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Compound Detail

CHEMBL331237

TRICIRIBINE
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CN1N=C(N)c2cn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c3ncnc1c23

Basic Information

ChEMBL ID CHEMBL331237
Name TRICIRIBINE
Phase Preclinical
Structure Type MOL
InChI Key HOGVTUZUJGHKPL-HTVVRFAVSA-N
14
Targets
57
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

320.3
MW (Da)
-1.89
ALogP
10
HBA
4
HBD
142.2
PSA (Ų)
0.50
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 C13H16N6O4
MW 320.31
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.51

Activity Summary

IC50 55 meas. best 8.7
EC50 1 meas. best 5.7
Kd 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
IC50 8.7 7.0858 2.0 31
Human immunodeficiency virus 2
CHEMBL380
IC50 8.22 7.3675 6.0 4
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
IC50 7.7 7.475 20.0 4
Human immunodeficiency virus
CHEMBL613758
IC50 7.7 7.7 20.0 1
L1210
CHEMBL386
IC50 7.46 7.46 35.0 1
Simian immunodeficiency virus
CHEMBL613499
IC50 7.4 7.31 40.0 2
Huh-7
CHEMBL614039
EC50 5.7 5.7 2000.0 1
Histone deacetylase 6
CHEMBL1865
IC50 5.6 5.6 2521.0 1
Human betaherpesvirus 5
CHEMBL371
IC50 5.6 5.6 2500.0 1
HFF
CHEMBL614071
IC50 5.6 4.64 2500.0 5
H9
CHEMBL614806
IC50 4.79 4.79 16300.0 1
Human alphaherpesvirus 1
CHEMBL377
IC50 4.64 4.64 23000.0 1
ADMET
CHEMBL612558
IC50 4.64 4.64 23000.0 2
KB
CHEMBL398
IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 IC50 = 2.0 nM 8.7 Antiviral activity against Human immunodeficiency virus 1 subtype A RW/92/016 in... 20086149
Human immunodeficiency virus 2 IC50 = 6.0 nM 8.22 Antiviral activity against Human immunodeficiency virus 2 CDC 310319 infected in... 20086149
Human immunodeficiency virus 1 IC50 = 6.0 nM 8.22 Antiviral activity against Human immunodeficiency virus 1 ADA infected in human ... 20086149
Human immunodeficiency virus 1 IC50 = 10.0 nM 8.0 Antiviral activity against Human immunodeficiency virus 1 WEJO infected in phyto... 20086149
Human immunodeficiency virus 1 IC50 = 10.0 nM 8.0 Antiviral activity against Human immunodeficiency virus 1 subtype B 302056 infec... 20086149
Human immunodeficiency virus 1 IC50 = 18.0 nM 7.75 Antiviral activity against Human immunodeficiency virus 1 BAL infected in human ... 20086149
Human immunodeficiency virus 1 IC50 = 20.0 nM 7.7 Antiviral activity against HIV1 by XTT assay 26116177
Human immunodeficiency virus IC50 = 20.0 nM 7.7 Antiviral activity against HIV by syncytial plaque assay 26116177
Human immunodeficiency virus 2 IC50 = 20.0 nM 7.7 Antiviral activity against HIV2 by XTT assay 26116177
Human immunodeficiency virus 2 IC50 = 20.0 nM 7.7 Antiviral activity against Human immunodeficiency virus 2 CDC 310342 infected in... 20086149
Human immunodeficiency virus 1 IC50 = 20.0 nM 7.7 Antiviral activity against Human immunodeficiency virus 1 subtype C BR/92/025 in... 20086149
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 20.0 nM 7.7 Inhibitory concentration against human immunodeficiency virus type 1 reverse tra... 15916436
Human immunodeficiency virus 1 IC50 = 30.0 nM 7.52 Antiviral activity against Human immunodeficiency virus 1 subtype G JV 1083 infe... 20086149
L1210 IC50 = 35.0 nM 7.46 Tested in vitro for cytotoxicity against murine L1210 leukemic cells 10882371
Human immunodeficiency virus 1 IC50 = 36.0 nM 7.44 Antiviral activity against Human immunodeficiency virus 1 SK1 infected in human ... 20086149
Human immunodeficiency virus 1 IC50 = 40.0 nM 7.4 Antiviral activity against Human immunodeficiency virus 1 3B expressing nef prot... 20086149
Simian immunodeficiency virus IC50 = 40.0 nM 7.4 Antiviral activity against simian immunodeficiency virus 69R infected in phytohe... 20086149
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 40.0 nM 7.4 Inhibitory concentration against human immunodeficiency virus type 1 reverse tra... 15916436
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 40.0 nM 7.4 Antiviral activity was tested in cells acutely infected with HIV-1 RT (reverse t... 10882371
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 40.0 nM 7.4 Antiviral activity was evaluated by RT (reverse transcriptase) activity in cells... 10882373

Literature References

PubMed DOI Target Context # Activities
20086149 10.1128/aac.01443-09 Human immunodeficiency virus 1 49
20086149 10.1128/aac.01443-09 ADMET 26
18691894 10.1016/j.bmc.2008.07.076 MDA-MB-231 7
10882371 10.1021/jm990205m CEM-SS 7
18691894 10.1016/j.bmc.2008.07.076 MDA-MB-468 5
18691894 10.1016/j.bmc.2008.07.076 ADMET 5
18691894 10.1016/j.bmc.2008.07.076 MCF7 5
10882373 10.1021/jm990236h CEM-SS 4
23398362 10.1042/bj20121418 Insulin-like growth factor 1 receptor 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
23398362 10.1042/bj20121418 Tyrosine-protein kinase HCK 4
20086149 10.1128/aac.01443-09 CEM-SS 4
23398362 10.1042/bj20121418 Tyrosine-protein kinase Lck 4
23398362 10.1042/bj20121418 Insulin receptor 4
23398362 10.1042/bj20121418 Protein kinase C beta type 4
23398362 10.1042/bj20121418 Serine/threonine-protein kinase mTOR 4
23398362 10.1042/bj20121418 Cyclin-dependent kinase 5/CDK5 activator 1 4
23398362 10.1042/bj20121418 cGMP-dependent protein kinase 1 4
20086149 10.1128/aac.01443-09 H9 3
20086149 10.1128/aac.01443-09 PBMC 3

Data from ChEMBL 36 via Core Engine