(1R,2S,5S)-3-[(2S)-3,3-dimethyl-2-({[2-(2H3)methyl(2H6)propan-2-yl]carbamoyl}amino)butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide

• ChemBase ID: 162667
• Molecular Formular: C19H34N4O3
• Molecular Mass: 366.49826
• Monoisotopic Mass: 366.26309097
• SMILES: [C@@H]12[C@H]([C@H](N(C1)C(=O)[C@H](C(C)(C)C)NC(=O)NC(C)(C)C)C(=O)N)C2(C)C
• Canonical SMILES: O=C(NC(C)(C)C)N[C@@H](C(C)(C)C)C(=O)N1C[C@H]2[C@H]([C@H]1C(=O)N)C2(C)C
• InChI: InChI=1S/C19H34N4O3/c1-17(2,3)13(21-16(26)22-18(4,5)6)15(25)23-9-10-11(19(10,7)8)12(23)14(20)24/h10-13H,9H2,1-8H3,(H2,20,24)(H2,21,22,26)/t10-,11-,12-,13+/m0/s1
• InChIKey: MUNKKBLZOYMWMX-ZDEQEGDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,5S)-3-[(2S)-3,3-dimethyl-2-({[2-(^2H₃)methyl(^2H₆)propan-2-yl]carbamoyl}amino)butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
• IUPAC Traditional name: (1R,2S,5S)-3-[(2S)-3,3-dimethyl-2-({[2-(^2H₃)methyl(^2H₆)propan-2-yl]carbamoyl}amino)butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
• Synonyms: (1R,2S,5S)-3-[(2S)-2-[[[[1,1-(Dimethylethyl-d9)]amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carbamide; Boceprevir Metabolite M15-d9

Database IDs

• PubChem SID: 162256802
• PubChem CID: 71314178

CALCULATED PROPERTIES

• Acid pKa: 14.869453
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.78764266
• LogD (pH = 7.4): 0.7876428
• Log P: 0.78764284
• Molar Refractivity: 99.0862 cm^3
• Polarizability: 39.05866 Å^3
• Polar Surface Area: 104.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B674527

A labelled metabolite of the Hepatitis C virus NS3 serine protease inhibitor Boceprevir (B675500).