compound 49c [PMID: 29074775]   Click here for help

GtoPdb Ligand ID: 10418

Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 49c is a hydroxyl-ethyl-amine-based scaffold compound with antimalarial activity [1]. We have drawn the structure as depicted in Pino et al. (2017) [2], with the indicated stereochemistry (but note that the IUPAC they provide is for the flat structure that is represented by PubChem CID 11619556).

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 84.91
Molecular weight 514.29
XLogP 3.7
No. Lipinski's rules broken 0
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Canonical SMILES CN1CCN(CC1)C(=O)c1ccc(cc1)C(=O)NC(C(CNC(c1ccccc1)C)O)Cc1ccccc1
Isomeric SMILES CN1CCN(CC1)C(=O)c1ccc(cc1)C(=O)N[C@H]([C@@H](CN[C@@H](c1ccccc1)C)O)Cc1ccccc1
InChI InChI=1S/C31H38N4O3/c1-23(25-11-7-4-8-12-25)32-22-29(36)28(21-24-9-5-3-6-10-24)33-30(37)26-13-15-27(16-14-26)31(38)35-19-17-34(2)18-20-35/h3-16,23,28-29,32,36H,17-22H2,1-2H3,(H,33,37)/t23-,28+,29-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name Click here for help
Database Links Click here for help
ChEMBL Ligand CHEMBL2334045
GtoPdb PubChem SID 385612178
PubChem CID 71521073
Search Google for chemical match using the InChIKey NCNJHAHPOUUEQX-LDVROUIZSA-N
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UniChem Compound Search for chemical match using the InChIKey NCNJHAHPOUUEQX-LDVROUIZSA-N
UniChem Connectivity Search for chemical match using the InChIKey NCNJHAHPOUUEQX-LDVROUIZSA-N