2-[2-(2-hydroxyphenyl)ethyl]-chromone

ID: ALA4514447

PubChem CID: 44156182

Max Phase: Preclinical

Molecular Formula: C17H14O3

Molecular Weight: 266.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(CCc2ccccc2O)oc2ccccc12

Standard InChI:  InChI=1S/C17H14O3/c18-15-7-3-1-5-12(15)9-10-13-11-16(19)14-6-2-4-8-17(14)20-13/h1-8,11,18H,9-10H2

Standard InChI Key:  LGWJJSZGQWTDID-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   10.5354  -14.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5343  -14.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2423  -15.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2405  -13.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9491  -14.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9479  -14.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6580  -15.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3739  -14.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3751  -14.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6604  -13.5945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6557  -16.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0838  -13.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7905  -14.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4992  -13.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2016  -14.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9098  -13.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9123  -12.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2006  -12.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4953  -12.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1973  -14.8368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514447

   2-[2-(2-Hydroxyphenyl)ethyl]chromen-4-one

Molecule Features

Natural Product: Yes

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: 266.30

Molecular Weight (Monoisotopic): 266.0943

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 50.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.27

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 0.63

References

1. Ahn S, Ma CT, Choi JM, An S, Lee M, Le THV, Pyo JJ, Lee J, Choi MS, Kwon SW, Park JH, Noh M..  (2019)  Adiponectin-Secretion-Promoting Phenylethylchromones from the Agarwood of Aquilaria malaccensis.,  82  (2): [PMID:30672698] [10.1021/acs.jnatprod.8b00635]

Source

Source(1):

• Scientific Literature