N-hydroxy-N'-(4-iodophenyl)octanediamide

• ChemBase ID: 171699
• Molecular Formular: C14H19IN2O3
• Molecular Mass: 390.21673
• Monoisotopic Mass: 390.04404048
• SMILES: c1cc(ccc1NC(=O)CCCCCCC(=O)NO)I
• Canonical SMILES: ONC(=O)CCCCCCC(=O)Nc1ccc(cc1)I
• InChI: InChI=1S/C14H19IN2O3/c15-11-7-9-12(10-8-11)16-13(18)5-3-1-2-4-6-14(19)17-20/h7-10,20H,1-6H2,(H,16,18)(H,17,19)
• InChIKey: BYVHZKAHBXINPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-hydroxy-N'-(4-iodophenyl)octanediamide
• IUPAC Traditional name: N-hydroxy-N'-(4-iodophenyl)octanediamide
• Synonyms: N1-Hydroxy-N8-(4-iodophenyl)octanediamide; 4-Iodo-SAHA; 4-Iodo Suberoylanilide Hydroxamic Acid

Database IDs

• CAS Number: 1219807-87-0
• PubChem SID: 164227609
• PubChem CID: 46205754

CALCULATED PROPERTIES

• Acid pKa: 8.907536
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.9327447
• LogD (pH = 7.4): 2.9196851
• Log P: 2.9329138
• Molar Refractivity: 87.1676 cm^3
• Polarizability: 33.290417 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I719800

A SAHA derivative with antiproliferative activity in several human cancer cell lines. Antitumor agent.

REFERENCES

• Sambucetti, L., et al.: J. Biol. Chem., 274, 34940 (1999)
• Dokmanovic, M., et al.: Mol. Cancer Res., 5, 981 (1999)
• Ropero, S., et al.: Mol. Oncol., 1, 19 (1999)