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Structure via PubChem · Public domain (PubChem)

EntityQ5013646· pop 5· linked from 2 articles

Also known as compound 52 [PMID 14998318], GSK2315698, Ro 63-8695, CPHPC, 1,1'-hexanedioyldi-D-proline

CPHPC ((R)-1-{6-[(R)-2-carboxypyrrolidin-1-yl]-6-oxohexanoyl}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.

Chemical data

Formula
C16H24N2O6
Molecular weight
340.37 g/mol
IUPAC name
(2R)-1-[6-[(2R)-2-carboxypyrrolidin-1-yl]-6-oxohexanoyl]pyrrolidine-2-carboxylic acid
SMILES
C1C[C@@H](N(C1)C(=O)CCCCC(=O)N2CCC[C@@H]2C(=O)O)C(=O)O
InChIKey
HZLAWYIBLZNRFZ-VXGBXAGGSA-N
XLogP
0
Polar surface area
115 Ų
H-bond donors
2
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
HIV infection, amyloidosis, primary systemic amyloidosis

via ChEMBL · EBI

Wikidata facts

Mass
340.163
Show 3 more facts
chemical formula
C₁₆H₂₄N₂O₆
isomeric SMILES
C1C[C@@H](N(C1)C(=O)CCCCC(=O)N2CCC[C@@H]2C(=O)O)C(=O)O
canonical SMILES
C1CC(N(C1)C(=O)CCCCC(=O)N2CCCC2C(=O)O)C(=O)O
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Mechanism
  • References

CPHPC ((R)-1-{6-[(R)-2-carboxypyrrolidin-1-yl]-6-oxohexanoyl}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.

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

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

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via Wikidata sitelinks · CC0