5-[({[(2S,3S,5S)-3-hydroxy-5-[(2S)-3-methyl-2-{[methyl({[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl})carbamoyl]amino}butanamido]-1,6-diphenylhexan-2-yl]carbamoyl}oxy)methyl]-3-methyl-1,3-thiazol-3-ium methaneperoxoate

• ChemBase ID: 174213
• Molecular Formular: C39H52N6O8S2
• Molecular Mass: 796.99558
• Monoisotopic Mass: 796.32880465
• SMILES: c1[n+](csc1COC(=O)N[C@H]([C@H](C[C@@H](NC(=O)[C@@H](NC(=O)N(C)Cc1nc(sc1)C(C)C)C(C)C)Cc1ccccc1)O)Cc1ccccc1)C.C(=O)O[O-]
• Canonical SMILES: O=C(N[C@H]([C@H](C[C@H](Cc1ccccc1)NC(=O)[C@H](C(C)C)NC(=O)N(Cc1csc(n1)C(C)C)C)O)Cc1ccccc1)OCc1sc[n+](c1)C.O=CO[O-]
• InChI: InChI=1S/C38H50N6O5S2.CH2O3/c1-25(2)34(42-37(47)44(6)20-30-23-50-36(40-30)26(3)4)35(46)39-29(17-27-13-9-7-10-14-27)19-33(45)32(18-28-15-11-8-12-16-28)41-38(48)49-22-31-21-43(5)24-51-31;2-1-4-3/h7-16,21,23-26,29,32-34,45H,17-20,22H2,1-6H3,(H2-,39,41,42,46,47,48);1,3H/t29-,32-,33-,34-;/m0./s1
• InChIKey: YHPGMKIRAXLWAI-GQKJAHBJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[({[(2S,3S,5S)-3-hydroxy-5-[(2S)-3-methyl-2-{[methyl({[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl})carbamoyl]amino}butanamido]-1,6-diphenylhexan-2-yl]carbamoyl}oxy)methyl]-3-methyl-1,3-thiazol-3-ium methaneperoxoate
• IUPAC Traditional name: 5-[({[(2S,3S,5S)-3-hydroxy-5-[(2S)-2-({[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)carbamoyl}amino)-3-methylbutanamido]-1,6-diphenylhexan-2-yl]carbamoyl}oxy)methyl]-3-methyl-1,3-thiazol-3-ium methaneperoxoate
• Synonyms: N-Methyl Ritonavir Bicarbonate

Database IDs

• PubChem SID: 164230123
• PubChem CID: 45039892

CALCULATED PROPERTIES

• Acid pKa: 13.600584
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 2.1904476
• LogD (pH = 7.4): 2.1910331
• Log P: 2.1910408
• Molar Refractivity: 199.5041 cm^3
• Polarizability: 77.689674 Å^3
• Polar Surface Area: 136.77 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Water
• Apperance: Yellow Powder
• Melting Point: 86-89°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer

DETAILS

Toronto Research Chemicals - M325963

An analogue of the selective HIV protease inhibitor Ritonavir (R535000).