ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1165342
CHEMBL1165342
Compound Name VINCAMINE
ChEMBL Synonyms VINCAMINE
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C21H26N2O3

Additional synonyms for CHEMBL1165342 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@@]12CCCN3CCc4c([C@H]13)n(c5ccccc45)[C@](O)(C2)C(=O)OC
Standard InChI InChI=1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16 ...
Download InChI
Standard InChI Key RXPRRQLKFXBCSJ-GIVPXCGWSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL1165342

Molecule Features

CHEMBL1165342 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First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1987
Country Germany
Reason Hematological
Class Hematological toxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Unknown Not Available PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov VINCAMINE
The Cochrane Collaboration VINCAMINE

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 CHEMBL1165342. 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
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.661

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.248

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
354.5 354.1943 2.95 2 54.7 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.13 8.02 2.94 2.18 2 26 0.84

Structural Alerts

There are 1 structural alerts for CHEMBL1165342. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C04 - PERIPHERAL VASODILATORS
C04A - PERIPHERAL VASODILATORS
C04AX - Other peripheral vasodilators
C04AX07 - vincamine

ChemSpider ChemSpider:RXPRRQLKFXBCSJ-GIVPXCGWSA-N
PubChem SID: 144204895 SID: 144212285 SID: 170466430 SID: 56463369

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1165342



ACToR 1617-90-9
ChEBI 9985
DrugBank DB13374
DrugCentral 3643
eMolecules 487290 29550722
EPA CompTox Dashboard DTXSID9040134
FDA SRS 996XVD0JHT
Guide to Pharmacology 349
IBM Patent System 84D1ADE515DE4BFA961BF945D76E9DFD
KEGG Ligand C09251
LINCS LSM-2907
Metabolights MTBLC9985
MolPort MolPort-002-510-941
Nikkaji J7.533G
PubChem 15376
PubChem: Thomson Pharma 14901040 15928943
SureChEMBL SCHEMBL147179
ZINC ZINC000001069082

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