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PL265

CAT: 0804-HY-115500Size: 1 EachDry Ice: NoHazardous: No
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Description
PL265 is an orally active dual enkephalinase inhibitor. PL265 is a prodrug of PL254, which can simultaneously and efficiently inhibit neutral endopeptidase (Neprilysin) and Aminopeptidase N. PL265 can effectively protect and significantly increase the local concentration of enkephalins (such as Met-Enkephalin and Leu-Enkephalin) released by cells at the pain or inflammation sites, thereby activating μ and δ opioid receptors to produce a potent analgesic effect. PL254 can also inhibit leukotriene A4 hydrolase (LTA4H), which may contribute to its additional anti-inflammatory effect by reducing the production of pro-inflammatory mediator leukotriene B4 (LTB4) . PL265 can be used in non-addictive chronic pain research[1].
CAS Number
1206514-50-2
UNSPSC
12352005
Target
Endogenous Metabolite; Leukotriene Receptor; Opioid Receptor
Related Pathways
GPCR/G Protein; Metabolic Enzyme/Protease; Neuronal Signaling
Field of Research
Inflammation/Immunology; Neurological Disease
Smiles
CC(C)C(OC(C)OC(N[C@@H](C)P(C[C@@H](CC1=CC=C(C2=CC=CC=C2)C=C1)C(N[C@@H](C)C(O)=O)=O)(O)=O)=O)=O
Molecular Formula
C28H37N2O9P
Molecular Weight
576.58
References & Citations
[1]Bonnard E, et al. Long-lasting oral analgesic effects of N-protected aminophosphinic dual ENKephalinase inhibitors (DENKIs) in peripherally controlled pain. Pharmacol Res Perspect. 2015 Mar;3 (2) :e00116. |[2]Reaux-Le Goazigo A, et al. Dual enkephalinase inhibitor PL265: a novel topical treatment to alleviate corneal pain and inflammation. Pain. 2019 Feb 1;160 (2) :307-21.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

PL-265

a dual enkephalinase inhibitor of enzymes neprilysin (NEP) and aminopeptidase N (APN)

CAS Number1206514-50-2
PubChem CID44819606
IUPAC Name(2S)-2-[[(2S)-2-[[hydroxy-[(1R)-1-[1-(2-methylpropanoyloxy)ethoxycarbonylamino]ethyl]phosphoryl]methyl]-3-(4-phenylphenyl)propanoyl]amino]propanoic acid
Molecular FormulaC28H37N2O9P
Molecular Weight576.6
XLogP3.5
Topological Polar Surface Area168
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count15
Heavy Atom Count40
Formal Charge0
Complexity913
SMILES
C[C@@H](C(=O)O)NC(=O)[C@H](CC1=CC=C(C=C1)C2=CC=CC=C2)CP(=O)([C@H](C)NC(=O)OC(C)OC(=O)C(C)C)O
InChI
InChI=1S/C28H37N2O9P/c1-17(2)27(34)38-20(5)39-28(35)30-19(4)40(36,37)16-24(25(31)29-18(3)26(32)33)15-21-11-13-23(14-12-21)22-9-7-6-8-10-22/h6-14,17-20,24H,15-16H2,1-5H3,(H,29,31)(H,30,35)(H,32,33)(H,36,37)/t18-,19+,20?,24+/m0/s1
InChIKey
ODSBYECYRZQRIK-LLHTUKDZSA-N
Chemical Structure
2D Structure
2D structure of PL-265
CAS: 1206514-50-2
CID: 44819606
Formula: C28H37N2O9P
MW: 576.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight576.6
XLogP33.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count15
Exact Mass576.22366776
Monoisotopic Mass576.22366776
Topological Polar Surface Area168 Ų
Heavy Atom Count40
Formal Charge0
Complexity913
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
GTR19277374PL265

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