(3S,4aS,8aS)-2-[(3R)-3-amino-2-hydroxy-4-(phenylsulfanyl)butyl]-N-(1-hydroxy-2-methylpropan-2-yl)-decahydroisoquinoline-3-carboxamide

• ChemBase ID: 160193
• Molecular Formular: C24H39N3O3S
• Molecular Mass: 449.64976
• Monoisotopic Mass: 449.27121312
• SMILES: C1CC[C@H]2[C@@H](C1)C[C@H](N(C2)CC(O)[C@H](CSc1ccccc1)N)C(=O)NC(C)(CO)C
• Canonical SMILES: OCC(NC(=O)[C@@H]1C[C@@H]2CCCC[C@@H]2CN1CC([C@H](CSc1ccccc1)N)O)(C)C
• InChI: InChI=1S/C24H39N3O3S/c1-24(2,16-28)26-23(30)21-12-17-8-6-7-9-18(17)13-27(21)14-22(29)20(25)15-31-19-10-4-3-5-11-19/h3-5,10-11,17-18,20-22,28-29H,6-9,12-16,25H2,1-2H3,(H,26,30)/t17-,18+,20-,21-,22?/m0/s1
• InChIKey: RPJUAXSSRMFQEF-JWUYBYNISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4aS,8aS)-2-[(3R)-3-amino-2-hydroxy-4-(phenylsulfanyl)butyl]-N-(1-hydroxy-2-methylpropan-2-yl)-decahydroisoquinoline-3-carboxamide
• IUPAC Traditional name: (3S,4aS,8aS)-2-[(3R)-3-amino-2-hydroxy-4-(phenylsulfanyl)butyl]-N-(1-hydroxy-2-methylpropan-2-yl)-octahydro-1H-isoquinoline-3-carboxamide
• Synonyms: (3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]decahydro-N-(2-hydroxy-1,1-dimethylethyl)-3-isoquinolinecarboxamide; (3S,4aS,8aS)-2-[(2R,3R)-3-[(3-Amino-2-hydroxy-4-phenythiobutyl]-decahydro-N-(2-hydroxy-1,1-dimethylethyl)-3-isoquinolinecarboxamide

Database IDs

• CAS Number: 252186-41-7
• PubChem SID: 162254328
• PubChem CID: 71313274

CALCULATED PROPERTIES

• Acid pKa: 13.704764
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.8147326
• LogD (pH = 7.4): -0.1458003
• Log P: 2.0343626
• Molar Refractivity: 127.0818 cm^3
• Polarizability: 50.564144 Å^3
• Polar Surface Area: 98.82 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 146-149°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A611650

An intermediate in the synthesis for the metabolite of Nelfinavir