3-(1-aminoethyl)adamantan-1-ol

• ChemBase ID: 171281
• Molecular Formular: C12H21NO
• Molecular Mass: 195.30124
• Monoisotopic Mass: 195.1623143
• SMILES: C1C2(CC3CC1(CC(C2)C3)O)C(N)C
• Canonical SMILES: CC(C12CC3CC(C1)CC(C2)(C3)O)N
• InChI: InChI=1S/C12H21NO/c1-8(13)11-3-9-2-10(4-11)6-12(14,5-9)7-11/h8-10,14H,2-7,13H2,1H3
• InChIKey: JVWKHPHTJHFQAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1-aminoethyl)adamantan-1-ol
• IUPAC Traditional name: 3-(1-aminoethyl)adamantan-1-ol
• Synonyms: 3-(1-Aminoethyl)tricyclo[3.3.1.13,7]decan-1-ol; 1-(1-Aminoethyl)-3-hydroxyadamantane; m-Hydroxyrimantadine; 3-Hydroxy Rimantadine; 3-(1-aminoethyl)adamantan-1-ol

Database IDs

• CAS Number: 90812-24-1
• MDL Number: MFCD01821203
• PubChem SID: 164227191
• PubChem CID: 2769978

CALCULATED PROPERTIES

• Acid pKa: 14.74406
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.1103952
• LogD (pH = 7.4): -1.4405411
• Log P: 0.90179855
• Molar Refractivity: 56.2042 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 - H953375

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)