clodronic acid   

GtoPdb Ligand ID: 9605

Synonyms: Bonefos® | Clasteon ® | clodronate | Loron®
clodronic acid is an approved drug (UK (1999))
Compound class: Synthetic organic
Comment: Clodronic acid is a first generation (non-nitrogenous) bisphosphonate drug. Clinically used drugs can contain sodium clodronate tetrahydrate, sodium clodronate, disodium clodronate tetrahydrate or disodium clodronate.

Kato et al. (2017) report that clodronic acid-mediated inhibition of the vesicular nucleotide transporter (VNUT, SLC17A9) suggests that this drug has potential as a transporter-targeted (and notably, non-opioid) analgesic drug for the treatment of chronic neuropathic and inflammatory pain [1]. In this study clodronic acid was selective for VNUT compared to other vesicular transporters tested.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 134.68
Molecular weight 243.89
XLogP -2.4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES ClC(P(=O)(O)O)(P(=O)(O)O)Cl
Isomeric SMILES ClC(P(=O)(O)O)(P(=O)(O)O)Cl
InChI InChI=1S/CH4Cl2O6P2/c2-1(3,10(4,5)6)11(7,8)9/h(H2,4,5,6)(H2,7,8,9)
InChI Key ACSIXWWBWUQEHA-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (UK (1999))
IUPAC Name
(dichloro-phosphonomethyl)phosphonic acid
International Nonproprietary Names
INN number INN
4147 clodronic acid
Synonyms
Bonefos® | Clasteon ® | clodronate | Loron®
Database Links
BindingDB Ligand 50216172
CAS Registry No. 10596-23-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL12318
DrugBank Ligand DB00720
DrugCentral Ligand 690
GtoPdb PubChem SID 340590235
PubChem CID 25419
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