From Wikipedia, the free encyclopedia
Chemical compound
AM-679 (FLAP inhibitor)
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3-(5-[(S)-1-acetyl-2,3-dihydro-1H-indol-2-ylmethoxy]-3-t-butylsulfanyl-1-[4-(5-methoxypyrimidin-2-yl)benzyl]-1H-indol-2-yl)-2,2-dimethylpropionic acid
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PubChem
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Formula | C40H44N4O5S |
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Molar mass | 692.88 g·mol−1 |
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3D model (
JSmol) | |
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n5cc(OC)cnc5-c6ccc(cc6)Cn(c1CC(C)(C)C(=O)O)c4ccc(cc4c1SC(C)(C)C)OCC3Cc2ccccc2N3C(=O)C
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InChI=1S/C39H42N4O5S/c1-24(44)43-28(18-27-10-8-9-11-32(27)43)23-48-29-16-17-33-31(19-29)34(49-38(2,3)4)35(39(5,6)37(45)46)42(33)22-25-12-14-26(15-13-25)36-40-20-30(47-7)21-41-36/h8-17,19-21,28H,18,22-23H2,1-7H3,(H,45,46)/t28-/m0/s1 YKey:XTSOSRWDZSKOSB-NDEPHWFRSA-N Y
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AM-679 is a drug which acts as a selective inhibitor of
5-Lipoxygenase-activating protein (FLAP). This protein is involved in the production of
cysteinyl
leukotrienes which are involved in
inflammation, and AM-679 has
anti-inflammatory effects in animal studies.
[1]
[2]
References
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^ Stock N, Baccei C, Bain G, Broadhead A, Chapman C, Darlington J, et al. (January 2010). "5-Lipoxygenase-activating protein inhibitors. Part 2: 3-{5-((S)-1-Acetyl-2,3-dihydro-1H-indol-2-ylmethoxy)-3-tert-butylsulfanyl-1-[4-(5-methoxy-pyrimidin-2-yl)-benzyl]-1H-indol-2-yl}-2,2-dimethyl-propionic acid (AM679)--a potent FLAP inhibitor". Bioorganic & Medicinal Chemistry Letters. 20 (1): 213–217.
doi:
10.1016/j.bmcl.2009.10.131.
PMID
19914828.
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^ Musiyenko A, Correa L, Stock N, Hutchinson JH, Lorrain DS, Bain G, et al. (November 2009).
"A novel 5-lipoxygenase-activating protein inhibitor, AM679, reduces inflammation in the respiratory syncytial virus-infected mouse eye". Clinical and Vaccine Immunology. 16 (11): 1654–1659.
doi:
10.1128/CVI.00220-09.
PMC
2772391.
PMID
19759251.
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Receptor (
ligands) |
BLTTooltip Leukotriene B4 receptor |
BLT1Tooltip Leukotriene B4 receptor 1 | |
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BLT2Tooltip Leukotriene B4 receptor 2 | |
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CysLTTooltip Cysteinyl leukotriene receptor |
CysLT1Tooltip Cysteinyl leukotriene receptor 1 | |
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CysLT2Tooltip Cysteinyl leukotriene receptor 2 | |
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CysLTETooltip Cysteinyl leukotriene receptor E | |
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Enzyme (
inhibitors) |
5-LOXTooltip Arachidonate 5-lipoxygenase | |
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12-LOXTooltip Arachidonate 12-lipoxygenase | |
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15-LOXTooltip Arachidonate 15-lipoxygenase | |
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LTA4HTooltip Leukotriene A4 hydrolase | |
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LTB4HTooltip Leukotriene B4 ω-hydroxylase | |
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LTC4STooltip Leukotriene C4 synthase | |
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LTC4HTooltip Leukotriene C4 hydrolase | |
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LTD4Tooltip Leukotriene D4 hydrolase | |
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Others | |
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