N,N'-(2S,2'S,3R,3'R,4R,4'R,5S,5'S,6R,6'R)-2,2'-((2R,3S,4S,5S,6R)-2-((2R,3R,4R,5S,6S)-3-((2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-6-((2R,3S,4R,5R,6S)-5-acetamido-6-((2R,3S,4R,5R,6R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-4-hydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-2-(((2S,3S,4S,5S,6R)-3,5-bis((2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-6-(((2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)methyl)-4-hydroxytetrahydro-2H-pyran-2-yloxy)methyl)-5-hydroxytetrahydro-2H-pyran-4-yloxy)-4-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3,5-diyl)bis(oxy)bis(4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3,2-diyl)diacetamide

ID: ALA1222112

Chembl Id: CHEMBL1222112

PubChem CID: 49864586

Max Phase: Preclinical

Molecular Formula: C82H136N8O56

Molecular Weight: 2129.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H]1[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO[C@H]4O[C@H](CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H](O)[C@@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H]3O)[C@H](O)[C@H]2NC(C)=O)[C@@H](CO)O[C@H]1O

Standard InChI:  InChI=1S/C82H136N8O56/c1-20(100)83-39-59(120)64(34(15-97)128-72(39)125)139-79-46(90-27(8)107)60(121)65(35(16-98)135-79)142-80-63(124)69(144-82-71(146-78-45(89-26(7)106)58(119)52(113)33(14-96)134-78)61(122)66(36(17-99)136-82)140-74-41(85-22(3)102)54(115)48(109)29(10-92)130-74)68(143-76-43(87-24(5)104)56(117)50(111)31(12-94)132-76)38(137-80)19-127-81-70(145-77-44(88-25(6)105)57(118)51(112)32(13-95)133-77)62(123)67(141-75-42(86-23(4)103)55(116)49(110)30(11-93)131-75)37(138-81)18-126-73-40(84-21(2)101)53(114)47(108)28(9-91)129-73/h28-82,91-99,108-125H,9-19H2,1-8H3,(H,83,100)(H,84,101)(H,85,102)(H,86,103)(H,87,104)(H,88,105)(H,89,106)(H,90,107)/t28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61+,62+,63+,64-,65-,66-,67-,68-,69-,70+,71+,72-,73-,74+,75+,76+,77+,78+,79+,80+,81+,82-/m1/s1

Standard InChI Key:  WKFVZBWZSZMEFW-CVVDBDTASA-N

Alternative Forms

1. Parent:

   

   ALA1222112

   GlcNAc(b1-2)[GlcNAc(b1-4)]Man(a1-3)[GlcNAc(b1-2)[GlcNAc(b1-4)][GlcNAc(b1-6)]Man(a1-6)][GlcNAc(b1-4)]Man(b1-4)GlcNAc(b1-4)b-GlcNAc

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 2129.99

Molecular Weight (Monoisotopic): 2128.8040

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References

1. Kovalová A, Ledvina M, Saman D, Zyka D, Kubícková M, Zídek L, Sklenár V, Pompach P, Kavan D, Bílý J, Vanek O, Kubínková Z, Libigerová M, Ivanová L, Antolíková M, Mrázek H, Rozbeský D, Hofbauerová K, Kren V, Bezouska K..  (2010)  Synthetic N-acetyl-D-glucosamine based fully branched tetrasaccharide, a mimetic of the endogenous ligand for CD69, activates CD69+ killer lymphocytes upon dimerization via a hydrophilic flexible linker.,  53  (10): [PMID:20433142] [10.1021/jm100055b]

Source

Source(1):

• Scientific Literature