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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL24171
CHEMBL24171
Compound Name BERGAPTEN
ChEMBL Synonyms BERGAPTEN
Max Phase 3
Trade Names
Molecular Formula C12H8O4

Additional synonyms for CHEMBL24171 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1c2C=CC(=O)Oc2cc3occc13
Standard InChI InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-1 ...
Download InChI
Standard InChI Key BGEBZHIAGXMEMV-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL24171

Molecule Features

CHEMBL24171 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
Dermatitis, AtopicD003876EFO:0000274atopic eczema3ClinicalTrials

Clinical Data

ClinicalTrials.gov BERGAPTEN
The Cochrane Collaboration BERGAPTEN

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 CHEMBL24171. 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
CHEMBL4633 Voltage-gated potassium channel subunit Kv1.3 Homo sapiens 1.000
CHEMBL4306 Voltage-gated potassium channel subunit Kv1.5 Homo sapiens 1.000
CHEMBL2231 Cytochrome P450 1A1 Homo sapiens 1.000
CHEMBL4878 Cytochrome P450 1B1 Homo sapiens 1.000
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 0.988
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.950
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.938
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.917
CHEMBL1951 Monoamine oxidase A Homo sapiens 0.909
CHEMBL2039 Monoamine oxidase B Homo sapiens 0.872
CHEMBL5763 Cholinesterase Equus caballus 0.871
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.764
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.757
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.728
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.585
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 0.552
CHEMBL2993 Monoamine oxidase B Rattus norvegicus 0.542
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.525
CHEMBL220 Acetylcholinesterase Homo sapiens 0.513
CHEMBL2756 Monoamine oxidase B Bos taurus 0.483



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4633 Voltage-gated potassium channel subunit Kv1.3 Homo sapiens 1.000
CHEMBL4306 Voltage-gated potassium channel subunit Kv1.5 Homo sapiens 1.000
CHEMBL4878 Cytochrome P450 1B1 Homo sapiens 1.000
CHEMBL2231 Cytochrome P450 1A1 Homo sapiens 1.000
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 1.000
CHEMBL1287620 Fructose-bisphosphate aldolase Mycobacterium tuberculosis 1.000
CHEMBL4818 Voltage-gated potassium channel subunit Kv1.3 Mus musculus 0.999
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.999
CHEMBL5973 Carbonic anhydrase 15 Mus musculus 0.990
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 0.989
CHEMBL5508 Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus 0.985
CHEMBL2993 Monoamine oxidase B Rattus norvegicus 0.981
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.955
CHEMBL2039 Monoamine oxidase B Homo sapiens 0.936
CHEMBL1951 Monoamine oxidase A Homo sapiens 0.927
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.919
CHEMBL3358 Monoamine oxidase A Rattus norvegicus 0.878
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.819
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.805
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.795

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
216.2 216.0423 2.55 1 52.58 -


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 2.04 2.04 3 16 0.59

Structural Alerts

There are 6 structural alerts for CHEMBL24171. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D05 - ANTIPSORIATICS
D05B - ANTIPSORIATICS FOR SYSTEMIC USE
D05BA - Psoralens for systemic use
D05BA03 - bergapten

ChemSpider ChemSpider:BGEBZHIAGXMEMV-UHFFFAOYSA-N
PubChem SID: 11113276 SID: 144209555 SID: 144213572 SID: 17389221 SID: 26747383 SID: 400239 SID: 50105624 SID: 85148739
Wikipedia Bergapten

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL24171



ACToR 484-20-8
BindingDB 50067880
Brenda 36374 162452 29806
ChEBI 18293
ChemicalBook CB7125968
DrugBank DB12216
DrugCentral 3021
eMolecules 493895
EPA CompTox Dashboard DTXSID1025560
FDA SRS 4FVK84C92X
Human Metabolome Database HMDB0030637
IBM Patent System 9E173FDE8DFAA1B962233F152101C30E
KEGG Ligand C01557
LINCS LSM-20001
Mcule MCULE-7768334865
Metabolights MTBLC18293
MolPort MolPort-000-880-879
Nikkaji J12.563F
NMRShiftDB 10025008
PubChem 2355
PubChem: Thomson Pharma 15220326
Rhea 18293
SureChEMBL SCHEMBL50066
ZINC ZINC000000057731

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