3-{[(2R,3R)-4-[(3S,4aS,8aS)-3-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]-decahydroisoquinolin-2-yl]-3-hydroxy-1-(phenylsulfanyl)butan-2-yl]carbamoyl}-2-methylphenyl acetate

• ChemBase ID: 159025
• Molecular Formular: C34H47N3O6S
• Molecular Mass: 625.81848
• Monoisotopic Mass: 625.31855724
• SMILES: c1(c(cccc1C(=O)N[C@H]([C@@H](CN1C[C@@H]2[C@H](C[C@H]1C(=O)NC(CO)(C)C)CCCC2)O)CSc1ccccc1)OC(=O)C)C
• Canonical SMILES: OCC(NC(=O)[C@@H]1C[C@@H]2CCCC[C@@H]2CN1C[C@H]([C@@H](NC(=O)c1cccc(c1C)OC(=O)C)CSc1ccccc1)O)(C)C
• InChI: InChI=1S/C34H47N3O6S/c1-22-27(15-10-16-31(22)43-23(2)39)32(41)35-28(20-44-26-13-6-5-7-14-26)30(40)19-37-18-25-12-9-8-11-24(25)17-29(37)33(42)36-34(3,4)21-38/h5-7,10,13-16,24-25,28-30,38,40H,8-9,11-12,17-21H2,1-4H3,(H,35,41)(H,36,42)/t24-,25+,28-,29-,30+/m0/s1
• InChIKey: PDWBTEQIUJJWJF-VOULMWPJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2R,3R)-4-[(3S,4aS,8aS)-3-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]-decahydroisoquinolin-2-yl]-3-hydroxy-1-(phenylsulfanyl)butan-2-yl]carbamoyl}-2-methylphenyl acetate
• IUPAC Traditional name: 3-{[(2R,3R)-4-[(3S,4aS,8aS)-3-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-(phenylsulfanyl)butan-2-yl]carbamoyl}-2-methylphenyl acetate
• Synonyms: (3S,4aS,8aS)-2-[(2R,3R)-3-[(3-Acetoxy-2-methylbenzoyl)amino]-4-phenythiobutyl]-decahydro-N-(2-hydroxy-1,1-dimethylethyl)-3-isoquinolinecarboxamide

Database IDs

• PubChem SID: 162253160
• PubChem CID: 46779924

CALCULATED PROPERTIES

• Acid pKa: 13.464916
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.2833681
• LogD (pH = 7.4): 3.054472
• Log P: 3.8280659
• Molar Refractivity: 173.3697 cm^3
• Polarizability: 67.66864 Å^3
• Polar Surface Area: 128.2 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A166975

An intermediate in the synthesis for the metabolite of Nelfinavir