minoxidil   Click here for help

GtoPdb Ligand ID: 4254

Synonyms: Rogaine®
Approved drug PDB Ligand
minoxidil is an approved drug (FDA (1979))
Compound class: Synthetic organic
Comment: The structure shown here is the same as the INN-assigned structure for this compound. The charges represent the movement of electrons towards the oxygen atom. Our representation of the structure is different to that shown on PubChem, where the molecule is shown without the charges.
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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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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 2
Rotatable bonds 1
Topological polar surface area 95.11
Molecular weight 209.13
XLogP 2.9
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 Nc1cc(nc([n+]1[O-])N)N1CCCCC1
Isomeric SMILES Nc1cc(nc([n+]1[O-])N)N1CCCCC1
InChI InChI=1S/C9H15N5O/c10-7-6-8(12-9(11)14(7)15)13-4-2-1-3-5-13/h6H,1-5,10H2,(H2,11,12)
InChI Key ZFMITUMMTDLWHR-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 (1979))
IUPAC Name Click here for help
2,6-diamino-4-(piperidin-1-yl)pyrimidin-1-ium-1-olate
International Nonproprietary Names Click here for help
INN number INN
2987 minoxidil
Synonyms Click here for help
Rogaine®
Database Links Click here for help
CAS Registry No. 38304-91-5 (source: Scifinder)
ChEMBL Ligand CHEMBL802
DrugBank Ligand DB00350
DrugCentral Ligand 1814
GtoPdb PubChem SID 178101071
PubChem CID 4201
RCSB PDB Ligand MXD
Search Google for chemical match using the InChIKey ZFMITUMMTDLWHR-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZFMITUMMTDLWHR
Search PubMed clinical trials minoxidil
Search PubMed titles minoxidil
Search PubMed titles/abstracts minoxidil
UniChem Compound Search for chemical match using the InChIKey ZFMITUMMTDLWHR-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZFMITUMMTDLWHR-UHFFFAOYSA-N
Wikipedia Minoxidil