Discuss This Drug

avanafil

CHEBI:CHEBI_66876

Definition

A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 4-[(3-chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid with the amino group of pyrimidin-2-ylmethylamine. Used for treatment of erectile dysfunction.

Chemical Information

Molecular Formula
C23H26ClN7O3
Molecular Mass
483.95100
Charge
0
SMILES
COc1ccc(CNc2nc(ncc2C(=O)NCc2ncccn2)N2CCC[C@H]2CO)cc1Cl
InChI
InChI=1S/C23H26ClN7O3/c1-34-19-6-5-15(10-18(19)24)11-27-21-17(22(33)28-13-20-25-7-3-8-26-20)12-29-23(30-21)31-9-2-4-16(31)14-32/h3,5-8,10,12,16,32H,2,4,9,11,13-14H2,1H3,(H,28,33)(H,27,29,30)/t16-/m0/s1
InChIKey
WEAJZXNPAWBCOA-INIZCTEOSA-N

Alternative Names

  • (S)-4-(3-Chloro-4-methoxybenzylamino)-2-(2-hydroxymethylpyrrolidin-1-yl)-N-pyrimidin-2-ylmethyl-5-pyrimidinecarboxamide
  • 4-[(3-chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide
  • avanafil
  • Stendra

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:66876
DRON_00010000
1291301
oboInOwl#hasDbXref
Wikipedia:Avanafil

Additional References

Wikipedia:Avanafil

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

core#notation
CHEBI:66876
rxcui
1291371
active_ingredient_strength
1 kg/kg
pharm_class_epc
Phosphodiesterase 5 Inhibitor [EPC]
pharm_class
Phosphodiesterase 5 Inhibitors [MoA]
pharm_class_moa
Phosphodiesterase 5 Inhibitors [MoA]
package_marketing_start_date
27-DEC-13
nui
N0000020026
manufacturer_name
Metuchen Pharmaceuticals, LLC
active_ingredient_name
AVANAFIL
package_description
1 BAG in 1 DRUM (53360-1143-0) / 90000 TABLET in 1 BAG
unii
DR5S136IVO
spl_set_id
1d04e17d-7399-430a-a8bb-fa1912b155e9
upc
0331722440301
package_ndc
72384-753-30
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
1291301
generic_name
Avanafil
oboInOwl#hasDbXref
Wikipedia:Avanafil
oboInOwl#id
CHEBI:66876
brand_name
Avanafil
brand_name_base
Avanafil
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
route
ORAL
dosage_form
POWDER
marketing_start_date
20131227
labeler_name
Qingdao Biopeptek Co., Ltd
product_ndc
53360-1143
application_number
ANDA209266
spl_id
0bc75804-aea0-3df1-e063-6294a90ac293
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_50218
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
has_treatment
http://purl.obolibrary.org/obo/DOID_1875
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_113301
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect31448
owl#annotatedSource
t269871
owl#someValuesFrom
t1110552