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

• ChemBase ID: 4068
• Molecular Formular: C30H34N3O7P
• Molecular Mass: 579.580621
• Monoisotopic Mass: 579.21343707
• SMILES: CC(=O)N[C@@H](Cc1ccc(OP(=O)(O)O)cc1)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)OP(=O)(O)O
• InChI: InChI=1S/C30H34N3O7P/c1-21(34)31-28(19-22-12-16-26(17-13-22)40-41(37,38)39)29(35)32-27-9-5-6-18-33(30(27)36)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,31,34)(H,32,35)(H2,37,38,39)/t27-,28+/m1/s1
• InChIKey: GGPXNASQNUOIPB-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]phenoxy}phosphonic acid
• IUPAC Traditional name: 4-[(2S)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]phenoxyphosphonic acid
• Synonyms: RU81843

Database IDs

• PubChem SID: 160967502; 46507314
• PubChem CID: 46936988

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7890506
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.5274278
• LogD (pH = 7.4): -0.20136248
• Log P: 2.9081783
• Molar Refractivity: 153.4691 cm^3
• Polarizability: 60.699272 Å^3
• Polar Surface Area: 145.27 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.68
• LOG S: -5.94
• Solubility (Water): 6.64e-04 g/l

DETAILS

DrugBank - DB04495

Drug information: experimental