4E-3-hydroxy-5-(4-methoxyphenyl)-1-phenylpenta-2,4-dien-1-one

ID: ALA2413480

PubChem CID: 71769938

Max Phase: Preclinical

Molecular Formula: C18H16O3

Molecular Weight: 280.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(O)=C/C(=O)c2ccccc2)cc1

Standard InChI:  InChI=1S/C18H16O3/c1-21-17-11-8-14(9-12-17)7-10-16(19)13-18(20)15-5-3-2-4-6-15/h2-13,19H,1H3/b10-7+,16-13-

Standard InChI Key:  DSDDKZCCTULCHA-SBFJKYRKSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   32.6804   -2.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6791   -3.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3939   -3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1103   -3.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1074   -2.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3921   -2.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8203   -2.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5363   -2.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2492   -2.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9651   -2.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2460   -1.4174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6781   -2.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3940   -2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6749   -1.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3942   -3.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1093   -3.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8231   -3.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8175   -2.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1017   -2.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9643   -3.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2502   -3.4927    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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
  2 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413480

   5-(4-Methoxyphenyl)-1-phenylpent-4-ene-1,3-dione

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: 280.32

Molecular Weight (Monoisotopic): 280.1099

AlogP: 4.03

#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: 9.38

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.58

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.39

Np Likeness Score: 0.34

References

1. Caldarelli A, Penucchini E, Caprioglio D, Genazzani AA, Minassi A..  (2013)  Synthesis and tubulin-binding properties of non-symmetrical click C5-curcuminoids.,  21  (17): [PMID:23830698] [10.1016/j.bmc.2013.05.053]

Source

Source(1):

• Scientific Literature