azelaprag   Click here for help

GtoPdb Ligand ID: 10061

Synonyms: AMG 986 | AMG-986 | AMG986 | example 263 [WO2016187308A1]
Compound class: Synthetic organic
Comment: Azelaprag (AMG 986) is an apelin receptor agonist that is claimed in Amgen's patent WO2016187308A1 (as example 263) [1]. The chemical structure is identical to that submitted to the WHO for the INN azelaprag. Apelin receptor agonists are being pursued for their clinical inotropic potential in the treatment of heart failure.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 141.87
Molecular weight 523.2
XLogP 3.82
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cccc(c1n1c(nnc1c1cncc(c1)C)NS(=O)(=O)C(C(c1ncc(cn1)C)C)C)OC
Isomeric SMILES COc1cccc(c1n1c(nnc1c1cncc(c1)C)NS(=O)(=O)[C@H]([C@@H](c1ncc(cn1)C)C)C)OC
InChI InChI=1S/C25H29N7O4S/c1-15-10-19(14-26-11-15)24-29-30-25(32(24)22-20(35-5)8-7-9-21(22)36-6)31-37(33,34)18(4)17(3)23-27-12-16(2)13-28-23/h7-14,17-18H,1-6H3,(H,30,31)/t17-,18-/m0/s1
InChI Key DOMQFIFVDIAOOT-ROUUACIJSA-N
References
1. Chen N, Chen X, Chen Y, Cheng AC, Connors RV, Deignan J, Dransfield PJ, Du X, Fu Z, Heath JA et al.. (2016)
Triazole agonists of the apj receptor.
Patent number: WO2016187308A1. Assignee: Amgen Inc.. Priority date: 20/05/2015. Publication date: 24/11/2016.