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

ID: ALA4797877

PubChem CID: 162675634

Max Phase: Preclinical

Molecular Formula: C17H16O7

Molecular Weight: 332.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c(/C=C/C(=O)OCc2cc(=O)c(O)co2)c1

Standard InChI:  InChI=1S/C17H16O7/c1-21-12-4-5-16(22-2)11(7-12)3-6-17(20)24-9-13-8-14(18)15(19)10-23-13/h3-8,10,19H,9H2,1-2H3/b6-3+

Standard InChI Key:  URSGXIXRNKAMHF-ZZXKWVIFSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   11.6415  -15.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6403  -16.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3484  -16.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0581  -16.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0552  -15.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3466  -15.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7614  -15.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4706  -15.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1768  -15.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8860  -15.5825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5922  -15.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3014  -15.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3017  -16.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0101  -16.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7172  -16.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7115  -15.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0025  -15.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1737  -14.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0128  -17.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4270  -16.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3442  -14.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0507  -13.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3482  -17.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6404  -18.0509    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
  3 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797877

   ---

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: 0.45

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