ethyl 4-{13-chloro-6-methoxy-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-2H4)piperidine-1-carboxylate

• ChemBase ID: 172971
• Molecular Formular: C23H25ClN2O3
• Molecular Mass: 412.9092
• Monoisotopic Mass: 412.15537035
• SMILES: C1(=C2CCN(CC2)C(=O)OCC)c2c(CCc3c1ncc(c3)OC)cc(cc2)Cl
• Canonical SMILES: CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2ncc(c3)OC)Cl)CC1
• InChI: InChI=1S/C23H25ClN2O3/c1-3-29-23(27)26-10-8-15(9-11-26)21-20-7-6-18(24)12-16(20)4-5-17-13-19(28-2)14-25-22(17)21/h6-7,12-14H,3-5,8-11H2,1-2H3
• InChIKey: XIUQXOBEGLVYPC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{13-chloro-6-methoxy-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-^2H₄)piperidine-1-carboxylate
• IUPAC Traditional name: ethyl 4-{13-chloro-6-methoxy-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-^2H₄)piperidine-1-carboxylate
• Synonyms: 4-(8-Chloro-5,6-dihydro-3-methoxy-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidine-d4-carboxylic Acid Ethyl Ester; 3-Methoxy Loratadine-d4

Database IDs

• CAS Number: 1189501-87-8
• PubChem SID: 164228881
• PubChem CID: 46782158

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.387629
• LogD (pH = 7.4): 4.39679
• Log P: 4.396908
• Molar Refractivity: 123.4401 cm^3
• Polarizability: 43.781586 Å^3
• Polar Surface Area: 51.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Brown Oily Solid

DETAILS

Toronto Research Chemicals - M262642

Useful as inhibitor of both farnesyl protein transferase and geranylgeranyl protein transferase in the treatment of cell-proliferative diseases.

REFERENCES

• Villani, et al.: J. Med. Chem., 15, 750 (1972).