ethyl 2-(1,3-dioxoisoindolin-2-yloxy)butanoate

ID: ALA2272248

PubChem CID: 76323431

Max Phase: Preclinical

Molecular Formula: C14H15NO5

Molecular Weight: 277.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(CC)ON1C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C14H15NO5/c1-3-11(14(18)19-4-2)20-15-12(16)9-7-5-6-8-10(9)13(15)17/h5-8,11H,3-4H2,1-2H3

Standard InChI Key:  PPKAMOVYBJOHMX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    0.6589   -5.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -6.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3658   -7.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3641   -5.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -5.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0729   -6.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -6.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3410   -6.2551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555   -5.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1078   -4.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -7.6991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0513   -5.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7564   -6.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4666   -5.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1718   -6.2725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4717   -5.0424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1668   -7.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720   -7.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7514   -7.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0412   -7.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  7 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  1  0
 13 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272248

   Ethyl 2-(1,3-dioxoisoindol-2-yl)oxybutanoate

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: 277.28

Molecular Weight (Monoisotopic): 277.0950

AlogP: 1.56

#Rotatable Bonds: 5

Polar Surface Area: 72.91

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.60

Np Likeness Score: -0.24

References

1. Takekida Y, Okazaki M, Shuto Y..  (1999)  Effect of Optically Active Ethyl 2-Phthalimidooxypropionate on the Growth of Cress, Lepidium sativum.,  63  (10): [PMID:26300175] [10.1271/bbb.63.1831]

Source

Source(1):

• Scientific Literature