pinacidil   Click here for help

GtoPdb Ligand ID: 2412

Synonyms: pinacidil hydrate | Pindac®
Approved drug
pinacidil is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: Pinacidil is a cyanoguanidine anti-hypertensive drug, which acts as an ATP-sensitive potassium channel opener in smooth muscle cells.
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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 5
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 73.1
Molecular weight 245.16
XLogP 2.19
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES CC(C(C)(C)C)N=C(Nc1ccncc1)NC#N
Isomeric SMILES CC(C(C)(C)C)N=C(Nc1ccncc1)NC#N
InChI InChI=1S/C13H19N5/c1-10(13(2,3)4)17-12(16-9-14)18-11-5-7-15-8-6-11/h5-8,10H,1-4H3,(H2,15,16,17,18)
InChI Key IVVNZDGDKPTYHK-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1989))
IUPAC Name Click here for help
3-cyano-2-(3,3-dimethylbutan-2-yl)-1-pyridin-4-ylguanidine
International Nonproprietary Names Click here for help
INN number INN
5013 pinacidil
Synonyms Click here for help
pinacidil hydrate | Pindac®
Database Links Click here for help
BindingDB Ligand 50240750
CAS Registry No. 60560-33-0 (source: Scifinder)
ChEBI CHEBI:287515
ChEMBL Ligand CHEMBL1159
DrugCentral Ligand 2173
GtoPdb PubChem SID 135650826
PubChem CID 4826
Search Google for chemical match using the InChIKey IVVNZDGDKPTYHK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone IVVNZDGDKPTYHK
Search PubMed clinical trials pinacidil
Search PubMed titles pinacidil
Search PubMed titles/abstracts pinacidil
UniChem Compound Search for chemical match using the InChIKey IVVNZDGDKPTYHK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IVVNZDGDKPTYHK-UHFFFAOYSA-N
Wikipedia Pinacidil