Butyric acid 2-(3,4-dimethoxy-5-oxo-2,5-dihydro-furan-2-yl)-2-hydroxy-ethyl ester

ID: ALA45980

PubChem CID: 44292411

Max Phase: Preclinical

Molecular Formula: C12H18O7

Molecular Weight: 274.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)OCC(O)C1OC(=O)C(OC)=C1OC

Standard InChI:  InChI=1S/C12H18O7/c1-4-5-8(14)18-6-7(13)9-10(16-2)11(17-3)12(15)19-9/h7,9,13H,4-6H2,1-3H3

Standard InChI Key:  AXWPYBDEKYPXRD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    8.1292   -7.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125   -7.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4292   -6.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1000   -6.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7917   -5.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -5.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2292   -6.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2750   -6.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5375   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8917   -7.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -6.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875   -6.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042   -7.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000   -5.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5042   -6.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3375   -8.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917   -8.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042   -5.3167    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  4  1  0
  7  3  2  0
  8 11  1  0
  9  1  1  0
 10  2  1  0
 11 12  1  0
 12  6  1  0
 13  8  2  0
 14  6  1  0
 15  8  1  0
 16  9  1  0
 17 10  1  0
 18 15  1  0
 19 18  1  0
  5  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA45980

   [2-(3,4-dimethoxy-5-oxo-2H-furan-2-yl)-2-hydroxyethyl] butanoate

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: 274.27

Molecular Weight (Monoisotopic): 274.1053

AlogP: 0.12

#Rotatable Bonds: 7

Polar Surface Area: 91.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.49

CX Basic pKa: ┄

CX LogP: -0.10

CX LogD: -0.10

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.66

Np Likeness Score: 1.45

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