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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1086
CHEMBL1086
Compound Name DIBUCAINE
ChEMBL Synonyms HEAVY SOLUTION NUPERCAINE | NUPERCAINAL | CINCHOCAINE HYDROCHLORIDE | CINCAINE CHLORIDE | DIBUCAINE HYDROCHLORIDE | NUPERCAINE | CINCHOCAINE | Dibucaine
Max Phase 4 (Approved)
Trade Names NUPERCAINE | HEAVY SOLUTION NUPERCAINE | NUPERCAINAL
Molecular Formula C20H29N3O2

Additional synonyms for CHEMBL1086 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCOc1cc(C(=O)NCCN(CC)CC)c2ccccc2n1
Standard InChI InChI=1S/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16 ...
Download InChI
Standard InChI Key PUFQVTATUTYEAL-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1086

Molecule Features

CHEMBL1086 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sodium channel protein type V alpha subunit blocker Sodium channel protein type V alpha subunit PubMed PubMed
Sodium channel protein type X alpha subunit blocker Sodium channel protein type X alpha subunit PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PruritusD011537HP:0000989Pruritus4ATC

Clinical Data

ClinicalTrials.gov DIBUCAINE
The Cochrane Collaboration DIBUCAINE

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 CHEMBL1086. 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
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.999
CHEMBL220 Acetylcholinesterase Homo sapiens 0.996
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.257
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.237

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.986
CHEMBL220 Acetylcholinesterase Homo sapiens 0.896
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.549
CHEMBL4768 Acetylcholinesterase Bos taurus 0.381
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.271
CHEMBL3797 Serine-protein kinase ATM Homo sapiens 0.244

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
343.5 343.226 3.49 10 54.46 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.9 9.07 4.76 2.85 2 25 0.67

Structural Alerts

There are 2 structural alerts for CHEMBL1086. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S02 - OTOLOGICALS
S02D - OTHER OTOLOGICALS
S02DA - Analgesics and anesthetics
S02DA04 - cinchocaine

C - CARDIOVASCULAR SYSTEM
C05 - VASOPROTECTIVES
C05A - AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
C05AD - Local anesthetics
C05AD04 - cinchocaine

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01H - LOCAL ANESTHETICS
S01HA - Local anesthetics
S01HA06 - cinchocaine

N - NERVOUS SYSTEM
N01 - ANESTHETICS
N01B - ANESTHETICS, LOCAL
N01BB - Amides
N01BB06 - cinchocaine

D - DERMATOLOGICALS
D04 - ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
D04A - ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
D04AB - Anesthetics for topical use
D04AB02 - cinchocaine

ChemSpider ChemSpider:PUFQVTATUTYEAL-UHFFFAOYSA-N
PubChem SID: 11112228 SID: 144203932 SID: 170464829 SID: 50100394 SID: 50100395 SID: 56424123 SID: 855529
Wikipedia Cinchocaine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1086



ACToR 85-79-0
BindingDB 48532
Brenda 43929 29933
ChEBI 247956
ChemicalBook CB1396856
DrugBank DB00527
DrugCentral 859
eMolecules 536705
EPA CompTox Dashboard DTXSID3045271
FDA SRS L6JW2TJG99
Guide to Pharmacology 7159
Human Metabolome Database HMDB0014668
IBM Patent System 3945E16B590D5562C7BF6C5DF1DE3BC3
KEGG Ligand C07879
LINCS LSM-6018
Mcule MCULE-4397469465
MolPort MolPort-001-783-628
Nikkaji J3.887C
NMRShiftDB 10008929
PharmGKB PA449286
PubChem 3025
PubChem: Thomson Pharma 14802538
SureChEMBL SCHEMBL34473
ZINC ZINC000001530939

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