5-Hydroxy-4-oxo-4H-pyran-2-yl-methyl (E)-3-(2,3-dimethoxyphenyl)acrylate

ID: ALA4765137

PubChem CID: 162661151

Max Phase: Preclinical

Molecular Formula: C17H16O7

Molecular Weight: 332.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(/C=C/C(=O)OCc2cc(=O)c(O)co2)c1OC

Standard InChI:  InChI=1S/C17H16O7/c1-21-15-5-3-4-11(17(15)22-2)6-7-16(20)24-9-12-8-13(18)14(19)10-23-12/h3-8,10,19H,9H2,1-2H3/b7-6+

Standard InChI Key:  UQNWEYIQWAHYIJ-VOTSOKGWSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   31.8732  -10.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8720  -11.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5801  -12.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2897  -11.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2869  -10.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5783  -10.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9931  -10.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7023  -10.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4085  -10.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1177  -10.7990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8239  -10.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5331  -10.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5333  -11.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2418  -12.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9489  -11.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9432  -10.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2342  -10.3819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4054   -9.5759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2444  -12.8340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6587  -12.0105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5758   -9.5873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2823   -9.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1654  -10.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1652   -9.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 12  1  0
  9 18  2  0
 14 19  2  0
 15 20  1  0
  6 21  1  0
 21 22  1  0
  1 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765137

   ---

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: 332.31

Molecular Weight (Monoisotopic): 332.0896

AlogP: 2.12

#Rotatable Bonds: 6

Polar Surface Area: 95.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: ┄

CX LogP: 2.22

CX LogD: 2.21

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.64

Np Likeness Score: 0.52

References

1. Kim SO,Han Y,Ahn S,An S,Shin JC,Choi H,Kim HJ,Park NH,Kim YJ,Jin SH,Rho HS,Noh M.  (2018)  Kojyl cinnamate esters are peroxisome proliferator-activated receptor α/γ dual agonists.,  26  (21): [PMID:30352713] [10.1016/j.bmc.2018.10.010]

Source

Source(1):

• Scientific Literature