(E)-1-(6-hydroxybenzofuran-5-yl)-3-(4-methoxyphenyl)prop-2-en-1-one

ID: ALA2259850

PubChem CID: 76326424

Max Phase: Preclinical

Molecular Formula: C18H14O4

Molecular Weight: 294.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)c2cc3ccoc3cc2O)cc1

Standard InChI:  InChI=1S/C18H14O4/c1-21-14-5-2-12(3-6-14)4-7-16(19)15-10-13-8-9-22-18(13)11-17(15)20/h2-11,20H,1H3/b7-4+

Standard InChI Key:  YJWNQSHLVFMJKR-QPJJXVBHSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   23.2291  -20.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5146  -20.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8002  -20.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2291  -19.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0857  -20.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0857  -21.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3712  -22.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6568  -21.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6568  -20.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3712  -20.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9423  -22.1052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2278  -21.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1571  -21.9476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6421  -21.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1571  -20.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3725  -20.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3725  -21.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6581  -20.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9436  -20.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9436  -21.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6581  -22.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2291  -22.1052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 11 12  1  0
  8 11  1  0
  3  5  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 13 17  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 17 21  2  0
 16 18  2  0
 20 22  1  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2259850

   (E)-1-(6-hydroxy-1-benzofuran-5-yl)-3-(4-methoxyphenyl)prop-2-en-1-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: 294.31

Molecular Weight (Monoisotopic): 294.0892

AlogP: 4.04

#Rotatable Bonds: 4

Polar Surface Area: 59.67

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.43

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 3.26

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: 0.64

References

1. Ranga Rao R, Tiwari AK, Prabhakar Reddy P, Suresh Babu K, Suresh G, Ali AZ, Madhusudana K, Agawane SB, Badrinarayan P, Narahari Sastry G, Madhusudana Rao J.  (2012)  Synthesis of antihyperglycemic, -glucosidase inhibitory, and DPPH free radical scavenging furanochalcones,  21  (6): [10.1007/s00044-011-9583-7]

Source

Source(1):

• Scientific Literature