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

• ChemBase ID: 154641
• Molecular Formular: C28H33ClN4O2
• Molecular Mass: 493.04022
• Monoisotopic Mass: 492.229204
• SMILES: c1cc2c(nccc2C(=O)N[C@H]2CC[C@@H](CC2)CCN2Cc3c(cc(cc3)C#N)CC2)cc1.O.Cl
• Canonical SMILES: N#Cc1ccc2c(c1)CCN(C2)CC[C@@H]1CC[C@H](CC1)NC(=O)c1ccnc2c1cccc2.O.Cl
• InChI: InChI=1S/C28H30N4O.ClH.H2O/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);1H;1H2/t20-,24-
• InChIKey: OOWNBQACGIKNGM-ONAIBGCWSA-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 hydrate hydrochloride
• IUPAC Traditional name: N-[(1r,4r)-4-[2-(6-cyano-3,4-dihydro-1H-isoquinolin-2-yl)ethyl]cyclohexyl]quinoline-4-carboxamide hydrate hydrochloride
• Synonyms: SB-277011-A hydrochloride hydrate

Database IDs

• CAS Number: 215804-67-4(anhydrous)
• MDL Number: MFCD16875431
• PubChem SID: 162248779
• PubChem CID: 71311924

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

PROPERTIES

Physical Property

• Solubility: DMSO: ≥5 mg/mL
• Apperance: off-white to tan powder

Safety Information

• Storage Condition: protect from light
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C28H30N4O · HCl · xH2O

DETAILS

Sigma Aldrich - S4326

Biochem/physiol Actions
SB-277011-A is a potent, selective brain-penetrant D3 dopamine receptor antagonist; 80-100x selective for D3 over D2; pKi = 7.95 for hD3 receptor.