ethyl 2-(2,3-dimethyl-4-propionylphenoxy)acetate

ID: ALA1669285

PubChem CID: 53318158

Max Phase: Preclinical

Molecular Formula: C15H20O4

Molecular Weight: 264.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)COc1ccc(C(=O)CC)c(C)c1C

Standard InChI:  InChI=1S/C15H20O4/c1-5-13(16)12-7-8-14(11(4)10(12)3)19-9-15(17)18-6-2/h7-8H,5-6,9H2,1-4H3

Standard InChI Key:  IPADBFSPQLEFPW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   -2.5834   -4.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7602   -4.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3494   -3.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607   -2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870   -2.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -3.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8191   -3.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2337   -2.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2294   -4.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0544   -4.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244   -3.5207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117   -2.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7133   -2.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1260   -2.0922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256   -3.5211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0022   -2.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3493   -2.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510   -2.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3636   -1.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  3 11  1  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  1  0
  6  7  1  0
 13 15  2  0
  3  4  2  0
  5 16  1  0
  7  8  2  0
  4 17  1  0
 14 18  1  0
  7  9  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1669285

   Ethyl 2-(2,3-dimethyl-4-propanoylphenoxy)acetate

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: 264.32

Molecular Weight (Monoisotopic): 264.1362

AlogP: 2.84

#Rotatable Bonds: 6

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.59

Np Likeness Score: -0.62

References

1. Bryant ZE, Janser RF, Jabarkhail M, Candelaria-Lyons MS, Romero BB, Van slambrouck S, Steelant WF, Janser I..  (2011)  Inhibitory effects of ethacrynic acid analogues lacking the α,β-unsaturated carbonyl unit and para-acylated phenols on human cancer cells.,  21  (3): [PMID:21227691] [10.1016/j.bmcl.2010.12.074]

Source

Source(1):

• Scientific Literature