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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1963681
CHEMBL1963681
Compound Name AVANAFIL
ChEMBL Synonyms AVANAFIL | STENDRA | SPEDRA | TA-1790
Max Phase 4 (Approved)
Trade Names STENDRA | SPEDRA
Molecular Formula C23H26ClN7O3

Additional synonyms for CHEMBL1963681 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc(CNc2nc(ncc2C(=O)NCc3ncccn3)N4CCC[C@H]4CO)cc1Cl
Standard InChI InChI=1S/C23H26ClN7O3/c1-34-19-6-5-15(10-18(19)24)11-27-21-1 ...
Download InChI
Standard InChI Key WEAJZXNPAWBCOA-INIZCTEOSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • 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


CHEMBL1963681

Molecule Features

CHEMBL1963681 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Phosphodiesterase 5A inhibitor Phosphodiesterase 5A FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Erectile DysfunctionD007172EFO:0004234erectile dysfunction4ClinicalTrials
FDA

Clinical Data

ClinicalTrials.gov AVANAFIL
The Cochrane Collaboration AVANAFIL

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 CHEMBL1963681. 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
CHEMBL2304402 Phosphodiesterase 5A Canis lupus famiaris 1.000
CHEMBL1827 Phosphodiesterase 5A Homo sapiens 1.000

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2304402 Phosphodiesterase 5A Canis lupus famiaris 1.000
CHEMBL1827 Phosphodiesterase 5A Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
484 483.1786 2.43 9 125.39 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 3 0 10 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.84 5.89 1.84 1.83 3 34 0.42

Structural Alerts

There are no structural alerts for CHEMBL1963681

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G04 - UROLOGICALS
G04B - UROLOGICALS
G04BE - Drugs used in erectile dysfunction
G04BE10 - avanafil

ChemSpider ChemSpider:WEAJZXNPAWBCOA-INIZCTEOSA-N
DailyMed avanafil
PubChem SID: 165222624
Wikipedia Avanafil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1963681



BindingDB 235766
ChEBI 66876
DrugBank DB06237
DrugCentral 4305
eMolecules 31592045
EPA CompTox Dashboard DTXSID50186727
FDA SRS DR5S136IVO
Guide to Pharmacology 7448
IBM Patent System 375F96903FE637F0EAE5B3E23D4549A4
LINCS LSM-45456
MolPort MolPort-029-944-565
Nikkaji J2.782.076J
PubChem 9869929
PubChem: Drugs of the Future 125299302
PubChem: Thomson Pharma 14834924 15132057
Selleck avanafil
SureChEMBL SCHEMBL118799
ZINC ZINC000011677857

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