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SPG302   Click here for help

GtoPdb Ligand ID: 13262

Synonyms: Phenylbenzothiazole-PEG4-OH | SPG-302
Compound class: Synthetic organic
Comment: SPG302 induces synaptogenic regenerative actions in neural tissues [1-2]. Mechanistically SPG302 targets a regulator of the F-actin-based cytoskeleton to increase dendritic spine density and promote the formation of new synapses. It increases the density of axospinous glutamatergic synapses in Alzheimer's disease model mice.
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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Click here for structure editor
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 1
Rotatable bonds 13
Topological polar surface area 94.81
Molecular weight 403.49
XLogP 0.25
No. Lipinski's rules broken 1

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 C1=CC=C2C(=C1)N=C(C3=CC=C(C=C3)OCCOCCOCCOCCO)S2
Isomeric SMILES C1=CC=C2C(=C1)N=C(S2)C3=CC=C(C=C3)OCCOCCOCCOCCO
InChI InChI=1S/C21H25NO5S/c23-9-10-24-11-12-25-13-14-26-15-16-27-18-7-5-17(6-8-18)21-22-19-3-1-2-4-20(19)28-21/h1-8,23H,9-16H2
InChI Key XSAIPEACQNRHOL-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/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[2-[2-[2-[4-(1,3-benzothiazol-2-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethanol
Synonyms Click here for help
Phenylbenzothiazole-PEG4-OH | SPG-302
Database Links Click here for help
CAS Registry No. 2274723-90-7 (source: PubChem)
GtoPdb PubChem SID 491300044
PubChem CID 137464756
Search Google for chemical match using the InChIKey XSAIPEACQNRHOL-UHFFFAOYSA-N
Search Google for chemicals with the same backbone XSAIPEACQNRHOL
UniChem Compound Search for chemical match using the InChIKey XSAIPEACQNRHOL-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XSAIPEACQNRHOL-UHFFFAOYSA-N