(Z)-2-(4-((6-isobutoxy-3-oxobenzofuran-2(3H)-ylidene)methyl)-2,6-dimethylphenoxy)acetic acid

ID: ALA4876536

PubChem CID: 147391493

Max Phase: Preclinical

Molecular Formula: C23H24O6

Molecular Weight: 396.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(/C=C2\Oc3cc(OCC(C)C)ccc3C2=O)cc(C)c1OCC(=O)O

Standard InChI:  InChI=1S/C23H24O6/c1-13(2)11-27-17-5-6-18-19(10-17)29-20(22(18)26)9-16-7-14(3)23(15(4)8-16)28-12-21(24)25/h5-10,13H,11-12H2,1-4H3,(H,24,25)/b20-9-

Standard InChI Key:  DMYMKTPYFGFERF-UKWGHVSLSA-N

Molfile:  

 
     RDKit          2D

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   35.2465   -2.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3225   -4.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3214   -5.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0294   -6.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0277   -4.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6147   -4.5112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7363   -4.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7411   -5.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5211   -5.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9985   -5.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5133   -4.6586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8156   -5.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2201   -4.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7781   -6.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0371   -4.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4415   -3.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0287   -3.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2073   -3.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8066   -3.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7920   -2.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2587   -3.8873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4321   -2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6528   -1.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4700   -1.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2391   -1.0535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6145   -3.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9067   -3.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9065   -2.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1991   -3.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  8  2  0
  7  5  2  0
  5  2  1  0
  2  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
 10 12  2  0
 12 13  1  0
  9 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
 18 20  1  0
 16 21  1  0
 17 22  1  0
 22  1  1  0
  1 23  1  0
 23 24  1  0
 23 25  2  0
  6 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876536

   ---

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: 396.44

Molecular Weight (Monoisotopic): 396.1573

AlogP: 4.42

#Rotatable Bonds: 7

Polar Surface Area: 82.06

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.71

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 1.34

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -0.36

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