General
Preferred name
TIOGUANINE
Synonyms
THIOGUANINE ()
Thioguanine£»2-Amino-6-purinethiol ()
6-Thioguanine ()
Thioguanine??2-Amino-6-purinethiol ()
2-Amino-6-mercaptopurine ()
6-TG ()
Lanvis ()
6-Mercaptoguanine ()
2-Aminopurine-6-thiol ()
Tioguanin ()
TG ()
2-Amino-6-purinethiol ()
Thioguanine (NSC 752) ()
NSC 752,6-Thioguanine, 2-Amino-6-purinethiol ()
NSC-76504 ()
Tioguanine hemihydrate ()
NSC-752 ()
Tabloid ()
Tioguanine ()
Thioguanine, anhydrous ()
Thioguanine anhydrous ()
Thioguanine hemihydrate ()
P&D ID
PD001469
CAS
154-42-7
5580-03-0
Tags
covalent binder
prodrug
natural product
drug
available
Approved by
FDA
First approval
1966
Drug Status
approved
Drug indication
Acute myeloid leukaemia
Antineoplastic
Severe acute respiratory syndrome (SARS)
Middle East Respiratory Syndrome (MERS)
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Inhibits inosine-5'-monophosphate dehydrogenase 1. (GtoPdb)
DESCRIPTION MRP inhibitor (Tocris Bioactive Compound Library)
DESCRIPTION Thioguanine incorporation alters the DNA cleavage induced by topoisomerase II in the presence and absence of etoposide (BOC Sciences Bioactive Compounds)
Cell lines
65
Organisms
3
Compound Sets
27
Axon Medchem Screening Library
3253
BOC Sciences Bioactive Compounds
thioguanine-cas-154-42-7-item-84-311949
Cayman Chemical Bioactives
15774
ChEMBL Approved Drugs
CHEMBL727
ChEMBL Drugs
CHEMBL727
Concise Guide to Pharmacology 2017/18
6845
CovBinderInPDB
CBR006338
Drug Repurposing Hub
DrugBank
DB00352
DrugBank Approved Drugs
DB00352
DrugCentral
2632
DrugCentral Approved Drugs
2632
DrugMAP
DM7NKEV
DM7RMG9
DrugMAP Approved Drugs
DM7NKEV
DrugMatrix
Enamine BioReference Compounds
Guide to Pharmacology
6845
JUMP-Target 1 Compound Set
2723601
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL727
MedChem Express Bioactive Compound Library
HY-13765
NIH Approved Oncology Drugs
538243
NPC Screening Collection
ReFrame library
Selleckchem Bioactive Compound Library
Thioguanine
TargetMol Bioactive Compound Library
T3089
The Spectrum Collection
Tocris Bioactive Compound Library
4061
External IDs
61
Properties
(calculated by RDKit )
Molecular Weight
167.03
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
3
Rotatable Bonds
0
Ring Count
2
Aromatic Ring Count
2
cLogP
0.22
TPSA
80.48
Fraction CSP3
0.0
Chiral centers
0.0
Largest ring
6.0
QED
0.39
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Chromatin/Epigenetic
Ubiquitination
Anti-infection
Apoptosis
Autophagy
Cell Cycle/DNA Damage
Epigenetics
Metabolic Enzyme/Protease
Target
DNMT1
USP2
IMPDH1, IMPDH2
Purine analog
IMPDH1
Deubiquitinase
DNA Methyltransferase
Endogenous Metabolite
SARS-CoV
Primary Target
Immunosuppressants
Indication
acute myeloid leukemia (AML)
MOA
purine antagonist
Therapeutic Class
Anticancer Agents
Antiviral Agents
Solubility
In Vitro:<br/>DMSO : 10 mg/mL(59.81 mM
Need ultrasonic and warming)<br/>In Vivo:<br/>1.Add each solvent one by one:10% DMSO >> 40% PEG300 >> 5% Tween-80 >> 45% saline<br/>Solubility: ≥ 1.67 mg/mL (9.99 mM)
Clear solution
Source data