dopamine   Click here for help

GtoPdb Ligand ID: 940

Synonyms: 3-hydroxytyramine
Approved drug PDB Ligand Immunopharmacology Ligand
dopamine is an approved drug (FDA (1974))
Comment: Dopamine is the precursor to norepinephrine (noradrenaline) and epinephrine ((±)-adrenaline).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: dopamine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 1
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 66.48
Molecular weight 153.08
XLogP 0.65
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NCCc1ccc(c(c1)O)O
Isomeric SMILES NCCc1ccc(c(c1)O)O
InChI InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2
InChI Key VYFYYTLLBUKUHU-UHFFFAOYSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1974))
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
4-(2-Aminoethyl)benzene-1,2-diol
International Nonproprietary Names Click here for help
INN number INN
2417 dopamine
Synonyms Click here for help
3-hydroxytyramine
Database Links Click here for help
BindingDB Ligand 50002316
CAS Registry No. 51-61-6
ChEBI CHEBI:18243
ChEMBL Ligand CHEMBL59
DrugBank Ligand DB00988
DrugCentral Ligand 947
GtoPdb PubChem SID 135651480
PubChem CID 681
RCSB PDB Ligand LDP
Search Google for chemical match using the InChIKey VYFYYTLLBUKUHU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VYFYYTLLBUKUHU
Search PubMed clinical trials dopamine
Search PubMed titles dopamine
Search PubMed titles/abstracts dopamine
UniChem Compound Search for chemical match using the InChIKey VYFYYTLLBUKUHU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VYFYYTLLBUKUHU-UHFFFAOYSA-N
Wikipedia Dopamine