(1r,3s,5R,7S)-1-[1-amino(2H4)ethyl]adamantan-2-ol

• ChemBase ID: 171280
• Molecular Formular: C12H21NO
• Molecular Mass: 195.30124
• Monoisotopic Mass: 195.1623143
• SMILES: C1([C@]2(C[C@@H]3C[C@@H]1C[C@@H](C2)C3)C(N)C)O
• Canonical SMILES: CC([C@]12C[C@H]3C[C@H](C1)C[C@H](C2O)C3)N
• InChI: InChI=1S/C12H21NO/c1-7(13)12-5-8-2-9(6-12)4-10(3-8)11(12)14/h7-11,14H,2-6,13H2,1H3/t7?,8-,9+,10-,11?,12+
• InChIKey: KRYIANPFQVLGGF-WTYGZNTMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,3s,5R,7S)-1-[1-amino(^2H₄)ethyl]adamantan-2-ol
• IUPAC Traditional name: (1r,3s,5R,7S)-1-[1-amino(^2H₄)ethyl]adamantan-2-ol
• Synonyms: 1-(1-Aminoethyl)tricyclo[3.3.1.13,7]decan-2-ol-d4; 2-(α,β)-Hydroxy Rimantadine-d4

Database IDs

• PubChem SID: 164227190
• PubChem CID: 71749328

CALCULATED PROPERTIES

• Acid pKa: 14.439692
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.9442793
• LogD (pH = 7.4): -1.2187024
• Log P: 1.0641484
• Molar Refractivity: 55.9606 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 - H953372

A labelled 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)