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Compound Detail

CHEMBL383458

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CCCC[C@H](NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)CNC(=O)[C@@H](C)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 CHEMBL383458
Phase Preclinical
Structure Type BOTH
InChI Key LTNSZIYAGMZDDY-GUNATADUSA-N
6
Targets
16
Activities
3
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

870.0
MW (Da)
-0.06
ALogP
10
HBA
11
HBD
317.0
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 0.03

Activity Summary

EC50 6 meas. best 6.89
IC50 6 meas. best 5.89
Ki 4 meas. best 6.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Delta-type opioid receptor
CHEMBL236
EC50 6.89 6.89 128.8 2
Gastrin/cholecystokinin type B receptor
CHEMBL298
EC50 6.49 6.485 323.6 2
Mu-type opioid receptor
CHEMBL270
EC50 6.46 6.455 350.0 2
Mu-type opioid receptor
CHEMBL270
Ki 6.23 6.23 590.0 1
Delta-type opioid receptor
CHEMBL236
Ki 6.07 6.07 860.0 1
Mu-type opioid receptor
CHEMBL270
IC50 5.89 5.89 1288.2 1
Delta-type opioid receptor
CHEMBL3222
IC50 5.89 5.89 1300.0 1
Delta-type opioid receptor
CHEMBL236
IC50 5.7 5.7 1995.3 1
Mu-type opioid receptor
CHEMBL4354
IC50 5.64 5.64 2300.0 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
IC50 5.57 5.57 2691.5 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
Ki 5.57 5.57 2700.0 1
Cholecystokinin receptor type A
CHEMBL1901
IC50 5.19 5.19 6456.5 1
Cholecystokinin receptor type A
CHEMBL1901
Ki 5.19 5.19 6500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Delta-type opioid receptor EC50 = 128.82 nM 6.89 Activity against [35S]GTP-gamma-S binding to human delta opioid receptor express... 16686530
Delta-type opioid receptor EC50 = 130.0 nM 6.89 Activity against [35S]GTP-gamma-S binding to human delta opioid receptor express... 16686530
Gastrin/cholecystokinin type B receptor EC50 = 323.59 nM 6.49 Antagonist activity at CCK2 receptor expressed in HEK293 cells assessed as accum... 16686530
Gastrin/cholecystokinin type B receptor EC50 = 330.0 nM 6.48 Antagonist activity at CCK2 receptor expressed in HEK293 cells assessed as accum... 16686530
Mu-type opioid receptor EC50 = 350.0 nM 6.46 Activity against [35S]GTP-gamma-S binding to rat mu opioid receptor expressed in... 16686530
Mu-type opioid receptor EC50 = 354.81 nM 6.45 Activity against [35S]GTP-gamma-S binding to rat mu opioid receptor expressed in... 16686530
Mu-type opioid receptor Ki = 590.0 nM 6.23 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in HN9.10 cells 16686530
Delta-type opioid receptor Ki = 860.0 nM 6.07 Displacement of [3H]DPDPE from human delta opioid receptor expressed in HN9.10 c... 16686530
Mu-type opioid receptor IC50 = 1288.25 nM 5.89 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in HN9.10 cells 16686530
Delta-type opioid receptor IC50 = 1300.0 nM 5.89 Agonist activity at delta opioid receptor assessed as inhibition of electrically... 16686530
Delta-type opioid receptor IC50 = 1995.26 nM 5.7 Displacement of [3H]DPDPE from human delta opioid receptor expressed in HN9.10 c... 16686530
Mu-type opioid receptor IC50 = 2300.0 nM 5.64 Agonist activity at mu opioid receptor assessed as inhibition of electrically st... 16686530
Gastrin/cholecystokinin type B receptor IC50 = 2691.53 nM 5.57 Displacement of [125I]CCK-8(SO3) from human CCK2 receptor expressed in HEK293 ce... 16686530
Gastrin/cholecystokinin type B receptor Ki = 2700.0 nM 5.57 Displacement of [125I]CCK-8(SO3) from human CCK2 receptor expressed in HEK293 ce... 16686530
Cholecystokinin receptor type A IC50 = 6456.54 nM 5.19 Displacement of [125I]CCK-8(SO3) from human CCK1 receptor expressed in HEK293 ce... 16686530
Cholecystokinin receptor type A Ki = 6500.0 nM 5.19 Displacement of [125I]CCK-8(SO3) from human CCK1 receptor expressed in HEK293 ce... 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 3

Data from ChEMBL 36 via Core Engine