Saxagliptin hydrochlorideProduct ingredient for Saxagliptin

Name
Saxagliptin hydrochloride
Drug Entry
Saxagliptin

Saxagliptin (rINN) is an orally active hypoglycemic (anti-diabetic drug) of the new dipeptidyl peptidase-4 (DPP-4) inhibitor class of drugs. FDA approved on July 31, 2009.

Accession Number
DBSALT000158
Structure
Synonyms
Saxagliptin HCl
UNII
Z8J84YIX6L
CAS Number
709031-78-7
Weight
Average: 351.871
Monoisotopic: 351.171354798
Chemical Formula
C18H26ClN3O2
InChI Key
TUAZNHHHYVBVBR-NHKADLRUSA-N
InChI
InChI=1S/C18H25N3O2.ClH/c19-8-13-2-12-3-14(12)21(13)16(22)15(20)17-4-10-1-11(5-17)7-18(23,6-10)9-17;/h10-15,23H,1-7,9,20H2;1H/t10?,11?,12-,13+,14+,15-,17?,18?;/m1./s1
IUPAC Name
(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile hydrochloride
SMILES
Cl.[H][C@@]12C[C@]1([H])N([C@@H](C2)C#N)C(=O)[C@@H](N)C12CC3CC(CC(O)(C3)C1)C2
PubChem Compound
49800073
ChemSpider
25047965
ChEMBL
CHEMBL1201743
Wikipedia
Saxagliptin
Predicted Properties
PropertyValueSource
Water Solubility2.26 mg/mLALOGPS
logP0.88ALOGPS
logP-0.08Chemaxon
logS-2.1ALOGPS
pKa (Strongest Acidic)14.74Chemaxon
pKa (Strongest Basic)7.9Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area90.35 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity83.99 m3·mol-1Chemaxon
Polarizability33.76 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon