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Fk866

CAS No.:
658084-64-1
Catalog Number:
AG0036WT
Molecular Formula:
C24H29N3O2
Molecular Weight:
391.5060
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
99%
1 week
United States
$160
- +
10mg
99%
1 week
United States
$240
- +
25mg
≥98%
1 week
United States
$546
- +
50mg
99%
1 week
United States
$707
- +
100mg
99%
1 week
United States
$1040
- +
Product Description
Catalog Number:
AG0036WT
Chemical Name:
Fk866
CAS Number:
658084-64-1
Molecular Formula:
C24H29N3O2
Molecular Weight:
391.5060
MDL Number:
MFCD10565943
IUPAC Name:
(E)-N-[4-(1-benzoylpiperidin-4-yl)butyl]-3-pyridin-3-ylprop-2-enamide
InChI:
InChI=1S/C24H29N3O2/c28-23(12-11-21-8-6-15-25-19-21)26-16-5-4-7-20-13-17-27(18-14-20)24(29)22-9-2-1-3-10-22/h1-3,6,8-12,15,19-20H,4-5,7,13-14,16-18H2,(H,26,28)/b12-11+
InChI Key:
KPBNHDGDUADAGP-VAWYXSNFSA-N
SMILES:
O=C(/C=C/c1cccnc1)NCCCCC1CCN(CC1)C(=O)c1ccccc1
UNII:
V71TF6V9M7
Properties
Complexity:
534  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
391.226g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
391.515g/mol
Monoisotopic Mass:
391.226g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
62.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.7  
Literature
Title Journal
Inhibition of nicotinamide phosphoribosyltransferase and depletion of nicotinamide adenine dinucleotide contribute to arsenic trioxide suppression of oral squamous cell carcinoma. Toxicology and applied pharmacology 20170915
Retinal toxicity, in vivo and in vitro, associated with inhibition of nicotinamide phosphoribosyltransferase. Toxicological sciences : an official journal of the Society of Toxicology 20150301
On-target effect of FK866, a nicotinamide phosphoribosyl transferase inhibitor, by apoptosis-mediated death in chronic lymphocytic leukemia cells. Clinical cancer research : an official journal of the American Association for Cancer Research 20140915
Elevated microRNA-34a in obesity reduces NAD+ levels and SIRT1 activity by directly targeting NAMPT. Aging cell 20131201
Visfatin is expressed in human granulosa cells: regulation by metformin through AMPK/SIRT1 pathways and its role in steroidogenesis. Molecular human reproduction 20130501
Nicotinamide phosphoribosyl transferase (Nampt) is a target of microRNA-26b in colorectal cancer cells. PloS one 20130101
Synthetic lethality of PARP and NAMPT inhibition in triple-negative breast cancer cells. EMBO molecular medicine 20121001
Inhibition of NAMPT pathway by FK866 activates the function of p53 in HEK293T cells. Biochemical and biophysical research communications 20120803
Role of deleted in breast cancer 1 (DBC1) protein in SIRT1 deacetylase activation induced by protein kinase A and AMP-activated protein kinase. The Journal of biological chemistry 20120706
NAD+ levels control Ca2+ store replenishment and mitogen-induced increase of cytosolic Ca2+ by Cyclic ADP-ribose-dependent TRPM2 channel gating in human T lymphocytes. The Journal of biological chemistry 20120615
Inhibition of nicotinamide phosphoribosyltransferase modifies LPS-induced inflammatory responses of human monocytes. Innate immunity 20120601
Proinflammatory actions of visfatin/nicotinamide phosphoribosyltransferase (Nampt) involve regulation of insulin signaling pathway and Nampt enzymatic activity. The Journal of biological chemistry 20120427
NAMPT pathway is involved in the FOXO3a-mediated regulation of GADD45A expression. Biochemical and biophysical research communications 20120420
The role of sirtuin 2 activation by nicotinamide phosphoribosyltransferase in the aberrant proliferation and survival of myeloid leukemia cells. Haematologica 20120401
Anti-proliferation effect of APO866 on C6 glioblastoma cells by inhibiting nicotinamide phosphoribosyltransferase. European journal of pharmacology 20120115
Pre-B-cell colony-enhancing factor exerts a neuronal protection through its enzymatic activity and the reduction of mitochondrial dysfunction in in vitro ischemic models. Journal of neurochemistry 20120101
Nicotinamide phosphoribosyltransferase: a potent therapeutic target in non-small cell lung cancer with epidermal growth factor receptor-gene mutation. Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20120101
The NAMPT inhibitor FK866 reverts the damage in spinal cord injury. Journal of neuroinflammation 20120101
Overexpression of Nampt in gastric cancer and chemopotentiating effects of the Nampt inhibitor FK866 in combination with fluorouracil. Oncology reports 20111101
Reciprocal potentiation of the antitumoral activities of FK866, an inhibitor of nicotinamide phosphoribosyltransferase, and etoposide or cisplatin in neuroblastoma cells. The Journal of pharmacology and experimental therapeutics 20110901
Suppression of leukocyte infiltration and cartilage degradation by selective inhibition of pre-B cell colony-enhancing factor/visfatin/nicotinamide phosphoribosyltransferase: Apo866-mediated therapy in human fibroblasts and murine collagen-induced arthritis. Arthritis and rheumatism 20110701
Design, synthesis and X-ray crystallographic study of NAmPRTase inhibitors as anti-cancer agents. European journal of medicinal chemistry 20110401
Overcoming temozolomide resistance in glioblastoma via dual inhibition of NAD+ biosynthesis and base excision repair. Cancer research 20110315
Synergistic interactions between HDAC and sirtuin inhibitors in human leukemia cells. PloS one 20110101
Potent synergistic interaction between the Nampt inhibitor APO866 and the apoptosis activator TRAIL in human leukemia cells. Experimental hematology 20101101
Inhibition of nicotinamide phosphoribosyltransferase: cellular bioenergetics reveals a mitochondrial insensitive NAD pool. The Journal of biological chemistry 20101029
Nampt/PBEF/visfatin and cancer. Cancer biology & therapy 20100715
A combination of the metabolic enzyme inhibitor APO866 and the immune adjuvant L-1-methyl tryptophan induces additive antitumor activity. Experimental biology and medicine (Maywood, N.J.) 20100701
A preclinical study on the rescue of normal tissue by nicotinic acid in high-dose treatment with APO866, a specific nicotinamide phosphoribosyltransferase inhibitor. Molecular cancer therapeutics 20100601
Safety and efficacy of NAD depleting cancer drugs: results of a phase I clinical trial of CHS 828 and overview of published data. Cancer chemotherapy and pharmacology 20100501
Inhibition of lactate dehydrogenase A induces oxidative stress and inhibits tumor progression. Proceedings of the National Academy of Sciences of the United States of America 20100202
Target enzyme mutations are the molecular basis for resistance towards pharmacological inhibition of nicotinamide phosphoribosyltransferase. BMC cancer 20100101
Crystal structure of Rattus norvegicus Visfatin/PBEF/Nampt in complex with an FK866-based inhibitor. Molecules and cells 20090630
APO866 activity in hematologic malignancies: a preclinical in vitro study. Blood 20090604
Detection and pharmacological modulation of nicotinamide mononucleotide (NMN) in vitro and in vivo. Biochemical pharmacology 20090515
Circadian control of the NAD+ salvage pathway by CLOCK-SIRT1. Science (New York, N.Y.) 20090501
Circadian clock feedback cycle through NAMPT-mediated NAD+ biosynthesis. Science (New York, N.Y.) 20090501
Circadian rhythms. A circadian loop asSIRTs itself. Science (New York, N.Y.) 20090501
The NAD biosynthesis inhibitor APO866 has potent antitumor activity against hematologic malignancies. Blood 20090402
Catastrophic NAD+ depletion in activated T lymphocytes through Nampt inhibition reduces demyelination and disability in EAE. PloS one 20090101
Extracellular Nampt promotes macrophage survival via a nonenzymatic interleukin-6/STAT3 signaling mechanism. The Journal of biological chemistry 20081212
Visfatin: a new player in mesangial cell physiology and diabetic nephropathy. American journal of physiology. Renal physiology 20081101
Weak coupling of ATP hydrolysis to the chemical equilibrium of human nicotinamide phosphoribosyltransferase. Biochemistry 20081021
Synthesis and biological evaluation of isosteric analogues of FK866, an inhibitor of NAD salvage. ChemMedChem 20080501
NAD depletion by FK866 induces autophagy. Autophagy 20080401
Anticancer agent CHS-828 inhibits cellular synthesis of NAD. Biochemical and biophysical research communications 20080321
Characterization of NAD uptake in mammalian cells. The Journal of biological chemistry 20080307
The pharmacokinetics, toxicities, and biologic effects of FK866, a nicotinamide adenine dinucleotide biosynthesis inhibitor. Investigational new drugs 20080201
Nicotinamide adenine dinucleotide metabolism as an attractive target for drug discovery. Expert opinion on therapeutic targets 20070501
Crystal structure of visfatin/pre-B cell colony-enhancing factor 1/nicotinamide phosphoribosyltransferase, free and in complex with the anti-cancer agent FK-866. Journal of molecular biology 20060908
Chemopotentiating effects of a novel NAD biosynthesis inhibitor, FK866, in combination with antineoplastic agents. European journal of medical research 20060830
Molecular basis for the inhibition of human NMPRTase, a novel target for anticancer agents. Nature structural & molecular biology 20060701
Metabolic signatures associated with a NAD synthesis inhibitor-induced tumor apoptosis identified by 1H-decoupled-31P magnetic resonance spectroscopy. Clinical cancer research : an official journal of the American Association for Cancer Research 20050501
FK866, a highly specific noncompetitive inhibitor of nicotinamide phosphoribosyltransferase, represents a novel mechanism for induction of tumor cell apoptosis. Cancer research 20031101
Antiangiogenic potency of FK866/K22.175, a new inhibitor of intracellular NAD biosynthesis, in murine renal cell carcinoma. Anticancer research 20030101
Properties