N-{4-[2-(6-cyano-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]cyclohexyl}-N-methylquinoline-4-carboxamide

• ChemBase ID: 174240
• Molecular Formular: C29H32N4O
• Molecular Mass: 452.59058
• Monoisotopic Mass: 452.25761166
• SMILES: c1c(cc2c(c1)CN(CC2)CCC1CCC(CC1)N(C(=O)c1ccnc2c1cccc2)C)C#N
• Canonical SMILES: N#Cc1ccc2c(c1)CCN(C2)CCC1CCC(CC1)N(C(=O)c1ccnc2c1cccc2)C
• InChI: InChI=1S/C29H32N4O/c1-32(29(34)27-12-15-31-28-5-3-2-4-26(27)28)25-10-7-21(8-11-25)13-16-33-17-14-23-18-22(19-30)6-9-24(23)20-33/h2-6,9,12,15,18,21,25H,7-8,10-11,13-14,16-17,20H2,1H3
• InChIKey: FNDGBSHQRNWYHO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[2-(6-cyano-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]cyclohexyl}-N-methylquinoline-4-carboxamide
• IUPAC Traditional name: N-{4-[2-(6-cyano-3,4-dihydro-1H-isoquinolin-2-yl)ethyl]cyclohexyl}-N-methylquinoline-4-carboxamide
• Synonyms: N-Methy-N-[trans-4-[2-(6-cyano-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]cyclohexyl]-4-quinolinecarboxamide; N-Methyl SB 277011

Database IDs

• PubChem SID: 164230150
• PubChem CID: 46782308

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.904902
• LogD (pH = 7.4): 3.6391368
• Log P: 4.852277
• Molar Refractivity: 136.3142 cm^3
• Polarizability: 53.34156 Å^3
• Polar Surface Area: 60.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M326090

A derivative of SB-277011, a highly selective dopamine D3 receptor antagonist.

REFERENCES

• Hamdi, A., et al.: Brain Res., 589, 338 (1992)
• Diaz, J., et al.: J. Neurosci., 20, 8677 (1992)
• Figlewicz, D., et al.: Brain Res., 964, 107 (1992)
• Lee, B., et al.: J. Pharmacol .Exp. Ther., 312, 1232 (1992)