thioguanine   

GtoPdb Ligand ID: 6845

Synonyms: 6-mercaptoguanine | 6-thioguanine | Lanvis® | Tabloid®
thioguanine is an approved drug (FDA (1966))
Compound class: Synthetic organic
Comment: Inhibits inosine-5'-monophosphate dehydrogenase 1.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 0
Topological polar surface area 115.47
Molecular weight 167.03
XLogP 0.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Nc1nc(=S)c2c([nH]1)nc[nH]2
Isomeric SMILES Nc1nc(=S)c2c([nH]1)nc[nH]2
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)
InChI Key WYWHKKSPHMUBEB-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1966))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
2-amino-6,7-dihydro-3H-purine-6-thione
International Nonproprietary Names
INN number INN
1998 tioguanine
Synonyms
6-mercaptoguanine | 6-thioguanine | Lanvis® | Tabloid®
Database Links
CAS Registry No. 154-42-7
ChEMBL Ligand CHEMBL727
DrugBank Ligand DB00352
DrugCentral Ligand 2632
GtoPdb PubChem SID 178103451
PubChem CID 2723601
RCSB PDB Ligand DX4
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Wikipedia Thioguanine

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Tocris
6-Thioguanine
Cat. No. 4061