General Information of the Compound
Compound ID
CP0035835
Compound Name
(S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
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Synonyms
(-)-Tetramisole
(6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
(S)-(-)-Levamisole
Dl-Tetramisol
Dl-Tetramisole
Ergamisol (TN)
Ketrax
Ketrax (TN)
L(-)-Levamisole
L-2,3,5,6-Tetrahyro-6-phenylimidazo(2,1-b)thiazole
L-Tetramisole
LEVOMYSOL
Lepuron
Levamisol
Levamisol [INN-Spanish]
Levamisole
Levamisole (INN)
Levamisole Base;Nilverm base
Levamisole [INN:BAN]
Levamisolum
Levamisolum [INN-Latin]
Levotetramisole
P00039
TCMDC-125847
Tetramisol
Vermisol 150
Wormicid
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Structure
Formula
C11H12N2S
Molecular Weight
204.298
Canonical SMILES
C1CN2C[C@@H](N=C2S1)c1ccccc1
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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
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InChIKey
HLFSDGLLUJUHTE-SNVBAGLBSA-N
CAS
53096-13-2
Physicochemical Property
logP
2.1461
Rotatable Bonds
1
Heavy Atom Count
14
Polar Areas
15.6
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Complexity
14

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 26879
SID: 14748767
ChEMBL ID
CHEMBL1454
DrugBank ID
DB00848
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01329, Alkaline phosphatase, tissue-nonspecific isozyme
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7
 Cell Line Info 
Chlorocebus aethiops (Green monkey)  2
1
IC50 = 19200 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 20210 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 > 5000 nM
2 Ki = 16000 nM
Clinical Information about the Compound
Drug 1 ( Levamisole )
Drug Name Levamisole
Company Janssen Pharmaceutica
Indication
Parasitic infection
Approved
Colon cancer
Withdrawn from market
Target(s)
Alkaline phosphatase tissue-nonspecific (ALPL)
 Target Info 
Inhibitor