nilotinib   Click here for help

GtoPdb Ligand ID: 5697

Synonyms: AMN 107 | AMN107 | Tasigna®
Approved drug PDB Ligand
nilotinib is an approved drug (FDA & EMA (2007))
Compound class: Synthetic organic
Comment: Nilotinib is a Type-2 kinase inhibitor and was first approved by the FDA in 2007.
Preclinical studies in rodent Parkinson's disease models suggest that nilotinib has some potential to promote autophagic degradation of α-synuclein [4-6,9], a brain protein whose accumulation and aggregation contributes to the formation of toxic insoluble fibrils which cause pathological changes such as neuronal loss in Parkinson's disease and other synucleinopathies. This mechanism has been evaluated in a pilot, proof-of-concept and safety clinical trial in a small number of patients with Parkinson's disease- and diffuse Lewy body disease-associated cognitive impairment (see NCT02281474; note that this trial is not placebo controlled or blinded).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 97.1
Molecular weight 529.18
XLogP 4.93
No. Lipinski's rules broken 0
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Canonical SMILES Cc1ncn(c1)c1cc(NC(=O)c2ccc(c(c2)Nc2nccc(n2)c2cccnc2)C)cc(c1)C(F)(F)F
Isomeric SMILES Cc1ncn(c1)c1cc(NC(=O)c2ccc(c(c2)Nc2nccc(n2)c2cccnc2)C)cc(c1)C(F)(F)F
InChI InChI=1S/C28H22F3N7O/c1-17-5-6-19(10-25(17)37-27-33-9-7-24(36-27)20-4-3-8-32-14-20)26(39)35-22-11-21(28(29,30)31)12-23(13-22)38-15-18(2)34-16-38/h3-16H,1-2H3,(H,35,39)(H,33,36,37)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2007))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8654 nilotinib
Synonyms Click here for help
AMN 107 | AMN107 | Tasigna®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9669716
Reactome Reaction Reactome logo R-HSA-9669900, R-HSA-9669868, R-HSA-9674430, R-HSA-9674095, R-HSA-9669854
Other databases
CAS Registry No. 641571-10-0
ChEMBL Ligand CHEMBL255863
DrugBank Ligand DB04868
DrugCentral Ligand 1932
GtoPdb PubChem SID 178102324
PubChem CID 644241
Search Google for chemical match using the InChIKey HHZIURLSWUIHRB-UHFFFAOYSA-N
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SynPHARM 78747 (in complex with ABL proto-oncogene 1, non-receptor tyrosine kinase)
UniChem Compound Search for chemical match using the InChIKey HHZIURLSWUIHRB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HHZIURLSWUIHRB-UHFFFAOYSA-N
Wikipedia Nilotinib