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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201776
CHEMBL1201776
Compound Name TAPENTADOL
ChEMBL Synonyms PALEXIA | TAPENTADOL | CG5503 (BASE) | NUCYNTA | BN 200 (BASE) | NUCYNTA ER | TAPENTADOL HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names NUCYNTA | NUCYNTA ER | PALEXIA
Molecular Formula C14H23NO

Additional synonyms for CHEMBL1201776 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@H]([C@@H](C)CN(C)C)c1cccc(O)c1
Standard InChI InChI=1S/C14H23NO/c1-5-14(11(2)10-15(3)4)12-7-6-8-13(16)9-12 ...
Download InChI
Standard InChI Key KWTWDQCKEHXFFR-SMDDNHRTSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1201776

Molecule Features

CHEMBL1201776 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Mu opioid receptor agonist Mu opioid receptor DailyMed
Norepinephrine transporter inhibitor Norepinephrine transporter DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Hallux ValgusD0062153ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
PainD010146EFO:0003843pain4ClinicalTrials
DailyMed
ATC
ClinicalTrials
NeuralgiaD009437EFO:0005762neuropathic pain4ClinicalTrials
DailyMed
DailyMed
DailyMed
Diabetic NeuropathiesD003929EFO:1000783diabetic neuropathy3ClinicalTrials
Joint DiseasesD007592EFO:1000999joint disease3ClinicalTrials
Chronic PainD059350EFO:0003843pain4DailyMed
DailyMed
Acute PainD059787EFO:0003843pain4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov TAPENTADOL
The Cochrane Collaboration TAPENTADOL

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 CHEMBL1201776. 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
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.942
CHEMBL233 Mu opioid receptor Homo sapiens 0.836
CHEMBL4029 Interleukin-8 receptor A Homo sapiens 0.653
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.631
CHEMBL3222 Delta opioid receptor Mus musculus 0.571
CHEMBL5141 Cytochrome P450 26A1 Homo sapiens 0.464



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.980
CHEMBL4029 Interleukin-8 receptor A Homo sapiens 0.819
CHEMBL233 Mu opioid receptor Homo sapiens 0.784
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.640
CHEMBL3222 Delta opioid receptor Mus musculus 0.539
CHEMBL236 Delta opioid receptor Homo sapiens 0.445
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.368
CHEMBL5141 Cytochrome P450 26A1 Homo sapiens 0.340
CHEMBL222 Norepinephrine transporter Homo sapiens 0.299

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
221.3 221.178 3.08 5 23.47 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.97 9.45 3.02 1 1 16 0.83

Structural Alerts

There are 1 structural alerts for CHEMBL1201776. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N02 - ANALGESICS
N02A - OPIOIDS
N02AX - Other opioids
N02AX06 - tapentadol

ChemSpider ChemSpider:KWTWDQCKEHXFFR-SMDDNHRTSA-N
DailyMed tapentadol hydrochloride
Wikipedia Tapentadol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201776



ACToR 175591-23-8
BindingDB 50386381
ChEBI 135935
DrugBank DB06204
DrugCentral 4283
eMolecules 36788106
EPA CompTox Dashboard DTXSID30170003
FDA SRS H8A007M585
Guide to Pharmacology 7477
IBM Patent System 0CF2A22BCC244F3A998394B2B233933D
Nikkaji J2.771.076J
PharmGKB PA166179720
PubChem 9838022
PubChem: Thomson Pharma 14892326
SureChEMBL SCHEMBL116924
ZINC ZINC000000020783

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