Compound Detail

CHEMBL411557

DYNORPHIN A (1-17)

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CC[C@H](C)[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL411557
Name	DYNORPHIN A (1-17)
Phase	Preclinical
Structure Type	BOTH
InChI Key	JMNJYGMAUMANNW-FIXZTSJVSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

2147.5

MW (Da)

Drug Information

Molecule Type	Protein
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C99H155N31O23
MW	2147.52

Activity Summary

IC50 10 meas. best 9.64

EC50 6 meas. best 9.39

Ki 6 meas. best 9.74

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	9.74	9.17	0.2	3
Kappa-type opioid receptor CHEMBL237	Ki	9.68	9.68	0.2	1
Kappa-type opioid receptor CHEMBL3952	IC50	9.64	9.64	0.2	2
Kappa-type opioid receptor CHEMBL237	EC50	9.39	8.825	0.4	4
Opioid receptors; mu/kappa/delta CHEMBL2095181	IC50	8.6	8.6	2.5	1
Delta-type opioid receptor CHEMBL236	IC50	8.6	8.6	2.5	2
Mu-type opioid receptor CHEMBL4354	IC50	8.6	8.4	2.5	3
Delta-type opioid receptor CHEMBL236	Ki	8.23	8.23	5.9	1
Mu-type opioid receptor CHEMBL233	Ki	8.03	8.03	9.4	1
Delta-type opioid receptor CHEMBL236	EC50	7.73	7.73	18.6	1
Opioid receptor CHEMBL2095192	IC50	7.65	7.65	22.5	1
Delta-type opioid receptor CHEMBL3222	IC50	7.4	7.4	39.7	1
Mu-type opioid receptor CHEMBL233	EC50	6.67	6.67	213.8	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Ke	62.9	nM	Cavia porcellus
Ke	58.8	nM	-
Ke	-	-	Cavia porcellus
Ke	-	-	-
Ke	-	-	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	0.18	nM	9.74	Displacement of [3H]diprenorphine from human kappa/mu opioid chimera 4 receptor	18487043
Kappa-type opioid receptor	Ki	=	0.21	nM	9.68	Displacement of [3H]diprenorphine from human kappa opioid receptor expressed in ...	18487043
Kappa-type opioid receptor	IC50	=	0.231	nM	9.64	Binding affinity against Opioid receptor kappa 1 in guinea pig brain homogenate ...	1972964
Kappa-type opioid receptor	IC50	=	0.231	nM	9.64	Inhibition of [3H]U-69593 binding to kappa opioid receptor of guinea pig brain h...	8096246
Unchecked	Ki	=	0.31	nM	9.51	Displacement of [3H]diprenorphine from human kappa/mu opioid chimera 3 receptor	18487043
Kappa-type opioid receptor	EC50	=	0.41	nM	9.39	Agonist activity at human KOR expressed in CHO cells assessed as inhibition of f...	25426797
Kappa-type opioid receptor	EC50	=	1.1	nM	8.96	Agonist activity at human kappa opioid receptor transfected in CHO cells by [35S...	18487043
Kappa-type opioid receptor	EC50	=	1.778	nM	8.75	Agonist activity at human recombinant kappa opioid receptor expressed in CHO cel...	26005537
Delta-type opioid receptor	IC50	=	2.54	nM	8.6	Inhibition of [3H]DPDPE binding to delta opioid receptor of guinea pig brain hom...	8096246
Mu-type opioid receptor	IC50	=	2.53	nM	8.6	Inhibition of mu-selective antagonist binding to opioid receptor of guinea pig i...	8096246
Opioid receptors; mu/kappa/delta	IC50	=	2.5	nM	8.6	Opioid receptors antagonist activity in smooth-muscle tissue of guinea pig ileum...	1972964
Delta-type opioid receptor	IC50	=	2.54	nM	8.6	Binding affinity against Opioid receptor delta 1 in guinea pig brain homogenate ...	1972964
Mu-type opioid receptor	IC50	=	5.04	nM	8.3	Binding affinity against Opioid receptor mu 1 in guinea pig brain homogenate usi...	1972964
Mu-type opioid receptor	IC50	=	5.04	nM	8.3	Inhibition of [3H]PL-17 binding to mu opioid receptor of guinea pig brain homoge...	8096246
Unchecked	Ki	=	5.5	nM	8.26	Displacement of [131I]-[D-Ala2,4'-I-Phe8]alpha-Neoendorphin from opioid receptor...	23796454
Delta-type opioid receptor	Ki	=	5.9	nM	8.23	Displacement of [3H]diprenorphine from human delta opioid receptor expressed in ...	18487043
Kappa-type opioid receptor	EC50	=	6.31	nM	8.2	Antagonist activity at human recombinant kappa opioid receptor expressed in CHO ...	19473027
Mu-type opioid receptor	Ki	=	9.4	nM	8.03	Displacement of [3H]diprenorphine from human mu opioid receptor expressed in CHO...	18487043
Delta-type opioid receptor	EC50	=	18.62	nM	7.73	Agonist activity at human recombinant delta opioid receptor expressed in CHO cel...	26005537
Opioid receptor	IC50	=	22.5	nM	7.65	Opioid receptors antagonist activity in smooth-muscle tissue mouse vas deferens ...	1972964

Literature References

PubMed	DOI	Target Context	# Activities
1972964	10.1021/jm00169a007	Opioid receptor	4
1972964	10.1021/jm00169a007	Opioid receptors; mu/kappa/delta	3
26005537	10.1021/acsmedchemlett.5b00056	Delta-type opioid receptor	2
26005537	10.1021/acsmedchemlett.5b00056	Mu-type opioid receptor	2
8096246	10.1021/jm00058a012	Mu-type opioid receptor	2
8096246	10.1021/jm00058a012	Delta-type opioid receptor	2
25426797	10.1021/jm501521d	Kappa-type opioid receptor	2
8096246	10.1021/jm00058a012	Opioid receptors; mu & kappa	2
18487043	10.1016/j.bmcl.2007.11.116	Kappa-type opioid receptor	2
19473027	10.1021/jm900604g	Kappa-type opioid receptor	2
18487043	10.1016/j.bmcl.2007.11.116	Unchecked	2
8096246	10.1021/jm00058a012	Opioid receptors; delta & kappa	1
26005537	10.1021/acsmedchemlett.5b00056	Kappa-type opioid receptor	1
23796454	10.1016/j.bmcl.2013.05.090	Unchecked	1
18487043	10.1016/j.bmcl.2007.11.116	Delta-type opioid receptor	1
18487043	10.1016/j.bmcl.2007.11.116	Mu-type opioid receptor	1
1972964	10.1021/jm00169a007	Kappa-type opioid receptor	1
8096246	10.1021/jm00058a012	Kappa-type opioid receptor	1
1972964	10.1021/jm00169a007	Opioid receptors; mu & kappa	1
1972964	10.1021/jm00169a007	Delta-type opioid receptor	1

Data from ChEMBL 36 via Core Engine