N-[3-fluoro-5-(pyridin-3-yl)phenyl]-5-methoxy-6-(trifluoromethyl)-2,3-dihydro-1H-indole-1-carboxamide

• ChemBase ID: 153175
• Molecular Formular: C22H17F4N3O2
• Molecular Mass: 431.3828928
• Monoisotopic Mass: 431.12568968
• SMILES: COc1cc2c(cc1C(F)(F)F)N(CC2)C(=O)Nc1cc(cc(c1)F)c1cccnc1
• Canonical SMILES: COc1cc2CCN(c2cc1C(F)(F)F)C(=O)Nc1cc(F)cc(c1)c1cccnc1
• InChI: InChI=1S/C22H17F4N3O2/c1-31-20-9-13-4-6-29(19(13)11-18(20)22(24,25)26)21(30)28-17-8-15(7-16(23)10-17)14-3-2-5-27-12-14/h2-3,5,7-12H,4,6H2,1H3,(H,28,30)
• InChIKey: RRJLJKRFFRZRAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-fluoro-5-(pyridin-3-yl)phenyl]-5-methoxy-6-(trifluoromethyl)-2,3-dihydro-1H-indole-1-carboxamide
• IUPAC Traditional name: N-[3-fluoro-5-(pyridin-3-yl)phenyl]-5-methoxy-6-(trifluoromethyl)-2,3-dihydroindole-1-carboxamide
• Synonyms: N-[3-Fluoro-5-(3-pyridinyl)phenyl]-2,3-dihydro-5-methoxy-6-(trifluoromethyl)-1H-indole-1-carboxamide; SB 228357

Database IDs

• CAS Number: 181629-93-6
• MDL Number: MFCD00950378
• PubChem SID: 162247314
• PubChem CID: 443390

CALCULATED PROPERTIES

• Acid pKa: 11.29586
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.2594194
• LogD (pH = 7.4): 4.3142314
• Log P: 4.315042
• Molar Refractivity: 108.1109 cm^3
• Polarizability: 40.309185 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble ~8 mg/mL; H2O: insoluble
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... HTR2B(3357), HTR2C(3358)

Product Information

• Purity: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C22H17F4N3O2

DETAILS

Sigma Aldrich - S2318

Biochem/physiol Actions
Selective 5-HT2B/2C serotonin receptor antagonist
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline