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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL12089
CHEMBL12089
Compound Name BERBERINE CHLORIDE
ChEMBL Synonyms GNF-Pf-4545 | BERBERINE CHLORIDE
Max Phase 1
Trade Names
Molecular Formula C20H18ClNO4

Additional synonyms for CHEMBL12089 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES [Cl-].COc1ccc2cc3c4cc5OCOc5cc4CC[n+]3cc2c1OC
Standard InChI InChI=1S/C20H18NO4.ClH/c1-22-17-4-3-12-7-16-14-9-19-18(24-11 ...
Download InChI
Standard InChI Key VKJGBAJNNALVAV-UHFFFAOYSA-M

Sources

  • DrugMatrix
  • Novartis Malaria Screening
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL12089

Molecule Features

CHEMBL12089 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
COLITIS, ULCERATIVED003093EFO:0000729ULCERATIVE COLITIS1ClinicalTrials

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL12089. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 1.000
CHEMBL5763 Cholinesterase Equus caballus 1.000
CHEMBL4081 Coagulation factor III Homo sapiens 1.000
CHEMBL5077 Butyrylcholinesterase Equus caballus 1.000
CHEMBL3658 Tubulin alpha chain Sus scrofa 0.997
CHEMBL3394 Tubulin beta chain Bos taurus 0.983
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.973
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.723
CHEMBL4878 Cytochrome P450 1B1 Homo sapiens 0.664
CHEMBL3949 Endothelin receptor ET-B Sus scrofa 0.483
CHEMBL252 Endothelin receptor ET-A Homo sapiens 0.430
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.387
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.309
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 0.297
CHEMBL2216739 Carnitine O-palmitoyltransferase 1, muscle isoform Homo sapiens 0.295
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.211



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5763 Cholinesterase Equus caballus 1.000
CHEMBL5077 Butyrylcholinesterase Equus caballus 1.000
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 1.000
CHEMBL4081 Coagulation factor III Homo sapiens 1.000
CHEMBL3658 Tubulin alpha chain Sus scrofa 0.999
CHEMBL3394 Tubulin beta chain Bos taurus 0.998
CHEMBL2717 Phosphodiesterase 11A Homo sapiens 0.992
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.722
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.532
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 0.526
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.515
CHEMBL4878 Cytochrome P450 1B1 Homo sapiens 0.426
CHEMBL4226 Dual specificity protein kinase CLK3 Homo sapiens 0.319
CHEMBL3949 Endothelin receptor ET-B Sus scrofa 0.286
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.231
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.224
CHEMBL252 Endothelin receptor ET-A Homo sapiens 0.219

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
336.4 336.1236 3.96 2 40.8 -


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 0 5 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - .05 .05 3 25 0.66

Structural Alerts

There are 2 structural alerts for CHEMBL12089. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:VKJGBAJNNALVAV-UHFFFAOYSA-M
PubChem SID: 144204025 SID: 144207546 SID: 170465752 SID: 17389149 SID: 22405506 SID: 26748406 SID: 561883 SID: 56463133
Wikipedia Berberine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL12089



ACToR 633-65-8
ChEBI 31271
eMolecules 481558
EPA CompTox Dashboard DTXSID8024602
FDA SRS UOT4O1BYV8
Human Metabolome Database HMDB41837
KEGG Ligand C12679
Mcule MCULE-7356741555
MolPort MolPort-001-742-620
NMRShiftDB 60002118
PubChem 6426334 12456
PubChem: Drugs of the Future 125299285
PubChem: Thomson Pharma 14828877
Selleck Berberine-Hydrochloride
SureChEMBL SCHEMBL153906

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/VKJGBAJNNALVAV-UHFFFAOYSA-M spacer
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