bestatin   Click here for help

GtoPdb Ligand ID: 5151

Synonyms: ubenimex
Compound class: Synthetic organic
Comment: Bestatin is a transition-state analogue of the dipeptide PheLeu, a substrate for aminopeptidases.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 9
Topological polar surface area 112.65
Molecular weight 308.17
XLogP -0.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(C(=O)NC(C(=O)O)CC(C)C)C(Cc1ccccc1)N
Isomeric SMILES O[C@H](C(=O)N[C@@H](C(=O)O)CC(C)C)[C@@H](Cc1ccccc1)N
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
InChI Key VGGGPCQERPFHOB-MCIONIFRSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid
International Nonproprietary Names Click here for help
INN number INN
5940 ubenimex
Synonyms Click here for help
ubenimex
Database Links Click here for help
CAS Registry No. 58970-76-6
ChEMBL Ligand CHEMBL476869
DrugBank Ligand DB03424
GtoPdb PubChem SID 178101843
PubChem CID 439299
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SynPHARM 13735 (in complex with Leukotriene A4 hydrolase)
Wikipedia Bestatin