ibandronic acid   Click here for help

GtoPdb Ligand ID: 3059

Synonyms: Bondronat® | Boniva® | ibandronate
Approved drug PDB Ligand
ibandronic acid is an approved drug (EMA (1996))
Compound class: Synthetic organic
Comment: Ibandronic acid is a potent 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 5
Rotatable bonds 9
Topological polar surface area 158.15
Molecular weight 319.09
XLogP -2.11
No. Lipinski's rules broken 0
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Canonical SMILES CCCCCN(CCC(P(=O)(O)O)(P(=O)(O)O)O)C
InChI InChI=1S/C9H23NO7P2/c1-3-4-5-7-10(2)8-6-9(11,18(12,13)14)19(15,16)17/h11H,3-8H2,1-2H3,(H2,12,13,14)(H2,15,16,17)
1. Dunford JE, Kwaasi AA, Rogers MJ, Barnett BL, Ebetino FH, Russell RG, Oppermann U, Kavanagh KL. (2008)
Structure-activity relationships among the nitrogen containing bisphosphonates in clinical use and other analogues: time-dependent inhibition of human farnesyl pyrophosphate synthase.
J Med Chem, 51 (7): 2187-95. [PMID:18327899]
2. Lolli ML, Rolando B, Tosco P, Chaurasia S, Di Stilo A, Lazzarato L, Gorassini E, Ferracini R, Oliaro-Bosso S, Fruttero R et al.. (2010)
Synthesis and preliminary pharmacological characterisation of a new class of nitrogen-containing bisphosphonates (N-BPs).
Bioorg Med Chem, 18 (7): 2428-38. [PMID:20299227]
3. Lühe A, Künkele KP, Haiker M, Schad K, Zihlmann C, Bauss F, Suter L, Pfister T. (2008)
Preclinical evidence for nitrogen-containing bisphosphonate inhibition of farnesyl diphosphate (FPP) synthase in the kidney: implications for renal safety.
Toxicol In Vitro, 22 (4): 899-909. [PMID:18325729]