Flupirtine maleateProduct ingredient for Flupirtine

Name
Flupirtine maleate
Drug Entry
Flupirtine

Flupirtine is a pyridine derivative that is in clinical use as a nonopioid analgesic. It was approved for the treatment of pain in 1984 in Europe. It is not approved for use in the U.S. or Canada, but is currently in phase II trials for the treatment of fibromyalgia.

Accession Number
DBSALT000912
Structure
Synonyms
Flupirtine maleate
External IDs
D-9998 / W 2964M / W-2964M
UNII
0VCI53PK4A
CAS Number
75507-68-5
Weight
Average: 420.397
Monoisotopic: 420.144512575
Chemical Formula
C19H21FN4O6
InChI Key
DPYIXBFZUMCMJM-BTJKTKAUSA-N
InChI
InChI=1S/C15H17FN4O2.C4H4O4/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10;5-3(6)1-2-4(7)8/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20);1-2H,(H,5,6)(H,7,8)/b;2-1-
IUPAC Name
(2Z)-but-2-enedioic acid; ethyl N-(2-amino-6-{[(4-fluorophenyl)methyl]amino}pyridin-3-yl)carbamate
SMILES
[H]\C(=C(/[H])C(O)=O)C(O)=O.CCOC(=O)NC1=C(N)N=C(NCC2=CC=C(F)C=C2)C=C1
PubChem Compound
6435335
ChemSpider
4940121
ChEMBL
CHEMBL1256752
Predicted Properties
PropertyValueSource
Water Solubility0.0732 mg/mLALOGPS
logP2.61ALOGPS
logP2.67Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.9Chemaxon
pKa (Strongest Basic)7.5Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area89.27 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity85.49 m3·mol-1Chemaxon
Polarizability31.37 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon