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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL294199
CHEMBL294199
Compound Name CAPSAICIN
ChEMBL Synonyms Qutenza | Capsaicin
Max Phase 4 (Approved)
Trade Names Qutenza
Molecular Formula C18H27NO3

Additional synonyms for CHEMBL294199 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc(CNC(=O)CCCC\C=C\C(C)C)ccc1O
Standard InChI InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11- ...
Download InChI
Standard InChI Key YKPUWZUDDOIDPM-SOFGYWHQSA-N

Mechanism of Action

Mechanism of Action ChEMBL Target References
Vanilloid receptor opener Vanilloid receptor FDA

Molecule Features

CHEMBL294199 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

There are 4 structural alerts for CHEMBL294199. To view alerts please click here.

Alternate Forms of Compound in ChEMBL


CHEMBL294199

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 CHEMBL294199. 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
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.997
CHEMBL5102 Vanilloid receptor Rattus norvegicus 0.982
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.409
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.237

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5102 Vanilloid receptor Rattus norvegicus 0.996
CHEMBL4497 NADH-ubiquinone oxidoreductase chain 1 Bos taurus 0.992
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.894
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.206

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
305.4 305.1991 3.91 9 58.56 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 4 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.76 - 3.22 3.22 1 22 0.54

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M02 - TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
M02A - TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
M02AB - Capsaicin and similar agents
M02AB01 - capsaicin

N - NERVOUS SYSTEM
N01 - ANESTHETICS
N01B - ANESTHETICS, LOCAL
N01BX - Other local anesthetics
N01BX04 - capsaicin

ChemSpider ChemSpider:YKPUWZUDDOIDPM-SOFGYWHQSA-N
DailyMed capsaicin
PubChem SID: 104171351 SID: 124883045 SID: 124883047 SID: 124883049 SID: 124883050 SID: 124890089 SID: 144204368 SID: 144207513 SID: 17389996 SID: 26747263 SID: 26752818 SID: 26752819 SID: 26752820 SID: 50105473 SID: 56463572
Wikipedia Capsaicin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL294199



ACToR 404-86-4
BindinDB 20461
ChEBI 3374
DrugBank DB05318
eMolecules 479469
FDA SRS S07O44R1ZM
Guide to Pharmacology 2486
Human Metabolome Database HMDB02227
KEGG Ligand C06866
MolPort MolPort-028-856-727 MolPort-001-742-263
Nikkaji J1.529F J29.362H
PubChem 1548943
PubChem: Drugs of the Future 12015395
PubChem: Thomson Pharma 14923155
SureChEMBL SCHEMBL8085
ZINC ZINC01530575

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