13-chloro-10-[(2,2,3,3,5,5,6,6-2H8)piperazin-1-yl]-2-oxa-9-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-6-ol

• ChemBase ID: 170110
• Molecular Formular: C17H16ClN3O2
• Molecular Mass: 329.78084
• Monoisotopic Mass: 329.09310445
• SMILES: O1c2c(C(=Nc3c1ccc(c3)O)N1CCNCC1)cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=Nc1c(O2)ccc(c1)O)N1CCNCC1
• InChI: InChI=1S/C17H16ClN3O2/c18-11-1-3-15-13(9-11)17(21-7-5-19-6-8-21)20-14-10-12(22)2-4-16(14)23-15/h1-4,9-10,19,22H,5-8H2
• InChIKey: QDWNOKXUZTYVGO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-10-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-2-oxa-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-6-ol
• IUPAC Traditional name: 13-chloro-10-[(2,2,3,3,5,5,6,6-^2H₈)piperazin-1-yl]-2-oxa-9-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-6-ol
• Synonyms: 2-Chloro-11-(1-piperazinyl-d8)-dibenz[b,f][1,4]oxazepin-8-ol; 8-Hydroxyamoxapin-d8; 8-Hydroxy Amoxapine-d8

Database IDs

• PubChem SID: 164226020
• PubChem CID: 46781721

CALCULATED PROPERTIES

• Acid pKa: 9.366324
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.20175715
• LogD (pH = 7.4): 1.3439792
• Log P: 2.3597598
• Molar Refractivity: 91.7973 cm^3
• Polarizability: 34.23575 Å^3
• Polar Surface Area: 57.09 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H797807

A labelled metabolite of Amoxapine.

REFERENCES

• Hansen, E., et al.: Drug Metab. Dispos.,15, 97 (1987)
• Hansen, E., et al.: Xenobiotica, 25, 1081 (1987)
• Moody, J., et al.: Drug Metab. Dispos., 27, 1157 (1987)