ceritinib   

GtoPdb Ligand ID: 7397

Synonyms: compound 15b [PMID 23742252] | LDK378 | NVP-LDK378-NX | Zykadia®
ceritinib is an approved drug (FDA (2014), EMA (2015))
Compound class: Synthetic organic
Comment: Ceritinib is a novel, highly selective, second generation ALK inhibitor [2].
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: ceritinib

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 113.62
Molecular weight 557.22
XLogP 6.55
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC(Oc1cc(C2CCNCC2)c(cc1Nc1ncc(c(n1)Nc1ccccc1S(=O)(=O)C(C)C)Cl)C)C
Isomeric SMILES CC(Oc1cc(C2CCNCC2)c(cc1Nc1ncc(c(n1)Nc1ccccc1S(=O)(=O)C(C)C)Cl)C)C
InChI InChI=1S/C28H36ClN5O3S/c1-17(2)37-25-15-21(20-10-12-30-13-11-20)19(5)14-24(25)33-28-31-16-22(29)27(34-28)32-23-8-6-7-9-26(23)38(35,36)18(3)4/h6-9,14-18,20,30H,10-13H2,1-5H3,(H2,31,32,33,34)
InChI Key VERWOWGGCGHDQE-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2014), EMA (2015))
IUPAC Name
5-chloro-2-N-(5-methyl-4-piperidin-4-yl-2-propan-2-yloxyphenyl)-4-N-(2-propan-2-ylsulfonylphenyl)pyrimidine-2,4-diamine
International Nonproprietary Names
INN number INN
9817 ceritinib
Synonyms
compound 15b [PMID 23742252] | LDK378 | NVP-LDK378-NX | Zykadia®
Comments
Ceritinib is a novel, highly selective, second generation ALK inhibitor [2].
Database Links
CAS Registry No. 1032900-25-6
ChEMBL Ligand CHEMBL2403108
DrugCentral Ligand 4866
GtoPdb PubChem SID 178103969
PubChem CID 57379345
RCSB PDB Ligand 4MK
Search Google for chemical match using the InChIKey VERWOWGGCGHDQE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VERWOWGGCGHDQE
Search PubMed clinical trials ceritinib
Search PubMed titles ceritinib
Search PubMed titles/abstracts ceritinib
Search UniChem for chemical match using the InChIKey VERWOWGGCGHDQE-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone VERWOWGGCGHDQE
SynPHARM 79503 (in complex with anaplastic lymphoma receptor tyrosine kinase)
Wikipedia Ceritinib

Product suppliers

View disclaimer

Tocris
Ceritinib
Cat. No. 6905