CG200745   Click here for help

GtoPdb Ligand ID: 10055

Synonyms: CG-2 | CG-200745 | HDCG-0745
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: CG200745 is a pan-histone deacetylase inhibitor that is being developed by Crystal Genomics [3,7]. It is being explored for anti-tumourigenic [2-4,7] and anti-fibrotic potential [1,6].
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 CDK toolkit. 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 4
Hydrogen bond donors 3
Rotatable bonds 15
Topological polar surface area 90.9
Molecular weight 427.25
XLogP 3.23
No. Lipinski's rules broken 1
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.

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Canonical SMILES ONC(=O)CCCCC=C(C(=O)NCCCN(C)C)COc1cccc2c1cccc2
Isomeric SMILES ONC(=O)CCCC/C=C(/C(=O)NCCCN(C)C)\COc1cccc2c1cccc2
InChI InChI=1S/C24H33N3O4/c1-27(2)17-9-16-25-24(29)20(11-4-3-5-15-23(28)26-30)18-31-22-14-8-12-19-10-6-7-13-21(19)22/h6-8,10-14,30H,3-5,9,15-18H2,1-2H3,(H,25,29)(H,26,28)/b20-11+
InChI Key AUGCSOFQTDKPSO-RGVLZGJSSA-N
Bioactivity Comments
CG200745 increased acetylation marks on histone H3 and tubulin in a time- and dose-dependent manner in prostate cancer cells [3], and induced p53-dependent transactivation in colon cancer RKO cells [7]. We have been unable to find an in vitro biochemical inhibitory value for CG200745 in the published literature. CG200745 inhibits growth of prostate cancer cell lines:LNCaP cells (IC50 1.70 μM), DU145 cells (IC50 2.2 μM) and PC3 cells (IC50 8.4 μM) [3].