CB-103   Click here for help

GtoPdb Ligand ID: 10517

Synonyms: CB103
Compound class: Synthetic organic
Comment: CB-103 is a first-in-class, small-molecule, orally active, pan-NOTCH inhibitor that is being investigated for anti-cancer potential [1-2]. It is being developed by Cellestia.
The CAS number provided within the full documentation for the study entitled 'A Phase I/IIA, Multi-Centre, Open-Label, Dose-Escalation Study with Expansion Arms to Assess the Safety, Tolerability, Pharmacokinetics and Preliminary Efficacy of CB-103 Administered Orally in Adult Patients with Advanced or Metastatic Solid Tumours and Haematological Malignancies Characterised by Alterations of the NOTCH Signalling Pathway' (EudraCT protocol 2017-001491-35) allowed us to identify a chemical structure for CB-103, frior to formal name>structure disclosure [2].
Information disclosed in meeting abstract form suggests that CB-103 acts by inhibiting protein-protein interactions that are required to establish assembly of the functional NOTCH transcription complex in the nucleus. By acting at the most downstream point in the NOTCH pathway, CB-103 inhibits NOTCH signalling independently of the mechanisms of NOTCH activation. NOTCH pathway signalling, and the approaches being explored for therapeutic targeting are reviewed by Sorrentino et al., 2019 [3].
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 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 48.14
Molecular weight 242.14
XLogP 3.98
No. Lipinski's rules broken 0
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 Nc1ccc(nc1)Oc1ccc(cc1)C(C)(C)C
Isomeric SMILES Nc1ccc(nc1)Oc1ccc(cc1)C(C)(C)C
InChI InChI=1S/C15H18N2O/c1-15(2,3)11-4-7-13(8-5-11)18-14-9-6-12(16)10-17-14/h4-10H,16H2,1-3H3
InChI Key WHIWGRCYMQLLAO-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
6-(4-tert-butylphenoxy)pyridin-3-amine
Synonyms Click here for help
CB103
Database Links Click here for help
BindingDB Ligand 87327
CAS Registry No. 218457-67-1 (source: EudraCT 2017-001491-35)
ChEMBL Ligand CHEMBL1420319
DrugBank Ligand DB15279
GtoPdb PubChem SID 387065599
PubChem CID 2735289
Search Google for chemical match using the InChIKey WHIWGRCYMQLLAO-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WHIWGRCYMQLLAO
UniChem Compound Search for chemical match using the InChIKey WHIWGRCYMQLLAO-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WHIWGRCYMQLLAO-UHFFFAOYSA-N