(Z)-2-(4-((6-butoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)-2,6-dimethylphenoxy)-2-methylpropanoic acid

ID: ALA4878808

PubChem CID: 151814363

Max Phase: Preclinical

Molecular Formula: C25H28O6

Molecular Weight: 424.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCOc1ccc2c(c1)O/C(=C\c1cc(C)c(OC(C)(C)C(=O)O)c(C)c1)C2=O

Standard InChI:  InChI=1S/C25H28O6/c1-6-7-10-29-18-8-9-19-20(14-18)30-21(22(19)26)13-17-11-15(2)23(16(3)12-17)31-25(4,5)24(27)28/h8-9,11-14H,6-7,10H2,1-5H3,(H,27,28)/b21-13-

Standard InChI Key:  SBHBYDQTIOOFNY-BKUYFWCQSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   23.8678  -17.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1620  -17.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1610  -18.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2380  -19.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2369  -20.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9449  -21.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9431  -19.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5302  -19.5137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6517  -19.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6565  -20.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4366  -20.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9139  -20.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4288  -19.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7311  -20.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1355  -19.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6936  -21.7613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9526  -19.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3570  -18.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9441  -18.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1228  -18.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7221  -18.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7075  -17.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1741  -18.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3476  -17.4773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5683  -16.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3854  -16.7548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1546  -16.0560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8226  -19.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1148  -19.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4072  -19.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6994  -19.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6 10  2  0
  9  7  2  0
  7  4  1  0
  4  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
 12 14  2  0
 14 15  1  0
 11 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 20 22  1  0
 18 23  1  0
 19 24  1  0
 24  2  1  0
  2 25  1  0
 25 26  1  0
 25 27  2  0
  8 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878808

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 424.49

Molecular Weight (Monoisotopic): 424.1886

AlogP: 5.34

#Rotatable Bonds: 8

Polar Surface Area: 82.06

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.77

CX Basic pKa: ┄

CX LogP: 5.72

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -0.13

References

1. Li Z, Ren Q, Zhou Z, Cai Z, Wang B, Han J, Zhang L..  (2021)  Discovery of the first-in-class dual PPARδ/γ partial agonist for the treatment of metabolic syndrome.,  225  [PMID:34455359] [10.1016/j.ejmech.2021.113807]

Source

Source(1):

• Scientific Literature