CPHPC

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CPHPC
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Names
IUPAC name
(2R)-1-[6-[(2R)-2-Carboxypyrrolidin-1-yl]-6-oxohexanoyl]pyrrolidine-2-carboxylic acid
Other names
Ro 63-8695
Identifiers
224624-80-0 YesY
ChEMBL ChEMBL25263 YesY
ChemSpider 111662 YesY
8256
Jmol 3D model Interactive image
PubChem 125516
  • InChI=1S/C16H24N2O6/c19-13(17-9-3-5-11(17)15(21)22)7-1-2-8-14(20)18-10-4-6-12(18)16(23)24/h11-12H,1-10H2,(H,21,22)(H,23,24)/t11-,12-/m1/s1 YesY
    Key: HZLAWYIBLZNRFZ-VXGBXAGGSA-N YesY
  • InChI=1/C16H24N2O6/c19-13(17-9-3-5-11(17)15(21)22)7-1-2-8-14(20)18-10-4-6-12(18)16(23)24/h11-12H,1-10H2,(H,21,22)(H,23,24)/t11-,12-/m1/s1
    Key: HZLAWYIBLZNRFZ-VXGBXAGGBC
  • O=C(O)[C@@H]2N(C(=O)CCCCC(=O)N1[C@@H](C(=O)O)CCC1)CCC2
Properties
C16H24N2O6
Molar mass 340.37 g/mol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

CPHPC (R-1-[6-[R-2-carboxy-pyrrolidin-1-yl]-6-oxo-hexanoyl] pyrrolidine-2-carboxylic acid) is a proline-derived small molecule able to strip amyloid P (AP) from deposits by reducing levels of circulating serum amyloid P (SAP). The SAP-amyloid association has also been identified as a possible drug target for anti-amyloid therapy, with the recent development and first stage clinical trials of CPHPC for amyloidosis.[1]

CPHPC has also been patented for possible treatment of Alzheimer's disease.[2]

Mechanism

The symmetrical nature of CPHPC allows it to bind to two molecules of AP (the SAP subunits). This allows five molecules of CPHPC to bind two SAP pentamers together by the B/binding face blocking the binding on to existing amyloid deposits.[3]

References

  1. Lua error in package.lua at line 80: module 'strict' not found.
  2. Pharmaceutical Formulations for the Treatment of Alzheimer's Disease WO 2008014232 
  3. Reducing the Supply of Amyloid Fibril Precursor Proteins, MedScape Today