halofantrine

Ligand id: 10019

Name: halofantrine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 23.47
Molecular weight 499.17
XLogP 8.93
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Approved drug? Yes (FDA (1992))
IUPAC Name
3-(dibutylamino)-1-[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]propan-1-ol
International Nonproprietary Names
INN number INN
4749 halofantrine
Synonyms
Halfan® | WR-171669
Comments
Halofantrine is a phenanthrene containing compound and belongs to the aryl amino alcohols, a chemical class of antimalarial drugs that includes quinine, mefloquine and lumefantrine.
The INN record specifies that halofantrine is a racemic mixture of stereoisomers. We show the structure without specified stereochemistry to represent the mixture.
The marketed formulation contains halofantrine hydrochloride (PubChem CID 37392).

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Database Links
BindingDB Ligand 79214
CAS Registry No. 69756-53-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL1107
DrugBank Ligand DB01218
GtoPdb PubChem SID 375973209
PubChem CID 37393
Search Google for chemical match using the InChIKey FOHHNHSLJDZUGQ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone FOHHNHSLJDZUGQ
Search PubMed clinical trials halofantrine
Search PubMed titles halofantrine
Search PubMed titles/abstracts halofantrine
Search UniChem for chemical match using the InChIKey FOHHNHSLJDZUGQ-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone FOHHNHSLJDZUGQ
Wikipedia Halofantrine