6-chloro-5-methyl-N-{6-[(2-methylpyridin-3-yl)oxy]pyridin-3-yl}-2,3-dihydro-1H-indole-1-carboxamide

• ChemBase ID: 177698
• Molecular Formular: C21H19ClN4O2
• Molecular Mass: 394.85416
• Monoisotopic Mass: 394.11965355
• SMILES: c1(c(cc2c(c1)CCN2C(=O)Nc1cnc(cc1)Oc1cccnc1C)Cl)C
• Canonical SMILES: O=C(N1CCc2c1cc(Cl)c(c2)C)Nc1ccc(nc1)Oc1cccnc1C
• InChI: InChI=1S/C21H19ClN4O2/c1-13-10-15-7-9-26(18(15)11-17(13)22)21(27)25-16-5-6-20(24-12-16)28-19-4-3-8-23-14(19)2/h3-6,8,10-12H,7,9H2,1-2H3,(H,25,27)
• InChIKey: GIUZEIJUFOPTMR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-5-methyl-N-{6-[(2-methylpyridin-3-yl)oxy]pyridin-3-yl}-2,3-dihydro-1H-indole-1-carboxamide
• IUPAC Traditional name: 6-chloro-5-methyl-N-{6-[(2-methylpyridin-3-yl)oxy]pyridin-3-yl}-2,3-dihydroindole-1-carboxamide
• Synonyms: 6-Chloro-2,3-dihydro-5-methyl-N-[6-[(2-methyl-3-pyridinyl)oxy]-3-pyridinyl]-1H-indole-1-carboxamide Dihydrochloride Hydrate; SB 242084 Dihydrochloride Hydrate

Database IDs

• CAS Number: 181632-25-7
• PubChem SID: 164233608
• PubChem CID: 3644637

CALCULATED PROPERTIES

• Acid pKa: 11.020129
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.670639
• LogD (pH = 7.4): 3.9261477
• Log P: 3.9308457
• Molar Refractivity: 109.1563 cm^3
• Polarizability: 40.976322 Å^3
• Polar Surface Area: 67.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S154450

SB 242084 is a 5-HT2C receptor antagonist that displays 158- and 100-fold selectivity over 5-HT2A and 5-HT2B receptors respectively. SB 242084 displays selectivity over a range of other 5-HT, dopamine and adrenergic receptors.SB 242084 os a brain penetran

REFERENCES

• Bromidge, et al.: J. Med. Chem., 40, 3494 (1997)
• Kennet, et al.: Neuropharmacology, 36, 609 (1997)
• Dalton, et al.: Psychopharmacology, 185, 45 (1997)