(E)-1-(2,5-Dihydroxyphenyl)-5-phenylpent-1-en-3-one

ID: ALA4579523

PubChem CID: 155565163

Max Phase: Preclinical

Molecular Formula: C17H16O3

Molecular Weight: 268.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cc(O)ccc1O)CCc1ccccc1

Standard InChI:  InChI=1S/C17H16O3/c18-15(8-6-13-4-2-1-3-5-13)9-7-14-12-16(19)10-11-17(14)20/h1-5,7,9-12,19-20H,6,8H2/b9-7+

Standard InChI Key:  ZAAMCRCSDBCHED-VQHVLOKHSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   11.6221   -6.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0307   -7.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8479   -7.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2565   -6.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0737   -6.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2565   -8.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4823   -5.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0737   -5.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4823   -4.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2995   -4.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7081   -5.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2995   -5.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8050   -6.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3964   -7.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5792   -7.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1706   -6.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5792   -5.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3964   -5.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1706   -5.2696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8050   -8.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
  5  7  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 17 19  1  0
 14 20  1  0
  1 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4579523

   ---

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: 3.31

#Rotatable Bonds: 5

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: ┄

CX LogP: 4.14

CX LogD: 4.13

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: 0.99

References

1. Selka A, Doiron JA, Lyons P, Dastous S, Chiasson A, Cormier M, Turcotte S, Surette ME, Touaibia M..  (2019)  Discovery of a novel 2,5-dihydroxycinnamic acid-based 5-lipoxygenase inhibitor that induces apoptosis and may impair autophagic flux in RCC4 renal cancer cells.,  179  [PMID:31260889] [10.1016/j.ejmech.2019.06.060]

Source

Source(1):

• Scientific Literature