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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL772
CHEMBL772
Compound Name RESERPINE
ChEMBL Synonyms SANDRIL | RAU-SED | SERPASIL | SERPALAN | HISERPIA | SERPATE | RESERPINE | SERPIVITE | SERPANRAY
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names RESERPINE | SERPANRAY | SERPATE | HISERPIA | SERPALAN | SANDRIL | SERPASIL | RAU-SED | SERPIVITE
Molecular Formula C33H40N2O9

Additional synonyms for CHEMBL772 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO[C@H]1[C@@H](C[C@@H]2CN3CCc4c([nH]c5cc(OC)ccc45)[C@H]3C[C@ ...
Download SMILES
Standard InChI InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(4 ...
Download InChI
Standard InChI Key QEVHRUUCFGRFIF-MDEJGZGSSA-N

Sources

  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL772

Molecule Features

CHEMBL772 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Withdrawal Information

Year
Country United States
Reason
Class

Mechanism of Action

Mechanism of Action ChEMBL Target References
Synaptic vesicular amine transporter inhibitor Synaptic vesicular amine transporter DailyMed ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Heart DiseasesD006331EFO:0003777heart disease3ClinicalTrials
Vascular DiseasesD014652EFO:0004264vascular disease2ClinicalTrials
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension1ClinicalTrials
Cerebrovascular DisordersD002561EFO:0003763cerebrovascular disorder3ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
HypertensionD006973EFO:0000537hypertension4ATC
ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov RESERPINE
The Cochrane Collaboration RESERPINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
608.7 608.2734 4.17 8 117.78 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
10 1 1 11 1 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.25 4.45 4.21 3 44 0.37

Structural Alerts

There are 1 structural alerts for CHEMBL772. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C02 - ANTIHYPERTENSIVES
C02A - ANTIADRENERGIC AGENTS, CENTRALLY ACTING
C02AA - Rauwolfia alkaloids
C02AA02 - reserpine

C - CARDIOVASCULAR SYSTEM
C02 - ANTIHYPERTENSIVES
C02A - ANTIADRENERGIC AGENTS, CENTRALLY ACTING
C02AA - Rauwolfia alkaloids
C02AA52 - reserpine, combinations

ChemSpider ChemSpider:QEVHRUUCFGRFIF-MDEJGZGSSA-N
DailyMed reserpine
PubChem SID: 107574 SID: 144204658 SID: 144209593 SID: 144210855 SID: 170465405 SID: 17389743 SID: 26752948 SID: 50105550 SID: 50105551 SID: 50105552 SID: 50105553 SID: 56463068 SID: 90341213
Wikipedia Reserpine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL772



ACToR 1407-38-1
BindingDB 50017712
Brenda 9562
ChEBI 28487
ChemicalBook CB4206679
DrugBank DB00206
DrugCentral 2370
eMolecules 531303 30154510
EPA CompTox Dashboard DTXSID7021237
FDA SRS 8B1QWR724A
Guide to Pharmacology 4823
Human Metabolome Database HMDB0014351
IBM Patent System 87B2A3DF797C6A470890882AA5E7AE94
KEGG Ligand C06539
LINCS LSM-4162
Mcule MCULE-9946449258 MCULE-9131256292
Metabolights MTBLC28487
MolPort MolPort-000-881-944
Nikkaji J1.359E
PharmGKB PA451236
PubChem 5770
PubChem: Thomson Pharma 16543090 14887357
Selleck Reserpine
SureChEMBL SCHEMBL2589
ZINC ZINC000003938746

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