(2S)-2-{[(2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylpentyl]oxy}-3-phenylpropanoic acid

• ChemBase ID: 162515
• Molecular Formular: C20H31NO5
• Molecular Mass: 365.46384
• Monoisotopic Mass: 365.2202231
• SMILES: N([C@H](CO[C@H](C(=O)O)Cc1ccccc1)[C@H](CC)C)C(=O)OC(C)(C)C
• Canonical SMILES: CC[C@@H]([C@H](NC(=O)OC(C)(C)C)CO[C@H](C(=O)O)Cc1ccccc1)C
• InChI: InChI=1S/C20H31NO5/c1-6-14(2)16(21-19(24)26-20(3,4)5)13-25-17(18(22)23)12-15-10-8-7-9-11-15/h7-11,14,16-17H,6,12-13H2,1-5H3,(H,21,24)(H,22,23)/t14-,16+,17-/m0/s1
• InChIKey: FTMLRDMMNWLYOE-UAGQMJEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylpentyl]oxy}-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methylpentyl]oxy}-3-phenylpropanoic acid
• Synonyms: (αS)-α-[[(2S,3S)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-methylpentyl]oxy]benzenepropanoic Acid; (2S)-[(2'S)-t-Boc-amino-(3'S)-methyl-1-pentyloxy]-3-phenylpropionic Acid

Database IDs

• CAS Number: 160141-23-1
• PubChem SID: 162256650
• PubChem CID: 40427201

CALCULATED PROPERTIES

• Acid pKa: 3.819425
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.5879395
• LogD (pH = 7.4): 1.0180218
• Log P: 4.2713757
• Molar Refractivity: 99.0482 cm^3
• Polarizability: 39.228973 Å^3
• Polar Surface Area: 84.86 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Cyrstalline Powder
• Melting Point: 61-63°C