2-(4-bromophenyl)-6-hydroxy-4H-chromen-4-one

ID: ALA5177455

PubChem CID: 86000049

Max Phase: Preclinical

Molecular Formula: C15H9BrO3

Molecular Weight: 317.14

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccc(Br)cc2)oc2ccc(O)cc12

Standard InChI:  InChI=1S/C15H9BrO3/c16-10-3-1-9(2-4-10)15-8-13(18)12-7-11(17)5-6-14(12)19-15/h1-8,17H

Standard InChI Key:  OVZGCNYKIUXFLR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.3579   -1.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579   -1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7884    0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    0.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129    1.8551    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579    0.6196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0724   -0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -1.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984   -0.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -1.0339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984    0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  8 11  1  0
  4 12  1  0
 13 12  1  0
 14 13  2  0
 14  2  1  0
 15 14  1  0
 16 15  2  0
 16 17  1  0
 18 16  1  0
 19 18  2  0
 13 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5177455

   2-(4-Bromophenyl)-6-hydroxychromen-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: 317.14

Molecular Weight (Monoisotopic): 315.9735

AlogP: 3.93

#Rotatable Bonds: 1

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: 9.14

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 3.42

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.74

Np Likeness Score: 0.52

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