2-[2-(4-fluorophenyl)-1H-indol-3-yl]-N,N-dihexylacetamide

• ChemBase ID: 134285
• Molecular Formular: C28H37FN2O
• Molecular Mass: 436.6045832
• Monoisotopic Mass: 436.28899203
• SMILES: CCCCCCN(CCCCCC)C(=O)Cc1c2ccccc2[nH]c1c1ccc(cc1)F
• Canonical SMILES: CCCCCCN(C(=O)Cc1c([nH]c2c1cccc2)c1ccc(cc1)F)CCCCCC
• InChI: InChI=1S/C28H37FN2O/c1-3-5-7-11-19-31(20-12-8-6-4-2)27(32)21-25-24-13-9-10-14-26(24)30-28(25)22-15-17-23(29)18-16-22/h9-10,13-18,30H,3-8,11-12,19-21H2,1-2H3
• InChIKey: VUWXAQFLTSBUDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(4-fluorophenyl)-1H-indol-3-yl]-N,N-dihexylacetamide
• IUPAC Traditional name: 2-[2-(4-fluorophenyl)-1H-indol-3-yl]-N,N-dihexylacetamide
• Synonyms: FGIN-1-27; N,N-Dihexyl-2-(4-fluorophenyl)indole-3-acetamide

Database IDs

• CAS Number: 142720-24-9
• MDL Number: MFCD00467704
• PubChem SID: 24278393; 162228562
• PubChem CID: 132496

CALCULATED PROPERTIES

• Acid pKa: 14.809034
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 7.4861665
• LogD (pH = 7.4): 7.4861665
• Log P: 7.486167
• Molar Refractivity: 131.449 cm^3
• Polarizability: 53.19529 Å^3
• Polar Surface Area: 36.1 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: insoluble; methanol: soluble20 mg/mL

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... BZRAP1(9256)rat ... Tspo(24230)

DETAILS

Sigma Aldrich - D8555

Biochem/physiol Actions
High affinity ligand for glial mitochondrial benzodiazepine receptors; stimulates neurosteroid biosynthesis; does not bind GABAA receptors