2-(3,4-dimethoxyphenyl)-6-methoxy-4H-chromen-4-one

ID: ALA5201647

Cas Number: 370583-46-3

PubChem CID: 803908

Max Phase: Preclinical

Molecular Formula: C18H16O5

Molecular Weight: 312.32

Names and Identifiers

Canonical SMILES:  COc1ccc2oc(-c3ccc(OC)c(OC)c3)cc(=O)c2c1

Standard InChI:  InChI=1S/C18H16O5/c1-20-12-5-7-15-13(9-12)14(19)10-17(23-15)11-4-6-16(21-2)18(8-11)22-3/h4-10H,1-3H3

Standard InChI Key:  QYDMYMLHNGOWLE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.4313   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4267    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7133    1.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7133    0.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -0.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -1.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -1.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -2.2673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313   -1.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1417   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8583   -0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435    0.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313   -0.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163    0.2091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732   -1.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732   -2.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8567    1.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8567    2.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583   -0.2014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5732    0.2112    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
  6  7  1  0
  8  7  2  0
  9  8  1  0
  9 10  2  0
 11  9  1  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 11 16  2  0
 16 17  1  0
  7 17  1  0
 13 18  1  0
 18 19  1  0
  3 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5201647

   2-(3,4-dimethoxyphenyl)-6-methoxy-4H-chromen-4-one

Molecule Features

Natural Product: Yes

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: 312.32

Molecular Weight (Monoisotopic): 312.0998

AlogP: 3.49

#Rotatable Bonds: 4

Polar Surface Area: 57.90

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: 0.25

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