(2S,3R,4R,5S)-2,5-bis[(2-fluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide

• ChemBase ID: 2357
• Molecular Formular: C38H38F2N2O8
• Molecular Mass: 688.7137264
• Monoisotopic Mass: 688.25962263
• SMILES: O[C@@H]1Cc2ccccc2[C@H]1NC(=O)[C@@H](OCc1ccccc1F)[C@H](O)[C@@H](O)[C@H](OCc1ccccc1F)C(=O)N[C@H]1[C@H](O)Cc2ccccc12
• Canonical SMILES: O=C([C@H]([C@@H]([C@H]([C@@H](C(=O)N[C@H]1[C@H](O)Cc2c1cccc2)OCc1ccccc1F)O)O)OCc1ccccc1F)N[C@H]1[C@H](O)Cc2c1cccc2
• InChI: InChI=1S/C38H38F2N2O8/c39-27-15-7-3-11-23(27)19-49-35(37(47)41-31-25-13-5-1-9-21(25)17-29(31)43)33(45)34(46)36(50-20-24-12-4-8-16-28(24)40)38(48)42-32-26-14-6-2-10-22(26)18-30(32)44/h1-16,29-36,43-46H,17-20H2,(H,41,47)(H,42,48)/t29-,30-,31-,32-,33-,34-,35+,36+/m1/s1
• InChIKey: LYHLPPXMBKMSSZ-PJSYSMRHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S)-2,5-bis[(2-fluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide
• IUPAC Traditional name: @inhibitor bea403
• Synonyms: Inhibitor Bea403

Database IDs

• PubChem SID: 160965808; 46504460
• PubChem CID: 46936442

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.053689
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 3.1521866
• LogD (pH = 7.4): 3.152102
• Log P: 3.1521878
• Molar Refractivity: 177.8464 cm^3
• Polarizability: 69.10623 Å^3
• Polar Surface Area: 157.58 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.72
• LOG S: -4.39
• Solubility (Water): 2.82e-02 g/l

DETAILS

DrugBank - DB02629

Drug information: experimental