thioguanine   Click here for help

GtoPdb Ligand ID: 6845

Synonyms: 6-mercaptoguanine | 6-thioguanine | Lanvis® | Tabloid®
Approved drug PDB Ligand
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
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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
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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 Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1966))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
2-amino-6,7-dihydro-3H-purine-6-thione
International Nonproprietary Names Click here for help
INN number INN
1998 tioguanine
Synonyms Click here for help
6-mercaptoguanine | 6-thioguanine | Lanvis® | Tabloid®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9679095
Reactome Reaction Reactome logo R-HSA-9678749
Other databases
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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UniChem Compound Search for chemical match using the InChIKey WYWHKKSPHMUBEB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WYWHKKSPHMUBEB-UHFFFAOYSA-N
Wikipedia Thioguanine

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Tocris
6-Thioguanine (links to external site)
Cat. No. 4061