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Compound Detail

CHEMBL336381

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CCCC[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O)N(C)C(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1

Basic Information

ChEMBL ID CHEMBL336381
Phase Preclinical
Structure Type BOTH
InChI Key KSAGKPZDJHLHBS-AWSJBNSNSA-N
7
Targets
18
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

870.0
MW (Da)
-0.11
ALogP
10
HBA
10
HBD
308.2
PSA (Ų)
0.04
QED
2
Ro5 Violations
24
Rot. Bonds

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C44H55N9O10
MW 869.98
Aromatic Rings 4
Heavy Atoms 63
NP-Likeness 0.01

Activity Summary

Ki 7 meas. best 8.89
EC50 6 meas. best 8.7
IC50 5 meas. best 8.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gastrin/cholecystokinin type B receptor
CHEMBL298
Ki 8.89 8.605 1.3 2
Mu-type opioid receptor
CHEMBL270
EC50 8.7 8.7 2.0 2
Gastrin/cholecystokinin type B receptor
CHEMBL298
IC50 8.32 8.32 4.8 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
EC50 7.5 7.5 31.6 2
Delta-type opioid receptor
CHEMBL236
EC50 7.12 7.12 75.9 2
Delta-type opioid receptor
CHEMBL236
Ki 7.07 6.385 85.0 2
Delta-type opioid receptor
CHEMBL236
IC50 6.7 6.7 199.5 1
Delta-type opioid receptor
CHEMBL3222
IC50 6.66 6.66 220.0 1
Mu-type opioid receptor
CHEMBL270
Ki 6.62 6.62 240.0 1
Mu-type opioid receptor
CHEMBL270
IC50 6.26 6.26 549.5 1
Mu-type opioid receptor
CHEMBL233
Ki 6.21 6.21 610.0 1
Cholecystokinin receptor type A
CHEMBL1901
Ki 6.06 6.06 870.0 1
Mu-type opioid receptor
CHEMBL4354
IC50 5.38 5.38 4200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gastrin/cholecystokinin type B receptor Ki = 1.3 nM 8.89 Binding affinity towards Cholecystokinin type B receptor (CCK-B) receptor was de... 13678399
Mu-type opioid receptor EC50 = 2.0 nM 8.7 Activity against [35S]GTP-gamma-S binding to rat mu opioid receptor expressed in... 16686530
Mu-type opioid receptor EC50 = 1.995 nM 8.7 Activity against [35S]GTP-gamma-S binding to rat mu opioid receptor expressed in... 16686530
Gastrin/cholecystokinin type B receptor IC50 = 4.786 nM 8.32 Displacement of [125I]CCK-8(SO3) from human CCK2 receptor expressed in HEK293 ce... 16686530
Gastrin/cholecystokinin type B receptor Ki = 4.8 nM 8.32 Displacement of [125I]CCK-8(SO3) from human CCK2 receptor expressed in HEK293 ce... 16686530
Gastrin/cholecystokinin type B receptor EC50 = 31.62 nM 7.5 Antagonist activity at CCK2 receptor expressed in HEK293 cells assessed as accum... 16686530
Gastrin/cholecystokinin type B receptor EC50 = 32.0 nM 7.5 Antagonist activity at CCK2 receptor expressed in HEK293 cells assessed as accum... 16686530
Delta-type opioid receptor EC50 = 75.86 nM 7.12 Activity against [35S]GTP-gamma-S binding to human delta opioid receptor express... 16686530
Delta-type opioid receptor EC50 = 76.0 nM 7.12 Activity against [35S]GTP-gamma-S binding to human delta opioid receptor express... 16686530
Delta-type opioid receptor Ki = 85.0 nM 7.07 Displacement of [3H]DPDPE from human delta opioid receptor expressed in HN9.10 c... 16686530
Delta-type opioid receptor IC50 = 199.53 nM 6.7 Displacement of [3H]DPDPE from human delta opioid receptor expressed in HN9.10 c... 16686530
Delta-type opioid receptor IC50 = 220.0 nM 6.66 Agonist activity at delta opioid receptor assessed as inhibition of electrically... 16686530
Mu-type opioid receptor Ki = 240.0 nM 6.62 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in HN9.10 cells 16686530
Mu-type opioid receptor IC50 = 549.54 nM 6.26 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in HN9.10 cells 16686530
Mu-type opioid receptor Ki = 610.0 nM 6.21 Binding affinity towards Opioid receptor mu 1 was determined 13678399
Cholecystokinin receptor type A Ki = 870.0 nM 6.06 Binding affinity towards Cholecystokinin type A receptor (CCK-A) receptor was de... 13678399
Delta-type opioid receptor Ki = 2000.0 nM 5.7 Binding affinity towards Opioid receptor delta 1 was determined 13678399
Mu-type opioid receptor IC50 = 4200.0 nM 5.38 Agonist activity at mu opioid receptor assessed as inhibition of electrically st... 16686530

Literature References

PubMed DOI Target Context # Activities
16686530 10.1021/jm050921q Delta-type opioid receptor 6
16686530 10.1021/jm050921q Mu-type opioid receptor 6
16686530 10.1021/jm050921q Gastrin/cholecystokinin type B receptor 5
16686530 10.1021/jm050921q Cholecystokinin receptor type A 2
13678399 10.1021/jm0303103 Delta-type opioid receptor 1
13678399 10.1021/jm0303103 Mu-type opioid receptor 1
13678399 10.1021/jm0303103 Cholecystokinin receptor type A 1
13678399 10.1021/jm0303103 Gastrin/cholecystokinin type B receptor 1

Data from ChEMBL 36 via Core Engine