(2S)-1-{2-[(3-hydroxyadamantan-1-yl)amino]acetyl}pyrrolidine-2-carbonitrile

• ChemBase ID: 312752
• Molecular Formular: C17H25N3O2
• Molecular Mass: 303.3993
• Monoisotopic Mass: 303.19467706
• SMILES: C1N([C@@H](CC1)C#N)C(=O)CNC12CC3CC(C1)CC(C2)(C3)O
• Canonical SMILES: N#C[C@@H]1CCCN1C(=O)CNC12CC3CC(C1)CC(C2)(C3)O
• InChI: InChI=1S/C17H25N3O2/c18-9-14-2-1-3-20(14)15(21)10-19-16-5-12-4-13(6-16)8-17(22,7-12)11-16/h12-14,19,22H,1-8,10-11H2/t12?,13?,14-,16?,17?/m0/s1
• InChIKey: SYOKIDBDQMKNDQ-XWTIBIIYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-{2-[(3-hydroxyadamantan-1-yl)amino]acetyl}pyrrolidine-2-carbonitrile
• IUPAC Traditional name: EQUA
• Synonyms: Galvus; Vildagliptin (LAF-237)

Database IDs

• CAS Number: 274901-16-5

CALCULATED PROPERTIES

• Acid pKa: 14.705235
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.2804537
• LogD (pH = 7.4): -1.8509002
• Log P: -0.21739453
• Molar Refractivity: 81.9991 cm^3
• Polarizability: 32.339184 Å^3
• Polar Surface Area: 76.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: DPP-4

Product Information

• Salt Data: Free Base