SELUMETINIB

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Synonyms
Status
Molecule Category Free-form
ATC L01EE04
UNII 6UH91I579U
EPA CompTox DTXSID3048944

Structure

InChI Key CYOHGALHFOKKQC-UHFFFAOYSA-N
Smiles Cn1cnc2c(F)c(Nc3ccc(Br)cc3Cl)c(C(=O)NOCCO)cc21
InChI
InChI=1S/C17H15BrClFN4O3/c1-24-8-21-16-13(24)7-10(17(26)23-27-5-4-25)15(14(16)20)22-12-3-2-9(18)6-11(12)19/h2-3,6-8,22,25H,4-5H2,1H3,(H,23,26)

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H15BrClFN4O3
Molecular Weight 457.69
AlogP 3.53
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 6.0
Polar Surface Area 88.41
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 27.0

Bioactivity

Mechanism of Action Action Reference
Dual specificity mitogen-activated protein kinase kinase 1 inhibitor INHIBITOR PubMed PubMed
Protein: Dual specificity mitogen-activated protein kinase kinase 2
Description: Dual specificity mitogen-activated protein kinase kinase 2
Organism : Homo sapiens
P36507 ENSG00000126934
Protein: Dual specificity mitogen-activated protein kinase kinase 1
Description: Dual specificity mitogen-activated protein kinase kinase 1
Organism : Homo sapiens
Q02750 ENSG00000169032
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE7 family
- 9-3700 530 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- - 2200-8900 - -
Assay Description Organism Bioactivity Reference
Binding constant for MEK1 kinase domain None 99.0 nM
Binding constant for MEK2 kinase domain None 530.0 nM
SANGER: Inhibition of human NCI-H2291 cell growth in a cell viability assay. Homo sapiens 761.73 nM
SANGER: Inhibition of human NCI-H747 cell growth in a cell viability assay. Homo sapiens 350.98 nM
SANGER: Inhibition of human NKM-1 cell growth in a cell viability assay. Homo sapiens 385.8 nM
SANGER: Inhibition of human NOMO-1 cell growth in a cell viability assay. Homo sapiens 31.97 nM
SANGER: Inhibition of human ONS-76 cell growth in a cell viability assay. Homo sapiens 244.53 nM
SANGER: Inhibition of human PSN1 cell growth in a cell viability assay. Homo sapiens 366.09 nM
SANGER: Inhibition of human RCM-1 cell growth in a cell viability assay. Homo sapiens 493.85 nM
SANGER: Inhibition of human RKO cell growth in a cell viability assay. Homo sapiens 248.38 nM
SANGER: Inhibition of human RPMI-8226 cell growth in a cell viability assay. Homo sapiens 740.0 nM
SANGER: Inhibition of human RVH-421 cell growth in a cell viability assay. Homo sapiens 279.39 nM
SANGER: Inhibition of human SH-4 cell growth in a cell viability assay. Homo sapiens 166.48 nM
SANGER: Inhibition of human SK-MEL-2 cell growth in a cell viability assay. Homo sapiens 405.06 nM
SANGER: Inhibition of human SK-MEL-30 cell growth in a cell viability assay. Homo sapiens 781.71 nM
SANGER: Inhibition of human SK-N-AS cell growth in a cell viability assay. Homo sapiens 92.83 nM
SANGER: Inhibition of human SW620 cell growth in a cell viability assay. Homo sapiens 302.2 nM
SANGER: Inhibition of human SW780 cell growth in a cell viability assay. Homo sapiens 666.34 nM
SANGER: Inhibition of human SW954 cell growth in a cell viability assay. Homo sapiens 896.45 nM
SANGER: Inhibition of human A101D cell growth in a cell viability assay. Homo sapiens 240.33 nM
SANGER: Inhibition of human A549 cell growth in a cell viability assay. Homo sapiens 214.13 nM
SANGER: Inhibition of human ACN cell growth in a cell viability assay. Homo sapiens 566.9 nM
SANGER: Inhibition of human AsPC-1 cell growth in a cell viability assay. Homo sapiens 324.39 nM
SANGER: Inhibition of human BHT-101 cell growth in a cell viability assay. Homo sapiens 106.93 nM
SANGER: Inhibition of human BPH-1 cell growth in a cell viability assay. Homo sapiens 182.31 nM
SANGER: Inhibition of human BV-173 cell growth in a cell viability assay. Homo sapiens 748.02 nM
SANGER: Inhibition of human C2BBe1 cell growth in a cell viability assay. Homo sapiens 272.59 nM
SANGER: Inhibition of human C32 cell growth in a cell viability assay. Homo sapiens 98.23 nM
SANGER: Inhibition of human CAL-39 cell growth in a cell viability assay. Homo sapiens 332.26 nM
SANGER: Inhibition of human U-266 cell growth in a cell viability assay. Homo sapiens 487.74 nM
SANGER: Inhibition of human UACC-257 cell growth in a cell viability assay. Homo sapiens 321.84 nM
SANGER: Inhibition of human WM-115 cell growth in a cell viability assay. Homo sapiens 267.54 nM
SANGER: Inhibition of human CHP-212 cell growth in a cell viability assay. Homo sapiens 3.153 nM
SANGER: Inhibition of human COLO-679 cell growth in a cell viability assay. Homo sapiens 341.19 nM
SANGER: Inhibition of human COLO-741 cell growth in a cell viability assay. Homo sapiens 531.19 nM
SANGER: Inhibition of human CP50-MEL-B cell growth in a cell viability assay. Homo sapiens 127.94 nM
SANGER: Inhibition of human DOK cell growth in a cell viability assay. Homo sapiens 147.08 nM
SANGER: Inhibition of human DU-4475 cell growth in a cell viability assay. Homo sapiens 33.67 nM
SANGER: Inhibition of human EM-2 cell growth in a cell viability assay. Homo sapiens 511.75 nM
SANGER: Inhibition of human EoL-1-cell cell growth in a cell viability assay. Homo sapiens 144.76 nM
SANGER: Inhibition of human H-EMC-SS cell growth in a cell viability assay. Homo sapiens 290.99 nM
SANGER: Inhibition of human H9 cell growth in a cell viability assay. Homo sapiens 22.88 nM
SANGER: Inhibition of human HCC2998 cell growth in a cell viability assay. Homo sapiens 269.07 nM
SANGER: Inhibition of human HCE-T cell growth in a cell viability assay. Homo sapiens 971.31 nM
SANGER: Inhibition of human HL-60 cell growth in a cell viability assay. Homo sapiens 24.59 nM
SANGER: Inhibition of human HO-1-N-1 cell growth in a cell viability assay. Homo sapiens 740.52 nM
SANGER: Inhibition of human HT-144 cell growth in a cell viability assay. Homo sapiens 89.05 nM
SANGER: Inhibition of human HT-29 cell growth in a cell viability assay. Homo sapiens 873.19 nM
SANGER: Inhibition of human HTC-C3 cell growth in a cell viability assay. Homo sapiens 214.61 nM
SANGER: Inhibition of human HuP-T4 cell growth in a cell viability assay. Homo sapiens 195.32 nM
SANGER: Inhibition of human JVM-3 cell growth in a cell viability assay. Homo sapiens 700.6 nM
SANGER: Inhibition of human KG-1 cell growth in a cell viability assay. Homo sapiens 895.47 nM
SANGER: Inhibition of human KU812 cell growth in a cell viability assay. Homo sapiens 211.68 nM
SANGER: Inhibition of human KY821 cell growth in a cell viability assay. Homo sapiens 107.18 nM
SANGER: Inhibition of human LAMA-84 cell growth in a cell viability assay. Homo sapiens 456.22 nM
SANGER: Inhibition of human LB2241-RCC cell growth in a cell viability assay. Homo sapiens 789.91 nM
SANGER: Inhibition of human LB2518-MEL cell growth in a cell viability assay. Homo sapiens 93.82 nM
SANGER: Inhibition of human LOXIMVI cell growth in a cell viability assay. Homo sapiens 858.54 nM
SANGER: Inhibition of human M14 cell growth in a cell viability assay. Homo sapiens 36.89 nM
SANGER: Inhibition of human MEL-HO cell growth in a cell viability assay. Homo sapiens 138.84 nM
SANGER: Inhibition of human MIA-PaCa-2 cell growth in a cell viability assay. Homo sapiens 897.68 nM
SANGER: Inhibition of human ML-2 cell growth in a cell viability assay. Homo sapiens 293.63 nM
SANGER: Inhibition of human MV-4-11 cell growth in a cell viability assay. Homo sapiens 575.43 nM
SANGER: Inhibition of human MZ2-MEL cell growth in a cell viability assay. Homo sapiens 394.37 nM
SANGER: Inhibition of human Mewo cell growth in a cell viability assay. Homo sapiens 521.01 nM
SANGER: Inhibition of human NCI-H1437 cell growth in a cell viability assay. Homo sapiens 352.85 nM
Antiproliferative activity against human MIAPaCa2 cells Homo sapiens 142.0 nM
Antiproliferative activity against human A375 cells expressing BRAF V600E mutant after 72 hrs by Cell titer-glo assay Homo sapiens 31.0 nM
Inhibition of MEK1 (unknown origin) after 2 hrs by fluorescence assay Homo sapiens 80.0 nM
Inhibition of MEK1 (unknown origin) using biotinylated ERK1 as substrate incubated for 2 hrs by fluorescence analysis Homo sapiens 31.0 nM
Antiproliferative activity against human HepG2 cells harboring N-Ras mutation Homo sapiens 32.0 nM
Antiproliferative activity against human COLO205 cells harboring BRAF mutation Homo sapiens 69.0 nM
Inhibition of MEK1 in human HeLa-MaTu matched pair cells assessed as reduction in ERK phosphorylation Homo sapiens 14.0 nM
Antiproliferative activity against human SW480 cells after 72 hrs by MTT assay Homo sapiens 422.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 41.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 52.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 807.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 365.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 209.0 nM
Antiproliferative activity against mouse BA/F3 cells harboring KRAS G12D mutant after 72 hrs by CellTiter-Glo assay Mus musculus 100.0 nM
Antiproliferative activity against mouse BA/F3 cells harboring KRAS G12D mutant after 72 hrs in presence of IL-3 by CellTiter-Glo assay Mus musculus 1.0 10'-4nM
Antiproliferative activity against human SW620 cells harboring KRAS G12V mutant after 72 hrs by CellTiter-Glo assay Homo sapiens 15.0 nM
Antiproliferative activity against human SKCO1 cells harboring KRAS G12V mutant after 72 hrs by CellTiter-Glo assay Homo sapiens 117.0 nM
Antiproliferative activity against human PANC1 cells harboring KRAS G12D mutant after 72 hrs by CellTiter-Glo assay Homo sapiens 1.0 10'-4nM
Antiproliferative activity against human AsPC1 cells harboring KRAS G12D mutant after 72 hrs by CellTiter-Glo assay Homo sapiens 64.2 nM
Antiproliferative activity against human SW156 cells harboring wild type KRAS after 72 hrs by CellTiter-Glo assay Homo sapiens 1.0 10'-4nM
Antiproliferative activity against human URMC6 cells harboring wild type KRAS after 72 hrs by CellTiter-Glo assay Homo sapiens 1.0 10'-4nM
Inhibition of MEK1 (unknown origin) using Ser/Thr 03 peptide substrate after 4 hrs by fluorescence assay Homo sapiens 9.0 nM
Antiproliferative activity against human COLO205 cells harboring BRAF mutant/wild type KRAS/wild type PIK3CA after 72 hrs by CCK8 assay Homo sapiens 59.0 nM
Inhibition of RAF/MEK/ERK in human A549 cells assessed as reduction in ERK phosphorylation at 1 uM after 8 hrs by Western blot analysis relative to control Homo sapiens 65.0 %
Inhibition of MEK (unknown origin) Homo sapiens 14.0 nM

Related Entries

Cross References

Resources Reference
ChEBI 90227
ChEMBL CHEMBL1614701
DrugBank DB11689
DrugCentral 5388
FDA SRS 6UH91I579U
Guide to Pharmacology 5665
PDB 3EW
PharmGKB PA166129529
PubChem 10127622
SureChEMBL SCHEMBL155456
ZINC ZINC000031773258
CONTENTS