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

• ChemBase ID: 174999
• Molecular Formular: C22H34N4O
• Molecular Mass: 370.53156
• Monoisotopic Mass: 370.27326173
• SMILES: N(CCCNCCCCNCCCN)C(=O)Cc1c2c(cccc2)ccc1
• Canonical SMILES: NCCCNCCCCNCCCNC(=O)Cc1cccc2c1cccc2
• InChI: InChI=1S/C22H34N4O/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)
• InChIKey: ZUINPPQIQARTKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]-2-(naphthalen-1-yl)acetamide
• IUPAC Traditional name: N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]-2-(naphthalen-1-yl)acetamide
• Synonyms: N-[3-[[4-[(3-Aminopropyl)amino]butyl]amino]propyl]-1-naphthaleneacetamide Trihydrochloride; Naspm Trihydrochloride; 1-Naphthylacetyl Spermine Trihydrochloride

Database IDs

• CAS Number: 1049731-36-3
• PubChem SID: 164230909
• PubChem CID: 129695

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: Methanol (Sparingly); Water
• Apperance: White Solid
• Melting Point: 258-260°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N377800

A poliamine amide as potent Spermidine uptake inhibitor.

REFERENCES

• Li, Y., et al.: Cancer Res., 57, 234 (1997)
• Muller, T., et al.: Science, 256, 1563 (1997)
• Hironaka, K., et al.: J. Biol. Chem., 275, 16167 (1997)