N-[(1r,4r)-4-[2-(6-cyano-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]cyclohexyl]quinoline-4-carboxamide

• ChemBase ID: 177638
• Molecular Formular: C28H30N4O
• Molecular Mass: 438.564
• Monoisotopic Mass: 438.2419616
• SMILES: c1c(cc2c(c1)CN(CC2)CC[C@H]1CC[C@@H](CC1)NC(=O)c1ccnc2c1cccc2)C#N
• Canonical SMILES: N#Cc1ccc2c(c1)CCN(C2)CC[C@@H]1CC[C@H](CC1)NC(=O)c1ccnc2c1cccc2
• InChI: InChI=1S/C28H30N4O/c29-18-21-5-8-23-19-32(16-13-22(23)17-21)15-12-20-6-9-24(10-7-20)31-28(33)26-11-14-30-27-4-2-1-3-25(26)27/h1-5,8,11,14,17,20,24H,6-7,9-10,12-13,15-16,19H2,(H,31,33)/t20-,24-
• InChIKey: OLWRVVHPJFLNPW-LSNLESRRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1r,4r)-4-[2-(6-cyano-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]cyclohexyl]quinoline-4-carboxamide
• IUPAC Traditional name: N-[(1r,4r)-4-[2-(6-cyano-3,4-dihydro-1H-isoquinolin-2-yl)ethyl]cyclohexyl]quinoline-4-carboxamide
• Synonyms: N-[trans-4-[2-(6-Cyano-3,4-dihydro-2(1H)-isoquinolinyl)ethyl]cyclohexyl]-4-quinolinecarboxamide Hydrochloride; SB 277011A Hydrochloride; SB 277211 Hydrochloride; SB 277011 Hydrochloride

Database IDs

• CAS Number: 215804-67-4
• PubChem SID: 164233548
• PubChem CID: 5311096

CALCULATED PROPERTIES

• Acid pKa: 15.105718
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.6811546
• LogD (pH = 7.4): 3.4154599
• Log P: 4.628601
• Molar Refractivity: 131.4175 cm^3
• Polarizability: 51.49563 Å^3
• Polar Surface Area: 69.02 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S154650

A potent and selective dopamine D3 receptor antagonist.

REFERENCES

• Sokoloff, P., et al.: Nature, 347, 146 (1990)
• Bouthenet, M., et al.: Brain Res., 564, 203 (1990)
• Belliotti, T., et al.: Bioorg. Med. Chem. Lett., 7, 2403 (1990)