Compound: Bestatin
SMILES: O=C(O)[C@@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccccc1)CC(C)C
InChIKey: VGGGPCQERPFHOB-RDBSUJKOSA-N
Synonyms: Bestatin, Ubenimex, 58970-76-6, NK-421, Ubenimexum, NK 421, I0J33N5627, NSC-265489, ((2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl)-L-leucine, (3-Amino-2-hydroxy-4-phenylbutanoyl)-L-leucine, (S-(R*,S*))-N-(3-Amino-2-hydroxy-4-phenylbutyroyl)-L-leucine, L-Leucine, N-(3-amino-2-hydroxy-1-oxo-4-phenylbutyl)-, (S-(R*,S*))-, (2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]-4-methylpentanoic acid, NSC265489, DTXSID4048430, (2S)-2-(((2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl)amino)-4-methylpentanoic acid, RefChem:900961, 3-amino-2-hydroxy-4-phenylbutyryl-L-leucine, 2-((3-amino-2-hydroxy-4-phenylbutanoyl)amino)-4-methylpentanoic acid, DTXCID0028404, (2R)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanoic acid, N-((2S,3R)-4-phenyl-3-amino-2-hydroxybutyryl)-L-leucine, (S-(R*,S*))-N-(3-amino-2-hydroxy-1-oxo-4-phenylbutyl)-L-leucine, (2S)-2-(((2S,3R)-3-azaniumyl-2-hydroxy-4-phenylbutanoyl)amino)-4-methylpentanoate, (2S)-2-((2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoylamino)-4-methylpentanoic acid, 261-529-2, N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-leucine, (S)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanoic acid, MFCD00083262, (-)-bestatin, N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine, CHEMBL29292, [(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine, Bestatin;Ubenimex, (2S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid, L-Leucine, N-[(2S,3R)-3-amino-2-hydroxy-1-oxo-4-phenylbutyl]-, 2-(3-AMINO-2-HYDROXY-4-PHENYL-BUTYRYLAMINO)-4-METHYL-PENTANOIC ACID, Ubenimexum [Latin], Ubenimex [INN:JAN], (2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenyl-butanoyl]amino]-4-methyl-pentanoic acid, SMR000059165, EINECS 261-529-2, NSC 265489, BRN 4704312, Ubestatin, N-((2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRYL)-L-LEUCINE, Ubenimex, solid, L-LEUCINE, N-((2S,3R)-3-AMINO-2-HYDROXY-1-OXO-4-PHENYLBUTYL)-, UNII-I0J33N5627, 1txr, Ubenimex, Bestatin, 58970-76-6 (free base), [S-(R*,S*)]-N-(3-amino-2-hydroxy-1-oxo-4-phenylbutyl)-L-leucine; (-)-Bestatin; NK 421; NSC 265489; Ubenimex;, Bestatin (Standard), Bestatin (Ubenimex), Ubenimex (Bestatin), Ubenimex (Bestatin)?, 3-(R)-Amino-2-(S)-hydroxy-4-phenylbutanoyl-(S)-leucine, UBENIMEX [INN], UBENIMEX [JAN], UBENIMEX [MI], UBENIMEX [MART.], UBENIMEX [WHO-DD], SCHEMBL7944, Lopac0_000214, BSPBio_001553, KBioGR_000273, KBioSS_000273, MLS000028649, MLS001424177, MLS006010137, Ubenimex - Bio-X trade mark, orb1708791, BCBcMAP01_000178, BDBM23971, HY-B0134R, KBio2_000273, KBio2_002841, KBio2_005409, KBio3_000545, KBio3_000546, Bio2_000273, Bio2_000753, DTXSID301369975, GLXC-04737, HMS1361N15, HMS1791N15, HMS1989N15, HMS2052A03, HMS2232H13, HMS3268O06, HMS3402N15, HMS3412N16, HMS3676N16, HMS3715B20, N-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine, (-)-N-((2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl)-L-leucine, EX-A1292, HY-B0134, BDBM50367209, EBC-17055, MSK163434, NSC779839, s1591, AKOS016339610, CCG-101071, CS-1910, DB03424, FU65199, KS-5207, NC00321, NSC-779839, SDCCGSBI-0050202.P003, IDI1_034023, SMP1_000030, NCGC00025323-01, NCGC00025323-02, NCGC00025323-03, NCGC00025323-04, NCGC00025323-05, NCGC00025323-06, NCGC00025323-08, NCGC00025323-14, BU164499, SY107271, NS00011810, ST50405897, U0111, AB00698345_05, EN300-7388593, SR-01000075724-3, [(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]-Leu, BRD-K59574735-001-02-7, BRD-K59574735-001-05-0, BRD-K59574735-001-11-8, BRD-K59574735-001-12-6, Q10909912, Z2242062173, N-((2S,3R)-3-AMINO-2-HYDROXY-4-PHENYLBUTANOYL)-LEUCINE, N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine, 97%, (2S)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanoylamino)-4-methylpentanoic aci d, (S)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)-4-methylpentanoicacid
Theoretical properties:
molecular_formula: C16H24N2O4
molecular_weight: 308.37 g/mol
exact_mass: 308.17360725 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 8
heavy_atom_count: 22
topological_polar_surface_area: 113 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: UBENIMEX is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Ubenimex (INN), also known more commonly as bestatin, is a competitive, reversible protease inhibitor. It is an inhibitor of arginyl aminopeptidase (aminopeptidase B), leukotriene A4 hydrolase (a zinc metalloprotease that displays both epoxide hydrolase and aminopeptidase activities), alanyl aminopeptidase (aminopeptidase M/N), leucyl/cystinyl aminopeptidase (oxytocinase/vasopressinase), and membrane dipeptidase (leukotriene D4 hydrolase). It is being studied for use in the treatment of acute myelocytic leukemia and lymphedema.
It is derived from Streptomyces olivoreticuli. Ubenimex has been found to inhibit the enzymatic degradation of oxytocin, vasopressin, enkephalins, and various other peptides and compounds.