2'-hydroxy-4'-ethoxy-chalcone

ID: ALA4514458

PubChem CID: 12566142

Max Phase: Preclinical

Molecular Formula: C17H16O3

Molecular Weight: 268.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1ccc(C(=O)/C=C/c2ccccc2)c(O)c1

Standard InChI:  InChI=1S/C17H16O3/c1-2-20-14-9-10-15(17(19)12-14)16(18)11-8-13-6-4-3-5-7-13/h3-12,19H,2H2,1H3/b11-8+

Standard InChI Key:  XSRZSWRGJARYET-DHZHZOJOSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.8605  -15.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8593  -16.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5674  -16.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2770  -16.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2742  -15.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5656  -15.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5672  -17.5475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1527  -15.0934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9854  -16.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9867  -17.5456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6924  -16.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6912  -15.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3982  -15.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1042  -15.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8108  -15.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8099  -14.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0966  -13.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3929  -14.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450  -15.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7372  -15.0937    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
  3  7  1  0
  1  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  8 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514458

   (E)-1-(4-ethoxy-2-hydroxyphenyl)-3-phenylprop-2-en-1-one

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: 268.31

Molecular Weight (Monoisotopic): 268.1099

AlogP: 3.69

#Rotatable Bonds: 5

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.10

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: 0.00

References

1. Marquina S, Maldonado-Santiago M, Sánchez-Carranza JN, Antúnez-Mojica M, González-Maya L, Razo-Hernández RS, Alvarez L..  (2019)  Design, synthesis and QSAR study of 2'-hydroxy-4'-alkoxy chalcone derivatives that exert cytotoxic activity by the mitochondrial apoptotic pathway.,  27  (1): [PMID:30482548] [10.1016/j.bmc.2018.10.045]

2. Hossain M, Das U, Dimmock JR..  (2019)  Recent advances in α,β-unsaturated carbonyl compounds as mitochondrial toxins.,  183  [PMID:31539776] [10.1016/j.ejmech.2019.111687]

Source

Source(1):

• Scientific Literature