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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL370805
CHEMBL370805
Compound Name COCAINE
ChEMBL Synonyms COCAINE HYDROCHLORIDE | COCAINE
Max Phase 4 (Approved)
Trade Names
Molecular Formula C17H21NO4

Additional synonyms for CHEMBL370805 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COC(=O)[C@H]1[C@H](C[C@@H]2CC[C@H]1N2C)OC(=O)c3ccccc3
Standard InChI InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12 ...
Download InChI
Standard InChI Key ZPUCINDJVBIVPJ-LJISPDSOSA-N

Sources

  • British National Formulary
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL370805

Molecule Features

CHEMBL370805 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
ClinicalTrials
Substance Withdrawal SyndromeD013375EFO:0005800substance withdrawal syndrome1ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov COCAINE
The Cochrane Collaboration COCAINE

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 CHEMBL370805. 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
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL304 Norepinephrine transporter Rattus norvegicus 1.000
CHEMBL238 Dopamine transporter Homo sapiens 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL228 Serotonin transporter Homo sapiens 0.972
CHEMBL222 Norepinephrine transporter Homo sapiens 0.880
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.811



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL304 Norepinephrine transporter Rattus norvegicus 1.000
CHEMBL338 Dopamine transporter Rattus norvegicus 1.000
CHEMBL238 Dopamine transporter Homo sapiens 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL228 Serotonin transporter Homo sapiens 0.999
CHEMBL222 Norepinephrine transporter Homo sapiens 0.997
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.989
CHEMBL245 Muscarinic acetylcholine receptor M3 Homo sapiens 0.391

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
303.4 303.1471 1.87 3 55.84 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.97 2.27 .71 1 22 0.8

Structural Alerts

There are 1 structural alerts for CHEMBL370805. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S02 - OTOLOGICALS
S02D - OTHER OTOLOGICALS
S02DA - Analgesics and anesthetics
S02DA02 - cocaine

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01H - LOCAL ANESTHETICS
S01HA - Local anesthetics
S01HA01 - cocaine

R - RESPIRATORY SYSTEM
R02 - THROAT PREPARATIONS
R02A - THROAT PREPARATIONS
R02AD - Anesthetics, local
R02AD03 - cocaine

N - NERVOUS SYSTEM
N01 - ANESTHETICS
N01B - ANESTHETICS, LOCAL
N01BC - Esters of benzoic acid
N01BC01 - cocaine

ChemSpider ChemSpider:ZPUCINDJVBIVPJ-LJISPDSOSA-N
DailyMed cocaine hydrochloride

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL370805



BindingDB 22418
Brenda 151308 2520
ChEBI 27958
DrugBank DB00907
DrugCentral 723
eMolecules 524652
FDA SRS I5Y540LHVR
Guide to Pharmacology 2286
Human Metabolome Database HMDB0015043
IBM Patent System 86D9BF9390AC9E888595F68C1B76510E
Metabolights MTBLC27958
Nikkaji J442.911G J43.264D J2.186.093J
PDBe COC
PubChem 446220
PubChem: Thomson Pharma 14849677 16061210
Recon coke
SureChEMBL SCHEMBL21930
ZINC ZINC000003875336

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