Sitagliptin phosphateProduct ingredient for Sitagliptin

Show full entry for Sitagliptin
Name
Sitagliptin phosphate
Drug Entry
Sitagliptin

Sitagliptin is an oral dipeptidyl peptidase-4 (DPP-4) inhibitor used in conjunction with diet and exercise to improve glycemic control in patients with type 2 diabetes mellitusLabel,4,1,2. The effect of this medication leads to glucose dependent increases in insulin and decreases in glucagon to improve control of blood sugarLabel,1. Sitagliptin was granted FDA approval on October 16, 20066.

See full entry for Sitagliptin
Accession Number
DBSALT002821
Structure
Similar Structures
Synonyms
Sitagliptin phosphate hydrate / Sitagliptin phosphate monohydrate
External IDs
MK-0431 / MK0431 / ONO-5435
UNII
TS63EW8X6F
CAS Number
654671-77-9
Weight
Average: 523.329
Monoisotopic: 523.10553936
Chemical Formula
C16H20F6N5O6P
InChI Key
GQPYTJVDPQTBQC-KLQYNRQASA-N
InChI
InChI=1S/C16H15F6N5O.H3O4P.H2O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22;1-5(2,3)4;/h4,6,9H,1-3,5,7,23H2;(H3,1,2,3,4);1H2/t9-;;/m1../s1
IUPAC Name
(3R)-3-amino-1-[3-(trifluoromethyl)-5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one phosphoric acid hydrate
SMILES
O.OP(O)(O)=O.N[C@@H](CC(=O)N1CCN2C(C1)=NN=C2C(F)(F)F)CC1=CC(F)=C(F)C=C1F
ChemSpider
9766503
ChEMBL
CHEMBL1201174
Wikipedia
Sitagliptin
Predicted Properties
PropertyValueSource
Water Solubility0.034 mg/mLALOGPS
logP1.95ALOGPS
logP1.26Chemaxon
logS-4.1ALOGPS
pKa (Strongest Basic)8.78Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area77.04 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity87.49 m3·mol-1Chemaxon
Polarizability34.04 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon