BES

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


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Chemical Component Summary

Name2-(3-AMINO-2-HYDROXY-4-PHENYL-BUTYRYLAMINO)-4-METHYL-PENTANOIC ACID
SynonymsBESTATIN
Identifiers(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenyl-butanoyl]amino]-4-methyl-pentanoic acid
FormulaC16 H24 N2 O4
Molecular Weight308.373
TypeNON-POLYMER
Isomeric SMILESCC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](Cc1ccccc1)N)O
InChIInChI=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
InChIKeyVGGGPCQERPFHOB-RDBSUJKOSA-N

Chemical Details

Formal Charge0
Atom Count46
Chiral Atom Count3
Bond Count46
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB03424 
NameUbenimex
Groups investigational
DescriptionUbenimex (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
  • Ubenimex
  • Ubenimexum
IndicationAn 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
CAS number58970-76-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Bacterial leucyl aminopeptidaseMKYTKTLLAMVLSATFCQAYAEDKVWISIGADANQTVMKSGAESILPNSV...unknown
Leukotriene A-4 hydrolaseMPEIVDTCSLASPASVCRTKHLHLRCSVDFTRRTLTGTAALTVQSQEDNL...unknown
Dipeptidase 1MWSGWWLWPLVAVCTADFFRDEAERIMRDSPVIDGHNDLPWQLLDMFNNR...unknowninhibitor
Solute carrier family 15 member 1MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...unknowninhibitor
Solute carrier family 15 member 2MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...unknownsubstrate,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

Related Resource References

Resource NameReference
Pharos CHEMBL29292
PubChem 6992132, 72172
ChEMBL CHEMBL29292