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

• ChemBase ID: 4116
• Molecular Formular: C40H50N4O8S2
• Molecular Mass: 778.977
• Monoisotopic Mass: 778.30700658
• SMILES: CNC(=O)[C@H](NC(=O)[C@@H](OCc1ccc(cc1)c1cscc1)[C@H](O)[C@@H](O)[C@H](OCc1ccc(cc1)c1cscc1)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)c1cscc1)O)O)OCc1ccc(cc1)c1cscc1
• InChI: InChI=1S/C40H50N4O8S2/c1-23(2)31(37(47)41-5)43-39(49)35(51-19-25-7-11-27(12-8-25)29-15-17-53-21-29)33(45)34(46)36(40(50)44-32(24(3)4)38(48)42-6)52-20-26-9-13-28(14-10-26)30-16-18-54-22-30/h7-18,21-24,31-36,45-46H,19-20H2,1-6H3,(H,41,47)(H,42,48)(H,43,49)(H,44,50)/t31-,32-,33-,34-,35+,36+/m1/s1
• InChIKey: AJZAPEZJWWQJHC-WVACUTTGSA-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-(thiophen-3-yl)phenyl]methoxy})hexanediamide
• IUPAC Traditional name: @inhibitor bea409
• Synonyms: Inhibitor Bea409

Database IDs

• PubChem SID: 160967548; 46507806
• PubChem CID: 46937006

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.612775
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 4.0364833
• LogD (pH = 7.4): 4.0364594
• Log P: 4.0364833
• Molar Refractivity: 207.3738 cm^3
• Polarizability: 83.40251 Å^3
• Polar Surface Area: 175.32 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.33
• LOG S: -5.96
• Solubility (Water): 8.48e-04 g/l

DETAILS

DrugBank - DB04547

Drug information: experimental