(2S)-N-[(4-cyanophenyl)methyl]azetidine-2-carboxamide

• ChemBase ID: 165009
• Molecular Formular: C12H13N3O
• Molecular Mass: 215.25112
• Monoisotopic Mass: 215.10586205
• SMILES: c1c(ccc(c1)CNC(=O)[C@@H]1CCN1)C#N
• Canonical SMILES: N#Cc1ccc(cc1)CNC(=O)[C@@H]1CCN1
• InChI: InChI=1S/C12H13N3O/c13-7-9-1-3-10(4-2-9)8-15-12(16)11-5-6-14-11/h1-4,11,14H,5-6,8H2,(H,15,16)/t11-/m0/s1
• InChIKey: ZIMRBHYLKJIANL-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(4-cyanophenyl)methyl]azetidine-2-carboxamide
• IUPAC Traditional name: (2S)-N-[(4-cyanophenyl)methyl]azetidine-2-carboxamide
• Synonyms: (2S)-N-[(4-Cyanophenyl)methyl]-2-azetidinecarboxamide; N-(4-Cyanobenzyl)-2-L-azetidinecarboxamide

Database IDs

• CAS Number: 353249-19-1
• PubChem SID: 162259142
• PubChem CID: 11816747

CALCULATED PROPERTIES

• Acid pKa: 14.086099
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.706784
• LogD (pH = 7.4): -1.3305674
• Log P: 0.38279867
• Molar Refractivity: 60.4728 cm^3
• Polarizability: 23.36691 Å^3
• Polar Surface Area: 64.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol; Water
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - C962290

Intermediate in the preparation of Ximelagatran.