14-hydroxy-7-phenyl-4,10-diazatetracyclo[7.7.0.0^{2,6}.0^{11,16}]hexadeca-1,6,8,11,13,15-hexaene-3,5-dione

• ChemBase ID: 4172
• Molecular Formular: C20H12N2O3
• Molecular Mass: 328.32088
• Monoisotopic Mass: 328.08479225
• SMILES: Oc1ccc2c(c1)c1c([nH]2)cc(c2c1c(=O)[nH]c2=O)c1ccccc1
• Canonical SMILES: Oc1ccc2c(c1)c1c([nH]2)cc(c2c1c(=O)[nH]c2=O)c1ccccc1
• InChI: InChI=1S/C20H12N2O3/c23-11-6-7-14-13(8-11)16-15(21-14)9-12(10-4-2-1-3-5-10)17-18(16)20(25)22-19(17)24/h1-9,21,23H,(H,22,24,25)
• InChIKey: IAUZTOZLTFSMIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-hydroxy-7-phenyl-4,10-diazatetracyclo[7.7.0.0^{2,6}.0^{11,16}]hexadeca-1,6,8,11,13,15-hexaene-3,5-dione; 9-hydroxy-4-phenyl-1H,2H,3H,6H-pyrrolo[3,4-c]carbazole-1,3-dione; 14-hydroxy-7-phenyl-4,10-diazatetracyclo[7.7.0.0^2,^6.0^1^1,^1^6]hexadeca-1(9),2(6),7,11(16),12,14-hexaene-3,5-dione
• IUPAC Traditional name: 14-hydroxy-7-phenyl-4,10-diazatetracyclo[7.7.0.0^{2,6}.0^{11,16}]hexadeca-1,6,8,11,13,15-hexaene-3,5-dione; 9-hydroxy-4-phenyl-2H,6H-pyrrolo[3,4-c]carbazole-1,3-dione; 14-hydroxy-7-phenyl-4,10-diazatetracyclo[7.7.0.0^2,^6.0^1^1,^1^6]hexadeca-1(9),2(6),7,11(16),12,14-hexaene-3,5-dione
• Synonyms: 9-HYDROXY-4-PHENYL-6H-PYRROLO[3,4-C]CARBAZOLE-1,3-DIONE; 9-Hydroxy-4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione; PD-407824; PD 0407824; PD-407824

Database IDs

• CAS Number: 622864-54-4
• MDL Number: MFCD09753286
• PubChem SID: 46505289; 160967604
• PubChem CID: 4369491

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.133429
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 3.1536756
• LogD (pH = 7.4): 3.0812817
• Log P: 3.154723
• Molar Refractivity: 93.8461 cm^3
• Polarizability: 38.456635 Å^3
• Polar Surface Area: 82.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.3
• LOG S: -4.85
• Solubility (Water): 4.68e-03 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: yellow to orange powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H12N2O3

DETAILS

DrugBank - DB04608

Drug information: experimental

Sigma Aldrich - PZ0111

Biochem/physiol Actions
PD-407824 is a Wee1/Chk1 inhibitor.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.

Toronto Research Chemicals - P218280

PD-407824 is a Wee1/Chk1 inhibitor useful as cancer treatments.

REFERENCES

• Antunes, J., et al.: Eur. J Med. Chem., 43, 1632 (2008)
• Pinheiro, J., et al.: Bioorg. Med. Chem., 16, 1683 (2008)
• Yi, P., et al.: Eur. J. Med. Chem., 43, 925 (2008)