Alogliptin benzoateProduct ingredient for Alogliptin

Name
Alogliptin benzoate
Drug Entry
Alogliptin

Alogliptin is a selective, orally-bioavailable inhibitor of enzymatic activity of dipeptidyl peptidase-4 (DPP-4). Chemically, alogliptin is prepared as a benzoate salt and exists predominantly as the R-enantiomer (>99%). It undergoes little or no chiral conversion in vivo to the (S)-enantiomer. FDA approved January 25, 2013.

Accession Number
DBSALT000007
Structure
Synonyms
Not Available
External IDs
SYR 322 / SYR-322
UNII
EEN99869SC
CAS Number
850649-62-6
Weight
Average: 461.513
Monoisotopic: 461.206304377
Chemical Formula
C25H27N5O4
InChI Key
KEJICOXJTRHYAK-XFULWGLBSA-N
InChI
InChI=1S/C18H21N5O2.C7H6O2/c1-21-17(24)9-16(22-8-4-7-15(20)12-22)23(18(21)25)11-14-6-3-2-5-13(14)10-19;8-7(9)6-4-2-1-3-5-6/h2-3,5-6,9,15H,4,7-8,11-12,20H2,1H3;1-5H,(H,8,9)/t15-;/m1./s1
IUPAC Name
2-({6-[(3R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}methyl)benzonitrile; benzoic acid
SMILES
OC(=O)C1=CC=CC=C1.[H][C@@]1(N)CCCN(C1)C1=CC(=O)N(C)C(=O)N1CC1=CC=CC=C1C#N
PubChem Compound
16088021
ChemSpider
17246652
ChEBI
72324
ChEMBL
CHEMBL227529
Wikipedia
Alogliptin
Predicted Properties
PropertyValueSource
Water Solubility0.58 mg/mLALOGPS
logP0.66ALOGPS
logP1.16ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)9.47ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area93.67 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity104.26 m3·mol-1ChemAxon
Polarizability35.03 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon