(2S)-2-[(2S)-2-aminopropanamido]-N-[(2S,3R)-3-hydroxy-1-phenylbutan-2-yl]propanamide

• ChemBase ID: 5666
• Molecular Formular: C16H25N3O3
• Molecular Mass: 307.388
• Monoisotopic Mass: 307.18959168
• SMILES: c1ccccc1C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](C)N)[C@H](O)C
• Canonical SMILES: C[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)C)C)Cc1ccccc1)O
• InChI: InChI=1S/C16H25N3O3/c1-10(17)15(21)18-11(2)16(22)19-14(12(3)20)9-13-7-5-4-6-8-13/h4-8,10-12,14,20H,9,17H2,1-3H3,(H,18,21)(H,19,22)/t10-,11-,12+,14-/m0/s1
• InChIKey: CPAOOGAUUDSJCS-FMSGJZPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-aminopropanamido]-N-[(2S,3R)-3-hydroxy-1-phenylbutan-2-yl]propanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-aminopropanamido]-N-[(2S,3R)-3-hydroxy-1-phenylbutan-2-yl]propanamide
• Synonyms: L-alanyl-N-[(1S,2R)-1-benzyl-2-hydroxypropyl]-L-alaninamide

Database IDs

• PubChem SID: 99444509; 160969093
• PubChem CID: 46937118

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.781168
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.3549004
• LogD (pH = 7.4): -0.6659994
• Log P: 0.100877546
• Molar Refractivity: 84.2625 cm^3
• Polarizability: 33.312134 Å^3
• Polar Surface Area: 104.45 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.57
• LOG S: -2.36
• Solubility (Water): 1.34e+00 g/l

DETAILS

DrugBank - DB08038

Drug information: experimental