N-hydroxy-1-[(4-methoxyphenyl)methyl]-1H-indole-6-carboxamide

• ChemBase ID: 176241
• Molecular Formular: C17H16N2O3
• Molecular Mass: 296.32054
• Monoisotopic Mass: 296.11609238
• SMILES: c1(ccc2c(c1)n(cc2)Cc1ccc(cc1)OC)C(=O)NO
• Canonical SMILES: ONC(=O)c1ccc2c(c1)n(cc2)Cc1ccc(cc1)OC
• InChI: InChI=1S/C17H16N2O3/c1-22-15-6-2-12(3-7-15)11-19-9-8-13-4-5-14(10-16(13)19)17(20)18-21/h2-10,21H,11H2,1H3,(H,18,20)
• InChIKey: AJRGHIGYPXNABY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-hydroxy-1-[(4-methoxyphenyl)methyl]-1H-indole-6-carboxamide
• IUPAC Traditional name: N-hydroxy-1-[(4-methoxyphenyl)methyl]indole-6-carboxamide
• Synonyms: N-hydroxy-1-(4-methoxybenzyl)-1H-indole-6-carboxamide; PCI 34051; PCI-34051

Database IDs

• CAS Number: 950762-95-5
• PubChem SID: 164232151
• PubChem CID: 24753719

CALCULATED PROPERTIES

• Acid pKa: 9.602857
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.7099102
• LogD (pH = 7.4): 2.7072423
• Log P: 2.7099442
• Molar Refractivity: 83.96 cm^3
• Polarizability: 32.854908 Å^3
• Polar Surface Area: 63.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: HDAC

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - P216600

PCI-34051 is a potent, histone deacetylase 8 (HDAC8)-specific inhibitor. PCI-34051 induces caspase-dependent apoptosis in cell lines derived from T-cell lymphomas or leukemias. PCI-34051 did not affect other hematopoietic or solid tumor lines. PCI-34051 t

REFERENCES

• Balasubramanian, S. et al.: Leukemia, 22, 1026 (2008)
• Pipalia, N.H. et al.: Proc. Nat. Acad. Sci. USA, 108, 5620 (2008)