Molecular Identity
indoprofen
2-[4-(3-oxo-1H-isoindol-2-yl)phenyl]propanoic acid
PubChem CID: 3718
Indoprofen is a monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-(1-oxo-1,3-dihydroisoindol-2-yl)phenyl group. Initially used as an anti-inflammatory and analgesic, it was withdrawn from the market due to causing severe gastrointestinal bleeding. It has been subsequently found to increase production of the survival motor neuron protein. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a member of isoindoles, a monocarboxylic acid and a gamma-lactam. It is functionally related to a propionic acid.
2D Structure
Properties
C17H15NO3
Molecular Formula
281.30
Molecular Weight
g/mol
281.1052
Exact Mass
Da
2.8
XLogP
Drug-like (Lipinski: < 5)
57.6
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
3
H-Bond Acceptors
414
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
indoprofen31842-01-0IsindoneReumofeneFlosinFlosintIndoprofeneIndoprofenoPraxisBor-indIndoprofenumK 42772-(4-(1-Carboxyethyl)phenyl)-1-isoindolinonep-(1-Oxo-2-isoindolinyl)hydratropic acidCPE46ZU14N
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to indoprofen
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