(3aS,4aS,7aS,7bR)-3-Methoxymethyl-6,6-dimethyl-3a,4a,7a,7b-tetrahydro-[1,3]dioxolo[4',5':4,5]furo[2,3-d]isoxazole

ID: ALA96634

PubChem CID: 480949

Max Phase: Preclinical

Molecular Formula: C10H15NO5

Molecular Weight: 229.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC1=NO[C@H]2[C@@H]3OC(C)(C)O[C@@H]3O[C@@H]12

Standard InChI:  InChI=1S/C10H15NO5/c1-10(2)14-8-7-6(13-9(8)15-10)5(4-12-3)11-16-7/h6-9H,4H2,1-3H3/t6-,7+,8-,9-/m0/s1

Standard InChI Key:  XPXFQHXMDKWDBY-KZVJFYERSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  1  0  0  0  0  0999 V2000
    0.7292   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958   -3.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167   -2.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3917   -4.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -3.8167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708   -3.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7625   -4.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4333   -3.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000   -2.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -4.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500   -3.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -2.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2975   -2.0785    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -2.0778    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2147   -4.7673    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4173   -4.7668    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  4  5  1  0
  1  6  1  0
  7  6  1  0
  3  8  1  0
  9  4  1  0
  2 10  1  0
 11 10  1  0
 12  9  1  0
 13 11  1  0
 14 11  1  0
 15 12  1  0
 16 15  1  0
  9  7  2  0
  3  5  1  0
 11  8  1  0
  4 17  1  6
  3 18  1  1
  2 19  1  1
  1 20  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA96634

   (4-Aza-10,10-dimethyl-3,7,9,11-tetraoxatricyclo[6.3.0.0<2,6>]undec-4-en-5-yl)methoxymethane

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: 229.23

Molecular Weight (Monoisotopic): 229.0950

AlogP: 0.26

#Rotatable Bonds: 2

Polar Surface Area: 58.51

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.80

CX LogP: 0.78

CX LogD: 0.78

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.68

Np Likeness Score: 0.76

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