909197-38-2

909197-38-2 structure

Name: NSC 658497
Chemical Name: (Z)-3-(((Z)-5-(4-nitrobenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)methylene)chroman-2,4-dione
CAS Number: 909197-38-2
Molecular Formula: C₂₀H₁₀N₂O₆S₂
Molecular Weight: 438.43300
Catalog: Signaling Pathways GPCR/G Protein Ras
Create Date: 2018-11-24 19:40:38
Modify Date: 2024-01-10 00:43:48
NSC-658497 is an effective inhibitor of Ras-GEF, SOS1. NSC-658497 binds to SOS1, competitively suppresses SOS1-Ras interaction, and dose-dependently inhibits SOS1 GEF activity. NSC-658497 showed dose-dependent efficacy in inhibiting Ras, downstream signaling activities, and associated cell proliferation[1].

Name	(Z)-3-(((Z)-5-(4-nitrobenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)methylene)chroman-2,4-dione
Synonyms	nsc-658497

Description	NSC-658497 is an effective inhibitor of Ras-GEF, SOS1. NSC-658497 binds to SOS1, competitively suppresses SOS1-Ras interaction, and dose-dependently inhibits SOS1 GEF activity. NSC-658497 showed dose-dependent efficacy in inhibiting Ras, downstream signaling activities, and associated cell proliferation[1].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> GPCR/G Protein >> Ras
In Vitro	NSC-658497 (0-20 μM; 2 hours; NIH/3T3 cells) dose-dependently inhibits EGF (50 ng/mL)-stimulated Ras, but not EGFR activation[1]. Concomitant to Ras inhibition, NSC-658497 (0-100 μM; 2 hours; NIH/3T3 cells) dose-dependently inhibited the EGF activated, Ras downstream targets ERK1/2 and AKT[1]. Consistent with these results, NSC-658497 dose-dependently suppressed Ras signaling mediated by the overexpression of an active SOS1 mutant (W729L), originally identified in Noonan’s Syndrome, in human embryonic kidney cells[1]. NSC-658497 dose-dependently inhibits 50 nM SOS1-cat mediated GDP/GTP nucleotide exchange upon 2 μM H-Ras (aa. 1-166) in the BODIPYFL-GDP dissociation assay (IC50=15.4μM)[1]. NSC-658497 (0-60 μM; 3 days; PC-3 and DU-145 cells) inhibits proliferation of prostate cancer cells[1]. NSC-658497 (0-60 μM; 2 hours; PC-3 and DU-145 cells) dose-dependently inhibits Ras-GTP activity and the downstream p-ERK1/2 and p-Akt activities[1]. Cell Proliferation Assay[1] Cell Line: PC-3 and DU-145 cells Concentration: 0-60 μM Incubation Time: 3 days Result: Dose-dependently inhibited proliferation of PC-3 and DU-145 cells. Western Blot Analysis[1] Cell Line: PC-3 and DU-145 cells Concentration: 0-60 μM Incubation Time: 2 hours Result: Dose-dependently inhibited Ras-GTP activity and the downstream p-ERK1/2 and p-Akt activities.
References	[1]. Evelyn CR, et al. Rational design of small molecule inhibitors targeting the Ras GEF, SOS1. Chem Biol. 2014;21(12):1618-1628.

Molecular Formula	C₂₀H₁₀N₂O₆S₂
Molecular Weight	438.43300
Exact Mass	437.99800
PSA	166.89000
LogP	3.94290

Hazard Codes	Xi

909197-38-2	71555-25-4
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