5-(4-carbamimidoylphenoxy)pentanoic acid

• ChemBase ID: 159779
• Molecular Formular: C12H16N2O3
• Molecular Mass: 236.26704
• Monoisotopic Mass: 236.11609238
• SMILES: C(Oc1ccc(cc1)C(=N)N)CCCC(=O)O
• Canonical SMILES: OC(=O)CCCCOc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C12H16N2O3/c13-12(14)9-4-6-10(7-5-9)17-8-2-1-3-11(15)16/h4-7H,1-3,8H2,(H3,13,14)(H,15,16)
• InChIKey: KCOOTKKAGKEZKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(4-carbamimidoylphenoxy)pentanoic acid
• IUPAC Traditional name: 5-(4-carbamimidoylphenoxy)pentanoic acid
• Synonyms: 5-[4-(Aminoiminomethyl)phenoxy]pentanoic Acid; 5-(4’-Amidinophenoxy)pentanoic Acid; 5-(4-Amidinophenoxy)pentanoic Acid

Database IDs

• CAS Number: 144602-61-9
• PubChem SID: 162253914
• PubChem CID: 456208

CALCULATED PROPERTIES

• Acid pKa: 4.161335
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.4767621
• LogD (pH = 7.4): -0.4608812
• Log P: -0.46077323
• Molar Refractivity: 74.3337 cm^3
• Polarizability: 24.436872 Å^3
• Polar Surface Area: 96.4 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A576760

5-(4-Amidinophenoxy)pentanoic acid is a metabolite of Pentamidine (P272500).

REFERENCES

• Tuttle, R.H. et al.: J. Chrom. B. Biomed. Appl., 688, 319 (1997)
• Atsriku, C. et al.: Chem.-Biol. Inter., 146, 297 (1997)
• Bronner, U. et al.: Pharmacol. Toxicol., 77, 114 (1997)