O)(=O)O1
true
CCC1CCCC(C)(C)C1
O=S1(=O)CCC=CO1
163.198
36.6262
-0.4209
4
1
19
69.39
OC1C2OC3=C(SC=N3)C12
OC1C2Oc3ncsc3C12
false
CC1C2CC3CCCC3C12
c1nc2c(s1)C1CC1O2
155.178
35.2778
0.3622
4
1
15
42.35
CC(C)(N)C1=CSC(=N)N1
CC(C)(N)c1csc(=N)[nH]1
false
CC1CCC(C(C)(C)C)C1
N=c1[nH]ccs1
157.242
41.7378
0.74947
3
3
21
65.66
NC1=CC2=C(N1)SC(=O)N2
Nc1cc2[nH]c(=O)sc2[nH]1
false
CC1CC2CC(C)CC2C1
O=c1[nH]c2cc[nH]c2s1
155.182
41.2088
0.4999
3
3
15
74.67
NCC=CC(O)S(N)(=O)=O
NCC=CC(O)S(N)(=O)=O
true
CCCCC(C)C(C)(C)C
166.202
37.3084
-1.8918
4
3
20
106.41
CCNC(=S)NC(=N)C#N
CCNC(=S)NC(=N)C#N
true
CCCC(C)CC(C)CC
156.214
42.7501
-0.02875
3
3
18
71.7
OCS(=O)(=O)C=CCC#N
N#CCC=CS(=O)(=O)CO
false
CCCCCC(C)(C)CC
161.182
35.3756
-0.22162
4
1
17
78.16
OCC1=CNC2=C1SN=N2
OCc1c[nH]c2nnsc12
false
CCC1CCC2CCCC12
c1cc2snnc2[nH]1
155.182
37.6885
0.5117
4
2
15
61.8
CC1=CC(=C)C(O)S1(=O)=O
C=C1C=C(C)S(=O)(=O)C1O
false
CC1CC(C)C(C)(C)C1C
C=C1C=CS(=O)(=O)C1
160.194
37.8236
0.1932
3
1
18
54.37
CC(CC1=NSN=C1)C=O
CC(C=O)Cc1cnsn1
false
CCC(C)CC1CCCC1
c1cnsn1
156.21
38.841
0.9156
4
0
18
42.85
CC(=C)C1=CC(=CS1)C#N
C=C(C)c1cc(C#N)cs1
false
CCC1CCC(C(C)C)C1
c1ccsc1
149.218
43.742
2.65288
2
0
17
23.79
O=S(=O)(CCC1CN1)C#C
C#CS(=O)(=O)CCC1CN1
false
CCC(C)(C)CCC1CC1
C1CN1
159.21
39.0275
-0.6462
3
1
19
56.08
C=C1CC2CN2NC(=S)N1
C=C1CC2CN2NC(=S)N1
true
CC1CC(C)CC2CC2C1
C=C1CC2CN2NC(=S)N1
155.226
43.1204
-0.0329
2
2
19
27.07
CN1C=CC(Cl)=C(C)C1=N
Cc1c(Cl)ccn(C)c1=N
false
CC1CCC(C)C(C)C1C
N=c1cccc[nH]1
156.616
41.0147
1.46639
2
1
19
28.78
OC1=C(OCC=C)SC=N1
C=CCOc1scnc1O
false
CCCCC1CCCC1C
c1cscn1
157.194
39.4708
1.4135
4
1
17
42.35
COC1=CSC2=C1NCC2
COc1csc2c1NCC2
false
CCC1CCC2CCCC12
c1cc2c(s1)CCN2
155.222
43.0647
1.7247
3
1
19
21.26
CC1=COS(=O)(=O)C2OC12
CC1=COS(=O)(=O)C2OC12
true
CC1CCC(C)(C)C2CC12
O=S1(=O)OC=CC2OC21
162.166
32.4228
-0.0249
4
0
16
55.9
O=S1(=O)NN=CCOC=C1
O=S1(=O)C=COCC=NN1
false
CC1(C)CCCCCCC1
O=S1(=O)C=COCC=NN1
162.17
35.6395
-0.607
4
1
16
67.76
CC1CCC1(O)S(C)(=O)=O
CC1CCC1(O)S(C)(=O)=O
true
CC1CCC1(C)C(C)(C)C
C1CCC1
164.226
38.1916
0.1495
3
1
22
54.37
CC(N)C1=NC=C(S1)C=C
C=Cc1cnc(C(C)N)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
154.238
44.8074
1.8058
3
1
20
38.91
CN1SC(N)=C(C=C)C1=N
C=Cc1c(N)sn(C)c1=N
false
CCC1C(C)CC(C)C1C
N=c1ccs[nH]1
155.226
43.6481
0.79127
4
2
19
54.8
O=S1(=O)NC2(CC2)CC=C1
O=S1(=O)C=CCC2(CC2)N1
false
CC1(C)CCCC2(CC2)C1
O=S1(=O)C=CCC2(CC2)N1
159.21
37.7775
0.3558
2
1
19
46.17
CC1=C2C(CC2(C)O)=NS1
Cc1snc2c1C(C)(O)C2
false
CC1CCC2CC(C)(C)C12
c1snc2c1CC2
155.222
40.1258
1.21512
3
1
19
33.12
CC1(CC1)N(N)S(C)(=O)=O
CC1(N(N)S(C)(=O)=O)CC1
false
CC(C(C)(C)C)C1(C)CC1
C1CC1
164.23
38.5092
-0.3258
3
1
22
63.4
CC1=C(Cl)C2=C(OCC2)S1
Cc1sc2c(c1Cl)CCO2
false
CC1CC2CCCC2C1C
c1cc2c(s1)OCC2
174.652
43.265
2.64482
2
0
17
9.23
N#CCC1OC2=CSC=C12
N#CCC1Oc2cscc21
false
CCCC1CC2CCCC12
c1scc2c1CO2
151.19
37.918
2.09528
3
0
15
33.02
CC(=CS(C)(=O)=O)C1CC1
CC(=CS(C)(=O)=O)C1CC1
true
CC(CC(C)(C)C)C1CC1
C1CC1
160.238
41.3248
1.3448
2
0
22
34.14
CNC1=CSC(NC=O)=N1
CNc1csc(NC=O)n1
false
CCCC1CCC(CC)C1
c1cscn1
157.198
41.3474
0.7531
4
2
17
54.02
O=CC1=C2C(=O)CC2=CS1
O=Cc1scc2c1C(=O)C2
false
CCC1CCC2CC(C)C12
O=C1Cc2cscc21
152.174
37.741
1.2994
3
0
14
34.14
CCC1=NC(N)=C(S1)C#C
C#Cc1sc(CC)nc1N
false
CCC1CC(C)C(CC)C1
c1cscn1
152.222
43.8394
1.269
3
1
18
38.91
CC(C)C1=C(Cl)C(O)=CS1
CC(C)c1scc(O)c1Cl
false
CC(C)C1CCC(C)C1C
c1ccsc1
176.668
45.0828
3.2305
2
1
19
20.23
O=S1(=O)NN2CCC2CO1
O=S1(=O)NN2CCC2CO1
true
CC1(C)CCC2CCC2C1
O=S1(=O)NN2CCC2CO1
164.186
33.1185
-1.1597
4
1
18
58.64
OC1C(=C)C2NC2S1(=O)=O
C=C1C2NC2S(=O)(=O)C1O
false
CC1C2CC2C(C)(C)C1C
C=C1CS(=O)(=O)C2NC12
161.182
34.7783
-1.4127
4
2
17
76.31
CON1C=C(Cl)C(=N)N1C
COn1cc(Cl)c(=N)n1C
false
CCC1CC(C)C(C)C1C
N=c1cc[nH][nH]1
161.592
36.7717
0.01787
4
1
18
42.94
CC1=C(O)N=CN1C(N)=S
Cc1c(O)ncn1C(N)=S
false
CC(C)C1CCC(C)C1C
c1c[nH]cn1
157.198
40.8122
-0.01118
4
2
17
64.07
CCN1CCN(C)C(=S)N1
CCN1CCN(C)C(=S)N1
true
CCC1CCC(C)C(C)C1
S=C1NCCNN1
159.258
45.6107
0.0432
2
1
23
18.51
CC1=C(N)C(Cl)=CN1C=N
Cc1c(N)c(Cl)cn1C=N
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
157.604
42.7731
1.48729
3
2
18
54.8
CN(C)C=NC1=NSC=C1
CN(C)C=Nc1ccsn1
false
CC(C)CCC1CCCC1
c1cnsc1
155.226
43.953
1.3645
3
0
19
28.49
ClC1=CNC(C2CC2)=C1Cl
Clc1c[nH]c(C2CC2)c1Cl
false
CC1CCC(C2CC2)C1C
c1c[nH]c(C2CC2)c1
176.046
42.7877
3.1989
0
1
17
15.79
O=CN1C=NC2=NSC=C12
O=Cn1cnc2nscc21
false
CCC1CCC2CCCC12
c1nc2nscc2[nH]1
153.166
37.5535
0.5311
5
0
13
47.78
C1NN=CC1C1=CC=NS1
C1=NNCC1c1ccns1
false
C1CCC(C2CCCC2)C1
C1=NNCC1c1ccns1
153.21
41.3497
0.8157
4
1
17
37.28
CCC(CN)C1=CSN=C1
CCC(CN)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
156.254
44.2004
1.5954
3
1
22
38.91
CC1=CC(Cl)=CC=C1CO
Cc1cc(Cl)ccc1CO
false
CCC1CCC(C)CC1C
c1ccccc1
156.612
42.1118
2.14072
1
1
19
20.23
O=C1CC2C1CCS2(=O)=O
O=C1CC2C1CCS2(=O)=O
true
CC1CC2C1CCC2(C)C
O=C1CC2C1CCS2(=O)=O
160.194
35.3058
-0.2375
3
0
18
51.21
CCCC1=CSN=C1NC
CCCc1csnc1NC
false
CCCC1CCCC1CC
c1cnsc1
156.254
45.6557
2.1373
3
1
22
24.92
OC1=CSC(=O)N1C1CC1
O=c1scc(O)n1C1CC1
false
CC1CCC(C)C1C1CC1
O=c1sccn1C1CC1
157.194
38.5148
0.9503
4
1
17
42.23
CC=CC1=C(N)C=C(C)S1
CC=Cc1sc(C)cc1N
false
CCCC1CC(C)CC1C
c1ccsc1
153.25
48.1764
2.67182
2
1
21
26.02
NCC1=CC(Cl)=CC=C1Cl
NCc1cc(Cl)ccc1Cl
false
CCC1CC(C)CCC1C
c1ccccc1
176.046
44.3534
2.4521
1
1
17
26.02
O=CCC1=CC(=CS1)C#N
N#Cc1csc(CC=O)c1
false
CCCC1CCC(CC)C1
c1ccsc1
151.19
38.802
1.36118
3
0
15
40.86
O=C1NN=C(S1)C1CCC1
O=c1[nH]nc(C2CCC2)s1
false
CC1CCC(C2CCC2)C1
O=c1[nH]nc(C2CCC2)s1
156.21
39.3267
1.0989
3
1
18
45.75
CC(C=C)=CCNC(N)=S
C=CC(C)=CCNC(N)=S
false
CCC(C)CCCC(C)C
156.254
48.7421
0.9519
1
2
22
38.05
CC1=CC2=C(NC(=N)N2)S1
Cc1cc2[nH]c(=N)[nH]c2s1
false
CC1CC2CC(C)CC2C1
N=c1[nH]c2ccsc2[nH]1
153.21
41.1181
1.34539
2
3
17
55.43
CNC(CCN)S(O)(=O)=O
CNC(CCN)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
168.218
38.0677
-1.2315
4
3
22
92.42
NCC1(CN1C(N)=S)C=C
C=CC1(CN)CN1C(N)=S
false
CCC1(CC)CC1C(C)C
C1CN1
157.242
45.4738
-0.5709
2
2
21
55.05
NC1=CC(CS1(=O)=O)=NO
NC1=CC(=NO)CS1(=O)=O
false
CCC1CC(C)C(C)(C)C1
N=C1C=CS(=O)(=O)C1
162.17
35.2787
-0.9549
5
2
16
92.75
CC1(CC=C)CS(=O)(=O)N1
C=CCC1(C)CS(=O)(=O)N1
false
CCCC1(C)CC(C)(C)C1
O=S1(=O)CCN1
161.226
40.1415
0.2542
2
1
21
46.17
CN1CCC1S(=O)(=O)NN
CN1CCC1S(=O)(=O)NN
true
CCC(C)(C)C1CCC1C
C1CNC1
165.218
37.2779
-1.5589
4
2
21
75.43
CC(C)(C)CC1=CN=CS1
CC(C)(C)Cc1cncs1
false
CC(C)(C)CC1CCCC1
c1cscn1
155.266
45.273
2.7317
2
0
23
12.89
CC1(COC1)C1=NN=NS1
CC1(c2nnns2)COC1
false
CC1(C2CCCC2)CCC1
C1OCC1c1nnns1
157.198
35.875
0.221
5
0
17
47.9
CS(=O)(=O)C1CC1CC=O
CS(=O)(=O)C1CC1CC=O
true
CCCC1CC1C(C)(C)C
C1CC1
162.21
37.4198
0.0085
3
0
20
51.21
O=C1CN2C1C=CNC2=S
O=C1CN2C(=S)NC=CC12
false
CC1CC2C(C)CCCC12
O=C1CN2C(=S)NC=CC12
154.194
40.3747
-0.3585
2
1
16
32.34
CNC(=S)N1CCC(C)N1
CNC(=S)N1CCC(C)N1
true
CCC(C)C1CCC(C)C1
C1CNNC1
159.258
45.5784
0.0895
2
2
23
27.3
CC(NS(C)(=O)=O)=NC=C
C=CN=C(C)NS(C)(=O)=O
false
CCCC(C)CC(C)(C)C
162.214
41.2855
0.0975
3
1
20
58.53
C#CC1CNC2=C1N=NS2
C#CC1CNc2snnc21
false
CCC1CCC2CCCC12
C1Cc2nnsc2N1
151.194
39.9727
0.6804
4
1
15
37.81
NC1=C(O)C2=C(CCC2)S1
Nc1sc2c(c1O)CCC2
false
CC1CC2CCCC2C1C
c1cc2c(s1)CCC2
155.222
42.4212
1.5246
3
2
19
46.25
CNC(=S)NNC1CC1C
CNC(=S)NNC1CC1C
true
CCC(C)CCC1CC1C
C1CC1
159.258
45.4981
-0.0067
2
3
23
36.09
CC(=C)C1=C(CN)SC=N1
C=C(C)c1ncsc1CN
false
CCC1CCCC1C(C)C
c1cscn1
154.238
44.7134
1.6349
3
1
20
38.91
C=CN1SN=CC1=NC=O
C=Cn1sncc1=NC=O
false
CCCC1CCCC1CC
N=c1cns[nH]1
155.182
38.118
0.1022
4
0
15
47.25
O=CC1=C2SN=CN2N=C1
O=Cc1cnn2cnsc12
false
CCC1CCC2CCCC12
c1cc2sncn2n1
153.166
36.2515
0.6033
5
0
13
47.26
O=C1C2CCC1S(=O)(=O)N2
O=C1C2CCC1S(=O)(=O)N2
true
CC1C2CCC1C(C)(C)C2
O=C1C2CCC1S(=O)(=O)N2
161.182
33.8725
-0.9805
3
1
17
63.24
CC1=CN=C(C)N1C(N)=S
Cc1cnc(C)n1C(N)=S
false
CC(C)C1C(C)CCC1C
c1c[nH]cn1
155.226
43.8844
0.59164
3
1
19
43.84
CC1(CC1)NS(=O)(=O)C=C
C=CS(=O)(=O)NC1(C)CC1
false
CCC(C)(C)CC1(C)CC1
C1CC1
161.226
39.8915
0.6018
2
1
21
46.17
CN1CC(ONC1=S)C=C
C=CC1CN(C)C(=S)NO1
false
CCC1CCC(C)C(C)C1
S=C1NCCON1
158.226
43.4337
0.2925
2
1
20
24.5
CCCS(=O)(=O)N(C)C=N
CCCS(=O)(=O)N(C)C=N
true
CCCC(C)(C)C(C)CC
164.23
40.6245
0.26507
3
1
22
61.23
CC=CC1NC2=NSC=C12
CC=CC1Nc2nscc21
false
CCCC1CC2CCCC12
c1snc2c1CN2
152.222
43.2917
2.1858
3
1
18
24.92
S1C=CC(=C1)C1=NSN=C1
c1cc(-c2cnsn2)cs1
false
C1CCC(C2CCCC2)C1
c1cc(-c2cnsn2)cs1
168.246
43.222
2.2666
4
0
14
25.78
CN(C)CC1=CSC(N)=C1
CN(C)Cc1csc(N)c1
false
CC(C)CC1CCC(C)C1
c1ccsc1
156.254
46.1224
1.3919
3
1
22
29.26
O=S1(=O)OC2C3CC1CC23
O=S1(=O)OC2C3CC1CC32
false
CC1(C)CC2C3CC1CC32
O=S1(=O)OC2C3CC1CC32
160.194
33.7948
0.1234
3
0
18
43.37
CC1=C2OCCN2C(=O)S1
Cc1sc(=O)n2c1OCC2
false
CC1CC(C)C2CCCC12
O=c1scc2n1CCO2
157.194
38.811
0.61062
4
0
17
31.23
NC(=S)NNC1CC=CC1
NC(=S)NNC1CC=CC1
true
CC(C)CCC1CCCC1
C1=CCCC1
157.242
45.2188
0.0428
2
3
21
50.08
CS(=O)(=O)C=C(C#C)C#N
C#CC(C#N)=CS(C)(=O)=O
false
CCC(CC)CC(C)(C)C
155.178
37.3728
0.07168
3
0
15
57.93
N=C1NCC2NC2S1(=O)=O
N=C1NCC2NC2S1(=O)=O
true
CC1CCC2CC2C1(C)C
N=C1NCC2NC2S1(=O)=O
161.186
35.3609
-1.76293
4
3
17
91.96
CCCS(=O)(=O)N1CC1C
CCCS(=O)(=O)N1CC1C
true
CCCC(C)(C)C1CC1C
C1CN1
163.242
40.2458
0.4303
2
0
23
37.15
OC1C(C#C)C2=NSN=C12
C#CC1c2nsnc2C1O
false
CCC1C(C)C2CCCC12
C1Cc2nsnc21
152.178
36.4428
0.3019
4
1
14
46.01