Compound: MG-132
SMILES: O=C(OCc1ccccc1)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C=O)CC(C)C)CC(C)C)CC(C)C
InChIKey: TZYWCYJVHRLUCT-VABKMULXSA-N
Synonyms: MG-132, Z-Leu-leu-leu-al, MG132, MG 132, Zlllal, Z-Leu-leu-leucinal, Z-LLL-CHO, Zlll-cho, Lll cpd, Carbobenzoxy-leucyl-leucyl-leucinal, Z-LLL, Benzyloxycarbonyl-leucyl-leucyl-leucinal, Benzyloxycarbonyl-leu-leu-leu-aldehyde, Benzyloxycarbonylleucyl-leucyl-leucine aldehyde, Carbobenzoxyl-leucinyl-leucinyl-leucinal-H, RF1P63GW3K, DTXSID3042639, CHEBI:75142, n-benzyloxycarbonyl-l-leucyl-l-leucyl-l-leucinal, (S)-N-((Phenylmethoxy)carbonyl)-L-leucyl-N-(1-formyl-3-methylbutyl)-L-leucinamide, benzyl N-[(2S)-4-methyl-1-[[(2S)-4-methyl-1-[[(2S)-4-methyl-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]carbamate, phenylmethyl N-((2S)-4-methyl-1-(((2S)-4-methyl-1-(((2S)-4-methyl-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate, phenylmethyl N-[(2S)-4-methyl-1-[[(2S)-4-methyl-1-[[(2S)-4-methyl-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]carbamate, carbobenzyloxy-leucinyl-leucinyl-leucinal, RefChem:818803, Proteasome Inhibitor MG-132, DTXCID1022639, benzyl N-((2S)-4-methyl-1-(((2S)-4-methyl-1-(((2S)-4-methyl-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate, S)-N-((Phenylmethoxy)carbonyl)-L-leucyl-N-(1-formyl-3-methylbutyl)-L-leucinamide, 849-040-8, 133407-82-6, Z-Leu-Leu-Leu-H, Benzyl ((S)-4-methyl-1-(((S)-4-methyl-1-(((S)-4-methyl-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate, C26H41N3O5, MFCD00674886, Cbz-Leu-Leu-Leu-H, Z-LLL-al, CHEMBL64925, Cbz-L-Leu-L-Leu-L-Leu-CHO, N-[(Benzyloxy)carbonyl]-L-Leucyl-N-[(2s)-4-Methyl-1-Oxopentan-2-Yl]-L-Leucinamide, L-Leucinamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-N-[(1S)-1-formyl-3-methylbutyl]-, benzyl (S)-4-methyl-1-((S)-4-methyl-1-((S)-4-methyl-1-oxopentan-2-ylamino)-1-oxopentan-2-ylamino)-1-oxopentan-2-ylcarbamate, BRD0970, BRD-0970, (S)-MG132, N-[(Phenylmethoxy)carbonyl]-L-leucyl-N-[(1S)-1-formyl-3-methylbutyl]-L-leucinamide, benzyl N-[(1S)-1-[[(1S)-1-[[(1S)-1-formyl-3-methyl-butyl]carbamoyl]-3-methyl-butyl]carbamoyl]-3-methyl-butyl]carbamate, 1211877-36-9, Z-LLL-H, UNII-RF1P63GW3K, Carbobenzoxy-L-leucyl-L-leucyl-L-leucinal, L-Leucinamide, N-((phenylmethoxy)carbonyl)-L-leucyl-N-((1S)-1-formyl-3-methylbutyl)-, zLLL, Benzyl N-[(1S)-3-methyl-1-[[(1S)-3-methyl-1-[[(2S)-4-methyl-1-oxo-pentan-2-yl]carbamoyl]butyl]carbamoyl]butyl]carbamate, Z-LLLal, Cbz-Leu-Leu-Leucinal, Z-L-leu-L-leu-L-leu-H, BSPBio_001310, carbobenzoxy-Leu-Leu-leucinal, KBioGR_000030, KBioSS_000030, MLS006011220, Cbz-L-Leu-L-Leu-L-Leu-H, SCHEMBL160925, Z-Leu-Leu-Leu-H (aldehyde), GTPL8616, orb1306306, BCBcMAP01_000028, KBio2_000030, KBio2_002598, KBio2_005166, KBio3_000059, KBio3_000060, benzyloxycarbonyl-Leu-Leu-leucinal, Bio2_000030, Bio2_000510, GLXC-03835, HMS1361B12, HMS1791B12, HMS1989B12, HMS3402B12, IZL-3175-V, EX-A1500, BDBM50069985, HB4135, NSC782153, PI-102, s2619, AKOS027420457, MG-132 [Z-Leu- Leu-Leu-CHO], CCG-207860, CCG-208036, CS-0471, EBC-157189, FM29307, MG-132?, NSC-782153, compound 5b [PMID: 16686537], IDI1_033780, s10322, NCGC00161679-01, NCGC00161679-02, NCGC00161679-03, NCGC00161679-04, NCGC00161679-13, Z-Leu-Leu-Leu-al, >=90% (HPLC), AS-55854, HY-13259, SMR002530629, SY071699, SW219780-1, UNM000011053701, Q3272916, SR-01000864598-1, BRD-K60230970-001-04-3, BRD-K60230970-001-05-0, BRD-K60230970-001-06-8, BRD-K60230970-001-07-6, BRD-K60230970-001-08-4, BRD-K60230970-001-10-0, BRD-K60230970-001-13-4, BRD-K60230970-001-16-7, BRD-K60230970-001-17-5, MG-132 - CAS 133407-82-6, MG-132, >/=95% by HPLC - CAS 133407-82-6, L-Leucinamide, N-((phenylmethoxy)carbonyl)-L-leucyl-N-(1-formyl-3-methylbutyl)-, (S)-, L-Leucinamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-N1-[(1S)-1-formyl-3-methylbutyl]-, (S)-2-(Cbz-amino)-4-methyl-N-[(S)-4-methyl-1-[[(S)-4-methyl-1-oxo-2-pentyl]amino]-1-oxo-2-pentyl]pentanamide, (S)-4-methyl-2-(3-phenyl-propionylamino)-pentanoic acid [(S)-1-((S)-1-formyl-3-methyl-butylcarbamoyl)-3-methyl-butyl]-amide, {(S)-1-[(S)-1-((S)-1-Formyl-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester, {1-[(S)-(S)-1-((S)-1-Formyl-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester, {1-[1-(1-Formyl-3-methyl-butylcarbamoyl)-3-methyl-butylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester, benzyl(S)-4-methyl-1-((S)-4-methyl-1-((S)-4-methyl-1-oxopentan-2-ylamino)-1-oxopentan-2-ylamino)-1-oxopentan-2-ylcarbamate
Theoretical properties:
molecular_formula: C26H41N3O5
molecular_weight: 475.6 g/mol
exact_mass: 475.30462142 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 15
heavy_atom_count: 34
topological_polar_surface_area: 114 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal is a tripeptide that is L-leucyl-L-leucyl-L-leucine in which the C-terminal carboxy group has been reduced to the corresponding aldehyde and the N-terminal amino group is protected as its benzyloxycarbonyl derivative. It has a role as a proteasome inhibitor. It is an amino aldehyde, a carbamate ester and a tripeptide.
chebi: A tripeptide that is <small>L</small>-leucyl-<small>L</small>-leucyl-<small>L</small>-leucine in which the <em>C</em>-terminal carboxy group has been reduced to the corresponding aldehyde and the <em>N</em>-terminal amino group is protected as its benzyloxycarbonyl derivative.
chembl: MG-132 is a protein listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: MG132 is a potent, reversible, and cell-permeable proteasome inhibitor (Ki = 4 nM). It belongs to the class of synthetic peptide aldehydes. It reduces the degradation of ubiquitin-conjugated proteins in mammalian cells and permeable strains of yeast by the 26S complex without affecting its ATPase or isopeptidase activities. MG132 activates c-Jun N-terminal kinase (JNK1), which initiates apoptosis. MG132 also inhibits NF-κB activation with an IC50 of 3 μM and prevents β-secretase cleavage.