(2S)-N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]-2-(carbamoylamino)-3-methylbutanamide

• ChemBase ID: 160171
• Molecular Formular: C24H34N4O3
• Molecular Mass: 426.55176
• Monoisotopic Mass: 426.26309097
• SMILES: [C@H]([C@H](C[C@@H](NC(=O)[C@@H](NC(=O)N)C(C)C)Cc1ccccc1)O)(N)Cc1ccccc1
• Canonical SMILES: NC(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)C[C@@H]([C@H](Cc1ccccc1)N)O)C(C)C
• InChI: InChI=1S/C24H34N4O3/c1-16(2)22(28-24(26)31)23(30)27-19(13-17-9-5-3-6-10-17)15-21(29)20(25)14-18-11-7-4-8-12-18/h3-12,16,19-22,29H,13-15,25H2,1-2H3,(H,27,30)(H3,26,28,31)/t19-,20-,21-,22-/m0/s1
• InChIKey: GSNVZVQZHGDMFF-CMOCDZPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]-2-(carbamoylamino)-3-methylbutanamide
• IUPAC Traditional name: (2S)-N-[(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]-2-(carbamoylamino)-3-methylbutanamide
• Synonyms: (2S,3S,5S)-2-Amino-3-hydroxy-1,6-diphenylhexane-5-N-carbamoyl-L-valine Amide

Database IDs

• CAS Number: 1356922-07-0
• PubChem SID: 162254306
• PubChem CID: 29971625

CALCULATED PROPERTIES

• Acid pKa: 14.393421
• H Acceptors: 4
• H Donor: 5
• LogD (pH = 5.5): -0.9511042
• LogD (pH = 7.4): 0.24817629
• Log P: 1.9892622
• Molar Refractivity: 121.1856 cm^3
• Polarizability: 47.64232 Å^3
• Polar Surface Area: 130.47 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A611203

A N-carbamoyl amino acid derivative used in peptide sybrhesis.