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Compound Detail

CHEMBL254919

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Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](Cc1ccc2ccccc2c1)C(N)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL254919
Phase Preclinical
Structure Type BOTH
InChI Key XQWLHPWPDQSALN-HWFRFQLBSA-N
5
Targets
9
Activities
4
Assay Types
2
PK Parameters
9
Publications
0
Known Names

Molecular Properties

649.8
MW (Da)
2.96
ALogP
6
HBA
5
HBD
167.8
PSA (Ų)
0.16
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C38H43N5O5
MW 649.79
Aromatic Rings 4
Heavy Atoms 48
NP-Likeness -0.10

Activity Summary

IC50 3 meas. best 8.82
EC50 2 meas. best 7.81
Kd 2 meas. best 8.89
Ki 2 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
 Kd 8.89 8.89 1.3 2
Mu-type opioid receptor
CHEMBL270
 IC50 8.82 8.82 1.5 1
Mu-type opioid receptor
CHEMBL270
 Ki 8.82 8.82 1.5 1
Unchecked
CHEMBL612545
 IC50 8.29 8.29 5.1 1
Delta-type opioid receptor
CHEMBL269
 IC50 8.11 8.11 7.7 1
Delta-type opioid receptor
CHEMBL269
 Ki 8.11 8.11 7.7 1
Delta-type opioid receptor
CHEMBL236
 EC50 7.81 7.81 15.5 2

Pharmacokinetic Data

Parameter Value Units Species
Ke 250.0 nM Mus musculus
Ke 5.86 nM Cavia porcellus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor Kd = 1.288 nM 8.89 Antagonist activity against mu opioid receptor assessed as effect on endomorphin... 17266203
Mu-type opioid receptor Kd = 1.288 nM 8.89 Antagonist activity at mu opioid receptor expressed in CHO cells assessed as rel... 18207400
Mu-type opioid receptor IC50 = 1.52 nM 8.82 Displacement of [3H]DAMGO from mu opioid receptor in rat brain membranes 18207400
Mu-type opioid receptor Ki = 1.52 nM 8.82 Displacement of [3H]DAMGO from mu opioid receptor in rat brain membrane 17266203
Unchecked IC50 = 5.09 nM 8.29 Selectivity for mu opioid receptor over delta opioid receptor in rat brain membr... 18207400
Delta-type opioid receptor IC50 = 7.74 nM 8.11 Displacement of [3H]DSLET from delta opioid receptor in rat brain membranes 18207400
Delta-type opioid receptor Ki = 7.74 nM 8.11 Displacement of [3H]DSLET from delta opioid receptor in rat brain membrane 17266203
Delta-type opioid receptor EC50 = 15.5 nM 7.81 Activity at delta opioid receptor assessed as increase in calcium level in CHO c... 17266203
Delta-type opioid receptor EC50 = 15.5 nM 7.81 Antagonist activity at delta opioid receptor expressed in CHO cells assessed as ... 18207400

Literature References

PubMed DOI Target Context # Activities
17266203 10.1021/jm060998u Mus musculus 9
18207400 10.1016/j.bmcl.2008.01.009 Mus musculus 6
17266203 10.1021/jm060998u Mu-type opioid receptor 5
17266203 10.1021/jm060998u Delta-type opioid receptor 4
18207400 10.1016/j.bmcl.2008.01.009 Mu-type opioid receptor 3
18207400 10.1016/j.bmcl.2008.01.009 Delta-type opioid receptor 3
17266203 10.1021/jm060998u Opioid receptors; mu & delta 1
17266203 10.1021/jm060998u Unchecked 1
18207400 10.1016/j.bmcl.2008.01.009 Unchecked 1

Data from ChEMBL 36 via Core Engine