(3S,4aS,8aS)-2-[(3R)-3-amino-2-hydroxy-4-(phenylsulfanyl)butyl]-decahydroisoquinoline-3-carboxylic acid

• ChemBase ID: 160194
• Molecular Formular: C20H30N2O3S
• Molecular Mass: 378.5288
• Monoisotopic Mass: 378.19771383
• SMILES: C1CC[C@H]2[C@@H](C1)C[C@H](N(C2)CC(O)[C@H](CSc1ccccc1)N)C(=O)O
• Canonical SMILES: N[C@H](C(CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)O)O)CSc1ccccc1
• InChI: InChI=1S/C20H30N2O3S/c21-17(13-26-16-8-2-1-3-9-16)19(23)12-22-11-15-7-5-4-6-14(15)10-18(22)20(24)25/h1-3,8-9,14-15,17-19,23H,4-7,10-13,21H2,(H,24,25)/t14-,15+,17-,18-,19?/m0/s1
• InChIKey: ZPUBJRYDIOHUPW-FFZZFDENSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4aS,8aS)-2-[(3R)-3-amino-2-hydroxy-4-(phenylsulfanyl)butyl]-decahydroisoquinoline-3-carboxylic acid
• IUPAC Traditional name: (3S,4aS,8aS)-2-[(3R)-3-amino-2-hydroxy-4-(phenylsulfanyl)butyl]-octahydro-1H-isoquinoline-3-carboxylic acid
• Synonyms: (3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-phenythiobutyl]-decahydro-3-isoquinolinecarboxylic Acid

Database IDs

• CAS Number: 1221793-34-5
• PubChem SID: 162254329
• PubChem CID: 71313275

CALCULATED PROPERTIES

• Acid pKa: 1.609022
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.52404
• LogD (pH = 7.4): -0.82212895
• Log P: -0.13045938
• Molar Refractivity: 105.0136 cm^3
• Polarizability: 41.879833 Å^3
• Polar Surface Area: 86.79 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Ethanol; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A611655

An intermediate in the synthesis for the metabolite of Nelfinavir