(3S,4aS,8aS)-N-(1-hydroxy-2-methylpropan-2-yl)-decahydroisoquinoline-3-carboxamide

• ChemBase ID: 165490
• Molecular Formular: C14H26N2O2
• Molecular Mass: 254.36844
• Monoisotopic Mass: 254.19942808
• SMILES: C1CC[C@H]2[C@@H](C1)C[C@H](NC2)C(=O)NC(CO)(C)C
• Canonical SMILES: OCC(NC(=O)[C@H]1NC[C@@H]2[C@H](C1)CCCC2)(C)C
• InChI: InChI=1S/C14H26N2O2/c1-14(2,9-17)16-13(18)12-7-10-5-3-4-6-11(10)8-15-12/h10-12,15,17H,3-9H2,1-2H3,(H,16,18)/t10-,11+,12-/m0/s1
• InChIKey: DNCQVDWVNKMOOB-TUAOUCFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4aS,8aS)-N-(1-hydroxy-2-methylpropan-2-yl)-decahydroisoquinoline-3-carboxamide
• IUPAC Traditional name: (3S,4aS,8aS)-N-(1-hydroxy-2-methylpropan-2-yl)-decahydroisoquinoline-3-carboxamide
• Synonyms: (3S,4aS,8aS)-Decahydro-N-(2-hydroxy-1,1-dimethylethyl)-3-isoquinolinecarboxamide; (3S,4aS,8aS)-Decahydro-N-(2-hydroxy-1,1-dimethylethyl)-3-isoquinolinecarboxamide

Database IDs

• CAS Number: 213135-54-7
• PubChem SID: 162259623
• PubChem CID: 29976770

CALCULATED PROPERTIES

• Acid pKa: 14.126872
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.2244954
• LogD (pH = 7.4): -0.81393456
• Log P: 0.84861374
• Molar Refractivity: 71.1535 cm^3
• Polarizability: 28.413034 Å^3
• Polar Surface Area: 61.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D212090

An intermediate in the synthesis for the metabolite of Nelfinavir

REFERENCES

• Chong, K; J. Med. Chem., 36, 2575 (1993)