rivoceranib   Click here for help

GtoPdb Ligand ID: 7648

Synonyms: apatinib (in China) | YN968D1
Approved drug
rivoceranib is an approved drug (2014 (Chinese NMPA))
Compound class: Synthetic organic
Comment: Rivoceranib (a.k.a. apatinib) is an orally bioavailable, small-molecule multitargeted tyrosine kinase inhibitor, with substantial inhibitory action against vascular endothelial growth factor receptor-2, but it also inhibits c-Kit and c-SRC tyrosine kinases [4]. The drug is administered as the mesylate salt (PubChem CID 45139106). Its principal clinical effect is as an angiogenesis inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 90.7
Molecular weight 397.19
XLogP 4.26
No. Lipinski's rules broken 0
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Canonical SMILES N#CC1(CCCC1)c1ccc(cc1)NC(=O)c1cccnc1NCc1ccncc1
Isomeric SMILES N#CC1(CCCC1)c1ccc(cc1)NC(=O)c1cccnc1NCc1ccncc1
InChI InChI=1S/C24H23N5O/c25-17-24(11-1-2-12-24)19-5-7-20(8-6-19)29-23(30)21-4-3-13-27-22(21)28-16-18-9-14-26-15-10-18/h3-10,13-15H,1-2,11-12,16H2,(H,27,28)(H,29,30)
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Summary of Clinical Use Click here for help
Apatinib is approved in China for the treatment of patients with non-small-cell lung cancer and gastric cancer, notably being the first tyrosine kinase inhibitor approved for gastric cancer. Apatinib/rivoceranib is being assessed in clinical trials as a treatment for metastatic gastric carcinoma, metastatic breast cancer and advanced hepatocellular carcinoma. Click here to view ClinicalTrials.gov's currently registered trials evaluating this compound. Apatinib has shown encouraging results in multiple trials [2] across a range of malignancies, as monotherapy or in combination with other therapeutics. Elevar Therapeutics announced that the FDA had granted rivoceranib Orphan Drug Designation as a treatment of adenoid cystic carcinoma in February 2021 [1].
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Apatinib inhibits VEGF-induced endothelial cell migration and proliferation, and thus inhibits the angiogenesis essential for tumour growth and survival. Apatinib also appears to overcome multi-drug resistance (MDR) in certain tumour cells, by inhibiting the efflux mechanism of the MDR associated transporters ABCB1 and ABDG2, towards conventional antineoplastic agents [3].
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT02824458 A Study of Gefitinib With or Without Apatinib in Patients With Advanced Non-squamous Non-Small-Cell Lung Cancer Harboring EGFR Mutations Phase 3 Interventional Sun Yat-sen University This trial is evaluating the combination of EGFR inhibition plus VEGFR2 inhibition in NSCLC with EGFR mutations (Del19 and L858R). It will determine if dual pathway inhibition provides additional clinical efficacy, and/or is able to delay the emergence of tumour resistance.