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Compound Detail

CHEMBL208479

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

Basic Information

ChEMBL ID CHEMBL208479
Phase Preclinical
Structure Type BOTH
InChI Key YVOYRMXNVINXII-ULSNPNCNSA-N
6
Targets
18
Activities
3
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

912.1
MW (Da)
1.11
ALogP
10
HBA
11
HBD
317.0
PSA (Ų)
0.04
QED
2
Ro5 Violations
27
Rot. Bonds

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C47H61N9O10
MW 912.06
Aromatic Rings 4
Heavy Atoms 66
NP-Likeness 0.07

Activity Summary

EC50 8 meas. best 9.34
IC50 6 meas. best 8.22
Ki 4 meas. best 8.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL270
EC50 9.34 9.34 0.5 2
Delta-type opioid receptor
CHEMBL236
Ki 8.59 8.59 2.6 1
Delta-type opioid receptor
CHEMBL236
EC50 8.35 8.35 4.5 2
Delta-type opioid receptor
CHEMBL236
IC50 8.22 8.22 6.0 1
Cholecystokinin receptor type A
CHEMBL1901
IC50 8.02 8.02 9.6 1
Cholecystokinin receptor type A
CHEMBL1901
Ki 8.02 8.02 9.6 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
IC50 7.82 7.82 15.1 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
Ki 7.82 7.82 15.0 1
Delta-type opioid receptor
CHEMBL3222
IC50 7.64 7.64 23.0 1
Mu-type opioid receptor
CHEMBL270
Ki 7.58 7.58 26.0 1
Mu-type opioid receptor
CHEMBL270
IC50 7.22 7.22 60.3 1
Mu-type opioid receptor
CHEMBL4354
IC50 6.68 6.68 210.0 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
EC50 5.72 5.72 1900.0 2
Cholecystokinin receptor type A
CHEMBL1901
EC50 5.6 5.6 2500.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor EC50 = 0.46 nM 9.34 Activity against [35S]GTP-gamma-S binding to rat mu opioid receptor expressed in... 16686530
Mu-type opioid receptor EC50 = 0.4571 nM 9.34 Activity against [35S]GTP-gamma-S binding to rat mu opioid receptor expressed in... 16686530
Delta-type opioid receptor Ki = 2.6 nM 8.59 Displacement of [3H]DPDPE from human delta opioid receptor expressed in HN9.10 c... 16686530
Delta-type opioid receptor EC50 = 4.467 nM 8.35 Activity against [35S]GTP-gamma-S binding to human delta opioid receptor express... 16686530
Delta-type opioid receptor EC50 = 4.5 nM 8.35 Activity against [35S]GTP-gamma-S binding to human delta opioid receptor express... 16686530
Delta-type opioid receptor IC50 = 6.026 nM 8.22 Displacement of [3H]DPDPE from human delta opioid receptor expressed in HN9.10 c... 16686530
Cholecystokinin receptor type A IC50 = 9.55 nM 8.02 Displacement of [125I]CCK-8(SO3) from human CCK1 receptor expressed in HEK293 ce... 16686530
Cholecystokinin receptor type A Ki = 9.6 nM 8.02 Displacement of [125I]CCK-8(SO3) from human CCK1 receptor expressed in HEK293 ce... 16686530
Gastrin/cholecystokinin type B receptor IC50 = 15.14 nM 7.82 Displacement of [125I]CCK-8(SO3) from human CCK2 receptor expressed in HEK293 ce... 16686530
Gastrin/cholecystokinin type B receptor Ki = 15.0 nM 7.82 Displacement of [125I]CCK-8(SO3) from human CCK2 receptor expressed in HEK293 ce... 16686530
Delta-type opioid receptor IC50 = 23.0 nM 7.64 Agonist activity at delta opioid receptor assessed as inhibition of electrically... 16686530
Mu-type opioid receptor Ki = 26.0 nM 7.58 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in HN9.10 cells 16686530
Mu-type opioid receptor IC50 = 60.26 nM 7.22 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in HN9.10 cells 16686530
Mu-type opioid receptor IC50 = 210.0 nM 6.68 Agonist activity at mu opioid receptor assessed as inhibition of electrically st... 16686530
Gastrin/cholecystokinin type B receptor EC50 = 1900.0 nM 5.72 Antagonist activity at CCK2 receptor expressed in HEK293 cells assessed as accum... 16686530
Gastrin/cholecystokinin type B receptor EC50 = 1905.46 nM 5.72 Antagonist activity at CCK2 receptor expressed in HEK293 cells assessed as accum... 16686530
Cholecystokinin receptor type A EC50 = 2500.0 nM 5.6 Antagonist activity at CCK1 receptor expressed in HEK 293 cells assessed as accu... 16686530
Cholecystokinin receptor type A EC50 = 2511.89 nM 5.6 Antagonist activity at CCK1 receptor expressed in HEK 293 cells assessed as accu... 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 Cholecystokinin receptor type A 5
16686530 10.1021/jm050921q Gastrin/cholecystokinin type B receptor 5

Data from ChEMBL 36 via Core Engine