BES

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

Created:	2000-12-27
Last modified:	2020-06-05

Find Related PDB Entry
30 entries where BES is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

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

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	2-(3-AMINO-2-HYDROXY-4-PHENYL-BUTYRYLAMINO)-4-METHYL-PENTANOIC ACID
Synonyms	BESTATIN
Systematic Name (OpenEye OEToolkits)	(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

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C(NC(=O)C(O)C(N)Cc1ccccc1)CC(C)C
SMILES	CACTVS	3.341	CC(C)C[CH](NC(=O)[CH](O)[CH](N)Cc1ccccc1)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	CC(C)CC(C(=O)O)NC(=O)C(C(Cc1ccccc1)N)O
Canonical SMILES	CACTVS	3.341	CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](Cc1ccccc1)N)O
InChI	InChI	1.03	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	InChI	1.03	VGGGPCQERPFHOB-RDBSUJKOSA-N

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 hydrochloride Ubenimexum Ubenimex
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