mirodenafil   Click here for help

GtoPdb Ligand ID: 11738

Synonyms: Mvix® | SK-3530 | SK3530
Approved drug
mirodenafil is an approved drug (Korea (2007))
Compound class: Synthetic organic
Comment: Mirodenafil (SK-3530) is a selective, oral phosphodiesterase type 5 (PDE5). PDE5 inhibitors are the most widely used drugs to treat erectile dysfunction [2].
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 129.14
Molecular weight 531.25
XLogP 2.71
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES CCCOc1ccc(cc1c1[nH]c(=O)c2c(n1)c(CCC)cn2CC)S(=O)(=O)N1CCN(CC1)CCO
Isomeric SMILES CCCc1cn(c2c1nc([nH]c2=O)c1c(ccc(c1)S(=O)(=O)N1CCN(CC1)CCO)OCCC)CC
InChI InChI=1S/C26H37N5O5S/c1-4-7-19-18-30(6-3)24-23(19)27-25(28-26(24)33)21-17-20(8-9-22(21)36-16-5-2)37(34,35)31-12-10-29(11-13-31)14-15-32/h8-9,17-18,32H,4-7,10-16H2,1-3H3,(H,27,28,33)
InChI Key MIJFNYMSCFYZNY-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Korea (2007))
IUPAC Name Click here for help
5-ethyl-2-[5-[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl-2-propoxyphenyl]-7-propyl-3H-pyrrolo[3,2-d]pyrimidin-4-one
International Nonproprietary Names Click here for help
INN number INN
8776 mirodenafil
Synonyms Click here for help
Mvix® | SK-3530 | SK3530
Database Links Click here for help
CAS Registry No. 862189-95-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL4297518
DrugBank Ligand DB11792
GtoPdb PubChem SID 458923773
PubChem CID 135497803
Search Google for chemical match using the InChIKey MIJFNYMSCFYZNY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone MIJFNYMSCFYZNY
Search PubMed clinical trials mirodenafil
Search PubMed titles mirodenafil
Search PubMed titles/abstracts mirodenafil
UniChem Compound Search for chemical match using the InChIKey MIJFNYMSCFYZNY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey MIJFNYMSCFYZNY-UHFFFAOYSA-N