J27644   Click here for help

GtoPdb Ligand ID: 12804

Synonyms: compound 15 [PMID: 37463500] | J-27644
Compound class: Synthetic organic
Comment: J27644 is an HDAC inhibitor, with selectivity for HDAC6 [1]. It was designed to establish the disease modifying potential of selective HDAC isoform inhibition in TGF-β-induced pulmonary fibrosis.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 98.74
Molecular weight 345.74
XLogP -0.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C1=CC(=C2C(=C1)C(=O)NC(=O)N2CC3=CC=C(C=C3)C(=O)NO)Cl
Isomeric SMILES O=C1C2=CC=CC(Cl)=C2N(CC3=CC=C(C(NO)=O)C=C3)C(N1)=O
InChI InChI=1S/C16H12ClN3O4/c17-12-3-1-2-11-13(12)20(16(23)18-15(11)22)8-9-4-6-10(7-5-9)14(21)19-24/h1-7,24H,8H2,(H,19,21)(H,18,22,23)
InChI Key OWMZGLVMABQUAQ-UHFFFAOYSA-N
References
1. Yu WC, Yeh TY, Ye CH, Chong PCT, Ho YH, So DK, Yap KY, Peng GR, Shao CH, Jagtap AD et al.. (2023)
Discovery of HDAC6, HDAC8, and 6/8 Inhibitors and Development of Cell-Based Drug Screening Models for the Treatment of TGF-β-Induced Idiopathic Pulmonary Fibrosis.
J Med Chem, 66 (15): 10528-10557. [PMID:37463500]