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CP-25   Click here for help

GtoPdb Ligand ID: 14284

Synonyms: Paeoniflorin-6′-O-benzene sulfonate
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: CP-25 is a synthetic derivative of the plant-derived natural product paeoniflorin (from Paeonia lactiflora Pall). It has activity as a G protein-coupled receptor kinase 2 (GRK2) inhibitor, with downstream inhibitory effects on the JAK1/STAT3 signalling pathway.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 13
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 195.89
Molecular weight 620.62
XLogP -0.42
No. Lipinski's rules broken 2

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C[C@]12C[C@@]3([C@]4([H])C[C@]1([C@]4(COC(=O)C5=CC=CC=C5)[C@]([H])(O2)O3)O[C@H]6[C@@H]([C@H]([C@@H]([C@@H](COS(=O)(=O)C7=CC=CC=C7)O6)O)O)O)O
Isomeric SMILES O=C(C1=CC=CC=C1)OC[C@@]23[C@]4([C@]5(O[C@]2([H])O[C@@]([C@]3([H])C4)(C5)O)C)O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6O)O)O)COS(=O)(C7=CC=CC=C7)=O
InChI InChI=1S/C29H32O13S/c1-26-14-28(34)19-12-29(26,27(19,25(41-26)42-28)15-37-23(33)16-8-4-2-5-9-16)40-24-22(32)21(31)20(30)18(39-24)13-38-43(35,36)17-10-6-3-7-11-17/h2-11,18-22,24-25,30-32,34H,12-15H2,1H3/t18-,19-,20-,21+,22-,24+,25-,26+,27+,28-,29+/m1/s1
InChI Key GWADTSPXFRXHLU-DMXKJYKPSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
Paeoniflorin-6′-O-benzene sulfonate
Database Links Click here for help
CAS Registry No. 1390658-79-3 (source: MedChemExpress)
GtoPdb PubChem SID 521588924
PubChem CID 173640849
Search Google for chemical match using the InChIKey GWADTSPXFRXHLU-DMXKJYKPSA-N
Search Google for chemicals with the same backbone GWADTSPXFRXHLU
UniChem Compound Search for chemical match using the InChIKey GWADTSPXFRXHLU-DMXKJYKPSA-N
UniChem Connectivity Search for chemical match using the InChIKey GWADTSPXFRXHLU-DMXKJYKPSA-N