C7683   Click here for help

GtoPdb Ligand ID: 12694

Synonyms: C-7683 | compound 23 [WO2020264398]
PDB Ligand
Compound class: Synthetic organic
Comment: C7683 is an inhibitor of the novel oncology drug target Cbl-b. The chemical structure provided in the bioRxiv preprint [1] matches that claimed as 'compound No. 23' in Nurix Therapeutics' patent WO2020264398 [4]. The closest structural match in PubChem is CID 155449671. Structural and biochemical analysis reveals that C7683 stabilises Cbl-b in an inactive conformation [1].
Cbl-b is an E3 ubiquitin protein ligase component of the ubiquitin proteasome pathway that negatively regulates T cell activation in the control of peripheral T cell tolerance [2-3], and can behave as a proto-oncogene. Pharmacological inhibition of this enzyme is predicted to offer anti-neoplastic potential.
Nurix have an orally bioavailable Cbl-b inhibitor with a related structure (named NX-1607) in clinical development for solid tumours.
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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 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 6
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 51.51
Molecular weight 537.62
XLogP 5.28
No. Lipinski's rules broken 2
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 C[C@H]1CCCN(C1)CC2=CC(=C3CN(C4=CC(=CC=C4)[C@]5(C[C@H](C)C5)C6=NN=CN6C)C(=O)C3=C2)C(F)(F)F
Isomeric SMILES C[C@H]1C[C@](C1)(C2=NN=CN2C)C3=CC(=CC=C3)N4CC5=C(C=C(CN6CCC[C@H](C)C6)C=C5C(F)(F)F)C4=O
InChI InChI=1S/C30H34F3N5O/c1-19-6-5-9-37(15-19)16-21-10-24-25(26(11-21)30(31,32)33)17-38(27(24)39)23-8-4-7-22(12-23)29(13-20(2)14-29)28-35-34-18-36(28)3/h4,7-8,10-12,18-20H,5-6,9,13-17H2,1-3H3/t19-,20-,29+/m0/s1
InChI Key HUOLMBXGHHSYHC-QWQFASRJSA-N
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
C-7683 | compound 23 [WO2020264398]
Database Links Click here for help
GtoPdb PubChem SID 483123242
PubChem CID 155449671
RCSB PDB Ligand Z3N
Search Google for chemical match using the InChIKey HUOLMBXGHHSYHC-QWQFASRJSA-N
Search Google for chemicals with the same backbone HUOLMBXGHHSYHC
UniChem Compound Search for chemical match using the InChIKey HUOLMBXGHHSYHC-QWQFASRJSA-N
UniChem Connectivity Search for chemical match using the InChIKey HUOLMBXGHHSYHC-QWQFASRJSA-N