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hydralazine   Click here for help

GtoPdb Ligand ID: 7326

Synonyms: Apresoline®
Approved drug PDB Ligand
hydralazine is an approved drug (FDA (1953))
Compound class: Synthetic organic
Comment: Hydralazine is a hydrazinophthalazine class anti-hypertensiove drug.
Hydralazine is on the World Health Organisation's List of Essential Medicines. Click here to access the pdf version of the WHO's 21st Essential Medicines list (2019).
2D Structure
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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
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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.

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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 67.06
Molecular weight 160.07
XLogP 1.58
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
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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/)

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Canonical SMILES NN=c1[nH]ncc2c1cccc2
Isomeric SMILES NN=c1[nH]ncc2c1cccc2
InChI InChI=1S/C8H8N4/c9-11-8-7-4-2-1-3-6(7)5-10-12-8/h1-5H,9H2,(H,11,12)
InChI Key RPTUSVTUFVMDQK-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. US FDA (1953)
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
1-hydrazinylidene-1,2-dihydrophthalazine
International Nonproprietary Names Click here for help
INN number INN
1 hydralazine
Synonyms Click here for help
Apresoline®
Database Links Click here for help
CAS Registry No. 86-54-4
ChEMBL Ligand CHEMBL276832
DrugBank Ligand DB01275
DrugCentral Ligand 1384
GtoPdb PubChem SID 178103898
PubChem CID 3637
RCSB PDB Ligand HLZ
Search Google for chemical match using the InChIKey RPTUSVTUFVMDQK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RPTUSVTUFVMDQK
Search PubMed clinical trials hydralazine
Search PubMed titles hydralazine
Search PubMed titles/abstracts hydralazine
UniChem Compound Search for chemical match using the InChIKey RPTUSVTUFVMDQK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RPTUSVTUFVMDQK-UHFFFAOYSA-N
Wikipedia Hydralazine