6-methoxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one

ID: ALA5204814

PubChem CID: 71739399

Max Phase: Preclinical

Molecular Formula: C17H11F3O3

Molecular Weight: 320.27

Names and Identifiers

Canonical SMILES:  COc1ccc2oc(-c3ccc(C(F)(F)F)cc3)cc(=O)c2c1

Standard InChI:  InChI=1S/C17H11F3O3/c1-22-12-6-7-15-13(8-12)14(21)9-16(23-15)10-2-4-11(5-3-10)17(18,19)20/h2-9H,1H3

Standard InChI Key:  ZFOBHHXDTPCWRW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.8558    1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4313   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7137    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7137    1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4267    1.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006   -0.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0006   -1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152   -2.2659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297   -1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1396   -1.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5703   -1.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5703   -2.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -0.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414    0.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4297   -0.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152    0.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558    2.2696    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5703    1.0320    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5703    1.8571    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  2  7  2  0
  5  8  1  0
  9  8  2  0
 10  9  1  0
 10 11  2  0
 12 10  1  0
 13 12  1  0
 14 13  2  0
 14 15  1  0
 15 16  1  0
 17 14  1  0
 18 17  2  0
 19 18  1  0
 12 19  2  0
 19 20  1  0
  8 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204814

   6-Methoxy-2-[4-(trifluoromethyl)phenyl]chromen-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 320.27

Molecular Weight (Monoisotopic): 320.0660

AlogP: 4.49

#Rotatable Bonds: 2

Polar Surface Area: 39.44

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -0.20

References

1. Kampschulte N, Berking T, Çelik IE, Kirsch SF, Schebb NH..  (2022)  Inhibition of cytochrome P450 monooxygenase-catalyzed oxylipin formation by flavonoids: Evaluation of structure-activity relationship towards CYP4F2-selective inhibitors.,  238  [PMID:35576701] [10.1016/j.ejmech.2022.114332]

Source

Source(1):

• Scientific Literature