4-({5-[4-(N-hydroxycarbamimidoyl)phenoxy]pentyl}oxy)benzene-1-carboximidamide

• ChemBase ID: 176315
• Molecular Formular: C19H24N4O3
• Molecular Mass: 356.41886
• Monoisotopic Mass: 356.18484065
• SMILES: c1(OCCCCCOc2ccc(cc2)C(=N)N)ccc(cc1)C(=N)NO
• Canonical SMILES: ONC(=N)c1ccc(cc1)OCCCCCOc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C19H24N4O3/c20-18(21)14-4-8-16(9-5-14)25-12-2-1-3-13-26-17-10-6-15(7-11-17)19(22)23-24/h4-11,24H,1-3,12-13H2,(H3,20,21)(H2,22,23)
• InChIKey: UREYBSXWRHBDHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({5-[4-(N-hydroxycarbamimidoyl)phenoxy]pentyl}oxy)benzene-1-carboximidamide
• IUPAC Traditional name: 4-({5-[4-(N-hydroxycarbamimidoyl)phenoxy]pentyl}oxy)benzenecarboximidamide
• Synonyms: 4-[[5-[4-(Aminoiminomethyl)phenoxy]pentyl]oxy]-N-hydroxybenzenecarboximidamide; 1-(4’-Hydroxyamidinophenoxy)-5-(4’-amidinophenoxy)pentane; N-Hydroxy Pentamidine; Pentamidine Amidoxime

Database IDs

• CAS Number: 130349-07-4
• PubChem SID: 164232225
• PubChem CID: 5480203

CALCULATED PROPERTIES

• Acid pKa: 14.902188
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -2.0619633
• LogD (pH = 7.4): -0.53889763
• Log P: 2.3841038
• Molar Refractivity: 132.7868 cm^3
• Polarizability: 38.48569 Å^3
• Polar Surface Area: 124.44 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P272510

Pentamidine Monoxime is an amidoxime metabolite of Pentamidine (P272500).

REFERENCES

• Clement, B. et al.: Arzneim.-Forsch., 35, 1009 (1985)
• Atsriku, C. et al.: Chem.-Biol. Inter., 146, 297 (1985)
• Clement, B. et al.: ARrh. Pharm., 325, 61 (1985)