5-chloro-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene

• ChemBase ID: 164339
• Molecular Formular: C14H12ClN
• Molecular Mass: 229.70478
• Monoisotopic Mass: 229.06582707
• SMILES: C1Cc2c(Nc3c1cccc3)cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)Nc1ccccc1CC2
• InChI: InChI=1S/C14H12ClN/c15-12-8-7-11-6-5-10-3-1-2-4-13(10)16-14(11)9-12/h1-4,7-9,16H,5-6H2
• InChIKey: MHUXTOYYIDFXRF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• IUPAC Traditional name: 5-chloro-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene
• Synonyms: 3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepine; 3-Chloroiminodibenzyl

Database IDs

• CAS Number: 32943-25-2
• PubChem SID: 162258474
• PubChem CID: 118364

CALCULATED PROPERTIES

• Acid pKa: 19.201948
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.580332
• LogD (pH = 7.4): 4.580333
• Log P: 4.580333
• Molar Refractivity: 67.6292 cm^3
• Polarizability: 25.72384 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C366920

3-Chloroiminodibenzyl is a metabolite of Desipramine (D290050) and Clomipramine (C587050).

REFERENCES

• Borg, D., et al.: Biochem. Pharmacol., 14, 115 (1965)
• El-Demerdash, E., et al.: Toxicol. Lett., 152, 159 (1965)
• Balk Rde, S., et al.: Neurochem. Res., 35, 1761 (1965)
• Cordero, M., et al.: Anticancer Drugs, 21, 932 (1965)