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

• ChemBase ID: 2079
• Molecular Formular: C30H35N3O9P2
• Molecular Mass: 643.561122
• Monoisotopic Mass: 643.18485298
• SMILES: CC(=O)N[C@@H](Cc1ccc(c(c1)P(=O)(O)O)P(=O)(O)O)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(c(c1)P(=O)(O)O)P(=O)(O)O
• InChI: InChI=1S/C30H35N3O9P2/c1-20(34)31-26(17-22-12-15-27(43(37,38)39)28(18-22)44(40,41)42)29(35)32-25-9-5-6-16-33(30(25)36)19-21-10-13-24(14-11-21)23-7-3-2-4-8-23/h2-4,7-8,10-15,18,25-26H,5-6,9,16-17,19H2,1H3,(H,31,34)(H,32,35)(H2,37,38,39)(H2,40,41,42)/t25-,26+/m1/s1
• InChIKey: WCMLXBUNHNAMNH-FTJBHMTQSA-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-phosphonophenyl}phosphonic acid
• IUPAC Traditional name: 4-[(2S)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]-2-phosphonophenylphosphonic acid
• Synonyms: RU83876

Database IDs

• PubChem SID: 46506528; 160965533
• PubChem CID: 46936356

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2717618
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.7691865
• LogD (pH = 7.4): -5.0005984
• Log P: 0.7721
• Molar Refractivity: 162.9921 cm^3
• Polarizability: 64.21216 Å^3
• Polar Surface Area: 193.57 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.26
• LOG S: -4.98
• Solubility (Water): 6.77e-03 g/l

DETAILS

DrugBank - DB02336

Drug information: experimental