h-dmt-tic-gly-nh-bzl

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Description

H-Dmt-Tic-Gly-NH-Bzl: bifunctional opioid ligand;structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	10864183
CHEMBL ID	458631
MeSH ID	M0571645

Synonyms (9)

Synonym
bdbm50266025
h-dmt-tic-gly-nh-ch2-ph
2-[2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid (benzylcarbamoyl-methyl)-amide
h-dmt-tic-gly-nh-bzl
(s)-2-((s)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl)-n-(2-(benzylamino)-2-oxoethyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
CHEMBL458631 ,
ufp-505
(3s)-2-[(2s)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]-n-[2-oxo-2-(phenylmethylamino)ethyl]-3,4-dihydro-1h-isoquinoline-3-carboxamide
gtpl9838

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Delta-type opioid receptor	Mus musculus (house mouse)	Ki	0.0000	0.0000	0.5393	9.4000	AID362403
Delta-type opioid receptor	Rattus norvegicus (Norway rat)	Ki	0.0000	0.0000	0.6068	9.2330	AID362403; AID392172
Mu-type opioid receptor	Rattus norvegicus (Norway rat)	Ki	0.0002	0.0000	0.3845	8.6000	AID362404; AID392173
Mu-type opioid receptor	Homo sapiens (human)	Ki	0.0002	0.0000	0.4197	10.0000	AID266691
Delta-type opioid receptor	Homo sapiens (human)	Ki	0.0000	0.0000	0.5978	9.9300	AID266690
Mu-type opioid receptor	Cavia porcellus (domestic guinea pig)	Ki	0.0000	0.0000	0.2786	9.0000	AID392172
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Delta-type opioid receptor	Mus musculus (house mouse)	Kd	0.0005	0.0002	0.0887	0.5000	AID392177
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (31)

Process	via Protein(s)	Taxonomy
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger	Mu-type opioid receptor	Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathway	Mu-type opioid receptor	Homo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathway	Mu-type opioid receptor	Homo sapiens (human)
sensory perception	Mu-type opioid receptor	Homo sapiens (human)
negative regulation of cell population proliferation	Mu-type opioid receptor	Homo sapiens (human)
sensory perception of pain	Mu-type opioid receptor	Homo sapiens (human)
G protein-coupled opioid receptor signaling pathway	Mu-type opioid receptor	Homo sapiens (human)
behavioral response to ethanol	Mu-type opioid receptor	Homo sapiens (human)
positive regulation of neurogenesis	Mu-type opioid receptor	Homo sapiens (human)
negative regulation of Wnt protein secretion	Mu-type opioid receptor	Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascade	Mu-type opioid receptor	Homo sapiens (human)
calcium ion transmembrane transport	Mu-type opioid receptor	Homo sapiens (human)
cellular response to morphine	Mu-type opioid receptor	Homo sapiens (human)
regulation of cellular response to stress	Mu-type opioid receptor	Homo sapiens (human)
regulation of NMDA receptor activity	Mu-type opioid receptor	Homo sapiens (human)
neuropeptide signaling pathway	Mu-type opioid receptor	Homo sapiens (human)
immune response	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled receptor signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger	Delta-type opioid receptor	Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
adult locomotory behavior	Delta-type opioid receptor	Homo sapiens (human)
negative regulation of gene expression	Delta-type opioid receptor	Homo sapiens (human)
negative regulation of protein-containing complex assembly	Delta-type opioid receptor	Homo sapiens (human)
positive regulation of CREB transcription factor activity	Delta-type opioid receptor	Homo sapiens (human)
positive regulation of peptidyl-serine phosphorylation	Delta-type opioid receptor	Homo sapiens (human)
response to nicotine	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled opioid receptor signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
eating behavior	Delta-type opioid receptor	Homo sapiens (human)
regulation of mitochondrial membrane potential	Delta-type opioid receptor	Homo sapiens (human)
regulation of calcium ion transport	Delta-type opioid receptor	Homo sapiens (human)
cellular response to growth factor stimulus	Delta-type opioid receptor	Homo sapiens (human)
cellular response to hypoxia	Delta-type opioid receptor	Homo sapiens (human)
cellular response to toxic substance	Delta-type opioid receptor	Homo sapiens (human)
neuropeptide signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Process	via Protein(s)	Taxonomy
G-protein alpha-subunit binding	Mu-type opioid receptor	Homo sapiens (human)
G protein-coupled receptor activity	Mu-type opioid receptor	Homo sapiens (human)
beta-endorphin receptor activity	Mu-type opioid receptor	Homo sapiens (human)
voltage-gated calcium channel activity	Mu-type opioid receptor	Homo sapiens (human)
protein binding	Mu-type opioid receptor	Homo sapiens (human)
morphine receptor activity	Mu-type opioid receptor	Homo sapiens (human)
G-protein beta-subunit binding	Mu-type opioid receptor	Homo sapiens (human)
neuropeptide binding	Mu-type opioid receptor	Homo sapiens (human)
G protein-coupled opioid receptor activity	Delta-type opioid receptor	Homo sapiens (human)
protein binding	Delta-type opioid receptor	Homo sapiens (human)
receptor serine/threonine kinase binding	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled enkephalin receptor activity	Delta-type opioid receptor	Homo sapiens (human)
neuropeptide binding	Delta-type opioid receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (16)

Process	via Protein(s)	Taxonomy
endosome	Mu-type opioid receptor	Homo sapiens (human)
endoplasmic reticulum	Mu-type opioid receptor	Homo sapiens (human)
Golgi apparatus	Mu-type opioid receptor	Homo sapiens (human)
plasma membrane	Mu-type opioid receptor	Homo sapiens (human)
axon	Mu-type opioid receptor	Homo sapiens (human)
dendrite	Mu-type opioid receptor	Homo sapiens (human)
perikaryon	Mu-type opioid receptor	Homo sapiens (human)
synapse	Mu-type opioid receptor	Homo sapiens (human)
plasma membrane	Mu-type opioid receptor	Homo sapiens (human)
neuron projection	Mu-type opioid receptor	Homo sapiens (human)
plasma membrane	Delta-type opioid receptor	Homo sapiens (human)
synaptic vesicle membrane	Delta-type opioid receptor	Homo sapiens (human)
dendrite membrane	Delta-type opioid receptor	Homo sapiens (human)
presynaptic membrane	Delta-type opioid receptor	Homo sapiens (human)
axon terminus	Delta-type opioid receptor	Homo sapiens (human)
spine apparatus	Delta-type opioid receptor	Homo sapiens (human)
postsynaptic density membrane	Delta-type opioid receptor	Homo sapiens (human)
neuronal dense core vesicle	Delta-type opioid receptor	Homo sapiens (human)
plasma membrane	Delta-type opioid receptor	Homo sapiens (human)
neuron projection	Delta-type opioid receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (22)

Assay ID	Title	Year	Journal	Article
AID362403	Displacement of [3H]deltorphin2 from delta opioid receptor in Sprague-Dawley rat brain P2 synaptosomal membrane	2008	Journal of medicinal chemistry, Aug-28, Volume: 51, Issue:16	Further studies on lead compounds containing the opioid pharmacophore Dmt-Tic.
AID362404	Displacement of [3H]DAMGO from mu opioid receptor in Sprague-Dawley rat brain P2 synaptosomal membrane	2008	Journal of medicinal chemistry, Aug-28, Volume: 51, Issue:16	Further studies on lead compounds containing the opioid pharmacophore Dmt-Tic.
AID362406	Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction	2008	Journal of medicinal chemistry, Aug-28, Volume: 51, Issue:16	Further studies on lead compounds containing the opioid pharmacophore Dmt-Tic.
AID362420	Selectivity ratio of Ki for mu opioid receptor in Sprague-Dawley rat brain to Ki for delta opioid receptor in Sprague-Dawley rat brain	2008	Journal of medicinal chemistry, Aug-28, Volume: 51, Issue:16	Further studies on lead compounds containing the opioid pharmacophore Dmt-Tic.
AID73190	Negative logarithm of the molar concentration of an agonist to produce 50% of the maximum effect in guinea pig ileum (mu receptor) determined by Salvadori et al.	2002	Journal of medicinal chemistry, Jan-31, Volume: 45, Issue:3	Evaluation of the Dmt-Tic pharmacophore: conversion of a potent delta-opioid receptor antagonist into a potent delta agonist and ligands with mixed properties.
AID266691	Binding affinity to mu opioid receptor	2006	Journal of medicinal chemistry, Jun-29, Volume: 49, Issue:13	New 2',6'-dimethyl-L-tyrosine (Dmt) opioid peptidomimetics based on the Aba-Gly scaffold. Development of unique mu-opioid receptor ligands.
AID149672	Binding affinity at Opioid receptor delta 1 using rat brain receptor (P2 synaptosome) assay	2002	Journal of medicinal chemistry, Jan-31, Volume: 45, Issue:3	Evaluation of the Dmt-Tic pharmacophore: conversion of a potent delta-opioid receptor antagonist into a potent delta agonist and ligands with mixed properties.
AID266695	Agonist activity at mu opioid receptor by guinea pig ileum assay	2006	Journal of medicinal chemistry, Jun-29, Volume: 49, Issue:13	New 2',6'-dimethyl-L-tyrosine (Dmt) opioid peptidomimetics based on the Aba-Gly scaffold. Development of unique mu-opioid receptor ligands.
AID362407	Antagonist activity at delta opioid receptor in mouse vas deferens assessed as effect on deltorphin 2-induced response	2008	Journal of medicinal chemistry, Aug-28, Volume: 51, Issue:16	Further studies on lead compounds containing the opioid pharmacophore Dmt-Tic.
AID392175	Selectivity ratio of Ki for Sprague-Dawley rat mu opioid receptor to Ki for Sprague-Dawley rat delta opioid receptor	2009	Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2	Conformationally constrained opioid ligands: the Dmt-Aba and Dmt-Aia versus Dmt-Tic scaffold.
AID392173	Displacement of [3H]DAMGO from mu opioid receptor in Sprague-Dawley rat brain synaptosomal membranes	2009	Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2	Conformationally constrained opioid ligands: the Dmt-Aba and Dmt-Aia versus Dmt-Tic scaffold.
AID266690	Binding affinity to delta opioid receptor	2006	Journal of medicinal chemistry, Jun-29, Volume: 49, Issue:13	New 2',6'-dimethyl-L-tyrosine (Dmt) opioid peptidomimetics based on the Aba-Gly scaffold. Development of unique mu-opioid receptor ligands.
AID105932	Negative logarithm of the molar concentration required to double the agonist concentration to achieve the original response in mu receptor from mouse vas deferens (MVD)	2002	Journal of medicinal chemistry, Jan-31, Volume: 45, Issue:3	Evaluation of the Dmt-Tic pharmacophore: conversion of a potent delta-opioid receptor antagonist into a potent delta agonist and ligands with mixed properties.
AID392177	Antagonist activity at delta opioid receptor in mouse assessed as effect on electrically evoked vas-deferens contraction by MVD test	2009	Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2	Conformationally constrained opioid ligands: the Dmt-Aba and Dmt-Aia versus Dmt-Tic scaffold.
AID392178	Agonist activity at mu opioid receptor in Hartley guinea pig assessed as inhibition of electrically evoked ileum contraction by GPI test	2009	Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2	Conformationally constrained opioid ligands: the Dmt-Aba and Dmt-Aia versus Dmt-Tic scaffold.
AID151611	Binding affinity for rat brain P2 synaptosome Opioid receptor mu 1	2002	Journal of medicinal chemistry, Jan-31, Volume: 45, Issue:3	Evaluation of the Dmt-Tic pharmacophore: conversion of a potent delta-opioid receptor antagonist into a potent delta agonist and ligands with mixed properties.
AID266693	Selectivity for delta opioid receptor over mu opioid receptor	2006	Journal of medicinal chemistry, Jun-29, Volume: 49, Issue:13	New 2',6'-dimethyl-L-tyrosine (Dmt) opioid peptidomimetics based on the Aba-Gly scaffold. Development of unique mu-opioid receptor ligands.
AID392172	Displacement of [3H]DPDPE from delta opioid receptor in Sprague-Dawley rat brain synaptosomal membranes	2009	Bioorganic & medicinal chemistry letters, Jan-15, Volume: 19, Issue:2	Conformationally constrained opioid ligands: the Dmt-Aba and Dmt-Aia versus Dmt-Tic scaffold.
AID1346364	Human mu receptor (Opioid receptors)	2012	British journal of anaesthesia, Feb, Volume: 108, Issue:2	Pharmacological characterization of the bifunctional opioid ligand H-Dmt-Tic-Gly-NH-Bzl (UFP-505).
AID1346364	Human mu receptor (Opioid receptors)	2018	British journal of pharmacology, 07, Volume: 175, Issue:14	In vitro and in vivo characterization of the bifunctional μ and δ opioid receptor ligand UFP-505.
AID1346361	Human delta receptor (Opioid receptors)	2012	British journal of anaesthesia, Feb, Volume: 108, Issue:2	Pharmacological characterization of the bifunctional opioid ligand H-Dmt-Tic-Gly-NH-Bzl (UFP-505).
AID1346361	Human delta receptor (Opioid receptors)	2018	British journal of pharmacology, 07, Volume: 175, Issue:14	In vitro and in vivo characterization of the bifunctional μ and δ opioid receptor ligand UFP-505.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (66.67)	29.6817
2010's	2 (33.33)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.43

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	12.43 (24.57)
Research Supply Index	1.95 (2.92)
Research Growth Index	4.37 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.43)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes
endomorphin 2 endomorphin 2: isolated from bovine brain	2.03	1
dermorphin dermorphin: opiate-like peptide present in amphibian skin	2.01	1	oligopeptide
deltorphin i, ala(2)- deltorphin I, Ala(2)-: isolated from skin extracts of frogs belonging to the genus Phyllomedusa; has affinity to opioid receptors	2.01	1	peptide
ufp-502 [no description available]	2.43	2

Condition	Relationship Strength	Studies
Muscle Contraction A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.	2.03	1
Ache [description not available]	2.17	1
Pain An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.	2.17	1

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