tert-butyl N-[(1R)-2-[(2S)-2-{[(4-cyanophenyl)methyl]carbamoyl}azetidin-1-yl]-1-(2H11)cyclohexyl-2-oxoethyl]carbamate

• ChemBase ID: 162472
• Molecular Formular: C25H34N4O4
• Molecular Mass: 454.56186
• Monoisotopic Mass: 454.25800559
• SMILES: c1c(ccc(c1)CNC(=O)[C@@H]1CCN1C(=O)[C@H](NC(=O)OC(C)(C)C)C1CCCCC1)C#N
• Canonical SMILES: N#Cc1ccc(cc1)CNC(=O)[C@@H]1CCN1C(=O)[C@@H](C1CCCCC1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C25H34N4O4/c1-25(2,3)33-24(32)28-21(19-7-5-4-6-8-19)23(31)29-14-13-20(29)22(30)27-16-18-11-9-17(15-26)10-12-18/h9-12,19-21H,4-8,13-14,16H2,1-3H3,(H,27,30)(H,28,32)/t20-,21+/m0/s1
• InChIKey: HLAZDRUUDUBAQU-LEWJYISDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1R)-2-[(2S)-2-{[(4-cyanophenyl)methyl]carbamoyl}azetidin-1-yl]-1-(^2H₁₁)cyclohexyl-2-oxoethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1R)-2-[(2S)-2-{[(4-cyanophenyl)methyl]carbamoyl}azetidin-1-yl]-1-(^2H₁₁)cyclohexyl-2-oxoethyl]carbamate
• Synonyms: (2S)-1-((2R)-N-tert-Butyloxycarbonyl-2-amino-2-cyclohexylacetyl)-N-[[4-cyanophenyl]methyl]-2-azetidinecarboxamide-d11; 1-[(2R)-N'-Boc-2-amino-2-cyclohexylacetyl]-N-(4'-cyanobenzyl)-2-L-azetidinecarboxamide-d11

Database IDs

• PubChem SID: 162256607
• PubChem CID: 71314135

CALCULATED PROPERTIES

• Acid pKa: 13.391887
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.886948
• LogD (pH = 7.4): 2.8869476
• Log P: 2.886948
• Molar Refractivity: 123.7617 cm^3
• Polarizability: 48.1885 Å^3
• Polar Surface Area: 111.53 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Foam

DETAILS

Toronto Research Chemicals - B617672

Intermediate in the preparation of labelled Ximelagatran.