2-[3-(dimethylamino)propyl]tricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2,5-diol

• ChemBase ID: 170902
• Molecular Formular: C20H23NO2
• Molecular Mass: 309.40212
• Monoisotopic Mass: 309.17287898
• SMILES: C1(c2c(C=Cc3c1cccc3)ccc(c2)O)(CCCN(C)C)O
• Canonical SMILES: CN(CCCC1(O)c2ccccc2C=Cc2c1cc(O)cc2)C
• InChI: InChI=1S/C20H23NO2/c1-21(2)13-5-12-20(23)18-7-4-3-6-15(18)8-9-16-10-11-17(22)14-19(16)20/h3-4,6-11,14,22-23H,5,12-13H2,1-2H3
• InChIKey: LVSOPRLYYPOIMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-(dimethylamino)propyl]tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2,5-diol
• IUPAC Traditional name: 2-[3-(dimethylamino)propyl]tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2,5-diol
• Synonyms: 5-[3-(Dimethylamino)propyl]-5H-dibenzo[a,d]cycloheptene-3,5-diol; 3,5-Hydroxy-N-methylprotriptyline

Database IDs

• CAS Number: 30235-47-3
• PubChem SID: 164226812
• PubChem CID: 71749182

CALCULATED PROPERTIES

• Acid pKa: 9.111799
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.061440915
• LogD (pH = 7.4): 1.3779434
• Log P: 2.6891718
• Molar Refractivity: 96.1541 cm^3
• Polarizability: 36.600166 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948295

An intermediate in the preparation of Cyclobenzaprine metabolite.