CPI-1205   Click here for help

GtoPdb Ligand ID: 9115

Synonyms: compound 13 [PMID: 27739677] | CPI 1205 | CPI1205
Compound class: Synthetic organic
Comment: CPI-1205 is an orally available selective inhibitor of the histone lysine methyltransferase EZH2, with potential antineoplastic activity [4]. The developer is Constellation Pharmaceuticals whose patents WO2012068589 [2] and more recently, WO2014151142A1 [1], claim many compounds for their potential to modulate methylation modifying enzymes. WO2014151142A1 specifically claims inhibition of EZH2, with in vitro IC50 values vs. EZH2 for compounds 100-145 presented in Table 2. See also Garapaty-Ra et al. (2013) [3] for further examples of EZH2/EZH1 inhibitors developed by Constellation Pharmaceuticals.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 79.36
Molecular weight 518.25
XLogP 5.68
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COc1cc(C)[nH]c(=O)c1CNC(=O)c1c(C)n(c2c1cccc2)C(C1CCN(CC1)CC(F)(F)F)C
Isomeric SMILES COc1cc(C)[nH]c(=O)c1CNC(=O)c1c(C)n(c2c1cccc2)[C@@H](C1CCN(CC1)CC(F)(F)F)C
InChI InChI=1S/C27H33F3N4O3/c1-16-13-23(37-4)21(25(35)32-16)14-31-26(36)24-18(3)34(22-8-6-5-7-20(22)24)17(2)19-9-11-33(12-10-19)15-27(28,29)30/h5-8,13,17,19H,9-12,14-15H2,1-4H3,(H,31,36)(H,32,35)/t17-/m1/s1
InChI Key HPODOLXTMDHLLC-QGZVFWFLSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[(4-methoxy-6-methyl-2-oxo-1H-pyridin-3-yl)methyl]-2-methyl-1-[(1R)-1-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]ethyl]indole-3-carboxamide
Synonyms Click here for help
compound 13 [PMID: 27739677] | CPI 1205 | CPI1205
Database Links Click here for help
GtoPdb PubChem SID 315661200
PubChem CID 78320408
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