dipivefrine   Click here for help

GtoPdb Ligand ID: 7166

Synonyms: Propine®
Approved drug
dipivefrine is an approved drug
Compound class: Synthetic organic
Comment: Dipivefrin is a prodrug of adrenaline/epinephrine.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 84.86
Molecular weight 351.2
XLogP 1.72
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CNCC(c1ccc(c(c1)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C)O
Isomeric SMILES CNCC(c1ccc(c(c1)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C)O
InChI InChI=1S/C19H29NO5/c1-18(2,3)16(22)24-14-9-8-12(13(21)11-20-7)10-15(14)25-17(23)19(4,5)6/h8-10,13,20-21H,11H2,1-7H3
InChI Key OCUJLLGVOUDECM-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
Is prodrug? Yes
Active form (±)-adrenaline
IUPAC Name Click here for help
2-[(2,2-dimethylpropanoyl)oxy]-4-[1-hydroxy-2-(methylamino)ethyl]phenyl 2,2-dimethylpropanoate
International Nonproprietary Names Click here for help
INN number INN
4429 dipivefrine
Synonyms Click here for help
Propine®
Database Links Click here for help
CAS Registry No. 52365-63-6
ChEMBL Ligand CHEMBL1201262
DrugBank Ligand DB00449
DrugCentral Ligand 922
GtoPdb PubChem SID 178103741
PubChem CID 3105
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Wikipedia Dipivefrine