(2R,3S,4R,5R,6S)-2-{[(1S,4R,5S,6R)-4-{[(2R,3S,4S,5R,6S)-6-{[(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl]amino}-5,6-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}-6-methyloxane-3,4,5-triol

• ChemBase ID: 4021
• Molecular Formular: C31H53NO22
• Molecular Mass: 791.74602
• Monoisotopic Mass: 791.30592234
• SMILES: C[C@@H]1O[C@H](O[C@@H]2[C@H](O)[C@@H](O)[C@H](N[C@@H]3[C@@H](C)O[C@@H](O[C@@H]4[C@H](CO)O[C@@H](O[C@@H]5[C@H](CO)O[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)C=C2CO)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@@H](O[C@@H]2[C@H](CO)O[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)N[C@@H]1C=C(CO)[C@@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@@H](C)[C@@H]([C@H]([C@@H]1O)O)O)O)O
• InChI: InChI=1S/C31H53NO22/c1-7-13(32-10-3-9(4-33)25(18(40)15(10)37)52-30-23(45)17(39)14(36)8(2)49-30)16(38)22(44)29(48-7)53-27-12(6-35)51-31(24(46)20(27)42)54-26-11(5-34)50-28(47)21(43)19(26)41/h3,7-8,10-47H,4-6H2,1-2H3/t7-,8+,10-,11+,12+,13-,14+,15+,16+,17-,18-,19-,20-,21-,22-,23+,24-,25+,26-,27-,28-,29+,30-,31+/m1/s1
• InChIKey: QWNATFSCUHKKDP-KHDASAEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R,6S)-2-{[(1S,4R,5S,6R)-4-{[(2R,3S,4S,5R,6S)-6-{[(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl]amino}-5,6-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}-6-methyloxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4R,5R,6S)-2-{[(1S,4R,5S,6R)-4-{[(2R,3S,4S,5R,6S)-6-{[(2S,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl]amino}-5,6-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}-6-methyloxane-3,4,5-triol
• Synonyms: Modified Acarbose Pentasaccharide

Database IDs

• PubChem SID: 160967456; 46508537
• PubChem CID: 46936978

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.201132
• H Acceptors: 23
• H Donor: 16
• LogD (pH = 5.5): -10.159887
• LogD (pH = 7.4): -8.606521
• Log P: -8.338485
• Molar Refractivity: 168.472 cm^3
• Polarizability: 70.49445 Å^3
• Polar Surface Area: 380.09 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.42
• LOG S: -0.94
• Solubility (Water): 8.99e+01 g/l

DETAILS

DrugBank - DB04439

Drug information: experimental