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

ID: ALA5287005

Max Phase: Preclinical

Molecular Formula: C22H28N2O6

Molecular Weight: 416.47

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](OCCN2CN(Cc3ccccc3)c3ccccc32)[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C22H28N2O6/c25-13-18-19(26)20(27)21(28)22(30-18)29-11-10-23-14-24(12-15-6-2-1-3-7-15)17-9-5-4-8-16(17)23/h1-9,18-22,25-28H,10-14H2/t18-,19+,20+,21-,22-/m1/s1

Standard InChI Key:  YRAXQDBZLUSJNH-CDJZJNNCSA-N

Molfile:  

 
     RDKit          2D

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    0.8919    0.4114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    0.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5937    0.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724   -1.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0773   -1.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800   -0.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825   -0.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6851   -1.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4815   -1.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 24  1  0
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 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287005

   ---

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: 416.47

Molecular Weight (Monoisotopic): 416.1947

AlogP: 0.29

#Rotatable Bonds: 7

Polar Surface Area: 105.86

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: ┄

CX LogP: 1.39

CX LogD: 1.39

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: 0.65

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