7-phenyl(2,2,3,3-2H4)-1,4-diazepan-5-one hydrochloride

• ChemBase ID: 176461
• Molecular Formular: C11H15ClN2O
• Molecular Mass: 226.7026
• Monoisotopic Mass: 226.08729079
• SMILES: C1CNC(=O)CC(N1)c1ccccc1.Cl
• Canonical SMILES: O=C1NCCNC(C1)c1ccccc1.Cl
• InChI: InChI=1S/C11H14N2O.ClH/c14-11-8-10(12-6-7-13-11)9-4-2-1-3-5-9;/h1-5,10,12H,6-8H2,(H,13,14);1H
• InChIKey: XMHXBJNGMKAXIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-phenyl(2,2,3,3-^2H₄)-1,4-diazepan-5-one hydrochloride
• IUPAC Traditional name: 7-phenyl(2,2,3,3-^2H₄)-1,4-diazepan-5-one hydrochloride
• Synonyms: Hexahydro-7-phenyl-5H-1,4-diazepin-5-one-d4 Hydrochloride; 7-Phenyl-1,4-diazepan-5-one-d4 Hydrochloride

Database IDs

• PubChem SID: 164232371
• PubChem CID: 71751574

CALCULATED PROPERTIES

• Acid pKa: 14.704791
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.5077434
• LogD (pH = 7.4): 0.14863843
• Log P: 0.55156624
• Molar Refractivity: 54.5101 cm^3
• Polarizability: 21.539076 Å^3
• Polar Surface Area: 41.13 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P319712

A labelled azepine derivative used in the preparation of farnesyltransferase inhibitors and destabilizing microtubule agents in hormone-resistant prostate cancer.

REFERENCES

• Wlodarczyk, N. et al.: J. Med. Chem., 54, 1178 (2011)
• Wlodarczyk, N. et al.: Oncol. Res., 16, 107 (2011)