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Compound Detail

CHEMBL438223

DYNORPHIN A (1-11)
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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)O

Basic Information

ChEMBL ID CHEMBL438223
Name DYNORPHIN A (1-11)
Phase Preclinical
Structure Type BOTH
InChI Key WZHQALIQGVYQGG-QFIUEGLPSA-N
8
Targets
16
Activities
2
Assay Types
4
PK Parameters
19
Publications
0
Known Names

Molecular Properties

1362.7
MW (Da)

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C63H103N21O13
MW 1362.65

Activity Summary

IC50 9 meas. best 10.11
Ki 7 meas. best 9.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kappa-type opioid receptor
CHEMBL3952
IC50 10.11 10.11 0.1 1
Kappa-type opioid receptor
CHEMBL237
IC50 9.96 8.92 0.1 2
Kappa-type opioid receptor
CHEMBL237
Ki 9.92 9.92 0.1 1
Kappa-type opioid receptor
CHEMBL3952
Ki 9.89 9.89 0.1 1
Mu-type opioid receptor
CHEMBL4354
IC50 8.97 8.6433 1.1 3
Kappa-type opioid receptor
CHEMBL3614
Ki 8.96 8.96 1.1 1
Mu-type opioid receptor
CHEMBL270
Ki 8.57 8.515 2.7 2
Delta-type opioid receptor
CHEMBL236
IC50 8.16 7.355 7.0 2
Delta-type opioid receptor
CHEMBL3222
Ki 8.09 8.09 8.2 1
Delta-type opioid receptor
CHEMBL269
Ki 7.97 7.97 10.7 1
Delta-type opioid receptor
CHEMBL3222
IC50 7.54 7.54 28.9 1

Pharmacokinetic Data

Parameter Value Units Species
Ke - - Cavia porcellus
Ke - - Cricetulus griseus
Ke - - Oryctolagus cuniculus
T1/2 0.7 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Kappa-type opioid receptor IC50 = 0.077 nM 10.11 Inhibition of [3H]U-69593 binding to kappa opioid receptor of guinea pig brain h... 8096246
Kappa-type opioid receptor IC50 = 0.1096 nM 9.96 Displacement of [3H]U69,593 from human KOR expressed in mouse HN9.10 cell membra... 27797517
Kappa-type opioid receptor Ki = 0.12 nM 9.92 Displacement of [3H]U69,593 from human KOR expressed in mouse HN9.10 cell membra... 27797517
Kappa-type opioid receptor Ki = 0.128 nM 9.89 Compound was evaluated for the inhibition of [3H]bremazocine binding to Opioid r... 2876099
Mu-type opioid receptor IC50 = 1.08 nM 8.97 Inhibition of [3H]PL-17 binding to mu opioid receptor of guinea pig brain homoge... 8096246
Kappa-type opioid receptor Ki = 1.11 nM 8.96 Displacement of [3H]diprenorphine from rat kappa opioid receptor expressed in CH... 19807094
Mu-type opioid receptor Ki = 2.71 nM 8.57 Compound was evaluated for the inhibition of [3H]DAGO([[3H]D-Ala,MePhe4,Glyol5]e... 2876099
Mu-type opioid receptor IC50 = 2.88 nM 8.54 Compound was evaluated for the agonistic activity against Opioid receptor mu 1 i... 2876099
Mu-type opioid receptor Ki = 3.5 nM 8.46 Displacement of [3H]DAMGO from rat mu opioid receptor expressed in CHO cells 19807094
Mu-type opioid receptor IC50 = 3.81 nM 8.42 Inhibition of mu-selective antagonist binding to opioid receptor of guinea pig i... 8096246
Delta-type opioid receptor IC50 = 6.99 nM 8.16 Inhibition of [3H]DPDPE binding to delta opioid receptor of guinea pig brain hom... 8096246
Delta-type opioid receptor Ki = 8.18 nM 8.09 Displacement of [3H]DPDPE from mouse delta opioid receptor expressed in CHO cell... 19807094
Delta-type opioid receptor Ki = 10.66 nM 7.97 Compound was evaluated for the inhibition of [3H]DSLET([[3H]D-Ser2,Leu5,Thr6]enk... 2876099
Kappa-type opioid receptor IC50 = 13.09 nM 7.88 Compound was evaluated for the agonistic activity against Opioid receptor kappa ... 2876099
Delta-type opioid receptor IC50 = 28.93 nM 7.54 Inhibition of delta-selective antagonist binding to opioid receptor of mouse vas... 8096246
Delta-type opioid receptor IC50 = 284.0 nM 6.55 Compound was evaluated for the agonistic activity against Opioid receptor delta ... 2876099

Literature References

PubMed DOI Target Context # Activities
2876099 10.1021/jm00160a019 Delta-type opioid receptor 4
2876099 10.1021/jm00160a019 Kappa-type opioid receptor 4
2876099 10.1021/jm00160a019 Mu-type opioid receptor 4
8096246 10.1021/jm00058a012 Opioid receptors; mu & kappa 2
27797517 10.1021/acs.jmedchem.6b01411 Kappa-type opioid receptor 2
19807094 10.1021/jm900715m Unchecked 2
8096246 10.1021/jm00058a012 Delta-type opioid receptor 2
8096246 10.1021/jm00058a012 Mu-type opioid receptor 2
8096246 10.1021/jm00058a012 Kappa-type opioid receptor 1
2876099 10.1021/jm00160a019 Oryctolagus cuniculus 1
8096246 10.1021/jm00058a012 Opioid receptors; delta & kappa 1
2876099 10.1021/jm00160a019 Cricetinae gen. sp. 1
19807094 10.1021/jm900715m Delta-type opioid receptor 1
19807094 10.1021/jm900715m Mu-type opioid receptor 1
19807094 10.1021/jm900715m Kappa-type opioid receptor 1
2876099 10.1021/jm00160a019 Cavia porcellus 1
27797517 10.1021/acs.jmedchem.6b01411 Mu-type opioid receptor 1
27797517 10.1021/acs.jmedchem.6b01411 Delta-type opioid receptor 1
27797517 10.1021/acs.jmedchem.6b01411 ADMET 1

Data from ChEMBL 36 via Core Engine