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SML1128

NMS-873

≥98% (HPLC), VCP/p97 inhibitor, powder

Synonym(s):

3-[3-(Cyclopentylthio)-5-[[[2-methyl-4′-(methylsulfonyl)[1,1′-biphenyl]-4-yl]oxy]methyl]-4H-1,2,4-triazol-4-yl]-pyridine, 3-[3-Cyclopentylsulfanyl-5-(4′-methanesulfonyl-2-methylbiphenyl-4-yloxymethyl)-[1,2,4]triazol-4-yl]-pyridine

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About This Item

Empirical Formula (Hill Notation):
C27H28N4O3S2
CAS Number:
1418013-75-8
Molecular Weight:
520.67
UNSPSC Code:
12352200
PubChem Substance ID:
329825666
NACRES:
NA.77
MDL number:
MFCD28009371
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Product Name

NMS-873, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 25 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC1=CC(OCC2=NN=C(SC3CCCC3)N2C4=CN=CC=C4)=CC=C1C5=CC=C(S(C)(=O)=O)C=C5

InChI

1S/C27H28N4O3S2/c1-19-16-22(11-14-25(19)20-9-12-24(13-10-20)36(2,32)33)34-18-26-29-30-27(35-23-7-3-4-8-23)31(26)21-6-5-15-28-17-21/h5-6,9-17,23H,3-4,7-8,18H2,1-2H3

InChI key

UJGTUKMAJVCBIS-UHFFFAOYSA-N

Application

MS-873 has been used as an allosteric inhibitor of ATPase valosin-containing protein (VCP)/p97.

Biochem/physiol Actions

NMS-873 is a selective allosteric non–ATP-competitive inhibitor of the AAA ATPase family member valosine containing protein (VCP), also known as p97 (VCP/p97), an integral component of the ubiquitin fusion degradation (UFD) pathway. VCP/p97 plays a role in degradation of misfolded proteins, Golgi membrane reassembly, membrane transport, myofibril assembly, autophagosome maturation, and cell division, and is overexpressed in many tumor types. NMS-873 is the most potent and specific VCP inhibitor described to date. NMS-873 has an IC50 of 30 nM for VCP/p97 compared to IC50 >10 μM against all of the AAA ATPases, HSP90 or the 53 kinases analyzed. NMS-873 inhibited proliferation of HCT116 cancer cell line cells with an IC50 value of 400 nM.
NMS-873 is a selective allosteric non–ATP-competitive inhibitor of the AAA ATPase family member valosine containing protein (VCP), also known as p97 (VCP/p97).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
076M4750V
094M4713V

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Articles

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DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Replication-dependent unhooking of DNA interstrand cross-links by the NEIL3 glycosylase.
Semlow D R, et al.
Cell, 167(2), 498-511 (2016)
Sahradha Albert et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(2), 1069-1080 (2019-12-29)
To promote the biochemical reactions of life, cells can compartmentalize molecular interaction partners together within separated non-membrane-bound regions. It is unknown whether this strategy is used to facilitate protein degradation at specific locations within the cell. Leveraging in situ cryo-electron
Lin Deng et al.
Molecular cell, 73(5), 915-929 (2019-03-09)
DNA replication errors generate complex chromosomal rearrangements and thereby contribute to tumorigenesis and other human diseases. One mechanism that triggers these errors is mitotic entry before the completion of DNA replication. To address how mitosis might affect DNA replication, we
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Global Trade Item Number

SKUGTIN
SML1128-25MG04061833225202
SML1128-5MG04061833225219