(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

• ChemBase ID: 312846
• Molecular Formular: C18H25N3O2
• Molecular Mass: 315.41
• Monoisotopic Mass: 315.19467706
• SMILES: C1C2CC3(CC1CC(C2)(C3)O)[C@@H](C(=O)N1[C@@H](C[C@H]2[C@@H]1C2)C#N)N
• Canonical SMILES: N#C[C@@H]1C[C@H]2[C@@H](N1C(=O)[C@H](C13CC4CC(C1)CC(C3)(C4)O)N)C2
• InChI: InChI=1S/C18H25N3O2/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/t10?,11?,12-,13+,14+,15-,17?,18?/m1/s1
• InChIKey: QGJUIPDUBHWZPV-SGTAVMJGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
• IUPAC Traditional name: saxagliptin
• Synonyms: Saxagliptin (BMS-477118,Onglyza)

Database IDs

• CAS Number: 361442-04-8

CALCULATED PROPERTIES

• Acid pKa: 14.743205
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.388905
• LogD (pH = 7.4): -0.6962074
• Log P: -0.079534434
• Molar Refractivity: 83.9913 cm^3
• Polarizability: 33.454536 Å^3
• Polar Surface Area: 90.35 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: DPP-4

Product Information

• Salt Data: Free Base