suprastat   Click here for help

GtoPdb Ligand ID: 11220

Synonyms: compound 6a [PMID: 32815366]
PDB Ligand
Compound class: Synthetic organic
Comment: Suprastat is a selective histone deacetylase (HDAC) 6 inhibitor [1]. It is reported to potentiate anti-PD1 immunotherapy in an in vivo melanoma model.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 5
Rotatable bonds 12
Topological polar surface area 127.92
Molecular weight 386.2
XLogP 0.86
No. Lipinski's rules broken 0
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Canonical SMILES OCCCCN(C(=O)Nc1ccc(cc1)CN)Cc1ccc(cc1)C(=O)NO
Isomeric SMILES OCCCCN(C(=O)Nc1ccc(cc1)CN)Cc1ccc(cc1)C(=O)NO
InChI InChI=1S/C20H26N4O4/c21-13-15-5-9-18(10-6-15)22-20(27)24(11-1-2-12-25)14-16-3-7-17(8-4-16)19(26)23-28/h3-10,25,28H,1-2,11-14,21H2,(H,22,27)(H,23,26)
1. Noonepalle S, Shen S, Ptáček J, Tavares MT, Zhang G, Stránský J, Pavlíček J, Ferreira GM, Hadley M, Pelaez G et al.. (2020)
Rational Design of Suprastat: A Novel Selective Histone Deacetylase 6 Inhibitor with the Ability to Potentiate Immunotherapy in Melanoma Models.
J Med Chem, 63 (18): 10246-10262. [PMID:32815366]