Metabolite Sitagliptin M4 Metabolite

Name
Sitagliptin M4 Metabolite
Description
Not Available
Structure
Similar Structures
Synonyms
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 627.453
Monoisotopic: 627.139996319
Chemical Formula
C23H23F6N5O9
InChI Key
GKDZQUQEXZXGMZ-HQPXMBHSSA-N
InChI
InChI=1S/C23H23F6N5O9/c24-10-6-12(26)11(25)4-8(10)3-9(30-22(41)43-20-17(38)15(36)16(37)18(42-20)19(39)40)5-14(35)33-1-2-34-13(7-33)31-32-21(34)23(27,28)29/h4,6,9,15-18,20,36-38H,1-3,5,7H2,(H,30,41)(H,39,40)/t9-,15+,16+,17-,18+,20?/m1/s1
IUPAC Name
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-({[(2R)-4-oxo-4-[3-(trifluoromethyl)-5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-1-(2,4,5-trifluorophenyl)butan-2-yl]carbamoyl}oxy)oxane-2-carboxylic acid
SMILES
O[C@@H]1[C@@H](O)C(OC(=O)N[C@@H](CC(=O)N2CCN3C(C2)=NN=C3C(F)(F)F)CC2=CC(F)=C(F)C=C2F)O[C@@H]([C@H]1O)C(O)=O
Reactions
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0000609000-e849546d93c4b122e230
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0560-0121908000-46b6b7edf1704f170ee2
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01si-0211947000-c1ba4887f3c6876906fd
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9212111000-6007b07606f7e4df7a9c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0956283000-7c43d7b702ab046e321c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000f-6392382000-bb562f234ab2e4e61eee
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-224.7217
predicted
DeepCCS 1.0 (2019)
[M+H]+226.94975
predicted
DeepCCS 1.0 (2019)
[M+Na]+232.82677
predicted
DeepCCS 1.0 (2019)
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.126 mg/mLALOGPS
logP1.31ALOGPS
logP-0.4Chemaxon
logS-3.7ALOGPS
pKa (Strongest Acidic)3.28Chemaxon
pKa (Strongest Basic)0.66Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area196.57 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity126.09 m3·mol-1Chemaxon
Polarizability50.9 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon