({4-[(2S)-2-carbamoyl-2-[(2S)-2-acetamido-3-phenylpropanamido]ethyl]phenyl}difluoromethyl)phosphonic acid

• ChemBase ID: 5292
• Molecular Formular: C21H24F2N3O6P
• Molecular Mass: 483.4023274
• Monoisotopic Mass: 483.13707857
• SMILES: C(c1ccc(cc1)C[C@@H](C(=O)N)NC(=O)[C@@H](NC(=O)C)Cc1ccccc1)(F)(F)P(=O)(O)O
• Canonical SMILES: CC(=O)N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccc(cc1)C(P(=O)(O)O)(F)F)Cc1ccccc1
• InChI: InChI=1S/C21H24F2N3O6P/c1-13(27)25-18(12-14-5-3-2-4-6-14)20(29)26-17(19(24)28)11-15-7-9-16(10-8-15)21(22,23)33(30,31)32/h2-10,17-18H,11-12H2,1H3,(H2,24,28)(H,25,27)(H,26,29)(H2,30,31,32)/t17-,18-/m0/s1
• InChIKey: KPMMESISHWWXNM-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({4-[(2S)-2-carbamoyl-2-[(2S)-2-acetamido-3-phenylpropanamido]ethyl]phenyl}difluoromethyl)phosphonic acid
• IUPAC Traditional name: {4-[(2S)-2-carbamoyl-2-[(2S)-2-acetamido-3-phenylpropanamido]ethyl]phenyl}difluoromethylphosphonic acid
• Synonyms: N-ACETYL-L-PHENYLALANYL-4-[DIFLUORO(PHOSPHONO)METHYL]-L-PHENYLALANINAMIDE

Database IDs

• PubChem SID: 99444122; 160968721
• PubChem CID: 9547919

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.49625054
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.6812301
• LogD (pH = 7.4): -2.1233966
• Log P: 0.6336987
• Molar Refractivity: 115.0206 cm^3
• Polarizability: 43.969418 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.92
• LOG S: -5.12
• Solubility (Water): 3.64e-03 g/l

DETAILS

DrugBank - DB07651

Drug information: experimental