tert-butyl N-[(5S)-5-{[(tert-butoxy)carbonyl]amino}-5-{[(2R)-1-phenyl(3,3,3-2H3)propan-2-yl]carbamoyl}pentyl]carbamate

• ChemBase ID: 162227
• Molecular Formular: C25H41N3O5
• Molecular Mass: 463.61014
• Monoisotopic Mass: 463.30462143
• SMILES: c1(C[C@H](NC(=O)[C@H](CCCCNC(=O)OC(C)(C)C)NC(=O)OC(C)(C)C)C)ccccc1
• Canonical SMILES: C[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)OC(C)(C)C)CCCCNC(=O)OC(C)(C)C
• InChI: InChI=1S/C25H41N3O5/c1-18(17-19-13-9-8-10-14-19)27-21(29)20(28-23(31)33-25(5,6)7)15-11-12-16-26-22(30)32-24(2,3)4/h8-10,13-14,18,20H,11-12,15-17H2,1-7H3,(H,26,30)(H,27,29)(H,28,31)/t18-,20+/m1/s1
• InChIKey: GLKQQPKRLLPLBN-QUCCMNQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(5S)-5-{[(tert-butoxy)carbonyl]amino}-5-{[(2R)-1-phenyl(3,3,3-^2H₃)propan-2-yl]carbamoyl}pentyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(5S)-5-[(tert-butoxycarbonyl)amino]-5-{[(2R)-1-phenyl(3,3,3-^2H₃)propan-2-yl]carbamoyl}pentyl]carbamate
• Synonyms: [(1S)-1-[[[(1S)-1-Methyl-2-phenylethyl]amino]carbonyl]-1,5-pentanediyl]bis-carbamic Acid-d3 Bis(1,1-dimethylethyl) Ester; Bis(tert-Butoxycarbonyl) Lisdexamphetamine-d3

Database IDs

• PubChem SID: 162256362
• PubChem CID: 71314051

CALCULATED PROPERTIES

• Acid pKa: 13.489908
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 4.1200256
• LogD (pH = 7.4): 4.120025
• Log P: 4.1200256
• Molar Refractivity: 128.0608 cm^3
• Polarizability: 50.341805 Å^3
• Polar Surface Area: 105.76 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B416107

Protected, labelled Lisdexamphetamine.