BB-78485

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 530554

CAS#: 207732-11-4

Description: BB-78485 is a potent and selective LpxC inhibitor that shows antibacterial activity against a wide range of Gram-negative pathogens. BB-78485 can provide important information for lead optimization and rational design of the effective small-molecule LpxC inhibitors for successful treatment of Gram-negative infections.


Price and Availability

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BB-78485 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530554
Name: BB-78485
CAS#: 207732-11-4
Chemical Formula: C23H20N2O4S
Exact Mass: 420.1144
Molecular Weight: 420.483
Elemental Analysis: C, 65.70; H, 4.79; N, 6.66; O, 15.22; S, 7.62


Synonym: BB-78485; BB78485; BB 78485.

IUPAC/Chemical Name: (2R)-N-hydroxy-3-naphthalen-2-yl-2-(naphthalen-2-ylsulfonylamino)propanamide

InChi Key: MMOUXLMPQFMDRD-JOCHJYFZSA-N

InChi Code: InChI=1S/C23H20N2O4S/c26-23(24-27)22(14-16-9-10-17-5-1-3-7-19(17)13-16)25-30(28,29)21-12-11-18-6-2-4-8-20(18)15-21/h1-13,15,22,25,27H,14H2,(H,24,26)/t22-/m1/s1

SMILES Code: O=C(NO)[C@H](NS(=O)(C1=CC=C2C=CC=CC2=C1)=O)CC3=CC=C4C=CC=CC4=C3


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


Additional Information

UDP-3-O-(R-3-hydroxymyristol)-N-acetylglucosamine deacetylase (LpxC) is a cytosolic zinc-based deacetylase that catalyzes the first committed step in the biosynthesis of lipid A, which is essential for the survival of Gram-negative bacteria.


References

1: Kalinin DV, Holl R. Insights into the Zinc-Dependent Deacetylase LpxC: Biochemical Properties and Inhibitor Design. Curr Top Med Chem. 2016;16(21):2379-430. Review. PubMed PMID: 27072691.

2: Lee CJ, Liang X, Gopalaswamy R, Najeeb J, Ark ED, Toone EJ, Zhou P. Structural basis of the promiscuous inhibitor susceptibility of Escherichia coli LpxC. ACS Chem Biol. 2014 Jan 17;9(1):237-46. doi: 10.1021/cb400067g. Epub 2013 Oct 31. PubMed PMID: 24117400; PubMed Central PMCID: PMC3947053.

3: Pradhan D, Priyadarshini V, Munikumar M, Swargam S, Umamaheswari A, Bitla A. Para-(benzoyl)-phenylalanine as a potential inhibitor against LpxC of Leptospira spp.: homology modeling, docking, and molecular dynamics study. J Biomol Struct Dyn. 2014;32(2):171-85. doi: 10.1080/07391102.2012.758056. Epub 2013 Feb 5. PubMed PMID: 23383626.

4: Mochalkin I, Knafels JD, Lightle S. Crystal structure of LpxC from Pseudomonas aeruginosa complexed with the potent BB-78485 inhibitor. Protein Sci. 2008 Mar;17(3):450-7. doi: 10.1110/ps.073324108. PubMed PMID: 18287278; PubMed Central PMCID: PMC2248309.

5: Clements JM, Coignard F, Johnson I, Chandler S, Palan S, Waller A, Wijkmans J, Hunter MG. Antibacterial activities and characterization of novel inhibitors of LpxC. Antimicrob Agents Chemother. 2002 Jun;46(6):1793-9. PubMed PMID: 12019092; PubMed Central PMCID: PMC127247.