CAS 92623-83-1|3-(4-methoxybenzoyl)-2-methyl-1-[2-(morpholin-4-yl)ethyl]indole|3-(4-methoxybenzoyl)-2-methyl-1-[2-(morpholin-4-yl)ethyl]-1H-indole|WIN 48098|Pravadoline(WIN 48098)|pravadoline|(4-Met...

General Information

Structure

Molecular Formula

C₂₃H₂₆N₂O₃

Molecular Mass

378.46414

Exact Mass

378.1943427

Charge

InChI

InChI=1S/C23H26N2O3/c1-17-22(23(26)18-7-9-19(27-2)10-8-18)20-5-3-4-6-21(20)25(17)12-11-24-13-15-28-16-14-24/h3-10H,11-16H2,1-2H3

InChIKey

MEUQWHZOUDZXHH-UHFFFAOYSA-N

Canonic Smiles

COc1ccc(cc1)C(=O)c1c(C)n(c2c1cccc2)CCN1CCOCC1

Isomeric Smiles

c1ccc2c(c1)c(c(n2CCN1CCOCC1)C)C(=O)c1ccc(cc1)OC

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

2.5740738

LogD (pH = 7.4)

3.5476563

Log P

3.597071

Molar Refractivity

111.3232

Polarizability

43.950245

Polar Surface Area

43.7

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

3-(4-methoxybenzoyl)-2-methyl-1-[2-(morpholin-4-yl)ethyl]indole pravadoline

IUPAC name

3-(4-methoxybenzoyl)-2-methyl-1-[2-(morpholin-4-yl)ethyl]-1H-indole

Synonyms

Pravadoline(WIN 48098)WIN 48098(4-Methoxyphenyl)(2-methyl-1-(2-morpholinoethyl)-1H-indol-3-yl)methanone(4-Methoxyphenyl)[2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl]methanonePravadoline

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem CID

PubChem SID

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S1588

Research Area: Neurological Disease
Biological Activity:
Pravadoline (WIN 48098) is an antiinflammatory and analgesic compound with an IC50 of 4.9 µM for inhibition of the synthesis of prostaglandins (PGs) in mouse brain. Pravadoline (WIN 48098) is related in structure to non-steroidal antinflammtory agents such as indometacin. Pravadoline (WIN 48098) was developed in the 1980s as a new antiinflammatory and prostaglandin synthesis inhibitor, acting through inhibition of the enzyme cyclooxygenase (COX). [1][2]References on Pravadoline (WIN 48098)[1] J Pharmacol Exp Ther., 1990 Nov, 255(2):511-22.[2] http://en.wikipedia.org/wiki/Pravadoline, ,

TRC

P701180

An antiinflammatory and analgesic drug.

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Pravadoline

• Mazzoni, O., et al.: Chem. Biol. Drug Des., 75, 106 (2003)

• Huffman, J., et al.: Bioorg. Med. Chem., 11, 539 (2003)

References

Bioactivity