2-(dimethylamino)-N-(6-oxo-5,6-dihydrophenanthridin-2-yl)acetamide hydrochloride

• ChemBase ID: 176821
• Molecular Formular: C17H18ClN3O2
• Molecular Mass: 331.79672
• Monoisotopic Mass: 331.10875451
• SMILES: c1ccc2c(c1)c1c([nH]c2=O)ccc(c1)NC(=O)CN(C)C.Cl
• Canonical SMILES: CN(CC(=O)Nc1ccc2c(c1)c1ccccc1c(=O)[nH]2)C.Cl
• InChI: InChI=1S/C17H17N3O2.ClH/c1-20(2)10-16(21)18-11-7-8-15-14(9-11)12-5-3-4-6-13(12)17(22)19-15;/h3-9H,10H2,1-2H3,(H,18,21)(H,19,22);1H
• InChIKey: RURAZZMDMNRXMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(dimethylamino)-N-(6-oxo-5,6-dihydrophenanthridin-2-yl)acetamide hydrochloride
• IUPAC Traditional name: 2-(dimethylamino)-N-(6-oxo-5H-phenanthridin-2-yl)acetamide hydrochloride
• Synonyms: N-(5,6-Dihydro-6-oxo-2-phenanthridinyl)-2-(dimethylamino)acetamide Hydrochloride; N-(6-Oxo-5,6-dihydrophenanthridin-2-yl)-2-(N,N-dimethylamino)acetamide Hydrochloride; PJ 34 Hydrochloride

Database IDs

• CAS Number: 344458-15-7
• PubChem SID: 164232731
• PubChem CID: 16760621

CALCULATED PROPERTIES

• Acid pKa: 11.072413
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.20662205
• LogD (pH = 7.4): 1.6714664
• Log P: 1.868319
• Molar Refractivity: 88.9617 cm^3
• Polarizability: 33.663055 Å^3
• Polar Surface Area: 61.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P570500

A poly adenosine diphosphate-ribose polymerase inhibitor, attenuates chromate-induced nephrotoxicity. PJ-34 has a lethal effect on breast cancer cells, both in vitro and in vivo, in particular on breast cancer MCF-7.

REFERENCES

• Barceloux, D., et al.: Clin. Toxicol., 37, 173 (1999)
• Dana, F., et al.: J. Med. Chem., 11, 3695 (1999)
• Besson, V., et al.: Brain Res., 1041, 149 (1999)
• Szijarto., et al.: J. Surgical Res., 142, 72 (1999)