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

• ChemBase ID: 3804
• Molecular Formular: C38H40N2O7
• Molecular Mass: 636.7334
• Monoisotopic Mass: 636.28355163
• SMILES: O[C@@H]1Cc2ccccc2[C@H]1NC(=O)[C@H](C[C@H](O)[C@@H](OCc1ccccc1)C(=O)N[C@H]1[C@H](O)Cc2ccccc12)OCc1ccccc1
• Canonical SMILES: O=C([C@H](C[C@@H]([C@H](C(=O)N[C@H]1[C@H](O)Cc2c1cccc2)OCc1ccccc1)O)OCc1ccccc1)N[C@H]1[C@H](O)Cc2c1cccc2
• InChI: InChI=1S/C38H40N2O7/c41-30-19-26-15-7-9-17-28(26)34(30)39-37(44)33(46-22-24-11-3-1-4-12-24)21-32(43)36(47-23-25-13-5-2-6-14-25)38(45)40-35-29-18-10-8-16-27(29)20-31(35)42/h1-18,30-36,41-43H,19-23H2,(H,39,44)(H,40,45)/t30-,31-,32+,33+,34-,35-,36-/m1/s1
• InChIKey: AHAVBKNGKPWROK-APXJNFJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5S)-2,5-bis(benzyloxy)-3-hydroxy-N,N'-bis[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]hexanediamide
• IUPAC Traditional name: @inhibitor bea425
• Synonyms: Inhibitor Bea425

Database IDs

• PubChem SID: 160967241; 46507317
• PubChem CID: 46936916

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.110817
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 3.5570784
• LogD (pH = 7.4): 3.557071
• Log P: 3.5570786
• Molar Refractivity: 176.3165 cm^3
• Polarizability: 69.0779 Å^3
• Polar Surface Area: 137.35 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.89
• LOG S: -4.98
• Solubility (Water): 6.62e-03 g/l

DETAILS

DrugBank - DB04190

Drug information: experimental