2-({6-[(3R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}methyl)-4-fluorobenzonitrile

• ChemBase ID: 313207
• Molecular Formular: C18H20FN5O2
• Molecular Mass: 357.3821032
• Monoisotopic Mass: 357.16010313
• SMILES: c1(cc(ccc1C#N)F)Cn1c(cc(=O)n(c1=O)C)N1C[C@@H](CCC1)N
• Canonical SMILES: N#Cc1ccc(cc1Cn1c(cc(=O)n(c1=O)C)N1CCC[C@H](C1)N)F
• InChI: InChI=1S/C18H20FN5O2/c1-22-17(25)8-16(23-6-2-3-15(21)11-23)24(18(22)26)10-13-7-14(19)5-4-12(13)9-20/h4-5,7-8,15H,2-3,6,10-11,21H2,1H3/t15-/m1/s1
• InChIKey: IWYJYHUNXVAVAA-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({6-[(3R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}methyl)-4-fluorobenzonitrile
• IUPAC Traditional name: 2-({6-[(3R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxopyrimidin-1-yl}methyl)-4-fluorobenzonitrile
• Synonyms: SYR-472; Trelagliptin

Database IDs

• CAS Number: 865759-25-7

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.6868324
• LogD (pH = 7.4): -0.7264723
• Log P: 1.2983421
• Molar Refractivity: 104.4796 cm^3
• Polarizability: 35.515724 Å^3
• Polar Surface Area: 93.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: DPP-4

Product Information

• Salt Data: Free Base