Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL215226

GENETICIN
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H]([C@@H](C)O)[C@@H](O)[C@H](O)[C@H]3N)[C@@H](N)C[C@H]2N)OC[C@]1(C)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL215226
Name GENETICIN
Phase Preclinical
Structure Type MOL
InChI Key BRZYSWJRSDMWLG-DJWUNRQOSA-N
4
Targets
5
Activities
3
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

496.6
MW (Da)
-5.61
ALogP
14
HBA
10
HBD
248.4
PSA (Ų)
0.16
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H40N4O10
MW 496.56
Aromatic Rings 0
Heavy Atoms 34
NP-Likeness 1.62

Activity Summary

EC50 2 meas. best 5.4
IC50 2 meas. best 8.05
Kd 1 meas. best 4.84

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bacterial 70S ribosome
CHEMBL2363135
 IC50 8.05 8.05 8.9 1
Unchecked
CHEMBL612545
 IC50 5.7 5.7 2000.0 1
Dengue virus
CHEMBL613757
 EC50 5.4 5.31 4000.0 2
Ribosomal RNA A-site
CHEMBL614640
 Kd 4.84 4.84 14520.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.25 hr Mus musculus
T1/2 80.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bacterial 70S ribosome IC50 = 8.9 nM 8.05 Inhibition of ribosomal activity in Escherichia coli strain B assessed as inhibi... 20409719
Unchecked IC50 = 2000.0 nM 5.7 Inhibition of ribosomal activity in Spodoptera frugiperda Sf21 cells assessed as... 20409719
Dengue virus EC50 = 4000.0 nM 5.4 Antiviral activity against Dengue virus assessed as reduction of virus yield by ... 19739651
Dengue virus EC50 = 6000.0 nM 5.22 Antiviral activity against Dengue virus assessed as inhibition of virus-induced ... 19739651
Ribosomal RNA A-site Kd = 14520.0 nM 4.84 Binding affinity to bacterial ribosomal A site RNA oligonucleotide 16942021

Literature References

PubMed DOI Target Context # Activities
17881586 10.1073/pnas.0610878104 Mus musculus 16
20145089 10.1128/aac.01444-09 Escherichia coli 7
19104019 10.1128/aac.00388-08 Streptomyces coelicolor 6
38116427 10.1021/acsmedchemlett.3c00424 Premature termination codon 5
19739651 10.1021/jm900652e Dengue virus 2
30278331 10.1016/j.ejmech.2018.09.057 IMR-90 2
30278331 10.1016/j.ejmech.2018.09.057 Unchecked 2
20409719 10.1016/j.bmc.2010.03.060 Bacillus subtilis 1
20409719 10.1016/j.bmc.2010.03.060 Escherichia coli 1
20409719 10.1016/j.bmc.2010.03.060 Unchecked 1
20409719 10.1016/j.bmc.2010.03.060 Bacterial 70S ribosome 1
20409719 10.1016/j.bmc.2010.03.060 ADMET 1
20409719 10.1016/j.bmc.2010.03.060 HEK293 1
16942021 10.1021/jm060288o Ribosomal RNA A-site 1
22781310 10.1016/j.bmc.2012.06.028 Leishmania mexicana 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
24387625 10.1021/np4006822 Leishmania major 1
26101575 10.1021/acsmedchemlett.5b00121 COS-7 1
19445516 10.1021/jm9000659 Nucleic Acid 1

Data from ChEMBL 36 via Core Engine