2-(4-bromophenyl)-6-methoxy-4H-thromen-4-one

ID: ALA5176950

PubChem CID: 776069

Max Phase: Preclinical

Molecular Formula: C16H11BrO3

Molecular Weight: 331.17

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H11BrO3/c1-19-12-6-7-15-13(8-12)14(18)9-16(20-15)10-2-4-11(17)5-3-10/h2-9H,1H3

Standard InChI Key:  SUJWPCRQLULQDD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.2132    1.8571    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.4987    1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4987    0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7886    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    0.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    1.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840    1.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579   -1.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579   -1.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825   -1.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987   -0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2132   -1.0322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2132   -1.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987    0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579    0.6215    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA5176950

   2-(4-Bromophenyl)-6-methoxychromen-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: 331.17

Molecular Weight (Monoisotopic): 329.9892

AlogP: 4.23

#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: 3.58

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.71

Np Likeness Score: 0.09

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