pyronaridine   Click here for help

GtoPdb Ligand ID: 10086

Synonyms: 7351 | Malaridine®
Antimalarial Ligand
Compound class: Synthetic organic
Comment: Pyronaridine is a benzonaphthyridine derivative with potent antimalarial activity.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 73.75
Molecular weight 517.22
XLogP 4.9
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES COc1ccc2c(n1)c(Nc1cc(CN3CCCC3)c(c(c1)CN1CCCC1)O)c1c(n2)cc(cc1)Cl
Isomeric SMILES COc1ccc2c(n1)c(Nc1cc(CN3CCCC3)c(c(c1)CN1CCCC1)O)c1c(n2)cc(cc1)Cl
InChI InChI=1S/C29H32ClN5O2/c1-37-26-9-8-24-28(33-26)27(23-7-6-21(30)16-25(23)32-24)31-22-14-19(17-34-10-2-3-11-34)29(36)20(15-22)18-35-12-4-5-13-35/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
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
International Nonproprietary Names Click here for help
INN number INN
8833 pyronaridine
Synonyms Click here for help
7351 | Malaridine®
Database Links Click here for help
CAS Registry No. 74847-35-1 (source: Scifinder)
ChEBI CHEBI:135951
ChEMBL Ligand CHEMBL35228
DrugCentral Ligand 4339
GtoPdb PubChem SID 381118796
PubChem CID 107771
Search Google for chemical match using the InChIKey DJUFPMUQJKWIJB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DJUFPMUQJKWIJB
Search PubMed clinical trials pyronaridine
Search PubMed titles pyronaridine
Search PubMed titles/abstracts pyronaridine
UniChem Compound Search for chemical match using the InChIKey DJUFPMUQJKWIJB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DJUFPMUQJKWIJB-UHFFFAOYSA-N