(2R,3R,4S,5S,6R)-2-(2-(1H-benzo[d]imidazol-1-yl)ethoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

ID: ALA5282473

Max Phase: Preclinical

Molecular Formula: C15H20N2O6

Molecular Weight: 324.33

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](OCCn2cnc3ccccc32)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C15H20N2O6/c18-7-11-12(19)13(20)14(21)15(23-11)22-6-5-17-8-16-9-3-1-2-4-10(9)17/h1-4,8,11-15,18-21H,5-7H2/t11-,12-,13+,14-,15-/m1/s1

Standard InChI Key:  WPFITTLTJVKKMN-UXXRCYHCSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -2.5884    0.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884   -0.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -0.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596   -0.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596    0.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739    0.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4454    0.7028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687    0.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9829    0.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6970    0.2905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112    0.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0295    0.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991   -0.6021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8754   -0.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8365    0.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    1.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4002    1.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5965    1.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4454   -0.9467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -1.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025   -0.9467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    0.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0167    0.2905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  5  7  1  1
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11 10  1  0
 11 12  2  0
 12 13  1  0
 14 13  2  0
 10 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 18  1  0
  4 19  1  6
  3 20  1  1
  2 21  1  6
  1 22  1  1
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282473

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 324.33

Molecular Weight (Monoisotopic): 324.1321

AlogP: -1.15

#Rotatable Bonds: 5

Polar Surface Area: 117.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: 5.33

CX LogP: -0.98

CX LogD: -0.98

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: 0.51

References

1. Lopes JPB, Silva L, Lüdtke DS..  (2021)  An overview on the synthesis of carbohydrate-based molecules with biological activity related to neurodegenerative diseases.,  12  (12.0): [PMID:35028560] [10.1039/D1MD00217A]

Source

Source(1):

• Scientific Literature