compound 7f [PMID: 29283260]   Click here for help

GtoPdb Ligand ID: 9780

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 7f is an orally bioavailable acidic mammalian chitinase (AMCase; CHIA) inhibitor [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 74.07
Molecular weight 376.21
XLogP 4.39
No. Lipinski's rules broken 0
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Canonical SMILES CC(CN(C1CCN(CC1)c1[nH]nc(n1)N)CCc1ccc(cc1)Cl)C
Isomeric SMILES CC(CN(C1CCN(CC1)c1[nH]nc(n1)N)CCc1ccc(cc1)Cl)C
InChI InChI=1S/C19H29ClN6/c1-14(2)13-26(10-7-15-3-5-16(20)6-4-15)17-8-11-25(12-9-17)19-22-18(21)23-24-19/h3-6,14,17H,7-13H2,1-2H3,(H3,21,22,23,24)
Bioactivity Comments
7f is selective for human and mouse AMCase (CHIA) over the related chitinase CHIT1 (~16-fold for human and >150-fold for mouse enzymes) [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
chitinase acidic Hs Inhibitor Inhibition 7.8 pIC50 - 1
pIC50 7.8 (IC50 1.4x10-8 M) [1]
chitinase acidic Mm Inhibitor Inhibition 7.7 pIC50 - 1
pIC50 7.7 (IC50 1.9x10-8 M) [1]