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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL15245
CHEMBL15245
Compound Name YOHIMBINE
ChEMBL Synonyms YOHIMBINE HYDROCHLORIDE | PROWESS PLAIN | YOHIMBINE | YOCON
Max Phase 4 (Approved)
Trade Names YOCON | PROWESS PLAIN
Molecular Formula C21H26N2O3

Additional synonyms for CHEMBL15245 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COC(=O)[C@H]1[C@@H](O)CC[C@H]2CN3CCc4c([nH]c5ccccc45)[C@@H]3 ...
Download SMILES
Standard InChI InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5 ...
Download InChI
Standard InChI Key BLGXFZZNTVWLAY-SCYLSFHTSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL15245

Molecule Features

CHEMBL15245 compound icon
Drug Type:Natural Product-derived 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
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
Marijuana AbuseD002189EFO:0004218marijuana dependence1ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials
Phobia, SocialD000072861EFO:1001917social anxiety disorder3ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence2ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus2ClinicalTrials
Heroin DependenceD006556EFO:0004240heroin dependence1ClinicalTrials

Clinical Data

ClinicalTrials.gov YOHIMBINE
The Cochrane Collaboration YOHIMBINE

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 CHEMBL15245. 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
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 0.995
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.987
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.865
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 0.776
CHEMBL313 Serotonin transporter Rattus norvegicus 0.595
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 0.552
CHEMBL2717 Phosphodiesterase 11A Homo sapiens 0.486
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.238



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.999
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 0.988
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.985
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.898
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.873
CHEMBL313 Serotonin transporter Rattus norvegicus 0.768
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 0.608
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.558
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.403

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
354.5 354.1943 2.65 1 65.56 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.44 2.87 1.72 2 26 0.77

Structural Alerts

There are 1 structural alerts for CHEMBL15245. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G04 - UROLOGICALS
G04B - UROLOGICALS
G04BE - Drugs used in erectile dysfunction
G04BE04 - yohimbine

ChemSpider ChemSpider:BLGXFZZNTVWLAY-SCYLSFHTSA-N
PubChem SID: 144203570 SID: 170465467 SID: 46501178 SID: 90340710
Wikipedia Yohimbine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL15245



ACToR 146-48-5
Atlas yohimbine
BindingDB 50013515 50203564
Brenda 95376
ChEBI 10093
DrugBank DB01392
DrugCentral 3659
eMolecules 1933610
EPA CompTox Dashboard DTXSID9040130
FDA SRS 2Y49VWD90Q
Guide to Pharmacology 102
Human Metabolome Database HMDB0015464
IBM Patent System 29F38A32232387650A75F9C23DBE87E4
KEGG Ligand C09256
LINCS LSM-2779
Mcule MCULE-1043513122
Metabolights MTBLC10093
MolPort MolPort-001-794-653
Nikkaji J9.366A
PharmGKB PA451946
PubChem 8969
PubChem: Thomson Pharma 14754428 14852160
SureChEMBL SCHEMBL33954
ZINC ZINC000003860825

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