Home Boronic acids [(1R)-1-[(2S,3R)-3-hydroxy-2-[(6-phenylpyridin-2-yl)formamido]butanamido]-3-methylbutyl]boronic acid

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

CAS No.:
847499-27-8
Catalog Number:
AG003AFZ
Molecular Formula:
C21H28BN3O5
Molecular Weight:
413.2751
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$91
- +
5mg
≥95%
1 week
United States
$196
- +
10mg
≥95%
1 week
United States
$300
- +
50mg
≥95%
1 week
United States
$1098
- +
100mg
98%
1 week
United States
$1657
- +
Product Description
Catalog Number:
AG003AFZ
Chemical Name:
[(1R)-1-[(2S,3R)-3-hydroxy-2-[(6-phenylpyridin-2-yl)formamido]butanamido]-3-methylbutyl]boronic acid
CAS Number:
847499-27-8
Molecular Formula:
C21H28BN3O5
Molecular Weight:
413.2751
MDL Number:
MFCD18251439
IUPAC Name:
[(1R)-1-[[(2S,3R)-3-hydroxy-2-[(6-phenylpyridine-2-carbonyl)amino]butanoyl]amino]-3-methylbutyl]boronic acid
InChI:
InChI=1S/C21H28BN3O5/c1-13(2)12-18(22(29)30)24-21(28)19(14(3)26)25-20(27)17-11-7-10-16(23-17)15-8-5-4-6-9-15/h4-11,13-14,18-19,26,29-30H,12H2,1-3H3,(H,24,28)(H,25,27)/t14-,18+,19+/m1/s1
InChI Key:
SJFBTAPEPRWNKH-CCKFTAQKSA-N
SMILES:
OB([C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)c1cccc(n1)c1ccccc1)CC(C)C)O
UNII:
6IF28942WO
Properties
Complexity:
557  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
413.212g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
413.281g/mol
Monoisotopic Mass:
413.212g/mol
Rotatable Bond Count:
9  
Topological Polar Surface Area:
132A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Molecular mechanisms of acquired proteasome inhibitor resistance. Journal of medicinal chemistry 20121213
CEP-18770 (delanzomib) in combination with dexamethasone and lenalidomide inhibits the growth of multiple myeloma. Leukemia research 20121101
Novel, orally active, proteasome inhibitor, delanzomib (CEP-18770), ameliorates disease symptoms and glomerulonephritis in two preclinical mouse models of SLE. International immunopharmacology 20120101
Analysing properties of proteasome inhibitors using kinetic and X-ray crystallographic studies. Methods in molecular biology (Clifton, N.J.) 20120101
Drugs: More shots on target. Nature 20111214
Novel proteasome inhibitors to overcome bortezomib resistance. Journal of the National Cancer Institute 20110706
Development and validation of a high-performance liquid chromatography-tandem mass spectrometry method for the determination of the novel proteasome inhibitor CEP-18770 in human plasma and its application in a clinical pharmacokinetic study. Journal of mass spectrometry : JMS 20101101
Toward the development of innovative bifunctional agents to induce differentiation and to promote apoptosis in leukemia: clinical candidates and perspectives. Journal of medicinal chemistry 20101014
The proteasome inhibitor CEP-18770 enhances the anti-myeloma activity of bortezomib and melphalan. British journal of haematology 20100201
CEP-18770: A novel, orally active proteasome inhibitor with a tumor-selective pharmacologic profile competitive with bortezomib. Blood 20080301
Discovery of a potent, selective, and orally active proteasome inhibitor for the treatment of cancer. Journal of medicinal chemistry 20080227
Properties