nitroglycerin   

GtoPdb Ligand ID: 7053

Synonyms: glyceryl trinitrate | Glytrin® | Minitran® | Rectogesic®
nitroglycerin is an approved drug (FDA (no history prior to 1981))
Compound class: Synthetic organic
Comment: Nitroglycerin acts as a vasodilator.
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2D Structure

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.

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Click here for structure editor
Physico-chemical Properties

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.

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Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 157.11
Molecular weight 227
XLogP 0.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey

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.

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Canonical SMILES [O-][N+](=O)OC(CO[N+](=O)[O-])CO[N+](=O)[O-]
Isomeric SMILES [O-][N+](=O)OC(CO[N+](=O)[O-])CO[N+](=O)[O-]
InChI InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2
InChI Key SNIOPGDIGTZGOP-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (no history prior to 1981))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
1,3-dinitrooxypropan-2-yl nitrate
Synonyms
glyceryl trinitrate | Glytrin® | Minitran® | Rectogesic®
Database Links
CAS Registry No. 55-63-0 (source: Scifinder)
ChEMBL Ligand CHEMBL730
DrugBank Ligand DB00727
DrugCentral Ligand 1952
GtoPdb PubChem SID 178103632
PubChem CID 4510
RCSB PDB Ligand TNG
Search Google for chemical match using the InChIKey SNIOPGDIGTZGOP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SNIOPGDIGTZGOP
Search UniChem for chemical match using the InChIKey SNIOPGDIGTZGOP-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone SNIOPGDIGTZGOP
Wikipedia Nitroglycerin