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

ID: ALA92967

PubChem CID: 480946

Max Phase: Preclinical

Molecular Formula: C9H11NO5

Molecular Weight: 213.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)O[C@@H]2O[C@H]3C(C=O)=NO[C@H]3[C@@H]2O1

Standard InChI:  InChI=1S/C9H11NO5/c1-9(2)13-7-6-5(12-8(7)14-9)4(3-11)10-15-6/h3,5-8H,1-2H3/t5-,6+,7-,8-/m0/s1

Standard InChI Key:  FWJHVLRRZPAEMD-YWIQKCBGSA-N

Molfile:  

     RDKit          2D

 19 21  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
    2.0667   -3.8167    0.0000 N   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
    1.8125   -3.0375    0.0000 C   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
   -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
    3.1167   -2.4542    0.0000 O   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
   -1.6500   -4.6042    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
  6  7  1  0
  1  7  1  0
  8  4  1  0
  3  9  1  0
  2 10  1  0
 11 10  1  0
 12  8  1  0
 13 12  2  0
 14 11  1  0
 15 11  1  0
  8  6  2  0
  3  5  1  0
 11  9  1  0
  4 16  1  6
  3 17  1  1
  2 18  1  1
  1 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA92967

   4-Aza-10,10-dimethyl-3,7,9,11-tetraoxatricyclo[6.3.0.0<2,6>]undec-4-ene-5-carbaldehyde

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: 213.19

Molecular Weight (Monoisotopic): 213.0637

AlogP: -0.18

#Rotatable Bonds: 1

Polar Surface Area: 66.35

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.05

CX LogD: 1.05

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.56

Np Likeness Score: 0.99

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