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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL516
CHEMBL516
Compound Name CYPROHEPTADINE
ChEMBL Synonyms PERIACTIN | CYPROHEPTADINE | CYPROHEPTADINE HYDROCHLORIDE | Cyproheptadine hydrocloride
Max Phase 4 (Approved)
Trade Names PERIACTIN | Cyproheptadine hydrocloride | Cyproheptadine hydrochloride
Molecular Formula C21H21N

Additional synonyms for CHEMBL516 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN1CCC(=C2c3ccccc3C=Cc4ccccc24)CC1
Standard InChI InChI=1S/C21H21N/c1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19 ...
Download InChI
Standard InChI Key JJCFRYNCJDLXIK-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL516

Molecule Features

CHEMBL516 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Histamine H1 receptor antagonist Histamine H1 receptor ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
NEOPLASMSD009369EFO:0000311CANCER3ClinicalTrials

Clinical Data

ClinicalTrials.gov CYPROHEPTADINE
The Cochrane Collaboration CYPROHEPTADINE

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 CHEMBL516. 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
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.997
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.989
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.954
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.952
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.947
CHEMBL231 Histamine H1 receptor Homo sapiens 0.939
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.936
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.913
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.896
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.748
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.671
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.665
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.656
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.577
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.521
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.436
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.370
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.350



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.999
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.979
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.976
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.974
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.930
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.924
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.915
CHEMBL231 Histamine H1 receptor Homo sapiens 0.828
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.793
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.672
CHEMBL3223 Serotonin 7 (5-HT7) receptor Rattus norvegicus 0.659
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.593
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 0.565
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.550
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.507
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 0.433
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.368
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.338

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
287.4 287.1674 4.36 0 3.24 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.95 5.82 4.27 2 22 0.7

Structural Alerts

There are 1 structural alerts for CHEMBL516. To view alerts please click here.

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R06 - ANTIHISTAMINES FOR SYSTEMIC USE
R06A - ANTIHISTAMINES FOR SYSTEMIC USE
R06AX - Other antihistamines for systemic use
R06AX02 - cyproheptadine

ChemSpider ChemSpider:JJCFRYNCJDLXIK-UHFFFAOYSA-N
DailyMed cyproheptadine hydrochloride
PubChem SID: 104171133 SID: 11110964 SID: 11110965 SID: 11113362 SID: 124879679 SID: 144203663 SID: 170465127 SID: 174007288 SID: 26751603 SID: 50100203 SID: 50104260 SID: 90341656
Wikipedia Cyproheptadine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL516



ACToR 129-03-3
BindingDB 50017721
Brenda 7429
ChEBI 4046
DrugBank DB00434
DrugCentral 765
eMolecules 901711
EPA CompTox Dashboard DTXSID8022872
FDA SRS 2YHB6175DO
Guide to Pharmacology 277
Human Metabolome Database HMDB14578
IBM Patent System ED2F90F2BE613A2292CB7ED7B9367800
KEGG Ligand C06935
LINCS LSM-5419
Mcule MCULE-3352282545
Nikkaji J5.419D
PDBe C7H
PharmGKB PA164749366
PubChem 2913
PubChem: Thomson Pharma 14751189
SureChEMBL SCHEMBL4021
ZINC ZINC000000968264

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