General Information of the Compound
Compound ID
CP0075498
Compound Name
2-Amino-1,7-dihydro-purine-6-thione
    Show/Hide
Synonyms
2 Amino 6 Purinethiol
2-Amino 6MP
2-Amino-1,7-dihydro-6H-purin-6-thion
2-Amino-1,7-dihydro-6H-purin-6-thion [Czech]
2-Amino-1,7-dihydro-6H-purine-6-thione
2-Amino-6-MP
2-Amino-6-mercaptopurine
2-Amino-6-merkaptopurin
2-Amino-6-merkaptopurin [Czech]
2-Amino-6-purinethiol
2-Amino-9H-purine-6-thiol
2-Aminopurin-6-thiol
2-Aminopurin-6-thiol [Czech]
2-Aminopurine-6(1H)-thione
2-Aminopurine-6-thiol
2-Thioguanine
2-amino-3,7-dihydropurine-6-thione
6 Thioguanine
6-Mercapto-2-aminopurine
6-Mercaptoguanine
6-TG
6-Thioguanine
6-Thioguanine (6-TG)
6-Thioguanine, Thioguanine
6-thioguanine
BW 5071
DX4
Glaxo Wellcome Brand of Thioguanine
Glaxo Wellcome Brand of Tioguanine
GlaxoSmithKline Brand of Thioguanine
GlaxoSmithKline Brand of Tioguanine
Guanine, thio-(VAN)
LT00455187
Lanvis
Lanvis (TN)
Purine antimetabolite: antimetabolite: inhibits nucleic acid replication
THG
Tabloid
Thioguanin GSK
Thioguanin-GSK
ThioguaninGSK
Thioguanine
Thioguanine (Guanine analog)
Thioguanine Hemihydrate
Thioguanine Monosodium Salt
Thioguanine Tabloid
Thioguanine [USAN:BAN]
Tioguanin
Tioguanina
Tioguanina Wellcome
Tioguanina[INN-Spanish]
Tioguanine
Tioguanine (INN)
Tioguanine GlaxoSmithKline Brand
Tioguaninum
Tioguaninum [INN-Latin]
Wellcome Brand of Thioguanine
Wellcome U3B
    Show/Hide
Structure
Formula
C5H5N5S
Molecular Weight
167.197
Canonical SMILES
Nc1nc2nc[nH]c2c(=S)[nH]1
    Show/Hide
InChI
InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
    Show/Hide
InChIKey
WYWHKKSPHMUBEB-UHFFFAOYSA-N
CAS
154-42-7
Physicochemical Property
logP
0.59769
Rotatable Bonds
0
Heavy Atom Count
11
Polar Areas
83.38
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Complexity
11

"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).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 2723601
SID: 49749672
ChEMBL ID
CHEMBL727
DrugBank ID
DB00352
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: PT01216, Apoptosis regulator Bcl-2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000001 Jurkat
 Cell Line Info 
Homo sapiens (Human)  1
1
GI50 = 147000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT01217, Bcl-2-like protein 1
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000001 Jurkat
 Cell Line Info 
Homo sapiens (Human)  1
1
GI50 = 183000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT02997, Isocitrate dehydrogenase [NADP] cytoplasmic
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000156 HT-1080
 Cell Line Info 
Homo sapiens (Human)  1
1
Potency ~ 2310.9 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT06124, Paired box protein Pax-8
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000097 RMG-I
 Cell Line Info 
Homo sapiens (Human)  1
1
AC50 = 1180 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Thioguanine )
Drug Name Thioguanine
Company Glaxo Smith Kline Pharmaceuticals
Indication
Acute myeloid leukaemia
Approved
Drug 2 ( Thioguanine )
Drug Name Thioguanine
Company Glaxo Smith Kline Pharmaceuticals
Indication
Acute lymphocytic leukaemia
Approved
Severe acute respiratory syndrome (SARS)
Preclinical
Middle East Respiratory Syndrome (MERS)
Preclinical