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Compound Detail

CHEMBL448290

THIOINOSINE
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OC[C@H]1O[C@@H](n2cnc3c(S)ncnc32)[C@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL448290
Name THIOINOSINE
Phase Preclinical
Structure Type MOL
InChI Key NKGPJODWTZCHGF-KQYNXXCUSA-N

Known Names

6-mercaptopurine riboside Mercaptopurine ribonucleoside NSC-4911 Thioinosine
6
Targets
18
Activities
3
Assay Types
0
PK Parameters
15
Publications
4
Known Names

Molecular Properties

284.3
MW (Da)
-1.27
ALogP
9
HBA
4
HBD
113.5
PSA (Ų)
0.40
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -nosine

Extended Properties

Molecular Formula C10H12N4O4S
MW 284.30
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness 0.98

Activity Summary

IC50 15 meas. best 8.0
EC50 2 meas. best 6.6
Ki 1 meas. best 5.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
L1210
CHEMBL386
 IC50 8.0 7.585 10.0 2
Unchecked
CHEMBL612545
 IC50 7.84 6.7589 14.4 9
S49
CHEMBL614891
 EC50 6.6 6.6 250.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.41 4.8 3900.0 2
Tyrosinase
CHEMBL3318
 Ki 5.1 5.1 8000.0 1
Bacillus anthracis
CHEMBL613904
 IC50 4.4 4.4 40000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
L1210 IC50 = 10.0 nM 8.0 Inhibitory concentration on parentral (sensitive) L1210 leukemia cells. 1906107
Unchecked IC50 = 14.37 nM 7.84 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 28.58 nM 7.54 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 28.67 nM 7.54 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 63.02 nM 7.2 PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co... -
L1210 IC50 = 68.0 nM 7.17 Inhibitory concentration on multidrug-resistant L1210 leukemia cells. 1906107
Unchecked IC50 = 118.09 nM 6.93 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
S49 EC50 = 250.0 nM 6.6 Cytotoxicity against wild type mouse S49 cells assessed as growth inhibition aft... 221658
Unchecked IC50 = 504.42 nM 6.3 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 1063.82 nM 5.97 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Unchecked IC50 = 1420.6 nM 5.85 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Unchecked IC50 = 2185.0 nM 5.66 PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c... -
NON-PROTEIN TARGET IC50 = 3900.0 nM 5.41 Antioxidant activity assessed as ABTS radical scavenging activity 19692149
Tyrosinase Ki = 8000.0 nM 5.1 Inhibition of mushroom tyrosinase 32283298
Bacillus anthracis IC50 = 40000.0 nM 4.4 Antibacterial activity against Bacillus anthracis Sterne 34F2 infected in mouse ... 20921305
NON-PROTEIN TARGET IC50 = 65000.0 nM 4.19 Antioxidant activity assessed as galvinoxyl radical scavenging activity 19692149

Literature References

PubMed DOI Target Context # Activities
7265126 10.1021/jm00136a008 Mus musculus 10
19692149 10.1016/j.ejmech.2009.07.020 NON-PROTEIN TARGET 5
7143371 10.1021/jm00353a012 Vero 3
3862866 10.1021/jm00148a018 Erythroleukemia cell line 3
1906107 10.1021/jm00111a004 L1210 2
2296010 10.1021/jm00163a020 L1210 2
20921305 10.1128/aac.01029-10 Bacillus anthracis 2
221658 10.1021/jm00193a012 S49 2
1906107 10.1021/jm00111a004 Unchecked 1
7086819 10.1021/jm00343a007 Eimeria tenella 1
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] A 1
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] B 1
19692149 10.1016/j.ejmech.2009.07.020 Radical scavenging activity 1
20921305 10.1128/aac.01029-10 J774.A1 1
32283298 10.1016/j.ejmech.2020.112275 Tyrosinase 1

Data from ChEMBL 36 via Core Engine