2-(4-butyryl-2,3-dimethylphenoxy)acetic acid

ID: ALA1669284

PubChem CID: 53318157

Max Phase: Preclinical

Molecular Formula: C14H18O4

Molecular Weight: 250.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)c1ccc(OCC(=O)O)c(C)c1C

Standard InChI:  InChI=1S/C14H18O4/c1-4-5-12(15)11-6-7-13(10(3)9(11)2)18-8-14(16)17/h6-7H,4-5,8H2,1-3H3,(H,16,17)

Standard InChI Key:  WPOZENQWTYDJML-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   15.6916    0.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5148    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9256    1.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5143    2.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6880    2.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2809    1.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4559    1.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0413    2.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0456    0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2206    0.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7506    1.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1633    2.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9883    2.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4010    2.9245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4006    1.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2728    2.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9257    2.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8102    0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  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
 10 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1669284

   2-(4-Butanoyl-2,3-dimethylphenoxy)acetic acid

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: 250.29

Molecular Weight (Monoisotopic): 250.1205

AlogP: 2.75

#Rotatable Bonds: 6

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.52

CX Basic pKa: ┄

CX LogP: 3.02

CX LogD: -0.35

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -0.28

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