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Compound Detail

CHEMBL258893

CHELERYTHRINE CHLORIDE
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COc1ccc2c(c[n+](C)c3c4cc5c(cc4ccc23)OCO5)c1OC.[Cl-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL258893
Name CHELERYTHRINE CHLORIDE
Phase Preclinical
Structure Type MOL
InChI Key WEEFNMFMNMASJY-UHFFFAOYSA-M
Parent Compound CHEMBL13045
Active Moiety CHEMBL13045
15
Targets
34
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

348.4
MW (Da)
3.72
ALogP
4
HBA
0
HBD
40.8
PSA (Ų)
0.41
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 C21H18ClNO4
MW 383.83
Aromatic Rings 4
Heavy Atoms 26
NP-Likeness 0.96

Activity Summary

IC50 23 meas. best 8.0
Ki 7 meas. best 6.5
EC50 4 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.0 6.335 10.0 6
Protein kinase C epsilon type
CHEMBL3582
 IC50 7.62 7.62 24.0 1
Acetylcholinesterase
CHEMBL220
 Ki 6.5 6.225 320.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 6.4 6.11 396.0 2
Acetylcholinesterase
CHEMBL4078
 Ki 6.32 6.18 480.0 2
Acetylcholinesterase
CHEMBL220
 IC50 5.81 5.81 1540.0 1
HCT-116
CHEMBL394
 IC50 5.67 5.67 2130.0 1
HL-60
CHEMBL383
 IC50 5.52 5.52 2990.0 1
Acetylcholinesterase
CHEMBL4078
 IC50 5.42 5.42 3780.0 1
A2780
CHEMBL614004
 IC50 5.33 5.33 4630.0 1
Cholinesterase
CHEMBL5763
 IC50 5.2 5.2 6330.0 1
Ras-related C3 botulinum toxin substrate 1
CHEMBL6094
 IC50 5.16 5.16 7000.0 1
Staphylococcus epidermidis
CHEMBL353
 EC50 5.07 5.07 8600.0 1
Cholinesterase
CHEMBL1914
 IC50 4.99 4.99 10340.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.9 4.8857 12589.2 7
Staphylococcus aureus
CHEMBL352
 EC50 4.82 4.82 15200.0 1
Unchecked
CHEMBL612545
 Ki 4.02 4.02 96000.0 1
Bcl2-associated agonist of cell death
CHEMBL3817
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 10.0 nM 8.0 Inhibition of PKC 18077363
Protein kinase C epsilon type IC50 = 24.0 nM 7.62 Inhibition of PKCepsilon 18077363
Unchecked IC50 = 30.0 nM 7.52 Inhibition of human Glutaminase 36996714
Acetylcholinesterase Ki = 320.0 nM 6.5 Competitive inhibition of human AChE using acetyl thiocholine iodide as substrat... 23062825
NON-PROTEIN TARGET EC50 = 396.0 nM 6.4 Antiproliferative activity against mouse neural precursor cells by MTT assay 17417631
Acetylcholinesterase Ki = 480.0 nM 6.32 Competitive inhibition of electric eel AChE using acetyl thiocholine iodide as s... 23062825
Unchecked IC50 = 660.0 nM 6.18 Inhibition of PKC 18077363
Unchecked IC50 = 900.0 nM 6.05 Inhibition of PKA 18077363
Acetylcholinesterase Ki = 920.0 nM 6.04 Uncompetitive inhibition of electric eel AChE using acetyl thiocholine iodide as... 23062825
Acetylcholinesterase Ki = 1120.0 nM 5.95 Uncompetitive inhibition of human AChE using acetyl thiocholine iodide as substr... 23062825
NON-PROTEIN TARGET EC50 = 1531.0 nM 5.82 Antiproliferative activity against mouse astrocyte cells by MTT assay 17417631
Acetylcholinesterase IC50 = 1540.0 nM 5.81 Inhibition of human AChE by Ellman's method 23062825
HCT-116 IC50 = 2130.0 nM 5.67 Antiproliferative activity against human HCT116 cells assessed as inhibition of ... 26026362
HL-60 IC50 = 2990.0 nM 5.52 Antiproliferative activity against human HL60 cells assessed as inhibition of ce... 26026362
Acetylcholinesterase IC50 = 3780.0 nM 5.42 Inhibition of electric eel AChE by Ellman's method 23062825
Unchecked IC50 = 4200.0 nM 5.38 Inhibition of HFIP-induced amyloid beta (1 to 40) aggregation after 45 mins by t... 23062825
A2780 IC50 = 4630.0 nM 5.33 In vitro cytotoxicity for human ovarian tumor A2780 cells 15999988
Cholinesterase IC50 = 6330.0 nM 5.2 Inhibition of horse BChE by Ellman's method 23062825
Ras-related C3 botulinum toxin substrate 1 IC50 = 7000.0 nM 5.16 Inhibition of Rac1b GTPase activity assessed as incorporation of BODIPY-GTP afte... 19716293
Staphylococcus epidermidis EC50 = 8600.0 nM 5.07 Antibacterial activity against Staphylococcus epidermidis ATCC 35984 assessed as... 22182580

Literature References

PubMed DOI Target Context # Activities
38330258 10.1021/acs.jmedchem.3c01943 Cytochrome P450 3A4 15
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 11
18024584 10.1073/pnas.0709695104 H4 11
7288825 10.1021/jm00141a019 Alanine aminotransferase 1 8
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
7288825 10.1021/jm00141a019 ADMET 6
22182580 10.1016/j.bmc.2011.11.052 Staphylococcus aureus 6
22182580 10.1016/j.bmc.2011.11.052 Staphylococcus epidermidis 5
19716293 10.1016/j.bmcl.2009.08.037 Ras-related C3 botulinum toxin substrate 1 4
23062825 10.1016/j.bmc.2012.09.040 Unchecked 3
10395504 10.1021/np990005d Mus musculus 3
10395504 10.1021/np990005d P388 3
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 3
38330258 10.1021/acs.jmedchem.3c01943 No relevant target 3
18077363 10.1073/pnas.0708800104 Unchecked 3
18077363 10.1073/pnas.0708800104 Ribosomal protein S6 kinase alpha-3 2
17417631 10.1038/nchembio873 Unchecked 2
17417631 10.1038/nchembio873 NON-PROTEIN TARGET 2
19716293 10.1016/j.bmcl.2009.08.037 Unchecked 2
18077363 10.1073/pnas.0708800104 Serine/threonine-protein kinase 26 2

Data from ChEMBL 36 via Core Engine