(3S)-oxolan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate

• ChemBase ID: 312875
• Molecular Formular: C25H35N3O6S
• Molecular Mass: 505.6269
• Monoisotopic Mass: 505.22465686
• SMILES: c1c(ccc(c1)S(=O)(=O)N(C[C@H]([C@@H](NC(=O)O[C@@H]1COCC1)Cc1ccccc1)O)CC(C)C)N
• Canonical SMILES: CC(CN(S(=O)(=O)c1ccc(cc1)N)C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]1CCOC1)O)C
• InChI: InChI=1S/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1
• InChIKey: YMARZQAQMVYCKC-OEMFJLHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-oxolan-3-yl N-[(2S,3R)-3-hydroxy-4-[N-(2-methylpropyl)4-aminobenzenesulfonamido]-1-phenylbutan-2-yl]carbamate
• IUPAC Traditional name: amprenavir
• Synonyms: Agenerase; Amprenavir (Agenerase)

Database IDs

• CAS Number: 161814-49-9

CALCULATED PROPERTIES

• Acid pKa: 13.614255
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.4266205
• LogD (pH = 7.4): 2.4269483
• Log P: 2.4269526
• Molar Refractivity: 134.0815 cm^3
• Polarizability: 52.798065 Å^3
• Polar Surface Area: 131.19 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: HIV Protease

Product Information

• Salt Data: Free Base