Prucalopride succinateProduct ingredient for Prucalopride

Name
Prucalopride succinate
Drug Entry
Prucalopride

Prucalopride is a dihydrobenzofurancarboxamide derivative from the benzofurane family that selectively stimulates 5-HT4 receptors and thus, it presents enterokinetic properties.2 The high selectivity of prucalopride allowed further development as it prevented the cardiac adverse reactions observed due to non-target effects of precedent therapies.5 Prucalopride was developed by Shire Development LLC and approved for use in Europe in 2009,1 in Canada on December 7, 2011 and by the FDA on December 17, 2018.7

Accession Number
DBSALT002626
Structure
Synonyms
Not Available
External IDs
R 108512 / R-108512
UNII
4V2G75E1CK
CAS Number
179474-85-2
Weight
Average: 485.96
Monoisotopic: 485.1928781
Chemical Formula
C22H32ClN3O7
InChI Key
QZRSNVSQLGRAID-UHFFFAOYSA-N
InChI
InChI=1S/C18H26ClN3O3.C4H6O4/c1-24-9-2-6-22-7-3-12(4-8-22)21-18(23)14-11-15(19)16(20)13-5-10-25-17(13)14;5-3(6)1-2-4(7)8/h11-12H,2-10,20H2,1H3,(H,21,23);1-2H2,(H,5,6)(H,7,8)
IUPAC Name
4-amino-5-chloro-N-[1-(3-methoxypropyl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-7-carboxamide; butanedioic acid
SMILES
OC(=O)CCC(O)=O.COCCCN1CCC(CC1)NC(=O)C1=C2OCCC2=C(N)C(Cl)=C1
ChemSpider
8045700
ChEMBL
CHEMBL2105748
Wikipedia
Prucalopride
Predicted Properties
PropertyValueSource
Water Solubility0.129 mg/mLALOGPS
logP2.09ALOGPS
logP0.74Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)14.64Chemaxon
pKa (Strongest Basic)8.98Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area76.82 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity100.67 m3·mol-1Chemaxon
Polarizability40.8 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon