(3R)-4-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepan-2-one

• ChemBase ID: 4922
• Molecular Formular: C17H19F6N3O2
• Molecular Mass: 411.3420792
• Monoisotopic Mass: 411.13814618
• SMILES: c1c(c(cc(c1F)F)C[C@H](CC(=O)N1CCCNC(=O)[C@H]1CC(F)(F)F)N)F
• Canonical SMILES: N[C@H](Cc1cc(F)c(cc1F)F)CC(=O)N1CCCNC(=O)[C@H]1CC(F)(F)F
• InChI: InChI=1S/C17H19F6N3O2/c18-11-7-13(20)12(19)5-9(11)4-10(24)6-15(27)26-3-1-2-25-16(28)14(26)8-17(21,22)23/h5,7,10,14H,1-4,6,8,24H2,(H,25,28)/t10-,14-/m1/s1
• InChIKey: RMDAPSXWBVPVOG-QMTHXVAHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-4-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepan-2-one
• IUPAC Traditional name: (3R)-4-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-(2,2,2-trifluoroethyl)-1,4-diazepan-2-one
• Synonyms: (3R)-4-[(3R)-3-AMINO-4-(2,4,5-TRIFLUOROPHENYL)BUTANOYL]-3-(2,2,2-TRIFLUOROETHYL)-1,4-DIAZEPAN-2-ONE

Database IDs

• PubChem SID: 160968354; 99443742
• PubChem CID: 11592154

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.539439
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.6211139
• LogD (pH = 7.4): -0.07065428
• Log P: 1.1950499
• Molar Refractivity: 87.3525 cm^3
• Polarizability: 32.62303 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.81
• LOG S: -3.93
• Solubility (Water): 4.85e-02 g/l

DETAILS

DrugBank - DB07271

Drug information: experimental