(2S)-N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide

• ChemBase ID: 160172
• Molecular Formular: C27H38N4O3
• Molecular Mass: 466.61562
• Monoisotopic Mass: 466.2943911
• SMILES: N[C@H]([C@H](C[C@@H](NC(=O)[C@@H](N1C(=O)NCCC1)C(C)C)Cc1ccccc1)O)Cc1ccccc1
• Canonical SMILES: N[C@H]([C@H](C[C@H](Cc1ccccc1)NC(=O)[C@@H](N1CCCNC1=O)C(C)C)O)Cc1ccccc1
• InChI: InChI=1S/C27H38N4O3/c1-19(2)25(31-15-9-14-29-27(31)34)26(33)30-22(16-20-10-5-3-6-11-20)18-24(32)23(28)17-21-12-7-4-8-13-21/h3-8,10-13,19,22-25,32H,9,14-18,28H2,1-2H3,(H,29,34)(H,30,33)/t22-,23-,24-,25-/m0/s1
• InChIKey: PSXHIAOZPOGORP-QORCZRPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide
• IUPAC Traditional name: (2S)-N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide
• Synonyms: (αS)-N-[(1S,3S,4S)-4-Amino-3-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]tetrahydro-α-(1-methylethyl)-2-oxo-1(2H)-pyrimidineacetamide; (S)-N-[(2S,4S,5S)-5-Amino-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxotetrahydropyrimidin-1(2H)-yl)butanamide

Database IDs

• CAS Number: 192726-05-9
• PubChem SID: 162254307
• PubChem CID: 17755107

CALCULATED PROPERTIES

• Acid pKa: 13.885539
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.6153171
• LogD (pH = 7.4): 0.58396393
• Log P: 2.3250492
• Molar Refractivity: 133.8754 cm^3
• Polarizability: 52.43927 Å^3
• Polar Surface Area: 107.69 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid
• Melting Point: 77-80°C

Safety Information

• Storage Condition: Refrigerator

REFERENCES

• Chitturi, S., et al.: J. Pharm. Biomed. Anal., 48, 1430 (2008)