tiludronic acid   

GtoPdb Ligand ID: 7604

Synonyms: CIPsMBP | Skelid® | SR-41319 | tiludronate
tiludronic acid is an approved drug
Compound class: Synthetic organic
Comment: Tiludronic acid belongs to the same non-nitrogenous bisphosphonate drug family as etidronic acid and clodronic acid (PubChem CID 25419). Marketed formulations contain tiludronate disodium (PubChem CID 60936).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 159.98
Molecular weight 317.93
XLogP -0.57
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Clc1ccc(cc1)SC(P(=O)(O)O)P(=O)(O)O
Isomeric SMILES Clc1ccc(cc1)SC(P(=O)(O)O)P(=O)(O)O
InChI InChI=1S/C7H9ClO6P2S/c8-5-1-3-6(4-2-5)17-7(15(9,10)11)16(12,13)14/h1-4,7H,(H2,9,10,11)(H2,12,13,14)
InChI Key DKJJVAGXPKPDRL-UHFFFAOYSA-N
Bioactivity Comments
In an in vitro hydroxyapatite (HPA) binding assay, tiludrinic acid bound 51.5% of HPA [2]. Tiludrinic acid also inhibits human matrix metalloproteinase 2 (MMP-2, IC50 7200nM) and potently inhibits the growth of mouse J774 macrophages [2].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
MMP2 Hs Inhibitor Inhibition 5.1 pIC50 - 2
pIC50 5.1 (IC50 7.2x10-6 M) [2]