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

• ChemBase ID: 4788
• Molecular Formular: C22H31FN6O2
• Molecular Mass: 430.5189432
• Monoisotopic Mass: 430.24925248
• SMILES: c1c2n(c(cc1)[C@H]1CC[C@H]([C@@H]([C@@H](C(=O)N3C[C@H](CC3)F)N)C(=O)N(C)C)CC1)ncn2
• Canonical SMILES: F[C@H]1CCN(C1)C(=O)[C@H]([C@@H](C(=O)N(C)C)[C@@H]1CC[C@H](CC1)c1cccc2n1ncn2)N
• InChI: InChI=1S/C22H31FN6O2/c1-27(2)21(30)19(20(24)22(31)28-11-10-16(23)12-28)15-8-6-14(7-9-15)17-4-3-5-18-25-13-26-29(17)18/h3-5,13-16,19-20H,6-12,24H2,1-2H3/t14-,15-,16-,19-,20-/m0/s1
• InChIKey: ZPWDKZWKUOYOHA-UKSSEWCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-amino-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxo-2-[(4S)-4-{[1,2,4]triazolo[1,5-a]pyridin-5-yl}cyclohexyl]butanamide
• IUPAC Traditional name: (2S,3S)-3-amino-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxo-2-[(4S)-4-{[1,2,4]triazolo[1,5-a]pyridin-5-yl}cyclohexyl]butanamide
• Synonyms: (2S,3S)-3-AMINO-4-[(3S)-3-FLUOROPYRROLIDIN-1-YL]-N,N-DIMETHYL-4-OXO-2-(TRANS-4-[1,2,4]TRIAZOLO[1,5-A]PYRIDIN-5-YLCYCLOHEXYL)BUTANAMIDE

Database IDs

• PubChem SID: 99443606; 160968220
• PubChem CID: 11495704

CALCULATED PROPERTIES

JChem

• Acid pKa: 18.941067
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.0540053
• LogD (pH = 7.4): 0.5148355
• Log P: 0.80847335
• Molar Refractivity: 125.9474 cm^3
• Polarizability: 44.012203 Å^3
• Polar Surface Area: 96.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.2
• LOG S: -3.45
• Solubility (Water): 1.52e-01 g/l

DETAILS

DrugBank - DB07135

Drug information: experimental