N-((3R,4R,5S,6R)-2,4-dihydroxy-6-(hydroxymethyl)-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-3-yl)acetamide

ID: ALA4859399

Cas Number: 32181-59-2

PubChem CID: 9800166

Product Number: S115550, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H25NO11

Molecular Weight: 383.35

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9-,10+,11-,12-,13?,14+/m1/s1

Standard InChI Key:  KFEUJDWYNGMDBV-RPHKZZMBSA-N

Molfile:  

 
     RDKit          2D

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   35.5455  -13.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5455  -14.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2575  -15.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9694  -14.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9694  -13.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2575  -13.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6851  -13.3936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2575  -15.8624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8298  -13.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6834  -15.0425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8316  -15.0425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8274  -12.5686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1166  -14.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1176  -13.8074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4066  -13.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6903  -13.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6896  -14.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4050  -15.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4064  -15.8730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9743  -15.0431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4086  -12.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9768  -13.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6950  -12.1568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3288  -15.4248    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   37.6822  -15.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3960  -16.2810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9671  -16.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
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  3  8  1  1
  1  9  1  1
  4 10  1  6
  2 11  1  6
  9 12  1  0
 13 11  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 17 20  1  1
 15 21  1  1
 16 22  1  1
 21 23  1  0
 13 24  1  6
 10 25  1  0
 25 26  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859399

   N-Acetyl-D-lactosamine

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 383.35

Molecular Weight (Monoisotopic): 383.1428

AlogP: -5.25

#Rotatable Bonds: 5

Polar Surface Area: 198.40

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.50

CX Basic pKa: ┄

CX LogP: -4.99

CX LogD: -4.99

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: 2.03

References

1. Porciúncula-González C, Cagnoni AJ, Fontana C, Mariño KV, Saenz-Méndez P, Giacomini C, Irazoqui G..  (2021)  Structural insights in galectin-1-glycan recognition: Relevance of the glycosidic linkage and the N-acetylation pattern of sugar moieties.,  44  [PMID:34293617] [10.1016/j.bmc.2021.116309]

Source

Source(1):

• Scientific Literature