(5S,6R,7S,8R,8aR)-5-amino-6,7,8-trihydroxytetrahydro-1H-oxazolo[3,4-a]pyridin-3(5H)-one

ID: ALA4483772

PubChem CID: 44225793

Max Phase: Preclinical

Molecular Formula: C7H12N2O5

Molecular Weight: 204.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@H]2COC(=O)N12

Standard InChI:  InChI=1S/C7H12N2O5/c8-6-5(12)4(11)3(10)2-1-14-7(13)9(2)6/h2-6,10-12H,1,8H2/t2-,3-,4+,5+,6+/m1/s1

Standard InChI Key:  BXKWPPJPYICKAW-PQMKYFCFSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    9.5080  -10.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9171  -11.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7302  -11.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1382  -10.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9160   -9.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7332   -9.5865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9848   -8.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3231   -8.3294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6626   -8.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7617   -8.5556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0975   -9.5824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6908  -10.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9554  -10.2980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5091  -11.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1383  -11.7123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  7 10  2  0
  5 11  1  6
  1 12  1  6
  4 13  1  6
  2 14  1  1
  3 15  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4483772

   (5S,6R,7S,8R,8aR)-5-amino-6,7,8-trihydroxy-1,5,6,7,8,8a-hexahydro-[1,3]oxazolo[3,4-a]pyridin-3-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 204.18

Molecular Weight (Monoisotopic): 204.0746

AlogP: -2.81

#Rotatable Bonds: ┄

Polar Surface Area: 116.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.72

CX Basic pKa: 7.09

CX LogP: -2.61

CX LogD: -2.78

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.34

Np Likeness Score: 0.81

References

1. Rísquez-Cuadro R, Matsumoto R, Ortega-Caballero F, Nanba E, Higaki K, García Fernández JM, Ortiz Mellet C..  (2019)  Pharmacological Chaperones for the Treatment of α-Mannosidosis.,  62  (12): [PMID:31017416] [10.1021/acs.jmedchem.9b00153]

Source

Source(1):

• Scientific Literature