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Compound Detail

CHEMBL99203

IODOTUBERCIDIN
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Nc1ncnc2c1c(I)cn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL99203
Name IODOTUBERCIDIN
Phase Preclinical
Structure Type MOL
InChI Key WHSIXKUPQCKWBY-IOSLPCCCSA-N
16
Targets
35
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

392.1
MW (Da)
-0.77
ALogP
8
HBA
4
HBD
126.7
PSA (Ų)
0.49
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C11H13IN4O4
MW 392.15
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.94

Activity Summary

IC50 22 meas. best 8.3
Ki 9 meas. best 8.03
EC50 4 meas. best 6.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase haspin
CHEMBL1075163
 IC50 8.3 8.3 5.0 1
Adenosine kinase
CHEMBL2384
 Ki 8.03 7.9 9.3 2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 7.89 7.52 13.0 2
Adenosine kinase
CHEMBL3589
 Ki 7.79 7.586 16.3 5
Adenosine kinase
CHEMBL3589
 IC50 7.58 7.3317 26.0 6
Adenosine kinase
CHEMBL4523106
 Ki 6.68 6.68 210.0 1
Casein kinase I isoform alpha
CHEMBL2793
 IC50 6.54 6.54 287.0 1
Pancreatic beta cell
CHEMBL614780
 EC50 6.51 6.425 310.0 2
Human betaherpesvirus 5
CHEMBL371
 IC50 6.4 6.4 400.0 1
Mitogen-activated protein kinase 1
CHEMBL4040
 Ki 6.28 6.28 530.0 1
Trypanosoma cruzi
CHEMBL368
 EC50 6.1 6.1 800.0 1
Mitogen-activated protein kinase 1
CHEMBL4040
 IC50 5.92 5.92 1200.0 1
Adenosine kinase
CHEMBL4523271
 IC50 5.92 5.92 1200.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.7 5.7 2000.0 1
HFF
CHEMBL614071
 IC50 5.7 5.7 2000.0 1
ADMET
CHEMBL612558
 IC50 5.68 5.68 2100.0 1
Unchecked
CHEMBL612545
 EC50 5.27 5.27 5350.0 1
Histone-lysine N-methyltransferase, H3 lysine-79 specific
CHEMBL1795117
 IC50 5.16 4.8833 7000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase haspin IC50 = 5.0 nM 8.3 Inhibition of haspin (unknown origin) 39038808
Adenosine kinase Ki = 9.3 nM 8.03 Inhibition of Sprague-Dawley rat brain cytosolic Adk using [2-3H]adenosine incub... 27595538
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 13.0 nM 7.89 Inhibition of DYRK1A (unknown origin) in presence of ATP at 15 uM 33682417
Adenosine kinase Ki = 16.3 nM 7.79 Reversible inhibition of recombinant human Adk-short expressed in Escherichia co... 27595538
Adenosine kinase Ki = 17.0 nM 7.77 Inhibition of rat brain ADK expressed in Escherichia coli 27595538
Adenosine kinase IC50 = 26.0 nM 7.58 Inhibition of human adenosine kinase assessed as reduction in conversion of aden... 27410258
Adenosine kinase Ki = 26.0 nM 7.58 Inhibition of recombinant human Adk using [U-14C]adenosine by liquid scintillati... 27595538
Adenosine kinase IC50 = 26.0 nM 7.58 Inhibitory concentration against human recombinant adenosine kinase using [14C]A... 16190769
Adenosine kinase IC50 = 26.0 nM 7.58 Inhibition of recombinant human adenosine kinase 10956196
Adenosine kinase IC50 = 26.0 nM 7.58 Inhibitory activity against human recombinant adenosine kinase 14561094
Adenosine kinase IC50 = 26.0 nM 7.58 Inhibition of human adenosine kinase activity 11958989
Adenosine kinase Ki = 30.0 nM 7.52 Inhibition of purified human adenosine kinase using varying levels of [3H]Ado as... 31002508
Adenosine kinase Ki = 30.0 nM 7.52 Inhibition of adenosine kinase 18077363
Adenosine kinase Ki = 30.0 nM 7.52 Inhibition of human placental adenosine kinase 8230132
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 71.0 nM 7.15 Inhibition of DYRK1A (unknown origin) 32077280
Adenosine kinase Ki = 210.0 nM 6.68 Inhibition of Mycobacterium tuberculosis H37Ra ATCC 25177 adenosine kinase using... 31002508
Casein kinase I isoform alpha IC50 = 287.0 nM 6.54 Identification of CSNK1A1 Inhibitors: In order to identify inhibitors of CSNK1A1... -
Pancreatic beta cell EC50 = 310.0 nM 6.51 Induction of cell proliferation in human beta cells 32077280
Human betaherpesvirus 5 IC50 = 400.0 nM 6.4 Inhibitory concentration against human cytomegalovirus (HCMV) in plaque reductio... 2846837
Pancreatic beta cell EC50 = 460.0 nM 6.34 Induction of cell proliferation in rat beta cells 32077280

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 HEK-293T 9
- 10.6019/CHEMBL5303304 Fibroblast 9
- 10.6019/CHEMBL5303304 U2OS 9
27410258 10.1021/acs.jmedchem.6b00689 Adenosine kinase 6
27595538 10.1016/j.bmc.2016.08.026 Adenosine kinase 6
31002508 10.1021/acs.jmedchem.9b00020 Mycobacterium tuberculosis 4
8230132 10.1021/jm00074a024 Rattus norvegicus 4
32077280 10.1021/acs.jmedchem.9b01624 Pancreatic beta cell 4
8230132 10.1021/jm00074a024 Adenosine kinase 3
31002508 10.1021/acs.jmedchem.9b00020 Adenosine kinase 3
23433670 10.1016/j.bmc.2013.01.049 Histone-lysine N-methyltransferase, H3 lysine-79 specific 2
18077363 10.1073/pnas.0708800104 Serine/threonine-protein kinase 26 2
11958989 10.1016/s0960-894x(02)00042-2 Adenosine kinase 2
18077363 10.1073/pnas.0708800104 Ribosomal protein S6 kinase alpha-3 2
32787076 10.1021/acs.jmedchem.0c00898 Unchecked 2
37122542 10.1039/d2md00377e MDA-MB-231 2
31495177 10.1021/acs.jmedchem.9b01275 Unchecked 2
26733474 10.1016/j.bmcl.2015.12.056 Mitogen-activated protein kinase 1 2
6699874 10.1021/jm00369a010 Coxsackievirus B4 2
6699874 10.1021/jm00369a010 Vesicular stomatitis virus 2

Data from ChEMBL 36 via Core Engine