NCGC607   Click here for help

GtoPdb Ligand ID: 10697

Synonyms: KUC107647N [1] | NCGC00241607
Compound class: Synthetic organic
Comment: NCGC607 is a glucocerebrosidase (GCase) chaperone [1]. Unlike ambroxol, it does not occlude the enzyme active site so is not predicted to inhibit GCase activity. Enhancement of lysosomal GCase activity using chaperone molecules is being explored in diseases that are associated with mutant GCase GBA1, such as the lysosomal storage disorder Gaucher disease, and the neurodegenerative synucleinopathies Parkinson's disease and dementia with Lewy bodies. Enhanced GCase activity is predicted to prevent aggregation of neurotoxic proteins or improve the clearance of protein aggregates. This mechanism is considered to be applicable to a number of age-related neurodegenerative disorders that are characterised by aggregates of misfolded, non-functional and neurotoxic proteins [2]. Under experimental conditions, NCGC607 restores GCase activity and protein levels, and reduces glycolipid storage in Gaucher macrophages, and reduces α-synuclein levels in dopaminergic neurons from Parkinson's patients [1].

NCGC607 is commercially available from our sponsors

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 6
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 87.74
Molecular weight 543.07
XLogP 4.03
No. Lipinski's rules broken 0

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 O=C(Nc1ccc(cc1)I)COc1ccccc1C(=O)NCC(=O)N(c1ccccc1)C
Isomeric SMILES O=C(Nc1ccc(cc1)I)COc1ccccc1C(=O)NCC(=O)N(c1ccccc1)C
InChI InChI=1S/C24H22IN3O4/c1-28(19-7-3-2-4-8-19)23(30)15-26-24(31)20-9-5-6-10-21(20)32-16-22(29)27-18-13-11-17(25)12-14-18/h2-14H,15-16H2,1H3,(H,26,31)(H,27,29)
InChI Key HFVDMJQQAKLUSN-UHFFFAOYSA-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/)
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Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel