(2S,3S)-3-amino-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxo-2-(4-{[1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)butanamide

• ChemBase ID: 6115
• Molecular Formular: C22H25FN6O2
• Molecular Mass: 424.4713032
• Monoisotopic Mass: 424.20230229
• SMILES: c12ccc(cn1ncn2)c1ccc(cc1)[C@@H]([C@@H](C(=O)N1C[C@H](CC1)F)N)C(=O)N(C)C
• Canonical SMILES: F[C@H]1CCN(C1)C(=O)[C@H]([C@@H](C(=O)N(C)C)c1ccc(cc1)c1ccc2n(c1)ncn2)N
• InChI: InChI=1S/C22H25FN6O2/c1-27(2)21(30)19(20(24)22(31)28-10-9-17(23)12-28)15-5-3-14(4-6-15)16-7-8-18-25-13-26-29(18)11-16/h3-8,11,13,17,19-20H,9-10,12,24H2,1-2H3/t17-,19-,20-/m0/s1
• InChIKey: ZNHVIJAGMFQGMS-IHPCNDPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-amino-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxo-2-(4-{[1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)butanamide
• IUPAC Traditional name: (2S,3S)-3-amino-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxo-2-(4-{[1,2,4]triazolo[1,5-a]pyridin-6-yl}phenyl)butanamide
• Synonyms: 6-(4-{(1S,2S)-2-AMINO-1-[(DIMETHYLAMINO)CARBONYL]-3-[(3S)-3-FLUOROPYRROLIDIN-1-YL]-3-OXOPROPYL}PHENYL)-1H-[1,2,4]TRIAZOLO[1,5-A]PYRIDIN-4-IUM

Database IDs

• PubChem SID: 99444975; 160969540
• PubChem CID: 10320144

CALCULATED PROPERTIES

JChem

• Acid pKa: 18.090797
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.7218496
• LogD (pH = 7.4): 0.5955027
• Log P: 0.72506434
• Molar Refractivity: 125.4301 cm^3
• Polarizability: 44.655636 Å^3
• Polar Surface Area: 96.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.3
• LOG S: -3.59
• Solubility (Water): 1.09e-01 g/l

DETAILS

DrugBank - DB08504

Drug information: experimental