beta-1-C-butenyl-1-deoxygalactonojirimycin

ID: ALA1163562

PubChem CID: 46906931

Max Phase: Preclinical

Molecular Formula: C11H21NO3

Molecular Weight: 215.29

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H21NO3/c1-3-4-5-8-7(2)10(14)11(15)9(6-13)12-8/h3,7-15H,1,4-6H2,2H3/t7-,8-,9+,10+,11-/m0/s1

Standard InChI Key:  DJRPURFURDDUBK-DAWVFNFOSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   11.1250    1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1250    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8370    0.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5490    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5490    1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8370    2.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2647    2.2604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8370    3.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4093    2.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2629    0.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4111    0.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2617   -0.2135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6961    1.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9822    0.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2671    1.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  6  8  1  1
  1  6  1  0
  1  9  1  6
  2  3  1  0
  4 10  1  1
  3  4  1  0
  2 11  1  1
  4  5  1  0
 10 12  1  0
  5  6  1  0
 11 13  1  0
 13 14  1  0
  5  7  1  1
 14 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1163562

   beta-1-C-butenyl-1-deoxygalactonojirimycin

Molecule Features

Natural Product: No

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: 215.29

Molecular Weight (Monoisotopic): 215.1521

AlogP: -0.36

#Rotatable Bonds: 4

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.36

CX Basic pKa: 9.10

CX LogP: -0.19

CX LogD: -1.89

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.48

Np Likeness Score: 2.22

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