bulaquine   

GtoPdb Ligand ID: 10414

Synonyms: CDRI-80/53 | elubaquine
Compound class: Synthetic organic
Comment: Bulaquine is an 8-aminoquinoline derivative that has antimalarial activity and is a synthetic analogue of primaquine.
The INN record for bulaquine indicates that it is a racemic mixture.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 72.48
Molecular weight 369.21
XLogP 3.37
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(NC(CCCNC(=C2CCOC2=O)C)C)c2c(c1)cccn2
Isomeric SMILES COc1cc(NC(CCCN/C(=C/2\CCOC2=O)/C)C)c2c(c1)cccn2
InChI InChI=1S/C21H27N3O3/c1-14(6-4-9-22-15(2)18-8-11-27-21(18)25)24-19-13-17(26-3)12-16-7-5-10-23-20(16)19/h5,7,10,12-14,22,24H,4,6,8-9,11H2,1-3H3/b18-15+
InChI Key ADCOUXIGWFEYJP-OBGWFSINSA-N
Classification
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name
(3E)-3-[1-[4-[(6-methoxyquinolin-8-yl)amino]pentylamino]ethylidene]oxolan-2-one
International Nonproprietary Names
INN number INN
7927 bulaquine
Synonyms
CDRI-80/53 | elubaquine
Database Links
CAS Registry No. 79781-00-3 (source: Scifinder)
ChEMBL Ligand CHEMBL2106578
GtoPdb PubChem SID 385612174
PubChem CID 3036820
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