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

• ChemBase ID: 1453
• Molecular Formular: C31H34N3O8P
• Molecular Mass: 607.590721
• Monoisotopic Mass: 607.20835169
• SMILES: CC(=O)N[C@@H](Cc1ccc(OP(=O)(O)O)c(C=O)c1)C(=O)N[C@@H]1CCCCN(Cc2ccc(cc2)c2ccccc2)C1=O
• Canonical SMILES: O=Cc1cc(ccc1OP(=O)(O)O)C[C@@H](C(=O)N[C@@H]1CCCCN(C1=O)Cc1ccc(cc1)c1ccccc1)NC(=O)C
• InChI: InChI=1S/C31H34N3O8P/c1-21(36)32-28(18-23-12-15-29(26(17-23)20-35)42-43(39,40)41)30(37)33-27-9-5-6-16-34(31(27)38)19-22-10-13-25(14-11-22)24-7-3-2-4-8-24/h2-4,7-8,10-15,17,20,27-28H,5-6,9,16,18-19H2,1H3,(H,32,36)(H,33,37)(H2,39,40,41)/t27-,28+/m1/s1
• InChIKey: SAFPHFWYRLLBFO-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]-2-formylphenoxy}phosphonic acid
• IUPAC Traditional name: 4-[(2S)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]-2-formylphenoxyphosphonic acid
• Synonyms: N-acetyl-N-[1-(1,1'-biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]-3-formyl-O-phosphonotyrosinamide; RU84687

Database IDs

• PubChem SID: 160964912; 46507550
• PubChem CID: 46936188

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7546215
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.23709159
• LogD (pH = 7.4): -0.50901043
• Log P: 2.6206808
• Molar Refractivity: 160.0531 cm^3
• Polarizability: 62.617336 Å^3
• Polar Surface Area: 162.34 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.34
• LOG S: -5.91
• Solubility (Water): 7.44e-04 g/l

DETAILS

DrugBank - DB01678

• Drug Groups: experimental
• Description: RU84687 is a subnanomolar and Src SH2 selective binder.
• Affected Organisms: Humans and other mammals