PF-06821497   Click here for help

GtoPdb Ligand ID: 10516

Synonyms: compound 23a [PMID: 29211475] | PF06821497
PDB Ligand
Compound class: Synthetic organic
Comment: PF-06821497 is an orally active inhibitor of the histone methyltransferase, enhancer of zeste homolog 2 (EZH2), that was developed by Pfizer for antineoplastic potential [1]. Inhibition of EZH2 activity reduces mono-, di-, and trimethylation of lysine 27 on histone H3 (H3K27me, me2, and me3), and this ultimately leads to an antiproliferative effect on susceptible cancer cells (i.e. where aberrant EZH2-mediated epigenetic alterations are driving tumour initiation and progression).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 80.86
Molecular weight 466.11
XLogP 3.04
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES COC(c1cc(Cl)c2c(c1Cl)C(=O)N(CC2)Cc1c(OC)cc([nH]c1=O)C)C1COC1
Isomeric SMILES CO[C@@H](c1cc(Cl)c2c(c1Cl)C(=O)N(CC2)Cc1c(OC)cc([nH]c1=O)C)C1COC1
InChI InChI=1S/C22H24Cl2N2O5/c1-11-6-17(29-2)15(21(27)25-11)8-26-5-4-13-16(23)7-14(19(24)18(13)22(26)28)20(30-3)12-9-31-10-12/h6-7,12,20H,4-5,8-10H2,1-3H3,(H,25,27)/t20-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
compound 23a [PMID: 29211475] | PF06821497
Database Links Click here for help
CAS Registry No. 1844849-10-0 (source: PubChem)
ChEMBL Ligand CHEMBL4080228
GtoPdb PubChem SID 387065598
PubChem CID 118572065
Search Google for chemical match using the InChIKey RXCVUHMIWHRLDF-HXUWFJFHSA-N
Search Google for chemicals with the same backbone RXCVUHMIWHRLDF
Search UniChem for chemical match using the InChIKey RXCVUHMIWHRLDF-HXUWFJFHSA-N
Search UniChem for chemicals with the same backbone RXCVUHMIWHRLDF