N-hydroxy-N'-(4-methyl-2-oxo-2H-chromen-7-yl)octanediamide

• ChemBase ID: 165001
• Molecular Formular: C18H22N2O5
• Molecular Mass: 346.37768
• Monoisotopic Mass: 346.15287181
• SMILES: c1c(=O)oc2c(c1C)ccc(c2)NC(=O)CCCCCCC(=O)NO
• Canonical SMILES: ONC(=O)CCCCCCC(=O)Nc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C18H22N2O5/c1-12-10-18(23)25-15-11-13(8-9-14(12)15)19-16(21)6-4-2-3-5-7-17(22)20-24/h8-11,24H,2-7H2,1H3,(H,19,21)(H,20,22)
• InChIKey: YSRCADVJNRJJAV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-hydroxy-N'-(4-methyl-2-oxo-2H-chromen-7-yl)octanediamide
• IUPAC Traditional name: N-hydroxy-N'-(4-methyl-2-oxochromen-7-yl)octanediamide
• Synonyms: N1-Hydroxy-N8-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)octanediamide; Coumarin-SAHA; Coumarin Suberoylanilide Hydroxamic Acid

Database IDs

• CAS Number: 1260635-77-5
• PubChem SID: 162259134
• PubChem CID: 53393956

CALCULATED PROPERTIES

• Acid pKa: 8.907533
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.1133087
• LogD (pH = 7.4): 2.1002488
• Log P: 2.1134777
• Molar Refractivity: 93.5777 cm^3
• Polarizability: 35.342747 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C755500

Coumarin-suberoylanilide hydroxamic acid as a fluorescent probe for determining binding affinities and off-rates of histone deacetylase inhibitors.

REFERENCES

• Marks, I., et al.: Nat. Biotech., 25, 84 (2007)
• Singh, R.K., et al.: Analy. Biochem., 408, 309 (2007)