(E)-4-Ethoxy-6-styryl-2H-pyran-2-one

ID: ALA4090178

PubChem CID: 21786714

Max Phase: Preclinical

Molecular Formula: C15H14O3

Molecular Weight: 242.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(/C=C/c2ccccc2)oc(=O)c1

Standard InChI:  InChI=1S/C15H14O3/c1-2-17-14-10-13(18-15(16)11-14)9-8-12-6-4-3-5-7-12/h3-11H,2H2,1H3/b9-8+

Standard InChI Key:  YGFMUHFGGDSDSR-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   38.5483  -23.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5483  -23.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2577  -24.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9671  -23.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9671  -23.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2577  -22.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2577  -21.9156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9696  -21.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8412  -24.3847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6784  -24.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3908  -23.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1020  -24.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0979  -25.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8083  -25.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5176  -25.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5162  -24.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8093  -23.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6814  -21.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  2  9  2  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090178

   4-ethoxy-6-[(E)-2-phenylethenyl]pyran-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 242.27

Molecular Weight (Monoisotopic): 242.0943

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 39.44

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: 0.24

References

1. Kumagai M, Nishikawa K, Mishima T, Yoshida I, Ide M, Koizumi K, Nakamura M, Morimoto Y..  (2017)  Synthesis of novel 5,6-dehydrokawain analogs as osteogenic inducers and their action mechanisms.,  27  (11): [PMID:28427810] [10.1016/j.bmcl.2017.04.016]

Source

Source(1):

• Scientific Literature