(3aS,6S,6aS)-3-Diethoxymethyl-3a,5,6,6a-tetrahydro-furo[2,3-d]isoxazole-5,6-diol

ID: ALA328010

PubChem CID: 480944

Max Phase: Preclinical

Molecular Formula: C10H17NO6

Molecular Weight: 247.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(OCC)C1=NO[C@H]2[C@H](O)C(O)O[C@@H]12

Standard InChI:  InChI=1S/C10H17NO6/c1-3-14-10(15-4-2)5-7-8(17-11-5)6(12)9(13)16-7/h6-10,12-13H,3-4H2,1-2H3/t6-,7-,8-,9?/m0/s1

Standard InChI Key:  JQLILWSWNBIOIP-VQKVPJPESA-N

Molfile:  

     RDKit          2D

 19 20  0  0  1  0  0  0  0  0999 V2000
    2.1042   -0.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -1.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375   -0.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -1.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667   -0.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375   -2.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0125   -0.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -0.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792    0.7708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667    1.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250    0.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292    2.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417    0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5352   -2.3784    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4194    0.3073    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  2  0
  1  5  1  0
  6  2  1  0
  2  7  1  0
  8  5  1  0
  9  3  1  0
  6 10  1  6
  8 11  1  0
 12  9  1  0
 13  9  1  0
 14 13  1  0
 15 12  1  0
 16 14  1  0
 17 15  1  0
  6  8  1  0
  4  7  1  0
  2 18  1  6
  1 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA328010

   (3aS,6S,6aS)-3-(diethoxymethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d]isoxazole-5,6-diol

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: 247.25

Molecular Weight (Monoisotopic): 247.1056

AlogP: -0.78

#Rotatable Bonds: 5

Polar Surface Area: 89.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.29

CX Basic pKa: ┄

CX LogP: 0.15

CX LogD: 0.15

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: 1.08

References

1. Schaller C, Demange R, Picasso S, Vogel P..  (1999)  Specific, uncompetitive inhibition of beta-galactosidases by a 5,6-isopropylidenedioxyfuro[2,3-d]isoxazole-3-methanol derivative.,  9  (2): [PMID:10021944] [10.1016/s0960-894x(98)00722-7]

Source

Source(1):

• Scientific Literature