2-{4-[(2R)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]-2-(methoxycarbonyl)phenyl}-2-fluoropropanedioic acid

• ChemBase ID: 2170
• Molecular Formular: C35H36FN3O9
• Molecular Mass: 661.6734432
• Monoisotopic Mass: 661.24355797
• SMILES: COC(=O)c1cc(C[C@@H](NC(=O)C)C(=O)N[C@@H]2CCCCN(Cc3ccc(cc3)c3ccccc3)C2=O)ccc1C(F)(C(=O)O)C(=O)O
• Canonical SMILES: COC(=O)c1cc(ccc1C(C(=O)O)(C(=O)O)F)C[C@H](C(=O)N[C@@H]1CCCCN(C1=O)Cc1ccc(cc1)c1ccccc1)NC(=O)C
• InChI: InChI=1S/C35H36FN3O9/c1-21(40)37-29(19-23-13-16-27(26(18-23)32(43)48-2)35(36,33(44)45)34(46)47)30(41)38-28-10-6-7-17-39(31(28)42)20-22-11-14-25(15-12-22)24-8-4-3-5-9-24/h3-5,8-9,11-16,18,28-29H,6-7,10,17,19-20H2,1-2H3,(H,37,40)(H,38,41)(H,44,45)(H,46,47)/t28-,29-/m1/s1
• InChIKey: RLLAUERCSKPFGD-FQLXRVMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(2R)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]-2-(methoxycarbonyl)phenyl}-2-fluoropropanedioic acid
• IUPAC Traditional name: 2-{4-[(2R)-2-acetamido-2-{[(3R)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]carbamoyl}ethyl]-2-(methoxycarbonyl)phenyl}-2-fluoropropanedioic acid
• Synonyms: RU90395

Database IDs

• PubChem SID: 46506689; 160965624
• PubChem CID: 46936380

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.2473366
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.24565074
• LogD (pH = 7.4): -2.4655912
• Log P: 3.5410872
• Molar Refractivity: 169.7938 cm^3
• Polarizability: 66.59256 Å^3
• Polar Surface Area: 179.41 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.94
• LOG S: -6.08
• Solubility (Water): 5.55e-04 g/l

DETAILS

DrugBank - DB02432

Drug information: experimental