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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2D Structure
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Physico-chemical Properties
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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
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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
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
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