(2R)-N-hydroxy-N'-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)butanediamide

• ChemBase ID: 6019
• Molecular Formular: C18H27N3O4
• Molecular Mass: 349.42468
• Monoisotopic Mass: 349.20015636
• SMILES: C(=O)(C[C@@H](CC(C)C)C(=O)N[C@H](C(=O)NC)Cc1ccccc1)NO
• Canonical SMILES: CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](CC(=O)NO)CC(C)C
• InChI: InChI=1S/C18H27N3O4/c1-12(2)9-14(11-16(22)21-25)17(23)20-15(18(24)19-3)10-13-7-5-4-6-8-13/h4-8,12,14-15,25H,9-11H2,1-3H3,(H,19,24)(H,20,23)(H,21,22)/t14-,15+/m1/s1
• InChIKey: MOPRTFSMCQNUCT-CABCVRRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-hydroxy-N'-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)butanediamide
• IUPAC Traditional name: (2R)-N-hydroxy-N'-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)butanediamide
• Synonyms: METHYLAMINO-PHENYLALANYL-LEUCYL-HYDROXAMIC ACID

Database IDs

• PubChem SID: 160969444; 99444874
• PubChem CID: 194777

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.899372
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.0469036
• LogD (pH = 7.4): 1.0336006
• Log P: 1.0470762
• Molar Refractivity: 94.0842 cm^3
• Polarizability: 36.70073 Å^3
• Polar Surface Area: 107.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.98
• LOG S: -3.71
• Solubility (Water): 6.84e-02 g/l

DETAILS

DrugBank - DB08403

Drug information: experimental