E-6201

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Synonyms
Status
Molecule Category UNKNOWN
UNII CZP9GB25HO

Structure

InChI Key MWUFVYLAWAXDHQ-HMNLTAHHSA-N
Smiles CCNc1cc(O)c2c(c1)/C=C/C[C@H](O)[C@H](O)C(=O)/C=C\[C@@H](C)[C@H](C)OC2=O
InChI
InChI=1S/C21H27NO6/c1-4-22-15-10-14-6-5-7-16(23)20(26)17(24)9-8-12(2)13(3)28-21(27)19(14)18(25)11-15/h5-6,8-13,16,20,22-23,25-26H,4,7H2,1-3H3/b6-5+,9-8-/t12-,13+,16+,20+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H27NO6
Molecular Weight 389.45
AlogP 2.27
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 2.0
Polar Surface Area 116.09
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 28.0

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 1
Description: Dual specificity mitogen-activated protein kinase kinase 1
Organism : Homo sapiens
Q02750 ENSG00000169032
Protein: Mitogen-activated protein kinase kinase kinase 1
Description: Mitogen-activated protein kinase kinase kinase 1
Organism : Homo sapiens
Q13233 ENSG00000095015
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE7 family
- 50 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- 5 - - -
Assay Description Organism Bioactivity Reference
Antiinflammatory activity in human THP1 cells assessed as inhibition of LPS-induced TNFalpha production by PLAP reporter assay Homo sapiens 56.0 nM
Inhibition of MEK1 (unknown origin) using ERK2 as substrate after 40 mins by ELISA Homo sapiens 13.0 nM
Cytotoxicity against human MDA-MB-231 cells expressing K-ras G13D mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 156.0 nM
Cytotoxicity against human MDA-MB-435 cells expressing B-RAF V600E mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 71.0 nM
Cytotoxicity against human DU4475 cells expressing B-RAF V600E mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 52.0 nM
Cytotoxicity against human DLD1 cells expressing K-ras G13D mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 649.0 nM
Cytotoxicity against human SK-MEL-2 cells expressing N-ras Q61R mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 135.0 nM
Cytotoxicity against human SK-MEL-3 cells expressing B-RAF V600E mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 24.0 nM
Cytotoxicity against human SK-MEL-24 cells expressing B-RAF V600E mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 66.0 nM
Cytotoxicity against human SK-MEL-31 cells expressing B-RAF V600E mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 225.0 nM
Cytotoxicity against human LoVo cells expressing K-ras G13D mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 132.0 nM
Cytotoxicity against human HCT116 cells expressing K-ras G13D mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 423.0 nM
Cytotoxicity against human SW620 cells expressing K-ras G12V mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 282.0 nM
Cytotoxicity against human COLO205 cells expressing B-RAF V600E mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 43.0 nM
Cytotoxicity against human HT-29 cells expressing B-RAF V600E mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 84.0 nM
Cytotoxicity against human MIAPaCa2 cells expressing K-ras G12C mutant assessed as reduction in cell viability after 96 hrs by CellTiter-Glo luminescence assay or methylene blue assay Homo sapiens 734.0 nM
Antiproliferative activity against human HL60 cells after 96 hrs by MTT assay Homo sapiens 60.0 nM
Antiproliferative activity against human THP1 cells after 96 hrs by MTT assay Homo sapiens 120.0 nM
Antiproliferative activity against human U266 cells after 96 hrs by MTT assay Homo sapiens 950.0 nM
Antiproliferative activity against human NALM6 cells after 96 hrs by MTT assay Homo sapiens 620.0 nM
Potentiation of SN-38 induced cytotoxicity against human PANC1 cells assessed as SN-38 IC50 level at 1 uM after 96 hrs by CellTiter-Glo luminescence assay (Rvb = SN-38 IC50 alone = 82.5 nM) Homo sapiens 16.2 nM
Antiproliferative activity against human MV4-11 cells expressing Flt-3 activation mutant after 96 hrs by CellTiter-Glo luminescence assay Homo sapiens 8.2 nM
Inhibition of FLT3 (unknown origin) phosphorylation by [gamma-33P]-ATP assay Homo sapiens 5.0 nM
Inhibition of MEK1 (unknown origin) phosphorylation by [gamma-33P]-ATP assay Homo sapiens 50.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL1097999
DrugBank DB11687
FDA SRS CZP9GB25HO
Guide to Pharmacology 7836
PDB E26
PubChem 10172827
SureChEMBL SCHEMBL6983345
ZINC ZINC000034374629
CONTENTS