compound 6 [PMID: 10395480]   

GtoPdb Ligand ID: 8632

Compound class: Synthetic organic
Comment: Compound 6 is reported as an inhibitor of membrane-bound aminopeptidase P (XPNPEP1 and XPNPEP2) [1]. XPNPEP inhibitors would be expected to reduce the degradation of bradykinin, with resulting anti-hypertensive effects.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 9
Topological polar surface area 138.75
Molecular weight 328.21
XLogP -1
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(CC(C(C(=O)N1CCCC1C(=O)NC(C(=O)N)C)O)N)C
Isomeric SMILES CC(C[C@@H]([C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N)C)O)N)C
InChI InChI=1S/C15H28N4O4/c1-8(2)7-10(16)12(20)15(23)19-6-4-5-11(19)14(22)18-9(3)13(17)21/h8-12,20H,4-7,16H2,1-3H3,(H2,17,21)(H,18,22)/t9-,10-,11-,12+/m0/s1
InChI Key PDGQBIYMLALKTR-FIQHERPVSA-N
Bioactivity Comments
The enzyme tested in [1] was prepared from human lung, so is likely to contain a mixture of isozymes. We have mapped the inhibition to XPNPEP1 for data metrics purposes only.
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
X-prolyl aminopeptidase 2 Hs Inhibitor Inhibition 6.6 pIC50 - 1
pIC50 6.6 (IC50 2.3x10-7 M) [1]