zoledronic acid   Click here for help

GtoPdb Ligand ID: 3177

Synonyms: Aclasta® | CGP-42446 | CGP-42446A | Reclast® | zoledronate | Zometa®
Approved drug PDB Ligand
zoledronic acid is an approved drug (FDA and EMA (2001))
Compound class: Synthetic organic
Comment: Marketed formulations may contain zoledronic acid monohydrate (PubChem CID 121586).
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

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2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 4
Topological polar surface area 172.73
Molecular weight 272
XLogP -4.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES OP(=O)(C(P(=O)(O)O)(Cn1cncc1)O)O
Isomeric SMILES OP(=O)(C(P(=O)(O)O)(Cn1cncc1)O)O
InChI InChI=1S/C5H10N2O7P2/c8-5(15(9,10)11,16(12,13)14)3-7-2-1-6-4-7/h1-2,4,8H,3H2,(H2,9,10,11)(H2,12,13,14)
InChI Key XRASPMIURGNCCH-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2001))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
[1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl]phosphonic acid
International Nonproprietary Names Click here for help
INN number INN
7254 zoledronic acid
Synonyms Click here for help
Aclasta® | CGP-42446 | CGP-42446A | Reclast® | zoledronate | Zometa®
Database Links Click here for help
CAS Registry No. 118072-93-8
ChEBI CHEBI:46557
ChEMBL Ligand CHEMBL924
DrugBank Ligand DB00399
DrugCentral Ligand 2868
GtoPdb PubChem SID 135651365
Immunopaedia Search zoledronic acid
PubChem CID 68740
RCSB PDB Ligand ZOL
Search Google for chemical match using the InChIKey XRASPMIURGNCCH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone XRASPMIURGNCCH
Search PubMed clinical trials zoledronic acid
Search PubMed titles zoledronic acid
Search PubMed titles/abstracts zoledronic acid
SynPHARM 7090 (in complex with farnesyl diphosphate synthase)
7091 (in complex with farnesyl diphosphate synthase)
7126 (in complex with farnesyl diphosphate synthase)
7127 (in complex with farnesyl diphosphate synthase)
UniChem Compound Search for chemical match using the InChIKey XRASPMIURGNCCH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XRASPMIURGNCCH-UHFFFAOYSA-N
Wikipedia Zoledronate

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Tocris
Zoledronic Acid (links to external site)
Cat. No. 6111