2-[2-(piperazin-1-yl)acetyl]-2,4,9-triazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one

• ChemBase ID: 166461
• Molecular Formular: C18H19N5O2
• Molecular Mass: 337.37576
• Monoisotopic Mass: 337.15387487
• SMILES: c1(=O)[nH]c2c(n(c3c1cccc3)C(=O)CN1CCNCC1)nccc2
• Canonical SMILES: O=C(n1c2ccccc2c(=O)[nH]c2c1nccc2)CN1CCNCC1
• InChI: InChI=1S/C18H19N5O2/c24-16(12-22-10-8-19-9-11-22)23-15-6-2-1-4-13(15)18(25)21-14-5-3-7-20-17(14)23/h1-7,19H,8-12H2,(H,21,25)
• InChIKey: FSKGDOFJFMYNIG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(piperazin-1-yl)acetyl]-2,4,9-triazatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one
• IUPAC Traditional name: 2-[2-(piperazin-1-yl)acetyl]-2,4,9-triazatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one
• Synonyms: 5,11-Dihydro-11-(1-piperazinylacetyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one; LS 822; N-Desmethyl Pirenzepine

Database IDs

• CAS Number: 63257-31-8
• PubChem SID: 162260594
• PubChem CID: 567540

CALCULATED PROPERTIES

• Acid pKa: 9.656105
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.4333456
• LogD (pH = 7.4): -0.9334538
• Log P: 0.23007864
• Molar Refractivity: 95.631 cm^3
• Polarizability: 35.870964 Å^3
• Polar Surface Area: 77.57 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D292130

A metabolite of Pirenzepine.

REFERENCES

• Cruickshank, J., et al.: Brain Res., 643, 125 (1994)
• Matsui, S., et al.: J. Cardiovasc. Pharmacol., 38, S43 (1994)