(2S,3R,4R,5S)-3,4-dihydroxy-N,N'-bis[(1R)-2-methyl-1-(methylcarbamoyl)propyl]-2,5-bis({[4-(pyridin-3-yl)phenyl]methoxy})hexanediamide

• ChemBase ID: 2408
• Molecular Formular: C42H52N6O8
• Molecular Mass: 768.89768
• Monoisotopic Mass: 768.38466265
• SMILES: CNC(=O)[C@H](NC(=O)[C@@H](OCc1ccc(cc1)c1cccnc1)[C@H](O)[C@@H](O)[C@H](OCc1ccc(cc1)c1cccnc1)C(=O)N[C@H](C(C)C)C(=O)NC)C(C)C
• Canonical SMILES: CNC(=O)[C@@H](C(C)C)NC(=O)[C@H]([C@@H]([C@H]([C@@H](C(=O)N[C@@H](C(=O)NC)C(C)C)OCc1ccc(cc1)c1cccnc1)O)O)OCc1ccc(cc1)c1cccnc1
• InChI: InChI=1S/C42H52N6O8/c1-25(2)33(39(51)43-5)47-41(53)37(55-23-27-11-15-29(16-12-27)31-9-7-19-45-21-31)35(49)36(50)38(42(54)48-34(26(3)4)40(52)44-6)56-24-28-13-17-30(18-14-28)32-10-8-20-46-22-32/h7-22,25-26,33-38,49-50H,23-24H2,1-6H3,(H,43,51)(H,44,52)(H,47,53)(H,48,54)/t33-,34-,35-,36-,37+,38+/m1/s1
• InChIKey: FOBRXMROTNVGST-WNCSSQJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S)-3,4-dihydroxy-N,N'-bis[(1R)-2-methyl-1-(methylcarbamoyl)propyl]-2,5-bis({[4-(pyridin-3-yl)phenyl]methoxy})hexanediamide
• IUPAC Traditional name: @inhibitor bea428
• Synonyms: Inhibitor Bea428

Database IDs

• PubChem SID: 46505774; 160965859
• PubChem CID: 46936453

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.62179
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 1.920136
• LogD (pH = 7.4): 2.0385833
• Log P: 2.0402546
• Molar Refractivity: 208.8484 cm^3
• Polarizability: 84.29549 Å^3
• Polar Surface Area: 201.1 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.9
• LOG S: -5.09
• Solubility (Water): 6.24e-03 g/l

DETAILS

DrugBank - DB02683

Drug information: experimental