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

ID: ALA2272241

PubChem CID: 76316068

Max Phase: Preclinical

Molecular Formula: C19H17NO5

Molecular Weight: 339.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(Cc1ccccc1)ON1C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C19H17NO5/c1-2-24-19(23)16(12-13-8-4-3-5-9-13)25-20-17(21)14-10-6-7-11-15(14)18(20)22/h3-11,16H,2,12H2,1H3

Standard InChI Key:  QIYYKNNONXCLFK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.9602  -10.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591  -11.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671  -11.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6653   -9.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3740  -10.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3742  -11.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1572  -11.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6423  -10.8033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1568  -10.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4091   -9.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4099  -12.2473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525  -10.3991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0577  -10.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7679  -10.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4734  -10.8144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -9.5906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1724  -10.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1554   -9.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527  -11.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7579  -12.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497  -12.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4541  -13.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1653  -12.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1677  -12.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4627  -11.6353    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
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272241

   Ethyl 2-(1,3-dioxoisoindol-2-yl)oxy-3-phenylpropanoate

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: 339.35

Molecular Weight (Monoisotopic): 339.1107

AlogP: 2.39

#Rotatable Bonds: 6

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: 3.27

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -0.09

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