levamisole   

GtoPdb Ligand ID: 7210

Synonyms: Ergamisol® | R-12564
levamisole is an approved drug (FDA (1990))
Compound class: Synthetic organic
Comment: Levamisole is the levorotatory isomer of tetramisole (PubChem CID 3913). This drug was originally used to treat intestinal worm infestations, but also found use in cancer treatment due to its antineoplastic action. This drug is not currently in clinical use in the US or Canada.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 40.9
Molecular weight 204.07
XLogP 2.47
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES C1CN2C(=NC(C2)c2ccccc2)S1
Isomeric SMILES C1CN2C(=N[C@H](C2)c2ccccc2)S1
InChI InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2/t10-/m1/s1
InChI Key HLFSDGLLUJUHTE-SNVBAGLBSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1990))
Withdrawn drug? Yes
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
(6S)-6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole
International Nonproprietary Names
INN number INN
2643 levamisole
Synonyms
Ergamisol® | R-12564
Database Links
CAS Registry No. 14769-73-4
ChEMBL Ligand CHEMBL1454
DrugBank Ligand DB00848
DrugCentral Ligand 1561
GtoPdb PubChem SID 178103785
PubChem CID 26879
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Wikipedia Levamisole