2,3-dideoxy-beta-1-C-ethyl-1-deoxygalactonojirimycin

ID: ALA1163810

PubChem CID: 46906932

Max Phase: Preclinical

Molecular Formula: C8H17NO2

Molecular Weight: 159.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1CC[C@@H](O)[C@@H](CO)N1

Standard InChI:  InChI=1S/C8H17NO2/c1-2-6-3-4-8(11)7(5-10)9-6/h6-11H,2-5H2,1H3/t6-,7+,8+/m0/s1

Standard InChI Key:  OEBZFGBAXKRSHZ-XLPZGREQSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
   -3.5958   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5958   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8838   -3.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8838   -1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4561   -1.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4579   -3.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3097   -3.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4591   -4.3927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0248   -3.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  6  1  0
  5  7  1  1
  1  2  1  0
  4  8  1  1
  1  6  1  0
  2  9  1  1
  2  3  1  0
  8 10  1  0
  3  4  1  0
  9 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1163810

   (2R,3R,6S)-6-ethyl-2-(hydroxymethyl)piperidin-3-ol

Molecule Features

Natural Product: Yes

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: 159.23

Molecular Weight (Monoisotopic): 159.1259

AlogP: -0.13

#Rotatable Bonds: 2

Polar Surface Area: 52.49

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.47

CX LogP: -0.11

CX LogD: -2.15

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.53

Np Likeness Score: 2.41

References

1. Kato A, Yamashita Y, Nakagawa S, Koike Y, Adachi I, Hollinshead J, Nash RJ, Ikeda K, Asano N..  (2010)  2,5-Dideoxy-2,5-imino-d-altritol as a new class of pharmacological chaperone for Fabry disease.,  18  (11): [PMID:20457528] [10.1016/j.bmc.2010.04.048]

Source

Source(1):

• Scientific Literature