N-[(1S,2R,4R)-2,3,3-trimethylbicyclo[2.2.1]heptan-2-yl]formamide

• ChemBase ID: 165778
• Molecular Formular: C11H19NO
• Molecular Mass: 181.27466
• Monoisotopic Mass: 181.14666423
• SMILES: C1[C@H]2C([C@@]([C@@H](C1)C2)(NC=O)C)(C)C
• Canonical SMILES: O=CN[C@]1(C)[C@H]2CC[C@@H](C1(C)C)C2
• InChI: InChI=1S/C11H19NO/c1-10(2)8-4-5-9(6-8)11(10,3)12-7-13/h7-9H,4-6H2,1-3H3,(H,12,13)/t8-,9+,11-/m1/s1
• InChIKey: LCCSEGCDUBRRFL-WCABBAIRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S,2R,4R)-2,3,3-trimethylbicyclo[2.2.1]heptan-2-yl]formamide
• IUPAC Traditional name: N-[(1S,2R,4R)-2,3,3-trimethylbicyclo[2.2.1]heptan-2-yl]formamide
• Synonyms: N-(2,3,3-Trimethylbicyclo[2.2.1]hept-2-yl)formamide; N-(2,3,3-Trimethyl-2-norbornyl)- formamide; N-Demethyl-N-formyl Mecamylamine

Database IDs

• CAS Number: 86351-88-4
• PubChem SID: 162259911
• PubChem CID: 29938730

CALCULATED PROPERTIES

• Acid pKa: 16.30983
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.711188
• LogD (pH = 7.4): 1.711207
• Log P: 1.7112073
• Molar Refractivity: 52.0112 cm^3
• Polarizability: 20.738916 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D231055

Mecamylamine (M202600) derivative.

REFERENCES

• Stone, C.A., et al.: J. Med. Pharm. Chem., 5 665 (1962)