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

ID: ALA4865961

PubChem CID: 150227841

Max Phase: Preclinical

Molecular Formula: C20H18O6

Molecular Weight: 354.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)O/C(=C\c1cc(C)c(OCC(=O)O)c(C)c1)C2=O

Standard InChI:  InChI=1S/C20H18O6/c1-11-6-13(7-12(2)20(11)25-10-18(21)22)8-17-19(23)15-5-4-14(24-3)9-16(15)26-17/h4-9H,10H2,1-3H3,(H,21,22)/b17-8-

Standard InChI Key:  FUVOHPSNVKNQHL-IUXPMGMMSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   36.1834  -25.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2594  -28.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2583  -28.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9663  -29.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9645  -27.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5516  -27.6113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6732  -28.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6779  -28.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4580  -29.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9353  -28.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4502  -27.7587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7525  -28.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1569  -27.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7150  -29.8589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9740  -27.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3784  -26.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9656  -26.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1442  -26.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7435  -27.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7289  -25.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1955  -26.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3690  -25.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5897  -24.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4068  -24.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1760  -24.1536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5514  -26.7941    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
M  END

Alternative Forms

1. Parent:

   

   ALA4865961

   ---

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: 354.36

Molecular Weight (Monoisotopic): 354.1103

AlogP: 3.39

#Rotatable Bonds: 5

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: 3.39

CX LogD: 0.09

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.83

Np Likeness Score: -0.28

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