N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]-2-(naphthalen-1-yl)acetamide trihydrochloride

• ChemBase ID: 134110
• Molecular Formular: C22H37Cl3N4O
• Molecular Mass: 479.91438
• Monoisotopic Mass: 478.20329486
• SMILES: c1ccc2c(c1)cccc2CC(=O)NCCCNCCCCNCCCN.Cl.Cl.Cl
• Canonical SMILES: NCCCNCCCCNCCCNC(=O)Cc1cccc2c1cccc2.Cl.Cl.Cl
• InChI: InChI=1S/C22H34N4O.3ClH/c23-12-6-15-24-13-3-4-14-25-16-7-17-26-22(27)18-20-10-5-9-19-8-1-2-11-21(19)20;;;/h1-2,5,8-11,24-25H,3-4,6-7,12-18,23H2,(H,26,27);3*1H
• InChIKey: JNEOJAUJWOPWJS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]-2-(naphthalen-1-yl)acetamide trihydrochloride
• IUPAC Traditional name: N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]-2-(naphthalen-1-yl)acetamide trihydrochloride
• Synonyms: NASPM trihydrochloride; 1-Naphthylacetyl spermine trihydrochloride

Database IDs

• MDL Number: MFCD01321052
• PubChem SID: 162228387; 24897539
• PubChem CID: 16219727

CALCULATED PROPERTIES

• Acid pKa: 16.13633
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -7.9348106
• LogD (pH = 7.4): -5.7115264
• Log P: 1.1886556
• Molar Refractivity: 113.1741 cm^3
• Polarizability: 45.805782 Å^3
• Polar Surface Area: 79.18 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥20 mg/mL
• Apperance: white

Safety Information

• Storage Condition: desiccated; protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - N193

Biochem/physiol Actions
Blocks Ca2+ permeable AMPA receptor channels.
Other Notes
Synthetic analog of Joro spider toxin.