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ontunisertib   Click here for help

GtoPdb Ligand ID: 13846

Synonyms: AGMB-129 | Example 26 [WO2021105317A1] | ORG-129
Compound class: Synthetic organic
Comment: The chemical structure for ontunisertib was obtained from WHO INN proposed list 132. This matched a structure claimed in patent WO2021105317A1 (Origo Biopharma) [1]. This patent claims the compound as a transforming growth factor β receptor 1 (TGFβR1)/ALK5 inhibitor. This is likely one of Origo's lead assets ORG-129 (a gastrointestinal tract restricted inhibitor for fibrostenotic Crohn's disease) or ORG-447 (a lung-restricted inhibitor for idiopathic pulmonary fibrosis), most probably ORG-129 as this has progressed to clinical trial.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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 1
Rotatable bonds 7
Topological polar surface area 69.42
Molecular weight 469.49
XLogP 1.35
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 CC1=CC=CC(=N1)C2=NN(C=C2C3=C4C=CC=CC4=NC=C3)CC(=O)NCC5=C(C=CC=C5F)F
Isomeric SMILES FC1=C(C(=CC=C1)F)CNC(CN2N=C(C(=C2)C3=CC=NC4=CC=CC=C34)C5=NC(=CC=C5)C)=O
InChI InChI=1S/C27H21F2N5O/c1-17-6-4-11-25(32-17)27-21(18-12-13-30-24-10-3-2-7-19(18)24)15-34(33-27)16-26(35)31-14-20-22(28)8-5-9-23(20)29/h2-13,15H,14,16H2,1H3,(H,31,35)
InChI Key QGXRIRYULXOGDQ-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
N-[(2,6-difluorophenyl)methyl]-2-[3-(6-methylpyridin-2-yl)-4-quinolin-4-ylpyrazol-1-yl]acetamide
International Nonproprietary Names Click here for help
INN number INN
13309 ontunisertib
Synonyms Click here for help
AGMB-129 | Example 26 [WO2021105317A1] | ORG-129
Database Links Click here for help
CAS Registry No. 2647949-48-0 (source: WHO INN record)
GtoPdb PubChem SID 513757531
PubChem CID 156744887
Search Google for chemical match using the InChIKey QGXRIRYULXOGDQ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QGXRIRYULXOGDQ
Search PubMed clinical trials ontunisertib
Search PubMed titles ontunisertib
Search PubMed titles/abstracts ontunisertib
UniChem Compound Search for chemical match using the InChIKey QGXRIRYULXOGDQ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QGXRIRYULXOGDQ-UHFFFAOYSA-N