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

ID: ALA2272247

Cas Number: 40674-21-3

PubChem CID: 3016209

Max Phase: Preclinical

Molecular Formula: C14H15NO5

Molecular Weight: 277.28

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  UNZUMKCIIIFEJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   20.6609   -1.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2480   -2.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0652   -2.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5653   -1.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5641   -2.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2722   -2.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2704   -1.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9790   -1.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9793   -2.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7622   -2.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2474   -1.8637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7618   -1.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0141   -0.4215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0150   -3.3078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9576   -1.4595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3730   -1.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0782   -1.8811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3780   -0.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0732   -2.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7783   -3.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
 12 13  2  0
 10 14  2  0
 11 15  1  0
 15  1  1  0
  1 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272247

   Ethyl 2-((1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy)-2-methylpropionate

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: 4

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: 2.05

CX LogD: 2.05

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: -0.18

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