(2S,3R,4R,5S)-2,5-bis(benzyloxy)-3,4-dihydroxy-N-[(1R,2R)-2-methyl-1-(methylcarbamoyl)butyl]-N'-[(1R,2S)-2-methyl-1-(methylcarbamoyl)butyl]hexanediamide

• ChemBase ID: 3545
• Molecular Formular: C34H50N4O8
• Molecular Mass: 642.7828
• Monoisotopic Mass: 642.36286458
• SMILES: CC[C@H](C)[C@@H](NC(=O)[C@@H](OCc1ccccc1)[C@H](O)[C@@H](O)[C@H](OCc1ccccc1)C(=O)N[C@H]([C@H](C)CC)C(=O)NC)C(=O)NC
• Canonical SMILES: CC[C@H]([C@H](C(=O)NC)NC(=O)[C@H]([C@@H]([C@H]([C@@H](C(=O)N[C@@H](C(=O)NC)[C@H](CC)C)OCc1ccccc1)O)O)OCc1ccccc1)C
• InChI: InChI=1S/C34H50N4O8/c1-7-21(3)25(31(41)35-5)37-33(43)29(45-19-23-15-11-9-12-16-23)27(39)28(40)30(46-20-24-17-13-10-14-18-24)34(44)38-26(22(4)8-2)32(42)36-6/h9-18,21-22,25-30,39-40H,7-8,19-20H2,1-6H3,(H,35,41)(H,36,42)(H,37,43)(H,38,44)/t21-,22+,25-,26-,27-,28-,29+,30+/m1/s1
• InChIKey: GLKONBHDVMFJNJ-SQEISUFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S)-2,5-bis(benzyloxy)-3,4-dihydroxy-N-[(1R,2R)-2-methyl-1-(methylcarbamoyl)butyl]-N'-[(1R,2S)-2-methyl-1-(methylcarbamoyl)butyl]hexanediamide
• IUPAC Traditional name: @inhibitor bea322
• Synonyms: Inhibitor Bea322

Database IDs

• PubChem SID: 160966984; 46506196
• PubChem CID: 46936825

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.690398
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 2.0702858
• LogD (pH = 7.4): 2.070266
• Log P: 2.070286
• Molar Refractivity: 172.0918 cm^3
• Polarizability: 67.93339 Å^3
• Polar Surface Area: 175.32 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.5
• LOG S: -4.05
• Solubility (Water): 5.70e-02 g/l

DETAILS

DrugBank - DB03908

Drug information: experimental