2-[4-benzyl(2H8)piperazin-1-yl]-N'-[(1E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene]acetohydrazide

• ChemBase ID: 176152
• Molecular Formular: C23H28N4O2
• Molecular Mass: 392.49402
• Monoisotopic Mass: 392.22122616
• SMILES: N1(CCN(CC1)CC(=O)N/N=C/c1c(c(ccc1)CC=C)O)Cc1ccccc1
• Canonical SMILES: C=CCc1cccc(c1O)/C=N/NC(=O)CN1CCN(CC1)Cc1ccccc1
• InChI: InChI=1S/C23H28N4O2/c1-2-7-20-10-6-11-21(23(20)29)16-24-25-22(28)18-27-14-12-26(13-15-27)17-19-8-4-3-5-9-19/h2-6,8-11,16,29H,1,7,12-15,17-18H2,(H,25,28)/b24-16+
• InChIKey: YQNRVGJCPCNMKT-LFVJCYFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-benzyl(^2H₈)piperazin-1-yl]-N'-[(1E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene]acetohydrazide
• IUPAC Traditional name: 2-[4-benzyl(^2H₈)piperazin-1-yl]-N'-[(1E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene]acetohydrazide
• Synonyms: 4-(Phenylmethyl)-1-(piperazine-d8)acetic Acid (2E)-2-[[2-Hydroxy-3-(2-propen-1-yl)phenyl]methylene]hydrazide; PAC-1-d8

Database IDs

• PubChem SID: 164232062
• PubChem CID: 71751426

CALCULATED PROPERTIES

• Acid pKa: 8.614495
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.2224518
• LogD (pH = 7.4): 2.8888998
• Log P: 3.10083
• Molar Refractivity: 117.9249 cm^3
• Polarizability: 44.798084 Å^3
• Polar Surface Area: 68.17 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P132002

Labelled PAC-1 is a caspase 3 activator. Caspase activation is a key strategy in cancer therapy. Caspase 3 is a key executioner caspase and direct effector of apoptosis. Hallmark of many cancers is the circumvention of signal in the activation of executio

REFERENCES

• Slee, E., et al.: J. Biol. Chem., 276, 7320 (2001)
• Pop, C., et al.: Biochemistry, 42, 12311 (2001)
• Li, L., et al.: Science, 305, 1471 (2001)
• Green, D., et al.: J. Clin. Invest., 115, 2610 (2001)
• Satoh, T., et al.: Clin. Cancer Res., 15, 3872 (2001)