Compound Detail

CHEMBL4458337

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CC[C@@H]1CN2CC[C@]3(Nc4cccc(-c5ccccc5)c4C3=O)[C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4458337
Phase	Preclinical
Structure Type	MOL
InChI Key	VCRVOVUTAHEQNK-RHLYTPARSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

460.6

MW (Da)

4.52

ALogP

HBA

HBD

67.9

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H32N2O4
MW	460.57
Aromatic Rings	2
Heavy Atoms	34
NP-Likeness	1.41

Activity Summary

EC50 8 meas. best 9.08

Ki 3 meas. best 9.1

IC50 1 meas. best 6.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Delta-type opioid receptor CHEMBL3222	Ki	9.1	9.1	0.8	1
Delta-type opioid receptor CHEMBL3222	EC50	9.08	9.08	0.8	1
Mu-type opioid receptor CHEMBL2858	Ki	9.04	9.04	0.9	1
Mu-type opioid receptor CHEMBL233	EC50	8.85	8.85	1.4	2
Delta-type opioid receptor CHEMBL236	EC50	8.85	8.85	1.4	2
Kappa-type opioid receptor CHEMBL237	EC50	8.85	8.85	1.4	2
Mu-type opioid receptor CHEMBL2858	EC50	8.85	8.85	1.4	1
Kappa-type opioid receptor CHEMBL4329	Ki	7.29	7.29	51.0	1
Kappa-type opioid receptor CHEMBL4329	IC50	6.77	6.77	171.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Delta-type opioid receptor	Ki	=	0.8	nM	9.1	Displacement of [125I]-IBNtxA from mouse delta opioid receptor-1 expressed in CH...	27556704
Delta-type opioid receptor	EC50	=	0.83	nM	9.08	Agonist activity at mouse delta opioid receptor-1 expressed in CHO cell membrane...	27556704
Mu-type opioid receptor	Ki	=	0.91	nM	9.04	Displacement of [125I]-IBNtxA from mouse mu opioid receptor-1 expressed in CHO c...	27556704
Kappa-type opioid receptor	EC50	=	1.4	nM	8.85	Inhibition of kappa opioid receptor (unknown origin) in presence of DPDPE by [35...	31550662
Kappa-type opioid receptor	EC50	=	1.4	nM	8.85	Inhibition of kappa opioid receptor (unknown origin) in presence of DAMGO by [35...	31550662
Delta-type opioid receptor	EC50	=	1.4	nM	8.85	Inhibition of delta opioid receptor (unknown origin) in presence of DPDPE by [35...	31550662
Mu-type opioid receptor	EC50	=	1.4	nM	8.85	Inhibition of mu opioid receptor (unknown origin) in presence of DPDPE by [35S]-...	31550662
Delta-type opioid receptor	EC50	=	1.4	nM	8.85	Inhibition of delta opioid receptor (unknown origin) in presence of DAMGO by [35...	31550662
Mu-type opioid receptor	EC50	=	1.4	nM	8.85	Inhibition of mu opioid receptor (unknown origin) in presence of DAMGO by [35S]-...	31550662
Mu-type opioid receptor	EC50	=	1.4	nM	8.85	Agonist activity at mouse mu opioid receptor-1 expressed in CHO cell membranes a...	27556704
Kappa-type opioid receptor	Ki	=	51.0	nM	7.29	Displacement of [125I]-IBNtxA from mouse kappa opioid receptor-1 expressed in CH...	27556704
Kappa-type opioid receptor	IC50	=	171.0	nM	6.77	Antagonist activity at mouse kappa opioid receptor-1 expressed in CHO cell membr...	27556704

Literature References

PubMed	DOI	Target Context	# Activities
31550662	10.1016/j.ejmech.2019.111701	Kappa-type opioid receptor	4
31550662	10.1016/j.ejmech.2019.111701	Delta-type opioid receptor	4
27556704	10.1021/acs.jmedchem.6b00748	Mu-type opioid receptor	4
31550662	10.1016/j.ejmech.2019.111701	Mu-type opioid receptor	3
27556704	10.1021/acs.jmedchem.6b00748	Delta-type opioid receptor	3
27556704	10.1021/acs.jmedchem.6b00748	Kappa-type opioid receptor	2
27556704	10.1021/acs.jmedchem.6b00748	Mus musculus	1

Data from ChEMBL 36 via Core Engine