mifamurtide   Click here for help

GtoPdb Ligand ID: 8274

Synonyms: CGP 19835 | CGP-19835 | L-MTP-PE | liposomal muramyl tripeptide phosphatidyl ethanolamine | Mepact® | MLV 19835A
Approved drug
mifamurtide is an approved drug (EMA (2009))
Compound class: Synthetic organic
Comment: Mifamurtide is a synthetic analogue of the bacterial cell wall component, muramyl dipeptide (MDP). MDP stimulates the immune system via activation of microbial pattern recognition receptors such as TLR4 and NOD2 [3,9].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 25
Hydrogen bond donors 10
Rotatable bonds 59
Topological polar surface area 385.91
Molecular weight 1236.75
XLogP 9.69
No. Lipinski's rules broken 4
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InChI InChI=1S/C59H109N6O19P/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-50(69)79-40-46(83-51(70)34-32-30-28-26-24-22-20-18-16-14-12-10-8-2)41-81-85(77,78)80-38-37-61-56(73)42(3)62-49(68)36-35-47(55(60)72)65-57(74)43(4)63-58(75)44(5)82-54-52(64-45(6)67)59(76)84-48(39-66)53(54)71/h42-44,46-48,52-54,59,66,71,76H,7-41H2,1-6H3,(H2,60,72)(H,61,73)(H,62,68)(H,63,75)(H,64,67)(H,65,74)(H,77,78)/t42-,43-,44+,46?,47+,48+,52+,53?,54+,59+/m0/s1
No information available.
Summary of Clinical Use Click here for help
The EMA granted mifamurtide orphan drug designation for the treatment of osteosarcoma in children and young adults in 2004. The drug was subsequently fully approved by the EMA in 2009. Mifamurtide is indicated for the treatment of high-grade, nonmetastasizing, resectable osteosarcoma following complete surgical removal and/or in combination with chemotherapy. Further reading: [1-2,4,6].
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Mifamurtide activates the pattern recognition receptor NOD2 (gene symbol NLRC2) on monocytes and macrophages, stimulating the production of pro-inflammatory cytokines. This activates an antibacterial-like immune response which kills cancer cells [5,7].
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