Ertugliflozin pidolateProduct ingredient for Ertugliflozin

Name
Ertugliflozin pidolate
Drug Entry
Ertugliflozin

Ertugliflozin belongs to the class of potent and selective inhibitors of the sodium-dependent glucose cotransporters (SGLT), more specifically the type 2 which is responsible for about 90% of the glucose reabsorption from glomerulus.1 This drug was developed under the collaboration of Merck and Pfizer. It was FDA approved as monotherapy and in combination with sitagliptin or metformin hydrochloride on December 22, 2017.6

Accession Number
DBSALT002616
Structure
Synonyms
Ertugliflozin L-pyroglutamic acid
UNII
MLU731K321
CAS Number
1210344-83-4
Weight
Average: 566.0
Monoisotopic: 565.1714739
Chemical Formula
C27H32ClNO10
InChI Key
YHIUPZFKHZTLSH-LXYIGGQGSA-N
InChI
InChI=1S/C22H25ClO7.C5H7NO3/c1-2-28-16-6-3-13(4-7-16)9-14-10-15(5-8-17(14)23)22-20(27)18(25)19(26)21(11-24,30-22)12-29-22;7-4-2-1-3(6-4)5(8)9/h3-8,10,18-20,24-27H,2,9,11-12H2,1H3;3H,1-2H2,(H,6,7)(H,8,9)/t18-,19-,20+,21-,22-;3-/m00/s1
IUPAC Name
(1S,2S,3S,4R,5S)-5-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol; (2S)-5-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylic acid
SMILES
[H][C@]1(CCC(O)=N1)C(O)=O.[H][C@]1(O)[C@]([H])(O)[C@]2(CO)CO[C@](O2)(C2=CC=C(Cl)C(CC3=CC=C(OCC)C=C3)=C2)[C@]1([H])O
ChemSpider
58828299
Predicted Properties
PropertyValueSource
Water Solubility0.119 mg/mLALOGPS
logP2.21ALOGPS
logP2.32Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)11.98Chemaxon
pKa (Strongest Basic)-3.1Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area108.61 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity109.07 m3·mol-1Chemaxon
Polarizability44.49 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon