tert-butyl N-methyl-N-{3-[(2Z)-tricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propyl}carbamate

• ChemBase ID: 166419
• Molecular Formular: C24H27NO2
• Molecular Mass: 361.47668
• Monoisotopic Mass: 361.20417911
• SMILES: C\1(=C/CCN(C)C(=O)OC(C)(C)C)/c2c(C=Cc3c1cccc3)cccc2
• Canonical SMILES: O=C(N(CC/C=C/1\c2ccccc2C=Cc2c1cccc2)C)OC(C)(C)C
• InChI: InChI=1S/C24H27NO2/c1-24(2,3)27-23(26)25(4)17-9-14-22-20-12-7-5-10-18(20)15-16-19-11-6-8-13-21(19)22/h5-8,10-16H,9,17H2,1-4H3
• InChIKey: FRZTVRMGHLWCSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-methyl-N-{3-[(2Z)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propyl}carbamate
• IUPAC Traditional name: tert-butyl N-methyl-N-{3-[(2Z)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propyl}carbamate
• Synonyms: Desmethyl Boc-Cyclobenzaprine

Database IDs

• CAS Number: 1346604-04-3
• PubChem SID: 162260552
• PubChem CID: 71315728

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.5131583
• LogD (pH = 7.4): 5.5131583
• Log P: 5.5131583
• Molar Refractivity: 122.3242 cm^3
• Polarizability: 42.96709 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichlormethane
• Apperance: Brown Oil

DETAILS

Toronto Research Chemicals - D291555

Protected metabolite of Cyclobenzaprine (C987750).

REFERENCES

• Wang, R.W., et al.: Drug Metab. Dispos., 24, 786 (1996)