(3S,4aS,8aS)-2-[(2R,3R)-4-(benzenesulfonyl)-2-hydroxy-3-[(3-hydroxy-2-methylphenyl)formamido]butyl]-N-tert-butyl-decahydroisoquinoline-3-carboxamide

• ChemBase ID: 175061
• Molecular Formular: C32H45N3O6S
• Molecular Mass: 599.7812
• Monoisotopic Mass: 599.30290718
• SMILES: c1(cccc(c1C)C(=O)N[C@H]([C@@H](CN1C[C@@H]2[C@H](C[C@H]1C(=O)NC(C)(C)C)CCCC2)O)CS(=O)(=O)c1ccccc1)O
• Canonical SMILES: O[C@@H]([C@H](CS(=O)(=O)c1ccccc1)NC(=O)c1cccc(c1C)O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C
• InChI: InChI=1S/C32H45N3O6S/c1-21-25(15-10-16-28(21)36)30(38)33-26(20-42(40,41)24-13-6-5-7-14-24)29(37)19-35-18-23-12-9-8-11-22(23)17-27(35)31(39)34-32(2,3)4/h5-7,10,13-16,22-23,26-27,29,36-37H,8-9,11-12,17-20H2,1-4H3,(H,33,38)(H,34,39)/t22-,23+,26-,27-,29+/m0/s1
• InChIKey: CKCOHFQEUWGPMO-HKWSIXNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4aS,8aS)-2-[(2R,3R)-4-(benzenesulfonyl)-2-hydroxy-3-[(3-hydroxy-2-methylphenyl)formamido]butyl]-N-tert-butyl-decahydroisoquinoline-3-carboxamide
• IUPAC Traditional name: (3S,4aS,8aS)-2-[(2R,3R)-4-(benzenesulfonyl)-2-hydroxy-3-[(3-hydroxy-2-methylphenyl)formamido]butyl]-N-tert-butyl-octahydro-1H-isoquinoline-3-carboxamide
• Synonyms: (3S,4aS,8aS)-N-(1,1-Dimethylethyl)decahydro-2-[(2R,3R)-2-hydroxy-3-[(3-hydroxy-2-methylbenzoyl)amino]-4-(phenylsulfonyl)butyl]-3-isoquinolinecarboxamide; Nelfinavir Sulfone

Database IDs

• CAS Number: 1041389-29-0
• PubChem SID: 164230971
• PubChem CID: 71750981

CALCULATED PROPERTIES

• Acid pKa: 9.282742
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.6558738
• LogD (pH = 7.4): 3.5429666
• Log P: 3.5881157
• Molar Refractivity: 163.2194 cm^3
• Polarizability: 64.3254 Å^3
• Polar Surface Area: 136.04 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - N389765

Nelfinavir Sulfone is an impurity of Nelfinavir Mesylate (N389750).

REFERENCES

• Aymard, G., et al.: J. Chromatogr. B, 744, 227 (2000)
• Jing, Q., et al.: J. Pharm. Biomed. Anal., 41, 1065 (2000)