(2S)-2-acetamido-4-methyl-N-[(2S)-1-oxo-3-phenylpropan-2-yl]pentanamide

• ChemBase ID: 5385
• Molecular Formular: C17H24N2O3
• Molecular Mass: 304.38406
• Monoisotopic Mass: 304.17869264
• SMILES: C(=O)(C)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C=O
• Canonical SMILES: O=C[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)C)CC(C)C
• InChI: InChI=1S/C17H24N2O3/c1-12(2)9-16(18-13(3)21)17(22)19-15(11-20)10-14-7-5-4-6-8-14/h4-8,11-12,15-16H,9-10H2,1-3H3,(H,18,21)(H,19,22)/t15-,16-/m0/s1
• InChIKey: QRDDFQYJOFVDNR-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-4-methyl-N-[(2S)-1-oxo-3-phenylpropan-2-yl]pentanamide
• IUPAC Traditional name: (2S)-2-acetamido-4-methyl-N-[(2S)-1-oxo-3-phenylpropan-2-yl]pentanamide
• Synonyms: 2-ACETYLAMINO-4-METHYL-PENTANOIC ACID (1-FORMYL-2-PHENYL-ETHYL)-AMIDE

Database IDs

• PubChem SID: 160968814; 99444220
• PubChem CID: 5288190

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.684063
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4554365
• LogD (pH = 7.4): 1.4554346
• Log P: 1.4554366
• Molar Refractivity: 84.6057 cm^3
• Polarizability: 33.077534 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.47
• LOG S: -3.86
• Solubility (Water): 4.17e-02 g/l

DETAILS

DrugBank - DB07749

Drug information: experimental