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

• ChemBase ID: 1676
• Molecular Formular: C32H36N3O9P
• Molecular Mass: 637.616701
• Monoisotopic Mass: 637.21891638
• SMILES: CC(=O)N[C@@H](Cc1ccc(OCC(=O)O)c(c1)P(=O)(O)O)C(=O)N[C@@H]1CCCCN(Cc2ccc(cc2)c2ccccc2)C1=O
• Canonical SMILES: OC(=O)COc1ccc(cc1P(=O)(O)O)C[C@@H](C(=O)N[C@@H]1CCCCN(C1=O)Cc1ccc(cc1)c1ccccc1)NC(=O)C
• InChI: InChI=1S/C32H36N3O9P/c1-21(36)33-27(17-23-12-15-28(44-20-30(37)38)29(18-23)45(41,42)43)31(39)34-26-9-5-6-16-35(32(26)40)19-22-10-13-25(14-11-22)24-7-3-2-4-8-24/h2-4,7-8,10-15,18,26-27H,5-6,9,16-17,19-20H2,1H3,(H,33,36)(H,34,39)(H,37,38)(H2,41,42,43)/t26-,27+/m1/s1
• InChIKey: MWEWSHNGVWABKG-SXOMAYOGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(2S)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]-2-phosphonophenoxy}acetic acid
• IUPAC Traditional name: 4-[(2S)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]-2-phosphonophenoxyacetic acid
• Synonyms: RU85493

Database IDs

• PubChem SID: 46507938; 160965133
• PubChem CID: 46936255

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.6111287
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -2.6242893
• LogD (pH = 7.4): -4.6452937
• Log P: 1.6294
• Molar Refractivity: 164.3515 cm^3
• Polarizability: 64.91963 Å^3
• Polar Surface Area: 182.57 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.01
• LOG S: -5.74
• Solubility (Water): 1.16e-03 g/l

DETAILS

DrugBank - DB01908

Drug information: experimental