Page last updated: 2024-12-07

butyloxycarbonyl-tryptophyl-methionyl-aspartyl-phenylalaninamide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID13178389
CHEMBL ID64605
SCHEMBL ID11568613
MeSH IDM0174235
PubMed CID92996
MeSH IDM0174235

Synonyms (18)

Synonym
5235-21-2
CHEMBL64605 ,
(s)-3-{(s)-2-[(s)-2-tert-butoxycarbonylamino-3-(1h-indol-3-yl)-propionylamino]-4-methylsulfanyl-butyrylamino}-n-((s)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid
boc-cck-4
bdbm50002477
3-{2-[2-tert-butoxycarbonylamino-3-(1h-indol-3-yl)-propionylamino]-4-methylsulfanyl-butyrylamino}-n-(1-carbamoyl-2-phenyl-ethyl)-succinamic acid
3-{1-[1-butyl oxycarbonylamino-2-(1h-3-indolyl)ethylcarboxamido]-3-methylsulfanylpropylcarboxamido}-3-(1-carbamoyl-2-phenylethylcarbamoyl)propanoic acid
boc-trp-met-asp-phe-nh2
DDROKKYSSQPXQO-FWEHEUNISA-N
SCHEMBL11568613
boc tetragastrin
(6s,9s,12s)-6-((1h-indol-3-yl)methyl)-12-((s)-1-amino-1-oxo-3-phenylpropan-2-ylcarbamoyl)-2,2-dimethyl-9-(2-(methylthio)ethyl)-4,7,10-trioxo-3-oxa-5,8,11-triazatetradecan-14-oic acid
butyloxycarbonyl-tryptophyl-methionyl-aspartyl-phenylalaninamide
tert-butyl l-tryptophyl-l-methionyl-l-alpha-aspartyl-3-phenyl-l-alaninamidoformate
einecs 226-032-7
boc-cck4
4,7,10-trihydroxy-12-{hydroxy[(1-hydroxy-1-imino-3-phenylpropan-2-yl)imino]methyl}-6-[(1h-indol-3-yl)methyl]-2,2-dimethyl-9-[2-(methylsulfanyl)ethyl]-3-oxa-5,8,11-triazatetradeca-4,7,10-trien-14-oic acid
DTXSID00966733
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cholecystokinin receptor type ARattus norvegicus (Norway rat)IC50 (µMol)1.80000.00000.43624.3000AID257192
Gastrin/cholecystokinin type B receptorRattus norvegicus (Norway rat)Ki0.00940.00060.11960.6800AID51461
Gastrin/cholecystokinin type B receptorHomo sapiens (human)IC50 (µMol)0.02500.00010.36154.0000AID50684; AID50690; AID50827
Gastrin/cholecystokinin type B receptorHomo sapiens (human)Ki0.04200.00010.03660.3450AID50955
Cholecystokinin receptor type ACavia porcellus (domestic guinea pig)IC50 (µMol)1.80000.00041.13803.5000AID1727067; AID52435; AID52438; AID52572
Cholecystokinin receptor type ACavia porcellus (domestic guinea pig)Ki11.90000.00030.13770.6310AID52582
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Gastrin/cholecystokinin type B receptorRattus norvegicus (Norway rat)EC50 (µMol)0.00100.00040.00080.0014AID51295
Gastrin/cholecystokinin type B receptorHomo sapiens (human)EC50 (µMol)0.01300.00000.00850.0270AID1727068
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (9)

Processvia Protein(s)Taxonomy
gastric acid secretionGastrin/cholecystokinin type B receptorHomo sapiens (human)
cell surface receptor signaling pathwayGastrin/cholecystokinin type B receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayGastrin/cholecystokinin type B receptorHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationGastrin/cholecystokinin type B receptorHomo sapiens (human)
positive regulation of cell population proliferationGastrin/cholecystokinin type B receptorHomo sapiens (human)
cholecystokinin signaling pathwayGastrin/cholecystokinin type B receptorHomo sapiens (human)
pH reductionGastrin/cholecystokinin type B receptorHomo sapiens (human)
digestive tract developmentGastrin/cholecystokinin type B receptorHomo sapiens (human)
gland developmentGastrin/cholecystokinin type B receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
cholecystokinin receptor activityGastrin/cholecystokinin type B receptorHomo sapiens (human)
protein bindingGastrin/cholecystokinin type B receptorHomo sapiens (human)
gastrin receptor activityGastrin/cholecystokinin type B receptorHomo sapiens (human)
peptide hormone bindingGastrin/cholecystokinin type B receptorHomo sapiens (human)
type B gastrin/cholecystokinin receptor bindingGastrin/cholecystokinin type B receptorHomo sapiens (human)
1-phosphatidylinositol-3-kinase regulator activityGastrin/cholecystokinin type B receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
plasma membraneGastrin/cholecystokinin type B receptorHomo sapiens (human)
intracellular membrane-bounded organelleGastrin/cholecystokinin type B receptorHomo sapiens (human)
plasma membraneGastrin/cholecystokinin type B receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID52572Inhibition of specific binding of [125I]BH-CCK-8 in guinea pig pancreas.1992Journal of medicinal chemistry, May-29, Volume: 35, Issue:11
Development of potent and selective CCK-A receptor agonists from Boc-CCK-4: tetrapeptides containing Lys(N epsilon)-amide residues.
AID51295Affinity against Cholecystokinin type B receptor expressed in CHO cells on rat brain.2000Journal of medicinal chemistry, Oct-05, Volume: 43, Issue:20
Replacement of glycine with dicarbonyl and related moieties in analogues of the C-terminal pentapeptide of cholecystokinin: CCK(2) agonists displaying a novel binding mode.
AID50827Inhibition of specific binding of [125I]BH-CCK-8 in guinea pig cortex1992Journal of medicinal chemistry, May-29, Volume: 35, Issue:11
Development of potent and selective CCK-A receptor agonists from Boc-CCK-4: tetrapeptides containing Lys(N epsilon)-amide residues.
AID76504Hydrolysis of phosphoinositide (PI) relative to maximal response elicited by CCK-8 in guinea pig pancreas.1992Journal of medicinal chemistry, May-29, Volume: 35, Issue:11
Development of potent and selective CCK-A receptor agonists from Boc-CCK-4: tetrapeptides containing Lys(N epsilon)-amide residues.
AID1727068Agonist activity at CCKBR in human NCI-H345 cells assessed as calcium release2020Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21
Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.
AID74026Stimulation of amylase release in guinea pig pancreas1992Journal of medicinal chemistry, May-29, Volume: 35, Issue:11
Development of potent and selective CCK-A receptor agonists from Boc-CCK-4: tetrapeptides containing Lys(N epsilon)-amide residues.
AID52435Compound was tested for its inhibitory activity in pancreatic cholecystokinin type A receptor in guinea pig1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
trans-3-n-propyl-L-proline is a highly favorable, conformationally restricted replacement for methionine in the C-terminal tetrapeptide of cholecystokinin. Stereoselective synthesis of 3-allyl- and 3-n-propyl-L-proline derivatives from 4-hydroxy-L-proline
AID52582Affinity against Cholecystokinin type A receptor on guinea pig pancreatic membranes.2000Journal of medicinal chemistry, Oct-05, Volume: 43, Issue:20
Replacement of glycine with dicarbonyl and related moieties in analogues of the C-terminal pentapeptide of cholecystokinin: CCK(2) agonists displaying a novel binding mode.
AID50690Displacement of [125I]BH-CCK-8 from Cholecystokinin type B receptor of guinea pig cortex1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Development of CCK-tetrapeptide analogues as potent and selective CCK-A receptor agonists.
AID50684Compound was tested for its inhibitory activity in cortical cholecystokinin type B receptor in guinea pig1991Journal of medicinal chemistry, Jan, Volume: 34, Issue:1
trans-3-n-propyl-L-proline is a highly favorable, conformationally restricted replacement for methionine in the C-terminal tetrapeptide of cholecystokinin. Stereoselective synthesis of 3-allyl- and 3-n-propyl-L-proline derivatives from 4-hydroxy-L-proline
AID52407Displacement of [3H]pentagastrin from Cholecystokinin receptor of mouse cerebral cortex1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Synthesis and binding affinities of analogues of cholecystokinin-(30-33) as probes for central nervous system cholecystokinin receptors.
AID1727067Inhibition of [125]BH-CCK8 binding to guinea pig pancreas CCKAR by radioligand binding assay2020Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21
Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.
AID1727069Agonist activity at CCKBR in human NCI-H345 cells assessed as calcium release relative to control2020Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21
Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.
AID50955Binding affinity against cholecystokinin type B receptor on guinea pig cortex.2000Journal of medicinal chemistry, Oct-05, Volume: 43, Issue:20
Replacement of glycine with dicarbonyl and related moieties in analogues of the C-terminal pentapeptide of cholecystokinin: CCK(2) agonists displaying a novel binding mode.
AID51461Compound was tested for binding affinity against Cholecystokinin type B receptor expressed in CHO cells on the rat brain.2000Journal of medicinal chemistry, Oct-05, Volume: 43, Issue:20
Replacement of glycine with dicarbonyl and related moieties in analogues of the C-terminal pentapeptide of cholecystokinin: CCK(2) agonists displaying a novel binding mode.
AID1727066Inhibition of [125]BH-CCK8 binding to guinea pig cortex CCKBR by radioligand binding assay2020Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21
Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.
AID52438Displacement of [125I]BH-CCK-8 from Cholecystokinin type A receptor in guinea pig pancreas1990Journal of medicinal chemistry, Nov, Volume: 33, Issue:11
Development of CCK-tetrapeptide analogues as potent and selective CCK-A receptor agonists.
AID257193Displacement of [3H]propionylCCK8 from rat cerebral cortex CCK22005Journal of medicinal chemistry, Dec-01, Volume: 48, Issue:24
Conformationally constrained CCK4 analogues incorporating IBTM and BTD beta-turn mimetics.
AID257192Displacement of [3H]propionylCCK8 from rat pancreatic CCK12005Journal of medicinal chemistry, Dec-01, Volume: 48, Issue:24
Conformationally constrained CCK4 analogues incorporating IBTM and BTD beta-turn mimetics.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (11.11)18.7374
1990's12 (66.67)18.2507
2000's3 (16.67)29.6817
2010's0 (0.00)24.3611
2020's1 (5.56)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.67

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.

MetricThis Compound (vs All)
Research Demand Index12.67 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index5.23 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.67)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]