refametinib   Click here for help

GtoPdb Ligand ID: 7942

Synonyms: BAY-869766 | RDEA119
PDB Ligand
Compound class: Synthetic organic
Comment: Refametinib (BAY-869766) is a potent and selective, allosteric inhibitor of MEK1/2 with potential antineoplastic activity [1]. This compound is available via AstraZeneca's openinnovation toolbox resource, which indicates that refametinib is associated with a risk of fetal toxicity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 9
Topological polar surface area 116.27
Molecular weight 572.01
XLogP 3.2
No. Lipinski's rules broken 0
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Canonical SMILES OCC(CC1(CC1)S(=O)(=O)Nc1c(OC)cc(c(c1Nc1ccc(cc1F)I)F)F)O
Isomeric SMILES OC[C@H](CC1(CC1)S(=O)(=O)Nc1c(OC)cc(c(c1Nc1ccc(cc1F)I)F)F)O
InChI InChI=1S/C19H20F3IN2O5S/c1-30-15-7-13(21)16(22)18(24-14-3-2-10(23)6-12(14)20)17(15)25-31(28,29)19(4-5-19)8-11(27)9-26/h2-3,6-7,11,24-27H,4-5,8-9H2,1H3/t11-/m0/s1
Bioactivity Comments
This compound is a highly potent antineoplastic agent in vitro and in in vivo xenograft models of melanoma, colon, and epidermal carcinoma [1].
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 7.7 pIC50 - 1
pIC50 7.7 (IC50 1.9x10-8 M) [1]
mitogen-activated protein kinase kinase 2 Primary target of this compound Hs Allosteric modulator Negative 7.3 pIC50 - 1
pIC50 7.3 (IC50 4.7x10-8 M) [1]