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FTI-277

CAT: 0804-HY-15872Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-15872Size:1 Each
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Description
FTI-277 is an inhibitor of farnesyl transferase (FTase) ; a highly potent Ras CAAX peptidomimetic which antagonizes both H- and K-Ras oncogenic signaling. FTI-277 can inhibit hepatitis delta virus (HDV) infection.
CAS Number
170006-73-2
UNSPSC
12352005
Hazard Statement
H315-H319-H335
Target
Apoptosis; Farnesyl Transferase; Ras
Type
Reference compound
Related Pathways
Apoptosis; GPCR/G Protein; MAPK/ERK Pathway; Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/FTI-277.html
Solubility
10 mM in DMSO
Smiles
CSCC[C@@H](C(OC)=O)NC(C1=CC=C(NC[C@@H](N)CS)C=C1C2=CC=CC=C2)=O
Molecular Formula
C22H29N3O3S2
Molecular Weight
447.61
Precautions
P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P362+P364-P403+P233-P405-P501
References & Citations
[1]Cohen-Jonathan E, et al. The farnesyltransferase inhibitor FTI-277 suppresses the 24-kDa FGF2-induced radioresistance in HeLa cells expressing wild-type RAS. Radiat Res. 1999 Oct;152 (4) :404-11.|[2]Nakazawa H, et al. Role of protein farnesylation in burn-induced metabolic derangements and insulin resistance in mouse skeletal muscle. PLoS One. 2015 Jan 16;10 (1) :e0116633.|[3]Virtanen SS, et al. Inhibition of GGTase-I and FTase disrupts cytoskeletal organization of human PC-3 prostate cancer cells. Cell Biol Int. 2010 Aug;34 (8) :815-26.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Citation 01
Fish Shellfish Immunol. 2019 Apr 3;89:281-289.|Oncotarget. 2017 Nov 22;8 (65) :109135-109150. |Adv Sci (Weinh) . 2024 Jun 18:e2307751.|FEBS Open Bio. 2025 Aug 8.|J Cell Mol Med. 2024 Dec;28 (24) :e70273.|Mol Cell Proteomics. 2023 Aug;22 (8) :100593.

Chemical Information

Fti 277

a ras CAAX (C - Cys; A - aliphatic amino acid; X - Ser or Met) peptidomimetic; inhibits farnesyltransferase; blocks Ras oncogenic signaling by accumulating Ras/Raf complexes in the cytoplasm; structure given in first source

CAS Number170006-73-2
PubChem CID3005532
IUPAC Namemethyl (2S)-2-[[4-[[(2R)-2-amino-3-sulfanylpropyl]amino]-2-phenylbenzoyl]amino]-4-methylsulfanylbutanoate
Molecular FormulaC22H29N3O3S2
Molecular Weight447.6
XLogP3.2
Topological Polar Surface Area120
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count12
Heavy Atom Count30
Formal Charge0
Complexity532
SMILES
COC(=O)[C@H](CCSC)NC(=O)C1=C(C=C(C=C1)NC[C@H](CS)N)C2=CC=CC=C2
InChI
InChI=1S/C22H29N3O3S2/c1-28-22(27)20(10-11-30-2)25-21(26)18-9-8-17(24-13-16(23)14-29)12-19(18)15-6-4-3-5-7-15/h3-9,12,16,20,24,29H,10-11,13-14,23H2,1-2H3,(H,25,26)/t16-,20+/m1/s1
InChIKey
GKFPROVOIQKYTO-UZLBHIALSA-N
Chemical Structure
2D Structure
2D structure of Fti 277
CAS: 170006-73-2
CID: 3005532
Formula: C22H29N3O3S2
MW: 447.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight447.6
XLogP33.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count12
Exact Mass447.16503414
Monoisotopic Mass447.16503414
Topological Polar Surface Area120 Ų
Heavy Atom Count30
Formal Charge0
Complexity532
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes