5-(1-aminoethyl)adamantan-2-ol

• ChemBase ID: 171283
• Molecular Formular: C12H21NO
• Molecular Mass: 195.30124
• Monoisotopic Mass: 195.1623143
• SMILES: C1C2(CC3C(C1CC(C2)C3)O)C(N)C
• Canonical SMILES: OC1C2CC3CC1CC(C2)(C3)C(N)C
• InChI: InChI=1S/C12H21NO/c1-7(13)12-4-8-2-9(5-12)11(14)10(3-8)6-12/h7-11,14H,2-6,13H2,1H3
• InChIKey: IKZHOAXNYUBUDD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1-aminoethyl)adamantan-2-ol
• IUPAC Traditional name: 5-(1-aminoethyl)adamantan-2-ol
• Synonyms: 5-(1-Aminoethyl)tricyclo[3.3.1.13,7]decan-2-ol; 4-(α,β)-Hydroxy Rimantadine

Database IDs

• CAS Number: 117821-36-0
• PubChem SID: 164227193
• PubChem CID: 14813615

CALCULATED PROPERTIES

• Acid pKa: 19.263624
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.0363774
• LogD (pH = 7.4): -1.577269
• Log P: 0.9861947
• Molar Refractivity: 56.0376 cm^3
• Polarizability: 22.79212 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H953380

A metabolite of Rimantadine.

REFERENCES

• Manchand, P.S., et al.: J. Med. Chem., 33, 1992 (1990)
• Loh, A.C., et al.: Drug Metab. Dispos., 19, 381 (1990)