2-{4-[(1Z)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}eth-1-en-1-yl]-2-formylphenyl}acetic acid

• ChemBase ID: 2807
• Molecular Formular: C33H33N3O6
• Molecular Mass: 567.63162
• Monoisotopic Mass: 567.23693579
• SMILES: CC(=O)N/C(=C\c1ccc(CC(=O)O)c(C=O)c1)/C(=O)N[C@@H]1CCCCN(Cc2ccc(cc2)c2ccccc2)C1=O
• Canonical SMILES: O=Cc1cc(ccc1CC(=O)O)/C=C(/C(=O)N[C@@H]1CCCCN(C1=O)Cc1ccc(cc1)c1ccccc1)\NC(=O)C
• InChI: InChI=1S/C33H33N3O6/c1-22(38)34-30(18-24-12-15-27(19-31(39)40)28(17-24)21-37)32(41)35-29-9-5-6-16-36(33(29)42)20-23-10-13-26(14-11-23)25-7-3-2-4-8-25/h2-4,7-8,10-15,17-18,21,29H,5-6,9,16,19-20H2,1H3,(H,34,38)(H,35,41)(H,39,40)/b30-18-/t29-/m1/s1
• InChIKey: NKMPOVPTYDXGEC-HMIUAYQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(1Z)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}eth-1-en-1-yl]-2-formylphenyl}acetic acid
• IUPAC Traditional name: {4-[(1Z)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}eth-1-en-1-yl]-2-formylphenyl}acetic acid
• Synonyms: RU82129

Database IDs

• PubChem SID: 46504640; 160966255
• PubChem CID: 46936576

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7129238
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.3316704
• LogD (pH = 7.4): -0.18194075
• Log P: 3.1184921
• Molar Refractivity: 160.0754 cm^3
• Polarizability: 61.76827 Å^3
• Polar Surface Area: 132.88 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.73
• LOG S: -6.04
• Solubility (Water): 5.15e-04 g/l

DETAILS

DrugBank - DB03104

Drug information: experimental