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carfilzomib

Structure via PubChem · Public domain (PubChem)

EntityQ15366934· pop 15· linked from 290 articles

carfilzomib

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Also known as Kyprolis®, PR-171

Carfilzomib, sold under the brand name Kyprolis, is an anti-cancer medication acting as a selective proteasome inhibitor. Chemically, it is a tetrapeptide epoxyketone and an analog of epoxomicin. It was developed by Onyx Pharmaceuticals.

Chemical data

Formula
C40H57N5O7
Molecular weight
719.9 g/mol
IUPAC name
(2S)-4-methyl-N-[(2S)-1-[[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]-4-phenylbutanoyl]amino]pentanamide
SMILES
CC(C)C[C@@H](C(=O)[C@]1(CO1)C)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC3=CC=CC=C3)NC(=O)CN4CCOCC4
InChIKey
BLMPQMFVWMYDKT-NZTKNTHTSA-N
XLogP
4.7
Polar surface area
158 Ų
H-bond donors
4
H-bond acceptors
8
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Protein
First approval
2009
Admin. routes
parenteral
Indications
acute lymphoblastic leukemia, multiple myeloma, leukemia, lymphoma

via ChEMBL · EBI

Wikidata facts

Mass
719.425799
Has use
medication
Show 5 more facts
chemical formula
C₄₀H₅₇N₅O₇
isomeric SMILES
CC(C)C[C@@H](C(=O)[C@]1(CO1)C)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC3=CC=CC=C3)NC(=O)CN4CCOCC4
canonical SMILES
CC(C)CC(C(=O)C1(CO1)C)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CC(C)C)NC(=O)C(CCC3=CC=CC=C3)NC(=O)CN4CCOCC4
World Health Organisation international non-proprietary name
carfilzomib
Commons category
Carfilzomib
Sources (5)

via Wikidata · CC0

~6 min read

Encyclopedic overview

9 sections
Contents
  • Medical uses
  • Mechanism
  • History
  • Clinical trials & side effects
  • Completed
  • ASPIRE trial
  • Society and culture
  • Economics
  • References

Carfilzomib, sold under the brand name Kyprolis, is an anti-cancer medication acting as a selective proteasome inhibitor. Chemically, it is a tetrapeptide epoxyketone and an analog of epoxomicin. It was developed by Onyx Pharmaceuticals.

The US Food and Drug Administration (FDA) approved it in July 2012.

Excerpted from Wikipedia’s “carfilzomib” article, available under the CC BY-SA 4.0 licence.