aliskiren   Click here for help

GtoPdb Ligand ID: 4812

Synonyms: CGP-060536B | SPP100 | Tekturna®
Approved drug PDB Ligand
aliskiren is an approved drug (EMA & FDA (2007))
Compound class: Synthetic organic
Comment: Aliskiren is the first in class renin inhibitor. The Tekturna trade name refers to the hemi-fumarate: (PubChem CID 6918427). Ligand structure in PDB (see link)
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 20
Topological polar surface area 146.13
Molecular weight 551.39
XLogP 3.27
No. Lipinski's rules broken 1
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Canonical SMILES COCCCOc1cc(ccc1OC)CC(C(C)C)CC(C(CC(C(=O)NCC(C(=O)N)(C)C)C(C)C)O)N
Isomeric SMILES COCCCOc1cc(ccc1OC)C[C@H](C(C)C)C[C@@H]([C@H](C[C@H](C(=O)NCC(C(=O)N)(C)C)C(C)C)O)N
InChI InChI=1S/C30H53N3O6/c1-19(2)22(14-21-10-11-26(38-8)27(15-21)39-13-9-12-37-7)16-24(31)25(34)17-23(20(3)4)28(35)33-18-30(5,6)29(32)36/h10-11,15,19-20,22-25,34H,9,12-14,16-18,31H2,1-8H3,(H2,32,36)(H,33,35)/t22-,23-,24-,25-/m0/s1
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
renin Primary target of this compound Hs Inhibitor Inhibition 9.2 pIC50 - 1
pIC50 9.2 (IC50 6x10-10 M) [1]