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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1863513
CHEMBL1863513
Compound Name INGENOL MEBUTATE
ChEMBL Synonyms INGENOL MEBUTATE | PICATO | PEP-005
Max Phase 4 (Approved)
Trade Names PICATO
Molecular Formula C25H34O6

Additional synonyms for CHEMBL1863513 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C\C=C(\C)/C(=O)O[C@H]1C(=C[C@@]23[C@H](C)C[C@@H]4[C@H]([C@H] ...
Download SMILES
Standard InChI InChI=1S/C25H34O6/c1-7-12(2)22(29)31-21-13(3)10-24-14(4)8-17 ...
Download InChI
Standard InChI Key VDJHFHXMUKFKET-WDUFCVPESA-N

Sources

  • British National Formulary
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1863513

Molecule Features

CHEMBL1863513 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Unknown Not Available FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, Basal CellD002280EFO:0004193basal cell carcinoma2ClinicalTrials
KeratosisD007642EFO:1000720keratosis2ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease2ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000707squamous cell carcinoma2ClinicalTrials
Condylomata AcuminataD003218EFO:0007147anogenital venereal wart2ClinicalTrials
Keratosis, ActinicD055623EFO:0002496actinic keratosis4ClinicalTrials
DailyMed
Keratosis, SeborrheicD017492EFO:0005584seborrheic keratosis2ClinicalTrials
WartsD0148601ClinicalTrials

Clinical Data

ClinicalTrials.gov INGENOL MEBUTATE
The Cochrane Collaboration INGENOL MEBUTATE

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 CHEMBL1863513. 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
CHEMBL2996 Protein kinase C delta Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.999
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.961
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.948
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 0.409



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2996 Protein kinase C delta Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.999
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.997
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.937
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.934
CHEMBL5990 Breast cancer type 1 susceptibility protein Homo sapiens 0.886
CHEMBL3482 Beta-galactosidase Bos taurus 0.841
CHEMBL4780 Acetylcholinesterase Torpedo californica 0.829
CHEMBL2883 Thymidine kinase, cytosolic Homo sapiens 0.559
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 0.369
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 0.363
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.273

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
430.5 430.2355 2.33 3 104.06 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 3 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.52 - 1.59 1.59 0 31 0.36

Structural Alerts

There are 7 structural alerts for CHEMBL1863513. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BX - Other chemotherapeutics
D06BX02 - ingenol mebutate

ChemSpider ChemSpider:VDJHFHXMUKFKET-WDUFCVPESA-N
DailyMed ingenol mebutate

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1863513



ACToR 849146-39-0 75567-37-2
DrugCentral 4226
FDA SRS 7686S50JAH
Guide to Pharmacology 7443
LINCS LSM-45681
MolPort MolPort-003-941-761
PubChem 6918670
PubChem: Drugs of the Future 12015710
PubChem: Thomson Pharma 15428024
SureChEMBL SCHEMBL2526605
ZINC ZINC000100037855

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