(E)-6-(4-Ethoxystyryl)-4-methoxy-2H-pyran-2-one

ID: ALA4083102

PubChem CID: 137647468

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(/C=C/c2cc(OC)cc(=O)o2)cc1

Standard InChI:  InChI=1S/C16H16O4/c1-3-19-13-7-4-12(5-8-13)6-9-14-10-15(18-2)11-16(17)20-14/h4-11H,3H2,1-2H3/b9-6+

Standard InChI Key:  BBPHJMJWKZRWRO-RMKNXTFCSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.6456   -9.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6456  -10.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550  -10.6606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644  -10.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644   -9.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -9.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -8.1967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -7.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343  -10.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7756  -10.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4880  -10.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1993  -10.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1952  -11.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9014  -11.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6148  -11.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6134  -10.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9024  -10.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3266  -11.9019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3265  -12.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0383  -13.1319    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
 15 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4083102

   ---

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: 272.30

Molecular Weight (Monoisotopic): 272.1049

AlogP: 3.22

#Rotatable Bonds: 5

Polar Surface Area: 48.67

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.84

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