N-(2-aminophenyl)-N'-phenylheptanediamide

• ChemBase ID: 160418
• Molecular Formular: C19H23N3O2
• Molecular Mass: 325.40482
• Monoisotopic Mass: 325.17902699
• SMILES: c1cccc(c1N)NC(=O)CCCCCC(=O)Nc1ccccc1
• Canonical SMILES: O=C(Nc1ccccc1)CCCCCC(=O)Nc1ccccc1N
• InChI: InChI=1S/C19H23N3O2/c20-16-11-7-8-12-17(16)22-19(24)14-6-2-5-13-18(23)21-15-9-3-1-4-10-15/h1,3-4,7-12H,2,5-6,13-14,20H2,(H,21,23)(H,22,24)
• InChIKey: ZAIULUYKQLVQFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminophenyl)-N'-phenylheptanediamide
• IUPAC Traditional name: N-(2-aminophenyl)-N'-phenylheptanediamide
• Synonyms: N1-(2-Aminophenyl)-N7-phenylheptanediamide; N-(2-Aminophenyl)-N'-phenylheptanediamide

Database IDs

• CAS Number: 537034-15-4
• PubChem SID: 162254553
• PubChem CID: 9543539

CALCULATED PROPERTIES

• Acid pKa: 13.794909
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.970908
• LogD (pH = 7.4): 2.9748502
• Log P: 2.974901
• Molar Refractivity: 98.595 cm^3
• Polarizability: 36.348465 Å^3
• Polar Surface Area: 84.22 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 159-161°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A625980

Histone deacetylase inhibitor IV. A cell-permeable pimeloylanilide compound that acts as a FXN-(frataxin gene) specific HDAC inhibitor. Reverses the silencing of FXN transcription in FRDA (Friedrich’s ataxia) cells due to hypoacetylation of histones H3 an

REFERENCES

• Dunah, A., et al.: Science, 296, 2238 (2002)
• Ferrante, R., et al.: J. Neurosci., 23, 9418 (2002)
• Gardian, G., et al.: J. Biol. Chem., 280, 556 (2002)
• Herman, D., et al.: Nat. Chem. Biol., 2, 551 (2002)
• Beckers, T., et al.: Int. J. Cancer, 121, 1138 (2