(2S,4S)-2-{[(benzyloxy)carbonyl]amino}-4-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-5-methylhexanoic acid

• ChemBase ID: 173003
• Molecular Formular: C27H37NO7
• Molecular Mass: 487.58518
• Monoisotopic Mass: 487.25700253
• SMILES: c1(c(ccc(c1)C[C@H](C(C)C)C[C@H](NC(=O)OCc1ccccc1)C(=O)O)OC)OCCCOC
• Canonical SMILES: COCCCOc1cc(ccc1OC)C[C@H](C(C)C)C[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C27H37NO7/c1-19(2)22(15-21-11-12-24(33-4)25(16-21)34-14-8-13-32-3)17-23(26(29)30)28-27(31)35-18-20-9-6-5-7-10-20/h5-7,9-12,16,19,22-23H,8,13-15,17-18H2,1-4H3,(H,28,31)(H,29,30)/t22-,23-/m0/s1
• InChIKey: LNYJFEXIUDQQFH-GOTSBHOMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-2-{[(benzyloxy)carbonyl]amino}-4-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-5-methylhexanoic acid
• IUPAC Traditional name: (2S,4S)-2-{[(benzyloxy)carbonyl]amino}-4-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-5-methylhexanoic acid
• Synonyms: (αS,γS)-4-Methoxy-3-(3-methoxypropoxy)-γ-(1-methylethyl)-α-[[(phenylmethoxy)carbonyl]amino]benzenepentanoic Acid

Database IDs

• CAS Number: 900811-41-8
• PubChem SID: 164228913
• PubChem CID: 11583963

CALCULATED PROPERTIES

• Acid pKa: 3.6424658
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.991237
• LogD (pH = 7.4): 1.517867
• Log P: 4.8456116
• Molar Refractivity: 132.5318 cm^3
• Polarizability: 51.943333 Å^3
• Polar Surface Area: 103.32 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - M263160

Intermediate in the preparation of Aliskiren.