cobimetinib   

GtoPdb Ligand ID: 7626

Synonyms: cobimetinib butyrate | cobimetinib fumarate | cometinib | Cotellic® | GDC-0973 | XL-518 | XL518
cobimetinib is an approved drug (FDA & EMA (2015))
Compound class: Synthetic organic
Comment: Cobimetinib is an allosteric inhibitor of MEK serine/threonine protein kinases, with selectivity for MEK1 and MEK2 [3].
Note that cobimetinib has been erroneously referred to as cometinib and this has propagated in online resources- cometinib is not an official synonym.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 64.6
Molecular weight 531.06
XLogP 4.82
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Ic1ccc(c(c1)F)Nc1c(ccc(c1F)F)C(=O)N1CC(C1)(O)C1CCCCN1
Isomeric SMILES Ic1ccc(c(c1)F)Nc1c(ccc(c1F)F)C(=O)N1CC(C1)(O)[C@@H]1CCCCN1
InChI InChI=1S/C21H21F3IN3O2/c22-14-6-5-13(19(18(14)24)27-16-7-4-12(25)9-15(16)23)20(29)28-10-21(30,11-28)17-3-1-2-8-26-17/h4-7,9,17,26-27,30H,1-3,8,10-11H2/t17-/m0/s1
InChI Key BSMCAPRUBJMWDF-KRWDZBQOSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2015))
IUPAC Name
[3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl]-[3-hydroxy-3-[(2S)-piperidin-2-yl]azetidin-1-yl]methanone
International Nonproprietary Names
INN number INN
9645 cobimetinib
Synonyms
cobimetinib butyrate | cobimetinib fumarate | cometinib | Cotellic® | GDC-0973 | XL-518 | XL518
Database Links
CAS Registry No. 934660-93-2
ChEMBL Ligand CHEMBL2146883
DrugCentral Ligand 5046
GtoPdb PubChem SID 223365961
PubChem CID 16222096
RCSB PDB Ligand EUI
Search Google for chemical match using the InChIKey BSMCAPRUBJMWDF-KRWDZBQOSA-N
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Search PubMed clinical trials cobimetinib
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Search UniChem for chemical match using the InChIKey BSMCAPRUBJMWDF-KRWDZBQOSA-N
Search UniChem for chemicals with the same backbone BSMCAPRUBJMWDF
SynPHARM 83118 (in complex with mitogen-activated protein kinase kinase 1)
Wikipedia Cobimetinib