(2S,3R,4R,5S)-2,5-bis(benzyloxy)-3,4-dihydroxy-N-[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-N'-[(1S)-2-methyl-1-(methylcarbamoyl)propyl]hexanediamide

• ChemBase ID: 3866
• Molecular Formular: C35H43N3O8
• Molecular Mass: 633.73122
• Monoisotopic Mass: 633.30501535
• SMILES: CNC(=O)[C@@H](NC(=O)[C@@H](OCc1ccccc1)[C@H](O)[C@@H](O)[C@H](OCc1ccccc1)C(=O)N[C@H]1[C@H](O)Cc2ccccc12)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]1[C@H](O)Cc2c1cccc2)OCc1ccccc1)O)O)OCc1ccccc1
• InChI: InChI=1S/C35H43N3O8/c1-21(2)27(33(42)36-3)37-34(43)31(45-19-22-12-6-4-7-13-22)29(40)30(41)32(46-20-23-14-8-5-9-15-23)35(44)38-28-25-17-11-10-16-24(25)18-26(28)39/h4-17,21,26-32,39-41H,18-20H2,1-3H3,(H,36,42)(H,37,43)(H,38,44)/t26-,27+,28-,29-,30-,31+,32+/m1/s1
• InChIKey: VZNNJZGVQVNHCM-QRAMLNDPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S)-2,5-bis(benzyloxy)-3,4-dihydroxy-N-[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-N'-[(1S)-2-methyl-1-(methylcarbamoyl)propyl]hexanediamide
• IUPAC Traditional name: @inhibitor bea388
• Synonyms: Inhibitor Bea388

Database IDs

• PubChem SID: 160967303; 46505264
• PubChem CID: 46936933

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.784919
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 2.023966
• LogD (pH = 7.4): 2.02395
• Log P: 2.0239663
• Molar Refractivity: 170.1517 cm^3
• Polarizability: 66.98001 Å^3
• Polar Surface Area: 166.45 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.68
• LOG S: -3.99
• Solubility (Water): 6.56e-02 g/l

DETAILS

DrugBank - DB04255

Drug information: experimental