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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL569
CHEMBL569
Compound Name PROCAINE
ChEMBL Synonyms Novocain | NOVOCAIN | PROCAINE HYDROCHLORIDE | PROCAINE
Max Phase 4 (Approved)
Trade Names PROCAINE HYDROCHLORIDE | NOVOCAIN
Molecular Formula C13H20N2O2

Additional synonyms for CHEMBL569 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN(CC)CCOC(=O)c1ccc(N)cc1
Standard InChI InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8 ...
Download InChI
Standard InChI Key MFDFERRIHVXMIY-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • 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


CHEMBL569

Molecule Features

CHEMBL569 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 alpha subunit blocker Sodium channel alpha subunit ISBN PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov PROCAINE
The Cochrane Collaboration PROCAINE

Metabolites for CHEMBL569

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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 CHEMBL569. 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
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.900
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.872
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.837
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.722
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.699
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.297



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.947
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.937
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.652
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.304
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.297
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.218

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
236.3 236.1525 1.78 7 55.56 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 4 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.24 2.26 .42 1 17 0.58

Structural Alerts

There are 5 structural alerts for CHEMBL569. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N01 - ANESTHETICS
N01B - ANESTHETICS, LOCAL
N01BA - Esters of aminobenzoic acid
N01BA02 - procaine

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01H - LOCAL ANESTHETICS
S01HA - Local anesthetics
S01HA05 - procaine

N - NERVOUS SYSTEM
N01 - ANESTHETICS
N01B - ANESTHETICS, LOCAL
N01BA - Esters of aminobenzoic acid
N01BA52 - procaine, combinations

C - CARDIOVASCULAR SYSTEM
C05 - VASOPROTECTIVES
C05A - AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
C05AD - Local anesthetics
C05AD05 - procaine

ChemSpider ChemSpider:MFDFERRIHVXMIY-UHFFFAOYSA-N
PubChem SID: 11111696 SID: 11111697 SID: 90341175
Wikipedia Procaine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL569



ACToR 59-46-1
BindingDB 64452
Brenda 10757
ChEBI 8430
DrugBank DB00721
DrugCentral 2271
eMolecules 739616
EPA CompTox Dashboard DTXSID7045021
FDA SRS 4Z8Y51M438
Guide to Pharmacology 4291
Human Metabolome Database HMDB0014859
IBM Patent System 03C210B2B6C62EC7AC5A54A8F69604F8 A273308C3295E035AE8345BE3AD74468
KEGG Ligand C07375
LINCS LSM-5396
Mcule MCULE-8861116126
Nikkaji J4.603E
NMRShiftDB 10008928
PharmGKB PA451110
PubChem 4914
PubChem: Thomson Pharma 15196329
SureChEMBL SCHEMBL3524
ZINC ZINC000001530757

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