ralometostat   Click here for help

GtoPdb Ligand ID: 13320

Synonyms: TNG-908 | TNG908
PDB Ligand
Compound class: Synthetic organic
Comment: TNG908 is a small molecule competitive, reversible inhibitor of protein arginine methyltransferase 5 (PRMT5) with selectivity for PRMT5 that is in complex with methylthioadenosine (MTA) [1], a product of the enzyme methylthioadenosine phosphorylase (MTAP), that is elevated in MTAP-deleted cancers. This MTA-cooperativity is utilised to exploit the synthetic lethal relationship between PRMT5 and MTAP deletion. The outcome is significantly increased killing efficay against MTAP-null cells compared to cells expressing wild type MTAP. The physicochemical properties of TNG908 support CNS penetration.
The chemical structure of TNG908 is identical to that for the INN ralometostat (proposed list 132, Feb. 2025).
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Ligand Activity Visualisation Charts

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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 7
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 125.45
Molecular weight 409.51
XLogP 0.63
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 C[C@H]1CC[C@H](C2=CC3=C(C=C2)SC=N3)N(C1)C(=O)C(=O)NC4=CC(=C(N)N=C4)C
Isomeric SMILES NC1=C(C=C(C=N1)NC(C(=O)N2[C@H](CC[C@@H](C2)C)C=3C=CC4=C(N=CS4)C3)=O)C
InChI InChI=1S/C21H23N5O2S/c1-12-3-5-17(14-4-6-18-16(8-14)24-11-29-18)26(10-12)21(28)20(27)25-15-7-13(2)19(22)23-9-15/h4,6-9,11-12,17H,3,5,10H2,1-2H3,(H2,22,23)(H,25,27)/t12-,17+/m0/s1
InChI Key NXXBDYHMHHINFC-YVEFUNNKSA-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
N-(6-amino-5-methylpyridin-3-yl)-2-[(2R,5S)-2-(1,3-benzothiazol-5-yl)-5-methylpiperidin-1-yl]-2-oxoacetamide
International Nonproprietary Names Click here for help
INN number INN
13509 ralometostat
Synonyms Click here for help
TNG-908 | TNG908
Database Links Click here for help
CAS Registry No. 2760481-53-4 (source: WHO INN record)
GtoPdb PubChem SID 496703290
PubChem CID 164753116
RCSB PDB Ligand A1AAV
Search Google for chemical match using the InChIKey NXXBDYHMHHINFC-YVEFUNNKSA-N
Search Google for chemicals with the same backbone NXXBDYHMHHINFC
Search PubMed clinical trials ralometostat
Search PubMed titles ralometostat
Search PubMed titles/abstracts ralometostat
UniChem Compound Search for chemical match using the InChIKey NXXBDYHMHHINFC-YVEFUNNKSA-N
UniChem Connectivity Search for chemical match using the InChIKey NXXBDYHMHHINFC-YVEFUNNKSA-N

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MedChemExpress
TNG908 (links to external site)
Cat. No. HY-148419