Acetic acid 2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-5-oxo-2,5-dihydro-furan-3-yl ester

ID: ALA50333

PubChem CID: 44292304

Max Phase: Preclinical

Molecular Formula: C12H16O7

Molecular Weight: 272.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=C(OC(C)=O)C(C2COC(C)(C)O2)OC1=O

Standard InChI:  InChI=1S/C12H16O7/c1-6(13)17-9-8(18-11(14)10(9)15-4)7-5-16-12(2,3)19-7/h7-8H,5H2,1-4H3

Standard InChI Key:  WRDVBYCLRYOHHS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.6542   -5.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750   -5.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7667   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1292   -4.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -4.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -3.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -4.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -6.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -4.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -6.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5667   -4.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -6.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -6.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542   -3.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -7.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6792   -6.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  3  1  0
  7  6  1  0
  8  7  1  0
  9  1  1  0
 10 12  1  0
 11  9  1  0
 12  6  1  0
 13  4  2  0
 14  2  1  0
 15 11  2  0
 16  8  1  0
 17  8  1  0
 18 11  1  0
 19 14  1  0
  4  5  1  0
  8 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA50333

   [2-(2,2-dimethyl-1,3-dioxolan-4-yl)-4-methoxy-5-oxo-2H-furan-3-yl] acetate

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: 272.25

Molecular Weight (Monoisotopic): 272.0896

AlogP: 0.48

#Rotatable Bonds: 3

Polar Surface Area: 80.29

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.61

CX Basic pKa: ┄

CX LogP: -0.19

CX LogD: -0.19

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: 1.90

References

1. Abell AD, Ratcliffe MJ, Gerrard J..  (1998)  Ascorbic acid-based inhibitors of alpha-amylases.,  8  (13): [PMID:9873419] [10.1016/s0960-894x(98)00298-4]

Source

Source(1):

• Scientific Literature