Page last updated: 2024-11-12

(-)-n-((2s,3r)-3-amino-2-hydroxy-4-phenyl-butyryl)-l-leucine methyl ester

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Cross-References

ID SourceID
PubMed CID9927170
CHEMBL ID457092
SCHEMBL ID9574604
MeSH IDM0521618

Synonyms (10)

Synonym
bestatin methyl ester
bdbm50251279
(s)-methyl 2-((2s,3r)-3-amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanoate
CHEMBL457092 ,
methyl bestatin
65322-89-6
SCHEMBL9574604
DTXSID20432965
methyl (2s)-2-[[(2s,3r)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]-4-methylpentanoate
AT39119
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Baculoviral IAP repeat-containing protein 3Homo sapiens (human)IC50 (µMol)0.69000.00850.08930.6900AID408061
Baculoviral IAP repeat-containing protein 2Homo sapiens (human)IC50 (µMol)0.69000.00040.31212.7200AID385409
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (35)

Processvia Protein(s)Taxonomy
apoptotic processBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
cell surface receptor signaling pathwayBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
canonical NF-kappaB signal transductionBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
spermatogenesisBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
positive regulation of protein ubiquitinationBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
tumor necrosis factor-mediated signaling pathwayBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of toll-like receptor signaling pathwayBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
non-canonical NF-kappaB signal transductionBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of RIG-I signaling pathwayBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of apoptotic processBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transductionBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of innate immune responseBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of inflammatory responseBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of necroptotic processBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of nucleotide-binding domain, leucine rich repeat containing receptor signaling pathwayBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of cysteine-type endopeptidase activityBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
regulation of cell cycleBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
negative regulation of apoptotic processBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
negative regulation of necroptotic processBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
protein polyubiquitinationBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
response to hypoxiaBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
placenta developmentBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
apoptotic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
cell surface receptor signaling pathwayBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
canonical NF-kappaB signal transductionBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
tumor necrosis factor-mediated signaling pathwayBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of toll-like receptor signaling pathwayBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
non-canonical NF-kappaB signal transductionBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of RIG-I signaling pathwayBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of cell population proliferationBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of apoptotic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
negative regulation of apoptotic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
positive regulation of canonical NF-kappaB signal transductionBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
proteasome-mediated ubiquitin-dependent protein catabolic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of innate immune responseBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
response to ethanolBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of cell differentiationBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
positive regulation of DNA-templated transcriptionBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of inflammatory responseBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
response to cAMPBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of cell cycleBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of necroptotic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
necroptotic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of nucleotide-binding domain, leucine rich repeat containing receptor signaling pathwayBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of non-canonical NF-kappaB signal transductionBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
negative regulation of ripoptosome assembly involved in necroptotic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
positive regulation of protein K63-linked ubiquitinationBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
positive regulation of protein K48-linked ubiquitinationBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
positive regulation of protein monoubiquitinationBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of cysteine-type endopeptidase activityBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
regulation of reactive oxygen species metabolic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
positive regulation of protein ubiquitinationBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
negative regulation of necroptotic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (13)

Processvia Protein(s)Taxonomy
ubiquitin-protein transferase activityBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
protein bindingBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
transferase activityBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
protein-containing complex bindingBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
metal ion bindingBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
cysteine-type endopeptidase inhibitor activity involved in apoptotic processBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
ubiquitin protein ligase activityBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
transcription coactivator activityBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
ubiquitin-protein transferase activityBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
protein bindingBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
zinc ion bindingBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
transferase activityBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
identical protein bindingBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
ubiquitin bindingBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
protein-containing complex bindingBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
protein-folding chaperone bindingBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
FBXO family protein bindingBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
ubiquitin protein ligase activityBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
cysteine-type endopeptidase inhibitor activity involved in apoptotic processBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
nucleusBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
nucleoplasmBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
cytoplasmBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
cytosolBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
protein-containing complexBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
nucleusBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
cytoplasmBaculoviral IAP repeat-containing protein 3Homo sapiens (human)
XY bodyBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
nucleusBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
cytoplasmBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
cytosolBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
cytoplasmic side of plasma membraneBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
CD40 receptor complexBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
nucleusBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
cytoplasmBaculoviral IAP repeat-containing protein 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (25)

Assay IDTitleYearJournalArticle
AID385408Enhancement of anti-Fas antibody CH11-induced apoptosis of human HT1080 cells at 30 uM after 24 hrs2008Bioorganic & medicinal chemistry, Apr-15, Volume: 16, Issue:8
Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin.
AID704700Inhibition of cell proliferation in human IMR32 cells at 1 to 30 uM after 72 hrs by Alamarblue assay2011Bioorganic & medicinal chemistry, May-15, Volume: 19, Issue:10
Development of target protein-selective degradation inducer for protein knockdown.
AID1322178Inhibition of BCR-ABL signaling pathway in human K562 cells assessed as suppression of STAT5 phosphorylation at 100 uM after 8 hrs in presence of imatinib by Western blot analysis2016Bioorganic & medicinal chemistry letters, 10-15, Volume: 26, Issue:20
Development of BCR-ABL degradation inducers via the conjugation of an imatinib derivative and a cIAP1 ligand.
AID1845880Antimalarial activity against Plasmodium falciparum D10 incubated for 48 hrs by [3H]hypoxanthine incorporation assay2021Journal of medicinal chemistry, 02-25, Volume: 64, Issue:4
Metalloaminopeptidases of the Protozoan Parasite
AID704699Induction of apoptosis in human IMR32 cells assessed as activation of caspase 3/7 at 30 uM after 24 hrs by fluorescence assay2011Bioorganic & medicinal chemistry, May-15, Volume: 19, Issue:10
Development of target protein-selective degradation inducer for protein knockdown.
AID385410Inhibition of flag-tagged cIAP1 production in human HT1080 cells assessed as ubiquitinated cIAP1 accumulation in presence of MG132 at 30 uM2008Bioorganic & medicinal chemistry, Apr-15, Volume: 16, Issue:8
Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin.
AID408303Binding affinity to human BIR3 domain of cIAP1 by fluorescence polarization assay2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Demonstration of direct binding of cIAP1 degradation-promoting bestatin analogs to BIR3 domain: Synthesis and application of fluorescent bestatin ester analogs.
AID670300Induction of cIAP1 protein degradation in human HT1080 cells at 0.1 to 10 uM after 6 hrs by Western blot analysis2012Bioorganic & medicinal chemistry letters, Jul-01, Volume: 22, Issue:13
Double protein knockdown of cIAP1 and CRABP-II using a hybrid molecule consisting of ATRA and IAPs antagonist.
AID385409Promotion of flag-tagged cIAP1 degradation in human HT1080 cells assessed as decrease in cIAPI production after 3 hrs2008Bioorganic & medicinal chemistry, Apr-15, Volume: 16, Issue:8
Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin.
AID704696Induction of apoptosis in human HT1080 cells assessed as activation of caspase 3/7 at 30 uM after 24 hrs by fluorescence assay in presence of etoposide2011Bioorganic & medicinal chemistry, May-15, Volume: 19, Issue:10
Development of target protein-selective degradation inducer for protein knockdown.
AID704695Induction of apoptosis in human HT1080 cells assessed as activation of caspase 3/7 at 30 uM after 24 hrs by fluorescence assay2011Bioorganic & medicinal chemistry, May-15, Volume: 19, Issue:10
Development of target protein-selective degradation inducer for protein knockdown.
AID385412Enhancement of cisplatin-induced apoptosis of human HT1080 cells at 10 uM2008Bioorganic & medicinal chemistry, Apr-15, Volume: 16, Issue:8
Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin.
AID385414Enhancement of camptothecin-induced apoptosis of human HT1080 cells at 10 uM2008Bioorganic & medicinal chemistry, Apr-15, Volume: 16, Issue:8
Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin.
AID385413Enhancement of etoposide-induced apoptosis of human HT1080 cells at 10 uM2008Bioorganic & medicinal chemistry, Apr-15, Volume: 16, Issue:8
Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin.
AID704704Displacement of DanBE from to GST-tagged cIAP1 BIR3 domain after 5 mins by Fluorescence polarization assay2011Bioorganic & medicinal chemistry, May-15, Volume: 19, Issue:10
Development of target protein-selective degradation inducer for protein knockdown.
AID408061Degradation promoting activity of FLAG tagged cIAP1 expressed in human HT1080 cells after 3 hrs by Western blotting analysis2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Demonstration of direct binding of cIAP1 degradation-promoting bestatin analogs to BIR3 domain: Synthesis and application of fluorescent bestatin ester analogs.
AID1387911Induction of AR/cIAP1 interaction in human 22Rv1 cells assessed as ubiquitin proteasome system mediated androgen receptor protein degradation at 30 uM in presence of 1-benzyl-4-(4-cyanophenyl)-2,5-dimethyl-1H-pyrrole-3-carbonitrile after 6 hrs by Western 2018Journal of medicinal chemistry, 01-25, Volume: 61, Issue:2
Development of Protein Degradation Inducers of Androgen Receptor by Conjugation of Androgen Receptor Ligands and Inhibitor of Apoptosis Protein Ligands.
AID1322180Inhibition of BCR-ABL signaling pathway in human K562 cells assessed as suppression of CrkL phosphorylation at 100 uM after 8 hrs in presence of imatinib by Western blot analysis2016Bioorganic & medicinal chemistry letters, 10-15, Volume: 26, Issue:20
Development of BCR-ABL degradation inducers via the conjugation of an imatinib derivative and a cIAP1 ligand.
AID1322181Inhibition of BCR-ABL phosphorylation in human K562 cells at 100 uM after 8 hrs in presence of imatinib by Western blot analysis2016Bioorganic & medicinal chemistry letters, 10-15, Volume: 26, Issue:20
Development of BCR-ABL degradation inducers via the conjugation of an imatinib derivative and a cIAP1 ligand.
AID704688Binding affinity to Flag-tagged cIAP1/CRABP2 expressed in human HT1080 cells assessed as induction in CRABP-2 degradation at 1000 uM by Western blot analysis2011Bioorganic & medicinal chemistry, May-15, Volume: 19, Issue:10
Development of target protein-selective degradation inducer for protein knockdown.
AID704694Induction of apoptosis in human HT1080 cells after 24 hrs by lactate dehydrogenase assay in presence of etoposide2011Bioorganic & medicinal chemistry, May-15, Volume: 19, Issue:10
Development of target protein-selective degradation inducer for protein knockdown.
AID1322183Effect on BCR-ABL protein levels in human K562 cells assessed as BCR-ABL to beta-tubulin ratio at 100 uM after 8 hrs in presence of imatinib by Western blot analysis relative to control2016Bioorganic & medicinal chemistry letters, 10-15, Volume: 26, Issue:20
Development of BCR-ABL degradation inducers via the conjugation of an imatinib derivative and a cIAP1 ligand.
AID385411Enhancement of actinomycin D-induced apoptosis of human HT1080 cells at 10 uM2008Bioorganic & medicinal chemistry, Apr-15, Volume: 16, Issue:8
Degradation-promoters of cellular inhibitor of apoptosis protein 1 based on bestatin and actinonin.
AID704693Induction of apoptosis in human HT1080 cells at 1 to 30 uM after 24 hrs by lactate dehydrogenase assay2011Bioorganic & medicinal chemistry, May-15, Volume: 19, Issue:10
Development of target protein-selective degradation inducer for protein knockdown.
AID1845879Inhibition of recombinant Plasmodium falciparum A-M17 assessed as inhibition constant using H-Leu-NHMec as substrate2021Journal of medicinal chemistry, 02-25, Volume: 64, Issue:4
Metalloaminopeptidases of the Protozoan Parasite
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's4 (57.14)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

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 Index12.72 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.72)

All Compounds (24.57)

Study Types

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