BML-281   Click here for help

GtoPdb Ligand ID: 9664

Synonyms: compound 3 [PMID: 18642892]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: BML-281 is an experimental selective HDAC6/3 inhibitor [2], that has demonstrated anti-inflammatory activity in a murine model of colonic inflammation [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 15
Topological polar surface area 142.79
Molecular weight 446.22
XLogP 3.28
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES ONC(=O)CCCCCCNC(=O)c1noc(c1)c1ccc(cc1)NC(=O)OC(C)(C)C
Isomeric SMILES ONC(=O)CCCCCCNC(=O)c1noc(c1)c1ccc(cc1)NC(=O)OC(C)(C)C
InChI InChI=1S/C22H30N4O6/c1-22(2,3)31-21(29)24-16-11-9-15(10-12-16)18-14-17(26-32-18)20(28)23-13-7-5-4-6-8-19(27)25-30/h9-12,14,30H,4-8,13H2,1-3H3,(H,23,28)(H,24,29)(H,25,27)
InChI Key WWGBHDIHIVGYLZ-UHFFFAOYSA-N
References
1. Do A, Reid RC, Lohman RJ, Sweet MJ, Fairlie DP, Iyer A. (2017)
An HDAC6 Inhibitor Confers Protection and Selectively Inhibits B-Cell Infiltration in DSS-Induced Colitis in Mice.
J. Pharmacol. Exp. Ther., 360 (1): 140-151. [PMID:27827303]
2. Kozikowski AP, Tapadar S, Luchini DN, Kim KH, Billadeau DD. (2008)
Use of the nitrile oxide cycloaddition (NOC) reaction for molecular probe generation: a new class of enzyme selective histone deacetylase inhibitors (HDACIs) showing picomolar activity at HDAC6.
J. Med. Chem., 51 (15): 4370-3. [PMID:18642892]