Home Other Building Blocks 728865-23-4
728865-23-4,MFCD22665727
Catalog No.:AA00FBWW

728865-23-4 | CHIR-090

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98+%
in stock  
$14.00   $10.00
- +
2mg
98+%
in stock  
$24.00   $17.00
- +
5mg
98+%
in stock  
$35.00   $25.00
- +
50mg
98+%
in stock  
$139.00   $97.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00FBWW
Chemical Name:
CHIR-090
CAS Number:
728865-23-4
Molecular Formula:
C24H27N3O5
Molecular Weight:
437.4883
MDL Number:
MFCD22665727
SMILES:
ONC(=O)[C@H]([C@H](O)C)NC(=O)c1ccc(cc1)C#Cc1ccc(cc1)CN1CCOCC1
Properties
Computed Properties
 
Complexity:
680  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
8  
XLogP3:
1.3  

Literature

Title: Design and stereoselective synthesis of a C-aryl furanoside as a conformationally constrained CHIR-090 analogue.

Journal: Carbohydrate research 20121001

Title: Potent inhibitors of LpxC for the treatment of Gram-negative infections.

Journal: Journal of medicinal chemistry 20120126

Title: Syntheses, structures and antibiotic activities of LpxC inhibitors based on the diacetylene scaffold.

Journal: Bioorganic & medicinal chemistry 20110115

Title: Mechanism and inhibition of LpxC: an essential zinc-dependent deacetylase of bacterial lipid A synthesis.

Journal: Current pharmaceutical biotechnology 20080201

Title: A slow, tight-binding inhibitor of the zinc-dependent deacetylase LpxC of lipid A biosynthesis with antibiotic activity comparable to ciprofloxacin.

Journal: Biochemistry 20051220

Title: Barb AW, et al. Inhibition of lipid A biosynthesis as the primary mechanism of CHIR-090 antibiotic activity in Escherichia coli. Biochemistry. 2007 Mar 27;46(12):3793-802.

Title: Barb AW, et al. Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding. Proc Natl Acad Sci U S A. 2007 Nov 20;104(47):18433-8.

Title: Tan JH, et al. In Vitro and In Vivo Efficacy of an LpxC Inhibitor, CHIR-090, Alone or Combined with Colistin against Pseudomonas aeruginosa Biofilm. Antimicrob Agents Chemother. 2017 Jun 27;61(7). pii: e02223-16.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Related Products of 728865-23-4
Tags:728865-23-4 Molecular Formula|728865-23-4 MDL|728865-23-4 SMILES|728865-23-4 CHIR-090