isosorbide dinitrate   

GtoPdb Ligand ID: 7051

Synonyms: Dilatrate-Sr® | ISDN | Isordil®
isosorbide dinitrate is an approved drug (FDA (no history prior to 1968))
Compound class: Synthetic organic
Comment: Isosorbide dinitrate acts as a vasodilator. It is similar to nitroglycerin, but is slower to act.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: isosorbide dinitrate

2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 123.2
Molecular weight 236.03
XLogP 0.04
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES [O-][N+](=O)OC1COC2C1OCC2O[N+](=O)[O-]
Isomeric SMILES [O-][N+](=O)O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2O[N+](=O)[O-]
InChI InChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1
InChI Key MOYKHGMNXAOIAT-JGWLITMVSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (no history prior to 1968))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
[(3S,3aS,6R,6aS)-6-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[2,3-d]furan-3-yl] nitrate
International Nonproprietary Names
INN number INN
996 isosorbide dinitrate
Synonyms
Dilatrate-Sr® | ISDN | Isordil®
Database Links
CAS Registry No. 87-33-2 (source: Scifinder)
ChEMBL Ligand CHEMBL6622
DrugBank Ligand DB00883
DrugCentral Ligand 1505
GtoPdb PubChem SID 178103630
PubChem CID 6883
Search Google for chemical match using the InChIKey MOYKHGMNXAOIAT-JGWLITMVSA-N
Search Google for chemicals with the same backbone MOYKHGMNXAOIAT
Search PubMed clinical trials isosorbide dinitrate
Search PubMed titles isosorbide dinitrate
Search PubMed titles/abstracts isosorbide dinitrate
Search UniChem for chemical match using the InChIKey MOYKHGMNXAOIAT-JGWLITMVSA-N
Search UniChem for chemicals with the same backbone MOYKHGMNXAOIAT
Wikipedia Isosorbide_dinitrate