N-[(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]acetamide

• ChemBase ID: 159456
• Molecular Formular: C18H17F6N5O2
• Molecular Mass: 449.3502992
• Monoisotopic Mass: 449.12864413
• SMILES: c1(cc(c(cc1F)C[C@H](CC(=O)N1CCn2c(C1)nnc2C(F)(F)F)NC(=O)C)F)F
• Canonical SMILES: CC(=O)N[C@H](Cc1cc(F)c(cc1F)F)CC(=O)N1CCn2c(C1)nnc2C(F)(F)F
• InChI: InChI=1S/C18H17F6N5O2/c1-9(30)25-11(4-10-5-13(20)14(21)7-12(10)19)6-16(31)28-2-3-29-15(8-28)26-27-17(29)18(22,23)24/h5,7,11H,2-4,6,8H2,1H3,(H,25,30)/t11-/m1/s1
• InChIKey: YGFMQPHTQKCJPI-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(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]acetamide
• IUPAC Traditional name: N-[(2R)-4-oxo-4-[3-(trifluoromethyl)-5H,6H,8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-1-(2,4,5-trifluorophenyl)butan-2-yl]acetamide
• Synonyms: 7-[(3R)-3-[(N-Acetyl)Amino]-1-oxo-4-(2,4,5-trifluorophenyl)butyl]-5,6,7,8-tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine; N-Acetyl Sitagliptin

Database IDs

• PubChem SID: 162253591
• PubChem CID: 54764463

CALCULATED PROPERTIES

• Acid pKa: 13.011171
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0760562
• LogD (pH = 7.4): 1.0760618
• Log P: 1.0760629
• Molar Refractivity: 96.9384 cm^3
• Polarizability: 34.922 Å^3
• Polar Surface Area: 80.12 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A187815

N-Acetyl Sitagliptin is the N-acetylated derivative of the trizolopyrazine dipeptidyl peptidase IV inhibitor, Sitagliptin (S491000).