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Compound Detail

CHEMBL2111681

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CC(C)[C@@H](CN1CC[C@@](C)(c2cccc(O)c2)[C@@H](C)C1)NC(=O)[C@@H](N)Cc1ccc(O)cc1

Basic Information

ChEMBL ID CHEMBL2111681
Phase Preclinical
Structure Type MOL
InChI Key XMQBJNPBIUOLQP-QEHFTRCTSA-N
2
Targets
4
Activities
1
Assay Types
9
PK Parameters
8
Publications
0
Known Names

Molecular Properties

453.6
MW (Da)
3.41
ALogP
5
HBA
4
HBD
98.8
PSA (Ų)
0.49
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H39N3O3
MW 453.63
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness 0.62

Activity Summary

Ki 4 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kappa-type opioid receptor
CHEMBL3952
Ki 7.8 7.745 16.0 2
Mu-type opioid receptor
CHEMBL270
Ki 6.68 6.44 208.0 2

Pharmacokinetic Data

Parameter Value Units Species
Ke 12.0 nM Cavia porcellus
Ke 334.0 nM Cavia porcellus
Ke 44.6 nM Cavia porcellus
Ke 16.5 nM Cavia porcellus
Ke 452.0 nM Cavia porcellus
Ke 30.0 nM Cavia porcellus
Ke 30.0 nM Cavia porcellus
Ke 16.5 nM Cavia porcellus
Ke 452.0 nM Cavia porcellus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
12825951 10.1021/jm030094y Mu-type opioid receptor 4
12825951 10.1021/jm030094y Delta-type opioid receptor 4
12825951 10.1021/jm030094y Kappa-type opioid receptor 4
12825951 10.1021/jm030094y Opioid receptors; mu & kappa 4
12825951 10.1021/jm030094y Opioid receptors; delta & kappa 4
24690494 10.1016/j.bmcl.2014.03.040 Kappa-type opioid receptor 1
24690494 10.1016/j.bmcl.2014.03.040 Mu-type opioid receptor 1
24690494 10.1016/j.bmcl.2014.03.040 Unchecked 1

Data from ChEMBL 36 via Core Engine