Rank |
Compound |
SMILES |
ΔG / kcal M-1 |
pIC50 |
1 |
DAR-DIA-5ff57136-12
|
|
c1ccc2c(c1)cncc2N(C#CC3CCCN3)C(=O)[C@@H]4CCOc5c4cc(cc5)Cl |
−12.6
± 0.2
|
9.2
± 0.2
|
2 |
DAR-DIA-5ff57136-13
|
|
C#CCN(c1cncc2c1cccc2)C(=O)[C@@H]3CCOc4c3cc(cc4)Cl |
−12.5
± 0.1
|
9.09
± 0.10
|
3 |
EDJ-MED-28ec730d-5
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@]3(CCOc4c3cc(cc4)Cl)OCCc5c[nH]nc5 |
−12.4
± 0.2
|
9.0
± 0.2
|
4 |
VLA-UCB-34f3ed0c-8
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@]3(CCOc4c3cc(cc4)Cl)C(=O)CCc5cc[nH]n5 |
−12.4
± 0.2
|
9.0
± 0.2
|
5 |
VLA-UCB-34f3ed0c-9
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@]3(CCOc4c3cc(cc4)Cl)C(=O)CCc5c[nH]c(=O)o5 |
−12.3
± 0.3
|
9.0
± 0.2
|
6 |
VLA-UCB-34f3ed0c-21
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@]3(CCOc4c3cc(cc4)Cl)C(=O)CCC5CC(=O)NC5 |
−12.3
± 0.3
|
8.9
± 0.2
|
7 |
MAK-UNK-8be7dca9-6
|
|
c1cc(c2cncc(c2c1)NC(=O)C3CCOc4c3cc(cc4)Cl)CN |
−12.03
± 0.10
|
8.76
± 0.07
|
8 |
MAK-UNK-3875bbc8-2
|
|
CN(c1cncc2c1cccc2)C(=O)C3CCOc4c3cc(cc4)Cl |
−11.97
± 0.08
|
8.72
± 0.06
|
9 |
DAR-DIA-5ff57136-17
|
|
c1ccc2c(c1)cncc2N(CC#CBr)C(=O)[C@@H]3CCOc4c3cc(cc4)Cl |
−11.9
± 0.2
|
8.7
± 0.1
|
10 |
NAU-LAT-b7d8c353-8
|
|
c1cc(c2cncc(c2c1)NC(=O)C3CCOc4c3cc(cc4)Cl)CN |
−11.92
± 0.10
|
8.68
± 0.07
|
11 |
JOH-SUS-a69c159d-6
|
|
c1ccc2c(c1)c(c(nc2F)F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−11.88
± 0.06
|
8.66
± 0.04
|
12 |
JOH-SUS-a69c159d-7
|
|
c1cc2c(cc1F)c(c(nc2F)F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−11.83
± 0.06
|
8.62
± 0.04
|
13 |
EDJ-MED-e4b030d8-6
|
|
CCC[C@H]1COc2ccc(cc2[C@@H]1C(=O)Nc3cncc4c3cccc4)Cl |
−11.5
± 0.1
|
8.38
± 0.08
|
14 |
EDJ-MED-28ec730d-2
|
|
COCC[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4 |
−11.4
± 0.2
|
8.3
± 0.1
|
15 |
DAR-DIA-0d514e7d-4
|
|
C[C@H]1COc2c(cc(cc2OC3CCCC3)Cl)[C@@H]1C(=O)Nc4cncc5c4cccc5 |
−11.4
± 0.2
|
8.3
± 0.2
|
16 |
VLA-UCB-50c39ae8-1
|
|
CC(=O)N(c1cncc2c1cccc2)C(=O)[C@@H]3CCOc4c3cc(cc4)Cl |
−11.3
± 0.2
|
8.2
± 0.1
|
17 |
DAR-DIA-0d514e7d-28
|
|
C[C@H]1COc2ccc(cc2[C@]1(C)C(=O)Nc3cncc4c3cccc4)Cl |
−11.13
± 0.10
|
8.11
± 0.07
|
18 |
MAK-UNK-8be7dca9-1
|
|
c1cc2c(cc1CN3CCNCC3)cncc2NC(=O)C4CCOc5c4cc(cc5)Cl |
−11.1
± 0.1
|
8.08
± 0.09
|
19 |
EDJ-MED-28ec730d-4
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@]3(CCOc4c3cc(cc4)Cl)OCc5c[nH]nc5 |
−11.1
± 0.2
|
8.1
± 0.2
|
20 |
MAK-UNK-83e0a0b4-2
|
|
c1cc2c(cc1CN3CCNCC3)cncc2N(CCNC4CNC4)C(=O)C5CCOc6c5cc(cc6)Cl |
−11.0
± 0.3
|
8.0
± 0.2
|
21 |
MAK-UNK-3875bbc8-1
|
|
Cc1ccc2c(c1)C(CCO2)C(=O)N(C)c3cncc4c3cccc4 |
−10.96
± 0.09
|
7.98
± 0.07
|
22 |
BEN-BAS-5c03e89e-1
|
|
CC(C)(C1COc2ccc(cc2C1C(=O)Nc3cncc4c3cccc4)Cl)O |
−10.9
± 0.1
|
7.96
± 0.07
|
23 |
PET-UNK-29afea89-1
|
|
C#C[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4 |
−10.9
± 0.1
|
7.94
± 0.08
|
24 |
JOH-SUS-a69c159d-5
|
|
c1cc2c(cc1F)c(cnc2F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−10.82
± 0.05
|
7.88
± 0.04
|
25 |
ADA-UCB-dc2b944c-16
|
|
CC1(C[C@H](c2cc(ccc2O1)Cl)C(=O)Nc3cncc4c3cccc4)C |
−10.7
± 0.1
|
7.83
± 0.08
|
26 |
JOH-SUS-a69c159d-2
|
|
c1ccc2c(c1)c(cnc2F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−10.73
± 0.05
|
7.82
± 0.04
|
27 |
MAK-UNK-8be7dca9-5
|
|
c1cc2c(cc1CN)cncc2NC(=O)C3CCOc4c3cc(cc4)Cl |
−10.71
± 0.09
|
7.80
± 0.07
|
28 |
ALP-POS-d3acb8cc-1
|
|
C[C@H]1C[C@H](c2cc(ccc2O1)Cl)C(=O)Nc3cncc4c3cccc4 |
−10.69
± 0.09
|
7.79
± 0.06
|
29 |
DAR-DIA-6a508060-10
|
|
CC1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4 |
−10.7
± 0.1
|
7.77
± 0.08
|
30 |
JOH-UNI-f51e3bbc-4
|
|
COc1c(c2ccccc2cn1)NC(=O)C3CCOc4c3cc(cc4)Cl |
−10.7
± 0.1
|
7.8
± 0.1
|
31 |
MAK-UNK-8be7dca9-4
|
|
c1cc2cncc(c2cc1N3CCNCC3)NC(=O)C4CCOc5c4cc(cc5)Cl |
−10.65
± 0.09
|
7.76
± 0.06
|
32 |
MAT-POS-8a69d52e-4
|
|
CC1COc2ccc(cc2C1C(=O)Nc3cncc4c3cccc4)Cl |
−10.65
± 0.06
|
7.75
± 0.04
|
33 |
DAR-DIA-0d514e7d-8
|
|
C[C@H]1COc2ccc(cc2[C@@H]1C(=O)Nc3cncc4c3cccc4)C#N |
−10.60
± 0.08
|
7.72
± 0.06
|
34 |
DAR-DIA-0d514e7d-25
|
|
C[C@H]1COc2c(cc(cc2OC)Cl)[C@]1(C)C(=O)Nc3cncc4c3cccc4 |
−10.6
± 0.1
|
7.70
± 0.10
|
35 |
JAG-UCB-706446eb-4
|
|
CCOC(=O)CC[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4 |
−10.6
± 0.2
|
7.7
± 0.2
|
36 |
MAK-UNK-8be7dca9-7
|
|
c1cc2cncc(c2cc1C(=O)O)NC(=O)C3CCOc4c3cc(cc4)Cl |
−10.41
± 0.09
|
7.58
± 0.06
|
37 |
MAT-POS-8a69d52e-1
|
|
CC1CC(c2cc(ccc2O1)Cl)C(=O)Nc3cncc4c3cccc4 |
−10.34
± 0.08
|
7.53
± 0.06
|
38 |
DAR-DIA-0d514e7d-1
|
|
C[C@H]1COc2c(cc(cc2OC)Cl)[C@@H]1C(=O)Nc3cncc4c3cccc4 |
−10.3
± 0.1
|
7.50
± 0.09
|
39 |
BEN-DND-c852c98b-4
|
|
c1cc2cncc(c2cc1O)NC(=O)C3CCOc4c3cc(cc4)Cl |
−10.28
± 0.05
|
7.49
± 0.04
|
40 |
EDJ-MED-e4b030d8-11
|
|
C[C@H]1COc2ccc(cc2[C@@H]1C(=O)Nc3cncc4c3cccc4)Cl |
−10.25
± 0.06
|
7.47
± 0.04
|
41 |
BEN-DND-c852c98b-1
|
|
c1cc2cncc(c2cc1C#N)NC(=O)C3CCOc4c3cc(cc4)Cl |
−10.23
± 0.05
|
7.45
± 0.04
|
42 |
PET-UNK-29afea89-2
|
|
CO[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4 |
−10.2
± 0.1
|
7.43
± 0.10
|
43 |
DAR-DIA-6a508060-3
|
|
c1ccc2c(c1)cncc2NC(=O)C3CCOc4c3cc(cc4)C#N |
−10.14
± 0.07
|
7.39
± 0.05
|
44 |
DAR-DIA-23e5a6a0-2
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@H]3CCOc4c3cc(cc4OC5CC6(N5)CCC6)Cl |
−10.0
± 0.3
|
7.3
± 0.2
|
45 |
ALP-POS-696356e4-1
|
|
c1cc2cncc(c2cc1F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.91
± 0.05
|
7.22
± 0.04
|
46 |
BEN-DND-c852c98b-6
|
|
c1cc2cncc(c2cc1OC(F)F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.90
± 0.07
|
7.21
± 0.05
|
47 |
BEN-DND-c852c98b-5
|
|
CS(=O)(=O)c1ccc2cncc(c2c1)NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.89
± 0.09
|
7.20
± 0.06
|
48 |
MAK-UNK-8be7dca9-2
|
|
c1cc2c(cc1CC(=O)N)cncc2NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.84
± 0.09
|
7.17
± 0.07
|
49 |
ALP-POS-d3acb8cc-4
|
|
C[C@@H]1C[C@H](c2cc(ccc2O1)Cl)C(=O)Nc3cncc4c3cccc4 |
−9.80
± 0.06
|
7.14
± 0.04
|
50 |
NAU-LAT-0543f7f2-10
|
|
CC(=O)NCCOc1cc(cc2c1OCCC2C(=O)Nc3cncc4c3cccc4)Cl |
−9.8
± 0.3
|
7.1
± 0.2
|
51 |
EDJ-MED-e4b030d8-2
|
|
C[C@@H]1C[C@H](c2cc(ccc2O1)Cl)C(=O)Nc3cncc4c3cccc4 |
−9.78
± 0.05
|
7.12
± 0.04
|
52 |
EDJ-MED-e4b030d8-13
|
|
C[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4 |
−9.77
± 0.07
|
7.11
± 0.05
|
53 |
MAT-POS-b3e365b9-1
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@H]3CCOc4c3cc(cc4)Cl |
−9.75
± 0.04
|
7.11
± 0.03
|
54 |
MAT-POS-f7918075-1
|
|
c1ccc2c(c1)cncc2NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.74
± 0.05
|
7.10
± 0.03
|
55 |
VLA-UCB-1dbca3b4-15
|
|
c1ccc2c(c1)cncc2NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.71
± 0.04
|
7.07
± 0.03
|
56 |
DAR-DIA-0d514e7d-29
|
|
C[C@@H]1COc2ccc(cc2[C@]1(C)C(=O)Nc3cncc4c3cccc4)Cl |
−9.7
± 0.2
|
7.1
± 0.1
|
57 |
EDJ-MED-e4b030d8-7
|
|
COc1cc(cc2c1OCC[C@H]2C(=O)Nc3cncc4c3cccc4)Cl |
−9.7
± 0.1
|
7.0
± 0.1
|
58 |
BEN-DND-c852c98b-7
|
|
c1cc2cncc(c2cc1C(F)F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.58
± 0.06
|
6.98
± 0.05
|
59 |
DAR-DIA-23e5a6a0-3
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@H]3CCOc4c3cc(cc4OC5CC6(N5)COC6)Cl |
−9.6
± 0.5
|
7.0
± 0.4
|
60 |
ADA-UCB-dc2b944c-11
|
|
c1ccc2c(c1)c(cnc2Br)NC(=O)[C@@H]3CCOc4c3cc(cc4)Cl |
−9.56
± 0.08
|
6.96
± 0.06
|
61 |
BEN-DND-c852c98b-2
|
|
c1cc2cncc(c2cc1OC(F)(F)F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.52
± 0.07
|
6.94
± 0.05
|
62 |
VLA-UCB-05e51b3f-13
|
|
c1ccc2c(c1)cncc2NC(=O)[C@]3(CCOc4c3cc(cc4)Cl)CCC5CCCCC5 |
−9.5
± 0.3
|
6.9
± 0.2
|
63 |
MAT-POS-11b63608-1
|
|
c1ccc2c(c1)cncc2NC(=O)C3CCOc4c3cc(cc4)Br |
−9.43
± 0.06
|
6.87
± 0.04
|
64 |
EDJ-MED-e4b030d8-10
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@H]3CCOc4c3c(c(cc4)Cl)Cl |
−9.4
± 0.1
|
6.86
± 0.08
|
65 |
DAR-DIA-6a508060-4
|
|
COc1cc(cc2c1OCCC2C(=O)Nc3cncc4c3cccc4)Cl |
−9.4
± 0.1
|
6.85
± 0.08
|
66 |
ADA-UCB-dc2b944c-10
|
|
Cc1c(c2ccccc2cn1)NC(=O)[C@@H]3CCOc4c3cc(cc4)Cl |
−9.4
± 0.1
|
6.83
± 0.07
|
67 |
MAK-UNK-8be7dca9-9
|
|
c1cc2c(cc1C(=O)O)cncc2NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.16
± 0.07
|
6.67
± 0.05
|
68 |
EDJ-MED-e4b030d8-1
|
|
C[C@@]1(c2cc(ccc2OCC1=O)Cl)C(=O)Nc3cncc4c3cccc4 |
−9.1
± 0.1
|
6.64
± 0.08
|
69 |
MAK-UNK-8be7dca9-8
|
|
c1cc2cncc(c2cc1CC(=O)O)NC(=O)C3CCOc4c3cc(cc4)Cl |
−9.10
± 0.08
|
6.63
± 0.06
|
70 |
DAR-DIA-6a508060-8
|
|
c1ccc2c(c1)cncc2NC(=O)C3CCOc4c3cc(cc4)C5CC5 |
−9.0
± 0.1
|
6.59
± 0.08
|
71 |
ADA-UCB-dc2b944c-9
|
|
c1ccc2c(c1)cnc(c2NC(=O)[C@@H]3CCOc4c3cc(cc4)Cl)Br |
−9.0
± 0.1
|
6.56
± 0.09
|
72 |
DAR-DIA-23e5a6a0-5
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@H]3CCOc4c3cc(cc4OC5CC6(N5)CC6)Cl |
−9.0
± 0.3
|
6.5
± 0.2
|
73 |
ADA-UCB-dc2b944c-12
|
|
Cc1c2ccccc2c(cn1)NC(=O)[C@@H]3CCOc4c3cc(cc4)Cl |
−8.94
± 0.07
|
6.51
± 0.05
|
74 |
DAR-DIA-6a508060-9
|
|
c1ccc2c(c1)cncc2NC(=O)C3(CCOc4c3cc(cc4)Cl)CCC5CCCCC5 |
−8.9
± 0.3
|
6.5
± 0.2
|
75 |
VLA-UCB-1dbca3b4-14
|
|
CC1(c2cc(ccc2OCC1=O)Cl)C(=O)Nc3cncc4c3cccc4 |
−8.9
± 0.1
|
6.49
± 0.08
|
76 |
BEN-DND-c852c98b-3
|
|
CC(C)(c1ccc2cncc(c2c1)NC(=O)C3CCOc4c3cc(cc4)Cl)O |
−8.90
± 0.09
|
6.48
± 0.06
|
77 |
EDJ-MED-e4b030d8-8
|
|
Cc1c(ccc2c1[C@@H](CCO2)C(=O)Nc3cncc4c3cccc4)Cl |
−8.78
± 0.07
|
6.40
± 0.05
|
78 |
ADA-UCB-dc2b944c-7
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@H]3CCOc4c3cc(cc4)F |
−8.77
± 0.07
|
6.39
± 0.05
|
79 |
ADA-UCB-dc2b944c-5
|
|
Cc1ccc2c(c1)[C@@H](CCO2)C(=O)Nc3cncc4c3cccc4 |
−8.75
± 0.06
|
6.37
± 0.05
|
80 |
JOH-SUS-a69c159d-1
|
|
Cc1c2ccccc2c(cn1)NC(=O)C3CCOc4c3cc(cc4)Cl |
−8.69
± 0.06
|
6.33
± 0.05
|
81 |
EDJ-MED-e4b030d8-3
|
|
C[C@H]1C[C@H](c2cc(ccc2O1)Cl)C(=O)Nc3cncc4c3cccc4 |
−8.69
± 0.07
|
6.33
± 0.05
|
82 |
DAR-DIA-6a508060-13
|
|
CS(=O)(=O)NCCC1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4 |
−8.6
± 0.3
|
6.3
± 0.2
|
83 |
MAK-UNK-8be7dca9-3
|
|
c1ccc2c(c1)cncc2NC(=O)C3c4cc(ccc4OCC3CN)Cl |
−8.5
± 0.1
|
6.19
± 0.09
|
84 |
ADA-UCB-dc2b944c-8
|
|
c1cc2c(cncc2NC(=O)[C@@H]3CCOc4c3cc(cc4)Cl)c(c1)Cl |
−8.48
± 0.06
|
6.18
± 0.04
|
85 |
MAK-UNK-8be7dca9-10
|
|
c1ccc2c(c1)cncc2NC(=O)C3CC(Oc4c3cc(cc4)Cl)C(=O)O |
−7.89
± 0.08
|
5.74
± 0.06
|
86 |
ALP-UNI-4b8a177c-1
|
|
c1ccc2c(c1)cncc2NC(=O)C3CCOc4c3c(ccc4O)Cl |
−7.7
± 0.2
|
5.6
± 0.1
|
87 |
EDJ-MED-28ec730d-1
|
|
COCCC[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4 |
−7.5
± 0.2
|
5.5
± 0.2
|
88 |
JOH-UNI-f51e3bbc-3
|
|
c1ccc2c(c1)cnc(c2NC(=O)C3CCOc4c3cc(cc4)Cl)O |
−7.4
± 0.2
|
5.4
± 0.1
|
89 |
ALP-POS-477dc5b7-3
|
|
c1ccc2c(c1)cncc2NC(=O)C3(CCOc4c3cc(cc4)Cl)CCC5CC5 |
−6.87
± 0.09
|
5.00
± 0.07
|
90 |
JAG-UCB-706446eb-3
|
|
c1ccc2c(c1)cncc2NC(=O)[C@@]3(CCOc4c3cc(cc4)Cl)CCC(=O)O |
−6.5
± 0.2
|
4.8
± 0.2
|
91 |
JOH-SUS-a69c159d-3
|
|
c1ccc2c(c1)c(cnc2C(F)F)NC(=O)C3CCOc4c3cc(cc4)Cl |
−5.9
± 0.2
|
4.3
± 0.1
|