benzyl N-[(1S,3S,4S,6S)-1-[(2-carbamoyl-2,2-dimethylethyl)carbamoyl]-3-hydroxy-6-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-7-methyl-1-(propan-2-yl)octan-4-yl]carbamate

• ChemBase ID: 161746
• Molecular Formular: C38H59N3O8
• Molecular Mass: 685.89036
• Monoisotopic Mass: 685.43021586
• SMILES: c1(c(ccc(c1)C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N)C(C)C)O)NC(=O)OCc1ccccc1)C(C)C)OC)OCCCOC
• Canonical SMILES: COCCCOc1cc(ccc1OC)C[C@H](C(C)C)C[C@@H]([C@H](C[C@H](C(=O)NCC(C(=O)N)(C)C)C(C)C)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C38H59N3O8/c1-25(2)29(19-28-15-16-33(47-8)34(20-28)48-18-12-17-46-7)21-31(41-37(45)49-23-27-13-10-9-11-14-27)32(42)22-30(26(3)4)35(43)40-24-38(5,6)36(39)44/h9-11,13-16,20,25-26,29-32,42H,12,17-19,21-24H2,1-8H3,(H2,39,44)(H,40,43)(H,41,45)/t29-,30-,31-,32-/m0/s1
• InChIKey: AXRPIIITHOBDDV-YDPTYEFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S,3S,4S,6S)-1-[(2-carbamoyl-2,2-dimethylethyl)carbamoyl]-3-hydroxy-6-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-7-methyl-1-(propan-2-yl)octan-4-yl]carbamate
• IUPAC Traditional name: benzyl N-[(1S,3S,4S,6S)-1-[(2-carbamoyl-2,2-dimethylethyl)carbamoyl]-3-hydroxy-1-isopropyl-6-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-7-methyloctan-4-yl]carbamate
• Synonyms: (αS,γS,δS,zS)-δ-(Benzyloxycarbonyl)amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-γ-hydroxy-4-methoxy-3-(3-methoxypropoxy)-α,z-bis(1-methylethyl)benzeneoctanamide; δN-Benzyloxycarbonyl Rasilez; δN-Benzyloxycarbonyl Tekturna; N-[(1S,2S,4S)-4-[[(3-Amino-2,2-dimethyl-3-oxopropyl)amino]carbonyl]-2-hydroxy-1-[(2S)-2-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-3-methylbutyl]-5-methylhexyl]carbamic Acid Phenylmethyl Ester; δN-Benzyloxycarbonyl Aliskiren

Database IDs

• CAS Number: 1236549-06-6
• PubChem SID: 162255881
• PubChem CID: 53496239

CALCULATED PROPERTIES

• Acid pKa: 13.978073
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 5.287114
• LogD (pH = 7.4): 5.2871227
• Log P: 5.287123
• Molar Refractivity: 189.9983 cm^3
• Polarizability: 74.72128 Å^3
• Polar Surface Area: 158.44 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - B286070

Protected precursor to Aliskiren, a synthetic antihypertensive.