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Compound Detail

CHEMBL392185

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CCC(=O)N(c1ccccc1)C1CCN(C(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](N)Cc2c(C)cc(O)cc2C)CC1

Basic Information

ChEMBL ID CHEMBL392185
Phase Preclinical
Structure Type MOL
InChI Key XEGINLDCVLRGAF-KUSJRIKGSA-N
4
Targets
18
Activities
3
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

698.9
MW (Da)
2.66
ALogP
7
HBA
5
HBD
174.2
PSA (Ų)
0.17
QED
1
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C39H50N6O6
MW 698.87
Aromatic Rings 3
Heavy Atoms 51
NP-Likeness -0.62

Activity Summary

EC50 8 meas. best 9.12
IC50 6 meas. best 9.1
Ki 4 meas. best 9.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Delta-type opioid receptor
CHEMBL236
Ki 9.44 8.095 0.4 2
Mu-type opioid receptor
CHEMBL270
Ki 9.42 8.41 0.4 2
Delta-type opioid receptor
CHEMBL236
EC50 9.12 7.945 0.8 4
Delta-type opioid receptor
CHEMBL236
IC50 9.1 7.75 0.8 2
Mu-type opioid receptor
CHEMBL270
IC50 9.08 8.065 0.8 2
Mu-type opioid receptor
CHEMBL270
EC50 9.06 8.07 0.9 4
Delta-type opioid receptor
CHEMBL3222
IC50 8.74 8.74 1.8 1
Mu-type opioid receptor
CHEMBL4354
IC50 8.07 8.07 8.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Delta-type opioid receptor Ki = 0.36 nM 9.44 Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN... 21128594
Mu-type opioid receptor Ki = 0.38 nM 9.42 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 21128594
Delta-type opioid receptor EC50 = 0.7586 nM 9.12 Agonist activity at human delta opioid receptor expressed in CHO cells assessed ... 21128594
Delta-type opioid receptor EC50 = 0.77 nM 9.11 Agonist activity at human delta opioid receptor expressed in CHO cells assessed ... 21128594
Delta-type opioid receptor IC50 = 0.7943 nM 9.1 Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN... 21128594
Mu-type opioid receptor IC50 = 0.8318 nM 9.08 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 ... 21128594
Mu-type opioid receptor EC50 = 0.88 nM 9.06 Agonist activity at rat mu opioid receptor expressed in CHO cells assessed as st... 21128594
Mu-type opioid receptor EC50 = 0.8913 nM 9.05 Agonist activity at rat mu opioid receptor expressed in CHO cells assessed as st... 21128594
Delta-type opioid receptor IC50 = 1.8 nM 8.74 Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhi... 21128594
Mu-type opioid receptor IC50 = 8.5 nM 8.07 Agonist activity at mu opioid receptor in guinea pig ileum assessed as inhibitio... 21128594
Mu-type opioid receptor Ki = 40.0 nM 7.4 Displacement of [3H]DAMGO from rat mu-opioid receptor transfected in HN9.10 cell... 17927164
Mu-type opioid receptor EC50 = 82.0 nM 7.09 Agonist activity at rat mu-opioid receptor expressed in CHO cells after 90 mins ... 17927164
Mu-type opioid receptor EC50 = 83.18 nM 7.08 Agonist activity at rat mu-opioid receptor expressed in CHO cells after 90 mins ... 17927164
Mu-type opioid receptor IC50 = 89.13 nM 7.05 Displacement of [3H]DAMGO from rat mu-opioid receptor transfected in HN9.10 cell... 17927164
Delta-type opioid receptor EC50 = 165.96 nM 6.78 Agonist activity at human delta-opioid receptor expressed in CHO cells after 90 ... 17927164
Delta-type opioid receptor EC50 = 170.0 nM 6.77 Agonist activity at human delta-opioid receptor expressed in CHO cells after 90 ... 17927164
Delta-type opioid receptor Ki = 180.0 nM 6.75 Displacement of [3H]DPDPE from human delta-opioid receptor transfected in HN9.10... 17927164
Delta-type opioid receptor IC50 = 398.11 nM 6.4 Displacement of [3H]DPDPE from human delta-opioid receptor transfected in HN9.10... 17927164

Literature References

PubMed DOI Target Context # Activities
17927164 10.1021/jm061465o Delta-type opioid receptor 6
21128594 10.1021/jm100982d Delta-type opioid receptor 6
21128594 10.1021/jm100982d Mu-type opioid receptor 6
17927164 10.1021/jm061465o Mu-type opioid receptor 5
17927164 10.1021/jm061465o Mu-opioid receptor 1

Data from ChEMBL 36 via Core Engine