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Bms-378806

CAS No.:
357263-13-9
Catalog Number:
AG00C6F1
Molecular Formula:
C22H22N4O4
Molecular Weight:
406.4345
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$105
- +
5mg
98%
1 week
United States
$276
- +
10mg
98%
1 week
United States
$423
- +
50mg
98%
1 week
United States
$1432
- +
100mg
98%
1 week
United States
$2073
- +
Product Description
Catalog Number:
AG00C6F1
Chemical Name:
Bms-378806
CAS Number:
357263-13-9
Molecular Formula:
C22H22N4O4
Molecular Weight:
406.4345
MDL Number:
MFCD09026945
IUPAC Name:
1-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]-2-(4-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)ethane-1,2-dione
InChI:
InChI=1S/C22H22N4O4/c1-14-13-25(21(28)15-6-4-3-5-7-15)10-11-26(14)22(29)19(27)16-12-24-20-18(16)17(30-2)8-9-23-20/h3-9,12,14H,10-11,13H2,1-2H3,(H,23,24)/t14-/m1/s1
InChI Key:
OKGPFTLYBPQBIX-CQSZACIVSA-N
SMILES:
COc1ccnc2c1c(c[nH]2)C(=O)C(=O)N1CCN(C[C@H]1C)C(=O)c1ccccc1
UNII:
IMN5E6PLUK
Properties
Complexity:
666  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
406.164g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
406.442g/mol
Monoisotopic Mass:
406.164g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
95.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2  
Literature
Title Journal
Aloperine and Its Derivatives as a New Class of HIV-1 Entry Inhibitors. ACS medicinal chemistry letters 20160310
Inhibitors of HIV-1 attachment. Part 10. The discovery and structure-activity relationships of 4-azaindole cores. Bioorganic & medicinal chemistry letters 20130101
Inhibitors of HIV-1 attachment. Part 11: the discovery and structure-activity relationships associated with 4,6-diazaindole cores. Bioorganic & medicinal chemistry letters 20130101
Synthesis and biological evaluation of coumarin derivatives as inhibitors of Mycobacterium bovis (BCG). Chemical biology & drug design 20121201
An inducible cell-cell fusion system with integrated ability to measure the efficiency and specificity of HIV-1 entry inhibitors. PloS one 20110101
Development of the next generation of HIV-1 integrase inhibitors: pyrazolone as a novel inhibitor scaffold. Bioorganic & medicinal chemistry letters 20101115
Protection against HIV-envelope-induced neuronal cell destruction by HIV attachment inhibitors. Archives of virology 20100501
Inhibitors of human immunodeficiency virus type 1 (HIV-1) attachment. 5. An evolution from indole to azaindoles leading to the discovery of 1-(4-benzoylpiperazin-1-yl)-2-(4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (BMS-488043), a drug candidate that demonstrates antiviral activity in HIV-1-infected subjects. Journal of medicinal chemistry 20091210
An antibody-recruiting small molecule that targets HIV gp120. Journal of the American Chemical Society 20091118
Heterobiaryl human immunodeficiency virus entry inhibitors. Journal of medicinal chemistry 20090723
Betulinic acid derivatives that target gp120 and inhibit multiple genetic subtypes of human immunodeficiency virus type 1. Antimicrobial agents and chemotherapy 20080101
Variation in HIV-1 R5 macrophage-tropism correlates with sensitivity to reagents that block envelope: CD4 interactions but not with sensitivity to other entry inhibitors. Retrovirology 20080101
Design and synthesis of human immunodeficiency virus entry inhibitors: sulfonamide as an isostere for the alpha-ketoamide group. Journal of medicinal chemistry 20071227
Entry inhibitor-based microbicides are active in vitro against HIV-1 isolates from multiple genetic subtypes. Virology 20070801
Quantitative determination of BMS-378806 in human plasma and urine by high-performance liquid chromatography/tandem mass spectrometry. Journal of separation science 20070601
Potent antiviral synergy between monoclonal antibody and small-molecule CCR5 inhibitors of human immunodeficiency virus type 1. Antimicrobial agents and chemotherapy 20061001
Thermodynamics of binding of a low-molecular-weight CD4 mimetic to HIV-1 gp120. Biochemistry 20060912
Prediction of the binding mode between BMS-378806 and HIV-1 gp120 by docking and molecular dynamics simulation. Biochimica et biophysica acta 20060401
Inhibition of virus entry: an antiviral mechanism of emerging prominence. Current opinion in investigational drugs (London, England : 2000) 20060201
Protection of macaques from vaginal SHIV challenge by vaginally delivered inhibitors of virus-cell fusion. Nature 20051103
Drug firms donate compounds for anti-HIV gel. Nature 20051103
Modification and structure-activity relationship of a small molecule HIV-1 inhibitor targeting the viral envelope glycoprotein gp120. Organic & biomolecular chemistry 20050507
Small-molecule inhibitors of HIV-1 entry block receptor-induced conformational changes in the viral envelope glycoproteins. Proceedings of the National Academy of Sciences of the United States of America 20040406
Biochemical and genetic characterizations of a novel human immunodeficiency virus type 1 inhibitor that blocks gp120-CD4 interactions. Journal of virology 20031001
Discovery of 4-benzoyl-1-[(4-methoxy-1H- pyrrolo[2,3-b]pyridin-3-yl)oxoacetyl]-2- (R)-methylpiperazine (BMS-378806): a novel HIV-1 attachment inhibitor that interferes with CD4-gp120 interactions. Journal of medicinal chemistry 20030925
A small molecule HIV-1 inhibitor that targets the HIV-1 envelope and inhibits CD4 receptor binding. Proceedings of the National Academy of Sciences of the United States of America 20030916
Properties