5-(methylsulfanyl)-N-(pyridin-3-yl)-6-(trifluoromethyl)-2,3-dihydro-1H-indole-1-carboxamide

• ChemBase ID: 153183
• Molecular Formular: C16H14F3N3OS
• Molecular Mass: 353.3620696
• Monoisotopic Mass: 353.08096774
• SMILES: CSc1cc2c(cc1C(F)(F)F)N(CC2)C(=O)Nc1cccnc1
• Canonical SMILES: CSc1cc2CCN(c2cc1C(F)(F)F)C(=O)Nc1cccnc1
• InChI: InChI=1S/C16H14F3N3OS/c1-24-14-7-10-4-6-22(13(10)8-12(14)16(17,18)19)15(23)21-11-3-2-5-20-9-11/h2-3,5,7-9H,4,6H2,1H3,(H,21,23)
• InChIKey: OQZOXHCRSXYSPM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(methylsulfanyl)-N-(pyridin-3-yl)-6-(trifluoromethyl)-2,3-dihydro-1H-indole-1-carboxamide
• IUPAC Traditional name: 5-(methylsulfanyl)-N-(pyridin-3-yl)-6-(trifluoromethyl)-2,3-dihydroindole-1-carboxamide
• Synonyms: 5-(Methylthio)-1-(3-pyridylcarbamoyl)-6-(trifluoromethyl)indoline; SB-221284

Database IDs

• CAS Number: 196965-14-7
• MDL Number: MFCD00950075
• PubChem SID: 162247322; 24724604
• PubChem CID: 443389

CALCULATED PROPERTIES

• Acid pKa: 10.806526
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.2856297
• LogD (pH = 7.4): 3.3105092
• Log P: 3.311003
• Molar Refractivity: 89.054 cm^3
• Polarizability: 32.11995 Å^3
• Polar Surface Area: 45.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble ~14 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... CYP1A2(1544), CYP2C19(1557), CYP2C9(1559), CYP2D6(1565), CYP3A4(1576), HTR2A(3356), HTR2B(3357), HTR2C(3358)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C16H14N3F3OS

DETAILS

Sigma Aldrich - S2193

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