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Compound Detail

CHEMBL1172428

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CCCC[C@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](Cc1ccc2ccccc2c1)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc1c(C)cc(O)cc1C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Basic Information

ChEMBL ID CHEMBL1172428
Phase Preclinical
Structure Type BOTH
InChI Key JMDKMESJXNSGPX-PVDMSZGWSA-N
7
Targets
11
Activities
2
Assay Types
1
PK Parameters
6
Publications
0
Known Names

Molecular Properties

1478.7
MW (Da)

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C78H95N17O13
MW 1478.72

Activity Summary

IC50 8 meas. best 9.1
Ki 3 meas. best 8.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cholecystokinin receptor type A
CHEMBL1901
IC50 9.1 9.1 0.8 1
Delta-type opioid receptor
CHEMBL236
Ki 8.43 8.43 3.7 1
Mu-type opioid receptor
CHEMBL270
Ki 8.31 8.31 4.9 1
Delta-type opioid receptor
CHEMBL236
IC50 8.1 8.1 7.9 1
Mu-type opioid receptor
CHEMBL270
IC50 8.0 8.0 10.0 1
Mu-type opioid receptor
CHEMBL4354
IC50 7.18 7.18 66.0 1
Delta-type opioid receptor
CHEMBL3222
IC50 6.96 6.96 110.0 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
Ki 6.75 6.75 180.0 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
IC50 6.7 6.7 199.5 1
Melanocortin receptor 4
CHEMBL259
IC50 6.3 6.3 500.0 2

Pharmacokinetic Data

Parameter Value Units Species
Ke - - Cavia porcellus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cholecystokinin receptor type A IC50 = 0.7943 nM 9.1 Displacement of [125I]CCK-8(SO3) from human CCK1 receptor expressed in human HEK... 20547453
Delta-type opioid receptor Ki = 3.7 nM 8.43 Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN... 20547453
Mu-type opioid receptor Ki = 4.9 nM 8.31 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 20547453
Delta-type opioid receptor IC50 = 7.943 nM 8.1 Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN... 20547453
Mu-type opioid receptor IC50 = 10.0 nM 8.0 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 20547453
Mu-type opioid receptor IC50 = 66.0 nM 7.18 Agonist activity at mu opioid receptor in guinea pig ileum assessed as inhibitio... 20547453
Delta-type opioid receptor IC50 = 110.0 nM 6.96 Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhi... 20547453
Gastrin/cholecystokinin type B receptor Ki = 180.0 nM 6.75 Displacement of [125I]CCK-8(SO3) from human CCK2 receptor expressed in human HEK... 20547453
Gastrin/cholecystokinin type B receptor IC50 = 199.53 nM 6.7 Displacement of [125I]CCK-8(SO3) from human CCK2 receptor expressed in human HEK... 20547453
Melanocortin receptor 4 IC50 = 500.0 nM 6.3 Displacement of Eu-NDP-alphaMSH from human MC4 receptor expressed in human HEK29... 20547453
Melanocortin receptor 4 IC50 = 501.19 nM 6.3 Displacement of Eu-NDP-alphaMSH from human MC4 receptor expressed in human HEK29... 20547453

Literature References

PubMed DOI Target Context # Activities
20547453 10.1016/j.bmcl.2010.05.078 Delta-type opioid receptor 3
20547453 10.1016/j.bmcl.2010.05.078 Mu-type opioid receptor 3
20547453 10.1016/j.bmcl.2010.05.078 Melanocortin receptor 4 2
20547453 10.1016/j.bmcl.2010.05.078 Unchecked 2
20547453 10.1016/j.bmcl.2010.05.078 Gastrin/cholecystokinin type B receptor 2
20547453 10.1016/j.bmcl.2010.05.078 Cholecystokinin receptor type A 1

Data from ChEMBL 36 via Core Engine