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

ID: ALA2272246

PubChem CID: 76316069

Max Phase: Preclinical

Molecular Formula: C18H15NO5

Molecular Weight: 325.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(ON1C(=O)c2ccccc2C1=O)c1ccccc1

Standard InChI:  InChI=1S/C18H15NO5/c1-2-23-18(22)15(12-8-4-3-5-9-12)24-19-16(20)13-10-6-7-11-14(13)17(19)21/h3-11,15H,2H2,1H3

Standard InChI Key:  WJFKOZLEUKXWRW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   17.2628   -6.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2616   -7.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9697   -7.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9679   -6.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6765   -6.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6768   -7.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4597   -7.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9449   -6.9361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4593   -6.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7116   -5.4938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7125   -8.3801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6551   -6.5319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3603   -6.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0705   -6.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7757   -6.9535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0755   -5.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7707   -7.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4758   -8.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3553   -7.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6447   -8.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6393   -8.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3451   -9.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0576   -8.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0595   -8.1686    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  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272246

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

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: 325.32

Molecular Weight (Monoisotopic): 325.0950

AlogP: 2.52

#Rotatable Bonds: 5

Polar Surface Area: 72.91

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.62

Np Likeness Score: -0.37

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