7-[(2H5)phenylcarbamoyl]heptanoic acid

• ChemBase ID: 177896
• Molecular Formular: C14H19NO3
• Molecular Mass: 249.30556
• Monoisotopic Mass: 249.13649347
• SMILES: c1cccc(c1)NC(=O)CCCCCCC(=O)O
• Canonical SMILES: O=C(Nc1ccccc1)CCCCCCC(=O)O
• InChI: InChI=1S/C14H19NO3/c16-13(15-12-8-4-3-5-9-12)10-6-1-2-7-11-14(17)18/h3-5,8-9H,1-2,6-7,10-11H2,(H,15,16)(H,17,18)
• InChIKey: PAXDAFSGJPGLGR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(^2H₅)phenylcarbamoyl]heptanoic acid
• IUPAC Traditional name: 7-[(^2H₅)phenylcarbamoyl]heptanoic acid
• Synonyms: 8-Oxo-8-(phenylamino)octanoic Acid-d5; Suberanilic Acid-d5

Database IDs

• PubChem SID: 164233806
• PubChem CID: 46782945

CALCULATED PROPERTIES

• Acid pKa: 4.4555626
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.7335396
• LogD (pH = 7.4): -0.03046751
• Log P: 2.8140936
• Molar Refractivity: 70.2183 cm^3
• Polarizability: 26.7964 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 126-129°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - S688652

An intermediate in the production of labelled uberoylanilide Hydroxamic Acid and other labelled histone deacetylase inhibitors

REFERENCES

• Dehmel, F., et al.: Bioorg. Med. Chem. Lett., 17, 4746 (2007)
• Herman, D., et al.: Nat. Chem. Biol., 3, 432 (2007)