({4-[(2S)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]phenyl}difluoromethyl)phosphonic acid

• ChemBase ID: 3252
• Molecular Formular: C31H34F2N3O6P
• Molecular Mass: 613.5887274
• Monoisotopic Mass: 613.21532889
• SMILES: CC(=O)N[C@@H](Cc1ccc(cc1)C(F)(F)P(=O)(O)O)C(=O)N[C@@H]1CCCCN(Cc2ccc(cc2)c2ccccc2)C1=O
• Canonical SMILES: CC(=O)N[C@H](C(=O)N[C@@H]1CCCCN(C1=O)Cc1ccc(cc1)c1ccccc1)Cc1ccc(cc1)C(P(=O)(O)O)(F)F
• InChI: InChI=1S/C31H34F2N3O6P/c1-21(37)34-28(19-22-12-16-26(17-13-22)31(32,33)43(40,41)42)29(38)35-27-9-5-6-18-36(30(27)39)20-23-10-14-25(15-11-23)24-7-3-2-4-8-24/h2-4,7-8,10-17,27-28H,5-6,9,18-20H2,1H3,(H,34,37)(H,35,38)(H2,40,41,42)/t27-,28+/m1/s1
• InChIKey: LVZDQVATAQEMCX-IZLXSDGUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({4-[(2S)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]phenyl}difluoromethyl)phosphonic acid
• IUPAC Traditional name: {4-[(2S)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]phenyl}difluoromethylphosphonic acid
• Synonyms: RU82209

Database IDs

• PubChem SID: 46507142; 160966694
• PubChem CID: 46936723

CALCULATED PROPERTIES

JChem

• Log P: 3.28284
• Molar Refractivity: 157.3372 cm^3
• Polarizability: 61.31005 Å^3
• Polar Surface Area: 136.04 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false
• Acid pKa: 0.49628875
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.96791106
• LogD (pH = 7.4): 0.52574

ALOGPS 2.1

• LOG S: -6.32
• Solubility (Water): 2.92e-04 g/l
• Log P: 2.89

DETAILS

DrugBank - DB03591

Drug information: experimental