cobimetinib   Click here for help

GtoPdb Ligand ID: 7626

Synonyms: cobimetinib butyrate | cobimetinib fumarate | cometinib | Cotellic® | GDC-0973 | XL-518 | XL518
Approved drug PDB Ligand
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
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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
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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
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
mitogen-activated protein kinase kinase 1 Primary target of this compound Hs Allosteric modulator Negative 9.1 pIC50 - 3
pIC50 9.1 (IC50 9x10-10 M) [3]
Description: Biochemical assay measuring MEK-induced phosphorylation of ERK residues T202 and Y204.
mitogen-activated protein kinase kinase 2 Primary target of this compound Hs Allosteric modulator Negative 6.7 pIC50 - 3
pIC50 6.7 (IC50 1.99x10-7 M) [3]
mitogen-activated protein kinase kinase 7 Hs Allosteric modulator Negative <5.0 pIC50 - 3
pIC50 <5.0 (IC50 >1x10-5 M) [3]