[(2R)-1-[(2S,3R)-3-hydroxy-2-[(6-phenylpyridin-2-yl)formamido]butanamido]-3-methylbutan-2-yl]boronic acid

• ChemBase ID: 312715
• Molecular Formular: C21H28BN3O5
• Molecular Mass: 413.27512
• Monoisotopic Mass: 413.21220141
• SMILES: C([C@@H](C(C)C)B(O)O)NC(=O)[C@H]([C@@H](C)O)NC(=O)c1cccc(n1)c1ccccc1
• Canonical SMILES: OB([C@H](C(C)C)CNC(=O)[C@H]([C@H](O)C)NC(=O)c1cccc(n1)c1ccccc1)O
• InChI: InChI=1S/C21H28BN3O5/c1-13(2)16(22(29)30)12-23-21(28)19(14(3)26)25-20(27)18-11-7-10-17(24-18)15-8-5-4-6-9-15/h4-11,13-14,16,19,26,29-30H,12H2,1-3H3,(H,23,28)(H,25,27)/t14-,16+,19+/m1/s1
• InChIKey: PPAJFLNVGDSLAB-ALKREAHSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-1-[(2S,3R)-3-hydroxy-2-[(6-phenylpyridin-2-yl)formamido]butanamido]-3-methylbutan-2-yl]boronic acid
• IUPAC Traditional name: (2R)-1-[(2S,3R)-3-hydroxy-2-[(6-phenylpyridin-2-yl)formamido]butanamido]-3-methylbutan-2-ylboronic acid
• Synonyms: Delanzomib (CEP-18770)

Database IDs

• CAS Number: 847499-27-8

CALCULATED PROPERTIES

• Acid pKa: 8.792169
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 2.0606756
• LogD (pH = 7.4): 2.043739
• Log P: 2.0609
• Molar Refractivity: 107.5988 cm^3
• Polarizability: 44.84331 Å^3
• Polar Surface Area: 131.78 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Proteasome

Product Information

• Salt Data: Free Base