nitrosoprodenafil

Ligand id: 9552

Name: nitrosoprodenafil

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 1
Rotatable bonds 11
Topological polar surface area 190.41
Molecular weight 628.23
XLogP 3.53
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
N-[2-[5-[5-(2,6-dimethylpiperidin-4-yl)sulfonyl-2-ethoxyphenyl]-1-methyl-3-propylpyrazolo[4,3-d]pyrimidin-7-yl]oxy-1,3-thiazol-5-yl]-N-methylnitrous amide
Database Links
PubChem CID 71308247
Search Google for chemical match using the InChIKey BNIFBESUYAAZKT-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BNIFBESUYAAZKT
Search UniChem for chemical match using the InChIKey BNIFBESUYAAZKT-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone BNIFBESUYAAZKT
Comments
Nitrosoprodenafil is a novel nitrosated analogue of the PDE5 inhibitor sildenafil, that acts as a prodrug releasing aildenafil (methisosildenafil; PubChem CID 16721107) and NO [1]. NO-induced effects on vasodilation are synergistic with inhibition of PDE5 action. This type of compound has been avoided by conventional pharmaceutical companies because of the serious risk of causing a life-threatening drop in blood pressure, and because of the hepatotoxicity of nitrosamines.