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

• ChemBase ID: 2428
• Molecular Formular: C40H44N2O6
• Molecular Mass: 648.78716
• Monoisotopic Mass: 648.31993714
• SMILES: O[C@@H]1Cc2ccccc2[C@H]1NC(=O)[C@@H](CCc1ccccc1)[C@@H](O)[C@H](O)[C@H](CCc1ccccc1)C(=O)N[C@H]1[C@H](O)Cc2ccccc12
• Canonical SMILES: O=C([C@H]([C@H]([C@@H]([C@@H](C(=O)N[C@H]1[C@H](O)Cc2c1cccc2)CCc1ccccc1)O)O)CCc1ccccc1)N[C@H]1[C@H](O)Cc2c1cccc2
• InChI: InChI=1S/C40H44N2O6/c43-33-23-27-15-7-9-17-29(27)35(33)41-39(47)31(21-19-25-11-3-1-4-12-25)37(45)38(46)32(22-20-26-13-5-2-6-14-26)40(48)42-36-30-18-10-8-16-28(30)24-34(36)44/h1-18,31-38,43-46H,19-24H2,(H,41,47)(H,42,48)/t31-,32-,33+,34+,35+,36+,37+,38+/m0/s1
• InChIKey: GQKBYZPVKVXMJL-UGHBPTLLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S)-3,4-dihydroxy-N,N'-bis[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(2-phenylethyl)hexanediamide
• IUPAC Traditional name: (2S,3R,4R,5S)-3,4-dihydroxy-N,N'-bis[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(2-phenylethyl)hexanediamide
• Synonyms: (2r,3r,4r,5r)-3,4-Dihydroxy-N,N'-Bis[(1s,2r)-2-Hydroxy-2,3-Dihydro-1h-Inden-1-Yl]-2,5-Bis(2-Phenylethyl)Hexanediamide

Database IDs

• PubChem SID: 160965879; 46507613
• PubChem CID: 46936462

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.657606
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): 4.6937566
• LogD (pH = 7.4): 4.6937547
• Log P: 4.6937566
• Molar Refractivity: 183.7526 cm^3
• Polarizability: 72.002686 Å^3
• Polar Surface Area: 139.12 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.31
• LOG S: -5.02
• Solubility (Water): 6.21e-03 g/l

DETAILS

DrugBank - DB02704

Drug information: experimental