compound 2g [PMID: 27390066]   Click here for help

GtoPdb Ligand ID: 9682

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 2g [PMID: 27390066] is a non-selective inhibitor of the human endoplasmic reticulum aminopeptidases ERAP1 and ERAP2 [1]. The action of this compound can be compared with that of the ERAP2-selective compound 3v [PMID: 27390066].
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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 10
Topological polar surface area 153.57
Molecular weight 406.13
XLogP 1.91
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(CP(=O)(C(CCc1ccc(cc1)[N+](=O)[O-])N)O)Cc1ccccc1
Isomeric SMILES OC(=O)C(CP(=O)(C(CCc1ccc(cc1)[N+](=O)[O-])N)O)Cc1ccccc1
InChI InChI=1S/C19H23N2O6P/c20-18(11-8-14-6-9-17(10-7-14)21(24)25)28(26,27)13-16(19(22)23)12-15-4-2-1-3-5-15/h1-7,9-10,16,18H,8,11-13,20H2,(H,22,23)(H,26,27)
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Endoplasmic reticulum aminopeptidase 2 Hs Inhibitor Inhibition 6.8 pKi - 1
pKi 6.8 (Ki 1.5x10-7 M) [1]
Endoplasmic reticulum aminopeptidase 1 Hs Inhibitor Inhibition 6.3 pKi - 1
pKi 6.3 (Ki 5.3x10-7 M) [1]