(2R,3R,4R,5S)-1-(6-(3,4-dihydroxyphenethoxy)hexyl)-2-(hydroxymethyl)piperidine-3,4,5-triol

ID: ALA5278016

Max Phase: Preclinical

Molecular Formula: C20H33NO7

Molecular Weight: 399.48

Names and Identifiers

Canonical SMILES:  OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)CN1CCCCCCOCCc1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C20H33NO7/c22-13-15-19(26)20(27)18(25)12-21(15)8-3-1-2-4-9-28-10-7-14-5-6-16(23)17(24)11-14/h5-6,11,15,18-20,22-27H,1-4,7-10,12-13H2/t15-,18+,19-,20-/m1/s1

Standard InChI Key:  BNODKYGSZPQCMM-XWPNQZOQSA-N

Molfile:  

 
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   -1.0704   -3.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704   -4.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7865    3.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867    4.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    4.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    4.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153    3.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9280    4.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    5.3604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278016

   ---

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: 399.48

Molecular Weight (Monoisotopic): 399.2257

AlogP: -0.02

#Rotatable Bonds: 11

Polar Surface Area: 133.85

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.48

CX Basic pKa: 8.33

CX LogP: 0.10

CX LogD: -0.69

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.23

Np Likeness Score: 0.89

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