Compound Detail

CHEMBL405618

ANALOG OF DYNORPHIN A

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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)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL405618
Name	ANALOG OF DYNORPHIN A
Phase	Preclinical
Structure Type	BOTH
InChI Key	OVVIBUHLQIYUEU-IWIISZHXSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

1604.0

MW (Da)

Drug Information

Molecule Type	Protein
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C75H126N24O15
MW	1603.99

Activity Summary

Ki 23 meas. best 10.05

EC50 19 meas. best 8.82

IC50 9 meas. best 9.94

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Kappa-type opioid receptor CHEMBL237	Ki	10.05	10.05	0.1	1
Kappa-type opioid receptor CHEMBL3952	IC50	9.94	9.94	0.1	1
Kappa-type opioid receptor CHEMBL237	IC50	9.83	9.83	0.1	1
Cavia porcellus CHEMBL369	IC50	9.72	9.72	0.2	1
Kappa-type opioid receptor CHEMBL4329	Ki	9.52	9.52	0.3	1
Kappa-type opioid receptor CHEMBL3952	Ki	9.51	8.975	0.3	2
Kappa-type opioid receptor CHEMBL3614	Ki	9.22	8.9375	0.6	4
Unchecked CHEMBL612545	Ki	9.22	7.525	0.6	6
Mu-type opioid receptor CHEMBL4354	Ki	9.04	8.17	0.9	2
Mu-type opioid receptor CHEMBL4354	IC50	8.94	8.9167	1.1	3
Kappa-type opioid receptor CHEMBL237	EC50	8.82	8.19	1.5	3
Delta-type opioid receptor CHEMBL236	Ki	8.42	7.9625	3.8	4
Mu-type opioid receptor CHEMBL270	Ki	8.4	8.4	4.0	1
Delta-type opioid receptor CHEMBL236	IC50	8.39	8.39	4.1	1
Kappa-type opioid receptor CHEMBL3614	EC50	8.22	8.0233	6.0	3
Unchecked CHEMBL612545	EC50	8.22	8.16	6.0	2
Delta-type opioid receptor CHEMBL3222	IC50	8.2	8.12	6.3	2
Kappa-type opioid receptor CHEMBL4329	EC50	8.17	7.485	6.7	2
Mu-type opioid receptor CHEMBL233	Ki	8.1	8.1	8.0	1
Kappa-type opioid receptor CHEMBL3952	EC50	7.75	7.75	18.0	1
Delta-type opioid receptor CHEMBL236	EC50	7.73	7.73	18.6	2
Mu-type opioid receptor CHEMBL233	EC50	6.67	6.67	213.8	2
Mas-related G-protein coupled receptor member X2 CHEMBL5849	EC50	5.98	5.4867	1047.1	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Kappa-type opioid receptor	Ki	=	0.09	nM	10.05	Displacement of [3H]U69,593 from human KOR expressed in mouse HN9.10 cell membra...	27797517
Kappa-type opioid receptor	IC50	=	0.114	nM	9.94	Inhibition of [3H]U-69593 binding to kappa opioid receptor of guinea pig brain h...	8096246
Kappa-type opioid receptor	IC50	=	0.1479	nM	9.83	Displacement of [3H]U69,593 from human KOR expressed in mouse HN9.10 cell membra...	27797517
Cavia porcellus	IC50	=	0.19	nM	9.72	Opioid activity in guinea pig ileum	9111295
Kappa-type opioid receptor	Ki	=	0.3	nM	9.52	Positive allosteric modulator activity in mouse kappa opioid receptor stably exp...	34308635
Kappa-type opioid receptor	Ki	=	0.31	nM	9.51	Binding affinity to Opioid receptor kappa 1 by competitive inhibition of radioli...	9111295
Kappa-type opioid receptor	Ki	=	0.6	nM	9.22	Binding constant against E203Q,D204N,D206N EL-2 Opioid receptor kappa 1 using [3...	10753461
Unchecked	Ki	=	0.6	nM	9.22	Binding affinity towards Mutant E203Q, D204N, D206N, Opioid receptor kappa 1 EL-...	10753461
Kappa-type opioid receptor	Ki	=	0.8	nM	9.1	Binding constant against wild type EL-2 Opioid receptor kappa 1 using [3H]dipren...	10753461
Mu-type opioid receptor	Ki	=	0.92	nM	9.04	Binding affinity to Opioid receptor mu 1 by competitive inhibition of radioligan...	9111295
Kappa-type opioid receptor	Ki	=	1.1	nM	8.96	Binding constant against E203Q,D204N,D206N,E209Q EL-2 Opioid receptor kappa 1 us...	10753461
Unchecked	Ki	=	1.1	nM	8.96	Binding affinity towards mutant E203Q,D204N,D206N,E209Q Opioid receptor kappa 1 ...	10753461
Mu-type opioid receptor	IC50	=	1.15	nM	8.94	Inhibition of mu-selective antagonist binding to opioid receptor of guinea pig i...	8096246
Mu-type opioid receptor	IC50	=	1.2	nM	8.92	Inhibition of mu opioid receptor in guinea pig ileum/longitudinal muscle with my...	23623418
Mu-type opioid receptor	IC50	=	1.29	nM	8.89	Inhibition of [3H]PL-17 binding to mu opioid receptor of guinea pig brain homoge...	8096246
Kappa-type opioid receptor	EC50	=	1.514	nM	8.82	Agonist activity at human recombinant KOR expressed in CHO cells by calcium mobi...	26944625
Kappa-type opioid receptor	Ki	=	3.4	nM	8.47	Binding constant against D216N,D217N,E218Q EL-2 Opioid receptor kappa 1 using [3...	10753461
Unchecked	Ki	=	3.4	nM	8.47	Binding affinity towards Mutant D216N, D217N, E218Q Opioid receptor kappa 1 EL-2...	10753461
Kappa-type opioid receptor	Ki	=	3.6	nM	8.44	The compound was tested for binding activity towards opioid receptor kappa in gu...	1895300
Delta-type opioid receptor	Ki	=	3.8	nM	8.42	Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN...	23623418

Literature References

PubMed	DOI	Target Context	# Activities
10753461	10.1021/jm990583r	Kappa-type opioid receptor	10
28288109	10.1038/nchembio.2334	Mas-related G-protein coupled receptor member X2	8
10753461	10.1021/jm990583r	Unchecked	6
34308635	10.1021/acs.jnatprod.1c00301	Kappa-type opioid receptor	4
28288109	10.1038/nchembio.2334	Unchecked	3
9111295	10.1021/jm960753p	Kappa-type opioid receptor	3
26785295	10.1016/j.ejmech.2015.12.012	Delta-type opioid receptor	2
26785295	10.1016/j.ejmech.2015.12.012	Mu-type opioid receptor	2
26944625	10.1016/j.bmc.2016.02.034	Mu-type opioid receptor	2
23623418	10.1016/j.bmcl.2013.03.065	Delta-type opioid receptor	2
23623418	10.1016/j.bmcl.2013.03.065	Mu-type opioid receptor	2
26944625	10.1016/j.bmc.2016.02.034	Delta-type opioid receptor	2
27797517	10.1021/acs.jmedchem.6b01411	Kappa-type opioid receptor	2
8096246	10.1021/jm00058a012	Opioid receptors; mu & kappa	2
8096246	10.1021/jm00058a012	Delta-type opioid receptor	2
8096246	10.1021/jm00058a012	Mu-type opioid receptor	2
1895300	10.1021/jm00113a020	Cavia porcellus	2
8096246	10.1021/jm00058a012	Kappa-type opioid receptor	1
9111295	10.1021/jm960753p	Cavia porcellus	1
9111295	10.1021/jm960753p	Mu-type opioid receptor	1

Data from ChEMBL 36 via Core Engine