Page last updated: 2024-12-08

om00-3

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Description

OM00-3: second-generation 8-residue memapsin 2 inhibitor; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID447068
CHEMBL ID390456
SCHEMBL ID19502529
MeSH IDM0439243

Synonyms (7)

Synonym
om-00-3
1M4H
CHEMBL390456 ,
om00-3
(2s,5s,8s,11r,13s,14s,17s,20s,23s)-23-amino-2-benzyl-5-(2-carboxyethyl)-17-(carboxymethyl)-13-hydroxy-14,20-diisobutyl-8-isopropyl-11-methyl-4,7,10,16,19,22-hexaoxo-3,6,9,15,18,21-hexaazahexacosane-1,26-dioic acid
bdbm50210579
SCHEMBL19502529
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, beta-SecretaseHomo sapiens (human)Ki0.00030.00030.00030.0003AID977610
Beta-secretase 1Homo sapiens (human)IC50 (µMol)0.00600.00061.619410.0000AID296063; AID432677
Beta-secretase 1Homo sapiens (human)Ki0.00060.00031.35248.0000AID1233534; AID1233548; AID636691
Beta-secretase 2Homo sapiens (human)Ki0.00300.00160.12490.3700AID1233535
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (20)

Processvia Protein(s)Taxonomy
proteolysisBeta-secretase 1Homo sapiens (human)
membrane protein ectodomain proteolysisBeta-secretase 1Homo sapiens (human)
response to lead ionBeta-secretase 1Homo sapiens (human)
protein processingBeta-secretase 1Homo sapiens (human)
amyloid-beta formationBeta-secretase 1Homo sapiens (human)
amyloid precursor protein catabolic processBeta-secretase 1Homo sapiens (human)
positive regulation of neuron apoptotic processBeta-secretase 1Homo sapiens (human)
amyloid-beta metabolic processBeta-secretase 1Homo sapiens (human)
detection of mechanical stimulus involved in sensory perception of painBeta-secretase 1Homo sapiens (human)
prepulse inhibitionBeta-secretase 1Homo sapiens (human)
cellular response to copper ionBeta-secretase 1Homo sapiens (human)
cellular response to manganese ionBeta-secretase 1Homo sapiens (human)
presynaptic modulation of chemical synaptic transmissionBeta-secretase 1Homo sapiens (human)
signaling receptor ligand precursor processingBeta-secretase 1Homo sapiens (human)
cellular response to amyloid-betaBeta-secretase 1Homo sapiens (human)
amyloid fibril formationBeta-secretase 1Homo sapiens (human)
proteolysisBeta-secretase 2Homo sapiens (human)
membrane protein ectodomain proteolysisBeta-secretase 2Homo sapiens (human)
protein processingBeta-secretase 2Homo sapiens (human)
peptide hormone processingBeta-secretase 2Homo sapiens (human)
melanosome organizationBeta-secretase 2Homo sapiens (human)
glucose homeostasisBeta-secretase 2Homo sapiens (human)
negative regulation of amyloid precursor protein biosynthetic processBeta-secretase 2Homo sapiens (human)
amyloid-beta metabolic processBeta-secretase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
amyloid-beta bindingBeta-secretase 1Homo sapiens (human)
endopeptidase activityBeta-secretase 1Homo sapiens (human)
aspartic-type endopeptidase activityBeta-secretase 1Homo sapiens (human)
protein bindingBeta-secretase 1Homo sapiens (human)
peptidase activityBeta-secretase 1Homo sapiens (human)
beta-aspartyl-peptidase activityBeta-secretase 1Homo sapiens (human)
enzyme bindingBeta-secretase 1Homo sapiens (human)
protein serine/threonine kinase bindingBeta-secretase 1Homo sapiens (human)
aspartic-type endopeptidase activityBeta-secretase 2Homo sapiens (human)
protein bindingBeta-secretase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (22)

Processvia Protein(s)Taxonomy
lysosomeBeta-secretase 1Homo sapiens (human)
endosomeBeta-secretase 1Homo sapiens (human)
early endosomeBeta-secretase 1Homo sapiens (human)
late endosomeBeta-secretase 1Homo sapiens (human)
multivesicular bodyBeta-secretase 1Homo sapiens (human)
endoplasmic reticulum lumenBeta-secretase 1Homo sapiens (human)
Golgi apparatusBeta-secretase 1Homo sapiens (human)
trans-Golgi networkBeta-secretase 1Homo sapiens (human)
plasma membraneBeta-secretase 1Homo sapiens (human)
synaptic vesicleBeta-secretase 1Homo sapiens (human)
cell surfaceBeta-secretase 1Homo sapiens (human)
endosome membraneBeta-secretase 1Homo sapiens (human)
membraneBeta-secretase 1Homo sapiens (human)
axonBeta-secretase 1Homo sapiens (human)
dendriteBeta-secretase 1Homo sapiens (human)
neuronal cell bodyBeta-secretase 1Homo sapiens (human)
membrane raftBeta-secretase 1Homo sapiens (human)
recycling endosomeBeta-secretase 1Homo sapiens (human)
Golgi-associated vesicle lumenBeta-secretase 1Homo sapiens (human)
hippocampal mossy fiber to CA3 synapseBeta-secretase 1Homo sapiens (human)
endosomeBeta-secretase 1Homo sapiens (human)
plasma membraneBeta-secretase 1Homo sapiens (human)
trans-Golgi networkBeta-secretase 1Homo sapiens (human)
endoplasmic reticulumBeta-secretase 2Homo sapiens (human)
Golgi apparatusBeta-secretase 2Homo sapiens (human)
plasma membraneBeta-secretase 2Homo sapiens (human)
membraneBeta-secretase 2Homo sapiens (human)
melanosome membraneBeta-secretase 2Homo sapiens (human)
plasma membraneBeta-secretase 2Homo sapiens (human)
trans-Golgi networkBeta-secretase 2Homo sapiens (human)
endosomeBeta-secretase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID1233536Selectivity ratio of Ki(app) for human recombinant BACE2 to Ki for human recombinant BACE12015Journal of medicinal chemistry, Jul-23, Volume: 58, Issue:14
Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease.
AID1233535Apparent inhibition of human recombinant BACE2 using Mca-SEVNLDAEFK-DNP substrate assessed as substrate hydrolysis after 1 hr by HPLC-FLU analysis2015Journal of medicinal chemistry, Jul-23, Volume: 58, Issue:14
Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease.
AID1233548Inhibition of active BACE1 (unknown origin)2015Journal of medicinal chemistry, Jul-23, Volume: 58, Issue:14
Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease.
AID1233540Cytotoxicity against human Caco2 cells assessed as cell viability at 25 to 50 uM after 24 hrs by MTS assay2015Journal of medicinal chemistry, Jul-23, Volume: 58, Issue:14
Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease.
AID1233539Cytotoxicity against human Caco2 cells assessed as cell viability at 25 to 50 uM after 4 to 24 hrs by MTS assay2015Journal of medicinal chemistry, Jul-23, Volume: 58, Issue:14
Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease.
AID432677Inhibition of full-domain of BACE1 expressed in HEK393 cells2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
Prolonged stability by cyclization: Macrocyclic phosphino dipeptide isostere inhibitors of beta-secretase (BACE1).
AID1233534Inhibition of human recombinant BACE1 using Mca-SEVNLDAEFK-DNP substrate assessed as substrate hydrolysis after 2 hrs by HPLC-FLU analysis2015Journal of medicinal chemistry, Jul-23, Volume: 58, Issue:14
Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease.
AID296063Inhibition of human BACE1 expressed in HEK293 cells2007Bioorganic & medicinal chemistry, Jun-15, Volume: 15, Issue:12
Synthesis and biological evaluation of phosphino dipeptide isostere inhibitor of human beta-secretase (BACE1).
AID636691Inhibition of human recombinant BACE1 ectodomain (1 to 460 amino acids) assessed as inhibition of proteolytic cleavage of Rhodamine-EVNLDAEFK-Quencher substrate after 35 mins by FRET assay2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
On a possible neutral charge state for the catalytic dyad in β-secretase when bound to hydroxyethylene transition state analogue inhibitors.
AID1233537Half life in human serum by HPLC-FLU analysis2015Journal of medicinal chemistry, Jul-23, Volume: 58, Issue:14
Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease.
AID1233538Half life in mouse brain by HPLC-FLU analysis2015Journal of medicinal chemistry, Jul-23, Volume: 58, Issue:14
Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease.
AID1811Experimentally measured binding affinity data derived from PDB2002Biochemistry, Sep-10, Volume: 41, Issue:36
Crystal structure of memapsin 2 (beta-secretase) in complex with an inhibitor OM00-3.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2002Biochemistry, Sep-10, Volume: 41, Issue:36
Crystal structure of memapsin 2 (beta-secretase) in complex with an inhibitor OM00-3.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (60.00)29.6817
2010's2 (40.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]