Compounds > sc 58272
Page last updated: 2024-12-08

sc 58272

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Description

SC 58272: inhibits myristoyl-CoA:protein N-myristoyltransferase; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID446385
CHEMBL ID6269
MeSH IDM0273599

Synonyms (15)

Synonym
(s)-6-amino-2-[(s)-3-hydroxy-2-(2-{4-[4-(2-methyl-imidazol-1-yl)-butyl]-phenyl}-acetylamino)-propionylamino]-hexanoic acid (2-cyclohexyl-ethyl)-amide
bdbm50034993
[cyclohexylethyl]-[[[[4-[2-methyl-1-imidazolyl-butyl]phenyl]acetyl]-seryl]-lysinyl]-amine
MIM ,
sc 58272
sc-58272 ,
l-lysinamide, n-[[4-[4-(2-methyl-1h-imidazol-1-yl)butyl]phenyl]acetyl]-l-seryl-n1-(2-cyclohexylethyl)-
164931-25-3
(2s)-6-amino-n-(2-cyclohexylethyl)-2-[[(2s)-3-hydroxy-2-[[2-[4-[4-(2-methylimidazol-1-yl)butyl]phenyl]acetyl]amino]propanoyl]amino]hexanamide
DB02477
n-({4-[4-(2-methyl-1h-imidazol-1-yl)butyl]phenyl}acetyl)-l-seryl-n-(2-cyclohexylethyl)-l-lysinamide
CHEMBL6269 ,
l-lysinamide, n-((4-(4-(2-methyl-1h-imidazol-1-yl)butyl)phenyl)acetyl)-l-seryl-n1-(2-cyclohexylethyl)-
DTXSID00167824
AKOS040749436
[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)
Glycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)IC50 (µMol)28.19030.00300.23620.8300AID143928; AID143934; AID143938; AID144059; AID144065; AID144069
Glycylpeptide N-tetradecanoyltransferaseSaccharomyces cerevisiae S288CIC50 (µMol)0.02400.02400.02400.0240AID359051
Glycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)IC50 (µMol)28.19030.00300.15870.8300AID143928; AID143934; AID143938; AID144059; AID144065; AID144069
N-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)IC50 (µMol)14.10000.70000.70000.7000AID144069
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
N-terminal peptidyl-glycine N-myristoylationGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
regulation of opsin-mediated signaling pathwayGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
intracellular transport of virusGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
in utero embryonic developmentGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
N-terminal peptidyl-glycine N-myristoylationGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
regulation of opsin-mediated signaling pathwayGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
cellular ketone metabolic processGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
protein localization to membraneGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
N-terminal protein myristoylationGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
positive regulation of establishment of protein localization to mitochondrionGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
fatty acid metabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
sphingosine metabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
lipid catabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
N-acylethanolamine metabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
N-acylphosphatidylethanolamine metabolic processN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
glycylpeptide N-tetradecanoyltransferase activityGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
protein bindingGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
peptidyl-lysine N6-myristoyltransferase activityGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
glycylpeptide N-tetradecanoyltransferase activityGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
protein bindingGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
peptidyl-lysine N6-myristoyltransferase activityGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
myristoyltransferase activityGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
hydrolase activity, acting on carbon-nitrogen (but not peptide) bondsN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
N-acylsphingosine amidohydrolase activityN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
fatty acid amide hydrolase activityN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
N-(long-chain-acyl)ethanolamine deacylase activityN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
ceramidase activityN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
DNA-binding transcription factor bindingN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
cytoplasmGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
Golgi apparatusGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
cytosolGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
plasma membraneGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
host cellGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
cytoplasmGlycylpeptide N-tetradecanoyltransferase 2Homo sapiens (human)
cytoplasmGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
cytosolGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
plasma membraneGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
cytoplasmGlycylpeptide N-tetradecanoyltransferase 1Homo sapiens (human)
cytoplasmN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
lysosomeN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
membraneN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
lysosomal lumenN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
extracellular exosomeN-acylethanolamine-hydrolyzing acid amidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID234310Selectivity is the ratio of the IC50 for human NMT divided by the IC50 for Candida albicans NMT.1997Journal of medicinal chemistry, Aug-01, Volume: 40, Issue:16
Design and synthesis of novel imidazole-substituted dipeptide amides as potent and selective inhibitors of Candida albicans myristoylCoA:protein N-myristoyltransferase and identification of related tripeptide inhibitors with mechanism-based antifungal act
AID47220Antifungal activity against Candida albicans CY10022001Bioorganic & medicinal chemistry letters, Jul-23, Volume: 11, Issue:14
Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 1.
AID144059Inhibitory activity against human N-myristoyltransferase (HsNmt)2001Bioorganic & medicinal chemistry letters, Jul-23, Volume: 11, Issue:14
Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 1.
AID144065Inhibitory activity against human N-Myristoyltransferase (NMT).1995Journal of medicinal chemistry, May-26, Volume: 38, Issue:11
Design and syntheses of potent and selective dipeptide inhibitors of Candida albicans myristoyl-CoA:protein N-myristoyltransferase.
AID143928Inhibitory activity against Candida albicans N-myristoyltransferase (CaNmt)2001Bioorganic & medicinal chemistry letters, Jul-23, Volume: 11, Issue:14
Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 1.
AID144069Inhibition activity against N-myristoyltransferase (NMT) of human.1997Journal of medicinal chemistry, Aug-01, Volume: 40, Issue:16
Design and synthesis of novel imidazole-substituted dipeptide amides as potent and selective inhibitors of Candida albicans myristoylCoA:protein N-myristoyltransferase and identification of related tripeptide inhibitors with mechanism-based antifungal act
AID234308Selectivity is the ratio of the IC50 against human NMT to the IC50 against Candida albicans NMT.1995Journal of medicinal chemistry, May-26, Volume: 38, Issue:11
Design and syntheses of potent and selective dipeptide inhibitors of Candida albicans myristoyl-CoA:protein N-myristoyltransferase.
AID144058The Compound was tested for the inhibition potency against Candida albicans N-myristoyltransferase (NMT) and reported as apparent Ki1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Novel biologically active nonpeptidic inhibitors of myristoylCoA:protein N-myristoyltransferase.
AID359051Inhibition of Saccharomyces cerevisiae NMT2007The Journal of biological chemistry, Jul-27, Volume: 282, Issue:30
Crystal structures of Saccharomyces cerevisiae N-myristoyltransferase with bound myristoyl-CoA and inhibitors reveal the functional roles of the N-terminal region.
AID143934Inhibitory activity against Candida albicans N-Myristoyltransferase (NMT).1995Journal of medicinal chemistry, May-26, Volume: 38, Issue:11
Design and syntheses of potent and selective dipeptide inhibitors of Candida albicans myristoyl-CoA:protein N-myristoyltransferase.
AID143938Inhibition activity against N-myristoyltransferase (NMT) of candida albicans.1997Journal of medicinal chemistry, Aug-01, Volume: 40, Issue:16
Design and synthesis of novel imidazole-substituted dipeptide amides as potent and selective inhibitors of Candida albicans myristoylCoA:protein N-myristoyltransferase and identification of related tripeptide inhibitors with mechanism-based antifungal act
AID143939Apparent binding affinity against Candida albicans N-Myristoyltransferase (NMT).1995Journal of medicinal chemistry, May-26, Volume: 38, Issue:11
Design and syntheses of potent and selective dipeptide inhibitors of Candida albicans myristoyl-CoA:protein N-myristoyltransferase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's5 (50.00)18.2507
2000's5 (50.00)29.6817
2010's0 (0.00)24.3611
2020's0 (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: 11.96

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 Index11.96 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.36 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.96)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycine
[no description available]		1.9910alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
alprenolol
Alprenolol: One of the ADRENERGIC BETA-ANTAGONISTS used as an antihypertensive, anti-anginal, and anti-arrhythmic agent.. alprenolol : A secondary alcohol that is propan-2-ol substituted by a 2-allylphenoxy group at position 1 and an isopropylamino group at position 3. It is a beta-adrenergic antagonist used as a antihypertensive, anti-arrhythmia and a sympatholytic agent.		210secondary alcohol;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent
fluconazole
Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.		210conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic
myristic acid
Myristic Acid: A saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetics. (From Dorland, 28th ed). tetradecanoic acid : A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat.. tetradecanoate : A long-chain fatty acid anion that is the conjugate base of myristic acid; major species at pH 7.3.		1.9910long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
human metabolite
s-tetradecanoyl-coenzyme a
myristoyl-CoA : A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of myristic acid.		2.73011,12-saturated fatty acyl-CoA;
long-chain fatty acyl-CoA		Escherichia coli metabolite;
mouse metabolite
ConditionIndicatedRelationship StrengthStudiesTrials