midodrine   Click here for help

GtoPdb Ligand ID: 7240

Synonyms: A-4020 Linz | Proamatine® | ST-1085
Approved drug
midodrine is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: The active metabolite of midodrine is desglymidodrine (CHEMBL1076).
Marketed formulations may contain midodrine hydrochloride (PubChem CID 18340).
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 4
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 97.3
Molecular weight 254.13
XLogP -0.04
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 COc1ccc(cc1C(CN=C(CN)O)O)OC
Isomeric SMILES COc1ccc(cc1C(CN=C(CN)O)O)OC
InChI InChI=1S/C12H18N2O4/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16)
InChI Key PTKSEFOSCHHMPD-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 (1996))
IUPAC Name Click here for help
2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]ethanimidic acid
International Nonproprietary Names Click here for help
INN number INN
3186 midodrine
Synonyms Click here for help
A-4020 Linz | Proamatine® | ST-1085
Database Links Click here for help
CAS Registry No. 42794-76-3
ChEMBL Ligand CHEMBL1201212
DrugBank Ligand DB00211
DrugCentral Ligand 1803
GtoPdb PubChem SID 178103814
PubChem CID 4195
Search Google for chemical match using the InChIKey PTKSEFOSCHHMPD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PTKSEFOSCHHMPD
Search PubMed clinical trials midodrine
Search PubMed titles midodrine
Search PubMed titles/abstracts midodrine
UniChem Compound Search for chemical match using the InChIKey PTKSEFOSCHHMPD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PTKSEFOSCHHMPD-UHFFFAOYSA-N
Wikipedia Midodrine