12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol

• ChemBase ID: 170206
• Molecular Formular: C16H11ClN4O
• Molecular Mass: 310.73774
• Monoisotopic Mass: 310.06213867
• SMILES: c12c(C(=NC(c3n1cnn3)O)c1ccccc1)cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=NC(c1n2cnn1)O)c1ccccc1
• InChI: InChI=1S/C16H11ClN4O/c17-11-6-7-13-12(8-11)14(10-4-2-1-3-5-10)19-16(22)15-20-18-9-21(13)15/h1-9,16,22H
• InChIKey: LJIJJCXFWLORDQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol
• IUPAC Traditional name: 12-chloro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaen-7-ol
• Synonyms: 8-Chloro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-ol; 4-Hydroxy Estazolam

Database IDs

• CAS Number: 30896-56-1
• PubChem SID: 164226116
• PubChem CID: 11666741

CALCULATED PROPERTIES

• Acid pKa: 10.908313
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.828362
• LogD (pH = 7.4): 1.828265
• Log P: 1.8284
• Molar Refractivity: 95.6367 cm^3
• Polarizability: 32.257816 Å^3
• Polar Surface Area: 63.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H825315

A metabolite of Estazolam (E668380). Controlled Substance.

REFERENCES

• Gorski, J., et al.: Xenobiotica, 1999, 29, 931, Hesse, L., et al.: Drug Metab. Dispos., 29, 133 (2001)