(2R)-2-{benzyl[(R)-methyl(phenyl)phosphoryl]amino}-N-hydroxy-4-methylpentanamide

• ChemBase ID: 6118
• Molecular Formular: C20H27N2O3P
• Molecular Mass: 374.413741
• Monoisotopic Mass: 374.17592936
• SMILES: c1(ccccc1)[P@](=O)(C)N(Cc1ccccc1)[C@@H](C(=O)NO)CC(C)C
• Canonical SMILES: ONC(=O)[C@H](N([P@](=O)(c1ccccc1)C)Cc1ccccc1)CC(C)C
• InChI: InChI=1S/C20H27N2O3P/c1-16(2)14-19(20(23)21-24)22(15-17-10-6-4-7-11-17)26(3,25)18-12-8-5-9-13-18/h4-13,16,19,24H,14-15H2,1-3H3,(H,21,23)/t19-,26-/m1/s1
• InChIKey: KGUVBHLPMGERAT-NIYFSFCBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{benzyl[(R)-methyl(phenyl)phosphoryl]amino}-N-hydroxy-4-methylpentanamide
• IUPAC Traditional name: (2R)-2-{benzyl[(R)-methyl(phenyl)phosphoryl]amino}-N-hydroxy-4-methylpentanamide
• Synonyms: N-[[2-METHYL-4-HYDROXYCARBAMOYL]BUT-4-YL-N]-BENZYL-P-[PHENYL]-P-[METHYL]PHOSPHINAMID

Database IDs

• PubChem SID: 160969543; 99444978
• PubChem CID: 9543420

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.71847
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.0261595
• LogD (pH = 7.4): 3.0215225
• Log P: 3.042
• Molar Refractivity: 104.4078 cm^3
• Polarizability: 40.870487 Å^3
• Polar Surface Area: 69.64 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.35
• LOG S: -4.72
• Solubility (Water): 7.15e-03 g/l

DETAILS

DrugBank - DB08507

Drug information: experimental