alendronate   Click here for help

GtoPdb Ligand ID: 3141

Synonyms: ABDP | BPH 1 | Fosamax® | MK-217
Approved drug PDB Ligand
alendronate is an approved drug (FDA (1995), EMA (2005))
Compound class: Synthetic organic
Comment: Alendronate is a bisphosphonate drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 6
Rotatable bonds 5
Topological polar surface area 180.93
Molecular weight 249.02
XLogP -4.3
No. Lipinski's rules broken 1
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Canonical SMILES NCCCC(P(=O)(O)O)(P(=O)(O)O)O
Isomeric SMILES NCCCC(P(=O)(O)O)(P(=O)(O)O)O
InChI InChI=1S/C4H13NO7P2/c5-3-1-2-4(6,13(7,8)9)14(10,11)12/h6H,1-3,5H2,(H2,7,8,9)(H2,10,11,12)
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Summary of Clinical Use Click here for help
One of the nitrogenous bisphosphonate group of drugs used in the treatment of bone diseases including osteoporosis and Paget's disease. EMA approval is for use in combination with colecalciferol for the treatment of postmenopausal osteoporosis.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Nitrogenous bisphosphonates act on bone metabolism by binding and blocking the enzyme farnesyl diphosphate synthase (FPPS) in the HMG-CoA reductase (mevalonate) pathway. Downstream events cause apoptosis of osteoclasts, the cells responsible for bone resorption. This action leads to reduced breakdown of bone. As this type of drug binds to bone surfaces, their action is targeted to bone.