BES

2-(3-AMINO-2-HYDROXY-4-PHENYL-BUTYRYLAMINO)-4-METHYL-PENTANOIC ACID

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is present as a standalone ligand in 30 entries

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Chemical Component Summary
Name	2-(3-AMINO-2-HYDROXY-4-PHENYL-BUTYRYLAMINO)-4-METHYL-PENTANOIC ACID
Synonyms	BESTATIN
Identifiers	(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenyl-butanoyl]amino]-4-methyl-pentanoic acid
Formula	C₁₆ H₂₄ N₂ O₄
Molecular Weight	308.373
Type	NON-POLYMER
Isomeric SMILES	CC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](Cc1ccccc1)N)O
InChI	InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1
InChIKey	VGGGPCQERPFHOB-RDBSUJKOSA-N

Chemical Details
Formal Charge	0
Atom Count	46
Chiral Atom Count	3
Bond Count	46
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB03424 ?
Name	Ubenimex
Groups	investigational
Description	Ubenimex (also known as bestatin) is a competitive protease inhibitor. It is an inhibitor of aminopeptidase B, leukotriene A4 hydrolase, aminopeptidase N. It is being studied for use in the treatment of acute myelocytic leukemia.
Synonyms	Ubenimex Ubenimexum Ubenimex hydrochloride
Indication	An adjuvant therapy used for acute and chronic myelonous leukemia, lung cancer and nasopharyngeal cancer. It is also used to treat hypercholesterolaemia.
Categories	Adjuvants, Immunologic Amino Acids Amino Acids, Branched-Chain Amino Acids, Peptides, and Proteins Aminopeptidases, antagonists & inhibitors Anti-Bacterial Agents Anti-HIV Agents Anti-Infective Agents Antibiotics, Antineoplastic Enzyme Inhibitors Immunologic Factors Protease Inhibitors
CAS number	58970-76-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Bacterial leucyl aminopeptidase	MKYTKTLLAMVLSATFCQAYAEDKVWISIGADANQTVMKSGAESILPNSV...	unknown
Leukotriene A-4 hydrolase	MPEIVDTCSLASPASVCRTKHLHLRCSVDFTRRTLTGTAALTVQSQEDNL...	unknown
Dipeptidase 1	MWSGWWLWPLVAVCTADFFRDEAERIMRDSPVIDGHNDLPWQLLDMFNNR...	unknown	inhibitor
Solute carrier family 15 member 1	MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...	unknown	inhibitor
Solute carrier family 15 member 2	MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...	unknown	substrate,inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682