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Compound Detail

CHEMBL47298

TILORONE
🧪 Phase II
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🧪 Phase II
CCN(CC)CCOc1ccc2c(c1)C(=O)c1cc(OCCN(CC)CC)ccc1-2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL47298
Name TILORONE
Phase Phase II
Structure Type MOL
InChI Key MPMFCABZENCRHV-UHFFFAOYSA-N

Known Names

Amixin ic Tilorona Tilorone
7
Targets
13
Activities
4
Assay Types
0
PK Parameters
20
Publications
3
Known Names
1
Indications

Molecular Properties

410.6
MW (Da)
4.34
ALogP
5
HBA
0
HBD
42.0
PSA (Ų)
0.44
QED
0
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 1970

Extended Properties

Molecular Formula C25H34N2O3
MW 410.56
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -0.43

Indications

Virus Diseases

ATC Classification

J05AX19
tilorone
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

IC50 7 meas. best 5.94
Ki 3 meas. best 7.25
EC50 2 meas. best 5.6
Kd 1 meas. best 6.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL4980
 Ki 7.25 7.105 56.0 2
Muscarinic acetylcholine receptor
CHEMBL1907609
 Ki 6.38 6.38 420.0 1
Unchecked
CHEMBL612545
 Kd 6.14 6.14 731.0 1
Ebolavirus
CHEMBL4434621
 IC50 5.94 5.94 1140.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 EC50 5.6 5.6 2500.0 1
SARS-CoV-2
CHEMBL4303835
 IC50 5.39 5.146 4090.0 5
Chikungunya virus
CHEMBL4296563
 EC50 5.38 5.38 4200.0 1
Unchecked
CHEMBL612545
 IC50 5.15 5.15 7100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor subunit alpha-7 Ki = 56.0 nM 7.25 Displacement of [3H]methyllylcaconitine from alpha7 nAChR in rat brain 22281189
Neuronal acetylcholine receptor subunit alpha-7 Ki = 110.0 nM 6.96 Displacement of [3H]-MLA from alpha7 nicotine acetylcholine receptor in rat brai... 26142318
Muscarinic acetylcholine receptor Ki = 420.0 nM 6.38 Binding affinity to muscarinic receptor in rat brain 22281189
Unchecked Kd = 731.0 nM 6.14 Binding affinity to Ebola virus glycoprotein assessed as dissociation constant i... 32832035
Ebolavirus IC50 = 1140.0 nM 5.94 Antiviral activity against Ebolavirus infected in human HeLa cells assessed as r... 32832035
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 2500.0 nM 5.6 Agonist activity at human recombinant alpha7 nAChR expressed in xenopus oocytes ... 22281189
SARS-CoV-2 IC50 = 4090.0 nM 5.39 Antiviral activity against SARS-CoV-2 (viral titer) measured by plaque assay in ... -
SARS-CoV-2 IC50 = 4090.0 nM 5.39 Antiviral activity against SARS-CoV 2 infected in african green monkey Vero E6 c... 33070079
SARS-CoV-2 IC50 = 4090.0 nM 5.39 Antiviral activity against SARS CoV-2 infected in african green monkey Vero cell... 37981443
Chikungunya virus EC50 = 4200.0 nM 5.38 Antiviral activity against CHIKV infected in African green monkey Vero cells 36940609
Unchecked IC50 = 7100.0 nM 5.15 Inhibition of Bacillus anthracis Sterne 34F2 DnaG primase activity using a DNA 3... 26965856
SARS-CoV-2 IC50 = 16440.0 nM 4.78 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
SARS-CoV-2 IC50 = 16440.0 nM 4.78 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -

Literature References

PubMed DOI Target Context # Activities
6167716 10.1021/jm00135a006 ADMET 10
6167716 10.1021/jm00135a006 No relevant target 5
1732553 10.1021/jm00080a022 Rattus norvegicus 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
22281189 10.1016/j.bmcl.2011.12.126 Neuronal acetylcholine receptor subunit alpha-7 3
26965856 10.1016/j.bmcl.2016.02.087 Unchecked 2
19349097 10.1016/j.ejmech.2009.03.004 Calf thymus DNA 2
17428028 10.1021/ci6004542 Phospholipidosis 2
- 10.6019/CHEMBL4495565 Vero C1008 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 ADMET 2
36940609 10.1016/j.bmc.2023.117239 Chikungunya virus 2
22122484 10.1021/jm201082a ADMET 1
- 10.6019/CHEMBL3301361 ADMET 1
37981443 10.1016/j.ejmech.2023.115923 SARS-CoV-2 1
22281189 10.1016/j.bmcl.2011.12.126 Neuronal acetylcholine receptor; alpha3/beta4 1
22281189 10.1016/j.bmcl.2011.12.126 Neuronal acetylcholine receptor; alpha3/beta2 1
20799726 10.1021/mp100103e Phospholipidosis 1
1732553 10.1021/jm00080a022 Mus musculus 1

Data from ChEMBL 36 via Core Engine