4-{[3-(1,4-diazepane-1-carbonyl)-4-fluorophenyl]methyl}-1,2-dihydrophthalazin-1-one

• ChemBase ID: 5686
• Molecular Formular: C21H21FN4O2
• Molecular Mass: 380.4154432
• Monoisotopic Mass: 380.16485415
• SMILES: C1CCNCCN1C(=O)c1cc(ccc1F)Cc1c2ccccc2c(=O)[nH]n1
• Canonical SMILES: Fc1ccc(cc1C(=O)N1CCNCCC1)Cc1n[nH]c(=O)c2c1cccc2
• InChI: InChI=1S/C21H21FN4O2/c22-18-7-6-14(12-17(18)21(28)26-10-3-8-23-9-11-26)13-19-15-4-1-2-5-16(15)20(27)25-24-19/h1-2,4-7,12,23H,3,8-11,13H2,(H,25,27)
• InChIKey: HGEPGGJUGUMFHT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[3-(1,4-diazepane-1-carbonyl)-4-fluorophenyl]methyl}-1,2-dihydrophthalazin-1-one
• IUPAC Traditional name: 4-{[3-(1,4-diazepane-1-carbonyl)-4-fluorophenyl]methyl}-2H-phthalazin-1-one
• Synonyms: 4-[[4-fluoro-3-[(hexahydro-1H-1,4-diazepin-1-yl)carbonyl]phenyl]methyl]-1(2H)-phthalazinone; KU 0058948; KU0058948; 1-[5-[(3,4-dihydro-4-oxo-1-phthalazinyl)methyl]-2-fluorobenzoyl]hexahydro-1H-1,4-diazepine; KU-0058948; 4-[3-(1,4-diazepan-1-ylcarbonyl)-4-fluorobenzyl]phthalazin-1(2H)-one

Database IDs

• CAS Number: 763111-49-5
• PubChem SID: 99444529; 160969113
• PubChem CID: 11291932

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.064113
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.2447336
• LogD (pH = 7.4): 0.38812488
• Log P: 1.6340997
• Molar Refractivity: 105.4272 cm^3
• Polarizability: 38.941532 Å^3
• Polar Surface Area: 73.8 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.69
• LOG S: -3.81
• Solubility (Water): 5.85e-02 g/l

DETAILS

DrugBank - DB08058

Drug information: experimental

Toronto Research Chemicals - K660400

KU-0058948 is a poly (ADP-ribose) polymerase (PARP) inhibitor. Studies show that KU-0058948 a potent agonist that activates transfected extracellular signal-regulated kinase 8 (ERK8) in cells. KU-0058948 induces cell cycle arrest and apoptosis of primary

REFERENCES

• Klevernic, I.V. et al.: FEBS Lett., 583, 680 (2009)
• Gaymes, T.J. et al.: Haematologica, 94, 638 (2009)